Showing posts with label forced sex. Show all posts
Showing posts with label forced sex. Show all posts

Saturday, December 14, 2013

Spring Break Sissy

When I told my parents that I was going to Florida for spring break, they were really worried.  They pictured me hanging out at wild, drunken parties and stuff like that.

But actually, my spring break is very different -- but my parents don't need to know that. 

You see, I am spending the entire week as Professor Wilson's sissy!


Here's a photo of me in the hot tub with my Professor and Master.

It all started last fall when I was taking Professor Wilson's Human Sexuality class.  I went to see him during his office hours one afternoon because I needed help understanding an assignment.  He closed the door to his office after I sat down.  Before I could even ask a single question, Professor Wilson asked me, "You're a sissy, aren't you?"

I was shocked and scared by his question.  The truth is that I am a closeted cross-dresser, often having fantasies of submitting myself to be feminized and controled by a dominant man or woman.  But this was my secret.  I had never told anyone this.  How could Professor Wilson possibly know?

"I asked you a question, sissy!" he shouted.  "Don't deny it.  I know what you are.  I can tell.  It's my expertise, after all.  Now I am going to ask you again.  Are you a sissy?"

I lowered my eyes to the floor, and softly answered, "Yes," unable to resist the Professor's command.

"I knew it!" he exclaimed with a self-satisfied smile.  "Well from now on you are going to be MY sissy.  That means you will do whatever I tell you to do.  You will submit to me in all ways.  Do you understand?"

"Yes, Sir," I meekly responded.  Professor Wilson smiled again.

I now visit Professor Wilson at his home every evening and every weekend.   When we are together, he is not nice to me at all.  As I walk in the door, he instructs me on how I should dress for the evening.   I prepare myself as quickly as possible -- make-up, lingerie, a dress, stockings, heels -- the works.  He then proceeds to order me around for the next few hours.  This usually includes cleaning his house, doing his laundry and making his dinner.   If I do anything that displeases him, he throws me over his knee for a harsh spanking.  

When my chores are done and he has finished eating, he has sex with me.  He often orders me to bend over the back of the couch so he can take me from behind.  If there is a big game on TV, he makes me suck on his cock while he watches the game.  Then after he cums and I have cleaned up the mess, he orders me to get out.

My Professor/Master has helped me to understand that, as his sissy, I exist for only one reason -- to serve and please my Master -- and that my feelings have no importance.  I am just an object for him to use for his pleasure.   

Now it is Spring Break and Professor Wilson has arranged for a perfect Master/Sissy vacation.  All year I have growing my hair out and Master has kept me on a strict diet so that I would look extra girlie for our trip.  He rented a beautiful condo that has a view of the Intercoastal Waterway, a big deck and a hot tub.  He packed several pretty outfits for me to wear, lots of sexy lingerie and even two bikinis!

Master has been so nice to me since we arrived at the condo!  Of course I have to do all the chores and follow all of his orders and he has spanked me a few times.  But mostly we are passing our days and night in bed or in the hot tub.  It has been so romantic!  We have been spending hours and hours kissing and having sex.  And after he is done having sex with me, he has been letting me snuggle up against him.  I feel so safe and happy when Master wraps his big strong arms around me. 

Here we are in the tub again.  I am giving him a handjob.  His enormous, hard cock feels so good in my soft, manicured hand.  I am so content and fulfilled serving and pleasing my Master.  

I wish my Sissy Spring Break would never end.


Saturday, February 23, 2013

Sissy Attends a Tea Party


"Now don't look so glum, sweetie," Mistress said.  "You are going to have a wonderful time at the tea party. And you look so pretty in your new dress.  I'm sure all the other sissies will be jealous of you."  She patted me on the cheek as if I were a little child.  "Now hurry and get my coat and get in the car."

I did as I was instructed.  I felt ridiculous in my new dress.  It was pink, covered with ruffles and had a wide satin sash around the waist.  Mistress made me wear pink anklets and open toes burgandy platform shoes to complete the ultimate sissy look.



I dread going to sissy tea parties.  Every Wednesday afternoon, my Mistress dresses me up in some frilly, lacy dress and drags me to the weekly sissy tea party.  The tea parties are held at a huge mansion outside of town that is owned by one of her friends.

We arrive at the mansion right on time at 3:00.  I follow my Mistress inside in silence.  She greets her friends, who are all sissy owners just like her.  I curtsey to each of the other Mistresses in silence.  The Mistresses make a fuss over my new pink outfit.  I greet the other sissies with a small kiss.  Today there are four Mistresses each with her own sissy.

The sissies move into the kitchen where we prepare the tea and plates of food for our Mistresses.  We serve our Mistresses in silence while they chat among themselves, treating us sissies as if we were invisible.  While the Mistresses eat and chat, the sissies stand in silence at the edges of the room, quickly attending to any needs of our Mistresses.

At 5:00, the Mistresses have finished their tea and conversation and the sissies have cleared the table and washed all the dishes.  Now is the part that I hate the most.  The sissies stand in a line in front of the Mistresses who pair each us off with another sissy.  We then have to make out with our sissy partner in front of the Mistresses.  The sissies have learned that it is important to put on a good show for the Mistresses, so we really get into it, running our hands over each other's boobs and bottoms, grinding our hips into each other, moaning and gasping as we deeply french kiss each other.  The Mistresses love the show.  They shout demeaning and filthy things at us.  

"Time for some sucky-sucky fun!" one of the Mistresses shouts.  Two sissies are instructed to remain standing, while two are sent to their knees to administer a sissy blow job.  Today I am told to stand while Sissy Annabel is told to kneel.  I gather up the full, frilly skirt of my dress while Sissy Annabel lowers my panties and puts my tiny little cock in her mouth.  Now the Mistresses go completely wild.  They are shouting at us, laughing at our tiny penises and joking about how much sissies love to swallow cum.  Some ever start touching themselves as the excitement of the show becomes too much for them to handle.  I close my eyes as I begin to cum in Sissy Annabel's mouth.

