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

Thursday, May 25, 2023

Sissy Roommate - Part 10 - The Conclusion

 I know it's been a long story, but now you are up to date.  It's the start of Tank's Junior year.  I dropped out because I knew I couldn't care for Tank and take classes at the same time.  But Tank and I will be living together this year in a beautiful condo that a rich alumnus has provided for Tank.  I've been working hard to make sure it is clean and all ready for Tank when he arrives, which should be any minute now.

I bought some new clothes over the summer, including the outfit you see me wearing here.  I sure hope Tank likes it when he sees me.  And I curled my hair which got longer over the summer.   I'm making an extra effort to look nice since I haven't even seen Tank all summer long!

And best of all, the hormones really kicked in over the summer and my breasts grew a lot! 

Excuse me, my phone is ringing.  Oh great, it's Tank!

"Hi Tank! Are you almost here?  The condo is all clean and I...."

"Stop talking!" Tank barked through the phone. "Jesus Christ! Just shut up and listen!"

"OK  Sorry," I replied softly.

"Look, a lot of stuff happened over the summer. I'm engaged," Tank explained flatly.

"What? I don't understand. Are you joking? What are you saying?" I babbled.

"If you would shut the fuck up, I would tell you, you stupid sissy bitch.  You remember Amber Destry, the swimmer from the Hall of Fame event last Spring?"

"Yes," I answered softly. My tummy started doing backflips. Remember Amber?  How could I forget. She was like a living Barbie doll.

"Well we got engaged this summer. And her dad, who's loaded, has bought us a house off campus to live in together."

"But what about our condo? What does..."

"For the last time, shut the fuck up!  The good news for you is that the alum that owns the condo has agreed to let Jefferson and Jackson live there.  And they seemed pretty interested in you when they met you last year, so I decided that you can just start being their sissy from now on."

I couldn't even make sense of what I was hearing. Tank was engaged to a real girl.  I wasn't going to be living with him.  And Tank had just decided that I would now be...given?...to Jefferson and Jackson.  I started to feel faint.

"Got to go," Tank said and he hung up.

I put down my phone and grabbed hold of the kitchen counter to steady myself.  What was happening?  What was I going to do?  I didn't have a penny to my name and I had no where to go.  My head was spinning.

But not for long.  Because just then I heard the front door being unlocked and in walked Jefferson and Jackson.

"Hello sissy!  We're home!" shouted one of them in a loud sing-song voice.  The other one broke out laughing.

"Damn!  Look how he's dressed!  Did you get all dolled up because you knew we were coming?  You are one sexy sissy!" the first one said. 

The other one grabbed me by the throat with one hand and roughly grabbed one of my soft new breasts with the other. "It's true, Jack! The sissy really does have titties like Tank said!"  He kept squeezing my breast and my neck really hard -- and then he licked my face, from my chin up to my forehead.

Then Jack laughed and said, "You know how I love titties!" Then he said, "Keep holding him like that, Jeff.  I'm gonna get this party started!" as he unzipped his pants.

THE END





Wednesday, February 15, 2023

Sissy Roommate -- Part 4 -- My Purple Dress

So from that day forward, I have been Tank's sissy.  He has a tremendous sexual appetite, needing to cum two or three -- and sometimes more -- times every day.  He also expects me to do other stuff for him, like his laundry, which I do every day without being asked.  I know he expects it so I just do it.

At first, I would go through bouts a doubt and self-loathing.  What was I becoming?  Why was I doing this?  I would think about performing oral sex on Tank and get sick to my stomach.  But then these feelings would subside and be replaced by feelings of warmth and happiness and satisfaction unlike any I had ever experienced before, as I assumed the role of the subservient, obedient woman serving her superior, masculine male. 

About half of the things I took from the lost and found bin at the gym turned out to fit me pretty well and it seemed to please Tank when I would get dressed up.  I also got much better at doing my make-up and making my hair look prettier. I also bought a ladies razor at the drug store and started shaving my body. I really like it when Tank runs his big rough hands up and down my soft, smooth legs. 

The best item that I took from the lost and found was a really pretty purple dress.  It had a lovely floral print and a fancy lace inset around the neck line.  I felt so pretty when I wore this -- just like a princess!  

Sometimes, when I would emerge from the bathroom after putting on my dress and my make-up, Tank would have me stand in the middle of the room with my gaze directed downward -- a position of total submission.  He would say something like, "Who do you belong to, sissy bitch?" and I would reply, "I belong to you, Sir." This little ritual would continue for several minutes until Tank was worked up into a frenzy.  Then he would grab me and roughly shove his enormous dick into my mouth.  



Other times, when he saw me wearing this dress, Tank would sit naked on the edge of his bed and he would tell me to climb on his lap and we would make out for a while before he decided it was time for me to suck him off.

Even though I looked pretty in the clothes I had taken from the lost and found, after a while, Tank got tired of seeing me wearing the same things all the time.  He told me to get some more clothes. He peeled off four $100 bills from a fat roll of money he had in his sock drawer and threw them at me. "Go buy some new clothes. Get some sexy stuff."

I had never bought girls clothes before but at least I knew something about my size based on the things I took from the gym.  I decided that the next day I would take the bus to the mall.









