Time To Stop Dreaming And Live It Sissy

You're sitting here reading this right now.  It's a familiar old story with you, isn't it?  You fantasize about being a pretty woman.  You long to have a nice shapely ass, a curvy figure and big breasts.  You want long beautiful hair and soft skin.  You want to feel silky lingerie against your skin.

But, you're a hairy guy.  You're too big.  You can't do it.  On and on go the reasons why you can't explore these feelings any further than you do.  And you do something, don't you?  It's your naughty little secret, isn't it?

You view erotic stories and pictures of sissies and transsexuals on the internet.  You love transsexual porn.  It gets you so excited,  Then, you have to do something about it, so you take it out and play with it and you cum.  Then, you feel guilty about it.  You shouldn't have done that.

So, you vow not to do it again, but it's a lie.  You do it again and again.  You may have tried sticking something in your sissy ass, just to see how it feels.  The girls in the movies, the way it's described in the stories, you want to know how it feels.  Then, you cum again and feel guilty.

"I'm not gay," you tell yourself.  You like women.  You've been with women and enjoy the experience.  Well, stop over thinking it.  You may be bi, but so what.  Even if you are gay, so what?  That's a three letter road block of denial that prevents you from experimenting any further.

And, you want to know how it feels, don't you?  You may have borrowed a pair of your sister or mother's panties before and worn them.  You were excited instantly, you played with yourself and that was it.  You were ashamed and put the clothes away.

Well, this is never going to be resolved until you answer a question honestly about yourself.  Are you a sissy?  Maybe you're even a transgender in denial.  There is nothing wrong with any of that, but in order to know, you have to experience it.  You have to take your first steps into lingerie.

You need panties and a nightie, and you can get them at most departments stores, or online.  I recommend in store, a couple towns over if need be.  This way you can judge the quality and the size.  You may need help from an attendant on what size panties will fit you.

I know, you are nervous.  It's natural.  But, the thing is, you are a sale to her.  If you are buying, she will help you find it.  Or,  get online and consult male to female size charts first.  Then, it's a matter of going to the store and finding the right style and color for you. A sales lady may ask if you need help.  Don't be afraid to accept.

You've picked out panties, next is a bra or two.  You can actually try on bras to see if they fit.  Hold on, I have a trick you can try for the changing room, but first you  need to find the bras.  Get a bra that matches one of your panties at least.  You want matching pairs.

Then, it's time for some sexy lingerie.  Don't be nervous.  You want this.  You are gonna love this.  Look for a nightie that matches some panties you're buying.  Good sissies match their nighties and panties, same as with bras.  You may want to get two or three, because a girl likes to have options.

Now, you will be going to the men's changing room. A trick you can try, even before going to the women's' department, is going to the men's department and picking out a few tops.  Doesn't matter what.  you will use them to conceal the women's clothes. If you are worried about people seeing what you are trying on, this will set your mind at ease.

Now, you've tried on your nighties and bras and found a fit.  This is the beauty of shopping in a store.  Almost done.  If there's no self checkout, you will need to get in line.  Look for a line with a lady at the register.  It's easier than dealing with a guy when you first start.

She may smile a little.  You can tell her this is for your wife, or you.  Doesn't matter.  You don't know her, and, after you give her money, you are gone.  You may be back eventually as you add to your wardrobe, but you'll worry about that then.  Believe me, it gets easier as you go.

Now, you can make a stop at a drug store or a dollar store and get some lipstick, maybe even nail polish and remover for your toes, if you want.  Totally up to you, but it is simply divine looking at your painted toe nails, which can be covered when you aren't at home.  Plus, lipstick and lingerie go together.  They both start with an L.

Now, slip into your lingerie and just relax, browse the web or whatever.  We know what you are gonna do.  You probably have tenting panties right now, don't you sissy?  Yeah, I knew it.  It won't be long before you make your sissy cummies.  Guess what that means?  You love women's lingerie.

It also means you finally took a step outside of your head and into reality.  I'm proud of you, because I know it wasn't easy.  But it was worthwhile, wasn't it?  Don't you dare feel guilty about this.  You hurt nobody by doing this, but you made yourself happy.