The party ends and we begin the drive home.  I know that I will be up late tonight licking my Mistress's pussy for hours as I help her to relieve her excitement from the afternoon.


Saturday, December 22, 2012

Blonde Sissy for Black Master


When the world middleweight boxing champ wanted to get his very own sissy, he came to me. He was a black man, amazingly strong and fabulously wealthy.

I transformed a young man into a perfect sissy sex toy for him.  Sissy Tammy's body had been forcibly feminized to perfection.  Sissy Tammy was petite, blonde and completely terrified of his new owner, who has made Sissy Tammy's life a nonstop nightmare.

Master enjoys using Sissy Tammy as his own living sex doll, forcing himself on his defenseless little sissy whenever and where ever he wants.  Master likes to pick his sissy up in his big strong arms and fuck him in mid air, roughly bouncing his sissy up and down, again and again, on his rock hard cock.  Poor little Sissy Tammy feels like he is going to be split in two every time Master rams his huge cock into his tight little Sissy pussy.  Sissy screams in pain with each thrust, but the sissy's sceams just get Master more excited.

After Master is done filling Sissy Tammy's ass with gallons of his hot cum, Sissy Tammy crawls between his Master's legs and carefully licks his Master's massive dick clean.  If Master gets hard again, then Sissy Tammy gets to swallow another load of his black Master's seed.  And when Master tires of having his enormous dick sucked, he lies down on his king sized bed for his nightly massage.  Sissy Tammy has been trained to expertly massage his Master's strong, muscular body.

Oh dear, it looks like the massage is making Master's dick hard again.  Get ready for another fucking, Sissy!

Sunday, November 25, 2012

Poker Night Sissy


Every Friday night, Master invites five or six of his friends over for poker night.

Master insists that I get all dolled up in a fancy cocktail dress, 5-inch heels and sexy make-up.   My strapless dress barely covers the large breasts Master forced me to get.  He says I have to look my best when his friends are over.

At 8:00 the guests begin to arrive.  I greet them at the door and take their coats.  Always keeping my eyes lowered, I inform them that I am the "sissy of the house" and that I have been instructed to serve my Master's guests in whatever way they require.  As I say this, I can feel their hungry eyes on my exposed cleavage.  I can tell they are smirking at my humiliation and submissiveness.

For the next four hours, I serve them drinks and snacks.  The men play cards and drink and smoke and laugh.  Mostly they ignore me, but they often grab my ass or squeeze my boobs when I am serving them. They say mean things to me and call me "whore" and "slut" while they fondle me.  When I'm not serving the men, I stand silently in the corner and wait.

Then, promptly at midnight, the men put down their cards.  The game is over and they count their chips.  They carefully figure out who won, who came in second, third, and so on.  Then they line up, the winner in front.  It is now time for me to do what I have been dreading all evening.  I drop to my knees in front of the winner, I pull down his pants and I open my mouth.


The night's winner jams his big dick into my mouth and I suck and lick it eagerly the way Master trained me. The winner's dick get bigger and harder.  He roughly bucks his hips, ramming his cock in and out of my mouth for several minutes.  Then he grabs the back of my head and forces his cock down my throat.  And then he explodes.  He blasts his hot, sticky cum into and I swallow it all.  All the other men hoot and shout as they watch the winner cum in my mouth.

"Next!" Master yells to everyone's amusement and the next man in line drops his pants.  I put his cock in my mouth and let him rape my face.  I repeat this until each man has unloaded his sperm into my mouth.  And for being the night's winner, I have to give the first man a second blow job.

I feel sick and disgusted, with the load of several men in my stomach and on my face.  "Get yourself cleaned up!"  Master yells at me.  "What a whore!" he adds to the amusement of the others.

I race to the bathroom and quickly wipe off my face and redo my lipstick.  I rush to get the men's coats and to see them out.  They usually have something mean to say or enjoy one final laugh at my expense as they leave.  With the final guest gone, I get busy cleaning up after the night's game.

With the house clean and the clock striking 3:00, I enter Master's bedroom where he has been sleeping.  I pull back the covers and begin performing my last blow job of the night on my Master's massive cock.  "You are such a filthy little sissy slut," Master mutters, half asleep, as I begin to cry.

Thursday, October 11, 2012

A Sissy Hooker

When the people at the "New York Transformation Institute" offered to finance my feminization surgery, I should have been more suspicious. But they showed me how beautiful I could become if I elected their very expensive "super premium feminization surgery" package.   I knew I couldn't afford it, but I was powerless to resist.

When the surgery was complete, I was indeed as beautiful as they promised me I would be. My face, my boobs, my hips -- everything was perfect and sexy. They even made my waist super skinny! It was all beyond my wildest dreams!  I wasn't just beautiful -- I was hot!

But now I was deeply in debt. I had no way to pay back the $85,000 I now owed the NYTI. But that was their plan all along! I am now an indentured servant -- a slave -- because I can't pay my bill.  And if I don't pay them back, they said they will kill me! 


I am forced to work for them as a sexy sissy hooker.  Everyday, I am dressed up in some skimpy, whorish outfit and made to stand behind the bus terminal waiting for men to drive buy that are looking for prostitutes.  Then I either give them blow jobs right in their cars or let them drive me to the motel near the warehouses.  The men I have sex with are mean and dirty and I feel sick everytime I have to let one of them cum in my mouth or on my face.

