His Sister's Sissy Bitch

Jessica stood behind her younger brother with her strap on penetrating his ass.  "You wanna steal my panties you little sissy?"

Jimmy's ass was on fire.  It wasn't so much that the rubber invader is his tight posterior was big.  It was about four inches, and a little thinner than the average dildo.  Jessica lubed him up well.  She needed to with the pounding she was giving him.  "I didn't, " he moaned.

She smiled.  "What did I tell you about lying to me?  And what are you supposed to call me when mom isn't home?"

Jimmy was a babbling mess, but his small cock betrayed him.  He loved this.  He stole his sister's panties on purpose to get the strap on again.  "I'm sorry Mistress."

She gabbed his hips.  "You little bitch.  That's what you are, aren't you?"

"Oh, " he moaned.  "Oh God."

"I wanna hear you say it, " she demanded as she thrust in deep.

"I'm a little bitch, " he cried

She laughed.  "You're my little bitch."  She kept thrusting in and out at a rapid pace.  "And don't ever forget it."

Jimmy's body betrayed him, and his cock started spamming as he was having an intense anal orgasm.  "Oh  my God, " he repeated a few times.  He couldn't deny the pleasure.  His sister was ruining him for any sort of normal sex.

She continued laughing.  "Oh my God, you little sissy faggot.  Look at the mess you just made on my bed.  You sick little fairy.  You're gonna clean this up."

"I'm sorry Mistress, " he said as he regained his composure and started to pick up the blankets.

Jessica shook her head.  "Not like that sissy.  Lick it up."

This was new.  He didn't know what to do, but Jessica pushed his head down to the blanket.  "Lick it up, bitch."  He started to lick it up as he felt her hand swat his bare ass.  "When I say do something, you do it bitch.  Is that clear?  You want me to show mom the pictures of you I have in her favorite nightie?"

He started licking up his cum.  "That's what I thought, slut.  Clean it all, then wash the blankets.  In fact, you're gonna start cleaning my room for me and doing my chores.  I'm gonna get you some panties and other cute things to wear under your clothes, but you're gonna pay for them."

"Yes Mistress, " he replied.  "Thank you Mistress."

She threw a pair of red panties and an old bra at him.  "Wear this."  She handed him some red nail polish.  "I want your toes painted too."

"I can't Jessica."

She slapped him in the face.  "It's Mistress when we are in moments like this, bitch.  And yes you can."

He nodded as he gathered the blankets.  "Yes Mistress."

"I need to get cleaned up.  Bobby is coming over.  Go sissify yourself and leave me alone."

Jimmy was in his bedroom in the bra and panties, blowing on his toe nails to dry them, when she looked through his door.  "Oh my God, he's doing it."  She smiled to herself.  "I could have a future as a Domme."

There was a knock on the door.  It was Bobby, her boyfriend.  He was a high school football player and starting quarterback for the team.  "Hi baby, " she threw her arms around him.  She felt his cock pressing up against her.

"Baby, I need you, " he said with a look of lust in his eyes.

"Sweetie, mom is gonna be home in about 15 minutes.  There isn't time."

The tall blonde haired boy grinned.  "You could, you know."

Jessica rolled her eyes.  She knew what he wanted and she hated doing it.  "Oh my God.  Jimmy, get in here."

"In a minute.  I need to change, " he yelled back.

"Now sissy, " she yelled.

Bobby laughed.  "What the fuck?"

She kissed him.  "Trust me baby."

Jimmy walked slowly down the hallway in the red panties and nude bra, humiliated and yet turned on as he looked down at his painted toe nails.  "Yes Mistress."

"Mistress, " Bobby said with a mocking laugh.

She playfully slapped him and chuckled.  "Quiet, you're not helping."  She looked at her little sissy brother.  "My boyfriend wants his cock sucked."

"What, " both Jimmy and Bobby asked at the same time?

She gently grabbed Bobby's cock from outside of his tented sweats.  "As you can see, he's pretty big, and a lot of girls are jealous that I get to ride it.  He needs a blowjob, and I'm not doing it.  Do you know what that means?"

Bobby shook his head.  "No way.  I ain't gay."

Jessica smiled at him innocently.  "Baby, my sissy is the one who will be sucking.  He's doing it for me.  That make's him gay, not you."

Jimmy shook his head.  "I'm not Gay, Jessica."

She slapped her sissy brother in the face.  "It's Mistress, you little bitch, and have you already forgotten my strap on?  You're a little fairy.  Look at you."

"Fuck it, " Bobby said as he dropped his sweats and underwear and a nice eight inch cock popped out.

"I can't Mistress, " Jimmy protested.

"You can, and you will."  She grabbed her purse off of the coffee table and retrieved a tube of red lipstick.  "Here, put this on Jenna.  It matches your toe nails, and you need pretty cock sucker lips if you are gonna do this right."

Jimmy shook his head and Jenna slapped him.  "Oh for God's sake, pucker your lips like this and I'll do it."  The sissy obeyed as she applied the lipstick.  "There you go.  Now get on your knees."

Jimmy reluctantly obeyed.  "Look at that thing, " said Jessica.  "Isn't it beautiful?  Give it a kiss you little slut."

Jimmy did as told and his sister snapped a shot with her camera phone.  "Hey baby, " Bobby protested.  "No pictures."

She laughed.  "Relax sweetie.  It's just your cock.  Mom wouldn't know who's cock that was, just that her fairy son was kissing it and getting lipstick all over it."

"Mistress, please don't tell mom, " the sissy begged.

Jessica laughed.  "I won't have to if you do what I say.  Now, take your tongue and lick all the way around the head.

Bobby was already leaking precum, and Jimmy got a good taste."  Jennifer snapped a couple more shots.  "Now, open your mouth and start sucking it.  No teeth."

"That's right, " Bobby agreed.  "No teeth."

She kissed him on the cheek.  "So, you like it now?"

He looked down at her little brother sucking his cock.  "She's not bad."

"That's good, " she snapped a couple more shots as her sissy appeared to be more into it.  "Because, I'm not really a fan of anal either, and I may have a solution for that too."

Bobby just laughed as he enjoyed the attention his cock was receiving from the sissy.  "Take it deep, Jenna.  I want to see you gag on it, " she ordered.  Jimmy did as instructed.  "Keep doing it.  You need to get used to it."

Jimmy was into it, and Bobby was enjoying the massage is impressive cock was receiving from the sissy's mouth and tongue.  "You see.  You're my bitch now, sissy Jenna.  You do what I say.  That includes sucking my boyfriend's cock or any other cock I say to suck.  I may just take you to a glory hole and make money off of your mouth and ass."

She knelt down to speak into Jimmy's ear as he continued sucking.  "You'd love it if I dressed you up as a pretty little slut and let the boys have a shot at your pretty little mouth and ass, wouldn't you?"

"Oh fuck, " Bobby moaned as he exploded inside Jimmy's eager mouth.

Jimmy swallowed without even thinking about it as his sister laughed and teased him.  "Oh my God.  Did you just swallow his cum?  I didn't tell you to swallow.  Of course, I never do, but a sissy faggot like you should always swallow.  Next time, stick out your tongue and show me first."

There was the sound of a car door shutting in the driveway.  "Oh my God, mom's home.  "You, put your sweats back on.  Jimmy, get a shirt and pants on."

Jimmy ran down the hallway.  He was thoroughly humiliated, and yet he was turned on.  He couldn't wait to see what his Mistress sister had planned for him next.  Maybe Bobby might fuck him.  "Oh my God, " he thought.  "Can I handle it?"

If you like stories that I share here, considering getting a copy of Tales Of Feminization And Submission at Smashwords :)

Forget Labels And Take The Plunge, Sissy

You may be gay.  You may be bisexual.  Does it really matter?   You are at the point where you want to take fantasy into reality.  And, let's face it, this has been a difficult journey for you.  Ever since you first put on that pair of panties, you were hooked.

They would call you a sissy for doing that and being so excited by it, but you didn't care in that moment.  You started playing with yourself.  It was such a turn on to you that you didn't last long until you exploded.

Then, it hit you. I must be gay.  Maybe you've been with women or are dating one when this happens, and sex with her is enjoyable to you.  But, you came in your panties, so that messes with your head.  Whatever the case, the panties must go, you tell yourself.

The problem is, you can't get it out of your mind.  It gives way to desire.  Then, obsession.  You must wear panties again.  The process continues, and next it's a bra.  Somebody in the house, a sister or mother or wife, had a bra you just had to wear.

Again, excitement kicks in.  There's a wet spot in front of your tented panties, and it must be dealt with.  So, you start playing with yourself again and explode.  Then, more guilt, but you are dealing better with it now.

As time progresses, you've added more clothes.  You even experiment with makeup, maybe some lipstick.  You start having crazy thoughts now.  You aren't thinking of a woman now, but a man.  You are thinking of how it would be to be a woman with a man.

Again, you are excited, and you can't fight it.  You start playing with yourself, and it's amazing.  Then, you cum.  Those clothes must go.  So, you throw them out.  A few days later, you have regret.  You can't believe you did that.

You wonder what is wrong with you.  Why do you like wearing women's clothes?  Why are you turned on?  Are you gay?  Is something wrong with you?  People in all spectrums of the T community have wrestled with this.

It is a form of gender dysphoria.  Maybe it's about identity and maybe it's about expression, but you aren't wrong to be who you are.  You should feel free to explore how this feels.  And, the day you started building wardrobe and dressing again, you finally understood that.

You took it up a notch and bought a toy, maybe two of them.  Now, when you get turned on, you may have a toy inside your sissy pussy or one in both ends,   Maybe you are watching porn, straight or transsexual, but imagining you are the woman either way.  The orgasm you have is amazing.

So, that brings you here.  You know how to dress up and presentable, and you feel comfortable going some places.  What you want now is to be with a man.  Maybe you want to be fucked and maybe it's just a blowjob, but it's on your mind all the time.

