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31

My second visit to Bill's

This is the second part of Picked up in the toilets.

Here I was waiting to meet Simon, I had turned up an hour early. God I was keen after the week before, I just wanted more of the same. My mind whirred over wondering how many cocks I would suck and whether Debbie would suck me again. Would she tie me up this time? I just couldn't wait. Eventually Simon pulled up at the arranged place just like he said he would. I got into the car and we set...Read On

33

Surprise Delight

It was a beautiful day outside and it had been a long hard week at work. I decided to pamper myself by taking a nice long bath and just soak my sore muscles. After my bath and weekly grooming I decide it was time to slip into something a bit more slutty to wear around the house (I don't go out dressed up, not quite passable for that step). I walked into my room and looked in my closet, where...Read On

31

Not Your Typical Traffic Stop

Stephanie's run in with the law turns steamy and dirty.

Hi my name is Stephanie and this is a fiction based on my dirty desires. I was making a risky trip to my local adult video store dressed as Stephanie. The sun was setting and the drive was only 10 minutes, tops. I figured with low light and close proximity of my playground of debauchery, I would be safe. I admit because of nerves I had my black 'fuck me' heels hard on the gas. My heart...Read On

13

Fucked in the Fitting Room Part One

When my lover finds a dress on the sales rack, I get more than I bargain for.

My boyfriend, Allen, loves to wear women's clothing. It's something he's been doing awhile now, probably three or four years. We both get very excited about going to our local department store to hunt for new additions to Allen's wardrobe. Last night we had one such shopping trip and we both had a luscious time. "Grab a buggy," said Allen when we entered the store. "I plan to load up tonight."...Read On

12

Hannah, Carl and Carla - Part 4

Hannah explains herself.

When we got home, Hannah told me to take the bags upstairs to the bedroom and strip down to my lingerie. Once there, she started looking through the bags that she'd got while I was trying got undressed. In the first bag, there was a pair of black court shoes with a two-inch heel. She told me to try them on, which I did. Six hours ago I would have felt stupid and embarrassed to even...Read On

13

Carl, Carla and Hannah - Part 3

Carl starts down the road of feminisation

Hannah released my hair and left me on my knees as I gasped for breath. My throat felt sore from the fucking she'd given it with her dildo, and my legs trembled beneath me. I hoped that I had done enough to satisfy her, but with the rest of the weekend still ahead I knew deep down that there would more ordeals to come. As she got back onto the bed, she told me to go and get her breakfast. As...Read On

8

Felix becomes Felicity - Chapter 4

FELIX  becomes FELICITY Chapter 4 ..what a day I loved the tennis, Bradley was a pretty cool guy, but crikey what was happening! I only had something like 4 weeks left now so I was determined not to buckle under this, for my Mum and sisters sake. The next two weeks were quiet, I lounged around the house that suited me counting down the days. David continued to do our breakfast but...Read On

20

A New Level

Things escalate for Vanessa and her man

Greg and I had been seeing each other for a little while at this point, and things were going great. We had gone on a few dates and I loved how he always treated me like a lady. He made me feel so sweet, sexy, and vulnerable. Tonight was four months since our first night together and I wanted to surprise him with something a little special. I bought a long coat, and I thought it would be fun...Read On

13

My First Boyfriend Part Five

I step out on my boyfriend and end up getting gangbanged

Things had pretty much gotten back to normal after our wildweekend a week or so before. My boyfriend Steve and I had our unofficial “honeymoon” where I had dressed in a wedding dress and we made love. I had been out dressed as a girl for the first time and had gone to a party where I sucked off a bunch of guys for money. Steve and I had taken two of those guys home with us and they all banged...Read On

7

Missy Returns

It had been a long time from the seven days I spent with my studs, but sadly I went off to school and Missy had to go on an extended vacation. However, school did not work out as planned and I found myself in a new city and my own apartment with a small job. I had to help pay the bills. For a while I lived with a roommate who was a little homophobic and despised the ideas of trannies. He...Read On

14

Webmeets Diary Ch. 03

I become Sarah to meet an older couple.