Next time, play with youself before you slip into the lingerie.  I know you took it off after you came that time.  This time, sleep in it and feel the soft fabric against your skin.  Isn't it divine?  Well, you have intrusive hair that needs removal, but well talk about that later.

There are many more steps to go, depending on where you want to go.  Maybe this is it.  Maybe you want to go out dressed up and mingle with people.  Maybe ember 27, 201you want to be dressed and intimate with a man or woman.  This was the first step in eventually getting you there.  Congratulations.  You're gonna love this journey.

Mistress Takes Her Sissy By Force

"Gag on it sissy, " said Mistress Sheila, as she thrust her black strapon dildo down her helpless sissy's throat.  Her sissy boyfriend had no choice in the matter but to suck it for all it was worth.  Sissy Billie was tied sitting on the chair, dressed in sexy lingerie.

"Do you love it, " she asked with a grin.  "Tell Mistress how much you love sucking her cock."

Billie had tears coming from his eyes as he tried to breath with a mouth full of strapon dildo.  His gag reflex was being tested severely, and drool came out of his mouth as Mistress pulled out.

She slapped her sissy hard across the face.  "I said tell me how much you love my cock."

He continued to beg her.  "Sheila, please, this was just a little game we were playing."

She slapped the sissy across the face again.  "Do I look like I'm playing?"

He wondered how he got himself into this jam and what exactly got into his fiancee.  Was this Amanda's doing?  Sheila had visited her old high school friend a day earlier.  Then, tonight, the two went out together.

Sheila was a vision, though he didn't really like seeing her go out looking like she did.  She wore red leather pants that left nothing to the imagination and a red corset top.  Her heels were five inch open toed heels, showing off her painted toe nails.  Her hair was tied back in a bun, and she wore the brown reading glasses she sometimes used.

When she came home, she was very flirtatious and loving, and he figured it was going to be a night of sexual fun.  He was up for that as their sex life recently had gone cold.  Then, she asked him to strip naked and follow her lead for the most amazing night of his life.

What was he thinking?  He wasn't thinking, at least not with his big head.  He let her apply hair removal cream all over his body.  Once smooth, she dressed him up in pink lingerie, a babydoll and matching panties, stockings and garters.

He was straining against his panties, and she told him that would have to be taken care of.  She asked him to close his eyes.  He felt metal against his balls, and opened his eyes.  She told him no peaking if he wanted to have some real fun. He went along with it.

Before he realized it, he was locked into chastity.  She playfully teased him and told him the release was going to be incredible if he obeyed her.  Obeyed, he wondered, but he agreed.  She then proceeded to restrain him to the chair.  He protested a little but didn't resist.

Then came the makeup and a nice blonde wig over his short black hair.  She followed that up by teasing him and calling him her pretty sissy.  She took pictures of him, telling him the other ladies would be jealous of her sissy.  He didn't like being called a sissy, but his cock strained against the chastity.

When he asked when it would be his turn, she headed to the bedroom, saying it would be right now.  She returned with a strapon and told him he would have a turn at sucking her cock.  Slaps to his face made him open his mouth and suck her strap on dildo.  He thought how foolish he was, but hated how turned on it made him.

She slapped him again.  "Do I look like I'm playing?"

"No you don't"

Another slap.  "No you don't what?"

What has gotten into her?  This is so not like her, he thought.  "No you don't, Mistress."

"So, tell me how much you like sucking my cock?"

He shook his head.  "I hate it.  It's wrong.  I just..."

"Wrong answer, "she said as she shoved it back into his mouth, again testing his gag reflex.  "You love sucking my cock, and you'll get used to taking it deep.  After all, you will be a sissy cock sucker by the time I'm through with you, which is what you were meant to be."

"Mmmmphhh, " was all he could manage in protest, looking up at her beautiful smiling face.

"Suck my cock, and I promise you will have the best orgasm of your life, " she ordered.  "Make love to that cock.  It's all for you, my little sissy."

To his surprise, he was taking it deep a little better, breathing when he could and sucking it.  "That's my sissy, love the cock.  This is the real cock of the house from now on."

"Mmmmmphhh, " he protested again.

