A Reluctant Sissy -- Part 7 -- Going Home

It had been nearly six months since I had deposited my rotten, trouble-making son at Mrs. Trainer's "academy" outside of London when I received this letter from her:

"Dear Mrs. _______

The big day has finally arrived!  Your son has graduated from our sissy transformation program and I know you will be absolutely delighted with the results.

Your darling Kimberly is prepared to be obedient and submissive to you in every way.  I would urge you to begin thinking hard about how you will incorporate Kimberly into your life at home.  I'm sure you are already thinking about how Kimberly will take care of all the household chores -- cleaning, cooking, laundry, ironing, etc.  But there is so much more you can expect from your new sissy.  Your sissy exists only to enhance your life in every way imaginable.  Get creative.  Your sissy can serve you breakfast in bed or massage your feet while you are eating lunch (that he has prepared and served you). Your sissy can bathe and dress you --- there is no point being modest around your sissy; it is best to think of your sissy as an extension of yourself.  Your sissy can tidy up after you have enjoyed time with your lover."

I stopped reading for a moment to let Mrs. Trainer's words sink in.  Having Kimberly bathe and dress me...? I hadn't thought of that, but it gave me a tingle just thinking about it.  And it had been years since I had experienced a lover -- and all because I was constantly dealing with my son's misbehavior.  Well, that would certainly be fair -- making Kimberly tidy up after I'm done having sex with a man since he prevented me from having any romantic relationships for so long.

I returned to the letter.

"It is important to keep your sissy busy and on a strict schedule at all times.  For many of our clients, sissy bedtime (I we mean lights-out!) is 8:30pm, with wake-up at 4:30am.  That gives your sissy 90 minutes to prepare themselves for the day and make themselves look lovely for you, and another hour to prepare the house and breakfast for you by 7:00am.  Of course you will establish whatever schedule best suits you.

And PLEASE, do not miss opportunities to punish and berate your sissy.  The smallest mistake or infraction (even if you have to make it up!) should be dealt with severely.  Over the knee spankings are very effective (always use a hairbrush to protect your hands) and scolding is always appropriate.  Reminding Kimberly frequently that he is a pathetic, weak, stupid, worthless sissy is very beneficial.

We will be putting Kimberly on a plane home to you in just seven days from now.  We will send several cases of clothes and other items that Kimberly will need.  We will also send along our sissy owners manual that is filled with useful tips for getting the most from your new sissy.

Enjoy the photo enclosed.  We are having Kimberly model the outfit that he will wear on the plane ride home to you.  This is what he will look like when you see him next week at the airport.  Isn't this marvelous.  So beautiful and so impractical!  He will certainly get plenty of attention during his journey home.

All of us here at the Academy have been delighted to work with your son.  We are very pleased with the changes we were able to make in him.

We are always here for you if you need us in the future.

Regards, Mrs. Trainer" 

A Reluctant Sissy -- Part 6 - Sissies for Hire

About a month had passed before I received another letter from Mrs. Trainer.

"Dear Mrs. ____,

Sorry for the delay in writing but things here at the school are very busy indeed.  This is a crucial time in our training process where we expect to see our sissies display the attitude and actions that are expected of them without any reminders, prodding or punishment.  We are still enjoying our trips into London and our Thursday night officers' parties.  And I am delighted to report that your son is by far the best behaved, hardest working, most delightful little sissy in the entire class.  We are absolutely thrilled with how far he has come in just five short months here.

There is a special privilege (well, I 'm not sure the sissies see it as a privilege) that we reserve for our most accomplished, most feminized, most obedient sissies.  On occasion, if one (or more) of our handsome, older Air Force officers wants to "borrow" a sissy, that is something we can sometimes arrange.  Well, I can assure you that ALL of the gentlemen are asking for time with your beautiful son.

Sometimes an officer will request a sissy to be their date for an evening of dining and clubbing in London.  Your Kimberly  went on such a date two weeks ago wearing that adorable black minidress.  Doesn't he look divine.  Our officer was so proud having this lovely sissy hanging on his arm all evening, showing him off to all his friends."                                                                                                               I stopped reading long enough to look at the first photo.  I nearly fainted at the sight of my son wearing a very sexy minidress -- and looking amazing in it.  He looked so delicate, so feminine.  The short dress made his legs look so long and slender, the high heels he wore added to the effect.   I took a breath and returned to the letter.