The problem is, that same guilt is there, telling you not to do it.  You are gay if you do this.  Gay is somehow wrong.  Actually, the label that applies to many once they decide to do it is bisexual, but even if you are gay, so what?  We are talking about two consenting adults.

Really, if you are getting ready to try it for the first time, the term to tell yourself, if you must have a label, is experimenting.  You want to know how it feels, so you are experimenting.  You want the experience.  So, let yourself have it, and screw the labels.

If it turns out you don't like it, you had an experience.  You are straight, but you experimented once.  If you like it, you may be bi or gay.  Congratulations, you took a step to add more options to your love life.

Don't be afraid to take that plunge.  Get dolled up and just do it.  Give yourself to the moment, and allow yourself the opportunity to know how it feels.  Surrender to that desire to take that cock in your mouth or sissy pussy, or both, and enjoy the moment.

There will be time to analyze it later.  Labels don't matter, but a life experience you want to try does.  And if you do like it, then nothing is stopping you from getting pretty and doing it again.  You know what I'm saying is true, as the bit of excitement in your panties now would indicate.

Be a sissy slut for a night.  Have that taste of cum, or feel that cock in your backside filling you up.  Being bi or gay is not the worst thing in the world.  Accepting yourself for who you are can actually lead you to a happier life.  So, ignore the labels and take the plunge.

Miss Rebecca's Sissy Slave

 Miss Rebecca's Sissy Slave

Dave was raging on the inside.  How could Rebecca, his wife of ten years, do this to him?  This was all her fault.  He knew her father worked in a top-secret government program that dealt in mind control, but he didn't take her seriously.  She would threaten that she would "make" him do what she said several times, mostly in a joking manner.

Then, a few months ago, Rebecca started getting him to play dress up with her in the bedroom.  Rebecca was an attractive woman with long blonde hair and blue eyes and DD breasts.  She wanted him to wear her panties and bras and play around in the bedroom, and though he had reservations, he did it to please her.  The sex was great.

The problem was she was wanting more, and he had his limits.  She wanted him to get a makeover and go out with her in public, and that was where he drew the line.  He told her no in no uncertain terms, and thought it was over.  Only too late did he realize it was not. When he came home from work and settled in for dinner one night, he realized too late that he'd been drugged.

He came to in a white room, strapped to a bed with his wife standing over him with a big smile on her face.  "You're gonna be the perfect little sissy slut girlfriend for me from now on, dear."

"No, I'm not, " he yelled at her.

"Suit yourself, " she replied as she gagged him.

He was bombarded with images that he was forced to watch on a screen that was put directly in front of his face, while he listened to special audio on headphones.  He was drugged with God only knows what, but he was losing his ability to resist and becoming compliant.

He was in this room for almost three months.  His wife informed him that he would not be working at his old job anymore and that she earned enough money as a psychiatrist to take care of both of them.  He would become the sissy slut housewife she always wanted.  She also informed him that he was being put on hormones and would get laser hair removal.

He kept asking her why and she always smiled and said, "Because I love you and I like you better this way.  You will too."

But there was something different going on with her technique.  Everything he had ever learned about mind control suggested you became a new personality.  Your original personality knew nothing of what the other personality did.  This is not what she did to him.

She created a sissy persona for him.  The sissy knew makeup, how to walk, talk and act completely feminine.  This personality was dominant, but his personality was there and very aware.  He was unable to do anything but occasionally make a comment.  He was helpless to do anything about it.

He had been home for a week and was instructed on how he was to perform.  He would wear a maid's uniform when he performed his domestic duties.  He would cook, clean and do all the errands that involved running the house.  He was surprised to realize he knew how to perform several different duties.  His new name was Samantha, but she called him Sami.

Sami pranced around the house in her five-inch heels, cleaning the living room, when Rebecca came out of the bedroom in a tight red dress.  Fuck, what is she up to now, he wondered?  "Where are you going Mistress, " the sissy asked?

She smiled at her.  "I have a date tonight, sweetie, " she kissed her sissy on the forehead.  "Dinner was wonderful, and the house looks great."

You cheating bitch, he thought.  Sami blushed. "Thank you, Mistress.  I hope you have a wonderful time."

She giggled as she went out the door.  "Oh, I will.  And, I'll have a surprise for you, so do wait up."

Sami fluttered about the house making sure everything was clean.  She wanted to make Mistress proud of her.  She loved to please her Mistress and did all that was asked of her.  Mistress had done something with her clitty though, and she couldn't seem to get hard.  Not that she minded.  Mistress let her eat her pussy or her ass every day since she got home.  To hear Mistress say what a good girl she was was all that she needed.

Dave was so angry he couldn't stand it.  He wanted to kill his wife for this.  He had given her everything he could.  He had a good job and was climbing the corporate ladder.  He was in line for another promotion when she did this to him.  He knew Rebecca was well off, but he was poised to make 7 figures per year if he landed the executive job.  He figured he was a year or two away from that.

He thought he treated her well, and the sex was great.  Rebecca wanted a child, which they hadn't been able to have yet. Was that why she did this to him?  It couldn't be because he refused to go out dressed.  Why did she hate him so much?  He really didn't understand.

Sami was putting on some red lipstick and looking in the mirror.  "I wonder if Mistress is gonna have sex tonight?  Maybe she'll let me clean her up or suck her boyfriend's cock."

She was being absent minded and didn't realize Rebecca was standing in the doorway, smiling at her.  "I'm gonna let you do more than that, sissy.  Come out to the living room."

She came to the room to see three men standing there, two of them were naked.  What the fuck is this, Dave thought?  Fuck, she better not be planning what I think she is.  Sami blushed.  "Who are these guys, Mistress?"

Rebecca went over to the man who was clothed.  "This is my friend Steve.  I believe you tasted him on my pussy Thursday."

She pointed to the other guys.  "These are his friends, Mark and Jeff.  They're in town on business, and Steve wanted to show them a good time."

Oh, fuck no, Dave thought.  "I don't understand, " Sami replied.

Rebecca walked over to her sissy and kissed her seductively.  "They're here to fuck you, sweetie.  Now, be a good girl and suck their cocks while Steve and I have a seat on the couch."

Fuck, fuck, fuck.  No way, Dave thought.  "Thank you, Mistress."  Sami immediately got on her knees and took Jeff's cock inside her mouth.  It was the first cock she'd ever sucked, though she had practiced with Rebecca's strap on.

Jeff's cock was seven inches long, though not too thick.  Mark's cock was thick and looked like it would be longer than Jeff's.  She started sucking him and stroking Jeff slowly, and she made loud sucking noises as she went down on him.

Rebecca looked on as Steve rubbed her crotch underneath her dress.  She wasn't wearing any panties as he fingered her hole. "Fuck, that is so hot, " said Rebecca.  "You are such a sissy slut Sami."

The sissy was gagging on Mark's hardening cock as Dave was raging in her mind.  No, I'm not fucking gay.  I fucking hate you Rebecca.  Sami was licking the tip of Mark's cock.  "That tastes so yumny."

He smiled down at her.  "Your Mistress says you have a nice tight ass.  Can I see that ass?"

Sami smiled and turned around, lifting up her dress to reveal her black crotchless panties and the plug inside her hole.  Mark moved behind her and removed the plug as Jeff sat down and positioned his cock in front of her face.

By then, Rebecca had Steve's pants off and was sucking on his thick eight-inch cock.  She was wet from the excitement of playing with Steve while her sissy was about to be taken at both ends, and she took the time to encourage her.  "That's my girl.  Be the perfect little sissy slut for your Mistress."

As she began sucking Jeff's cock, she felt the pressure of Mark's cock pushing into her tight pussy hole.  Fuck, fuck fuck, Dave yelled inside his mind.  This can't be happening.  It hurt, but Sami kept sucking Jeff's cock.  "Oh fuck, Jeff.  You have to try this sissy's pussy.  It's tight as hell."

Rebecca had lifted her dress and sat down on Steve's hard cock as he fondled her breasts.  "My sissy loves cock in her pussy.  She's a real slut, just like me."

I'm gonna kill her, Dave thought.  "I want his cum Mistress, " Sami said as Mark pushed deep inside her.

Mark laughed.  "Well, you're gonna get it sissy."

Rebecca was riding Steve hard and moaning in pleasure as she turned her head to kiss him.  "I told you this would be fun, didn't I baby?"

Steve smiled.  "Oh yeah.  This is hot."

Sami began deep throating Jeff as Mark was fucking her ass hard and deep.  It was the most amazing feeling in the world to her.  It wasn't long before people started cumming.  First, Jeff shot his seed down her throat.  She barely had time to taste it as she greedily swallowed it all, to Dave's dismay.

Rebecca was in the middle of an intense orgasm when Steve came inside her pussy as they came together.  She looked over at Mark.  "Have you cum inside her ass yet?"

Mark shook his head as he was fucking Sami's ass hard.  "Not yet."

"Do it, " she said.  "Cum in her ass.  We need clean up here."

Mark tensed up and came hard inside the sissy's willing ass. She collapsed on the floor, only to hear Rebecca ordering her to the couch.  As Rebecca lay on her back on one end of the couch, the sissy started cleaning Steve's cock and tasting their love juices on it.  He was getting harder when Rebecca ordered her to clean her wet pussy.

Dave felt so helpless, unable to stop any of this from happening.  Sami licked Rebecca's wet pussy as she pushed some of Steve's seed out of it.  The sissy was surprised when she felt something in her ass.  She looked behind to see Steve had entered her.

"Don't look at him, clean my pussy, " Rebecca ordered.

Sami licked Rebecca clean and to another orgasm before Steve gave her sissy pussy its second load of the evening.  As Sami collapsed on the couch, Rebecca showed the guys to the door.  She kissed Steve. "I wish you guys could stay."

He smiled at her.  "Me too, but we have to go to the office to finalize the deal.  But thanks so much for this,"

She kissed him again.  "It was our pleasure."

When Rebecca saw Sami on the couch crying, and she knew it was Dave.  The poor sissy must have passed out from the pleasure.  "Why?" Dave cried.  "Why?

