Sissy Roommate -- Part 1 -- What I Look Like Now

It's the start of the college year.  I would be a junior now except that I dropped out after the end of last year.  But my boyfriend, Tank, is starting his junior year. I didn't think I would be able to take care of him properly and go to classes at the same time so I dropped out. 

I have been working for days getting our off-campus apartment ready before Tank arrives later this afternoon.  I bought new sheets and towels for him, new pots and pans for our kitchen, even some nice pictures to hang on the walls.  And I scrubbed every inch of the place so it would be sparkling clean when Tank arrives.  Of course I had to spend most of the money I earned waiting tables this summer, but it will all be worth it if Tank is happy with how our apartment looks -- and if he is happy with me.  And I spent the rest of my money on some pretty new clothes and shoes.  I don't have a single dollar left -- but that's OK because Tank has tons of money.

I finished all the apartment chores about an hour ago. That left me time to get cleaned up, do my make-up and put on one of my pretty new outfits before Tank is scheduled to arrive.  Do you like how I look?  I bought this dress over the summer and I think it is sweet and sexy at the same time.  And I think Tank will go crazy when he sees my over-the-knee socks and platform sandals.  What do you think?  After being apart all summer, I really hope Tank likes what he sees when he arrives.  I don't like to disappoint him.                                                                     Maybe I have gotten ahead of myself. Let me fill you in on some things.  First of all, Tank and I have been roommates since the beginning of last year. Tank is a superstar football player - that's where his nickname comes from.  Oh, and one more thing.  I'm not really a girl.  I'm Tank's sissy. 

It all started last September, at the beginning of my Sophomore year.  I had a really great dorm room -- a double room with its own bathroom -- but I had no roommate.  The Housing Office warned me that at some point I would be assigned a roommate and that my "single" was not a permanent thing.  Well, about one week into the semester, I came back to my room after dinner and there was this enormous guy in my room -- 6' 8" at least.  Everything about him was huge -- his shoulders, his neck, his biceps.  With him was a little man in a suit who was talking a mile a minute. "Well, Tank," the man said to him, "Since your decision to come to State U was so sudden, this is the best room we have for you. Of course, we'd rather have you down in the Athletes' Village by the gym, but that's all full right now.  But on behalf of the administration, the university is DELIGHTED to have you join us! I hope you can make do with this housing...situation until we can get you a more appropriate room." The little man seemed to be referring to me as part of the lousy rooming situation that Tank was going to have to tolerate.

"I'll make it work," Tank replied, his voice, a deep, rumbling baritone that sounded like distant thunder.

"That's swell, Tank!  Just swell! Let me know if there is anything we can do for you," the little man said as he handed Tank his card -- and an envelope that I would later learn was stuffed with cash.  "And good luck with the season. We hear that you just might break a lot of school records and even take us to a Bowl Game this year!  And let me know if you need anything. We're here for whatever you need. Just ask." With that the little man excused himself.  

The two of us were now alone in our room.  Tank plopped down on his bed and looked over to me.  I thought he was going to start a conversation, but instead just said, "Come over here."

A Sissy Refresher -- Part 2

After a few minutes, Sissy Erica returned to the room, this time wearing a delightful navy blue, knee length cocktail dress.  The fabric gathered below the bust highlighting Erica's exquisite figure. His hair was still perfectly coifed as he paraded in front of us atop his silver heels.

I was completely struck by how beautiful he was -- sexy actually -- yet at the same time his eyes clearly showed the extreme sadness and shame and fear he was feeling.

"Turn around, sweetie," Ms. Trainer instructed.  "We want to see you from every angle.  Erica complied, showing us his sweet little ass, his dress tailored to highlight his tush. It looked just as perfect as it did in the gold silk dress he was wearing before. "Go ahead, Roberto," Ms. Trainer urged.  "Go ahead and give it a squeeze -- or a spank. I'm sure you want to!" she said with a laugh.  And with that Roberto got up from the sofa and walked up to Erica, still standing motionless with his back to us.  Roberto but his hand on Erica's ass and started rubbing and squeezing. "Oh, yeah. That's nice!" Roberto reported. "Really nice..."  Despite his extensive training, I could see Erica shudder and stiffen as Roberto placed his big manly hand on his pert little bottom.







"That's enough for now," I said to Roberto. "There will be plenty of time for that when we get home."

