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."

Mommy's Pajama Sissy -- Part 8

When Tammy and Steve arrived at Steve's parents' home, Steve quickly poured himself a stiff drink.  They had already started having a conversation about exactly who Tammy was and Steve was beginning to come to terms with the fact that the beautiful girl he had been French kissing on the dance floor wasn't really a girl at all.

But Steve wasn't angry or upset.  He really mostly seemed confused and conflicted.  He had fallen very hard for Tammy and it was a struggle to incorporate this new, shocking information with what his eyes and emotions were saying.

"Do you want me to go?" Tammy asked at one point when Steve seemed to be out of questions and the silence hung heavily in the room.

"I don't know.  I don't think so. Maybe if we just spend a little time here together we can figure out what exactly we are feeling and what we should do next," Steve suggested.

So they sat quietly together on the couch for a few minutes.  Steve broke the silence saying, "God, you even smell fantastic."  That comment broke the tension and Tammy giggled a little.

"Steve," Tammy started, "I think you like me as a girl. And I know I like you. So maybe, just for the rest of the evening, we could both go on pretending that I'm really a girl."

"But what would your mother say? Do you think she wants this to be happening?  Do you think she wants you, her son, hanging out alone with an older man who, just a few minutes ago, was kissing you on the dance floor?!?"

"I think my mother has the hots for you just as much as I do. If I wasn't here, I bet she would want to be! But I'm guessing you have that effect on girls' mothers," Tammy offered. "So no. I don't think my mother would have any problem with me being here with you tonight. I think she would be happy that I've having this sort of experience with such a nice and handsome man."

Steve didn't have an answer to that. So Tammy continued, "So, if I really was your girlfriend, what would we be doing right now?"

"Making out, I guess. Is that what you want to do?" Steve asked.

"Yes!" Tammy breathed as he wrapped his arms around Steve's strong neck and kissed him hard.  And Steve kissed him back. Steve pushed Tammy down onto the couch and climbed on top of him.  Their kissing and their breathing became harder.  As did something in Steve's pants.

"If I was really your girlfriend, what would you want me to do now?" Tammy whispered.

"I'd want you to pull down my zipper and take out my dick and start to stroke it," Steve replied. And that's what Tammy did.  Tammy was amazed by how huge Steve's cock was -- many times bigger than his own little one.  And it seemed to grow bigger with each gentle stroke.

"May I put it in my mouth?" Tammy asked.  Steve could only nod.  Tammy kissed the end of Steve's rock hard dick, and then licked it, and then pulled it into his mouth.  Steve's eyes were closed and he was making quiet moaning sounds so Tammy figured he was doing it right.  "Oh that feels so good," Steve moaned.  "So good."

After playing with Steve's dick in his mouth for about 10 minutes, Tammy said, "I want you to make love to me. Treat me like a real girl and fuck me.  Please."

"Let's go upstairs to my bedroom," Steve replied.

When they got there, Steve stripped naked. "Are you going to get undressed?" Steve asked.

"Oh, no. I don't want to be naked. I need to be wearing girl's clothes to feel like a girl," Tammy explained. "Give me a minute." And Tammy exited Steve's bedroom.  A moment later, Tammy returned wearing a black satin and lace nightgown. "How's this?" Tammy asked with a smile as he twirled in front of Steve.

""Did you take that from my mother's lingerie drawer?!" Steve asked with some distress.  Tammy nodded yes with an enormous smile on his face. "Oh, God, I'm going to be in therapy for years because of you." Under the silky nightgown, Tammy was still wearing his bra and padding, so he had the shape of  a woman and Steve couldn't help but be excited by the image of a sexy woman standing before him. 

"Wow," said Steve, "You look amazing. I am so turned on right now." And with that, the two lovers climbed into bed.  Steve positioned Tammy on his side, with his bottom facing Steve.  Steve lifted the hem of Tammy's nightgown, exposing his soft little bottom.  Steve applied some lubricant and warned Tammy that it might hurts a little since it was his first time. Steve began to gently work his giant, rock hard dick into Tammy's virgin sissy pussy.  With each stroke, Steve's cock penetrated deeper and deeper into Tammy. Soon, Steve's thrusts became harder and quicker, his moaning louder, his grip on his feminine lover tighter. And as Steve came inside of him, Tammy's own little penis also exploded into the soft, silky fabric of the nightgown that was rubbing against him.  