My doctor/pimp says that if I work really hard, I might be able to pay off my debt in fifteen years.  Until then, I will spend every day of my life as a frightened, cum-soaked Sissy whore.

Thursday, May 10, 2012

A Sissy's Titties Are Put to Good Use

Look at my pathetic sissy husband now!  And to think that I endured years of abuse from this sissy faggot.

Two years ago, he accidentally left his computer on and I saw that he was visiting this website, Linda's Tormented Sissies and Forced Feminization Captions!  I was absolutely horrified by what I saw in this blog.  It was filled with disgusting stories with graphic pictures about men being forced to become sissy playthings for their cruel Masters and Mistresses.

After discovering his internet habit, I started going through his closets and drawers to see what else I would find.  Well, not only did I find a whole suitcase of women's clothing that he must dress up when I'm not home, but I even found a stack of magazines called "Forced Womanhood." Gross.


I didn't waste any time.  Within 48 hours, I "enrolled" the little sissy in a forced fem clinic, arranged for a divorce and got on with my life. 

Now, two years later, I have a whole new life.  My ex-husband is back home -- but he is now my sexy, big boobed sissy slave.  He is now completely docile and obedient.  And serves me -- and my hunky new boyfriend --  whenever and however we desire. 

My boyfriend has an enormous cock.  Monstrous, really.  And he really enjoys tittie fucking my ex!  First he pours some ice cold lube between hubby's tits.  Then he starts ramming away.  Hubby has been trained to press his big boobs together around my boyfriend's cock.  And on every stroke, my sissy hubby has to open his mouth wide to accept the head of my boyfriend's huge cock.   In and out, up and down, back and forth -- my boyfriend's huge dick rams into my ex's mouth -- over and over and over. Until my boyfriend cums.  Then he rams his dick deep into my sissy's mouth and pumps his hot cum down my ex's throat.

Sometimes I get out my camcorder and video my sissy hubby's tittie fucking performances.  Maybe I'll post these videos on Linda's Tormented Sissies site!


Thursday, April 19, 2012

After School Sissy -- Part 3

Last Friday afternoon, when I came home from school, I went straight to my mother's room to do my make-up and put on one of her dresses like I do everyday.  As soon as I was satisfied that I looked pretty and girlish enough, I got busy on my chores before it was time to start making Stepfather's dinner.  As I was dusting upstairs, I went into my bedroom and discovered that my bed was gone.  When Stepfather came home I asked him what happened to my bed.

"Oh, I decided that you wouldn't be needing that old bed any more," he said.  I didn't understand what that meant, but I know he doesn't like it when I ask a lot of questions, so I let go.

After dinner, we went to the den and I climbed onto Stepfather's lap like usual to watch TV.  He wrapped his big arms around me, and started stroking me through the satiny dress I was wearing.  But after just a few minutes he let out a big yawn and announced that he was tired and wanted to go to bed.  "Come with me," he said.  "I have something to show you."

He took my hand and led me up the stairs to his bedroom.  I noticed that one of my mother's nightgowns was laid out on his big bed. 

"I want you to put that on," he said.  I knew better than to argue, so I picked up the silky nightie. 

"Okay," I said.  "I'll take this to my room and I'll try it on."

"No," he replied.  "You can change right here."

So I unzipped my dress (I mean mother's dress) and let it fall to the floor.  Stepfather seemed to enjoy watching me as I did this.  I unlaced my corset and pulled off my stockings.  I was about to take off my bra, but Stepfather said to keep it on.   While I was undressing, Stepfather started rubbing the front of his pants with his hand and was breathing hard.

I carefully pulled the silky nightie over my head, being careful not to mess up my wig or make-up.  The nightie was extremely feminine and sweet.   It had little ruffly cap sleeves and was trimmed with several ribbons and bows.   "Walk around," Stepfather instructed.   "Yeah, that's nice," he said as I paraded around the room. 

After a few minutes he handed me another one of mother's nighties.  "Here," he said.  "Try this one on."  I did as he instructed.  I modeled several nightgowns for him that evening.  He decided that he liked the one I tried on last the best.  It was soft pink with white applique flowers trimming the neckline. 

"Yes," he said.  "Keep that one on."  He kept staring at me, his hand still rubbing his erection through his pants.  I felt so exposed just standing there in th sheer nightie.  I held onto the back of the chair while he continued to stare at me. 

After a few minutes, he came out of his trance.  He said that he was going to go to the bathroom, and that when he came out, he wanted the lights dimmed and the candles lit.  I didn't like where this was going but I didn't argue.

I prepared the room the way he asked and after a few minutes he emerged from the bathroom.  He was completely naked!  He ran at me and literally pushed onto his bed.  He fell on top of me, all of his weight -- and his erection -- pressing down on me.

"This is the way things are going to be from now on, Lydia," he stated, calling me by my mother's name.  "Now spread your legs."


Wednesday, March 14, 2012

My Cute Sissy Dress

When Mistress came home from work this evening, I was wearing my little maid's dress and greeted her with a curtsey, as I did every evening.  I took her bag and coat and brought her a glass of wine while she relaxed in her big chair in the living room.  As she sipped her wine, I busied myself massaging her feet as she told me about her plans for the evening.  

"We're going out tonight," she announced.  "Go put on that cute, pale yellow sissy party dress I bought you last week."  I stood up, curtsied and went to my room to change.

I was nervous as I put on my pretty little dress.  It just screamed "Sissy!"  Where ever we were going tonight, I was sure to attract a lot of attention.  It was made of sheer material and had a ruffly trim on the big collar and cuffs.  The skirt was both comically full and embarrassingly short.  I hated wearing it!  As I slipped out of my maid's outfit, I saw my reflection in the mirror.  I was surprised by how weak and skinny I looked.  I must have a few more pounds last week.  I put on my yellow sissy dress as instructed and returned to the living room.
When I returned to the living room, my Mistress as there, dressed all in tight black leather -- tight leather jeans, tall black boots and her black leather jacket.  I froze with fear when I saw her.  "That's right!" she said with an evil smile.  "Tonight we're going to the biker bar!"