Rebecca laughed.  "Because I can, and you will.  The sooner you accept your fate and embrace Sami, the better it will be."

She kissed him on the forehead.  "You were great tonight, sweetie.  The sissy girlfriend I always wanted."

He shook his head.  "I'll never accept this, Rebeca.  Do you hear me?  Never."

"Aw, " she said mockingly.  "It's okay, baby.  I have time.  You're not going anywhere.  Sami loves this too much."

"Watch me, " he said as he tried to move.

Rebecca turned to the hallway and stopped. "Oh, I forgot to tell you.  I'm setting up an appointment with a doctor for breast enhancement for you.  I think you'll look better after that."

She walked down the hallway.  "Rebecca!" Dave yelled.

Sami woke up and practically sprang off of the couch. "My own breasts?  Really?"

She ran down the hallway as cum leaked out of her ass and down her leg.  She hugged Rebecca. "Thank you, Mistress.  I love you so much."

Dave wanted to cry, but he was too weak to do anything with his body.  Sami was getting stronger and in full control.  Rebecca kissed Sami.  "I love you too, dear.  You're the perfect little sissy."

Honey, Let Me Explain

 Honey, Let Me Explain

 

Jeffrey was feeling all of his old urges coming back as he was folding his wife’s laundry. Recently he had started dressing up in her clothes when she was gone. He was happy to find out that they actually fit him. About six months ago, he started dressing up in her clothes and playing whenever he could.

There was always a part of him that felt like he was born in the wrong body, but Jeffrey suppressed it. These aren't the thoughts a boy should have. Since he was very young, he had been grabbing his mother's or his sister’s clothes and dressing at home. It was only when he met Abigail that he stopped.

He reasoned that he could stop for his wife. He dearly loved her, and he had since high school. Abigail had the body of a goddess, and he was jealous of her. From her shapely ass to her wide hips to her still firm DD Cup breasts, he imagined having that body for himself.

Now, Jeffrey had a pretty good body of his own. He wasn't overly masculine, but he was in good shape. He had gotten involved in the swimming team in college, and since then he has kept his body shaved. His wife never said anything about that. He also kept his hair somewhat long, though tied back.

At one time or another, he had even tried taking hormones. He dreamed of having breasts, and the hormones actually grew him small breasts. Abigail joked with him that he had man boobs. There was one time about a year into their marriage when she even put a bra on him. "If you're going to have girls like these, you should go ahead and wear a bra like me."

That wasn't the only moment when she indulged him. She had no idea what it meant to him, but soon she was putting panties on him and dressing him in a nightgown. She then started to paint his nails and put on some makeup. The resulting night of lovemaking was one that neither would forget.

Jeffrey had hoped that they would continue to do that, but it stopped after that. Abigail enjoyed it deep down, but she was ashamed to admit it. Jeffrey bought some clothes to dress privately but within a month he threw them out.

Now, the old urges were stirring within him again. He held her pink satin chemise in his hand and walked into the bathroom. He held it up against his body. It felt soft to the touch. "No, " he told himself. "I can't."

He continued to fold her clothes when there was a knock upon the door. It was his best friend Alan, who just walked in after knocking. "Hey dude, what's up?"

"Not much, just folding my wife's clothes."

Alan knew all about Jeffrey's dressing up when he was a kid. He actually thought he looked like a pretty girl when he was all made up in his sister's clothes and his mother's wig. There was one time when he caught Jeffrey at just the right moment. What happened next was something they never talked about in the years that followed.

They spent the entire day at Jeffrey's house with Jeffrey dressed up. Jeffrey gave his first blowjob that day and also took his first cock in his ass. It was the first sexual encounter for either of them. The next day, they just talked to each other as if nothing had happened the day before.

Alan smiled at Jeffrey, who was holding a pair of his wife pink panties. "See anything you like in there?"

Jeffrey blushed. "What are you talking about Alan?"

He shrugged. “Oh, you know, if you want to slip into one of your wife's outfits and prance around the house, I don't care. Hey, do you got any beer, " he asked as he walked into the kitchen and grabbed one.

Jeffrey just looked at Alan, who walked back into the living room with a beer in his hand. "What are you talking about?"

"Nothing, " he said casually as he took a drink. "I seem to remember that you liked to dress up back in the day. If you want to, go right ahead."

"What are you talking about? These are my wife's clothes, " he replied as he was blushing.

He took another swig. "Yeah, I bet you would look sexy in those clothes. Especially in that red thing right there."

"I'm not going to do that." He grabbed the clothes basket and headed back to the bedroom, but Alan grabbed his arm. "What are you doing?"

"Suppose you had no choice, " he said with a smile. "What if I told your wife what a little prancing sissy you were back in the day?"

Jeffrey laughed uneasily. "You wouldn't."

"Well, " he said as he downed the rest of his beer, "I wouldn't if you dressed up for me. It would just be our little secret and nobody would have to know."

"And if I don't?"

"Well, let's just say Abigail would find out all the details of how you liked to dress up back in the day. Remember that time we went out to the drive in together?"

"Ok, " Jeffrey sighed. "Let me go back to the bedroom and get dressed."

Alan shook his head. "No, strip in front of me and put that on, " he pointed to the red satin babydoll and matching panties.

"Are you serious, " he protested?

"Very. Strip. Now!"

Jeffrey quickly took down his shorts and underwear and removed his t-shirt. He was naked in front of his longtime friend. Alan laughed, "Oh my god. You still shave your whole body?"

"What? I like it that way."

He laughed and shook his head. "Well, you always were a little bit of a sissy, weren't you?"

Jeffrey slid the panties up his legs, and they felt good against his body. He was starting to get a little bit aroused. "Oh, take down your hair. I want you to wear it down for me, " Alan instructed.

He let his hair down. It went down to his shoulders. Alan winked at him. "Starting to look like a lady already, " he said as he headed back to the kitchen for another beer.

Jeffrey blushed, but he liked being called a lady by his best friend. He slipped into the nightie, and it felt exquisite against his body. Alan returned to the room and took a swig as he looked at his friend. "Oh, I'm sure your wife has some makeup, make yourself nice and pretty for me."

Jeffrey began to do his makeup. He and his wife had a similar skin complexion, but there was a redness around his mouth and nose that he was able to conceal with her foundation. A little bit of mascara, blue eyeshadow, luscious red lipstick and some blush and a splash of Abigail's Chanel Number 5 perfume, and he was about to go back to the living room. He paused. A thought occurred to him. He reached into the closet for a pair of five-inch red heels. They were a little tight on him, but he managed to get his feet into them.

What he found when he returned to the room was a sight. Alan was sitting in the reclining chair drinking his third beer. He had his pants down with his cock in his hand. He looked over at his friend and smiled. Damn Jeffrey, or would that be Jessica?"

Jeffrey was surprised by what he saw. "Alan!"

"Yes.  I remember Jessica. She is quite the cutie.  I think I need her help."

"Alan, " he protested.

"Of course, if you want your wife to know what a little slut you are. Oh, that reminds me. He reached into his pants pocket on the floor and grabbed his camera phone. He snapped a couple of shots of Jeffrey dressed as Jessica. "There, that's better. As I was saying."

"Alan, what about Rebecca?"

"Hey, " he chuckled. "What she doesn’t know won't hurt her. Why don't you put your pretty red lips to use there darling."

Jeffrey felt trapped in the moment. If he did nothing, he might not get in trouble with his wife at this point. However, doing something meant cheating on her with his best friend. Instinct took over and he crawled between Alan's legs. He took his seven-inch member inside his mouth.

"Oh fuck yeah, " said Alan. "Rebecca doesn't do this shit for me anymore. Oh yeah, right there. You're hired".

It was a weird scene as Alan took another swig of beer while Jeffrey had Alan's cock in his mouth. He was already tasting his cum. "Damn, girl, you really like sucking my cock, don't you?"

Jessica was on automatic pilot with her best friend’s cock in her mouth, about ready to shoot a load down her throat. His words were echoing in her mind. "Why did it take so long for you to suck my cock again?"

Jessica just continued to concentrate on sucking his cock, taking it deep at times, and the taste got stronger as he was about ready to erupt. Then it happened. "Ah yeah, there it is, " Alan proclaimed as he began to shoot spirits of his love juice down his best friend's throat.

Jessica remembered this scene from years ago, and she repeated her actions from back then. She swallowed every drop.

Alan looked down in amazement of Jessica. Wow, that was so hot. "So, why didn't you?"

"Why didn't I what?"

"Suck my cock after that day. You remember that day, don't you? How could you forget?"

Jessica blushed. "Oh, I never forgot. You don't forget being fucked by your best friend. You didn't even wear a condom that day."

Alan ran his hands through Jessica's hair. "I don't seem to recall you protesting, but why didn't you ask for a repeat performance?"

"I don't know." Jessica thought about it for a while. "Maybe I was waiting for you to say something."

"Shit, I thought it might get weird between us, so I didn't say anything. I didn't want to lose you as a friend."

Jessica looked up at him with her blue eyes. She shook her head. "That was never going to happen. You've always been my best friend."

"To be truthful, I always thought you were one of them transsexuals that I've heard about on the talk shows. I was surprised when you married Abigail."

"Oh shit, " Jessica said. "Abigail. She cannot find out about this. She'll kill me, and I can't lose her. I'm going to get a beer. Want one?"

"Yes, I do, " he reassured Jessica. "And don't worry. I'm not going to say anything to her. But I would like a repeat performance of that day, if you don't mind."

"What are you talking about, " Jessica said as she handed him the beer?

"Oh, I think you know what I'm talking about. When is the last time you had a good fucking?”

Jessica took a drink. "You're the only man I've ever let inside me."

Alan was surprised by that revelation. "No shit?"

"It wasn't that much longer after that day that I started dating Abigail, and I do love her."

"Alan took a big swig. Dude, don't worry about it. So, you're bisexual. Most of us are."

"I don't know if she can handle it, " she said. She was worried about what her wife's reaction might be to this.

