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.

A New Way Of Life For Sissy

Sissy Denise was wearing her pink lingerie, complete with stockings and garters.  Her panties were down as Mistress Jessica had just locked her into chastity and was teasing her with the key.  "Is this, " Denise asked hesitantly, "really necessary?  It seems so..."

Mistress grinned at her as she interrupted.  "Oh, but it is very necessary.  Sissies like you must be locked up 24/7."

The sissy was shocked.  She had no idea this was coming when she started playing dress up with her beautiful blonde haired Mistress.  It was a game in the bedroom at that point, and they both seemed to enjoy it.

Then, the games got kinkier.  Mistress introduced a butt plug, and then light bondage.  Then, one day while tied up, Denise had her pussy violated with a strap on.  She hated the fact that she loved it so much.  Even worse was the orgasm she had without being touched on her clitty, as Mistress called it.

It was then when Mistress Jessica's demeanor changed.  "I knew I had a sissy faggot for a husband, " she laughed.  "Or should I say wife."  Those words were etched into Denise's mind.  Everything seemed to go back to normal for a few days, and now this.

"Locked up every day?  Jessica, I don't know if I can handle that."  She felt her wife's hand slap her face.  "Huh?"

Mistress Jessica glared at her sissy.  "First of all, you will address me as Mistress.  Is that clear?"

"But..."  she felt another slap.  "Yes Mistress."

Jessica shook her head.  "I'm still not sure you understand.  You may need to be punished for that."

The sissy looked downwards.  "I'm sorry Mistress."

She brushed her hand lightly against her Sissy's face.  "I know you are, but you have to understand that things have changed now."

Denise started to tear up.  "I love you Mistress.  Don't you love me?"

Jessica smiled.  "What kind of silly question is that?  You know the answer to that.  You shouldn't have to ask."

"But..."

"The reason you have to be locked up is twofold, " she interrupted.  "That pathetic little thing is never getting near me again.  Secondly, it lets you know your pace in this relationship.  You are mine, and you don't get release until I tell you when, where and how."

Denise was confused.  "But, don't you want to be pleased?"

Mistress burst into laughter.  "Oh you poor naive little sissy.  First of all, you will be my oral servant whenever I want it.  You will do as I say.  Secondly, I didn't say I wouldn't have cock.  I'll have plenty of cock.  I've been seeing a couple guys already, and now I can bring them home."

Tears started streaming down Denise's face.  It was a good thing she was using good mascara.  "So, you're gonna leave me?"

Jessica ran her fingers around her sissy's chastity device.  "Whatever gave you that idea, my pet?  Just because you're inadequate down there, doesn't mean you don't make up for it in other ways.  You make good money with your online business, you clean this place well and you are already good at eating my pussy."

"So, you aren't leaving me?"

"My dear sissy, you have it all wrong, " she grabbed a pair of handcuffs.  "Your life is about to change in ways you never dreamed of.  You're still gonna be doing your job, at home on the computer and dressed as my sissy maid in chastity, maybe even plugged."

The sissy was still unsure.  "But I need to put in long hours sometimes on projects, so I can't..."

"And so you shall, my pet.  I'm counting on you to do your job and keep me in the lap of luxury, but when playtime comes..."

This was all happening so fast, and Denise was a bit overwhelmed.  "But you just said my clitty won't be going near you."

Jessica laughed again.  "It won't.  But, I will be entertaining real men here, and you will be serving them too."

Denise's face went white, "Serving them?"

Mistress shook her head.  "Don't play coy with me, Missy.  You will be sucking their cocks when I tell you.  You will be giving up that pussy when I tell you to.  I expect you to be good, because I may rent you out."

The sissy panicked.  "Mistress, I'm not gay."

She took her sissy's hands and cuffed them behind her back and guided her to her knees.  "Of course not.  You're bi, or you will be when I'm done with you.  I told you that you would be eating my pussy and the pussy of any of my girl friends when I tell you to, but you will become a little cock whore too."

"But..."  A knock came at the front door. 