Tuesday, February 7, 2023

Sissy Roommate Part 3 -- I Chose a Path

After Tank forced me to give him a blow job, I raced out of our room and cleaned myself up in the public bathroom down the hall. I decided that in the morning that I would go first to the Dean's office to report Tank and then go to the Housing office to demand a new room. I was going to tell them everything that happened to me last night.  I would probably get Tank expelled.  Or arrested. But for now, it was late at night and there was no way I was going to go back to my room.  I went down to the TV lounge on the first floor of the dorm.  I tried to fall asleep on the couch but I had no luck.  I was still awake at 4:30 in the morning when a special edition of the university newspaper was delivered to the dorm. 

I picked up a copy of the paper and couldn't believe my eyes. The front page -- I mean the entire front page -- was a photo of Tank!  A one word headline splashed across the top of the page, "Savior!"  I proceeded to read the story about Tank -- 3 whole pages and about 10 more photos!  Tank was one of the most highly recruited high school athletes in the entire country having set about a million high school records in football and track.  After an impressive performance as a Freshman at a powerhouse SEC school, he had, at the last minute, decided to transfer  to State U.  It was highly unusual and top NCAA officials had to approve the transfer.  The article eventually got around to some interesting stuff; at his prior university, there had been accusations of sexual assault and other things. There was even a rumor that he had broken the jaw of a teammate for blowing a coverage assignment -- during practice! But no actual charges were ever filed against him.  I got the feeling that people had been covering-up for this guy for years! And now, here he was.  At State U and in my room!

I thought about how I planned to complain to the Dean and realized that maybe this wasn't such a great idea.  Getting Tank to come to State U was probably the administration's greatest accomplishment.  Nobody was going to listen to my complaints.  I sat there on couch in the TV lounge  struggling to make sense of my predicament. And eventually I drifted off to sleep. 

As I slept, I had the strangest dreams. I dreamt about Tank.  I dreamt that I really was a woman.  I dreamt about being called "girl" and "bitch" and "slut," like Tank had called me.  And scariest of all, I dreamt about performing oral sex on Tank, his enormous hard dick sliding in and out of my mouth while I eagerly sucked on it.  Oh God! What was happening to me?

The dream continued.  Now a soft voice was calling to me saying over and over, "We're here for whatever you need. We're here for whatever you need. Just ask. Just ask." That's what the little man had said before he left our room.  And in the dream I looked in a mirror and my reflection was a beautiful girl! I had breasts and wore a pretty dress and make-up. "Whatever you need...whatever you need..."  And again, Tank's massive dick was in my mouth, my head vigorously bobbing up until he came.


I woke with a start, my head pounding.  I got up off the couch and wandered around campus as the sun was just starting to rise.  I walked down to the Athletic Center which was open but practically empty.  I found myself walking past the girls' locker room.  There was a huge bin by the door labeled, "Lost and Found."  I stopped in front of the bin and looked in it.  There were dozens of pieces of clothing and underwear in a jumble.  No one was around so I reached in and pulled out a pretty, lacy pink bra.  I shuddered as I held it.

There was a large plastic shopping bag on the floor near the bin.  Without thinking, I grabbed the bag and starting cramming handfuls of clothing from the bin into the bag.  When it was full, I found a paper grocery bag and filled it too.  As I started lifting clothes out of the bin, I noticed that there were some lipsticks and other make-up items rolling around the bottom of the bin.  I grabbed those as well.  I even found a necklace and a bracelet and those also went into my bag.  With my two bags of girls' things I made my way out of the back of the Athletic Center and walked back to my dorm.

When I entered, Tank was just getting up.  I noticed that he had thrown his dirty socks and underwear on my bed.  Tank said to me, "Well, did you do what I told you to do?  Did you get some girly stuff to wear?"

I looked at the floor.  I was so ashamed to be pushed around like this.  It was so humiliating.  And yet I felt so powerless to resist.  "Yes," I said softly.  

"Good. Put it on and then get over here.  And hurry up."

I took my two bags of clothes into the bathroom.  I dumped out my random clothes onto the floor, having no idea what I had gathered or what size everything was.  I stripped down and slipped on the pretty pick lacy bra and some panties that were really tight. I rolled up two pairs of panty hose and used them to fill out the bra cups. Then I put on very short black denim skirt and a pink and black paisley top that didn't even cover my tummy.  I slipped on the necklace and the bracelet.  I was about to go back into the room when I remembered that I should put on make-up.  I chose one of the lipsticks and quickly put some on, although I don't think I did a very good job with it.

I was checking myself in the bathroom mirror and was getting dizzy seeing this very feminine reflection in the mirror when Tank bellowed from the other room, "Hurry up!"  I snapped out of my reverie and returned to the bedroom where Tank was waiting for me, completely naked.

"Let me see you," Tank said.  I stood in front of Tank, my eyes lowered, too ashamed to look at Tank.  "Yeah, that's a lot better.  You know you should have been born a girl.  I mean just look at you."  I felt like crying from the shame of my situation -- and yet I was strangely excited by what was happening.

"Well don't just stand there.  Get busy."  Tank plopped down on his bed.  I sat down on the edge of the bed and started rubbing his cock which got hard almost instantly.  "Mmmm, yeah baby, I like that.  You are a good little whore."  And after a few minutes he said, "Now suck me off, slut."  I obeyed.  I slid his giant cock into my mouth and licked and sucked and did everything I could think of to it.  Tank didn't have to force me this time.  I submitted to Tank's superiority and assumed my new position as his sissy.