Alan got up and walked to the bathroom. "You might be surprised, " he said with a laugh.

Abigail was to be gone till later in the evening, so the two spent the day together. Soon, Jessica had her mouth around Alan's cock again. What was weird was that as Jeffrey was dressed as Jessica, Alan started treating her more like a woman. And, she liked it.

“Get it good and hard, " Alan told her. "I want to feel it inside you."

"Wait, really?"

"Jessica, do you have any idea how many times I’ve thought about the day we spent together?"

"I always thought of you as a straight man. I know you love the women. Why were you thinking about that?"

Alan surprised Jessica with a kiss. "Well, for starters, you're my best friend. Also, I always did think of you as more feminine than masculine. You're pretty much a woman to me in my mind, I guess."

"Really?"

Alan laughed. "You're not really mechanically inclined, you weren't involved in physical sports and I had to bail your ass out of how many fights? You were always a bit of a sissy."

"But why did you hang out with me for all those years, " Jessica asked with a hint of sadness in her voice?

"Isn't it obvious, " he said kissing her again. "I could talk to you about anything. You always had good advice, and you made me laugh."

"Oh, I had good advice?"

"Yeah, " he said with a bit of a grin. "Like for instance, where would you like me to nail you at?"

Jessica was becoming overwhelmed with her sexual desires in this moment. She wanted him inside her, and she felt guilty for that. Still, it was going to happen. She looked around and pointed to the kitchen table. "Right there, on my back."

"Missionary it is, " he replied. "Got any lube?"

"Medicine cabinet in the bathroom," she said as she lay on top of the kitchen table.

When Alan returned to the kitchen, he saw Jessica with her arms wrapped around her legs exposing her tight sissy love hole. "Oh my, " he said with a smile. "It looks like somebody wants to get fucked."

"Shut up and do the deed, " she said with lust in her voice.

Alan retrieved a jar of Vaseline and liberally applied some to his fingers in her hole and shoved two fingers inside her. She squirmed. "Damn, you are tight." He continued to finger fuck her, and he could tell from the movement of her body that she was really getting into it.

"Are you ready for my cock,”  he asked as he pulled his fingers out?

"Uh huh, " she replied lustfully. "Do me right here on the kitchen table."

"As you wish." He positioned his cock at her rear entrance.

"It's not as if I have a choice, " she said with a smile. "You were going to tell my wife."

"Oh stop, " he said as he shoved his cock inside of her slowly. "You know you want this. I bet you've been prancing around your house in your wife's clothes for a while now." He continued to push inside as he spoke. "Just waiting for me to come in here and fuck you again."

"No I haven't, " she protested. "Fuck, that hurts."

"You'll get used to it, " he said with a smile. "And you can deny it all you want, but I know you've been prancing around in your wife's clothes."

"Oh God, that feels good, " she moaned. "How the hell would you know that? We haven't even spoken about me dressing up in years."

"Because I told him, " said a female voice from behind the two of them in the living room. It was Abigail, who was watching the whole scene, and yet she didn't appear to be upset in the least.

"Honey, let me explain, " Jessica said as her friend continued to fuck her as if her wife wasn't even in the room.

"Explain what Jeffrey, or is that Jessica? Explain how you’ve been prancing around the house in my best lingerie and now you're getting fucked in the ass on our kitchen table by your best friend?"

Jessica was totally embarrassed, but there was nothing she could do. Her best friend's cock was sliding in and out of her while her wife watched. "Oh god, I'm so sorry."

"Don't be sorry, " she said sarcastically. "You're enjoying this, and I want you to finish it up. Alan, fuck her good."

"Okay, " he laughed. "That, I can do."

“This is as much my fault as yours, “ said Abigail as she walked up to the kitchen table and looked into her husband's eyes. “I saw the signs for years, and we just sat here and pretended nothing was going on. Admit it, you're a girl trapped in a man's body. Well, not too much of a man's body, but you get my point."

"Oh god, honey don't leave me. I love you."

She leaned down and kissed her sissy wife on the lips. The pleasure Jessica felt from her friend's cock hitting her in the right spot was overwhelming. “I arranged the whole thing, you silly little sissy slut, " Abigail explained. "I've known what you've been up to all along, but I had to figure out a way to get you to admit it."

"Damn, she's got a tight ass, " Alan proudly proclaimed.

"And that's a bad thing why, " Abigail kissed Alan on the lips? "I know how you men are. Always looking to stick your cocks in a tight hole."

"Yeah, but Rebecca won't do anal, " Alan remarked as he continued to plow his sissy lover's ass like there was no tomorrow.

"That's too bad, " Abigail said with a smile. "She doesn't know what she's missing."

Jessica was mystified by that comment as she hadn't gotten to do anal with her wife either. In this moment, she was surrendering to the pleasure that Alan was giving her.

Abigail reached down and began to massage her sissy husband's clitty. "There's going to be some changes around here, my dear."

"You aren't leaving me, " Jessica asked with a bit of terror in her voice? "Please don't leave me."

Abigail squeeze her sissy's clitty. "Hell no, I'm not leaving you. I told you I loved you, you silly sissy. But from now on, I want to see more of my sissy wife here. If our marriage is going to work, we both need to be happy, and I could see you were struggling to be happy."

"Why don't you show me how happy you are, sissy Jessica." She squeezed her sissy's clitty again. "Cum for me."

The combination of Alan's pulsating rod and her wife's grip on her clitty caused Jessica to pop in her wife's hand. There was quite a bit of it. As her ass spasmed from her orgasm, that drove Alan over the edge as he erupted inside of her.

Abigail began to lick her hand of her sissy's cum. "Why, you naughty little slut. Look at the mess you made." Jessica could feel Alan's love juices inside her.

Alan leaned down and kissed Jessica on the lips again with his cock still inside of her. Then, he remembered he needed to be someplace. "Oh shit, what time is it?"

"7 o'clock, " Abigail replied. "Why? Are you late for something?"

Alan pulled out of Jessica's well-used love hole. "I hate to bang and run, but Rebecca is going to kill me if I don't get going."

Abigail kissed him on the lips as he got dressed. "Well, thanks for helping me out here."

"Anytime, ” he replied with a wink, "and I mean that."

"I'm sure you do, " she giggled.

The door slammed shut behind Alan as Abigail directed her attention to her well fucked sissy husband on the kitchen table. Jessica looked up at her, uncertain what her reaction was going to be. "There's going to be some changes around here, my dear, " Abigail explained. "But, don't worry. I have a feeling you're going to like what I have in mind."


 

I'll Show You Who The Bitch Is

I had to go and put my foot in my mouth and push her too far.  I know that now..  I'm glad I did, don't get me wrong.  But back then I was scared of the whole idea of submitting to a Mistress.  I didn't want to get hurt and I didn't want to be humiliated, but I got both.

My name is Nicole, but most people call me Nikki.  I had been working on my transition before I ever met my Mistress.  Her name is Janeen.  I used to go to these dating sites.  I would flirt with the guys, but my experiences were that I really didn't feel a connection.  That didn't stop me from sucking cock several times, but it never went far.

I wanted to meet a woman, but my experience was women didn't want a sissy like me.  They wanted a real man, and I was unwilling to detransition for a woman.  Then, I came in contact with a couple of Mistresses online. One even said she would be with her sissy even through gender reassignment surgery.  I'm hoping Mistress lets me have it.  I'd rather have a pussy than the chastity cage I am forced to wear.

The other Mistress was Janeen.  Her pictures intrigued me.  Long, beautiful black hair.  I've loved women with black hair since I can remember.  I think they tend to be more dominant.  This woman was looking for help with a web site, but I wasn't a member of the site I read her message at.  I didn't want to buy a membership, so I took her nickname and looked around the web.

I found her, and I was further intrigued.  I won't talk about my Mistress's past here.  I love her too much.  Her happiness is most important to me.  But suffice it to say she had a difficult childhood and an even harder time when she became an adult.  It seemed like one bad break after another.

She had met a woman who showed her something very empowering.  That woman was a Pro Domme named Mistress Scarlet, and she taught my Mistress the tricks of the trade.  Miss Janeen loved it.  She had found her calling.  She shared the dungeon with Miss Scarlet until the day she got her own.  Times were good.  This is not when I met her.

Her profile spoke of big dreams that would help so many sissies be more accepting of themselves under the guidance of a strong, but caring Mistress, a place you could go to be you.  I shared a similar desire as her, so I contacted her with advice on that website and other observations.  I tend to think a lot and analyze things for strategies.  Teamed up with the right person, I always believed we could go far.

It just so happened that Miss Janeen was a little depressed and had just been told by a friend that she we being a whiny little bitch. I remember that well, because those words came back to haunt me.  Or maybe they were a blessing.   I don't know.  Anyway, I need to hurry up.  Mistress will be home anytime now and we need to go to her dungeon tonight.  She's training new Mistresses and their sissies.

She read my message and I guess something sparked her curiosity because we corresponded for several months.  One day, I went to visit her.  I ended up staying with her for several weeks.  I knew she was out of the BDSM scene, so I bought her some things to get her back in, though she never asked.  I tried to help her balance her books and I even went in partners with her on a business venture.  I believed in her.

The real problem was we had one depressed person helping another.  I knew that, and part of me fantasized that between the two of us, we could turn things around.  I had fun with her, not as a submissive, although she would cut me down to size with her words on occasion.  It was just nice to be in her presence.  She still says she's not beautiful, but she's wrong.  She is very beautiful.  You might say a big beautiful woman, but I find her sexy.  Especially when I'm sitting at her feet and she's in that black outfit with the boots. 

Anyway, let me get to where it started.  I was visiting with her and she was complaining about something that was going wrong.  I think her car had broken down.  "I can't catch a break, " she said.  "Nothing is going right."

I always try to be optimistic, so I responded, "You've got to look at what is going wrong and try to learn from that.  It will get better if you want it to, but you have to try."

She shook her head.  "You don't know what I've been through.  I can't get out of it, no matter what I do."

