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9
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Dividence

The Wedding Proposal, chapter II

Part 2 of 4: A nervous fake bride attends her friend's fake wedding.

The large gown rustled, and the heels clicked loudly as I descended the stairs in my home and walked towards the front door. I would be picked up by my friend’s sister before going to the church. I had never met her before, but he’d assured me that she knew nothing of my secret. It would be nice to have someone to confide in, but I knew being treated as a girl by everyone would probably...Read On

Added: 09 Dec 2015 | Category: Crossdressing | Avg Score: 4.78 | Words: 1,541 | Tags: bride  wedding  crossdressing  lingerie  gown  dress  friends   | 5 Comments

13
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thatfemininUrge

My First Glory Hole

Sucking off strangers.

I have thought about it for sometime about going to a glory hole while dressed en-femme. Naturally, the problem was where to find one or what adult book store would have one. I knew that I would have to drive some miles to find one. So after doing some research online, I was able to find one that was about a forty-five minute drive from my house. After rationalizing and convincing myself that...Read On

Added: 09 Dec 2015 | Category: Crossdressing | Avg Score: 4.77 | Words: 4,915 | Tags: blow job  sucking cock  head  cum     | 7 Comments

14
vote
Dividence

The Wedding Proposal, chapter I

Part 1 of 4: Real friendship is measured by how far you are prepared to go.

I slowly let the sheer, white stockings slide up along my closely shaven legs. They were smooth as silk, and no hint of coarseness caught the fabric as I stepped into them. The broad bands of elaborate lace hugged my thighs and made me feel great. Four straps, each decorated with a small silk ribbon, held the stockings attached to the garter belt I wore around my waist. The coarse lace felt...Read On

Added: 29 Nov 2015 | Category: Crossdressing | Avg Score: 4.57 | Words: 1,050 | Tags: crossdressing  wedding  proposal  lingerie  underwear  lace  stockings   | 9 Comments

15
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tvk3983

The Adventures of Patty

Patrick becomes Patty and doesn't look back

“You're wearing my things again!” Brenda screamed when she came home early from community college and found me prancing around the house in one of her short skirts. “Take them off, you little pervert!” It wouldn't be nearly as bad if I were her little sister and trying on her clothes but I was her brother. But it wasn't as bad as it could be. I mean, if she knew what Tommy and I had been...Read On

Added: 29 Nov 2015 | Category: Crossdressing | Avg Score: 4.87 | Words: 8,605 | Tags: cd  tv  oral anal  threesome  first oral  first anal   | 11 Comments

4
vote
COMP
Jakladd

Wifey's Panties

What a hottie little sissy bitch I have become.

Our phone sex is always so hot; you egg me on in so many ways. My wife has no idea how much I wear her panties not to mention her lingerie, stockings and dresses. We talk about what I'd wear when we get together as I suck your cock. You always have me send you pictures of me dressed in panties, stockings and high heels, telling me how perfectly stunning my penis looks in silky panties and...Read On

Added: 27 Nov 2015 | Category: Crossdressing | Avg Score: 4.25 | Words: 1,594 | Tags: crossdressing  sniffing  panties  cocksucking  cum   | 5 Comments

9
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tvk3983

Sharon Goes The Distance

David becomes Sharon at his wife's request

When I woke up Saturday morning, I knew it would be a very eventful day. My wife, Donna, had been making plans for quite some time, which included me dressing up as Sharon, my female alter ego. Three years ago, I had confessed to Donna my desire to wear feminine attire from time to time and she had embraced it more than I could ever imagine. In fact, she took pictures of me all dressed up or...Read On

Added: 27 Nov 2015 | Category: Crossdressing | Avg Score: 4.78 | Words: 5,572 | Tags: cd  oral  anal  first time   | 7 Comments

11
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Tara85

The Engineering Costume Party: Part 2

A college freshman gets more than he bargained for.

After realizing I might be the only guy dressed as a skank for the Skanks and Robots Party I timidly waited in the dorm room and “pre-gamed” with Anthony and Jillian for the upcoming festivities. I drank vodka and cranberry with Jillian while Anthony had beer. I hoped some “liquid courage” would help me to feel more comfortable going to the party dressed in such a slutty outfit. Now, I...Read On

Added: 19 Nov 2015 | Category: Crossdressing | Avg Score: 4.73 | Words: 1,931 | Tags: college  blowjob  crossdressing   | 7 Comments

16
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tvk3983

Deann Finds Out

Deann finally works up nerve to go out in public

Jimmy sat up in bed and felt the dry cum on his belly from last night's masturbation. A quick look at the clock told him his parent's had already left for work and their weekend trip so he knew he had nothing to worry about. The plans he had for the day could begin right now. Stepping out of bed, he padded to the bathroom and began the process. A long shower began the day. He made sure...Read On