As Tank came in my mouth, he growled, "That's right, swallow it all, bitch. You like that, don't you, you little whore."  I did my best to swallow it all down but there was just so much.  Some escaped my lips and dribbled down my chin.  Having no more use for me, Tank roughly shoved me away, saying, "Clean yourself up, you filthy cunt.  You're a disgrace.  And do my laundry."


Saturday, January 28, 2023

Sissy Roommate -- Part 2 -- The First Time

As I said, I am Tank's full-time sissy girlfriend now.  I wear only girl clothes and make-up and I keep my hair long and in a very feminine style. I diet to stay super skinny.  I slather my body with creams and lotions to keep my skin soft.  I do this all to please Tank.  I haven't seen Tank all summer and he should be arriving any minute. Here are some photos Tank took of me last spring. He likes it when I wear really short skirts.

But I wasn't always a girlish sissy living only to serve a demanding, strong alpha-male. My life changed completely that first day that I met him.

"Come over here," Tank said, without even bothering to ask my name.  "I have a cramp in my leg.  I need you to massage it for me."  Tank pulled off the sweat pants he had been wearing, revealing a thin pair of nylon gym shorts.

I did not want to do what Tank was asking.  "I don't know anything about massages or..." I started to explain.

"Just do it now!" he demanded, pointing to his thigh.



I don't know why, but I complied with his order.  I figured he was an important athlete and that I should try to help him out if I could.  I knelt by his bed and started rubbing his thigh.

"Mmm.  Yeah.  That's good.  Rub harder.  Yeah," he said.  I was pleased that I was doing it right.  "You're hands are so soft.  Like a girl's."  I felt embarrassed when he said that but I kept on rubbing his thigh.


"Now jerk me off," Tank said as if it were the most natural request in the world. I was completely shocked when he said that.  I pulled away from him and said I wouldn't do that.  "Yes you will," he insisted.  With one hand he yanked down his shorts and with the other he grabbed my wrist and forced my hand on his enormous dick.  "Do it," he commanded, keeping his hand firmly wrapped around my wrist.  I was really scared and no match for this mountain of a man.  I wrapped my fingers around his huge cock and started stroking him, pumping him.  "Yeah, bitch! That's it!"  His breathing got more rapid and his dick started swelling.

"You know," he said, "You sort of look like a girl.  You got long hair and no muscles.  Yeah, I think we're going to pretend that you really are a girl."  He was really panting now.


"Use your mouth, bitch" he ordered.  No way I was going to that, but Tank grabbed hold of my hair and forced my head to his crotch.  I sealed my lips tightly closed, but with his other hand, Tank pinched my nose so I couldn't breathe. "Open wide, slut," he said with a laugh. As I opened my mouth to gasp for air, Tank jammed his dick into my mouth.  With both of his hands now tightly holding my head in place, I had no ability to move or fight back.  And in an instant, Tank's cock exploded, filling my mouth with spurt after spurt of his hot, sticky cum.

When he was done with me, he roughly shoved me away.  "Next time, wear a dress and some make-up or something so it won't feel so gay."

"What the fuck," was all I could think, as I pulled myself up from the floor and ran out of the room. 

Monday, April 11, 2022

Don't look so sad, little Sissy!

Don't look so sad, my little Sissy Princess!  After taking a long break, I have decided to come back and add some more delicious Sissy fantasy stories!  Isn't that wonderful news?                                                          There are a few stories that I started writing down a few years ago that I will finish up and get posted.  Some are sweet and soft and romantic stories that will make all you little Sissies swoon with pleasure.  Some are a little bit rougher and scarier.  These stories will make you little Sissies squirm with fear -- and envy.                                                                                      So turn that frown upside down, little Sissy!  Mistress Trainer is back with more stories for you.                                                                                Now get on your knees and open that mouth nice and wide because I have some gentlemen friends in the next room that are dying to meet you!







Wednesday, April 17, 2019

A Sissy Refresher -- Part 10

Sissy Erica returned to the living room wearing the sweetest little ensemble; a strapless lace and satin dress with a matching little bolero jacket.

"What a perfect little outfit for the trip home!" I said.

"Oh, yes," Ms. Trainer agreed.  "Doesn't he look lovely!  My assistants have been loading all of Erica's new outfits into your car.  The cargo area of your Escalade is completely full."

"That's fine," I replied. "We'll let Sissy Erica sit in the back seat instead of the cargo area, as usual."

"You drive," Roberto said to me. "I'm going to sit in back with Erica.  I need to have my dick sucked on the drive home.  I might want to fuck him too."

"That's fine dear," I replied.










"You will find everything you need has been loaded into your car," Ms. Trainer said. "All his pretty new dresses as well as his extra corsets.  In about four weeks he should be ready to squeeze into the next smaller size."  I could see Erica's face turn pale when Ms. Trainer said he would be wearing an even tighter corset soon!


"Well, Erica," Ms. Trainer said, "I hope you are going to be a good little sissy for your wife/mistress and her lover.  I expect you to apply everything you learned here this summer to being the best little sissy you can be."

"Yes, Ms. Trainer," Erica managed to reply.

"That's good, Erica.  I would expect nothing less from you.












"Now take off your little jacket," Ms. Trainer instructed. " I don't think you will be needing that for your ride home in the backseat with Roberto."  Erica took off the jacket as we once again gazed with amazement at how feminine and delicate Erica now appeared. Turning to Roberto, Ms. Trainer said, "Erica's tight little sissy-pussy has lubed up so he is ready to be fucked whenever you want."