Mistress smiled.  "Oh, that will be Jim.  He's quite the stud.  I've had that cock inside my pussy and it's just delightful.  He has a thing for sissies like you, so I told him he could come by and get his cock sucked."

She took a couple steps out of the room and turned around.  "He likes sissy pussy too, so if you suck him well enough, you might just have a new boyfriend of your own.  Won't that be great?"

She laughed as she went to answer the door.  Sissy Denise sat on her knees, helplessly waiting for what was to be the first of many cock sucking sessions.  A big cock in her mouth, could she handle it?  Would she be able to swallow?  She would soon find out.  She hoped maybe Mistress would allow her release afterward.

Mistress Clara And Sissy Brandi Prepare For A Double Date

Mistress Clara smiled at her sissy as she handed her a pair of pink satin panties that went with the bra she was wearing.  "You'll look so cute in this one, sweetie."

Brandi blushed.  "Thank you Miss Clara.  You are too nice to me."

"You're easy to be nice to, " she replied as she moved in and have her a kiss.  The tingles caused an immediate response to Brandi as her sissy clitty pushed against her tight chastity cage.  Clara giggled.  "You spoil your Mistress."

The sissy winced in her cage as she put on her panties.  "I would do anything for you.  You're my world."

Miss Clara held up the shirt black skirt and the tight pink top that showed off Brandi's budding breasts.  "You're gonna wear this for me, aren't you?"

Brandi was straining against her chastity device from being so turned on, but she tried to hide the pain.  "Yes, Mistress."  She sat down on the bed and grabbed the skirt and top, forgetting the spanking she had just received for failing to wash the car  properly and refuel it on time.

Mistress brushed her hair as she stood in front of the mirror wearing a similar pink lace bra and panties as her sissy  "Good girl.  You know how Steve loves to see you in that outfit."

Brandi knew that all to well.  The first time her Mistress' boyfriend saw her in that outfit, he wanted to fuck her.  Mistress gave him permission, and Brandi felt his thickness inside of her sissy pussy for the first time.  It was so intense that when he came inside of her, she had her own orgasm inside her chastity device.  She spent the rest of that weekend serving as his fluffer and her cleanup.

"Do you think he's gonna...""

Clara ginned.  "What?  Fuck me?  Oh yes, he's gonna fuck me hard, and you're gonna clean my pussy after.  I might even let him have my ass too, and you know what that means."

"I'm gonna clean that too, " she replied as she applied some pink lipstick.

"Exactly.  You are such a good little sissy slut.  You do as you're told for your Mistress.  This is why I love you, " she said, planting a kiss on her cheek again.

Again Brandi strained against her chastity device.  How long had it been since she was able to make love to her Mistress/Wife?  That stopped when she was told how small she was and how she couldn't please her the way a real man could.  It hurt her to hear that at first, but she was hiding her own secret sissy desires.

When she confessed. Clara said she understood and would help her as long as she understood that things would change.  They were no longer husband and wife, but Mistress and sissy, and sissy would serve Mistress in whatever way she was required.  This also meant living 24/7 as a woman and transitioning.

Brandi loved the way her body was developing, but the straining in her chastity cage reminded her that she was due for another hormone injection.  "I just want you to be pleased the way a woman deserves too.  If his big cock pleases you, then you should have it.  You deserve it."

"And you know what a big cock like his can do to a girl, don't you sissy, " she said with a playful laugh.  "So, what dress should I wear?  Not that I'll be wearing it long, but we may go out for a while before we come home and fuck."

Brandi finished putting on her skirt and top.  "Oh, I was thinking that cute red dress that goes down to your knee., and maybe the four inch open toed heels and that red clutch bag."

"Excellent.  You know your Mistress so well."

Brandi looked at the clock.  "So, while you're gone, I figured I'd vacuum the floor and do the dishes, maybe get some of my writing done on my new book, and then..."

"Oh, heaven's no, " Clara interrupted.  "I won't hear of it."

Brandi was confused.  "Why Mistress?"

The sissy handed her the dress, and she slipped into it.  "I forgot to mention Steve was bringing a friend with him.  His name is Jim.  He has a thing for sissies, and we thought we would double date, then come back here."