I don't know why I said it, but I did.  "I've been thinking about this for a while.  You know, I've bent over backwards to help you, and you ignore me and make me feel small.  I think I understand him now.  You are a whiny little bitch sometimes."

The look she gave me could have melted the antarctic,  "What did you say to me?"

"I'm just saying, " she slapped me hard across the face and knocked my glasses off.  "What was that for?"

She stood up, put my glasses on the table and slapped me again.  "You know, I've put up with your crap long enough.  You're a needy little bitch, and I told you I didn't want a needy person in my life."

I stood up to get my glasses, and she pushed me to the floor.  "You aren't going anywhere, you little  bitch.  You want to know what it's like to submit to a superior woman?"

"I never said that."

She laughed at me.  "That's just bullshit Nikki.  Why are you here?"

I looked up at her.  "Because I care about you.  I told you that I loved you, and I wanted to try and help you."

She shook her head.  "If you really knew me the way you claim to, you would know what I really need from a sissy.  I need total submission, not half way.  You're just topping from below."

I stood up.  "That's just not true, and I don't appreciate you..."

She slapped me again and pushed me to the ground.  I was starting to cry.  Not so much because it hurt, but she had cut my heart in a way.  She laughed.  "Are you gonna cry like a little bitch?"

"I'm leaving, Janeen, " she pushed me to the ground again.

"That's Miss Janeen to you, and no you may not leave.  You go when I say to can."

She grabbed me and managed to cuff my hands behind my back and then shackled my legs and pushed me face down on the bed.  "Miss Janeen, stop it."

She produced a ball gag and shut me up before taking a paddle and beating my ass red.  "You think you can come here and tell me what to do?  No sissy bitch is gonna do that.  You take orders from me.  You should be damn grateful that I accepted your help, because I don't need you.  You need me."

The verbal abuse and the pain my ass felt was hard to bear.  She was positively glowing with power.  "You think I'm not a real Mistress?"

I couldn't speak, but I shook my head.  She turned me on my back and pulled off the ball gag.  "I'll show you who's not real."

"I never said that " I tried to defend myself.  "Bullshit.  You've been thinking it, and I'm about to teach you.  You're gonna be my sissy bitch and help me in my sessions.  You're gonna be my sissy  maid around the house, and you're gonna take all the abuse I give you."

"No, Mistress, let me just leave."

She reached into a drawer and pulled out a big black dildo.  "You know Tyrone, don't you?"

"Miss Janeen"

She stuck it in my face.  "Suck it."

I refused, and she laughed.  "Bitch, it's going up your ass if you don't suck it. "

I opened my mouth and she pushed it in.  My mouth was open wide and it was hard to breathe as she pushed it in further.  She laughed.  "You take that pretty good sissy Nikki.  Maybe you would like it up your ass."

I tried to speak in protest, but I couldn't.  This went on for a good half an hour and my jaw was starting to cramp as tears fell from my eyes.

She stopped and removed my shackles and cuffs and had me strip naked.  She laughed at me and told me to bend over on the bed.  I hesitated.  "Do I have to force you, bitch?"

I lay on my stomach again, and she proceed to spank my already sore bare ass.  "Stop fucking crying bitch.  You're making it worse.  Your ass is mine now, and this is nothing."

"Please, Mistress."

She laughed as she put some lube on my exposed ass hole and shoved a plug inside.  Next thing I knew, she had it vibrating inside me.  "Yes, please me and it will be better for you, " she laughed. 

She had me turn on my back and pulled out the chastity cage I now wear.  She held the key in front of my face.  "And you said you wouldn't wear chastity.  Well, get used to it sissy.  That little thing isn't going near me anyway, but this is the next best thing for you."

She instructed me to slip into my pink nightie and panties and lie on the bed.  "What are you gonna do to me?"

She laughed as she shackled my arms and legs and hog tied me.  A mask with ball gag was next.  I couldn't move and it was hard to hear her.  She was taking pictures of me and laughing.  "Yeah, you said I'm not a real Mistress.  Well, you're gonna see.  Just lay there and think about it."

I heard the door shut, and I waited and waited.  I would fall asleep, but then wake up.  It was not very comfortable.  I was starting to cramp up in my arms and legs and the vibrating plug was driving me crazy.  I had no idea how long it had been when I stated feeling like I had to go take a pee.  I tried to talk through the gag.

She laughed.  "What's the problem, sissy?"

I tried to hold it in.  I really did.  She even warned me not to pee my panties, but I couldn't hold it.  "Dammit Nikki, you fucking bitch, " she yelled.  "You know what?   You can stay there and soak in your piss you disgusting fucking pig."

All I could manage was muffled sounds as I begged, but she left the room.  The pee got cold and I wanted to get out of those clothes.  It's not a good feeling to lay in your own urine.  She came back maybe an hour later and unshackled me and told me to take a shower.

I couldn't wait.  I stepped into the shower as she entered the bathroom.  "I've got to take a pee, lie down in the tub like a good girl."

"But Mistress, " she slapped me again and I lay in the tub for her.  She squatted over me and pissed on me.  It was warm and humiliating and yet a turn on.  I disgusted myself.

She laughed at me.  "You like piss so much, take the piss of your Goddess."

I sobbed and she squatted over my face.  "Well, clean me up bitch."  I had no choice.  "That's a good sissy.  I bet this isn't what you had in mind when you were fantasizing about my pussy."

I was able to take the shower and shave my body, and when I returned to the room she had a Maid's outfit picked out for me.  A pink french Maid's outfit with stockings, garters and heels.  She smiled.  "I know it's your size, so put it on."

"How do you know, " I asked.

"Silly bitch, I know because I make it a point to know my sissies.  Put it on.  You have work to do."

I slipped into the Maid's Outfit, still plugged, but at least is wasn't vibrating.  She instructed me to put on my makeup and then I was to clean the room and do the bed laundry and scrub the bed, while she ridiculed me for making a mess in the first place.  I spent the day cleaning house and cooking dinner.

She came into the kitchen. "See, this is what I expect from my sissies.  Not just some understanding friend.  I expect you to help me when I need it, but you will always serve me.  Tonight, I've got a hotel room, and you are part of the attraction."

"I don't understand."

She shook her head.  "Don't play dumb with me, sissy.  I told you I needed a sissy to do sessions at the hotel.  Somebody I can rely on who knows what I expect.  Well, you're my sissy, and you will be sucking cock for me."

She and I started putting ads up on Craigslist and had six god responses within a half an hour.  Mistress would instruct the client and me.  She told me what was expected and I would covey it in the ad responses.  She preferred to relax in the hot tub in the suite between sessions.

I had never done anything like this.  She would get the subs all hot and bothered.  There was no touching of her, other than licking her boots.  I watched as she punished them, and when they begged for release, I was instructed to suck their cocks.  I had swallowed my first load, and she laughed at me.  "You little cum slut.  I never told you that you had to swallow, but good girl."

After the fourth guy had left, there were two subs who arrived at the same time.  "Mistress, I don't know..."

She gave me a look and I sat down and shut up.  I was amazed at how she handled the two guys.  More punishment, foot worship and the next thing I knew, she had the two sucking each other as she instructed them.  "Don't either of you cum."

At one point, they stopped, and Mistress called me over to them.  "My sissy here will finish you."

"May I have her ass Mistress, " one of he subs asked her.

She grinned.  "You know, I don't know if my sissy wants that, but I don't see why not as long as you wear a condom."

He did.  "The plug was replaced by his cock and before I knew it, I was being taken at both ends as Mistress encouraged me.  She could be so, I don't now what he word is I'm looking for, but I love hearing her voice at times like these.  The man's grunts behind me let me know he had cum and I swallowed the load of the man in front of me.  Mistress had the man dump his condom into my mouth.  "Since you like cum so much, sissy, here's more for you."

When the guys left, she counted the money.  We had done very well at over $1,000.  "Oh my, you may be able to help me get my place after all sissy, " she said.  "Good girl."

The love didn't last long before I was shackled and thrown into the closet.  "I don't share my bed with sissies, " she said with a laugh.

We became very popular with some of the gay subs, and I would sometimes find myself in sessions with two or three guys.  What was amazing was seeing my Mistress's smile and her confidence getting stronger.  I helped her keep track of things and make plans, but I always knew my place.

A maid's outfit remained my #1 look for her unless she dressed me in sissy frillies and things that were not always age appropriate.  She would take me out in public, where I wore her collar with pride.  I kept a spotless house and was punished frequently when I didn't do things right.  I always tried my best.

She seldom let me sleep without being bound and gagged, and I hated it at first.  Now I'm just used to it.  She says this is how her sissy bitch must be kept.  Another change has come.  Mistress is seeing men, not all that often, but when she wants.  She says she doesn't need a man, but only occasionally to scratch an itch.

I wish I was a sissy who got to lick my Mistress, but that doesn't happen often.  I do clean up, because she says she doesn't want a man's cum inside her for long.  Sometimes she will make the man cum in my mouth instead.  Since I can't lick her pussy, when I get to lick her feet, I jump at the chance.

My own cum, you ask?  I don't get to do it that much, and I'm on hormones anyway.  Occasionally, I can cum from being fucked.  On those rare occasions when she feels like using a strap on with me,  she makes it a point to make me cum in my chastity to remind me I am her sissy bitch.

These have become my favorite times, looking at her fucking me from behind in the mirror or when I'm on my back.  She is my Goddess.  My Goddess sometimes rains her golden shower down upon me.  Humiliating, but it comes from her, so I love it.

She has her studio now.  Our hotel sessions worked well, and she was able to network a lot of things to get it up and running.  She feminizes sissies there, and this is actually a big building that allows her to oversee everything from dress up to hard core sessions.  Tonight is somewhat hard core as she will be training new Mistresses and their sissies.  She loves welcoming more superior women into the BDSM scene.

I'm just waiting for her to come home.  Dinner is ready and the house is clean, so I hope I have pleased her tonight.  I'm gonna go back to the door and see if she's there.  I hope so.  She calls me a needy bitch, but I miss her when we're apart for too long.  She is my Goddess.