She laughed.  "Didn't anybody ever yell you it's not polite to talk with your mouth full of cock?  You are such a slut.  I bet they'd love you down at the video store.  Maybe we should find out just how good a cock sucking whore you really are."

"Mmmmmphhhh, " was all he could manage.  He didn't understand what was happening or why he was so turned on, but he knew he loved her.

She pulled out of his mouth.  "Now, it's real simple, my pet.  You do what I say, and you're gonna cum like you've never cum before."

"Are you gonna let me out now, Mistress?"

"I'm gonna untie you, but your clitty stays locked until I say, " she said with a grin.

He shook his head.  "Then, I'll just leave.  I don't have to put up with this."

She pouted, and he knew that look.  It was the look that told him he was in trouble.  "You walk out that door, and we are through.  Don't come back."

"You can't be serious."

This was the part where Amanda instructed her that she needed to be strong to make it work.  It was hard for her, because she was in love with this man.  She knew he would be happier as her sissy.  "I'm very serious, Billie.  You have to trust me here, or we have nothing."

He started to cry.  He always was so sensitive, another indication to her of his sissy inclination.  "But, why?"

"Because I know you're gonna love it.  I'm gonna give you a big release that will show you what I mean, but you have to do what I tell you or else."

He looked down, very unsure at the moment.  "Okay, Mistress.  I'll do as you say."

She smiled and gently slapped his face and then patted his head.  "Good girl.  Mistress knows best.  I won't punish you this time.  This time, " she repeated as she looked him in the eyes."

Once he was unbound, she pointed to the kitchen table.  "I want you to get up on the table and lie on your back."  He slowly did as ordered as he felt her hand slap his ass.

She grinned.  "That's my obedient little sissy.  There you go."

With her heels, she was at the perfect level of the table.  "Stay right there, " she said as she walked to the bathroom and got some lube.

She moved his bikini panties out of the way and liberally lubed his exposed sissy ass.  "Mistress, what are you doing?"

"I'm gonna make a new woman out of you."

Before he could get another word out, she lifted his legs over her shoulders and shoved the head of her strap on dildo into his tight pussy hole.  He screamed.  "Relax, my pet.  It will go a lot easier and feel so much better."

She pushed it in slowly and he screamed some more.  "That's my girl, take momma's cock.  Good girl."

He had tears in his eyes.  "Mistress, it hurts."

"It will only hurt for a little while, " she said with a smile and a wink as she moved slowly in and out to allow him to get used to it.

He started moaning a little as he relaxed.  "Does my sissy like getting her pussy filled?"

He said nothing, and she shoved it in deeper as he yelled.  "I asked you a question, Missy."

"Ow.  Yes Mistress."

She continued slowly fucking him.  "Tell me how much you love it, Billie.  Tell me."

As the words came out of his mouth he could hardly believe it.  "I love it Mistress.  It feels good."

She smiled.  "Good girl.  "Tell me where it feels the best."

He moaned again.  "Right...  Right there Mistress.  Oh, yes."

She looked him in the eyes.  "Good girl.  You see, sissies have a spot in their pussies that makes them feel amazing when you hit it.  You can even move your ass against it to help me."

"Let me stoke my cock.  Please, Mistress, " he begged."

She shook her head.  "I can't do that, " she replied with a smile.  "You need to learn to be the sissy slut that you are.  This is how you will cum."

"Oh God, " was all he managed as he took her six inch dildo deep.  "Please."

"Trust me, my pet.  Let it overtake you.  You're gonna love it.  This will be what you will love the most, not using that pathetic little clitty of yours."

"Please, " he begged without being able to finish the sentence.  As the moments passed, he felt the pleasure build, and subside, like a wave washing over the beach, steadily overtaking the sand and submerging it."

"Make a cummies for me, my pet.  Cum for your Mistress.  Show me how much you love being fucked by Mistress's cock."

"I love you Sheila... Mistress."

She smiled.  "I know you do, and you'll be showing me in a bit when you eat my pussy with that talented tongue of yours."

It was too much.  He started to slowly leak cum from his caged clitty.  Then he felt an orgasm slowly overtake him.  "Oh, fuck yeah, " he said as it built up again and he leaked more cum.

She stuck her fingers into his cage and collected some of the cum, placing it to his mouth.  "Taste it, my little cum slut."