Turning her attention back to Sissy Erica, Ms. Training said, "We will all miss you, Erica. You are a darling little sissy.  You are wonderfully obedient and pathetic." And with that Ms. Training gave Erica and deep, hard kiss on the lips.  Erica staggered from the experience of being kissed by Ms. Trainer, revealing just how extensively Sissy Erica had been broken, being erotically aroused by his tormentor.

Ms. Trainer continued. "Erica, I have been speaking with your owners and we've agreed that we will have you come back here for another 12 week Sissy Refresher course next summer!  Isn't that wonderful news!  We are already working on the new curriculum -- all sorts of new advanced sissy skills to teach you.  Isn't that exciting?"

I thought Erica was going to die when he heard this.  I added to the fun, "That's right, Erica.  Roberto and I are planning a long trip to Australia and New Zealand next summer so we decided that it would be best to bring you back here while we're gone.  Now answer Ms. Trainer, Erica.  She asked you if you were excited about coming back here for another 12 weeks of sissy training."

"Yes, Ms. Trainer.  I'm very excited about coming back for more sissy training," he barely managed to say.

"We are excited knowing that you will be back with us.  But for now, it is time for you to go and resume your duties caring for your wife/mistress and her lover."

"So hurry up and get in the car, sissy bitch," Roberto snarled.

And with that, Sissy Erica minced his way back to the car, returning to his life as a helpless, pathetic, feminized sissy toy for his wife and her lover.



Sunday, December 2, 2018

A Sissy Refresher -- Part 8

Sissy Erica returned to the living room, this time wearing a lovely dress in the palest imaginable shade of blue.  The full skirt ended in a pleats at the waist where pretty lace applique ran around Erica's tiny waist.  The dress was elegant and sexy at the same time, with a low cut neckline that revealed Erica's hormone and surgery enhanced cleavage.

"Oh my," I said as Erica modeled his latest dress.  "He is the epitome of ladylike elegance and femininity in that outfit."

"I agree," replied Ms. Trainer. "I think this dress suits our little Erica perfectly."

"Erica, did you make friends with the other little sissies that were here with you this summer?" I asked.

Sissy Erica didn't seem to know how to answer.  He looked over to Ms. Trainer for guidance or permission or something.



"Well now," Ms. Trainer answered for Sissy Erica.  "That is a very interesting question.  I am so glad you asked.  I'm sorry to report that Erica didn't do so well in making friends with the other sissy students this summer."

"Oh dear," I replied.  "Erica, whatever was your problem?"  I felt myself getting cross with Erica and wanting to punish him.  It was a good feeling after being away from him all summer.

Ms. Trainer explained.  "You see, we had a little fun at Sissy Erica's expense this summer.  Since he was the prettiest, most feminine and best trained sissy, we thought it would be fun to make the other sissies extra jealous of him."

I noticed Erica react to Ms. Trainer's words.  This was clearly new information he was hearing for the first time.

"Oh yes," Ms. Trainer continued.  "After a training exercise we would often compliment Erica on his performance and tell the other sissies that their performances were terrible.  We would threaten to punish the other sissies because they weren't as perfect as Erica.  We would also tell the other sissies that Erica was getting extra food because he was such a good sissy.  Sometimes, we even told the other sissies that Erica had tattled on them, and gotten them in trouble and subjected to more punishments."


"But I never did any of those things!" Erica blurted out.  "I never tattled and I never got extra food!  I never meant to make the other sissies mad at me!" He broke into tears as he spoke.

Ms. Trainer promptly slapped Erica hard across the face and screamed, "Sissies do not speak unless spoken to!  For God's sake, didn't you learn anything this summer.  Stupid sissy."  Ms. Trainer tore the little jacket off Erica's narrow shoulders and shouted, "Now just stand there -- SILENTLY -- while I finish speaking."  Her fury subsided and she continued, "Of course you didn't do those things, Erica, but the other sissies didn't know that, now did they?"

"Well anyway, the other sissies really resented Sissy Erica and that was great fun to watch.  Poor Erica was all alone in every sense this summer."

"What did the other sissies do to Erica?" I asked.


"You're going to love this," Ms. Trainer said.  At night, all our four of sissies would sleep together in one king size bed.  Wearing nothing but their corsets and curlers.  It's a very sexy, sensuous scene, as you might imagine.  Anyway, the other sissies would...take advantage of Erica at bedtime.  What the sissies didn't know is that we added a dose of ground up Viagra to the other sissies' dinner rations  So by the time they climbed into their shared bed with your gorgeous little Erica, their resentment and desire were both inflamed.  So they would take turns fucking little Erica here, two sissies holding Erica down while the third sissy pounded Erica's tight little ass."

Erica went into uncontrollable sobbing reliving the horrors of the past 12 weeks.

"And the best part is, we filmed this little rape scene every night!  I have hours and hours of hot, rough sissy sex action on tape starring Erica.  I have some friends who are editing it down.  They think we can get 8 or 10 hours of the best material and make some good money selling it on DVDs and the internet."

"Isn't that exciting, Erica?" I said. "You're going to be a movie star!"

Saturday, August 11, 2018

A Sissy Refresher -- Part 7

"Now I don't know if you ever take Sissy Erica out with you in the evenings, but I think this dress would be perfect for a sissy night on the town," Ms. Trainer began as Erica re-entered the room, this time wearing a little black dress embellished with rhinestone around the neckline.  The dress was simple, classic -- but Erica still looked so damn sexy!