"Oh, please no!," I pleaded.  "Not dressed like this!"

Well Mistress did not like hearing my protest.  She slapped me hard across the face.  "Sissies are NOT allowed to complain!" she screamed at me, slapping me hard across the face again.

"I'm sorry, Mistress. It won't happen again," I replied meekly.

"That's better,  Now get in the car."  And off we went.

The night was just as horrible as you can imagine.  The bar was packed with dozens of big, hairy men -- all in leather and jeans, covered with tattoos and smelling like beer and smoke.  And there was I, in my sweet little yellow Sissy dress.  I was the center of attention.  I was surrounded by men who, at first, were just laughing at me and calling me names.  But soon, some of the men started rubbing against me and feeling me up.  Then they started taking turns kissing me.  They would wrap their big arms around me and hug me so hard I could barely breathe.  I could feel their cocks get hard through their tight jeans as they pressed against me.  This went on for hours.  All the while, Mistress watched with delight from a stool at the other end of the bar.

Sometime around 1:30, I went to the ladies room.  But when I came out, Mistress was gone.  The bartender said that she left with a couple of guys.  I was stranded!  One man offered to drive me home...in the morning.  I didn't have any options.  I left the bar with him and rode on the back of his Harley back to his trailer where we spent the night.  Needless to say, I didn't get much sleep that night as the man took full advantage of having a stranded Sissy in his bed.  

When I finally got home Mistress yelled at me for not having her breakfast ready.  I curtsied, apologized and went into the kitchen to prepare my Mistress's breakfast.      

Sunday, February 5, 2012

Sissy Goes Outside Part 4

Something strange happened last Friday when I went over the Tasker brothers' house.  I wore a pretty dress and did my make-up like always.  I arrived as instructed at 4:00 sharp, and after posing for some photos and scrubbing the toilets, I readied myself for Dick and Ben to start fucking me, using me as their Sissy sex toy.

Dick, who always fucks me first, told Ben that he didn't need any help holding me down.  He told Ben to "get lost" until he was done with me.  Ben seemed confused at first, but eventually left Dick and me alone in the bedroom.  Dick pushed me down onto the bed and climbed on top of me.  Then he started kissing me -- a lot -- on the mouth, on my face, on my neck.  Instead of holding my wrists down he told me to wrap my arms around him.   Then he slowly pushed his giant cock inside my lubricated bottom and started to gently pump it back and forth.  He had never had sex with me like this before.  It didn't even hurt very much this time.

And after he came inside of me, he kept his cock inside of me for a long time and started kissing me again.  Then he whispered, "You are so hot," in my ear.  For some reason I suddenly felt warm all over when he said that.

Then Ben started banging on the bed room door, shouting, "Hey, hurry up in there!  It's my turn!"

At first Dick just kept on kissing me, trying to ignore all the noise his younger brother was making.  But after a few minutes, Dick leapt out of bed and swung open the door.

"About time!" whined Ben.  "What the hell have you been doing in there?"  Ben started taking off his shirt as he headed towards the bed I was lying on.

Dick grabbed Ben's arm and said, "It's not your turn.  I'm not sharing him any more.  He's my Sissy now.  Only mine.  So get lost."

Well, Ben went nuts when his older brother said that and they started fighting.  I wanted to get far away from this fast, so I grabbed my shoes and my purse and left. 

Later that night, Dick called me on my cell phone and told me that I would be spending afternoons only with him from now on.  He said that he was going to move out of his house and start subletting a friend's apartment downtown.  Dick said that I was to meet him there every afternoon at 4:00.   So on Monday afternoon, I did as I was instructed and met Dick at his new apartment.  

Here are some pictures of me that Dick took on the balcony.  I'm wearing a pretty blue dress from my sister's closet and a purse and shoes from one of her friends.  I spent extra time on my hair and make-up because I really wanted to look nice for Dick.

When Dick saw me he told me that I looked "really pretty" and kissed me.  He took my hand and led me inside.  He sat down on the coach and told me to sit on his lap.  He started kissing me again and running his hands all over me.  "You are so sexy," he panted into my ear.  It made me feel a little dizzy when he said that.
After a few minutes of making out on the coach, Dick told me to go down on him.  I slid off his lap and got on my knees between his legs.  I undid his belt and his pants.  Once freed, his enormous cock sprank to life.  I held his rod with one hand and started licking it up and down.  I know he enjoyed that.  I then put his stiff cock in my mouth and started sucking on it.  Dick wasn't forcing me to do anything.  I was trying my best to please him.   I used my hands and lips and tongue to drive him into a frenzy.  When he started to cum, I made sure that I swallowed every drop.

Later Dick carried me into the bedroom and gently made love to me.  I moaned with pleasure as Dick's big tool slowly worked itself in and out of my bottom.  After Dick came inside me, we just lay together in bed, my head resting on his broad chest, his big arms wrapped tightly around me.  I felt so safe and warm.  And I felt so happy knowing that I had pleased my man so completely. 

Tuesday, January 10, 2012

Sissy Goes Outside Part 3

It's been two months since my sister and her friends set me up to be caught by the Tasker brothers when I walked in front of their house wearing my sister's clothes.  My life has been a total nightmare ever since.  The boys make me come over to their house every day after school.  My sister thinks it's funny and that I'm getting what I deserve for being such a Sissy.