He complied and she fed him some more as her dildo was still in his violated sissy pussy.  He greedily lapped up all she fed him.  She laughed.  "See, I knew you'd love your new role."

"It was incredible, " he admitted as she pulled out of him.  "Wait, new role?"

As he lie on the table, she walked back over to her phone camera with her heels clicking on the hardwood floor.  She looked at the pictures before sending them to Amanda.  "Oh yes.  There's gonna be some changes around here.  You are gonna be a good sissy for me, and I will be your Mistress."

"But..."

She held up the phone.  "The pictures I took could get into the wrong hands, and you don't want that now, do you?"

It was a bluff.  She wouldn't do that to him, but she needed him to believe she would.  "Don't you love me, Mistress?"

She walked over to him and kissed him as he stood up.  "Billie, you silly little sissy, if you don't know how much I love you by now, then I don't know what to tell you.  I love you."

He was confused.  "Why did you do this to me then?"

"Because you needed it.  Our relationship needs this.  If we are getting married, there needs to be some changes for both our sakes.  And, you're gonna love your new role."

"My new role?"

"Of course.  You are my sissy sub, and you are gonna learn to be a pretty little sissy, just like you were always meant to be, with my help."

He didn't know what to think at this point.  He needed a moment to digest all of this.  "I'm gonna go take a shower.  Can you take this chastity thing off of me?"

She shook her head. "Oh no.  That thing stays locked up until I say so, and you'll have a shower later.  Right now you need to come to the bedroom and give my pussy the attention it deserves.  I am so wet right now."

She started walking to the bedroom as he stood there.  He admired her from behind.  This was almost too much for him to handle, but he loved her so much.

She made it into the bedroom and yelled back to him.  "Billie, get your sexy little ass in here now, before it feels my paddle."

He shook his head and sighed.  "Yes Mistress."

Mistress Tests Her Sissy's Limits

It all seemed to be going so well for Heather.  The sissy had been dressing alone and learning on her own when she met Mistress Victoria.  Mistress seemed so sweet, talking to Heather about how pretty she was but how much prettier she could be.

Heather was swept off her feet.  Miss Victoria invited her to stay with her and helped her with makeup, her hair, her clothes and her overall look.  Heather was in sissy heaven.  Mistress was so kind to her, and the sissy had no clue what was coming next.

"Just follow me, " said Miss Victoria, all dressed in her leather body suit, her long black hair flowing.  "You're gonna love it."

Heather was nervous.  A dungeon?  She didn't know about that.  She wasn't into all of that pain stuff and being tied up.  She just wanted to dress up pretty and serve a beautiful woman.  "I don't know."

Victoria laughed a playful sort of laugh.  "Oh, come now.  It's just a dungeon, sweetie.  It's not gonna hurt you.  You'll see.  You might even have some fun down there."

The sissy figured she would humor her and look around, then leave.  She didn't like the sound of the word dungeon.  From what she had heard, it was painful.  "Well, I guess it won't hurt to look."

Mistress opened the door in the basement, and Heather saw it for the first time.  One wall had paddles and whips hanging on it.  Some of them looked like they would really hurt.  There were chains and shackles on the wall for two people and a table with restraints.  Next to that table was a device that looked like it gave off electricity.  There was another device for enemas.

There were a couple of strange looking benches that she guessed were designed to keep a sissy in vulnerable positions.  Some things, she didn't even know what they were.  A cabinet with a glass window and some dildos of various sizes, plugs and that sort of thing.  There were a couple strap on harnesses hanging on the wall.

Along the ceiling was a chain with shackles attached to it that were raised by a device.  As she looked at it, Victoria spoke.  "Oh, you like that?"

Heather blushed.  "Oh, um, no, I was just looking at it.  Looks like it would hurt being hung up there."

Victoria laughed.  "Nonsense.  All it is is you put your wrists in the shackles.  I can show you if you want."

The sissy shook her head.  "Oh no.  I don't think I'd like that..."

Victoria knew she had her sissy in the palm of her hands, so she turned on the charm.  She pouted.  "Oh, come on sweetie.  Let me show you.  It won't be that bad.  And, I'll let you out."