I have to apologize.  I jumped right into my story without giving you any of the background.  Eric and I were married about seven years ago.  It wasn't until after we were married that I learned that Eric was a sissy crossdresser.  He tried to hide it from me but of course I figured out what was going on.  Well about five years ago I decided that I was tiring of Eric's secretive crossdressing on the weekends and his pathetic attempts to act masculine the rest of the time.  I was no longer interested in him sexually and I wanted to make some major changes in our lives.  I decided that it was time for him to give into his weak, feminine and submissive nature once and for all.  I did some research and learned about Ms. Trainer's Transformation Services.  This was exactly what I wanted. I immediately enrolled Eric in the complete sissification package.  He cried and cried when he realized what was about to happen to him as I handed him over to Ms. Trainer's staff.  But they quickly sedated him and dragged him inside to begin his fourteen month conversion.



At about the same time that I deposited hubby Eric at the Transformation Academy, I met my current lover, Roberto.  Roberto is an amazing lover -- strong and masculine.  He and I share the Master Bedroom.  And Eric -- now Erica -- has moved into a small bedroom near the laundry.  Erica is our submissive sissy maid 24 hours a day, 7 days a week.  He is our personal slave doing whatever we want or need -- he cooks and cleans, serves us breakfast in bed, he massages and bathes us --everything.  And Roberto really enjoys fucking Erica, especially when I'm away.  I don't mind.  Roberto is a real man and he has his needs.

Roberto and I decided that we would celebrate our five year anniversary by taking a three month tour of Europe.  I was so excited!  It was going to cost a fortune, but that's OK because Eric had made millions in software before he became Erica.  And now Eric's millions are all mine.

Anyway, Roberto and I planned our trip.  But what to do about Erica? We couldn't leave him unsupervised for three months.  So I call Ms. Trainer for advice.  She suggested that, while we were away, I leave Erica with her for a brand new program she was launching -- An intensive "Sissy Refresher Course" for advanced sissies. Ms. Trainer gave me an initial description over the phone and later emailed me more details.  It sounded perfect so I agreed right away, even though it was very, very expensive.  And now that I was seeing the results, I know we had made the right decision and it was worth every penny.

"That's very nice Erica," Ms. Trainer said.  "Go back and put on the next outfit and model it for us."  And off Erica went again.

Before Erica minced out of the room on his high silver heels, I caught his eye once again.  Whatever Ms. Trainer had done to him over the past twelve weeks had left him a nervous, terrified wreck.

A Pretty Little Sissy for Ms. Jones -- Part 2

"Good," said Ms. Jones with a satisfied smile. "Because I want us to become very special friends." And with that she took of the blouse and skirt she had been wearing and stood in front of Veronica in just her bra and panties. Sissy Veronica's eyes nearly popped out of his head having never seen a woman undressed in real life, let alone a sexy, curvy goddess like Ms. Jones.

"Now tell me, Veronica, tell me that you want to be a beautiful woman like me.  Say it!"

"Oh, yes, Ms. Jones, I want to be a beautiful woman just like you!"  Ms. Jones smiled with great satisfaction.

"Now come here, Veronica," Ms. Jones instructed.  She wrapped her arms around the sissy's narrow shoulders and pulled him close to her enormous breasts.  She kissed him hard on the lips and let her hands start to explore Veronica's skinny, smooth body.

"Now, Veronica, I want you to start kissing me all over my body," Ms. Jones instructed and sissy Veronica did as he was told, starting at Ms. Jones' neck and working his way down to her breasts, her belly and beyond.

As Ms. Jones looked into her new sissy plaything's eyes, she thought about all the fun they would have together.  She thought about how exciting it will be to attack her sweet young thing with an enormous strap-on dildo, taking Veronica's sissy virginity away from him.  She thought about how much fun it will be to invite her friends over -- men and women -- and to share her sissy plaything with them.  She started thinking about having a couple of giant studs spit-roast the little sissy -- one dick in his mouth, the other up his sissy pussy -- while she filmed it for the internet.  That thought made her pussy very wet!

"Now, Veronica, you have to understand that your are a sissy and that you now belong to me.  That means you have to do everything I tell you to do, without question or hesitation.  Do you understand me?"

"Yes, Ms. Jones, I understand," Sissy Veronica softly replied.

"What do you understand, sissy?"

"That I am your sissy and that I now belong to you.  And that I must do everything you tell me to do," the sissy repeated back.







"Good, sissy," Ms. Jones replied.  "Now take off your bra and panties and put on this condom.  I am going to let you fuck me with your itty-bitty sissy-dickie-wickie."  Ms. Jones laughed.