"Yes, sometimes we take Erica out with us, often when we have a male friend of Roberto's visiting from out of town.  It's fun for us to make it a double date, letting Erica be a real man's pretty date for the evening.  And yes, this dress would be perfect!  What man wouldn't love having a sexy escort like that!" Roberto heartily agreed.

Changing the subject, I asked, "So tell me, what is the diet you put the sissies on to get them so...svelte?"

"Erica, tell your wife/mistress what you ate while you were here."

Erica mumbled a response that I couldn't understand.

"Oh speak up, Erica, for God's sake! Nobody likes a mumbling sissy!"




"Baby food," Erica managed to say.

"What?" I exclaimed.  Barely able to contain my surprise and laughter.

"Oh, yes," Ms. Trainer explained.  "It's a wonderful way to control and minimize portions and calories and dignity.  One small jar, three times a day, will guarantee rapid weight and self-respect loss."

"No wonder he looks so slim and dainty," I remarked.

"Erica, sweetie," Ms. Trainer asked. "What else did you eat while you were here?"

Erica looked terrified.  "Nothing, Ms. Trainer.  I ate nothing else.  Only the food that I was given.  Honest."  Erica looked panicked, believing that he was being accused of an infraction of the rules.

"Don't get your panties in a twist, sweetie.  You're not in trouble.  I was just pointing out that you ate something besides baby food all summer."

Erica still looked confused and frightened.  "I was just pointing out, Erica," Ms. Trainer explained a bit impatiently, "that you also ate a lot of semen over the past twelve weeks.  And I mean a lot!  Isn't that true, Erica?"

Erica's fear instantly turned to intense shame.  "Yes, Ms. Trainer," came the pitiful response.  "I did eat a lot of semen."

"You see?" Ms. Trainer added.  "Our sissies get a perfectly balanced diet here!"  I almost fell on the floor laughing when she said that.

"Let's see another dress!" Ms. Trainer chirped.



Tuesday, July 31, 2018

A Sissy Refresher -- Part 6

Erica re-emerged from the other room, this time wearing a lovely silver dress with a matching chiffon bolero.  It accented his fabulous new figure superbly.  He looked so elegant and dainty.

"Ms. Trainer, please tell me more about the training Erica has received since he's been here," I inquired.

"Of course," Ms. Trainer replied.  "This is a brand new program for us and I am very pleased with how well it went in its first year."

She continued, "I developed a curriculum that would help advanced sissies, like Erica here, develop the skills they need to take their service and submission to you to the next level.  The course work covered three main areas: service skills, beauty and comportment, and sex techniques."  Roberto was suddenly interested in hearing more when the third item was mentioned.


"In the area of service, Erica has been learning wonderful new skills.  He can now perform a Swedish Massage on the two of you.  He has learned some interesting new breakfast in bed recipes and serving ideas.  And he has learned important new skills to help you plan and hostess and serve when you are entertaining.  Isn't that all correct, Erica?"

"Yes, Ms. Trainer," came the soft reply. "That is all correct."

"Erica, take off the little jacket while I continue," Ms. Trainer instructed.

"Yes, Ms Trainer," Erica said as he complied.

"Where was I?  Oh yes, beauty and comportment.  Well this whole decorative sissy thing requires some new skills for our sissies, like making themselves as pretty as possible and posing for hours like a mannequin..."

"Or a Barbie," Roberto interjected.  We all laughed.

"And he can do his own hair.  Isn't it lovely?  It's very difficult to make it look so nice, but Erica has been a very good sissy student.  Of course he has to sleep in his curlers, which is very uncomfortable, but it's all worth it."

Ms. Trainer continued.  "In the sex department, well that's where things got the most interesting.  Wouldn't you agree, Erica?"

"Yes, Ms. Trainer," came the timid and shameful reply.



"Our little Erica here has developed some impressive new skills.  We did lots of fellatio practice over the past twelve weeks. Erica can now accept the biggest imaginable cock down his throat.  We also had a pussy worship course -- I taught that one myself.  And I'm pleased to report that Erica has a very, very talented tongue.  You will be very pleased.  We also practiced some group sex.  Erica learned to take two dicks up his ass and two more in his mouth, all at the same time!  Erica, how much is two dicks plus two dicks?" Ms. Trainer asked in her speaking-to-a-child voice.

"Four dicks, Ms. Trainer," came the pitiful reply.

"Oh my, Erica!  Did you pleasure four men at once?  Why what a little whore you are!"

We burst into laughter once again.

"Go change, Erica," Ms. Trainer instructed.






Friday, July 20, 2018

A Sissy Refresher -- Part 5

When Erica reappeared, Ms. Trainer excitedly said, "Oh, Roberto, this one is for you!  Now I know you like to have the boys over every Wednesday for poker.  And I know you like to have Erica serve them drinks and food and so on.  Now, what do your buddies think about being served by a sissy?"

"Some of them are really freaked out by it," replied Roberto. "But most are into it, since he is so pretty and will do whatever they tell him to do."

"Well, imagine this, Roberto.  Instead of greeting your friends in a maid's uniform, picture Erica appearing dressed like this!  He looks like the hostess at a fancy club or casino, don't you think?  I think it will really add some elegance to your poker parties.  Now are you getting the idea of what a 'decorative sissy' can be?"

"Yes, I think so.  I mean, he looks fantastic in that dress.  It's SO short!" he said with a giant smile.

"Now wait until you see this," added Ms. Trainer.