Heather melted at that look.  "Okay, if you'll let me out."

Mistress smiled as she lowered down the chains.  "You'll see.  I'll just put this wrist in here and now this one.  I raise it up above your head, and now your mine.  I own your ass now."

The captured sissy was stunned.  "Own my ass?  Miss Victoria, you said you'd let me out."

Her laughter got a little crueler.  "Yes, my pet.  But, I didn't say when.  What a gullible and stupid little bitch.  Just the way I like them."

Heather started to cry.  "But, you said...  Please don't hurt me..."

Mistress lightly slapped her sissy's face to get her attention.  :"What did I say when we met?  I said I would train you and make you a better girl, but I would test you and push you to your limits."

"But..."

"And another thing, " she went to the table and pulled a chastity device out of a drawer.  "I know what you said, but you're in my world now, Missy.  My sissies wear chastity 24/7 and get pleasure when I say they can."

"But I..."

She reached down to pull down her sissy's panties, and she tried to kick her.  "Oh, you didn't just do that."

"I'm sorry, Mistress."

Victoria got serious.  "Look, I'll let you go right now and you can leave and never come back again.  I'm not gonna make you do something you can't handle, but you will obey me when you are in  my domain.  So, do you want to go?"

Heather was awash in emotions.  She adored Victoria, but she didn't know about all of this.  On the other hand, she didn't want to lose her.  She had already developed strong feelings for her.  "I'll stay mistress."

"Good girl, " she said gently brushing her hand against her sissy's face, "but I'm afraid you will have to be punished now."

Heather had no idea what that meant as Victoria went and grabbed a pair of shackles and locked her ankles in.  Then, she continued to put on the chastity device, locking her in and taunting her with the key.  "You're mine now, Missy.  You ain't getting out until I say so."

"Please, Mistress..."

Victoria went to the wall for a paddle.  "And another thing, " she swatted each exposed cheek twice, just hard enough to get her attention and make her moan.  "You will not talk back or defend yourself in the manner you just did, understood?"

"Yes Mistress, I'm sorry."

She smiled devilishly.  "I'm sure you are, my pet., but I'm not through with you yet.  You still have to learn."

She grabbed a butt plug with a little remote control, and some lotion.  She put on a pair of latex gloves and lubed up her sissy's pussy hole before shoving the medium size plug in without much resistance.  Heather screamed and Mistress laughed.  "Aw. did that hurt that tight little pussy hole of yours?"

"Y...  Yes Mistress.  I don't like pain, " Heather moaned.

"Well, get used to it.  That hole needs to be stretched for my strap on and other things that might go inside there."

"Other...  Other things, " Heather was getting scared.

Mistress laughed loudly.  "Use your imagination my little cock sucking sissy slut."

Victoria turned the device on and her sissy felt the plug vibrating inside her while her clitty was locked in chastity.  "You see, I own you now, my pet.  It's what you wanted.  I will make you a pretty little sissy slut, passable by most standards.  You will learn to walk and talk properly too, and if you fail me, you will be punished."

"But, I don't like pain..."

"Do you like ball gags, " she relied without waiting for an answer.  Victoria produced a ball gag and put it on her helpless sissy.  "There, you need to learn to shut up and listen."

Victoria looked at her sissy hanging helplessly.  She grinned.  "I need to go do some things, my pet.  I'll be back when I get here.  Don't go anywhere while I'm gone."

Miss Victoria's laughter could be heard by the helpless sissy as she walked out the door and up the stairs.  What had she gotten herself into?  She had plenty of time to think about it now.

Sometimes Mistress Must Remind You Who Is Boss

You are so totally committed to her that you submit to her will and desires at all times.  She runs the show in the relationship, and it is your job to help her make her plans come to fruition.  You are there to help her be successful.  When she as a plan, you are there to help make it happen.  Anything she needs you to do, you do.

This stretches across all aspects of your life.  You clean up the house, you prepare most meals, you help her prepare herself for her outings.  If she brings a boyfriend home, you are there if she needs you to be.  Without question you service her lover if asked and clean her up, and you thank them both for the honor.