"Then last week, another officer borrowed Kimberly for an entire weekend, jetting him off to some swanky island resort.  We assembled some fabulous outfits for your son for this little adventure.  I simply love the very revealing black top combined with the wide leg trousers.  Your son looks like he stepped out of a fashion magazine!  And the fun part of wearing that top - it makes our sissies wish that their boobs were actually larger than they are (but the hormones only work so fast -- don't worry, you can expect a lot more progress in this department over the months ahead).  We also sent your son off with a sexy swimsuit for his resort getaway."

I stopped again to look at these two photos.....

"And please don't be concerned by the expression on Kimberly's face.  I'm happy to report that he is not sneering or frowning for the camera.  Rather, he is genuinely frightened of being sent away for time alone with these men.  As awful as life is for our sissies in the school, they become familiar with their surroundings and the routine and they take comfort in that.  But when they are sent off into the world on their own, with no chaperone, that can be very unsettling.  Your lovely Kimberly was absolutely trembling with fear before being sent off on these two "assignments."                                                                                                                But I'm happy to tell you that in both instances our officer friends were absolutely delighted with Kimberly's company!  

There is a group of three officers who have inquired as to whether they could take Kimberly away for a weekend at a country estate they are renting.  I think that sounds like a marvelous idea.  I'm sure they will find all sorts of ways to keep your darling son busy!  

I expect that there will be some sad faces over at the base when it's time for your Kimberly to be sent home to you.

That's all for now.  We are in the final stages of preparing your son to go home to you!

Sincerely, Mrs. Trainer"

You Sissies Will Be Punished!

 

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

Sissy Roommate -- Part 9 -- Sissy on Display

It was the last week of Spring semester.  Again, I was doing very poorly in my classes because I was spending so much time and energy in performing my sissy duties for Tank.  I was pretty sure that I hadn't done well on my finals.  Regardless, Tank and I would be leaving our dorm room tomorrow.  Tank would be heading home; I would stay in the area and get a job for the summer.

It was Thursday afternoon and Tank had finished his last final exam that morning.  He seemed pretty happy that finals were done and so he spent most of the afternoon fucking me.  He was just starting in on me for the third time when his cell phone rang.  It was Jefferson, one of his buddies from the football team.  Tank put it on speaker, "Yeah, what's up?" Tank asked.

"Did you forget about this afternoon?" asked the voice on the phone.  "We were all supposed to be at the President's house for the awards ceremony at 4:00. I bet you forgot, didn't you?  Everyone is asking where you are.  You gotta get your ass over here."

"Shit," muttered Tank.  "I'll be there in ten minutes."

"And you're supposed to bring a date," reminded Davis. "Everyone is supposed to bring a date."

"Fuck fuck fuck.  Alright. Later." Tank hung up then barked at me.  "Hurry up and get dressed into something nice. You're coming with me to this awards thing."

"What?"  I asked.

"Just shut up and put on the nicest dress you got.  We have to hurry up."

I did as I was instructed and went to my closet.  I pulled out a cute polka dot dress that I had bought for our Florida vacation.  When Tank emerged from the bedroom, he was wearing a suit and tie.  I was breathless -- I had never seen him wearing a suit.  He looked so, so, so handsome.  My tummy did a somersault just from looking at him.  

"Are we really going to the University President's house?  For an event?  With other people?"  I was in shock.

"That's about right.  I'll explain more on the walk over there."

I quickly put on dress from vacation.  The dress was sleeveless so I added a little white sweater.  I freshened my lipstick and ran a brush through my hair.  I grabbed a purse before Tank pushed me out the door.                                                                                                                As we raced across campus Tank explained that at the end of the year, the new inductees to the school's Athletic Hall of Fame were invited to an event at the President's house.  A bunch of deans and other important people would be there.  And the press.  Tank explained that he was being inducted along with his buddies Jefferson and Jackson, both offensive linemen, both co-captains of the football team, and identical twin brothers!  He said there would be star athletes from other teams but he didn't know who.                                                                               He warned me that I better not to screw up and that everybody had to be totally convinced that I was really a girl -- or he would kill me (I don't think he meant that literally -- but he made his point.)