For Tammy, the experience was quite painful -- but also exquisite. Allowing his body to be given over for the pleasure of a real man. To feel a real man plant his hot sticky seed deep inside his body. To surrender completely to the needs of the woman that lived inside of him.  It filled him with a sense of happiness and fulfillment unlike anything he had ever experienced.

As Steve's dick began to soften, he started to withdraw from Tammy's backside. Tammy reached around and grabbed Steve's ass. "No," he said. "Please leave it inside of me for just a bit longer."

As they lay there, still wrapped tightly together, they both fell asleep for a few minutes, both feeling exhausted and content.

When they awoke, Steve kissed Tammy again and said, "I think I need to drive you home now, darling."

Mommy's Pajama Sissy -- Part 5

Well, I imagine you could already guess what might happen next. I couldn't stand having My Little Princess with me only when we were home alone and wearing our nightgowns. In early May I went out and bought Tammy some pretty dresses and shoes that he could wear out in public! 

There was a bit of nervousness at first, as you might expect. But the thrill of going out in public in a pretty dress was more than enough to motivate Tammy to summon enough courage to join me on some real-life adventures.                                                                                                                                           After several days of planning, we were all set for an exciting weekend together. Friday afternoon was very warm, so I dressed Tammy in a gauzy turquoise dress -- he looked simply lovely! Our Friday adventure started with a visit to the nail salon, where Tammy got his first mani-pedi. He was so nervous at first that his hands were shaking. But he settled down and his pretty soft pink nails looked divine. Then I took him to the mall where I let him pick out -- and try on -- several more new dresses and shoes and handbags. We went to three different department stores and must have been there for two hours! And of course I needed to buy him some bras and panties -- today he was borrowing my under garments but needed a collection of his own. Then we had dinner together at a restaurant where Tammy realized that he was getting some serious attention from our waiter!  Tammy handled it well and we had a simply wonderful time.

I had a busy Saturday planned for us. I dressed Tammy in an elegant royal blue silk dress. He looked stunning -- and so grown up! We had lunch together at an intimate cafe downtown that is very popular with ladies out for the day together. Then a matinee of a play at the Civic Auditorium. And finally, the highpoint of our day, we went to a fundraiser reception at the art museum.  Since alcohol would be served, the event was restricted to guests 21 and older -- which Tammy wasn't.  But I was so confident in his ability to appear like a grown-up lady and I knew this wouldn't be a problem. When the ticket taker asked the two of us for our IDs when we entered, I simply said to him "thanks for the compliment" and the two of us walked right on in to the event.  It was magical.  The museum was beautiful, the guests were all dressed up, there was a string quartet playing -- it was heaven! And I could see that My Little Princess was in heaven too.

Waiters passed glasses of champagne and little hors d'oeurves. About 45 minutes into the event we found ourselves near one of the bars where a young gentleman was chatting with a bartender.  I struck up a conversation with the handsome young man whose name was Steve. Steve looked very dapper in an expensive suit and tie. He seemed happy to have someone to talk to. He told us that he had recently finished business school and was home visiting his parent before starting a new job in New York with a big bank. He explained that his parents had bought tickets to the event, but were suddenly called out of town for the next few days. He was attending the event alone and didn't know anyone else there. Of course I introduced my lovely young Tammy to the handsome young Steve. Tammy had had several glasses of champagne by this time and was starting to loosen up a bit. It didn't take long for Steve to start flirting with his pretty new acquaintance. And it didn't take long for Tammy to play along and join in!

At one point Steve excused himself to use the restroom. "What a catch!" I said to Tammy. "Oh stop, Mother!" he replied. ""Don't be silly."

"I'm not being silly," I answered. "He's obviously smitten with you and I can tell you like him too." Tammy turned bright red when I said this. "Why not see where this goes. He's only in town for another two days. Then he's off to New York. Why not see what can happen before he leaves town..."

Tammy was initially dumbstruck by my suggestion.  But his internal feminine needs -- and the champagne -- pushed him to be bold enough to surrender to his urges.

"Alright, mother," Tammy said. "Let's see where this goes."

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 4: Sweet Sissy Kisses

After working until 11:00, Anita comes back to my house to change back into Andy before heading home.  Mom always greets Anita at the door with a big hug.  She's usually in her big fluffy bathrobe because it is late, but she is too worried to go to bed until she knows Anita is home safe.