Mistress knows you need sex too.  Oh, she long since stopped letting you have intercourse with her or any woman.  Your pathetic little clitty stays locked up at all times, just as it should be.  You won't be with any woman in that way again.  But, Mistress knows there are other ways for you to get off.

With the use of her toys and her strap on, she has trained you to have a sissygasm, as she calls it.  But, Mistress doesn't always want to use her strap on.  Sometimes she will just set you up with a guy and make money off of you.  There was a time when you might have protested, but not now.  You thank her for it.  In fact, you become a little absent minded if you don't get it.

But, it's not all fun and games.  Mistress likes to keep you in your place, literally at times.  She will tie you up in different positions and leave you there, sometimes for hours at a time.  She will use sensory deprivation on you and leave you wondering what is coming next.  There was a time when you might have protested, but not now.

You accept it, even embrace it.  You are Hers to do with as She desires.  The day she made it official is a day you will not soon forget.  She squatted over you and began to urinate all over you, telling you that she was marking you.  It was symbolic.  You both agreed that you will not consume bodily fluids, but as her property, you needed to be marked.

There's another thing that happens when you mess up.  Mistress will punish you.  She will spank you, and she will always let you know why you deserve to be spanked.  You need to learn and she will tell you before administering the punishment.  Most of the time, this is accomplished with hand or paddle or a light flogging.

You are instructed to get out of your feminine clothes, down to bra and panties and to assume the position.  And then she will began the spanking.  It might be over her knees.  You may be on all fours on the floor.  When she wants to make a point, you are restrained first.  When she really wants to make a point, she uses sensory deprivation as well.

Always telling you why you deserve it.  You may have been performing poorly in your cleaning duties.  Perhaps you forgot to do something important.  Maybe you performed inadequately with her and her lover.  Or, maybe your mistake hurt a plan that she had.

She will let you know, and the swats will come harder when you've really messed up.  She will show no mercy as the pain starts to kick in and the tears flow from your eyes.  You can beg.  You can apologize, and it won't matter.  It's too late for that.  You must learn.  She may leave you tied up lying on the ground afterward to think about it.

But, always, there's the one thing she will say in her soft and beautiful voice, as you reel from the pain.  It's almost a comfort in all of the pain.  "You're my sissy, and I just want you to be the best you can be.  I really wish you wouldn't make me do this, but I'll do it again when I need to.  It's the only way you'll learn."

As you lie on the floor, you think she likes punishing you a little too much.  It wasn't that big of a mistake.  Then you realize it was a totally avoidable mistake, and you knew better.  And it hits you.  You did it on purpose.  Do you really like the pain, or is it a comfort knowing somebody cares enough to punish you when you are bad?  Maybe it's a little of both.

The Moment You Became Hers

It happened so subtly that you didn't even realize it.  She was so nice to you that you were hers from the moment you met.  She trapped you with her alluring spell.  She dressed beautifully, but not slutty.  She wore makeup, but tastefully and not over the top.

You found you had much in common, though when you think about it now, it was you revealing more about yourself than she did.  You spent every moment you could with her.  You just had to.  You were compelled for some reason.  Was it love?

You started waiting on her.  If she wanted something, you did it for her.  If she needed something from the store, you bought it for her.  You even started cleaning her house.  This was the first clue, but you didn't realize it.

She made a joke about you being her maid and that you should dress as such.  At least you thought it was a joke, but you soon found out it wasn't when you laughed and said you didn't have a maid's outfit.  As luck would have it, she did.  Just your luck, it fit.  Coincidence?

There were other little indications of the change.  You were allowed to service her in bed and massage her the way she wanted, but she kept telling you she wasn't in the mood for intercourse.  You accepted that.  When she saw how excited you were, she told you that you could have release.

But she would not allow you to have sex with her, nor would she give you oral.  She told you to slowly stroke it as she teased you playfully.  She said things to you that no real man would accept.  But you got excited when she called you a little sissy.  You came when she called you her sissy slut in that beautiful voice of hers.

You were trapped, and when the day came where she produced the maid's outfit, you accepted it.  You were told to strip down in front of her as she examined you.  You were turned on, but she ignored it.  She commented on your underwear, saying Her sissy maid would only wear pretty lingerie  You told her you would.