Note to the reader: In this diary I will tell the true stories of my sexual encounters that have come about thanks to the internet. Some more precise details such as names and places will be left out to protect mine and others privacy, and also because they don't matter, but otherwise I will try to be as accurate and truthful as possible. I'd been using the swingers' site for more than a...Read On

12

Confessions of a Sex Crazy Cross Dresser Part 3

Sandy's Adventures Continue in Chapters 5 and 6

Part 3 of Book #1. Chapters 5 and 6. Please review and let me know if you want more Chapter 5: Da’ Place Adventures Sunday that week was definitely going to be a day of rest. After all my adventures on Saturday including a coast to coast airplane flight, I was exhausted. Collette called me and asked me if I wanted to get together tonight and I asked her for a rain check. I ran some...Read On

9

Felix becomes Felicity - Chapter 5

FELIX  becomes FELICITY Chapter 5 ..My Mum and David had announced their impending marriage with a ceremony planned in about 6 weeks time. No guessing who was to be bridesmaids. The week before we were due to start back to school Jasmine mentioned at breakfast that Thomas wanted to take her to the cinema that night and that they had talked about a foursome me with Bradley .  “Not...Read On

13

Extended Vacation Chapter 3

Cassie continues her new life

Cassie has her first full day as a woman as she continues her seven weeks living as a woman 24/7. EXTENDED VACATION Chapter 3 I arrived at my new apartment around 5 PM, and it took me over three hours to unpack and get organized. It was very enjoyable to move in and have a fresh start. I loved looking at my closet and all of my drawers as everything was for Cassie. My bathroom...Read On

13

Simran - A Crossdresser: Part 1

How it all started

Well I still remember the day back in the summer of 2010. I had just turned sixteen and was introduced to the world of cross dressing in the most fantastic way possible. I guess introductions are in order. I am Simar, an average guy from India, who goes to college, has a great family, great friends. Well something you gotta know first. My family follows sikhism so I have a beard, a...Read On

4

Settling In

Escaping oppression closed one door. Now Dawn has to find the next one.

I didn’t know why James had asked to meet me at Penny’s. He’d said that it was important for me to show up on time because they needed to talk to me. When I arrived, Penny greeted me at the door, and told me to go get Dawn out of the bathroom. I emerged a few minutes later completely changed into Dawn Summer, and into a mini-surprise party. “Happy Birthday Dawn!” Penny and James sang together....Read On

19

A Summer Night Cruise

Bi Cross Dresser Showoff

I'm a thirty two year old slender, leggy, well-hung cross dresser. I've been wearing panties since my teens and probably always will. The feel of sheer nylon panties covering my cock and hugging my girly little ass makes my eight inches rock hard the minute I slip into them. The only thing better than jacking off while wearing them, is letting another guy do it for me while I'm pleasing his...Read On

14

Girlyboy Gone Wild - Part One

An all-weekend party in my panties leads to lots of sexy pleasure for the boys.

Wearing sexy lingerie for a man is my favorite way to feel like a girl. I've been doing it since I was 16 and have never been shy about it. Every few months, I get the urge to do it. So, this month I did it again. To find men to turn on with my sexy lingerie, I placed an ad on the local dating line: "Hi. I'm a hot girlyboy who likes older men. I'm having a party in my panties this weekend and...Read On

17

Porn Star Babe: Part One

Making her first porno movie, Courtney discovers all the pleasures of being a porn star.

As a hot, 20 year-old girly boy, I was invited by another girly boy to star in a porn movie with her. It sounded fun and I was adventurous sexually, anyway. So, becoming an actress getting lots of big loads of cum from her handsome co-stars was very exciting to me. The movie was shot in a private house where I drove to with my girlfriend, Chrissie Licks, a pretty, 21 year-old, aspiring...Read On

14

Meeting Samantha

My first hot encounter with a cd

It had been almost two years since my first experience with Dave. That was the first time a man had sucked my cock. It was the first time I had touched another cock and the first time I had sucked a cock. That day was the birth of a new me. I no longer was a homophobe. Although, I did not look at men the same way I looked at women. I did not lust after them. What I did lust for was for a cock...Read On

21

Not What You Think I Am

Excited by the young looking woman who is such a surprise.