He told me to tell people that I was a friend of his from his hometown and that we had gone to high school together.  He said that I should say my name is Mary Ellen Molloy.  I agreed to do as he said.                                                                                  I struggled to keep up with him as we made our way across campus as my platform sandals were not made for walking fast.  And as we quickly walked my head was spinning -- first from the thrill and terror of being out on display like this.  Of course I had been out with Tank in Florida but that was different.  We didn't know people in Florida.  But this was campus!  The stakes were completely different.                                                                                                                       But my head was also spinning with the question of what Tank was thinking -- and feeling.  Tank was taking me out, in public, right here on campus.  People would see us together.  People might think we were an item. Should I interpret this as a new step in our relationship?  Was Tank ready for me to be something more than his little sissy sex toy?

I didn't have time to wrestle any further with these questions because we had arrived.  We walked into the President's mansion and there were like 70 people there.  I think I counted about 15 athletes receiving the Hall of Fame award, plus each of them had a date.  There were the senior university officials, including the president and his wife.  Then there were about 20 reporters and photographers there.  I had never been to an event like this -- either as a boy or as a girl.  Everything was so fancy.  Waiters brought around trays of champagne and hors d'oeuvres.  I could hear a pianist playing in another room.  It was like being in a movie.                                                                                                                             Immediately, Tank and I went over to his buddies, Jefferson and Jackson. "Glad you could make it," Jackson joked.  Then the two of them noticed me.                                                                                        "Oh shit!" said Jefferson. Then in a low voice, "Is that your fucking sissy?"                                                                            "Oh my God!" I screamed to myself.  I didn't know that Tank had told anyone about me. I started shaking.

"Keep your pants on.  And keep your voices down," Tank growled at them.                                                               Tank was then called away by a photographer leaving me with his two buddies.  "You are so fine," Jackson said as he looked me up and down.                                                             I gulped and managed to squeak out, "Would you excuse me please," and I walked over to the buffet table downing another glass of champagne on the way to calm my nerves.                                                                                                             I barely spent any time with Tank for the next hour and a half; the athletes were mostly talking among themselves, posing for photographs or being cornered by the university bigwigs.  The other male athletes' dates were really nice and we mostly talked among ourselves while our boys were busy.  The President's wife was also very nice and I talked with her for a bit.  I felt like I was pulling it off pretty well and the champagne was helping to give me a little extra courage.

The afternoon was nice but a couple of things made me...uneasy.  First off, Jefferson and Jackson were spending a lot of time looking at me from across the room and whispering to each other when they weren't being hounded by reporters.  That made me really uncomfortable.  The other things was that Tank was spending a lot of time talking to a girl athlete, Amber Destry, a champion swimmer.  Everyone knew who she was because she had been on the Olympic team!  Not only was she an incredible athlete, but she was super gorgeous -- over six feel tall and looked like a real life Barbie -- if Barbie as a champion swimmer.  I will admit to feeling pretty jealous when I saw this.

By 6:00, the event started winding down.  Tank told me to go back to our room on my own because he was going to go have dinner with Jefferson and Jackson.  I wasn't too happy about that but of course I didn't say anything.  I said my good-byes to some of the other girls that were still there and started the walk back to my dorm, alone, a little tipsy from all the champagne, with my head full of questions.

Tank didn't come back to the dorm at all that night. I had to vacate the dorm and turn in my keys by 10:00 the next morning, so I finished packing up my things and left for the summer, never having the chance to say good bye to Tank.

Sissy Roommate Part 7 -- Romantic Autumn Afternoon

When Thanksgiving week came around, most students left to go home to spend the week with their families.  But Tank had a big game and practices over the Thanksgiving break, so I stayed to be with him.  And when Tank wasn't at his two-a-day practices or in the gym, he was spending his free time with me.  Here some photos that Tank took of me one afternoon.  He had me get all dressed up and we went into the woods.  He brought a bottle of wine and we found a secluded place where we drank it and then had sex -- right there in the woods!                                                                                                                                   As I've said, my life is getting a bit confusing and complicated since I'm spending so much time dressed up and acting as a sissy girl.  Tank is insisting that I should be dressed and made-up like a girl any time that he's in the dorm room!  I want to make Tank happy -- and I certainly don't want him to be angry with me -- but it's really hard for me to do what Tank is demanding.

