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Crossdressing

Our crossdressing (cross-dressing) stories feature tales of either gender (usually male) dressing up in the clothes of the opposite sex, for reasons of sexual gratification. Crossdressers are akin to the transvestic fetishism, which is a sexual fetish for the clothing of the opposite gender. The crossdresser can be of any sexual orientation.

16

Journey into Cuckoldry - Perfect Ten

Steve rises to the challenge, a young pregnant wife submits and a new Cuckold is born!

It was another bright Sunday morning, two days after Alice and I had seen Carmen and Steve going into the cinema with their new potential conquests, Julie and Gary. The kids were at their usual soccer practice so we had taken the opportunity to go to the gym together. Alice had booked her favourite spinning class while I had intended to spend an hour working out in the weight room. Since...Read On

19
tvk3983
online

All the Way (Part 1)

Kathy makes Richard pay the price

I'd only been married a little over a year when my wife came home early and found me jacking off using a pair of her panties and to be sure, this wasn't the first time. There I was lying in bed with her wispy little nylon panties wrapped around my dick and cumming like nobody's business. I was so wrapped up in my own pleasure that I hadn't even noticed her standing in the doorway watching me. ...Read On

16

Meeting my Ex-Girlfriend's New Boyfriend

being seduced at the bar

Not long after I got out of the service, I met Trish at a house party. She was a hot little brunette with a great body and we hit it off right away. After a few months of dating we ended up moving in together and she was a great lover...with one little quirk. She always wanted me to wear a pair of her panties while we were having sex. I readily obliged because she was so good on her back and...Read On

4

Simran- A crossdresser: part 2

sorry for the delay... but here's what happens next.

Well after my little adventure in the bathroom with my mom's panties, I went out for a couple of drinks with my friends. But, in spite of having company, the only thing that kept playing in my mind was the feel of those satin panties and how horny I had felt in them. All I could imagine was getting back to the house as soon as possible, before my parents returned, and having one more go at it. ...Read On

12

Going Down

the fun of making it spurt

I have always enjoyed my transformation into a woman when the urge for me to dress en-femme struck me. I would become excited at seeing my body, suddenly become curvy and feminine. It was not just a physical change in me. It was also a mental change. I became less aggressive, and I wanted to be dainty and soft. Naturally, it would al begin as I padded and cinched my body to become curvy. It...Read On

29

The Meter Reader

Caught Wearing My Bikini

I'm basically a 'city boy' but one summer decided to rent an old two story farmhouse in the country. It had its good and bad points. The bad was that it was quite a way from town. I was working nights at a bakery and had to drive the twenty or so miles to work in the dark every night. The good part was that it was secluded. I could walk around the house in just my bra and panties, a short...Read On

13

Taking Another Step

More than just words as we take another step toward our ultimate fantasy

It had been nearly a week since the scintillating Saturday when my fiancée and I had the most incredible meeting of the minds about our sexual desires. Unfortunately, as the days crept forward from that fateful afternoon, I began to worry that those moments were an aberration rather than a sign of things to come. In the throes of passion, we had done a bit of internet browsing for the...Read On

21

My Mother's Boyfriend, My Slut

He seemed like a slut to begin with, who knew he really was.

 Divorce often times traumatizes the children, but in my case, it set me free from all their arguments. Dad signed the papers and walked out the door on my seventeenth birthday; it was the best present he could have ever given me. I was finally free, I could go to parties and hang with guys. Mom was the lenient one who was always gone on some major trip. I was cool with it until she brought...Read On

19

Laying the Groundwork

Extending the boundaries with my fiancee

My fiancée and I always have been a bit more adventurous than the average couple when it comes to sex. While we both enjoy the sensual feeling of pure, romantic love-making, we also tend to get a bit rough and voracious when the moment calls. In the past, we had experimented with some anal play, with me initiating most of the contact on her. Fortunately for me, her hands also had wandered a...Read On

13

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

26
makeunut4me
online

Telephone Hook-Up

First meeting of two hot and horny crossdressers.

I had stopped at the adult bookstore on the way home and picked up the latest copy of the adult phone directory. When I arrived home, I took a long, hot shower and put on one of my sexy little teddies, grabbed a beer and sat back in my recliner thumbing through the new directory. I came across several couples ads and several single guy's that had also placed an ad. I relaxed for a few...Read On

12

Someone Different Chapter 1

Sunday, February 8th, 2015 10:01 am It was nothing new for Seth to groom his body like that of a woman; shaving everything, styling his long, chestnut-colored hair (which fell to the center of his back) in feminine styles, wearing make-up, and even wearing women's clothes. These were things he did on a normal basis. They were not things, however, that he ever did around...Read On

23

Bookstore Crossdressing

Giving Up My Butt-Cherry

It was at an adult book store in the north part of Denver. I had just gotten a nice pair of stockings with the latex band to keep them up and I had a hot pair of heels that brought out the tramp in me. I always entered the store with the heels tucked in my jacket, so they weren’t that noticeable. Once I was inside a booth, the heels came out the clothes came off and the slut came out. ...Read On

7

Married Crossdressing Fun Ch. 3

Mikki takes a new direction

“Mikki?” Caz asked. “Yeah, babe?” “I’ve been thinking...” “Always a dangerous thing,” I said, cheekily. “Yeah, whatever. Seriously, I’ve been thinking about what happens next.” “What do you mean, what happens next?” “Well, you are really beautiful but I was thinking of stepping it up a notch.” My wife Caz is the most beautiful woman I know. I love her with all my heart. She...Read On

20

My New Neighbor

Slender cross dresser can't resist well-hung guys.