Andy's home life is more than just terrible. Andy is deathly afraid of what his father would do to him if he ever found out about Anita.  As it is, Andy's father is abusive towards him in many ways.  Andy is right to be scared, if you ask me.

Anyway, I usually hang out with Anita and chat while he changes.  I'm usually in my bathrobe too. I usually hang up his things while he gets undressed and washes off his make-up. He puts anything that needs washing, like his bras and panties and stocking, in a hamper and my mom will put them in the laundry with our stuff during the week.  (No chance of mixing up Anita's underwear with mine -- his bras are 34DD and mine are 36A!)

We talk about all sorts of stuff while he's undressing. One night, a while ago, after he had told mom and me about kissing some of the customers at the club, I asked him, "Do you like it when you have to make out with men?"

"I guess I don't mind it too much. I don't think I'm gay but I like the idea that men find me desirable and sexy. It's very exciting and..." Anita searched for a word.

"Validating?" I offered.

"Yes!" Anita exclaimed. "Validating."

Looking at Anita and talking about kissing was making me feel funny. He hadn't started taking off his make-up yet and he looked so beautiful. "Can I kiss you?" I asked.

"Sure, if you want to," Andy replied. We sat together on the edge of the twin bed that was in the dressing room. I put an arm around him and looked deeply into his pretty eyes. As I went in for my kiss, he delicately closed his eyes, just like I imagine he does with his customers at the club. I was seriously turned on!

I could smell his perfume and taste his lipstick as we kissed.  I wrapped my arms around his slender body, feeling the corset he wore beneath his dress to give him that sexy wasp-waist shape.

We made out for about 15 minutes before I broke it off; it was late and Andy still needed to change and get home. "That was amazing!" I panted. "You are so sexy! And you kiss like a girl!" We both giggled at that.

"And so do you," he replied.  "I assume."

I needed a moment to figure out what he meant by that.  Then I realized -- he had never kissed a girl before.  Poor Andy!

After that, making out became part of our routine every night before Anita changed back into Andy!  I just love kissing my sweet, beautiful Sissy Anita.

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. 

4 Million Page Views! Get Ready for a Sissy Celebration!

Congratulations all you Sissies, Admirers, Masters and Mistresses! We have now reached 4 million page views! Isn't that wonderful!  I want to personally thank all of you for visiting my site and making this blog such a success.

Obviously, this proves just how many sissies are living out there -- all around the world -- in need of a firm, guiding hand to help them on their sissy journeys and to fulfill their sissy destinies.














Now it is time to celebrate!  I want all you Sissies reading this to join in our worldwide celebrations -- just like Sissy Ginger is doing.  I sent Sissy Ginger an email earlier with instructions. And Sissy Ginger is very obedient and will exactly as he is told.


First you need to do your hair and make-up. It has to be perfect for tonight.  Make sure those pouty, pretty lips are red and glossy -- your mouth will be definitely be put to work tonight!



Then put on your sexiest undies. Look at how pretty Sissy Ginger looks in his bra and panties!  Sissy Ginger has been on a strict diet for the last six months and it has really paid off, don't you think?  And he has tucked his little sissy clitty away so well -- you can hardly see any bulge at all in his pretty panties.

Did you buy a special dress for tonight?  Sissy Ginger bought two. Which do you think he will wear tonight?  I hope he picks the silver one.  I love how it sparkles!  I know he will get extra attention tonight if he wears that one.




















      








Sissy Ginger grabs his purse and his car keys and heads out to the big party. Tonight there are going to be big celebrations for our 4 million page views in LA, New York, Miami, Berlin, Marseilles, Hong Kong and Sydney! Sissy Ginger lives in Miami and  has been instructed to go to the club on South Beach that I have reserved for tonight.  The club will be filled with sissies and Admirers.  There will be music, an open bar -- and no rules!

Sissy Ginger will get a lot of attention at the club tonight because he is such a beautiful sissy. Men will be competing with each other for the opportunity to flirt with him, to dance with him, to run their hands over his soft, slender body.



Oh dear, it looks like Sissy Ginger has been drugged and taken back to some man's home.  Sissy Ginger's night is going to start getting really freaky now!  I think that's the perfect way to celebrate!  

Tell me, Sissies, how are you going to celebrate our 4 million page views?  Remember Sissies, you are required to leave comments to express your sissy feelings for all the world to see!

Lots more weird and wonderful Sissy stories coming soon!  