On that first day, after the boys had dragged me inside, they told me that I was now their "little Sissy sex toy."  They said that I had to do everything they told me to do or they would kill me!  Well if you had ever met either of the Tasker brothers, you would believe their threats.  And for the next two hours they took turns raping me.  One would hold me down while the other would have sex with me.  It felt like they pumped a gallon of cum in my bottom.  When they used my mouth, they forced me to swallow their hot, sticky cum.   It was horrible -- but there was nothing I could do about it. They were both so much bigger and stronger than me.  I was trapped and completely helpless.  I was crying the whole time, begging them to stop -- but they ignored me and just kept fucking me, over and over, like a pair of wild animals.


After a couple of hours they started to get tired and bored, so they told me to get out.  But first they told that I had to come back every afternoon.  They told me to be at their front door at 4:00 sharp and to "look real sexy."  And they also told me that next time I better not be such a "Sissy crybaby."

So everyday, as soon as I get home from school, my sister helps me with my make-up and clothes before driving me over to the Taskers' house.  She teases me saying things like, "What a lucky Sissy you are to have two boyfriends," and "You are such a Sissy slut!"  She's given me some of her old dresses and underwear -- and her friends have contributed some old clothes to my new wardrobe as well.  I try very hard to look pretty, because I'm worried that the boys will get angry with me if I don't look nice.  My hair is now a bit longer and I think I am getting better at looking like a real girl.


Now when I go to the Taskers' house, I arrive by 4:00, as instructed.  I stand on the porch until one of them, usually Ben, the younger one, opens the door.  If the weather is nice, Ben makes me pose for photos before he lets me inside.  This is a picture that Ben took of me today on the same sidewalk where they first caught me two months ago.   I'm wearing a dress that my sister bought at Goodwill for me and a pair of shoes from one of her friends.


Recently, they've started making me do chores around their house before they start having sex with me.  Today I had to wash all dishes in the sink and do some laundry before the brothers decided it was "play time" and started taking off their pants.  I've become their sex slave and maid, all in one!

Tuesday, July 19, 2011

Sissy Weddings!!! A Young Sissy Bride Prepares for his Big Day

I do so enjoy a Sissy wedding!  Almost nothing fills me with so much joy as seeing one of my Sissy creations forced to marry a man that I have selected for them.  As a full-time Sissy Trainer, I am paid very richly to provide Sissy brides to wealthy men looking to fulfill their fantasies.                                                                                                                                                                                 Sissy Abigail's wedding was one of my favorites.  Just look at him -- so young, so sweet, so scared!  I had such a good time preparing Sissy Abigail for his big day.  All those months of trying on gowns, learning to recite the vows I wrote for him, the dance lessons, the dildo practice...
Sissy Abigail was forced to try on hundreds of gowns before I selected the perfect one.  The girls at the bridal salon had such fun teasing and torturing my little Sissy.  They gushed about how sweet or how sexy each gown made him look.  They told Sissy Abigail how pleased and aroused each dress would make his new Husband/Master.  And of course they talked endlessly about how exciting Sissy's wedding night would be and how amazing it would feel being fucked by his new Husband/Master.
 
The dresses above were two of my favorites.  Sissy Abigail looked simply darling in them both.  But when he tried on the dress on the left,  I knew it was the one!  Seeing my little Sissy encased in acres of chiffon left me breathless.  And the effect on Sissy Abigail was just as profound.  He felt so helpless and hopeless -- just look at his sad and scared little face -- priceless!  He felt like a present that was beautifully wrapped for his new Husband/Master to open and enjoy.  And of course, the little Sissy was absolutely correct.  That is exactly what he had become; a possession for a superior male who would own, control and dominate him for the rest of his Sissy life!

Thursday, June 16, 2011

Sissy Behavior Modification

As a professional Sissy Trainer, I have learned how to be very strict.  And I'm not afraid to dish out severe punishment when required to get my Sissies to comply with my requirements.  I'm not shy about using my cattle prod or landing out a few dozen lashes with my riding crop when I'm dealing with a reluctant Sissy.  But as a woman who stands 5' 7" and weighs 130 pounds, sometimes I just don't have what it takes to give a Sissy the punishment he deserves.

Sissy Daisy was a real problem for me.  Even though his physical transformation had proceeded beautifully, he refused to embrace his future as a submissive Sissy pleasure toy.  He insisted that he was a man!  HA!!!  And he refused to entertain male guests that I frequently invite to my home.  For his disobedience, I tried everything:  beatings, starvation, locking him in a dark closet for days at a time.  But nothing worked.  It was time to bring in an expert.

I brought Sissy Daisy over to visit my friend, Master Steed.  Master Steed, you see, is a sadistic, brutal man who enjoys inflicting pain on bad little Sissies.  He is insanely strong and muscular.  And best of all, he is hung like a horse!  When your Sissy needs some extra encouragement, Master Steed is the one to call.

I dragged Sissy Daisy into Master Steed's home and we waited in the living room.  Sissy stood silently in the corner wearing a pretty sundress while I made myself comfortable on the sofa.  Sissy Daisy was so nervous, not having any idea where he was or what was about to happen to him.  I set up my camcorder on a little tripod because I love having a souvenir of these visits to Master Steed's home.   I was getting very excited just thinking about the show I was about to witness. 

Then Master Steed entered the room, shirtless, his huge muscles bulging.  Sissy Daisy was instantly terrified.  He tried to run from the room but Master Steed was on him immediately.  Master Steed hit the Sissy hard, once in the face and once in the stomach.  Sissy Daisy screamed in pain and his tears began to flow.  In one swift motion, Master Steed ripped the sundress off of my Sissy, leaving him completely naked and exposed.  For the next 20 minutes, Master Steed slapped, spanked, pinched, twisted and otherwise tortured my misbehaving little Sissy. 