Brandi couldn't hide the joy from her face.  "Really?"

Clara walked over to the night stand and grabbed the paddle.  "Don't look so surprised.  I think you earned this reward. I know how turned on you get by the thought of two girlfriends going out, bringing guys home and getting fucked like a couple of horny sluts."

The sissy gleefully hugged her Mistress, "Oh thank you Miss Clara.  Thank you."

Clara playfully tapped her sissy's still tender rear end a couple times with the paddle.  "That's enough, Missy.  Know your place."

"I'm sorry Mistress."

"You will be, " she said with  stern voice.  "You are still My sissy.  You will do what I say, or I will punish you.  And, you know what that means, don't you?"

Brandi thought about all of the spankings, the times being locked in the closet while tied up, being restrained to the bed.  Even the time Mistress chained her to a men's restroom sink and made her give blowjobs to the drivers at the truck stop.  "Please, I'm sorry Mistress."

Clara laughed., with a hint of cruelty in it.  "Don't worry, sissy.  I just wanted to remind you of your place.  Your Mistress adores you, but you are still My sissy.  I don't want you to get too comfortable or mistake my kindness here."

The sissy shook her head.  "I won't Mistress."

Clara put on her shoes, slipping her pretty red toe nails that Brandi had painted for her, through the open toe area.  "Good girl.  Now, let's get ready and have a fun night tonight.  It's gonna be a long and wild night.  I heard Jim has amazing stamina.  And, you already know about Steve."

Brandi blushed.  If Jim was anything like Steve, she was going to be stretched and pounded hard.  But, the though that she and Mistress would be taking a pounding at the same time made her clitty strain against her chastity device.  She really needed another hormone injection.  She wondered if this was being done by her Mistress as a kind of torture.  A part of her was wishing her clitty wouldn't get hard, and that desire was growing stronger.

Oh, I almost forgot to tell you, "Mistress added.  "Jim got the next injections for you.  He'll be administering them himself, probably right before he fucks that tight little sissy ass of yours.  Won't that be wonderful?"

Submitting To Her As The Sissy You Are

You only recently discovered your love for dressing up in women's clothes.  Maybe you rediscovered it.  It was you and your significant other playing around in the bedroom when she suggested you put on a pair of her panties and a bra.

That's how it started.  Before you knew it, you were starting to get into other kinky areas.  Through the course of it all, you have discovered a secret she was hiding from you.  She has a bit of a dominant side.  She likes to feminize men and make them submit to her.

She's not totally soft core with it all either.  She's told you stories about things she has done in the past.  She was reluctant to tell you all of this for fear of how you would react, because she cares about you.  She's not trying to push any of this off on you either.

However, the images of what she was telling you are stuck in your mind.  How could they not be?  A part of you is a little freaked out by it, but another part is not.  One of the things she has talked about is locking you up in chastity.  She wants complete control of your orgasms.

You don't know how to react to that.  Do you submit to her?  Why would you?  This is the most personal part of you, and she is asking to lock it away.  You get no pleasure without her permission.  How long will she make you go without?  Can you make her happy enough to earn release?

Then it hits you.  In giving her control, you are showing her your love and devotion.  You won't be able to be with another woman while locked up, not that you are looking.  She holds the key.  Maybe submitting to her in this way is not such a bad idea.

Submitting to her means being locked up 24/7.  She has already made that clear.  She told you she is okay with you not wanting to do this, but if you do it, it is on her terms.  There is no halfway in this.  Can you really handle that?  Then you realize how much she has given you.

Being in chastity for her seems only fair to you.  You decide to give her that most personal gift.  She smiles and tells you that you have made the right decision.  You two are going to have so much fun together, you as Her sissy sub and She as your Mistress.  Your relationship has taken a new and exciting step.

She reaches into the closet and pulls out a big black duffel back.  When did she get that, you wonder?  She shifts around in it, pulling out items that make you wonder what she's really up to.  There are chains and shackles, a paddle, a mask, rope, a ball gag and there's the device.

She instructs you to take down your panties, and she gleefully locks you up.  She holds the key in front of your face and tells you what's left of your manhood belongs to her.  You look in the mirror to see the sight of what you have become.

