A Sissy Begs for Forgiveness

"Oh, please, Stepmother," I begged.  "It won't happen again.  I am so sorry.  I promise.  Please don't punish me.  PLEASE!"  I stood in the middle of the room, perched in my towering high heels, my manicured hands clasped together as I repented for my failings.

"SILENCE!" Stepmother shouted.  "You are NEVER to speak unless spoken to!"

I lowered my eyes to the floor, now terrified that I had made my terrible situation much worse.

"Look at you, you pathetic sissy.  I can see right through that ridiculus outfit you are wearing.  Only a real sissy slut would dress like that.  Aren't I right?"  she asked.

"Yes Ma'am," I replied softly, even though we both knew that she picked out all the outfits I was allowed to wear.

"You broke a very expensive teacup when you were washing the dishes today and that sort of misbehavior must be punished.  So what will it be, sissy?  The paddle or the dildo?"

Oh no, I thought.  This was going to be bad.  Even though my bottom was still raw from my last spanking, I really hated being punished with Stepmother's strap-on.  "The paddle," I said.  "Please," I quickly added.

I pulled down my panties, lifted my billowy skirt over my waist, and lay across Stepmother's lap.  But before she started paddling my bottom, she called out loudly, "Tiffany, please come in here!"

And in walked Tiffany, my stepsister.  Oh God!  What was Tiffany doing here?  It was so humiliating having my much younger stepsister seeing me like this, laying across Stepmother's lap, with my skirt hiked up and my bare bottom sticking up in the air. I started to try to squirm away, but Stepmother is so much stronger than me and she held me firmly in place.  "Be still, Sissy!"  Stepmother growled.  Tiffany roared with laughter seeing me like this.

"You see, Sissy," she explained, "I decided that it was time to show Tiffany how to discipline you.  That way we can ensure that you will always be as obidient to her as you are to me.  Now go ahead, Tiffany.  Do it just the way I explained."

Tiffany picked up my punishment paddle and waved it in front of my face.  "Kiss it, Sissy," she said with an evil grin.  I did just as instructed, knowing that to protest would be very unwise.

And with that Tiffany began to administer 20 stinging blows to my bare bottom, while her mother held me firmly in place on her lap.  After the first ten, Stepmother said to Tiffany, "Now dear, if you don't spank him harder than that, how will he ever learn his lesson?"

Tiffany put all her strength into the next ten blows.  I could hear her laughing as she abused my bottom.  Tears were pouring down my face as the pain and humiliation were unbearable.

When Tiffany was done with my beating, Stepmother started rubbing my burning bottom.  "Have you learned your lesson, Sissy?"

"Yes Ma'am," I whimpered.  "I'm very sorry. I learned my lesson."  I started to get up from Stepmother's lap.

"Not so fast, Sissy," she said with a sneer as she kept me pinned to her lap with her strong arms.  "You didn't thank Tiffany for teaching you a lesson and helping you to become a better Sissy."

I choked back my tears and forced myself to say, "Thank you Tiffany for teaching me a lesson and helping me to become a better Sissy."

Stepmother administered a sharp bare-handed slap to my bright red bottom and snarled, "From now on you will refer to her as Mistress Tiffany, do you understand?"

"Yes, Stepmother.  I understand.  I am sorry for my inpertinence, Mistress Tiffany."

"That's more like it," Stepmother said with a satisfied smile.  "Now get yourself cleaned up and get started on making dinner."

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!

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!



A Sissy Learns his Lesson

Master pressed his Sissy hard against his muscular chest.  His massive arms wrapped tightly around his Sissy's head.

"There, there," Master said softly.  "It's over.  Now stop crying."  Master had just finished administering a severe spanking to his Sissy -- 50 of his hardest hits against his Sissy's bare bottom.  Master was very angry that Sissy had been two minutes late serving him his breakfast in bed this morning.
Sissy forced himself to stop crying as his Master had commanded, even though his bottom still burned from the brutal beating.  His tear dampened cheek now rested against his Master's chest.  Sissy felt so safe and so protected when Master held him like this.  Sissy relaxed as he inhaled deeply, savoring his Master's rich, masculine scent.  Sissy even managed a little smile as he felt his Master's massive cock stirring, stiffening.

"Have you learned your lesson, Sissy?" Master asked.

"Oh yes, Master.  I have.  I am very sorry that I disappointed you.  It will never happen again.  I promise."