And then the best part.  Gripping my Sissy's throat, he spun the Sissy around and rammed his massive dick into his tight little bottom.  Sissy Daisy was sobbing like a little bitch and begging for me to make his punishment stop.  I nearly came myself watching my little Sissy getting raped.

That's when I noticed Sissy Daisy's nipples were getting hard!  That little Sissy bitch was getting excited by being fucked by a real man!

I couldn't stop myself.  I jumped up from the sofa and grabbed Sissy Daisy's hard nipples.  I pinched and twisted them hard while  I shouted into the little boy bitch's face, "I can see that you are really enjoying this, aren't you Sissy?  Your nipples don't lie!  You like having a huge cock up your tight little boy pussy, don't you?"

Well, needless to say, Sissy Daisy has been a delightfully obedient Sissy ever since that day.  No more protests, no more denial.  He'll service my male guests and do whatever else I tell him to do.

And just for fun, once in a while I make Sissy Daisy watch his special video with me.  I certainly wouldn't want him to ever forget that special day. 

Sunday, April 24, 2011

A Sissy Girlie-Boy -- Part 6

It's been six months since Mommy made me start working at Frank's Hideaway. 

I don't cry in the car on the way to the bar anymore.  I don't care.  I don't care about anything anymore.

I take a lot a Ecstasy and I let the men at that bar buy me Cosmos and shots.  I'm too young to drink, but nobody cares.  Tonight I'm wearing a sparkly red dress.  It's very short and very clingy.  The men really like me when I dress like this.  Mommy has bought me a lot of sexy new dresses recently.   Mommy is really happy.  She has a new BMW and lots of new jewelry and even a mink coat.  But she wasn't so happy when I first started at Frank's Hideaway.  I still remember my first night at the bar.
After being fucked by Manny at my "audition", Mommy was really mad at me for screaming so much while Manny raped me.  She told me that I better learn to "shut the fuck up!"  After Manny was done with me, she told me to get myself cleaned up and that she would be back before the bar opened.  I did as she told me.  I went to the ladies room and brushed my teeth and tried to clean myself up as best I could.  I fixed my make-up and returned to the bar.  A few minutes later, Mommy returned to the bar and handed a package to Frank who was already behind the bar getting ready for the first customers to arrive.

Mommy handed me a couple of Valiums and told me to take them.  She said to me, in a very threatening way, that I better not mess up tonight.  She said that we were very lucky that Frank was letting me work there.

At a few minutes before 9:00, Mommy positioned me on a stool and again told me to do everything Frank told me and to, "...for God's sake, stop your God damn screaming!"  Mommy said she would return at the end of the night and with that Mommy was gone.

The bar was very quiet.  There were two other bar girls -- real girls -- positioned on other stools at the bar.  They were talking to each other and laughing and pointing at me.  I would learn that the other bar girls would never be nice to me.

The bar opened at 9:00 and the men started pouring in.  After a few minutes,  men started to gather around me.  It wasn't long before I started to feel some hands grabbing my ass while some other hands started to brush against my shoulders, my legs....

At 10:00, I was told to escort my first "date" of the night into the back.  I was terrified but I knew I had better do my best to cooperate.  My "date" was an older man, mostly bald, sort of fat.  He smelled like cigarettes.  He threw an arm around my shoulders while we walked to the back.

Once in my cubicle, he pulled down his pants and he said, "Come on baby, let's go!"  I hesitated, not sure what he wanted me to do.  "Come on!" he shouted.  "I only get 25 minutes!  Get going!"

His face was getting red and I could tell he was sort of drunk and getting pretty angry.  I figured he wanted a blow job, so I quickly got on my knees.   He fished his cock out of his underpants and jammed it into my face.  I closed my eyes and opened my mouth...

And that scene repeated itself all night long.  Man after man, cock after cock...I worked hard to make each man cum as fast as I could.  I knew I would be in trouble if I failed to make any customers cum in the 25 minutes they paid for.  I would rush to the ladies room in between each date and try my best to clean up in the five minutes allowed.

And then my 12:30 "date" wanted something different.  He wanted to fuck my ass.

"Get over here, bitch," he said.  "Frank said you have a problem with making too much noise, so he gave me this."  He was holding the package that Mommy had handed Frank just before the bar opened.  My "date" reached into the package and pulled out a ball gag.  "Get over here and open your mouth."

I did as he ordered and he fastened the ball gag tightly around my head.  "There," he said, "now you're ready."  He grabbed my panties and yanked them down and pushed me over the arm of the couch.  With my bottom stuck up in the air, my "date" rammed his hard dick in to me hard.  I tried to scream in pain, but with the gag in my mouth all that came out was a muffled moan.  "Oh yeah," he said, "you like that, don't you baby!"  He continued to bang away at me until he came, all the while I screamed in near silence through my gag.

And the night -- and every Friday and Saturday night since -- continued like that until 3:30 in the morning. 

Saturday, March 12, 2011

A Sissy Girlie-Boy - Part 5

"Get on your knees," Manny instructed.  I did as he said.  He stood and said, "Take off my pants."  I struggled to unbuckle his belt because my hands were shaking so much.  "Hurry up," he said.


I managed to unzip his pants and pulled his pants down.  And that's when I saw it -- the most enormous cock I had ever seen.  It must have been 10 inches long and really thick.  It sprang to life, right in front of my face, as I freed it from his pants.  I fell backwards from the shock of seeing this monster.  "Get up, you stupid Sissy!" Mommy screamed, as she kicked me.


I hurried back to my knees.  I wasn't really sure what I was supposed to do next.  But Manny made it perfectly clear.  "Suck it, bitch," he said, grabbing the back of my head and pulling me hard into his crotch.  At first I didn't open my mouth, but then Manny roared, "I SAID SUCK IT, YOU SISSY BITCH!"