You are dressed in matching red bra and panties, stockings and garters.  Your body is shaved smooth as she really has done a good job feminizing you.  She tells you she isn't done with you as she produces another item from the bag, a medium sized black butt plug.

You've actually seen this a time or two, but you are still a little uneasy with it.  She tells you that you had better get used to it.  All locked up sissies like you eventually get their sissy pussies filled with something.  In your case, it's this plug, she says with a pause, and then adds, for now.

And so it stats for you, all dressed in sexy lingerie, locked in chastity with your Mistress holding the key.  And a butt plug filling you up from behind.  You wonder what's next when she tells you to get dressed.  You have errands to run, and you will be plugged while you are out and about.  You answer with a demure, "Yes Mistress" and get dressed.

You're A Cuckold And That's Okay

You want her to be happy.  You love her so much you would do anything for her, and she loves you.  Being a cuckold isn't for everybody.  Some get the wrong idea it's about her hating her sissy, and that's just not the case.  Not for all of them anyway.

The sissy may feel inadequate.  Maybe sissy can please her just fine, but sissy feels it's not enough.  She wants her to really get off for all the happiness she gives her sissy.  I mean, she has dressed sissy up nice and pretty.  Maybe she's even taken sissy out all dressed up.  This is because she lovers her sissy, and being pretty makes sissy happy.

Maybe she went even further and used a strap on with her sissy.  Sissy just loved it.  Being locked in chastity, sissy experienced a different kind of orgasm, much more intense when Mistress used her strap on.  Sissy loved it so much that Mistress does it for her when it's needed.  Sissy has become an oral devotee.

So much so that sissy seemed to get a kick out of it when Mistress suggested making sissy please a guy.  Then, Mistress was there to make it happen.  A nicely endowed guy, and her sissy's lips wrapped around his manhood.  Mistress encouraged sissy to make him cum, and when he cums, sissy swallows it for Mistress.  Mistress is so proud.

So, here sissy sits with a man in the bedroom.  Mistress is doing what sissy recently did, pleasing him orally.  But it won't be her mouth he cums in.   Not this time.  Sissy is exited, because he is pretty well endowed.  Sissy feels lucky to get to see Mistress being pleased in this way.  She can tell Mistress loves every moment of it too.  Then, he cums inside her womanhood just as she has an orgasm too.

Sissy can only watch in chastity, leaking but unable to finish herself off yet.  Mistress calls to sissy as her lover leaves, and sissy knows what is required.  She must clean Mistress up, and she does so with glee.  She loves every drop as she tastes Mistress and her lover, mingled together.  Sissy thanks her for the treat.

Mistress is proud of sissy and allows her to cum.  Mistress knows sissy is way to exited to last, so she makes sissy stroke it in front of her.  Mistress allows her the honor of cumming on her pussy, and once she does, she orders sissy to clean it all up. 

Mistress is proud of her sissy as she tells her, "We will be doing this again."

Sissy can't wait.  She wonders when she will get to have sex with Mistress again, but she is happy that Mistress is going to be pleased by somebody else.  At least she'll get to be there.  Who knows, maybe Mistress will make her suck her lover next time.  She's excited about the idea, but she can't do anything locked in chastity once again.  She considers herself a lucky cucky.

Mistress Brings Her New Sissy Assistant Into A Session

Mistress Clara was a vision to Tiffany in her black shape wear dress with her long black hair tied back in a bun.  Clara wore glasses that gave her more of an air of authority, not that she needed it. She was already somebody who commanded respect.

Clara had a heart of gold, but when she lay down the law to a sub or a sissy, she was all business.  She looked over her sissy Tiffany's eye makeup.  "You look very pretty."

Tiffany smiled and blushed. "Thank you Mistress."

Clara gave her a stern look.  "Now, are you sure you're ready for this?  Once he gets here, I expect you to do as you are told without question, or else.  Are we clear?"

The sissy nodded.  She was nervous about how things might change between she and the woman she had become very close to.  "Yes Mistress."