Master smiled seeing his Sissy's complete subservience.  "Good," Master said.  "Now get on your knees and suck my dick."

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. 

Cornered Sissy

It was time for the evening fun to begin. After enjoying the dinner that his Sissy had prepared, Master Night ordered his Sissy to stand beside him.

"Strip," he ordered.  Sissy Dawn knew better than to resist his Master's instructions. But he hesitated for just a moment thinking about the "game" his Master would want to play as soon as his soft white skin was exposed.

Master Night would tolerate no such hesitation. He instantly slapped Sissy Dawn's bottom with all his strength, nearly knocking his feminized boy toy to the ground. "I said strip. NOW!"

"Yes, Master, Sir," the Sissy quickly answered, practically ripping his pretty little dress from his body. "Sorry, Sir.  I apologize for being so slow."

Sissy Dawn's frilly sundress now lay on the floor. The Sissy stood before his Master wearing only his sexy bra and panties. His enormous breasts were practically spilling from his strapless bra.  Master admired the Sissy that had been sculpted exactly to his specifications.  He enjoyed knowing how humiliating it was for his ultra feminized Sissy to be on display wearing nothing but his beautiful, lacy lingerie.

"That's more like it," Master Night said, as his hand began the rub his Sissy's pantied bottom.  "Do you like it when I do this?" Master Night asked.

"Oh yes, Master," the Sissy replied breathlessly, just as he had been taught. "I love it when you fondle me."

"That's because your such a slut," Master answered with a sneer. "You disgust me. Did you know that, Sissy?"

"Yes sir," Sissy Dawn replied. "I do not deserve the privilege of being owned by you."

Master smiled at his Sissy's total submission. Leering at his nearly naked Sissy, Master Night said, "Let's play a game of hide-and-seek." Sissy Dawn's heart started racing with fear. "Ready, set, GO!"  Master shouted.

And with that, Sissy Dawn started racing through the mansion, his big boobs bouncing as he tried to run in his high heeled sandals.

"Ready or not, here I come!" Master shouted, just a few seconds later when the Sissy had only reached the foyer. Sissy Dawn sprinted as fast as his sissified body would let him. He ran through the formal dining room and through butler's pantry. He made it to the study and was about to run up the back staircase when Master caught up with him.

"Sissy, I'm disappointed. That was too easy. I don't think you were even trying," Master said.  "Oh well, I won again!"  And with that, Master pulled the taser from his pocket.

"Please Master, no! Not the taser!" Sissy Dawn pleaded as he backed into a corner of the room, desperate to get even a few inches away from his insane Master and his taser.

"Now Sissy, you know the rules," Master replied sternly.  "If I can find you in less than ten minutes, I get to give you a stingie."

"Please Master!  NO!  It's not fair..."

Master had heard enough. He jammed the taser into his Sissy's crotch and gave his Sissy a long, nasty shock.  Sissy Dawn screamed and collapsed on the floor. And because he was now angry with his Sissy, Master gave another shock to each of Sissy Dawn's giant tits.

Sissy Dawn writhed on the floor from pain. Master took advantage of this to kick his nearly naked Sissy.  Sissy Dawn sobbed uncontrollably as he lay helplessly on the floor.

"The rules are the rules, Sissy. Dont you forget that!"  Master said as he unzipped his pants.  "Now let's have some more fun..."

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. 

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. 

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.

A Sissy Girlie-Boy -- part 4

Mommy helped me into the other dress.  "Yes, I think this dress will be good for your first night at the bar," Mommy said.  It was awful.  It was strapless like the other one, but this one was leather and had a shiny zipper right between my teeny little "boobs."  I thought I looked really trashy.  "Please, Mommy, PLEASE don't make me go to the bar dressed like this!"  I begged.  Mommy whacked me hard with the hairbrush she had just used to do my hair. 

I hated the idea that I was being primped and prettied to spend the evening in some bar where strange men would be staring at me and...well doing other things to me. 

"Oh, I almost forgot!"  Mommy said.  "Quick, lift up your dress and bend over."  I did what Mommy asked.  She yanked down my tight panty and jammed the tip of a tube of lubricant up my bottom and squeezed the tube.  I shrieked as the icy cold gel was blasted into me.  "You'll thank me for that later,"  Mommy said. 

Mommy handed me a small purse that had my make-up and the rest of the lubricating gel.  "We're late,"  Momy said.  "Get in the car."

I continued to plead with Mommy to change her mind.  I said I would do anything -- anything -- if she would change her mind.  But she just ignored me and pushed me into the car.