The Sorority Pledge

The Sorority Pledge

Sandy had a boyfriend, but she still hung out with her childhood friend Tim. They grew up as next door neighbors and started school in kindergarten together. Tim had a crush on her, but he never acted on it. She liked the macho types, the athletes. He was anything but that.

Sandy never thought twice about dressing up in front of Tim and even stripping naked in front of him. She just knew he wouldn't do anything. When they were in junior high together, she would sometimes ask him about what bra or panties or other clothing she should wear, and he told her what he thought

She would joke about having a girlfriend with such good taste. Then, she would start teasing him about wearing her bra and panties. He would blush with embarrassment, but then it happened. He started wearing lingerie under his clothes for her.

This continued through high school, and she even dressed him in her old cheerleader’s outfit, which fit his slender frame. She did his makeup and took pictures, but it was all in fun. She started referring to him as Tina.

While guys she was dating might get jealous of Sandy fussing over another boy the way she did, none of them ever gave it a second thought with Tim. Tim was very submissive towards them and would run errands for them or even do their homework. Nobody ever thought to bully Tim when Sandy was dating one of the big guys. If they did, they learned a hard lesson.

In college, Sandy was about to pledge a sorority, and she was nervous as she picked out an outfit. She wore her pink thong panties and matching bra as she held a pink hello kitty top against her while looking in the mirror. "Do you think this will work with that pink skirt we bought at the mall last week?"

Tim stirred in his underwear and blushed. He admired her perfect figure. She had the cutest ass, but her breasts were even more amazing as they were almost DD. Her long blonde hair went down past her bra strap. She had the cutest dimples when she smiled. "I think so, " he replied. "But you look amazing in anything."

She kissed him on the cheek. "You're the best girlfriend a girl can have."

His cock, all of about four inches, was hard, and he walked away from her towards the window to hide it. "Stop it, Sandy. You know I'm not a girl."

She laughed. "That's not what they said at the Alpha party last week. You looked amazing in my black dress."

Why wouldn't his erection go away? Why couldn't he tell her how much he loved her? "Sandy, you know I only did that so you wouldn't go to the party alone."

"That's my Tina, always so helpful. You know, I think Brad has a thing for you. After you helped him pass that economics class, he was able to get into college. He's here, you know?"

He blushed. "Sandy, please, I did it for you."

She looked at him for a moment. "Why have you never had a girlfriend? Is there something you want to tell me? You can tell me anything, sweetie."

Why couldn't he tell her how he felt? "I'm not gay, Sandy. I'm just... You wouldn't understand."

She smiled. She knew how Tim felt, but she was waiting to hear it from him first. Through all the break ups, Tim was always the one there helping her pick up the pieces. She didn't know what she would do without him.

She went to the closet. "Never mind that. We have to pick you out something to wear."

"Sandy, wait. I can't go. Last week was one thing..."

"Oh shush, you'll be fine, " she said as she threw a black skirt and a pink blouse that said princess on it in glitter on the bed. "Let your hair down, sweetie. We need to do something with it."

He shook his head. "Sandy, I don't even know what this deal is all about. I'm not even sure a guy can go to a sorority pledge party."

She giggled. "Well, you won't exactly be a guy."

"But..."

"And they said we could bring somebody with us. Strip, girlfriend. I think I have another pink bra and panties that will work for you if you don't mind panties with cock sucker written on them."

"Sandy."

"Oh, stop it, " she threw him the panties and his face went red when he saw the word cock sucker written on the back in black glitter. "You never know, they may accept a sissy in the sorority."

"Sandy, I'm not a sissy."

"Of course, you're not, " she said almost sarcastically. "But you do look cute in a skirt, and you are a natural."

He stared at her with his mouth open.

"It helps that you have a good teacher like me, " she added with a smile.

"Sandy, I can't do this."

She pouted as she walked over to him, glancing at his small erect penis and then his face. "Tina, please. I need this. Anybody who is anybody is a Pi girl. Don't you want this for me?"

His heart melted. "I guess so."

She hugged him. "Oh, thank you Tina. Thank you. Thank you so much. You're the best."

After an hour fussing over Tim's hair and makeup and making sure his outfit was just right, the two went to an unmarked building on the edge of the campus.

A short black haired girl stood at the door and smiled when she saw the two approach. "Sandy, " she said as she kissed her on the mouth. "Just so you know, this is a formality. All girls have to go through this before joining, but you are definitely in."

She looked Tina up and down. He looked quite passable in his pink top and black skirt. He wore a pair of cute pink sandals, and Sandy had hastily painted his toe nails a bright shade of pink. She smirked. "Is this the one you told us about?"

She nodded. "Uh huh. Tina is very smart. She had a 4.0 average in high school, and I just know she would be a big help to all the sisters here."

The girl giggled. "Well, we'll just have to see if she can handle the initiation."

Initiation? Tim wondered what Sandy had gotten him into. He started to get nervous. "Sandy, I..."

She turned around. "Shush. Just follow me, do what I do and you'll be fine."

They entered the building that had a lot of furniture in the big front room. There was a hallway beyond. "Down here ladies, " came a female voice.

They walked down the hall into a room that was empty. In the middle of the room, there was a makeshift wall with some holes in it, and a brunette was on her knees in front of one of the holes. Tim did a double take when he saw the woman was sucking a cock through the hole. It was the biggest cock Tim had ever seen.

A blonde lady stood behind the two. "April just got started, but there's plenty to go around for all the pledges. Remember, your enthusiasm will go a long way towards your acceptance here."

Another cock appeared through a hole. Sandy licked her lips. "Sounds good to me, Jenny."

"Sandy, I can't..."

"Is there a problem ladies?" Jenny looked at Tim.

Sandy took Tim's hand and led him to the cock. "Not at all, she's just nervous."

"Okay, well you mustn't keep these boys waiting. They have a big game tomorrow."

Sandy and Tim got down on their knees in front of the cock. "There's nothing to it, sweetie. Here, let me show you."

Tim watched Sandy plant a big kiss on the tip of the cock, leaving a trace of her pink lipstick behind. He was rock hard in his panties as she started licking it and then sucking it. She bobbed slowly up and down on the eight inch cock, humming as she did it.

She pulled up. "You try it, sweetie. It's okay."

He was face to face with the cock when she pushed his head into it. As the cock touched his lips, he opened his mouth as he took it inside. He was shocked and overwhelmed by the experience.

She giggled. "You looked like you needed help."

Her hand was still holding his head on the cock. "Use your tongue sweetie. Don't bite, and keep sucking."

He tried to say stop, but the tip of the cock was tickling his throat and testing his gag reflex. He gave in and started licking and sucking the big cock in his mouth."

Sandy smiled at him. "Good girl. Now, move your head up and down. That's it. When you hum, it gives him pleasure as your tongue goes underneath his shaft. That's it. Oh, Tina, you're a natural."

Tim was in overload as he sucked the cock. Without touching his own cock, he could tell he was leaking. "Okay, let me have some more. Sandy took over and Tim looked over to see April had her skirt hiked up and was taking the cock inside her from behind. Another girl had entered the room and was sucking cock

Sandy snapped him out of it. "Okay, suck him some more sweetie. I think he's ready to pop."

Pop? He started sucking again and could taste something he never tasted before. A little bitter, but not unpleasant.

"Do you want the load, or should I..."

The man came hard inside Tim's mouth, and he dribbled some of it down his chin. That's when Sandy surprised him by kissing him deeply and sharing the load, licking his chin and sharing that in a kiss as well. She returned her attention to the cock, which was still there, draining it the rest of the way.

She kissed Tim again. "See, you are a natural. I was right."

He was on his knees in a daze as Sandy moved over to the other hole to greet a big black cock "I hope you don't mind, but this is too good to pass up. Stay there. Another cock will come."

What had just happened? Tim barely had a chance to think about the cock that just came in his mouth or that wonderful kiss with Sandy before another cock appeared from the wall. It was too late to think anymore. He started sucking it like a greedy little slut.

Stacy stopped briefly. "Go for it Tina. I wish I had known you were a little glory hole slut like me. We could have done this a long time ago."

Jenny stood at the door, nodding approvingly. "Only the girls who truly commit are worthy of becoming Pi girls. April, you're in."

"Thank you, " she replied with a smile as she took cock from behind. "Can I stay a little longer?"

She laughed. "Of course, you can you little slut, but the real action will be out front in about an hour. You'll get all the cock you can handle there."

Sandy surprised Tim by lifting her skirt and taking the big black cock from behind. She looked over at Tim. "Tina, sweetie, you have to try this. All the pledges have to do it."

The other girl at the far end got up and left. "That's it. I'm out."

Jenny shook her head. "Well, not everybody is cut out to be a Pi girl. Are you, Tina? Sandy had good things to say about you, and we'd love to have somebody like you in our group. Even if you are a little sissy, you're still quite attractive."

Tim blushed. What had Sandy gotten him into? Could he go any further? Watching Sandy taking that big black cock had him curious. He wanted to do what she was doing. More than that, he wanted her acceptance.

He hiked up his skirt. Sandy smiled, "I knew you wouldn't let me down. That's why I love you. Oh, God. You have to try black cock, girlfriend. It's the best"

Jenny giggled as she watched. "Hey girls, the sissy is doing it. She wants to be a Pi girl."

Another girl appeared at the door. "Perfect. We need a new t-girl since Abby graduated."

Jenny was watching attentively. "Well, she hasn't done it yet."

"Oh fuck, " said Sandy with a frown. "He popped already."

She moved in front of Tim to encourage him. Tim was pushing against the cock, but it was hurting. "Oh, God. Sandy, I don't know if I can."

She kissed him. "Of course, you can. You're gonna be a Pi girl, just like me. Just think, we'll be roommates too once we join. You and I sharing a room together."

"Roommates, " he said with a smile as the cock slid past his tight opening and he moaned. "Oh God, it hurts."