To give you a sense of how complicated my life has become: I have to be all dressed and looking pretty for Tank when he returns to the dorm around 9:00 after his early morning work-outs.  He's already eaten breakfast with the team but I always have some eggs and toast ready for him when he comes in that I make on the little hot plate we have. While he eats, he likes to watch ESPN on the TV -- and get a blow job from me.  Tank finishes with his breakfast (and with my mouth) a few minutes before 10:00.  Then he goes off to take his shower and do whatever he does all morning (I don't think he goes to a lot of classes).                                                                                                                            But I have 10:00 lectures to get every day -- and no time to wash off my make up and change back into my boy clothes.  At first I was skipping a bunch of lectures but I was really falling behind.  I realized the only way I could keep up with my lessons was to rush over to the lecture halls still dressed as a girl. I keep to myself and try to sit in the back so that I don't attract too much attention.  But sometimes a boy will sit next to me and try to flirt with me.  I guess I find that sort of exciting, but I try not to encourage it too much.

After my morning lectures, I stop by the dining hall -- still dressed as a girl -- and quickly eat my lunch.  At first I thought everyone would notice me, but so far I haven't had any real issues. Then I rush back to the dorm because Tank usually shows up there around 12:30 after he's had lunch with his buddies.  When Tank arrives, we usually make-out for a little while and then he has sex with me.                                                                                                         I had to beg Tank to let me change back into my boy clothes in the afternoons because that's when I have my small classes.  I can get away with sitting in a big lecture hall pretending to be a girl -- but that doesn't work at all for the small classes.  But since I don't have any classes on Friday afternoons, I usually stay dressed as a girl all day long.

Something else happened on that trip to the woods over Thanksgiving.  After Tank had finished fucking me, he handed me a small bag.  "You have to start taking these," he said.  I looked inside and wasn't sure what I was looking at. "They're birth control pills," Tank explained. "You know, female hormones.  They will make you more like a real girl."  I asked him where he got them and he explained that he told the team doctor that he needed the pills for his girlfriend, and the doctor handed him a six-month supply, no questions asked.

"But I don't think boys are supposed to take those," I stammered. "I mean, those are only for real girls."

"Shut the fuck up, you stupid sissy bitch. I said you're going to take them and that's what you're going to do. In fact, take the first one right now!" 

I fumbled with the packaging and managed to pop out a single pill from it's container. I washed it down with the wine.

"Good," said Tank.  "Now suck me off quick before I have to go to practice."

Sissy Roommate - part 5 -- Some New Clothes

Well, my trip to the mall was quite an adventure.  I had made a list of the things I thought I would need.  More sexy underwear, some sexy tops and some short short skirts were definitely on the list.  I also planned to buy some more make-up and some brushes and sprays to make my hair look nicer.  And I hoped I would have enough money left over for some perfume -- I thought that Tank would really enjoy that.                                                                             But one thing made me extra nervous about my shopping adventure: Tank had also told me to get some clothes to wear outside.  He was going to make me go outside fully dressed as a girl! So I needed to be smart about what I bought since this wasn't just for sissy dress-up games in our dorm room.

Here's one of the outfits I bought for myself on that first trip to the mall.  Don't you like this cute little top?  I didn't realize when I bought it that it wouldn't even cover my tummy!  But I think it looks super cute.  And I think it looks nice with the short plaid skirt I bought.  I also bought some shoes and a bag that I could take outside with me.

Here's a close-up of my face.  I think you can see that I've gotten a lot better with my make-up.  I think I look very pretty in this photo.                                                                                         Maybe you can tell that I have plucked my eyebrows into a pretty arch shape.  That, along with some eyeliner and mascara, helps make my eyes look extra big and pretty.                                                                                             And Tank really likes it when I wear lipstick.  With some practice, I've gotten really good at putting it on. I spent a little more to get extra long wearing lipstick because regular lipstick doesn't stay on for very long since Tank likes kissing me so much.

And as you can see, Tank was true to his word.  He made me go outside behind our dorm to take these photos.  I was so scared that someone would see me as we went out the back stairs.  But the sensation of being outside dressed as a girl was so exciting!  I loved the feeling of the cool fall air on my exposed skin.  I loved posing for my man as he took dozens of photos of me.                                                                                                And I could tell that Tank was getting excited by taking me outside and making pose for photos.  Because when he was done taking pictures, he grabbed me by the wrist and rushed me back upstairs to our dorm room.  "All fours!  Now!" he growled. I quickly did as I was ordered and positioned myself on my hands and knees on the floor.  Tank pulled down his pants and approached me from behind, lifting up my skirt and pulling down my lacy panties.  Tank loves to fuck me in all sorts of different positions -- but I think he likes it best when I'm on my hands and knees.  I love it when he spanks my bottom while his dick is pumping in and out of me.  It gets me so excited when Tank says how tight my "pussy" is while he's fucking me.  I have to admit that it's pretty painful when Tank fucks me because his cock is so enormous. Sometimes it hurts so much that I cry while Tank is pounding away at me.  But it also makes me feel so happy and fulfilled to be pleasing Tank and to submit to him so completely.