Mistress smiled reassuringly.  "I know what you're thinking, but you know how I feel about you.  So, don't worry about anything you see or are asked to do here.  In fact, if things go well, we will be doing a lot more of this together.  And, you'd like that, wouldn't you?"

Tiffany couldn't help but be nervous.  She had thought about this a lot, but now it was about to become real.  "Yes Mistress."

She smiled devilishly.  "Of course you would, my pet.  Now, I need you to pull down your panties."

Sissy was wearing a pink satin chemise and matching panties and lace bra over her budding breasts.  She wore knee high white stockings and three inch pink heels.  She dropped her panties without protest.

Miss Clara reached into her bag, pulling out a paddle that made Tiffany gasp.  She laughed.  "No, you aren't being punished...  Yet.  You won't have to be if you do as told.  Oh, here it is, and this too."

She pulled out a stainless steep bird cage chastity device.  "You will be in chastity for me.  I'd prefer you in chastity all the time, but you will be at all times when we were working."

Mistress put the chastity device on her sissy, who was starting to get aroused.  Tiffany blushed.  "I"m sorry Mistress."

Clara laughed.  "Of course you are, but it can't be helped.  You won't have to worry about it when you get it removed, but in the meantime, this is how we deal with that nasty little thing of yours."

As she put it in place, Tiffany smiled.  "Thank you Mistress."

Mistress grinned.  "I'm not done yet.  Bend over."

Tiffany nervously complied as she felt warm liquid being applied to her sissy hole, followed by the intrusion of a plug.  It hurt a little and she let out a moan as it was inserted.  She felt something dangling.

Clara laughed.  "Think of it as your tail."  She squeezed the end of it a little and the plug inflated inside of Tiffany.  "Much better.  It's inflatable.  Just what my sissies and subs need.  Now, get on your knees."

Tiffany complied as Clara produced a collar with three link rings on it and put it on her.  Had Tiffany been able to read the tag she would have read Clara's Sissy Slut.  She showed her the leash.  "This will be for later.  Now, I need you to sit down in that chair."

Tiffany was hesitant at first, and Clara snapped at her.  "We don't have time for this.  He'll be here in a minute.  Am I gonna have to spank you already?"

Tiffany sat down.  Clara produced four sets of cuffs, cuffing each of Tiffany's wrists and ankles to the chair.  "Miss Clara, I don't know if I like this.  You know how I feel about things like this."

Clara smiled at her with a hint of anger in her eyes.  "Yes, I know how you feel, and you have to trust that I'm not gonna hurt you.  Can you do that for me?"

"Yes Mistress."

"Good.  Now I know you have an aversion to ball gags, so I would hope you keep you mouth shut and do what you are told so I don't have to gag you anyway."

Tiffany looked down.  "I'm sorry Mistress."

A knock came at the door.  "You will be if you don't behave.  I may need to spank you later."

Miss Clara opened the door to reveal two men on the other side.  Tiffany was suddenly very nervous.  Two guys?  Just what did Clara have planned for tonight?  What she didn't know was these two guys were two of Clara's best clients and had a very kinky side.  The night could get very interesting.  Clara was giving her a trial by fire.  Could she handle it?

Mistress Clara smiled at her two subs.  "On time as usual.  That makes me very happy."

"Anything to please you Goddess, " said one of them as they entered the room.

Clara looked back at Tiffany, who had the most adorably frightened look on her face.  She winked at her sissy.  "We shall see."

A Newly Captured Sissy

James lay tied to the bed in a most precarious position.  He was blindfolded.  His skin felt funny, caused by the fact that he had undergone a full body wax and was now wearing satin feminine clothes.  He was groggy as he had just woken up.

What the hell happened last night?  He remembered meeting a woman at a bar, a Miss Jasmine.  He was amused because somebody introduced her as Miss Jasmine and not just Jasmine.  He had no idea what that really meant at the time, but it should have been obvious.

In his mind, he was meeting a tall, attractive brunette woman who was dressed in black.  She came off as rather bossy and opinionated, but he liked that.  Plus, she was buying him the drinks, which made it all the more better.  Too late did he realize what was going on.  He had been drugged.