"You're doing good, baby. Yes, we'll be roommates, and after tonight, we'll share everything. I'll let you eat my pussy, that is if you still want to after having your first taste of cock."

"Oh God, " he cried as the pain scared him just a little bit.

Jenny laughed. "Now you know what we have to go through, Tina. Just take it like a woman. You're gonna have to get used to it if you're gonna be a Pi girl."

Tim felt like the cock was deep inside him. "Oh, no."

Sandy kissed him. "What's wrong sweetie?"

"I didn't put a condom on him."

The girls all laughed. "It's not like you'll get pregnant, sissy. You'll just get to find out how it feels when a man cums inside your ass."

"But..."

"The guys are tested all the time, Tina. Don't worry about it."

As the anonymous man pushed his cock in and out of Tim's ass, he pushed to take it deeper. He had no idea what was coming next, but he was feeling good as he got used to the big cock fucking him. Sandy kept encouraging him and kissing him. He always wanted to kiss her on the lips, but he never dreamed it would be while he had a cock in his ass or after the two had sucked cock together.

It wasn't long before he felt the first spurts of a man's cum shooting inside his ass. He felt a strange sense of happiness and contentment, even though he hadn't cum yet. He was unprepared for what was next as the cock exiting his freshly lubed ass made a popping sound.

Tim was on his knees with cum starting to leak out of his hole as Sandy hugged him and kissed him. "You're a Pi girl now, Tina. And there's something else."

He didn't know if he could handle any more news. "What's that?'

"You remember how I was telling you about how Brad was attracted to you?"

He looked confused. "Yeah, so?"

"You just took his cock in your ass, sweetie. He's the one who took your virginity."

"How do you know?"

"It was arranged that he would be here at this time, " Jenny replied.

"But, how? Isn't this anonymous?"

Jenny grinned. "I'm the sorority president, Tina. I can arrange anything here."

Tim blushed "Oh my God. Does he know?"

They all laughed. "Of course not, silly. This is anonymous. Sandy just wanted you to know how it felt to be fucked by him. How did it feel?"

He said nothing. He was in shock. Sandy looked at him and laughed. "That's about how I felt. It's not just that he's big, he actually knows how to use it. A pity he had to cheat on me."

Jenny turned to leave. "That's it for the initiation. Only two girls couldn't handle it this year. Their loss. The party is in the front room, girls."

Sandy looked at Tim. "Do you mind if we leave early? Tina and I need to talk."

"Not at all. I'm hoping you two pack up and get into your new room as soon as possible. Orientation is next Monday."

Tim looked at Sandy. "Why? Why did you do this?"

A tear fell from Sandy's eye. "Because, once I moved into the sorority, you and I wouldn't be hanging out like we used to, and I didn't want that. I also had to be in this sorority, just like my mom and my older sister."

"But still..."

She put her arms around him. "And because I love you, you little sissy. You've always been so nice to me and put me first, and no man has ever done that for me. And I know you love me. I don't know why you can't say..."

"I love you more, " he said as he kissed her passionately. "I always have. So, why all the sneaky stuff?"

She grinned. "It was the only way to get you in here. You do like the idea being in a sorority with all of these beautiful women, running around the house in lingerie and tending to the needs of all the girls, don't you?"

He nodded. "Oh yes."

"Good. Now that that's settled, let's get back to my room. I need to get packed and so do you. But, before we do that, I want to see if you eat pussy as well as you suck cock."

She took him by the hand and they left together. Tim was on overload. He had said what he always wanted to say to her and she confirmed her feelings. He never thought he'd take cock inside him, but he enjoyed the experience. He wondered what would happen the next time he saw Brad. He wondered what sorority life would be like. He looked forward to finding out.

Please Take Me Back

Carl was just about at the end of his rope.  He was getting very frustrated with Lola, his wife of 15 years.  They met in high school and got married soon after graduation.  A beautiful blond woman with a figure to die for and the prettiest blue eyes, Lola was always a nurturing woman.

She had wanted children but Carl kept putting it off.  This had been the subject of some debate lately when Lola ended an argument with, "You don't want kids because you want to be the baby."

They recently had a hot scene in the bedroom where Lola demanded Carl put on her sexy red bra and panties with stockings and garters and a babydoll nightie.  She even had him wear her red heels when she realized his smaller feet would fit.

She teased him and called him her sissy girlfriend and had him bring her orally to a very nice orgasm.  By then, Carl was rock hard, but she refused him access.  When he started to masturbate in bed, she pointed to the bathroom. "Eww, don't do that here, you disgusting pig.  Use the bathroom."

Lately, Lola had become a little more assertive and dominant in the relationship.  She had always been the one who cooked and cleaned, but she was asking him to clean more and learn from her how to cook so he could start doing it.  After long days at the office, this was not something he was crazy about.

 

He provided a nice life for Lola by managing an insurance agency, and he didn't like the way she belittled him.  On this day, things were about to come blows.  She accused him of being a cry baby over something he was complaining about from the office.  This was not her usual understanding attitude.

Carl sighed.  "You know, Lola, I'm getting tired of this."

She smiled.  "Oh, nonsense.  You're just being a baby.  Let me get dinner on the table."

He shook his head.  "No, I'm serious.  I'm tired of your attitude all the time.  Nagging me and putting me down all the time.  I'm leaving you."

She looked at him in shock, tears in her eyes.  "You don't mean that, Carl.  Stop it."

He was determined to make his point.  "I'm afraid I do.  I've got you pegged, Lola.  You're selfish and ungrateful of all I do.  I'll get my stuff tomorrow.  I just need to get a few things for now and I'll stay at a hotel."

She followed him, tears starting to fall from her eyes.  "Carl, you don't mean this.  Carl, stop it."

He was a rock.  He gathered up a few things in a bag, and walked out the door.  "Goodbye Lola."

Lola fell to her knees at the front door and started to cry.  "Carl, don't leave me.  Please."

Carl went to the bar to get drunk.  A short brunette sat next to him and sympathized with him.  By the end of the evening, it was obvious she was coming on to him, but he couldn't do it.  His mind was on one woman, his beautiful wife Lola.  She was the only woman he'd ever loved and the only one who ever loved him.

The next day, he called but got no answer.  He left a message saying he would be back after work to talk.  After work, he arrived to find the locks were changed and all the windows were secure.  He called her again and left a message.  "Lola, we need to talk.  I've made a terrible mistake."

A couple days later, he arrived to find a brown haired man with a beard leaving the house.  He looked at Lola. "Sweetie, who was that?"

She smiled.  "Oh, that was just the plumber.  I had some pipes that needed cleaning."

He knew the metaphor well.  He looked back to see the plumbing van leaving.  He looked at her.  She was dressed differently with a red camisole and short shorts showing off her sexy legs.  She winked at him.  "Come on in and talk.  It better be good."

No sooner had he shut the door than he began apologizing.  "Lola, I'm sorry.  I was wrong.  I've been a jerk.  I should..."

"Don't you think you should be on your knees when you are groveling " she interrupted?

He dropped to his knees without even thinking.  "Lola, I'm so sorry.  I should have..."

She stuck a foot in the air, showing off her newly painted toe nails that were black with pink hearts in the middle.  "Like my toes, Carl?"

He looked at them.  "They're pretty.  You just got them done, didn't you?''

She grinned and stuck her right foot in his face.  "So nice of you to notice.  Why don't you kiss my toes."

He was a little shocked by the request.  "What?"

She pushed her foot right to his face.  "You want my forgiveness?  Kiss my feet and kiss my pretty toes.  In fact, suck my toes."

She stuck her big toe in his mouth and he sucked it.  "See, that's better.  You wanna be a baby, here's your pacifier.  Suck all of them, Carl."

Carl was humiliated as he sucked her toes and kissed her foot, but he was very aroused right then.  If this would help get her forgiveness, he was willing to do it.  "Is that better, " he asked?

She replaced her right foot with her left foot.  "Not quite yet.  You have a ways to go, dear."

"But, Lola.  I just..."

She stuck her big toe in his mouth.  "Shh.  Suck on your pacifier baby.  That's what you've been lately, a big baby.  You know that?"

"I'm sorry."

"I need to sit down on the couch, but you can sit on the floor and keep giving my feet your full attention, " she said with a laugh as she sat down.  "Now, where were we?"

He was on the floor looking at her.  "Lola. I know I messed up..."

She pointed to her feet.  "Worship my feet, Carl.  Show me how sorry you are."

She was taking delight at his groveling at her feet.  "You see, your problem is you think you run things around here, dear.  You don't. I've always been the one who ran things here.  Lately, you've been careless, and if I've been a bit of a bitch, it's for good reason.  You need a firm hand to keep you focused."

He continued kissing and licking her left foot.  "You're right dear.  I've been terrible."

She shook her head.  "Don't just say it because you think that's what I want to hear."

"I'm not, Lola.  I mean it.  I'll do what it takes."

She giggled and grabbed a paper bag that was next to her on the couch.  "I'm glad to hear you say that, because I have a gift for you."

She pulled a metal chastity device out of the bag.   Carl was confused.  "What is that, sweetie?"

"I'm glad you asked.  It’s a chastity device, designed to keep you in line.  You need to focus better than you have been lately, so I'm gonna have to lock up your cock."

"I still don't get it."

She held the device in front of her.  "Take off your clothes, dear.  All of them."

"Lola"

"You want me to take you back?  Do as I say, or this is over."

He stripped naked and his six inch hard cock pointed at her.  "She laughed.  That's what I thought.  My little bitch loves it.  This will never get in there now, so stroke it for me.  I'll even give you motivation."

She stripped out of her clothes, taking off her red panties last.  "Remember these, " she said as she threw them at his face.  He wore them the night of their kinky role play.  She sat down and he looked at her pussy.  She was wetter than usual.  "This is your motivation.  Stroke it for me."

He started stroking fast.  "Not like that, dummy.  Slowly, let it build."  She started playing with her 36DD breasts.  "Do you like these?"

He nodded as he stroked it.  "Yes, I do."