Marriage can be a lonely place, two folks living together and yet being so far apart. It never used to be like that but I guess it comes with the ageing process; a mid-life crisis. To overcome our frustrations, my wife decided we would spend more time together away from our comfortable home, so one weekend every month we hire a log cabin at a campsite that sits between the forest and the lake....Read On

18

Jamie's Gradual Grooming Part 2

Second part of Jamie's transformation

"What would you do if I put some girlie clothes on?" What a stupid question. The moment seemed to last for an hour but it could only have been a few seconds. Mike looked at me, again with an indifferent look. What would he say back? Would he say anything at all? He glanced down at the chopping board and then back at me. "Could you pass me the onions from the fridge please?" he said. ...Read On

18

Afternoon Delight

Hot afternoon session with two gorgeous ladies

I was stuck in the office on a pleasant sunny day in late summer, daydreaming about the afternoon of delight that lay ahead of me; I was meeting up with my lover, Kate, later that day. Kate is a girl I have been friends with now for a number of years, we met through some mutual friends and hit it off straight away. We are both in relationships of one kind or another but we are good together...Read On

12

Being Slutty at a Panty Party

A hot CD gave me a sexy choiceI

I would love to tell you about my most recent adventure in my new life of wearing panties and sucking cock. I was invited to a panty party, and was so excited that I had just gotten all my stuff waxed just for this occasion. This was the first one and I was so excited. I took me awhile to pick out the right panties, but I settled on a hot little sequined thong. I made sure it could hold my...Read On

3

GAG-A-RIFIC BARRY part 2

Barry's revenge continues as girl power reigns supreme!!

After leaving Barry out in front of my apartment complex for 5 minutes, Jenna and I went to check on him.  Actually, we went to laugh at him.  What we saw was Barry trying to hop (handcuffed and anklecuffed) towards some bushes for cover.  If you remember, Barry was wearing only a pink thong panty.  We watched through the glass in the apartment stairwell and laughed until we cried.  Barry...Read On

33

Andrew to Andrea - Part 4

...the next few steps...

Chapter 4 It seemed like the time would never arrive. I watched the clock limp around the dial for the last hour between 5 and 6, but finally the time came…the time to go home. I still felt the pressure, not unpleasantly, of the plug installed by my wife yesterday, and still had the memories of the sensations that I felt each time she activated it…again, not unpleasant. Finally, I had the...Read On

12

A Night at the Ambassador

An early evening of debauchery earns kudos for a crossdresser.

While on business in Colorado Springs, I had the opportunity to visit one of the adult theaters that I had visited previously. Although the booth area was in full swing, the booths had no doors and there was no privacy what so ever. One could still have a good time if they were so inclined. The attendants were cool and they did not mind the actions of others as long as there were...Read On

7

Starting to Have Fun as a Slave Girl

Vanessa is won at an auction to do one man's bidding for the night

Greg and I had resumed our relationship as normal after my experience at Mistress Amber's. I was enjoying being his girlfriend. He treated me so nicely, and we enjoyed our time together. It was the most intense sex life I had ever had with anyone. For the most part he enjoyed being the dominant one, and he was happy to make me his little fucktoy after a nice night out. But it was that line...Read On

9

My First Time - Part 3

The story continues...

As Lydia had promised, on the first day of her vacation I got my first lessons in high heels. It took most of the day before I was able to walk across the room and not fall on my face, and these were only a moderate heel. I took her to dinner to celebrate and, at her request, I wore the satin thong under my jeans. Lydia could not resist reaching out and squeezing the bulge in my jeans,...Read On

10

Telling Mom I'm A Crossdresser Part 12: Tow Truck Driver's Big Score

Missy gets her car towed and makes a deal with the tow truck driver

Sorry it has been so long since my last story. I have been busy with alot of things and I thank you for your patience. Lately, I’ve been working part time at a restaurant to make a little extra cash on the side along with my nights as Missy. I was saving up for a cruise I wanted to go on that I heard was for like minded people such as Missy. When people ask me about what I want to do...Read On