Then, she commented on your body hair, telling you that it simply would not do.  No sissy maid of Hers would have body hair.  She led you to the bathroom and applied hair removal cream all over.  She told you that you were to be hairless from then on, and you were to let your hair grow long like the pretty girl you want to be.

Want to be?   Did you want to be?  You don't know, but something about her made you want to please her.  You responded with yes, and she corrected you by saying, yes Mistress.  Mistress?  Why Mistress?  But that smile on her face made you agree to it.  You would do anything for Her.

When you were nice and smooth, she laid out the lingerie to wear under your maid's outfit, and noticed you were still excited.  You hadn't even touched it.  Why not?  You were so turned on, but something held you back.  Before you could do anything about it, she produced something you never saw before.

It was a chastity device, she told you.  You would wear it 24/7.  No sissy maid of Hers would have an unsightly bulge like that in her panties.  You didn't even protest.  Something in your mind said you should, but you looked at those beautiful eyes.  You couldn't refuse Her.  You just said, yes Mistress.

With chastity on, she helped you into your bra.  Panties were next, but they were thong panties.  She said that was for easier access, and then proceeded to pull out a medium sized butt plug.  With a little lube, it went right in.  You felt weird.  This was wrong.  Did you like it?  There was her smile.

She instructed you on what chores needed to be done and told you to figure out how to make it work with your schedule.  She surprised you by telling you that her Sissy maid would live here in the a special sissy maid's bedroom she had prepared for you.  Prepared for you, you thought?  What was going on here?  But then, there was that smile.

In the days ahead, you moved into your room of pastel pinks and feminine motif.  You did your chores and waited on her, and she was pleased with you.  When she was displeased, you felt the sting of her paddle on her plugged rear end.  You were disappointed in yourself and told her you would do better.

Mistress had you performing oral on her when she felt you deserved the honor, but added that she needed a real man's cock inside her.  You hated hearing those words, but that smile melted your insecurities.  Mistress introduced a strap on to the relationship, instructing you on oral.  She commented on how good you were and how her guests would love you.

Now, you thought about leaving.  You aren't gay, you thought.  You like woman.  You simply are doing what you do to please her, but you need release.  How long had it been since she let you have an orgasm?  You were sad, and she could see it.

This is when Mistress finally took your virgin sissy pussy for the first time.  She told you the plug was to get you ready for this moment and all the moments to come when you would be giving it up.  You didn't think too much about that comment as she entered your tight pussy first the first time.

She was slow and gentle at first.  You wanted to touch yourself, but she warned you not to go near your caged clitty with your hands as she worked your sissy pussy like a pro.  She made you feel things you had never felt before.  You felt like you were on the edge, but then not.

It was like a wave of water approaching the beach.  It built up steadily.  You felt so amazing, you wanted more.  She taunted you.  What do you want, she asked?  Fuck me harder Mistress, you said, not believing your own words.  She laughed.  You are my sissy slut, aren't you?  Yes Mistress was all you managed.

She smiled.  She knew at that moment she had you.  I want you to cum for me, my little sissy slut, she ordered.  You had no choice.  She was hitting you in just the right spot.  It drove you crazy, and your words were unintelligible as you came slowly and steadily over the next several moments.  Just when you thought you were done, you came some more.

It was a powerful experience, the most intense orgasm you had ever had.  You knew you wanted more.  She knew Her sissy would obey her, and she was happy to finally find a good sissy who knew her place.  She instructed you to clean yourself up.

Later, when you went to bed, she introduced something else to the relationship.  She tied you down securely and put a blindfold mask and ball gag on you.  Amid your whimpering, she told you it was for your own good.  She wanted to know her sissy was right where she should be.  That wasn't much comfort to you

Later, you heard loud moaning, and you knew what was going on.  Mistress was having sex with a man, and from the sounds of it, she was enjoying it.  You cried knowing you might never get that chance to feel it even once.  Then you wondered if you might get to watch next time.

The next morning, she untied you and instructed you to get cleaned up and make yourself nice and pretty.  She laid out a particularly slutty maid's outfit and told you to get ready.  She had important male and female guests coming, and you would be serving them in any way they wanted.  Make your Mistress proud, she said with a wink as she left you to get ready.