Terrified I opened my mouth and put Manny's massive tool inside.  It tasted terrible.  I couldn't believe this nightmare was really happening to me.  But anyway, I must have been doing something right, because Manny started moaning as he pumped his big dick in and out of my mouth, his hands firmly holding my head in place.  "Mmmm, yeah," Manny said.  "That bitch has one sweet Sissy mouth."


"Jackie's really enjoying that, isn't he!" Mommy said with evil delight.


"Come on, Manny," Frank said impatiently.  "Let's go, I need to get back to work."


"Get up on the couch," Manny instructed, pulling his cock from my mouth.  "Get on all fours, like a Sissy doggie and stick your ass in the air."


I did as he commanded.  Manny roughly yanked my tight panties down.  I could feel him rubbing the tip of his cock inside the crack of my ass.  I knew what was coming next.  I squeezed my eyes tightly shut and prayed for this to be over.  And then I felt Manny start to push his big rod into my lubricated bottom.  As the tip of his cock started to enter me, it was painful and horrible but I thought I could tolerate it.  But then he started to push the rest of his massive dick into me.  I screamed in pain as inch after inch of his massive cock drilled deeper and deeper into me.  I was sure that his cock was going to rip me apart from the inside.


"For God's sake, Jackie, SHUT UP!" Mommy shouted over my own screams. 


"Yeah, shut up, Jackie," Manny repeated, laughingly.


The next thing that I remember, Manny wrapped his big arms around me, one around my waist and one across my chest.  With his steel rod pumping inside of me, Manny lifted me off the couch.  I was literally suspended beneath him as he banged away at me.  I continued to scream in pain and begged him to stop.  Still carrying me beneath him, Manny turned away from the couch and towards Frank and Mommy.  It was horrible being fucked by this giant -- but it was made even more horrible that I was now face-to-face with Mommy while it was happening.  And that's when Mommy slapped me -- hard -- across the face.  "Stop that awful screaming!" she shouted into my face.

And then Manny started breathing really hard.  His arms wrapped more tightly around me -- so tightly I could barely breathe.  I knew what was about to happen.  His pumping became harder, almost violent.  His big hard cock became bigger and harder.  And then he came.  I could feel his hot cum blasting into me.  I started to cry.

After a minute, he pulled out of me and literally dropped me on the couch.

"Not too bad," Manny reported to Frank as he left the cubicle, without even looking at me after dumping me on the couch.  "But he gonna have to shut the fuck up.  No one wanna listen to all that."

"Get cleaned up," instructed Frank.  "Customers will be showing up soon."  To Mommy he added, "That Sissy better not make so much noise with my customers."

Mommy just glared at me as I continued to cry.


Saturday, February 19, 2011

A Sissy Girlie-Boy -- part 3


Ten weeks ago, Mommy made me start working at "Frank's Hideaway" as one of the bar girls.  Only, I'm not a girl.  I'm really a boy.  But I dress like a girl and the men who come to the bar like to have sex with me.  You see, there are a lot of men who get really turned on abusing and fucking Sissy Girlie-boys like me.

But I hate going to the bar and I hate being used as a Sissy whore by lots of strange men.  But Mommy makes me do it.  At first it was only on Saturday nights.  But now I have to work on Friday nights too.

Giving blow jobs is really disgusting.  And getting fucked in the ass really hurts.  But Mommy gets so angry whenever I complain.  I try to be brave when I'm at the bar.  But I usually cry in the car -- both on the way to the bar thinking about what I'm going to have to do when I get there -- and on the way home as I try to forget the awful things I had to do all night.

Even though it's really horrible, I've gotten very good at making men cum.  You see, I only have 25 minutes with each "date."  That's not much time and if the man doesn't cum, they get really angry and complain to Frank.  And when customers complain, Frank doesn't pay me -- I mean doesn't pay Mommy -- my share.   

But at first I wasn't good at pleasuring men.  I still remember my first night at the bar.  Mommy started getting me ready at about 3:00 in the afternoon.  Mommy bathed me and powdered me.  She fluffed up my hair and covered it with hairspray.  Then she did my make-up:  just some light foundation, eye liner and mascara, and pale lip gloss.  Then she handed me my new underwear:  a black strapless bra -- 34AA -- and an incredibly tight and uncomfortable pair of black panties.  Mommy hooked the bra behind my back and helped me squiggle into my confining panties.  "We can't have any unsightly bulges!"  Mommy chirped.  

And then she showed me the dress.  It was a tight strapless mini dress with black and grey and white stripes.  My bra made it look like I had tiny little breasts.  Mommy helped me into the dress and fussed until she was satisfied.  I felt practically naked and was very aware of the cool air on my exposed arms and shoulders.  She had me slip on a pair of shiny black high heels.  And then she let me look in the mirror.  "Mommy, oh no!" I shrieked when I saw my reflection.  "I can go out looking like this.  I look so, so, so..."

"Slutty?" Mommy unhelpfully finished my sentence.  "Yes, you're right.  You do look like a little slut!  OK, you win.  You don't have to wear this dress tonight.  You can wear it next week.  Here, put this one on."  Mommy said as she handed me another dress.

Friday, February 11, 2011

A Sissy Girlie-Boy - part 2

It's been six weeks since Mommy first dragged me to Frank's Hideaway.  Since then, I've been coming to the bar every Saturday night.