When we arrived at Frank's Hideaway, it was about 7:00 -- two hours before opening time.  Frank was there and he told Mommy that I looked perfect.  He seemed really happy.  "OK," Frank said, "Let's try her -- I mean him -- out."  Then Frank shouted into the back, "Hey Manny, come out here."  Manny was a giant of a man -- huge like a football player.  He had a thick neck, huge hands and a dark complexion.  "Manny's our bouncer here.  He also helps me audition all the new girls.  Manny meet Jackie."

I just stood there until Mommy poked me.  "Nice to meet you, sir," I whispered nervously.

"Manny, take Jackie into the back and let's see what's he got," Frank said.

"Never done it with no Sissy before," Manny rumbled in his deep bass voice.  "Come on, Jackie, let's go."  Manny grabbed my hand and pulled me into the back.  I was very scared but I was completely out of control of the situation, so I tried to just endure what was happening to me.  To my horror, Frank and Mommy followed Manny and me into the first of the little rooms in the back.

Manny sat down on the couch and said, "OK Jackie, let's go."  I had no idea what that meant or what I was supposed to do. 

"Don't just stand there!  Go over to him," Mommy snarled as she shoved me hard, nearly making me topple off my high heels.  As I stumbled over to where Manny sat, he grabbed my arm and pulled me onto his lap.  He wrapped his huge arms around me and started kissing me.  Hard.   I tried to pull away as he jammed his huge tongue into my mouth, but his arms were wrapped tightly around me like a steel cage and I was completely immobilized.  "OK, Jackie, enough kissy-kissy fun.  Let's see what else you can do," Mommy commanded.

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

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.

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. 

Sissy's Anniversary Surprise

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My Curvy Sissy

There is nothing I enjoy more than a slender, waif-like Sissy.  Their skinny little arms so pretty and weak.  Their slender little bodies so defenseless...

But not every Sissy can be carved into lithe little ballerina.

When Sissy Pamela came into my clutches, he was a bit older and a bit larger than the Sissies I usually work with.  But I thought he had potential and so I went to work on him.  Sissy Pamela was brought to me by his wife.  He thought that after he was transformed, that he would return to his wife for a lifetime of lesbian bliss.  Of course that was never going to happen.  His wife was tired of her Sissy husband and had already taken a new lover -- a real man -- and so Sissy Pamela was all mine, no strings attached.

And I was delighted with the results!  Sissy Pamela is a deliciously curvy Sissy.  It cost a fortune in plastic surgery bills to get the look exactly right.  His soft white flesh contrasting so prettily with the lingerie I dress him him.  His big soft boobs practically spilling from his bras.  His pretty round ass jiggling ever so slightly when he walks around in his high heels.  Delicious!

After nine months of training and surgery, his transformation was complete.  I told him that his wife had come to pick him up and take him home.  He was so excited!  I squeezed Sissy Pamela into the very sexy outfit you see at the right.  I had it custom made for him.  It's not comfortable but he does look gorgeous in it!  His hair and make-up were done just perfectly.  And then I paraded him into the lobby area where his wife was waiting -- sitting on her handsome lover's lap!  At first, poor Sissy Pamela was too confused to be completely humiliated.  It took a lot of explaining to convince him that he wasn't ever going home, that his wife had left him, that she now had a real man for a lover, and that everyone was now laughing at him.  Tears were flooding down Sissy Pamela's face when he finally realized that all of his dreams -- and his freedom -- were gone forever.

But here's the best part.  Who do you think would be most interested in a soft, curvy, fleshy, jiggly Sissy?  Big black men, of course!  Sissy Pamela has been an excellent investment for me because I can whore him out morning, noon and night to a long list big black bulls who can't get enough of my voluptuous creation.  My best clients are a group of five Offensive Linemen for the local NFL team.  They "visit" Sissy Pamela -- together -- at least twice a week. 

As a captive sex toy for powerful and demanding black men, poor Sissy Pamela's life is a horrifying nightmare of nearly continuous forced sex and abuse.

A Sissy for the Entire Family to Enjoy!

When my Father ran off with another woman two years ago, my Stepmother became crazed with anger.  I knew that she had never really liked me and now that Father was gone, I knew that I would bear the brunt of her rage.  