She spread her legs and smiled.  "Good.  Do you like my pussy?"

"Yes, baby.  I love your sweet pussy."

She giggled.  "That's good.  It will be something to think about when I lock you up, because you won't be getting any for a while."

He looked frustrated.  "But Lola..."

"I'll tell you what, dear.  You can cum on mama's titties.  Would you like that?"

He didn't even answer as he moved in closer and shot several spurts all over her breasts.  She smiled.  "Good boy."  She stood up in front of him.  "Now, lick it up."

"Lola?"

She sighed.  "I said, clean up your mess.  Don't just get it all over me, lick it up."

He wondered where this was going as he started licking her breasts.  "All finished."

"That wasn't so hard, " she said as she knelt in front of him and put on the chastity device.  "And neither is this now."

She sat down in front of him again with her legs spread, looking at her naked husband now locked in chastity.  "Things are gonna change around here, Carl.  I run the show.  Me.  You do what I say, or we're through."

"But baby..."

She shook her head.  "None of that.  You know I'm smarter than you.  You would be clueless without me.  Now, to show me you agree, eat the pussy that runs this house.  Get down there."

He wanted to do this, so he immediately got on his knees.  Her pussy looked different somehow.  It was wetter.  Was she really this excited?  He started licking her up and tasted something he wasn't used to coming from her.

"Do you like my pussy, sweetie?"

He had his tongue inside her.  "uh huh."

"Good, because you'll be eating it a lot, where I want and whenever I want.  My asshole too.  You're gonna become quite the oral slave for me."

"But Lola..."

She took her hand and guided his head back to her pussy.  "Not now, dear.  Later.  Eat it."

He really got into eating her, though her fluids tasted different somehow.  He brought her to an orgasm as she held his head between her legs.  "That's it.  That's it.  Oh yeah.  Right there."

Her taste was in his mouth.  He wanted to kiss her, but he didn't think this was the right time.  She recovered for a moment.  "Now, I have something to show you that I just know you are gonna love.  You remember the other night?  Well..."

She led him to the bedroom closet.  "I have a half dozen nighties for you, your underwear has been replaced with panties.  Oh, here are a couple maid's outfits for around the house, and for if I want to show you off at the clubs..."

He was straining against the chastity, but he protested.  "Honey, I can't."

"You can and will, " she tossed him a bottle of hair removal cream.  "Use this to get that hair off your body.  You need to be smooth to wear this stuff.  Your Mistress does not like hairy sissies."

He knew he should protest, but the tingling he felt all over his body and the tightness in his chastity told him a different story.  He followed the directions of the cream and took a shower.  His body hair washed away.

She hung his black maid's outfit on the closet door and handed him some white panties.  Put these on.  She helped him with his matching white bra and getting his stockings hooked to the garters.  "You can wear a pair of my heels until we get you some.  Take a pair of the black ones.  I have a wig for you, but we'll do that later."

As he looked for a pair of black heels on the closet floor, she was taking a strap on harness and 6 inch dildo and getting ready to surprise him.  When he turned around to get up from the floor, she stood in front of him.

Her blue dildo pointed right at him.  "Oh, stay right there, " she said as she grabbed a tube of red lipstick.  "Put this on for me, Carla."

"My name's not Carla, " he objected.

She laughed.  "Well, it can't be Carl when you're dressed like a little sissy for me."

"How about Angela, " he said without thinking.

She laughed.  "Oh, my God.  You do like this, don't you?"

"He blushed.  "No, I, um..."

"Just put the lipstick on, Angela."

He sloppily applied it on his lips.  "Is this okay?"

She grinned.  "Needs work, but it's just gonna get all over my cock when you suck it for me."

He shook his head.  "I'm not gonna..."

She pointed at it.  "Suck the cock of your Mistress, you sissy."

He started sucking.  "My my.  Aren't we the eager little cock sucker.  Good girl.  If I didn't know better, I'd say you've done this before."

He continued until she stopped him.  "Go bend over at the end of the bed."

"What are you gonna..."

She pointed, "Just do it."

He complied and she walked up behind him.  "You know.  I've been thinking about a couple things.  The first thing is you need to be put in line every once in a while, and I have the solution.  You need to be spanked."

He looked nervously behind him.  "What's the...  What's the other thing, dear?"

She shook her head.  "In a moment, and by the way, when we are in moments like this, I am not dear or sweetie or honey, I am Mistress or Miss Lola, okay?"

He said nothing and she swatted each cheek with an open palm.  "Okay?"

He nodded his head.  "Yes Mistress."

She started alternating swats on each cheek.  "I do everything to make this a happy home for you, and you take me for granted.  You never think about how much I love you and what I sacrifice for you.  It's all about you.  A lot of women would leave your ass after the stunt you pulled on me, but I let you back in."

"Ow, please, " he begged as the spanking continued.  "I'm sorry, Mistress."

"You will be, " she said as she grabbed the paddle and continued spanking him.  "Well, from now on, when you have it coming, I won't hesitate to take you over my knees.  You need to learn your place Angela."

As his ass started reddening and he was crying, she stopped.  "There.  I think that's enough for now, but don't move.  We're not done yet."

She let him recover as she continued.  "At home, you will dress in your maid's uniforms, lingerie or whatever I pick out for you.  In public, you will have a bra and panties and stockings and garters under your male clothes.  And painted toe nails like the ones you just kissed.  Plus, whatever I pick out for you to wear."

"But I can't, " he cried.

"You can and you will, dear.  Nobody will notice, but you'll know.  It will remind you that you are my sissy now."

"I'm not a sissy."

She open palm slapped his ass a couple more times.  "Have you seen yourself in the mirror, Angela?  And that's Mistress to you, remember?"

"Ow, I'm sorry Mistress."

She put on some latex gloves and grabbed the lube and started getting his ass ready for her strap on cock.  "This brings me to the second thing.  I was thinking of the other thing you said to me when you were gonna leave me, remember?"

"What was that?"

She started pushing her cock up against his hole, but not inside.  She was teasing his hole, making him squirm in anticipation.  "Oh sweetie.  I remember it as clear as day, and it's funny, because I can say it to you now."

He looked back at her.  "Say what to me?"

She shoved her cock into his ass with a laugh as he yelled.  "I've got you pegged, baby!"

"Oh God.  It hurts.  Stop it."

She started fucking him and he begged for mercy.  "I've got you pegged, you said to me.  Well, if you look at yourself, you don't have anybody pegged, bitch.  I've got you pegged, and you better get used to it."

"No.  Please, Mistress."

She was enjoying this.  "Just relax.  You'll get used to it, and you better.  I'm gonna fuck this attitude right out of you."

This continued for several minutes until Lola felt a smaller orgasm from the stimulation of her harness. Carl felt the pleasure building but was disappointed when his wife stopped.

She lay down on the bed beside her anally violated husband.  "Let's cuddle, baby."

He started to cry.  "You don't hate me?  You forgive me?"

She kissed him.  "Carl, I love you with all of my heart, but you had that coming to you and you know it."

"I'm sorry."

It got silent for several moments before he spoke up.  "Does this mean I won't have to dress up around the house or any of that stuff?"

She kissed him.  "Oh no, it doesn't sweetie.  You're gonna be a sissy house maid for me and help out a lot more, or you will be spanked.  And, I do want you in lingerie under your work clothes.  I'll be checking on you, and I have an inside source."

He thought for a moment.  "Bridgette?"

"Yes.  You know your secretary wants to get inside my panties, " she said with a laugh.  "I just might let her too."

He smiled.  "I like the idea of you with another woman."

She kissed him again.  "Typical man.  How do you feel about me being with another man?"

He said nothing, and they drifted off to sleep.

With the weekend upon them, Lola instructed her husband to put on a maid's outfit and make breakfast.  He did a decent job of it.  After they ate and Carl cleaned up, she helped him apply full makeup and put on his wig.

Then, she pulled out some rope and proceeded to tie Carl to the chair in the bedroom.  "What are you gonna do to me""

The doorbell rang and she left the room.  "Excuse me for a minute."

When Lola returned, she was with the bearded plumber from the day before.  "Angela, this is Jim, the man who was here fixing my pipes."

"You were....  You were sleeping with him?"

Jim grinned as he stripped.  "Neither of us slept, Angela."

A tear came to Carl's eyes.  "How long has this been going on?"

"Since yesterday, " she explained.  "He really was here to fix the pipes, but one thing led to another and..."

Carl couldn't help but stare at the man's eight inch cock.  "Lola, no."

She walked over and kissed him passionately.  "Sweetie, I love you, but, well, you've seen his cock. I realize I love a big cock inside my pussy too.  Don't you want that for me?"

"Lola, please don't"

Lola pointed to the bed.  "Lay down there, sweetie,  I want my sissy to see this."

"Whatever you say babe."

Carl tried to think of anything to say to stop this.  "You don't have to do this, Lola.  Punish me if you want to.  Spank me.  Make me clean the house."

Jim laughed.  "She is a submissive little sissy, isn't she?"

Lola grinned at Jim.  "Quiet Jim, you're not helping."  She got on top of Jim and slowly worked his cock all the way inside her pussy.  "Don't you want this for me, sweetie?  Do you know how much better this feels than when you're inside me?"

Carl's cock was twitching in his chastity device.  "Oh God, Lola."

"It's just sex, " she said as she slowly rode up and down while looking her husband in the eyes.  "I need good sex, but it changes nothing between you and I.  I love you, baby.  Don't you love me?"

He looked desperately into her eyes and she gave him an innocent look that made him remember why he loved her in the first place.  "I love you, Lola.  If this makes you happy, I want it for you."

"Mmm, it does.  I love His big cock inside me.  He's gonna fuck me hard while you watch, baby.  When he's done, you can clean me up just like you did yesterday.  You'll be my clean up sissy from now on."

His cock strained against his chastity as he watched Jim's cock disappear into her pussy and re emerge.  "Will I ever get to fuck you again?"

She smiled.  "We'll, see, baby.  If you're a good boy, then maybe I'll let you."