Sissy Veronica stripped as ordered and put on the condom.  Ms. Jones instructed him exactly what she wanted him to do to bring her pleasure.  And he did it.  She had the most explosive and satisfying orgasm she had had in years.  Sissy Veronica came as well, of course.  It was the most exciting moment of his life.





"Remove the condom very carefully, sissy, and hand it to me.  Now close your eyes, tilt your head back and open your mouth."  Sissy Veronica did as ordered without question.  And as he did, Ms. Jones emptied the contents of the condom into the sissy's open mouth, squeezing every last drop of sissy cum out onto Veronica's tongue.  "That's a good sissy," Ms. Jones breathed. "Swallow it all, every drop.  Sissies have to eat cum every day, so get used to it.  Some days it will be your cum, but many days it will be another man's cum."







Ms. Jones handed Sissy Veronica the white bra and panty he had been wearing earlier.  "Put these back on and wear them under your clothes tonight and at school tomorrow.  You better be wearing them when you come to my house immediately after school.   Do you understand?"

Sissy Veronica put on the bra and panties and got dressed to go home.  "Yes, Ms. Jones.  I understand completely."

A Pretty Little Sissy for Ms. Jones -- Part 1

This is Ms. Jones. She is a forty-ish divorcee with an incredible body and some pretty kinky ideas. While she dates a lot of men, she rarely feels satisfied with conventional relationships. She's tried being with other women and with groups -- but nothing has ever really felt completely fulfilling. That all changed when she got to know Vernon, the boy who lives next door.

Ms. Jones and Vernon have a secret that they share. Actually they have several secrets. One secret is that Vernon is a little sissy fairy who loves to dress up and act like a girl. The other secret is that Ms. Jones has turned sissy Vernon into her feminized love toy.

Ms. Jones had known for some time that Vernon was a little sissy. She had discovered that Vernon was accidentally using the Wi-Fi signal from her house to access the internet. With a little help she was able to monitor the internet sites Vernon visited and even read his emails and blog posts! Well, Ms. Jones learned that Vernon was into some wild stuff. Little Vernon was visiting a bunch of hardcore tranny sites -- including this blog! -- and was exchanging emails with some other sissies and admirers. Thinking that all his internet activity was anonymous, Vernon wrote long emails and posts about how he loved dressing up like a girl, how he longed for someone to turn him into a woman with large breasts, and on and on.

Ms. Jones found it very exciting to be the only person in the world who knew Vernon's secret. She would sometimes subconsciously touch herself as she spied on her little sissy neighbor's internet antics. Over time she found herself thinking about Vernon obsessively, finding the idea of a girly-sissy boy arousing. She decided to take action.

One day when Vernon was taking the garbage cans out and was all alone, Ms. Jones approached him. "Vernon, I have something very important to talk to you about. But I am only going to say this once so listen carefully. I know you are a little sissy crossdresser." Vernon was about to say something to try to deny it but Ms. Jones would have none of it. "Shut up!" she snarled sharply, causing Vernon to jump. "I told you to listen to me and I meant it!" she said in a growling, commanding way. "I know you are a sissy faggot and that's OK with me. I don't plan on telling your mother or anyone -- if you do what I ask of you. Do I have your attention?"

Vernon nodded meekly. Ms. Jones noted with satisfaction how easy it was to dominate him with just a few strong words. She also noted that even dressed as a boy he looked rather girlish, his long brown hair hanging over his rather delicate features.

"Now, I think you are going to like my proposal. Starting tomorrow, you are to come over to my house everyday after school as well as on weekends. I have plenty of girly clothes and make-up and everything you need to have your little sissy fun. I will even help you. How does that sound?"

She already knew the answer. Even though it was hard for him to admit it, the offer was like a dream come true.

The next afternoon Vernon came over to Ms. Jones house as she had instructed. She greeted him with a big hug and brought Vernon up to her bedroom where she had him undress completely, right in front of her. Ms. Jones laughed when she saw how tiny Vernon's little dickie was. Vernon was so embarrassed but completely powerless to do anything other than accept the humiliation he was experiencing.










Ms. Jones reached into a dresser and pulled out a a very pretty white bra and panty set. She explained to Vernon that this underwear belonged to one her girl lovers who was just about the same size as Vernon. She helped Vernon pull on the panties and to tuck his tiny dickie. She then fastened the bra behind his back. "Vernon," she explained, "you are going to have to learn to do this all by yourself." She then brushed out his hair and put some make-up on him. She slipped a pair of sexy, strappy black heels onto his feet. She told him to lie back on her bed as she started to take photos of him. "Do you like this, Ver..." she hesitated. "Do you like this, Veronica?" she asked. 