And with that she instructed Erica to remove the little chiffon bolero jacket that he had been wearing over his dress. Two skinny straps held up Erica's sparkly blue dress.  The spaghetti straps seemed to accentuate how skinny and delicate his shoulders now were.

"Oh, yeah," said Roberto. "That is so fuckin' hot!"

"I knew you'd like this," said Ms. Trainer.  "And I know your friends will as well.  I think they will really enjoy ogling your sissy while he is dressed like this.  I bet a lot of hands will find their way up that short skirt for a grab of his cute little ass, don't you think?"

"I know it!" said Roberto.  "Turn around, bitch," Roberto ordered.

Roberto went over and did exactly what Ms. Trainer described.  He roughly reached up under Erica's short dress and gave his bottom a hard squeeze.  "You like that, don't you, you stupid sissy bitch?"

"Oh yes sir," Erica obediently replied. "Yes, I like it when you grab my ass.  Sir."

"I think your friends will never miss another poker night ever again," opined Ms. Trainer.  "Now, be a good little sissy and put on another of your pretty new dresses for us."

Saturday, December 17, 2016

Taking Delivery of My New Sissy -- Part 2



I kept my spent dick in my sissy's mouth until it started to go limp.  Sissy Gwendolyn expertly and eagerly cleaned every drop of cum off of it with his well trained tongue.

"Take off your top," I directed.  "I want to see your titties."  My new sissy obediently did as his master instructed.  

"Now I 'm going to fuck your pretty little sissy ass-pussy.  How do you feel about that?" I asked.

"Oh, please, please, please ram your enormous cock up my sissy-pussy," my new sissy pleaded desperately.  My dick sprang to attention once again.  I was going to fuck the shit out on this sexy sissy plaything.

As my new Sissy wiggled out of his sheer black lacy top, I was able to admire just how perfect and feminine his little sissy body was.  I took a moment to drink in his long skinny legs, his pale, soft skin and those incredible titties.  The room had mirrors everywhere -- even on the floor -- so I could enjoy the sight of my new plaything from several angles at once.  This was the best moment of my life.
















Just look at my perfect Gwendolyn in the picture to the right.  I did fuck him right there.  As I fucked him he started crying, either from the pain of my giant cock up his tight little ass or from the humiliation of being another man's sex toy.  I smiled at the thought that both were true. I must have dumped a gallon of my hot sticky cum in his ass!


And then it was time to take my sissy home. While Sissy Gwendolyn and I were getting acquainted, Ms. Trainer's staff had move Gwendolyn's few possessions into my car.

"Would you like us to dress him before you take him to your car?" one of Ms. Trainer's assistants helpfully offered.

I thought for a moment.  I knew there was a heavy snow falling outside and a bitter cold wind.  "No thank you," I replied.  "He can walk out to my car dressed exactly as he is."


Saturday, December 10, 2016

Taking Delivery of My New Sissy -- Part 1



Yesterday was the happiest day of my life. You see, I took possession of the new Sissy I had ordered from Ms. Trainer's Feminization Service. When I set eyes on my new Sissy boy, well my heart nearly stopped beating -- and my great big dick got instantly hard! 


When I arrived at Ms. Trainer's I was led into a private reception room where my sissy was waiting for me.  He was patiently kneeling on the floor, his skinny, frail little body barely concealed by a flimsy, sheer black lingerie set.  I thought he looked like a little angel.  His skin was pale and soft, his face was made-up perfectly, and his perfect titties were visible through his sheer lacy blouse.
I had gotten addicted to sissies about 5 years ago after my second wife left me.  I never had much luck with women.  They won't tolerate my abusive behavior and my insatiable need for sex. That's when I started hanging out at tranny bars and picking up sissies for one-night stands.  It was easy and I could treat them like shit -- and they seemed to enjoy it.  But I grew tired of the bar scene and the drag queens that I was having sex with weren't doing it for me any more.  

That's when I learned about Ms. Trainer's Service.  For an enormous sum of cash (don't worry, I'm rich) Ms. Trainer said she could provide me with a trained, transformed sissy that would meet my every requirement.  Well that's what she did and she exceeded my expectations.

My new sissy is simply gorgeous.  At first I couldn't take my eyes off his perfect little sissy body.  But then I noticed his big, beautiful hazel eyes.  I was entranced.  I knew I had found the sissy of my dreams!




"Your new name is 'Gwendolyn'," I announced.  "And you shall call me 'Daddy'.  Or 'Sir'  Any Questions?" 

"No questions, Daddy...Sir," my new sissy answered immediately and meekly.

"Good," I responded.  "Now, tell me about yourself.  Tell me where you come from and how you came to be here," I asked.

Sissy Gwedolyn seemed surprised by the question at first but after a moment started to answer.  "Well, Daddy, Sir," he started.  "I was born in a town outside of C..."

Before Sissy Gwendolyn could even start his first sentence, I slapped him hard across his pretty sissy face. "Nobody cares about who you were or where you came from," I snarled.  "As far as we are concerned, your entire life started today, right here, when you met me. I am your life.  I am everything.  Beyond me there is nothing.  And without me, you are nothing.  Do you understand?"

"Yes, Daddy Sir.  Yes, yes, I understand.  Please forgive me.  I am so sorry.  That will never happen again," Sissy Gwendolyn managed to blurt out knowing that he had badly transgressed.