A Sissy Nanny -- Part 3

The first time I realized that the lactation hormones I was feeding my Sissy Susie were working was when he started leaking milk!  One night Greg was screaming at Susie for something that he had done wrong, which Greg does very often.  While Susie was standing there, eyes lowered, accepting Greg's abuse, wet stains started to appear on the front of his maid's uniform.  "What the fuck is happening?" Greg yelled at Susie.  "Are you cumming out your tits?"  I thought that was really funny.  Poor Susie was so confused.  He had no idea that I had added the lactation drug to his daily diet of hormones.

We love making Susie leak - it has become a new hobby for Greg and me.  We learned we could make Susie leak just by yelling at him -- or by making him watch while Greg and I get romantic.   

Because we got so much enjoyment from making him leak, I threw out all of Susie's old bras and now only allow him to wear half cup bras that expose his nipples.  I also added a few satin blouses to his wardrobe.  Because of the lactation meds, Sissy Susie's nipples have grown really big and pointy.  And when he wears his new bras and blouses, his nipple are very prominent, sticking out beneath his blouse for for all to see.  And when he leaks, the satin blouses really show off the dark, wet stains.

Like I said, Greg and I have learned to make Susie leak whenever we want.  All Greg has to do is to start shouting at Susie and, voila, the milk starts flowing.  We can be out shopping and Greg will get into Susie's face and start shouting at him about how pathetic and stupid he is.  Then the dark, wet stains start to form on his blouse.  He usually starts crying at the embarrassment of leaking in public as well as the reminder that he even lacks control over his own sissified body.

Susie's boobs also start squirting every time he watches us get romantic.  We have always made Susie be our "attendant' while we make love.  He stands silently in the corner of our room while Greg and I get it on.  That way Susie is always ready to do whatever we need -- fetching us a drink or cleaning up our wet messes.   But nowadays while watching Greg fuck me, we get the added fun of watching Susie's boobs start squirting uncontrollably.  It must be humiliating beyond all imagination for Sissy Susie, his own body betraying him while watching his own wife get wildly fucked by a real man.

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 8. Out to Brunch

When I came downstairs in the morning, everyone was already up but still dressed in their nightgowns.  "I understand that you and Caroline are going to out brunch this morning," Mother said as she sipped her coffee.  "At the Hilton.  They have a very lovely brunch."

The twins were eating breakfast.  "Wow!  A second date just 12 hours after the first date.  That must be some sort of record!" The twins started giggling at that.  Even Mother and Aunt Jenny struggled to suppress a bit of a laugh at the joke.  I tried not to let it bother me.   

"Don't pick on Tiffany," Caroline said, coming to my rescue. "She only doing this as a favor to me."

"Well, let's get you girls dressed," Aunt Jenny said.  Caroline and I followed Aunt Jenny upstairs and into her walk-in closet.  "What would be good for a fancy brunch...?" she thought out loud.  She suggest a two-piece outfit for Caroline. For me, she picked out a blue dress with orange trim. It was brand new and still had the tags on it.  "Tiff, I think this will look great on you. And I have a purse and shoes to go with it.  Now you two need to hurry up and get ready.  I'll drive you downtown in 45 minutes," she said.

Caroline and I went back to our bedroom where we quickly showered and got ourselves ready.  As I slipped on my bra and placed the little falsies into the cups it struck me what I was doing. It was just as the twins said.  I was going on a second date -- with a boy.  And here I was rushing to make myself look pretty -- borrowing a fancy dress and shoes, doing my hair, putting on make-up and perfume -- all things a girls does to make herself attractive to men.  I started getting upset as I sat there at the vanity wearing just my bra and panties.  Caroline came over and slid onto the vanity stool next to me.  "Don't worry, Tiffy.  You'll do just fine today."

"It's just that...that..." I stammered.

"What, Sweetie?"

"It's just that this is all wrong.  I shouldn't be getting all dressed up to be out with a boy!"

"Oh, Tiffy, don't think about it like that.  We're just going out to have some fun.  We will have a delicious brunch at a fancy hotel and then we'll come home.  And we're doing it together -- you and me -- because we're best friends.  BFFs!  Now we really do need to hurry.  We have to leave in about 10 minutes."

Caroline's pep talk settled me down a bit.  As I finished doing my make-up I thought about what happened last night in the bedroom -- and how I hoped it would happen again.

"Come on, girls!" Aunt Jenny shouted up the stairs.  "Time to go."