He felt a paddle strike his posterior, which was sticking up in the air.  A lady's voice laughed.  "Are we awake now Jessica?"

"My name is not Jessica, it's James, " He replied in defiance.  Only to feel the paddle stroke him again.  "Ow.  Stop it!"

She swung the paddle hard three more times.  "Don't you dare tell me what to do, Missy!  Is that clear?"

He was starting to get angry and had thoughts of what he would do to her once he was free from the restraints.  He figured he'd better humor her until then.  "Yes."

She swung the paddle hard at his rear end again.  "Yes what?"

That one hurt, and he thought he heard metal clang against the paddle.  Only too soon did he realize that he did, and he was not happy about what that was.  What had he gotten himself into?  "Yes ma'am."

She laughed.  "Good girl.  Now I'm sure you are wondering what you are doing here..."

"The thought had crossed my mind, " he interrupted before feeling the paddle strike him again.

"Do not interrupt me again, " she swung the paddle once more.

"I'm sorry Miss Jasmine."

She swung the paddle one more time.  "You will be if you keep this up.  Now, the reason you are here is because you are a part of my stable of sissies, and you will serve me as I see fit..."

"Now wait a minute.  I never agreed to any of this.  I'm not into all of that..."

She swatted him again.  "You will be by the time I'm through Jessica.  Trust me.  And, you will find the experience of being one of my special girls pleasurable if you do as told."  She swung the paddle again three times.  "If not, I have ways of making you accept it."

James had heard about these type of women, but he never desired to be in this lifestyle.  He realized the signs were all there at the bar last night, but he was thinking with the wrong head.  Now, he was in trouble.  He had better keep his mouth shut and wait for an opening to escape.

Jasmine smiled as she stood over her conquest.  This one was feisty and had an attitude.  She'd broken bigger men than him.  He would soon be one of her girls and be happy to serve her.  Of this she was certain.  The question was, would it be accomplished the easy way or the hard way.  She hoped for the latter as she swung the paddle once more.

Overcoming Fear Is A Big Step For Some Sissy Subs

Some sissies simply know they were born to serve a strong Mistress.  Some aren't there yet.  They may have thought about it, but what they are thinking first and foremost is they need help.  They need help with make up, picking out nice outfits and help bringing their feminine feelings to the outside.

When a sissy cant find her, there are a couple options.  You can either give up because you have no help, or you start doing what you can.  This is a topic we address elsewhere, because many sissies do just that.  It's not easy, but it can be done.

However, you have to consider that Mistress has a kinky side too, and she needs to have it indulged.  Look at it this way.  She helps you pick out things for your wardrobe.  She helps you learn make up.  She coaches you on how to walk (in heels) and how to talk.  You learn presentation from her.

That's all fine, but ask yourself a question.  What are you doing for her?  So many sissies think a woman should just help them out of the goodness of her heart, but when something is asked of them, they get nervous or just run away.

What if she asks you to submit to her?  Can you do it?  I know the worries start to come up.  You worry about giving up control to her.  You like her, maybe even love her.  If you submit, you worry that she will think of you as nothing and things will change,  This is amplified by things she will say to you when you submit.

You need to talk with her before you go into anything  An open discussion is important.  What are you willing to try?  What is she looking to do?  You reach a clear understanding of what will happen, but also an understanding that she will push you past those limits.

Why would she do that?  Part of the act of submission is to test yourself.  What are you willing to do to please Her?  If it's outside your comfort zone just a little bit, can you test yourself?  You may get something out of it and it's almost a given that she will.  And she deserves that too.

Trust is a big issue here.  You, as a sissy, are about to enter into a power exchange with a beautiful dominant woman.  It can be intimidating and a lot of things will enter your mind.  Since we're talking lifestyle Mistress here, she has suggested taking the relationship into this area after helping you bring your inner girlie to the forefront

Did she do a good job with you in helping you explore your feminine side?  Are you happy exploring this with her?  Then, you need to consider letting go and trusting her. She wants to do this for both of you.  It's about making both of you happy, and she wouldn't have suggested it if she didn't think you'd like it.  Talk about it and then commit.