I'm a slender, thirty-two year old, bi white male. I've been cross dressing since my teens and love the look and feel of wearing women's clothes. I'm not into all the heavy stuff like wigs, breast forms, padding etc. I mostly wear lace panties, bras, lingerie, garter belts, sheer nylons and heels. I was blessed with long legs, a slim waist, nice round hips and a very shapely little ass. As...Read On

16

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

9

Married Crossdressing Fun Ch. 2

The relationship moves forward

Caz and I had been living in our new home for about two months. Our life was wonderful. We loved each other more deeply every day. Caz enjoyed her new job and she was really good at it. She was a beautiful, sexy woman and in the field of international finance surrounded by mainly middle-aged men, she had the advantage and wasn’t ashamed to use it to further her cause. Her company was...Read On

21

Christmas Shopping

My favorite thing about the holidays is that I can freely shop for lingerie without feeling nervous. Plenty of guys buy sexy underwear for their wives and girlfriends so there is always a feeling of freedom at this time of year to shop and take my time. I could really spend hours in Victoria’s Secret looking at all of the pretty, lacey thongs, boy shorts, bras, and garters. On this trip I...Read On

12

Married Crossdressing Fun Ch 1

Caz and Michael's marriage changes direction

I was lying on our marital bed blindfolded, with my hands cuffed to the bedhead, wearing a pair of sheer black knickers. I was waiting for my beautiful wife to come home from her date with Antwan, her big black lover. I thought back to how this all began. Caz and I met when we were both studying at the State University. I was doing an MBA having completed my degree in Business. She...Read On

2

My Sexual Odyssey Part VII: Turning Tricks

A continuation of the journey described in part 6

The next day I went to work as usual, but skipped my noon time ‘date’ with Brad. When I got home, I called Candy and confirmed the party invitation. Then I called Trixie and asked if she could use me at the club. “Of course! Are you kidding? Anytime!” “Well great, what time should I come by?” “How early can you make it? We open at nine, as you know, but although nothing much...Read On

5

My Sexual Odyssey Part VI: A Working Girl

A continuation of the journey described in part 5

I decided to go to the club again that night, and talk to some of the people there. As nothing much happens until fairly late, I waited until an hour before midnight, then drove downtown. I entered the club and was greeted by the people who tended the entrance, to whom I was becoming a familiar sight. I looked for a table off to the side and searched for someone with whom I could converse. In...Read On

5

My Sexual Odyssey Part V: A Real Whore

A continuation of the journey described in part 4

The next morning as I awoke, I realized that in just a few hours I was to re-experience the previous day’s activities. This seemed too much too soon, but I had agreed. Of course I could always cancel, but then if I did so I would wonder how much I’d miss it and whether I would have acclimated to the frequency and intensity. I decided to just forge ahead and so I got dressed and left for...Read On

3

My Sexual Odyssey Part IV: From Slut to Whore

A continuation of the journey described in part 3

The next day as I went to work, I wondered what adventures lay before me. In a sense, it was up to me, in that I just had to put myself out there, not to mention put out. Still, the outcomes are unpredictable: I had no way of knowing ahead of time that a coffee date would turn into such a wild experience. When I arrived home I called Tom, and told him everything that happened the previous...Read On

9

More Than I Bargained For

I had no choice but to accept the situation that I put myself in.

After my first two encounters pleasing a man while dressed en-femme, everything had changed. I had accepted without regret that I could make a man not only become aroused, but that I could bring him to orgasm. I would no longer fight the urge to become feminine. When that urge would strike me, I no longer fought it, but welcomed it. I rationalized that it was who I was and that I...Read On

9

A Chance Encounter

I could not believe what I was about to do.

I have only had three additional encounters since my first time. With that first time it was to satisfy my curiosity. I had thought that now my curiosity was suppressed, and that I would only have to fulfill my need to dress feminine when that urge surfaced. Mistakenly, as I said, I assumed that once I satisfied my curiosity was fulfilled that I would not need contact. I thought that I...Read On

14

Jessie and Sue

Jessie gets invited on a wild date with Sue.

I felt like my life was spiraling out of control. It all started that one fateful weekend when my secret love of cross dressing was discovered by my coworker Dan. He knew he had me, and he had his way with me. Then came the next weekend when Dan invited me to his house only to have himself, Aaron, and Zach take turns with their sissy slave. And now last night, I was humiliated because of...Read On

10

Jessie and the Office Girls

Jessie gets seduced by her office fantasy.

I spent the weekend trying to recover from the pounding that I received from Dan, Aaron, and Zach. I was their slave, and I had enjoyed it immensely. What I didn’t plan on was having all of my moans, groans, and enjoyment being filmed from twelve different angles, along with Dan telling me that he was going to share this video with our office mates. I was worried, yet anticipating what...Read On

16

Punished

A crossdresser finds himself punished.

I glanced around the second hand clothing shop to make sure that no one had seen me pick out the pink, pleated netball skirt from the rack. I hid it beneath a pair of long pants in my hand. I felt my heart start to beat furiously as I stood next to the change room and caught the attention of the shop assistant by waving the pair of pants I was carrying, and the hidden netball skirt in...Read On

11

Tied and Taken

Fulfilling my dream of being a damsel in distress

I had always had fun and gotten excitement from crossdressing and bondage play. After my first encounter with Chris, I was forced to accept the fact that I had desires and needs that I had suppressed for years. After having been tied up and mouth fucked by Chris, I realized that I didn't just like dressing up like a girl. I just didn't get a kick out of being tied up. I wanted to be a "damsel...Read On

12

My date with Ben part 3

I was invited to Ben’s house for dinner Saturday evening and spent the day getting ready. His wife Susie was looking forward to meeting me again and getting to know me better. I was unsure how the evening was going to go, but I decided that I was going to try and enjoy it as much as possible. I spent the afternoon getting ready, and shaved smooth all over, hoping that Ben and I would get to...Read On