When Caroline and I came down the stairs, the twins and the moms told us we both looked gorgeous.  That made me feel good.  Mother insisted on taking photos before we piled into Aunt Jenny's car and in 20 minutes we were at the Hilton.  On the drive over, I kept thinking about how Caroline had "shown her appreciation" last night in my bed.  But I was also thinking about Mark and how it was sort of exciting to be seeing him again. All of these feelings were swirling around in my head. It sort of made me feel dizzy.

Aunt Jenny dropped us at the Hilton and we went in.  Mark, Robert and Robert's parents were already in the restaurant.  Caroline introduced me to Robert's parents and Mark gave me a little hug and kiss.  I'm sure my face turned bright red when he did that.  We sat down and started looking at the menu.  Everybody ordered Bloody Mary's, so I ordered one too.  I guess they don't ask for ID at fancy restaurants like this.

I was feeling pretty nervous but I started to relax a bit after a few sips of my Bloody Mary.  As we were all chatting, I felt Mark's hand on my thigh under the table.  I didn't know what to do.  I sort of wanted to pull away but I thought that might be rude or make him suspicious. So I just let him keep feeling my soft, stockinged leg under the table.

As we chatted, Robert's father said, "Well, girls, has Mark told you the big news?  Mark is going to work at my law firm this summer.  So he'll be living with us right here starting in June."

I was speechless, but Caroline jumped in.  "Really!?!  That's terrific news!  Isn't it Tiffany?"  I nodded and managed a feeble "yes."

Caroline continued, "This will be great.  Then the four of us can go out together all the time -- all summer long!"  Mark gave me a big smile.  

I could see that Caroline was thinking about something and then she spoke up again.  "Well we have big news too!  Tiffany is going to work at my mom's shop this summer and she'll be staying at my house all summer."  None of this was true -- or at least it was all news to me.  But I certainly couldn't start arguing with her right then and there.

I managed to get through brunch.  After two Bloody Mary's I was feeling a little tipsy.  Conversation was pleasant and Robert's hands rarely moved off my thigh for the entire meal.  Robert's mother at one point told me that I was "very beautiful" and that was going to phone Mark's mother as soon as she got home to tell her what a "pretty and delightful" girl Mark was seeing.  When she said that I felt Caroline's hand on my other leg, giving my thigh a little squeeze.  "Oh God!" I thought at that moment.  "I have Caroline's hand on my left thigh and Robert's hand on my right.  What if their hands touch!"  I reflexively spread my knees apart to keep their hands from touching -- but then I realized that Mark might interpret this as some kind of invitation, so I quickly snapped my legs together again.  Anyway, Caroline moved her hand before there was any sort of contact between the two of them.

"Why don't you kids go for a walk around the area while we finish our coffees and pay the bill," Robert's mother suggested.  The four of us went outside and walked around the downtown.  Mark took my hand as we walked along looking at the various store windows that we passed.  Caroline and Robert walked right behind us.  I felt very self conscious knowing that Caroline was seeing me holding hands with a boy. It felt strange but also sort of nice to walk hand-in-hand with this big handsome young man.

We turned down a little brick path that ran between two buildings.  Mark suggested that we sit on one of the benches. We sat down and Mark put his arm around my shoulder and pulled me close to him.  Caroline and Robert sat on a bench directly across from us.  Then Caroline and Robert started making out.  I looked up at Mark and knew that that is what he wanted to do too.  And so we did.  Mark wrapped both arms around me and we started really going at it.  I put my arms around him too.  At one point I found myself sitting on his lap as he aggressively french kissed me.  His hands started playing with my little fake boobs.  I made him stop because I was afraid that one of my falsies might fall out!

"I guess we should head back to the hotel," I heard Caroline say.  I pulled myself away from Mark and saw that Caroline and Robert were already on their feet watching our little make-out show.

By the time we got back to the hotel Aunt Jenny was already there to pick us up.  We thanked Robert's parents and said our good-byes to Robert and Mark -- demurely this time as we had an audience.

Caroline was very animated on the drive back home, telling her mother every detail of the brunch (except the making out part).  I barely said two words as the experience of the last couple of hours -- and last night -- had left me confused and exhausted.

Where would all this end?  What would the summer hold?  How will Tiffany keep his secret safe from his new "boyfriend"?  And what about Caroline and Tiffany's new intimacy?  

There is much more of the story to be told. Please let me know if you would like me to write more chapters.