"Oh, yes, Ms. Jones. Very much," he replied breathlessly.

"Do you like dressing like a girl, Veronica? Are you a little fairy sissy? Well, are you?"

"Yes, Ms. Jones," he replied. "I am a little sissy fairy and I like dressing like a girl."

"Good girl, Veronica," Ms. Jones cooed. "We are going to have a wonderful time together."

As Ms. Jones continued to snap photos of sissy Veronica in his pretty white bra and panties, she asked, "Do you like me?"

"Um, yes. Of course I do," he replied.

"And do you think I'm pretty, Veronica?" she continued.

"Oh yes, Ms. Jones. I think you are beautiful. I think you are the most beautiful woman I have ever seen."

"And do you wish you could have great big, soft titties, and a pussy, like I have, Veronica?"









"Oh, yes, Ms. Jones. Yes," Vernon panted.

"Good," said Ms. Jones with a satisfied smile. "Because I want us to become very special friends." And with that she took of the blouse and skirt she had been wearing and stood in front of sissy Veronica in just her bra and panties.

My Sissy Neighbor -- Part 3: Sissy Works Hard for the Money

Anita makes a lot of money working at Club Satin.  He works there during their peak hours 7:00 to 11:00pm, Tuesdays through Saturdays.  And nobody -- nobody -- knows Anita's secret.

He and another hostess are responsible for greeting guests -- 99% of whom are men -- and showing them to their tables.  Whenever there is a lull at the front door, the hostesses take turns walking around the club, checking on all the tables.  It starts with a simple "How is everything here?  Do you have enough drinks?  Is there anything else I can get for you?"  But Anita and the other hostess are well practiced in the art of moving from there to more chatting and flirting with the male guests.  The hostesses are often invited to join the men at their table and to have a drink.  This is strongly encouraged by the manager as it makes a lot of money for the club -- and it earns Anita and the other hostess extra tips for the evening.  


Sometimes the men get drunk and little frisky.  Anita's butt gets grabbed probably a hundred times per night.  And when a drunk asks Anita to sit on his lap or to kiss, Anita has a standard answer ready, "Sure, for $100!"  You'd be surprised how many men, having had too much to drink and wanting to show off in front of their friends, are willing to pull out a $100 bill.  Anita doesn't disappoint -- a deal is a deal.  He jams the bill into his bra and climbs onto his customer's lap.  He wraps his arms around the stranger's neck and gives him a deep, long, French kiss.  









Just imagine this luscious creature climbing onto your lap, looking deep into your eyes, and pulling you close to them.  Just imagine feeling her soft round bottom on you lap, smelling her perfume, touching her silky hair.  Just imagine how you would feel when this gorgeous woman closed her eyes and parted her lips to give you an amazing, deep, wet kiss!  Anita must drive the men crazy!

And just imagine how you would feel if you then found out that this angelic creature was really a boy!  Wow! Well, no need to worry about that because no one knows Anita's secret.

My Sissy Neighbor -- Part 2: Seeing is Believing

After seeing Anita's photo, I'm sure most of you don't believe that Anita is really Andy.  But it's true.  I swear.

I told you that Andy comes over to our house around 5:00 in the evening.  Mom has turned the spare bedroom into "Anita's Dressing Room."  Anita's clothes and shoes and stuff -- and there is a lot of it -- fill the dresser and the closet. Mom found an old vanity table and a cute upholstered bench at a tag sale. She also bought a really good lighted make-up mirror for Anita.










When Andy arrives, my mom always greets him with a big hug, knowing that his own parents are such losers that he gets no affection from them. She then brings him a cup of tea to the dressing room and Andy begins to transform. Sometimes I like to sit in the room with him while he does his make-up and gets dressed.  It's amazing what he can do.  Here are some photos I've taken of Andy changing from boy to girl.

Here you can see how he's already done his eyes and eyebrows and is starting to do his contouring. You can see his hair is still pulled back the way he wears it to school.  Without his make-up on you can see how young he really is.  But with his make-up on he looks so much older and more sophisticated.  Andy told me that the manager at Club Satin believes that Anita is 26 years old.  But as you can plainly see, he is much younger than that.












The contouring he does is super complicated but it is really effective.  I've been trying to learn to do this myself, but I'm not nearly as good at is as he is.  And his finished look -- dramatic, sultry, glamorous -- is perfect for working as a hostess in a dark night club. 