Once you do, don't spend time undermining her while you are engaged in a scene.  Talk about those things later.  Let the scene play out and give it a chance.  If she's testing you, she has a reason that should become apparent as it plays out.  You have to be able to surrender to the moment.

It is all about surrendering to her desires and letting her be your guide.  And what might that include?  She's probably going to do things to humiliate you a little, maybe some actions, maybe calling you certain names.  Many times, she will require a commitment from you, and that means you may be in chastity.

That idea will scare a lot of sissies.  They don't like the idea of having their most personal body part locked behind a device that somebody else holds the key to.  But, that's the beauty of submission here.  You are showing your commitment, even your love for her by letting her tell you when you can use it for pleasure.  It is a big deal.

She may requite you to wear the panties she picks out for you. She is very interested in introducing toys to the bedroom.  This may mean a plug, and it may also mean a strap on, or even both.  Her own personal requirements might involved lots of oral when she wants it.  For some Domme/sub relationships, this covers most of it.

However, it can go up a notch or many depending on what you want.  Restraints may be introduced next. She may like tying down her sissy to keep her in place.  Like chastity, this requires your submission, and it means trusting her not to hurt you.  She'll be saying things to you that may make you unsure, but that's the point.  Will she really go there with you? You'll be wondering.

You may have carelessly let it slip that you would like to orally please a guy.  Don't think for a minute she forgot that.  Now that you are her sissy sub, she may make it a reality for you.  Are you scared?  Good.  She likes that.  But you will do this for her, because it will make her happy.

How far are you willing to go, because this has so many more levels?  Can you sit and watch when she brings another man into the bedroom to please her?  Will you perform oral on him before he does it?  Will you clean her up orally afterwards?  She may bring in more than one guy and both of you may be in action that night under her supervision.  Can you handle that?

I probably just made you more nervous, but I can't speak for your Mistress.  Generally, you agree on where you want to go, and that is respected with some boundaries being tested as she sees fit.  However, she did so much for you, I think it might be fair for her to ask if you will be her sissy sub.  It may be the best decision you'll ever make.

Getting Started With Cross Dressing

When you think about it, it can be very overwhelming to take these feelings we have within ourselves, these fantasies, and make them reality. I mean, how do you even begin? Some may have a sister to "steal" panties or other clothes from, hoping not to get caught. Some may have wives or girl friends. Others maybe took their mother's clothes when they could get away with it.

They may be doing this hoping not to get caught. Some actually fantasize about getting caught and "forced" to dress completely with her supervision. I've heard that one a lot. She forced me, hehe. Sure, okay. Whatever makes it easier on you honey, just be happy.

Still others have a girlfriend or just a friend who has helped them pick out clothes, learn makeup and maybe even venture out the door on the town. Doesn't have to be a club. It could be shopping, a walk in the park or whatever. Those are the lucky ones.

For some "girls in waiting", they sit on the sidelines and wonder what it's like, never quite able to take that first step. Let's face it, society is messed up. We all have to deal with the "shame" put on us for expressing ourselves this way. It doesn't matter if you are CD or a t-girl, everybody faces it. How you deal with it and overcome it is all that matters.

Let me tell you this though. There is absolutely NOTHING to be ashamed of here and it is NOT a contest. You may see the beautiful t-girl in the video and say, "I'll never look as gorgeous as her."

You can't get caught up in that or the label of being "passable" or pretty enough. It's about how it makes you feel inside. It's about being yourself. Whether you aim to be 24/7 or just whenever you can, you can do it if you want to. Don't be afraid, even though I know you feel the fear. We all do.

So I am quite sure there are some "girls in waiting" reading this post.  You're probably a little shy, even though you took the time to read this. It's okay though. You are among friends here. Maybe you are in a similar situation as I was, and you don't really have anybody where you are to help you. You don't know where to start.

I can tell you a little of where I started. I spent more years than I care to remember wondering what it would be like if I were born a woman. I used to fantasize about being force feminized and forced to be with a man. It exited me more than anything else, but I would also feel the shame. This was long before I knew anything about the trans community or cross dressing or anything.