Tonight is just like every other Saturday night.  Following Frank's instructions, Mommy delivered me to the bar at 8:30, half an hour before the bar opened.  I take my position on the stool that Frank assigned me at the far end of the bar.  There are three other girls parked at the bar tonight -- real girls, not girlie-boys like me.  They never talk to me.  Tonight I'm wearing one of the new dresses that Mommy bought for me.  It is a tight black dress with sheer mesh sleeves.  The dress is so short that it doesn't even properly cover me when I sit on my stool.  I'm also wearing some strappy black platform shoes with very high heels.  Frank tells me that I look perfect and that, dressed like this, that he's sure that I will be very busy tonight.
And just like every Saturday, I look like a total Sissy faggot.  With just a hint of make-up, no wig, no fake boobs, I am obviously not a real girl.  I am a Sissy boy in a dress. 
At 9:00, the bar opens and the men start to pour in.  By 9:15, I have a crowd of about 5 or 6 men hovering around me, trying to buy me drinks, brushing up against me trying to get a feel.  I do my best to smile and seem interested in all the attention.   By 9:30, one of the men has paid Frank to take me into "the back room".   I get up from my stool and let me first "date" of the evening lead me into the back.

And so begins another horrifying Saturday night for me at Frank's Hideaway.

Six weeks ago, when Mommy first brought me here, Frank explained to me how things work in his bar.  Men -- dozens and dozens of men -- come to Frank's Hideaway for the chance to spend some "private time" with one of the bar girls.  Frank's customers pay him $100 to take a girl into "the back room" for 25 minutes.  The back room used to be a dining room.  Now it's set up with four small cubicles, each with a couch, a small table and curtain for a door.

Frank explained that I would be his newest bar girl.

I shouted, "You're both crazy!  You can't make me do that!"  And I ran for the door.  But in my high heels, I couldn't run fast and Frank caught me before I was even half way to the exit.  Mommy slapped me hard and started screaming in my face that I had better cooperate or I would be sorry.  Mommy told Frank to beat me if I ever misbehaved.  Mommy ordered me sit sit on a bar stool and to listen carefully to Frank's instruction. 

For the next ten minutes, Frank told me everything I needed to know.  I was crying the  whole time.  Mommy slapped me twice more telling me to stop balling like a little Sissy.  Frank explained that after a man pays the bartender $100, I have to take him back to one of the cubicles and "entertain" him.  Frank pointed out that 25 minutes isn't very long, so that I need to work fast because the customers get very angry if they don't get to cum before the 25 minute bell goes off.

"Please no," I whimpered.  "please don't make me do this." 

"Shut up and behave, Sissy!"  Mommy shouted, slapping me again, this time harder than before.

Frank continued by explaining that once the 25 minute bell goes off, I only have 5 minutes to get myself cleaned up before it's the next man's turn.  And any time I'm not with a customer in the back room, I need to be at the bar on my stool.  Most men want blow jobs, Frank explained, but some would want to fuck my ass.  Therefore, Frank advised, I better arrive well lubricated.  That's when I fainted and fell off my stool.

That was six weeks ago.  But right now it is 9:30 and I am being led by my first "date" of the evening back to one of curtained rooms.  He looks a little familiar, maybe he's been a customer before.  He has a hand squeezes my ass hard as we walk together.

Once in the cubicle, I draw the curtain closed.  He is already seated on the couch and he tells me to come sit on his lap.  I do and he starts feeling me up and kissing me.  I start moaning and panting because I know that makes the men excited.  He sticks his tongue deep into my mouth and I suck on it.  I start rubbing the bulge in his pants.  I can tell that he enjoys that.

"Do you want to suck my cock?"  he asks.  "Oh, yes please," I reply breathily, doing my best to get him excited.  He smiles.

I slide off his lap and position myself on my knees between his legs.  I help him take off his pants.  His big cock is already starting to get erect.  I stuff his cock into my mouth and get to work.  I frantically attack his rod with my lips, my tongue, my teeth.  With my hands, I play with his balls.  I moan while I suck on him.  In just a few minutes, I feel his muscles tense.  He is going to cum any minute.   I relax slightly knowing that he will finish before my 25 minute deadline.  He grabs my head hard and pushes my face into his crotch.  His cock is down my throat and I want to gag, but I fight it.  He explodes in my mouth and it feels like a gallon of hot cum is pouring into my mouth.

"Swallow it, Sissy," he says.  "Swallow it all!" 

I work hard to swallow and lick up every drop.  And just as I finish giving his cock a thorough tongue bath, the 25 minute bell goes off.  The man stands up and roughly pushes me away, knocking me to the floor.  He pulls up his pants and pushes through the curtains to return to the bar.  I hear him mutter, "Disgusting Sissy whore," as he leaves.

I race to the ladies' bathroom to brush my teeth and to put on some fresh lip gloss.  I have only a couple of minutes before my next "date."  Two of the other bar girls are also in the restroom, cleaning themselves up.  One of them snarls, "Get out of here.  This room is for 'ladies', not Sissy faggots!"  The other girl laughs and says, "I hear the Sissy doesn't get paid for blow jobs -- he pays to give blow jobs!"  They both howl with laughter.  I try to ignore their abuse as I frantically scrub the taste of cum out of my mouth. 

I race back to  my stool just as the 10:00 bell sounds.  My next "date" is waiting to walk me to my cubicle in the back room. 

And so my nightmare continued until the bar closed at 3:00 in the morning, I was pretty much in the back room all evening -- I think I had 9 or 10 dates tonight!  I had men cumming in my mouth and in my bottom all night long. 

Mommy picked me up at around 3:15 and got an envelope of cash from Frank for my share.  I handed her my tips for the night and she was very angry that I hadn't collected more.

"Well, Jackie," Mommy said on the drive home, "I have great news for you!  Starting next week, Frank wants you to work at the bar on Friday nights too!  Isn't that wonderful!"

I cried all the way home.