"Now suck my dick," I commanded.  Sissy Gwendolyn did exactly as directed. As he unzipped my pants and pulled down my briefs, he gasped -- either in admiration or more likely terror -- at the size of my monstrous cock.  He quickly regained his composure and focus. He pulled his pretty shoulder length hair back away from his lovely face and went to town on my cock.  My new little sissy knew exactly what he was doing in the cock sucking department!  He kissed, licked and sucked my rock hard dick until it exploded in his pretty little mouth.  He eagerly swallowed every single drop of my cum as if it were the most expensive and delicious champagne in the world!



Monday, June 20, 2016

My Sissy Neighbor -- Part 7: Sissy Anita's Date

The week seemed to go by very quickly and suddenly it was Sunday -- and time for Anita's date with the manager of Club Satin.  This guy obviously enjoyed using his position of authority to take advantage of the women who worked at the club.  And now the creepy manager had turned his attention to our Anita. And poor Anita was too frightened to turn him down.

Anita came over to our house around 5:00 to get ready as he usually does.  He had agreed to meet the manager at a trendy bar downtown for a drink at 6:30 and then they would go down the block for dinner.

Even though Anita didn't really want to go out on this date, he sure dolled himself in a way that any man would certainly find irresistible. Just take a look at the photo I took before Anita headed out for the evening.  He is so gorgeous!

As Anita was trying to get out the door to get downtown on time, mom was nervously giving him all the advice a mom could give a daughter going out on her first date -- "don't drink too much," "do you have some emergency money?" "call me immediately if you need me," and on and on.  It was very cute, but I think it was making Anita even more nervous.  Eventually, mom let Anita go and he grabbed his purse and car keys and headed out for the evening.


Mom and I waited up for Anita to get back home -- it was almost midnight when he got back.  Mom, of course, had been worrying herself sick. But we both sighed in relief when we heard Anita's car pull into the driveway.  But our fears returned when he walked in.  His hair and make-up were rather a mess.  I had never seen him looking so forlorn, so weary. Obviously something awful had happened on Anita's date.
"You poor, poor thing," mom cooed.  "Sit down here, dear, and I will bring you some tea. Now tell us what happened to you."

Anita described his evening. "It started out fine. The cocktail before dinner was fun and the restaurant was nice.  The manager was an OK date -- he talked a lot about himself which I guess all guys do.  He was pretty funny.  After a couple of drinks he got very, very flirty and...hands-y, but that wasn't so bad -- I get that at the club all the time. It was after dinner that things turned awful." Anita took a sip of his tea.

The manager, Anita explained, wanted them both to go back to his place.  Anita had tried to get out of it.  "I told him that it was late and that going back to his apartment wasn't a very good idea.  And besides, I told him, I'm having my period."

"Good girl!" mom exclaimed.

"But that didn't slow him down at all," Anita said.  "He claimed that he only wanted to go back to his place for one final drink and to talk a bit more. So I agreed. Stupidly." Tears started to well up in Anita's eyes. We waited silently for an eternity for Anita to go on.  Finally he exclaimed, "He forced me to give him a blow job!"


Saturday, March 14, 2015

A Sissy for my Husband

I am a woman with a serious problem.  I have a condition that makes it very painful for me to have sex.  But I am married to a handsome man who I love very much.  To make matters worse, he has an enormous cock which makes having sex almost impossible for me.  He has tried to be patient and understanding with me, but he is a man, with a man's needs.

I was worried that my marriage would fall apart if I couldn't solve this problem.  I didn't want my husband taking up with a mistress.  I considered letting him see prostitutes but that seemed wrong on several levels.  Then a friend suggested that I consider getting a sissy to service my husband's needs.  I didn't know what she was talking about until she showed me this blog.  I had no idea that there were services, like Ms. Trainer's Academy, that are able to create -- and sell -- submissive sissies!  This seemed like a perfect solution to me.  I hated the idea of my husband being with another woman -- but it would be OK with me if he wanted to fuck a little feminized sissy.

When I first suggested this to my husband, he didn't like the idea at all.  He said that fucking a sissy would be "gay."  But then I showed him some of the pictures on this blog -- dozens of pictures of beautiful, sexy submissive sissies.  Not surprisingly, my husband gradually became more receptive to the idea.

Well, last month, the sissy I had ordered was finally delivered (the wait list is over a year!).  And our life has never been happier.  My dear husband gets to fuck his little sissy whenever and however he wants -- twice a day, sometimes three times a day.  It must be unbearable for the poor little sissy since my husband's dick is so huge. His poor little "sissy pussy" must scream with pain every time my husband attacks him.  Oh well.  I'm sure I don't care.



And here's the added bonus!  When my husband isn't fucking the little sissy whore's brains out, the little bitch is mine to do with whatever I want.  I simply love having a little sissy housemaid to do all the cleaning and cooking that I'm supposed to be doing.  I now have so much more free time to spend with my girlfriends while my husband is at work.

My husband and I have never been closer.  We are both happier knowing that his needs are being taken care of under our roof.

Thank you, Ms. Trainer, for saving our marriage.

Thursday, July 3, 2014

A Sissy's Mother Has a Plan -- Part 2

Mr. Robbins had never experienced a blow job like this before -- not from any of his girlfriends or from his ex-wives or even from any of the hookers who worked for him. As he looked down at the reluctant sissy he was face fucking, he felt a sense of power and excitement he had never felt before. It was electrifying to have his dick sucked by a boy that was transformed into a girly love toy just for his pleasure.