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.

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."

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. 

Taking my Sissy Husband on Vacation

My husband and I are having the most wonderful vacation together.  That's me in the photo on the left, the brunette in the black dress.  But that's not my husband in the photo! That's my new vacation boyfriend, Jerry.  I met Jerry earlier this week at the resort bar.  You see my husband is not a real man like Jerry.  My husband is a feminine, submissive sissy. 

That's my sissy husband in this photo -- the pretty blonde "lady" in the sexy gold dress.  His real name is Martin, but he is living only as "Tina" this week while we are on vacation.  And as you can see, Tina landed a handsome new vacation boyfriend too! His name is Darren.

My Tina is very, very good at passing as a woman.  He works hard at keeping his body slender through a strict diet and body-sculpting exercises.  He keeps his hair long all the time, but dyed it and had it styled especially for this trip.

Don't you think they make a cute couple?  Darren is everything that my Martin/Tina isn't. He's strong, confident and decisive.  A real Alpha male! I love seeing Tina with Darren. It seems like Tina doesn't have a single idea of his own when he's with his hunky new boyfriend -- Tina seems only capable of agreeing with whatever Darren says and whatever Darren wants to do.

I love seeing how Tina behaves when he's with a real man!  That's why I planned this vacation to a singles resort.  Although we have been out together as two women many times before -- to restaurants and bars and so on -- we had never taken a week-long vacation like this before.  For Tina -- and for me -- it is a wild, new experience!

I know my sissy husband enjoys his time as Tina.  I know that his need to express him feminine side is far too powerful for him to resist.  And being in the arms of a strong, masculine man is so exciting for him, throwing his feminine feelings into overdrive. But tricking a man to believe that you are a real woman when you are not is playing with fire!  And Tina knows this. Each moment he spends with an unsuspecting man fills Tina with equal parts excitement -- and fear that his secret will be revealed.

Tina and Darren have been an item for three days now -- and we have three days left in our vacation.  Can Tina keep up the act for the rest of our vacation without letting Darren find out the truth?  I certainly hope so.  I expect that Darren would be furious beyond belief if he learned that the woman he was falling for was really a man.

So how does Tina manage to keep his secret? Well, the first night was easy --  just some flirting and a little pawing at the resort bar, with a brief good night kiss at the end of the evening.  By day 2, things were heating up, with some heavy making out during the day and a hand job in Darren's room at the end of the evening.  (His cock is enormous, Tina reports!) 

Today is day 3 of their steamy relationship.  I caught Tina and Darren making out like crazy earlier today -- including in the swimming pool!  Now we are all dressed up for a double date together.  First we'll have some Happy Hour cocktails, then a romantic, candlelit dinner together, followed by dancing at the outdoor bar until late. It's what happens after that that has Tina very nervous.

"You better hope he likes blow jobs!" I told Tina. "And I hope you are really good at giving them.  Because he is going to expect to get some serious action from you. And since he can't fuck you, you better find some other way to keep him interested." Tina has practiced giving blow jobs on the strap-on dildo I sometimes use on Tina's backside.  But Tina has never had a real cock in his mouth -- or down his throat.

 

Of course, I've been fucking my new vacation boyfriend every chance I get this week.  We run off to his room a couple of times during the day and of course in the evening. He is amazing in bed! And I always give Tina a detailed report on my sexual encounters with Jerry.

I really hope that Tina -- and his pretty mouth -- can keep Darren satisfied and unaware of the truth. They make such a cute couple and Darren really seems rather smitten by Tina. And I can tell Tina is really falling for Darren.

Keep your fingers crossed that Tina can really pull it off. With a little luck -- and a lot of sucking -- Tina just might come home with wonderful memories of his romantic vacation with Darren -- and a tummy full of Darren's hot, sticky cum!

 

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.