I remember the day that she decided that she had too many boys to raise.  You see, she already had four sons of her own, all of whom were big and strong and brutish and mean.  Over dinner one night, Stepmother announced that from that moment on, that I would be a girl, her "daughter".  She said that I was already "girlish" to begin with and that I was probably a secret "sissy faggot" anyway, so turning me into a girl would be easy.  Her four sons roared with laughter when she said this, while I ran from the kitchen in tears and hid in my room.  I was so scared of what was going to happen to me and so ashamed to be called names like "Sissy" and "faggot" in front of my half brothers.

My life changed completely.  From that day forward, I was continuously with my Stepmother.  I even slept in a small cot in her bedroom.  I no longer went to school.  All of my old clothes were thrown away.  I was allowed to wear only my Stepmother's old dresses.  I even had to wear her underwear and her high heeled shoes.  My days were spent in dresses and make-up, cooking for and cleaning up after my four half brothers.  Stepmother punished me harshly if my chores were not done perfectly or if my behavior was not completely feminine.  I was taken to see several doctors and given shots and pills and soon I started to notice changes in my body.

After a while, I didn't mind so much the tiring and demeaning chores I did all day.  But I dreaded the end of the day when the boys would return home.  They relentlessly teased me, calling me names, slapping and pinching my butt, grabbing and squeezing my growing breasts.  It was awful.

Whenever Stepmother and the boys went into town to go to a restaurant or see a movie, I would be left behind.  Stepmother said that I couldn't be trusted to behave properly unsupervised, so I would be tied up in the storage room over the garage whenever they went out. 

Tonight, Stepmother was taking the boys into town for dinner.  Because Stepmother was angry with me for something I did or didn't do, she made me take off my dress and undies before being imprisoned in the garage attic for the evening.  The boys loved staring at me being paraded through the house naked by their mother!  The attic was so cold and uncomfortable.  I sat there for hours with nothing to do but to think about what a nightmare my life had become.

But at least tonight, I was alone.  That was better than being groped and abused by the boys.  Whenever Stepmother was out -- or any other time the boys could get me alone -- they would do things to me.  And make me do things to them.  It was horrible and disgusting and painful.  The boys used me a like a real girl, pumping gallons of their hot, sticky cum into to me and all over me.

The oldest one, Carl, was the worst.  He was mean and stupid and huge.  He not only liked to fuck me, but he really enjoyed hurting me at the same time, slapping me, pulling my hair, twisting my arms up hard behind my back.  Well at least the boys were out tonight.  Or so I thought.

That's when I heard Carl's heavy footsteps clumping up the stairs to the attic.  "Guess what, Sissy?  I came home early tonight.  So you and I can have some fun together and nobody will bother us.  Won't that be fun?"  He was already unzipping his jeans as he approached me.  I scrambled to me feet in a useless attempt to get away from him, but my hands were tied and I had no where to go.

He grabbed me with his huge rough hands.  He squeezed my boobs really hard and licked my face all over with his disgusting, drooly tongue.

"You are all mine tonight, Sissy," he hissed into my ear as I started to cry.

 

Sissy Dream becomes a Nightmare

I had thought that my wildest dreams had come true. But in reality, my life had become a horrible nightmare.

At first my lovely wife had been so supportive and accepting of my crossdressing. She encouraged me to dress often and helped me to perfect my feminine appearance. She pushed me to take my crossdressing "to the next level." It was so exciting! I let my blonde hair grow long and even started on hormones. Eventually, I quit my job and start living as my dark and exotic wife's fulltime "girlfriend."

For my birthday, my wife gave me the most incredible gift ever -- she arranged for me to get breast implants and facial surgery. Wow! She said that loved me so much and that she wanted me to become sexy and beautiful for her. I scheduled the surgery as quickly as I could. And I was delighted with the results -- the doctors carved me into a pretty little blonde sex kitten. I was so excited about returning home to be my wife's perfectly feminized Sissy girlfriend.







But when I returned home, I discovered that Matt Johnson, my wife's old boyfriend, had moved into our house!  My wife declared that from now on, she and I were no longer married to each other -- now we were both "married" to Matt.  My wife explained the new rules that would govern the rest of my life:  I was to be completely obedient to Matt (who I had to call "Sir" or "Master Johnson"), and serve him in any and all ways.  Matt was a powerfully built man, with an insatiable sex drive and an enormous cock.  Every night and every morning, Master Johnson brutally fucks my ass or my face, while my wife torments and gropes me.  And then I have endure watching in silence as he fucks my wife. 

I am trapped in a never ending Sissy nightmare.