The excitement was too much for Mr. Robbins. As he started to cum, he roughly pulled Sissy Billy's head into his crotch, ramming the full length of his dick far down the sissy's throat. Mr. Robbin's orgasm was explosive. It felt as if he was pumping gallon after gallon of semen into the feminized plaything in front of him. It was the most powerful orgasm of his life!

But for poor Sissy Billy, it was not enjoyable at all.  He struggled to remain conscious throughout the ordeal as the giant cock was forced down his throat while Mr. Robbins roughly gripped the back of the sissy's pretty little head. 

As Mr. Robbins slowly removed his spent cock from Sissy Billy's mouth, he had a realization. Why should he put up Billy's mother -- that gold-digging bitch -- when he could just have her sissy son instead?  He sent a text to his "driver" who was waiting outside.  "Need U 2 take out trash."

Sissy Billy was collapsed on the floor after his brutal face fucking.  He was gagging, gasping for air and sobbing all at the same time.  Mr. Robbins kicked Sissy Billy.  "Go fix your make-up, Sissy," Mr. Robbins said. "I'm not done with you yet."

Billy had seated himself at the vanity when the "driver" -- one of Mr. Robbins' thugs -- burst into the room. Mother and Billy were shocked when this stranger, this mountain of a man, stormed into the bedroom.



"What's going on here?!  Who are you?!" Mother screeched, as she tried to cover her nearly naked body.  

"Which one?" the driver asked, ignoring Mother's question.  

"The old one," replied Mr. Robbins. And while Sissy Billy sat in open-mouthed shock, the driver overpowered Mother and held a drugged rag over her nose and mouth until she was unconconsious. The driver then threw Mother over his shoulder and carried her out to the car.   

"What's...what's happening?" Sissy Billy managed.  "What did you do to my Mother?"

"Don't worry about her.  She's just going away."  What he didn't say was that Mother would soon be lying in a New Jersey landfill.

"Well now, Billy," Mr. Robbins continued. "It looks like it's going to be just you and me from now on. You're going to move into my house and you're going to be my full time Sissy whore.  Doesn't that sound like fun?" he added with a snear. 

"Maybe I'll give you some great big boobs.  Yeah, I like that idea.  And maybe I'll cut off your dick."  Mr. Robbins' own dick was starting to get hard again.  Roughly, he grabbed the sissy and bent him over the back of a love seat, positioning the sissy's little bottom up in the air. "Time to lose your sissy cheery!" Mr. Robbins said as he drove his big dick into Billy's tight little bottom.

"On, yeah! That feels great!" Mr. Robbins exclaimed.  Mr. Robbins had another explosive orgasm while tears of pain, humiliation and fear poured down Sissy Billy's face.  



Monday, June 23, 2014

A Sissy's Mother Has a Plan -- Part 1

Billy had been seated at his mother's vanity for the past two hours while she did his hair and his make-up, ensuring that Billy looked like a sweet and sexy young lady.  Heavy gold earrings hung from his recently pierced ears.  His eyebrows had been plucked into gentle arches.  His recent strict dieting had succeeded in making him very skinny and delicate looking.

He wore nothing but a darling little bra and panty outfit in the softest pink. Mother had padded the bra cups to give the appearance that Billy had little breasts.  The bra was festooned with a a large bow and long ribbon. It was a very seductive outfit.

The doorbell rang and mother exclaimed, "Oh good!  He's here!  Now don't forget ANYTHING I told you about what you are going to do tonight. Do you understand?"


Billy turned on the little vanity stool on which he had been perched.  He looked at his mother who was wearing the identical pink bra and panty set.  His anxiety was mounting by the minute.  He pleaded, "But mother, do I really have to do this? Please don't make me. Please!"

Mother was not going to tolerate even a hint of insubordination.  She needed Billy's complete and enthusiastic cooperation.  Mother stormed over to where Billy sat on the vanity stool and pointed her long, manicured finger directly in his face.  "Do NOT let me down tonight or you will regret it! I think we should both consider ourselves very fortunate that Mr. Robbins has taken such a keen interest in us.  With just a little more effort, I think he might ask me to marry him and then all our problems will be solved.  We are completely broke and things have been very hard for me ever since your lousy father ran out on us."

"But mother, please!" Billy said as tears welled up in his eyes.  "I've been good.  I let you dress me up like a girl and go out with both of you on your dates.  I even let Mr. Robbins touch me and hug me. But this is completely different. Dressed like this he is going to expect only one thing.  Sex!"

"No shit, genius," Mother harshly replied.

"And besides," Billy said through his tears. "Mr. Robbins is a bad man.  Everyone knows he's part of the mob."

That comment enraged Mother.  She slapped her sissy son hard across the face. "You take that back! Mr. Robbins is rich because of his perfectly legimate waste disposal business. Now wipe those tears away and pull yourself together." 

Mother went downstairs and let Mr. Robbins.  When she led him into the bedroom, he saw that both Mother and her sissy son were dressed in the exact same sexy outfit.  A big smile crossed his face.  "Well," Mr. Robbins said. "This is going to be an interesting evening.  Let's see what this sissy can do.  Get over here and get on your knees, sissy."

Sissy Billy did as he was ordered.  He unzipped Mr. Robbins pants and outsprang an enormous cock.  "Don't just stare at it, sissy!  Suck it!  NOW!"

Reluctantly, Billy did what Mr. Robbins wanted.  He closed his eyes and put the stiffening dick in his mouth.  Mr. Robbins firmly held the back of Sissy Billy's head as he began pumping in and out of Billy's virgin mouth.