I'd tell myself that I shouldn't be feeling this way and I shouldn't think such thoughts. There was something wrong with me, I thought. Through it all, the feelings and those thoughts always came back.

When my sister passed away almost seven years ago, I recall going through her old clothes in the shed and finding some panties and bras and putting on her panties. It was a total turn on to me. It's the first time I shaved down there. I used a toy on myself, not for the first time. But, the shame kicked in. I didn't purge. I kept the clothes until I was ready. As I said, the feelings never go away if this is truly who you are.

You hear a lot about purging. Maybe you have first hand experience. I know of people who had dresses, skirts, lingerie, shoes, everything. The shame becomes too much, and they throw everything out. For most of them, though, that is followed by regret. They wish they could have that stash of clothes that cost hundreds and even thousands of dollars to build up.

I've spent a couple thousand myself in just a two year span, which is quite a bit for me. What's funny is I don't think I spent that much on men's clothes in at least 15 years before that. Not even close. I simply didn't care how I looked.

Now, here I am with a nice wardrobe of nearly two dozen dresses, over 20 nighties, over 50 pairs of panties, over 2 dozen bras, plus jeans, tops, shoes, makeup.

If you know your size, you can start by shopping online for what you want. There are also sites that convert men's sizes to women's sizes. Me, I just dove right in and started shopping for clothes at the store. A lady I know was going to take me shopping, but she kept putting it off. I had two choices, either keep thinking about it or go shopping.

So, off to the store I went. At that time, I was wearing my sister's old shorts and top and panties and bra. I went to Rite Aid and bought a pack of Hanes panties, a skirt and some white tights. Also some lipstick. From that moment on, I've always worn one shade of lipstick or another and bras and panties, every day.

I know first hand how nerve wracking it can be to shop, but how fun as well. In line at Rite Aid, a couple of guys laughed at me, but I didn't care. Fact is, I get called fag all the time, and I still don't care. I don't have to live my life to make people like that happy.

The second time I shopped at a woman's store. I walked up to the register and informed the lady I would be shopping for myself and asked if that was okay. She didn't have a problem with that. If you're really worried about something like that, that's the safe way to go. If they have a problem, move on, but most of the time they won't if you're serious about what you're doing.

Also, dressing rooms. If you are there dressed, in most cases it's okay to use a woman's dressing room. If you're nervous about it, you can always wait until nobody's around and then try things on or ask a sales lady. If in doubt, use the men's dressing room. As for purchasing your stuff and worrying about what they will say to you at the register, don't worry. They are there to sell. If they are rude, they can lose their jobs. Just pay for your stuff and go.

As I have been painting my nails since I started dressing, I get looks all the time. Some are shocked, some are very friendly. I've been complimented on my nails or the color of something I bought. For the most part, it's been pleasant, and I enjoy shopping when I can afford it. Usually, it's for the sales. I'd like to be a Macy's and Nordstrom girl, but I'm Sears and Penney's and that's okay. It's not a contest.

I never did a bra fitting. I did trial and error. Currently I'm taking an herbal hormone regimen. The results on my body have been slow, but noticeable. It takes a while, but I have time. Anyway, my advise on bras is if you are going to do a fitting, call ahead and let them know you are coming if you are looking for a more pleasant experience, and be honest. That's not to say you can't show up and do it, but some ladies may not be as understanding.

What I like about shopping in person versus online is you can look up close at what is there and try on things you like. I always try on different outfits. It's part of the experience and I want to make sure I have the right size.

If you aren't going dressed, but you want to shop, that's still possible to do. I found that starting out it's best to give women the right of way. If they are looking in an area you want to look, yield to them and come back to it when they are gone. Don't hover there. Less of a chance of attitude from somebody thinking you are infringing on their territory.

If a sales lady comes over to help you, don't be afraid to ask for help. It is their job to help, after all. Just be respectful and be serious about it. You are a paying customer, so if you are being serious, they are there to take your money. If they say something after you leave, who cares? Does it really matter? You never know, though, you may meet somebody that can help you with your look and help you take your first steps out the door dressed.