And then his is nearly done.  He uses some light powder to achieve the finishing highlights.  Then he brushes out his hair and -- finally -- puts on his lipstick.  When he's done there is absolutely no sign of Andy -- only Anita.  He puts on his bra and padding, his jewelry, his outfit for the night and his 5 inch high heels.  And then he heads out into the night to his life as a night club hostess. 


He is so beautiful! 

My Sissy Neighbor -- Part 1

Andy has lived next door to me ever since I can remember.  We've been in the same grade and attended the same schools since kindergarten.  Andy has some big secrets that only my mom and I know.

Andy has always been...different.  I have known that he is a sissy for many years.  When we were little, he used to come over to my house almost every day after school.  He never wanted to play boy games or run around outside. Instead he loved staying inside with me, playing with my Barbies together, having tea parties with me and my stuffed animals, playing dress up in my mother's closet -- that sort of stuff. To me he was just like a sister and best girlfriend all in one. My mother saw all of this.  She was concerned about Andy and his sissy tendencies. But she was more concerned about his home life.  Andy's parents were a mess -- his father unemployed and abusive and his mother a big drinker.  There was always a lot of yelling going on in their house. Mom was happier when Andy was at our house.  At least she knew he was safe and felt cared for here.

As Andy got older, to other kids at school he just seemed to get weirder. When we got to high school, he had let his hair grow long and even partially bleached it.  He was also incredibly skinny and his clothes were all black and goth. He usually kept the hood of his black sweatshirt pulled up over his head.  And even if you did see he long hair, he kept it pulled back in a sloppy pony tail in a way that made him look more like a rocker than a sissy. He really kept to himself; he didn't have any friends except for me. The other kids thought that he was so odd that they didn't even bother to tease him. But I knew he wasn't so strange. He just had a secret life that he wanted to protect and being a loner was the best way to do it.

You see, almost every night, Andy disappears and his alter ego, Anita, comes alive.

Andy has told his parents that he works as a dishwasher at a restaurant on the other side of town six nights a week -- Tuesday through Sunday.  They don't bother to check up on him and since he contributes the $300 every week to help pay for the family's rent money, no one complains.  But Andy doesn't wash dishes at a restaurant.  Andy, or rather Anita, is one of the hostesses at Club Satin, an expensive "gentlemen's club" downtown. And he doesn't earn $300 per week. He earns about $1,500 every week.  It's true.

And when he's all dolled up at Anita, no one would ever know that "she" is really a "he."  I mean, just look at this photo!  He's incredibly beautiful as a girl!

How does he do this with no one else knowing?  Because my mom and I help him.  He leaves his house around 5:00 in the afternoon and drives his beat-up used car over to my house where he pulls into our garage. He then takes the next hour or so changing from Andy to Anita.  And he is absolutely amazing with make-up and his hair. He keeps all his supplies at our house: his make-up, his dresses and shoes, his bras and panties, his jewelry, his padding for his hips and boobs, the works.

His ratty pony-tail gets combed out into a pretty style that just brushes his shoulders.  His lips are crazy full and sensual.  He eyes look huge and sexy underneath his heavy false eyelashes.  Then around 6:00, when he is ready to head to work, he lets mom and me admire the finished product.  We are always incredibly complimentary about how pretty he is.  I know he likes hearing the support especially from my mom.  She tells him to "be careful" every time before he gets back into his car and drives to the club. 

A Boyfriend for my Sissy Husband -- part 3

Saturday arrived and Danielle was sticking to his pile of lies, claiming the he and Martin would be spending a day downtown doing all sorts of cultural things.  In reality, I knew the two of them were going to check into The Inn at the Pier for a romantic rendezvous.  I was so disgusted with Danielle for his lies and for being so easy to manipulate.  Letting a man he had just met convince him to spend the day in bed together having sex!  I could barely believe this was happening, even though it was all happening according to plan. 

Danielle dressed the part for his date of museums and lunch and theater.  He wore a very pretty cream colored skirt and a fitted white jacket. Danielle had asked my to buy him some new bone colored high heels to complete his look. Danielle looked wonderful. His outfit was conservative and stylish at the same time. There was a slight chill in the air, so he also wore a lightweight black coat.

Off they went, not to downtown like Danielle said, but to the lake where Martin had made a reservation for a room for the day at "The Inn" which is a really exclusive and expensive hotel. When they arrived at the front desk, Danielle started to get nervous and have second thoughts. But when the receptionist greeted them as "Mr. and Mrs. Rittenhouse," Danielle felt yet a new surge of excitement and feminine delight that the receptionist really believed that he was Martin's wife!

They went up to their room.  They had very little with them; Martin had brought only a small bag and Danielle only had his purse, although he managed to stuff a few extra essentials in it without me noticing -- or so he thought. The first thing Danielle did was to go into the bathroom and put on the diamond heart necklace that Martin had given him; he had been afraid to put on before leaving home.

Martin wasted no time.  He took Danielle in his arms and started hugging and kissing him, saying all sorts of things to him about what a beautiful 'woman' he is and how he wished Danielle could really be his 'wife.' The experience was overwhelming to poor naive Danielle - the fancy room, the view of the lake, and most of all, the strong, confident gentleman who was seducing him.

"Danielle," Martin whispered in his ear, "Let's go to bed."  Danielle nodded and giggled enthusiastically in response.

A Boyfriend for my Sissy Husband -- part 2

A week passed and it was time for Danielle's second date with his new "boyfriend," Martin.  Of course, Martin wasn't really Danielle's boyfriend - he was a man I picked to construct a wild psycho-drama for my sissy.

Danielle was all giggly and nervous before Martin arrived to pick him up.  Unlike last week when Danielle was terrified of being out with a man, tonight I could tell he was excited and looking forward to it.  Something deeply feminine and girly had been awakened by his first date.  It was as if Danielle was being flooded all at once by the emotions of a 15 year old girl!

Danielle had begged me to take him shopping for a new dress to wear.  This was going even better than I could have dreamed!  Danielle explained that Martin wanted to take him to The Windsor for their second date.  The Windsor is a very exclusive and very expensive restaurant and after hours club with wonderful food and live music and dancing.  Danielle was all aflutter with the idea of being asked out on a date there.  I agreed to take Danielle shopping and we bought a very elegant purple dress for him to wear.

When the big day arrive, once again Danielle spent most of the afternoon at the beauty parlor getting all prettied for his date.  The girls at the salon made him describe every minute of his prior date.  They told Danielle how lucky he was to have such a handsome and charming man pursuing him and taking him out to really fancy places. Instead of becoming anxious by their chatter like he was last week, this time Danielle was flattered and encouraged by it.

Martin picked up Danielle and took him away for the evening. Here are some photos of the two of them on the grand staircase heading downstairs to the club after they finished with their dinner. It was another dreamy dinner date for Danielle -- his girly feelings completely overwhelming his natural heterosexual tendencies. 

Danielle was much more relaxed than he was on their first date.  And Martin was much more flirtatious.  After the wining and dining, the lovebirds moved to the dance floor, where Martin expertly led Danielle as the combo played a variety of slow, romantic songs.  Danielle felt so safe in Martin's strong arms.  Danielle felt like he was floating on air, twirling and swaying in his lovely purple dress and 4 inch sandals.

When they couldn't dance anymore, Martin navigated them both to a sofa where they sat.  Martin said, "Danielle, I know I only just met you, but I want you to know that I already have very strong feelings for you.  Danielle, I'm falling in love with you."

Danielle's heart must have almost stopped beating when he heard this. Before Danielle could open his mouth, Martin took out a small wrapped gift from his pocket.  "Here, Danielle, this is for you."  Danielle nervously accepted the small box from Martin and opened it. Inside was a beautiful heart-shaped pendant covered with about a dozen diamonds.

"Oh my!  It's lovely!  I...I don't know what to say.  This is all so unexpected!" Danielle managed to sputter.

"I'm sure it is," Martin said calmly as he helped Danielle put the necklace on.  "You don't have to say anything.  But I do want to see you again.  And soon.  And for longer. And for more."  Danielle looked confused so Martin elaborated. "Next Saturday, let's spend the whole day together. Here's my idea.  We can drive over to the lake and get room for the day at the Inn on the Pier.  We can get to know each other better, if you know what I mean."  Now Danielle knew exactly what Martin meant.  Danielle knew this was not something that he should agree to but he couldn't help himself.

"Okay," Danielle said.  "But I can't tell my...spouse.  I know that meeting you was all her idea but I don't think she would approve of me checking into a fancy hotel with you."

"Not a problem," Martin responded.  "All of this can be our little secret.  You can tell your...spouse...that I have planned a full day of activities together downtown, we'll go to the museum, then lunch, then a matinee...I will pick you up at 9:00 and have you home by 6:00.  And no one will ever suspect what we're up to."

"You are a devil, aren't you, Martin Rittenhouse?" Danielle replied with a wide grin, barely able to contain his delight that this handsome man was pursuing him as if he were the most beautiful woman on the planet.

There was more kissing and groping in the car before returning Danielle home.  I again was waiting in the living room.  Danielle gave me a report on his evening, delighted in sharing details of the dinner, the dancing, the music.  But he did exclude a number of details.  He said nothing about the necklace he received (he must of taken it off just before coming inside), nothing about Martin's profession of love for him, and nothing about their sneaky plan to screw around in a hotel next Saturday.

Of course, Martin kept no secrets from me.  And I fully expected my pathetic sissy husband to mislead me about what was really going on between him and Martin. Danielle didn't know it, but he was quickly digging himself into a hole from which he might never emerge. 

Tammy -- My Weekend Sissy

I love having a sissy husband.  He is so attentive and loving -- and completely docile and obedient. All he cares about is my happiness.  I never have to worry about what he wants or needs -- in my house, my wants and needs are all that matter.

But the best part of being married to a sissy is the weekends!  Every weekend, hubby leaves his stupid boy clothes behind and he becomes my sexy girlfriend Tammy.  He is totally convincing when dressed as a girl.  I keep him on a very strict diet so his body looks delicate and feminine.  His long legs are soft and shapely. And of course I insist that he keeps his entire body completely hair free.

Today is Friday and I have been waiting for him to get home from work so that we can get ready for our weekend adventures.  Of course I have already picked out the outfits he will wear.  He takes a quick shower and rubs a perfumed body lotion all over his soft, smooth legs.  I help him squeeze into the tight, tight girdle that I make him wear.  Then I adjust the padding for his boobs and his hips -- and voila!  Suddenly my girlfriend Tammy has curves in all the right places.   I sit him down at my vanity and do his make-up -- smoky sexy eye shadow, fun fake eyelashes, deep red lipstick.  I pin a long, wavy, auburn wig on him and spray him with a heavy dose of Chanel #5. Then I help him into the tight sweater and skirt I have picked out for him tonight and then strap on the sexy red shoes I want him to wear.

My Tammy looks so pretty, so sexy!  We grab our purses and get into the car.

"Where are we going tonight?" my Tammy asks in his soft, girlish voice.

"We're going back to Club Vibe," I reply.  "I thought you would enjoy that since we had so much fun there last Friday."

Tammy suddenly goes pale knowing that we were returning to Club Vibe.  You see, we had a pretty wild time there last weekend.










































Last Friday we arrived at the club around 9:30, just as things were getting busy. Some guys started buying us drinks and flirting with us.  I know Tammy doesn't like it when I flirt with other guys.  And he hates it when men hit on him. But that's exactly what always happens when we go out together.  I love when guys stare at Tammy's big fake boobs.  Poor Tammy is so uncomfortable with all the masculine attention he attracts. But he knows that I expect him to to behave like a sexy, hot chick, and that's exactly what he does.

Anyway, last Friday, we met a couple of guys -- businessmen -- at the bar and we talked with them and let them buy us a few drinks. They we really good looking - tall and muscular.  After a while they asked us to dance. Once they were out on the dance floor, Tammy and her guy started making out!  Tammy's man was hugging him tightly while they frenched, Tammy's fake boobs pressed hard against the man's muscular chest. And his hands were all over my sissy -- especially his padded ass! I was enjoying really enjoying watching this show but I tore my gaze away so I could start making out with my guy.  I sure hoped that Tammy wasn't too busy with his stud to notice the action I was getting.

After a lot more drinks and a lot more kissing and groping, it was getting late so I asked the guys to drive us back to our hotel. They called for a limo and off we went. In the backseat of the limo, Tammy and I both went down on our new boyfriends.  I know that Tammy hates sucking cock.  And when the dick in Tammy's mouth started cumming, I thought Tammy was going to die from disgust.  But he swallowed every drop and licked his man's dick clean, just like I taught him.

We said our good-byes to our two very happy new boyfriends and went up to our hotel room.  I was so turned on by everything we did that I made Tammy go down on me for like an hour!

And that was just Friday night!  I haven't even told you about the rest of the weekend.

 I wonder if Tammy and I will see our boyfriends from last week at Club Vibe tonight?

A Sissy Every Weekend -- Part 4. Going to the Mall

On Saturday afternoons, after the twins are done with their sports, we often go shopping. Sometimes we take taxis to the glitzy stores downtown.  Other times we all pile into Aunt Jenny's big SUV and drive to the malls just outside of town.

The girls and my aunts just love shopping! They can try on shoes and dresses for hours. I guess I don't mind going along with them too much. When we go to the fancy stores, they always insist that I try on lots and lots of dresses. Sometimes it seems like they think I am some kind of living Barbie doll to play dress-up with.

Someone will always find some pretty dresses in my size. Then two or three of my cousins will pile into the fitting room with me while I strip down to my bra and panties. Then the girls will help zip me into the dresses. There is a ton of giggling and they love to take photos of me as I model the outfits they found for me. 

This weekend we went to the Galleria Mall where there are several big department stores. Here's a photo of me wearing  a fancy designer dress that I tried on at Nordstrom's that I could never afford.








Here's another dress that the girls insisted that I try on. I struggled to squeeze into this tight, clingy red and orange mini-dress. 

They all said that this dress made me look "so hot!" and that "guys wouldn't be able to resist me wearing this dress."  I don't mind dressing up like a girl, but I don't like it when the girls start talking about how "sexy" I am or how I must "really turn men on" and things like that. That kind of talk always makes me very uncomfortable. But even when I tell them to stop teasing me that way, they often keep doing it anyway.


















Then Aunt Jenny found this sweater and skirt set and suggested I try it on. Everyone said I looked cute in it and I thought it looked nice on me. Aunt Jenny said it was on sale and she insisted on buying it for me.  

Our next stop was Neiman Marcus. All of us tried on the summer dresses that were on clearance. Here's me in a pretty striped dress that everyone thought looked cute on me. Mother said it was a very good deal so she bought it for me.

Our last stop was Saks. Everybody tried on a bunch of outfits there. Aunt Jenny tried on a pretty blue dress but didn't like how it looked on her. She said that it would probably look better on me. So she dragged me into a fitting room and stripped off the dress. Wearing just her bra and panties, she helped me put on the dress she had just been wearing. When I came out of the fitting room, Mother and all of the girls gushed over how pretty I looked. Aunt Jenny insisted on buying it for me. As the sales lady was wrapping it up, Aunt Jenny said, "It's the perfect dinner date dress, don't you think?" All the girls giggled when she said that and I turned bright red.

A Sissy Every Weekend. Part 1. Going to Aunt Jenny's House

This is a picture of me taken last Saturday when I visited my aunt and my cousins. And while you may think that I am a girl, I am not.  I am a boy.  But this is what I look like every weekend. Let me explain.

During the week, Monday through Friday, I'm pretty much like the other boys at school.  Of course my hair is a little longer and I'm very skinny.  Also I don't like playing sports and don't really have any friends.  But other than that, I'm just another boy at school.  

But all that changes as soon as I come home from school on Friday afternoon. "Hurry up, Sweetie!"  mother will call out as soon as I step through the door. "Time for you to change so we can get to Aunt Jenny's house."  She has already packed weekend bags for both of us and she impatiently waits for me to get dressed. It has been the same every Friday afternoon since I can remember.

I know mother was disappointed -- deeply depressed, actually -- when I was born. She is very close to her sister -- my aunt -- who has three daughters; the twins are four years older than me and Caroline who is about one year older than me.   After Caroline was born my mother had hoped desparately for a little girl of her own so that she could join her sister in endless mother-daughter activities.  But since I was born a boy, that dream was spoiled.  Or it would have been if not for my mother's determination.  Mother simply decided that I would have to be a girl when we got together with my aunt and cousins.  And we all get together -- all six of us -- every weekend. 


And if you wondering, there are no men around at all.  Aunt Jenny is divorced and mother was never married.  So I'm the only one in both our families who isn't a girl. At least not really a girl.

Sometimes I wish I didn't have to pretend to be girl every weekend. But I guess I don't really mind too much. It makes my mother very happy and I love my aunt and my cousins very much. But still sometimes I wish mother would let me be a normal boy...


So my weekends begin on Friday afternoons as I change out of my boy clothes and put on my girl clothes.  Even though my cousins and my aunt all know that I'm a boy, it was decided that I should already be dressed as a girl when I arrive at Aunt Jenny's house. That way it is less confusing for my cousins, I guess. 









I start by slipping on a pair of panties and a padded bra that makes me look like I have little boobs. Wearing just my undies, I brush my hair to look prettier and put on some mascara, a little blush and some lip gloss. 

Today, mother has laid out a white lacey top and a peach colored skirt.  The skirt is very short and I don't really like that, but mother says it makes me look very pretty. She also told me to take my blue and white purse and to wear my blue shoes with the 2 inch heel and the ankle strap. 

Mother fastened a little necklace around my neck. Then she snapped a few photos of me for her scrapbook like she does every Friday once I am dressed.  


Mother tells me that it is time to go so I get into the car and we start the 45 minute drive to where my Aunt Jenny and my cousins live.