Added: 12 Nov 2015 | Category: Crossdressing | Avg Score: 4.81 | Words: 4,698 | Tags: first time oral  first time anal  first time out   | 6 Comments

4
vote
tvk3983

Jaime's Way (part 3)

Jaime and Jeff step it up a notch

As Jeff closed the door he grabbed me by the hand and spun me around, pulling my nude body close to his, breathing in my perfume before locking his lips over mine. My fingers found the button on his jeans and opened them with urgency, more than a little pleased when his huge cock sprung out. “Damn, I want you so badly, Jaime,” Jeff moaned when he broke the kiss. “I'm yours to do with as...Read On

Added: 11 Nov 2015 | Category: Crossdressing | Avg Score: 5 | Words: 8,894 | Tags: cd  oral  anal     | 2 Comments

4
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tvk3983

Jaime's Way (Part 3)

Jaime gets uncaged and left alone for a week - she doesn't lack for company.

As Jeff closed the door he grabbed me by the hand and spun me around, pulling my nude body close to his, breathing in my perfume before locking his lips over mine. My fingers found the button on his jeans and opened them with urgency, more than a little pleased when his huge cock sprung out. “Damn, I want you so badly, Jaime,” Jeff moaned when he broke the kiss. “I'm yours to do with as...Read On

Added: 08 Nov 2015 | Category: Crossdressing | Avg Score: 4.5 | Words: 8,895 | Tags: cd  oral  anal    

6
vote
Maid2frill

Evie Gets Her Reward

The final part in the story of Mistress Sarah and Evie

I went downstairs to the kitchen, carrying the cold tea. As I walked into the kitchen, I could see up the drive through the window. There was a car parked at the top of the drive, a taxi. I ran back upstairs to Mistress Sarah. “Mistress, are you going out again?” I asked. “No dear,” she replied. “why do you ask?” “There is a taxi parked at the end of your drive. It looks like the same...Read On

Added: 07 Nov 2015 | Category: Crossdressing | Avg Score: 4.67 | Words: 4,655 | Tags: lingerie  crossdressing  mistress   | 2 Comments

11
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pentup47

The girl with green hair

An extra-special birthday surprise

"Is this cab taken?" Languorously, she lifted her green mascara-clad eyelids and gave a half-smile. "'Fraid so." I'd left the party in the local wine bar and decided to get home before I passed out. I was feeling pretty squiffy. Two taxis cruised by with their engaged signs on. It began to spit with rain. I looked through the back window of the parked cab. The interior light was on....Read On

Added: 07 Nov 2015 | Category: Crossdressing | Avg Score: 4.64 | Words: 840 | Tags: cross-dressing   | 11 Comments

12
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tvk3983

Jaime's Way (part 2)

Sherry has transformed Jaime into a sexy slut

I awoke to feel the dried cum on my face, ass and balls, and then remembering how I got that way made me smile. Crawling out of bed I made my way to the bathroom and took a hot shower and then easily shaved my already smooth legs. Out of the shower I brushed my hair and did what I could to make it appear more feminine. After I put on my make up I walked back to the bedroom and slipped into a...Read On

Added: 31 Oct 2015 | Category: Crossdressing | Avg Score: 4.75 | Words: 8,332 | Tags: crossdressing  anal. oral  strap on  cuckold     | 5 Comments

9
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COMP
Tier_innerhalb

Skye High

Best friends discover their mutual romantic interest in one another

It was more of a small gathering than a party. Eight friends hanging out in one house for the night, to enjoy a a late night hockey game. In the mean time, the living room stereo system played the local electronica radio station, while the small group enjoyed various activities. One, however, was not having a good time at all. Skye sat in the upstairs bedroom, her back to the door, her...Read On

Added: 30 Oct 2015 | Category: Crossdressing | Avg Score: 4.78 | Words: 1,223 | Tags: crossdressing  straight sex  romance   | 6 Comments

24
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tvk3983

Jaime's Way (Part 1)

Sherry make Jim become Jaime

I'd only been married a very short time when my wife came home and caught me masturbating while wearing a pair of panties and a bra. This in itself was bad enough but then she caught me again, and then again. The first time she caught me she was shocked and appalled but the twentieth time or so that she found me wearing panties and bra and with a dildo in my ass she really lowered the boom...Read On

Added: 26 Oct 2015 | Category: Crossdressing | Avg Score: 4.95 | Words: 9,151 | Tags: crossdressing  anal  glory hole  oral   | 9 Comments

26
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Melanieatplay

High Fashion Queen

A transformation changes the lives of two college friends.

I felt like such a loser. It was Friday night and instead of going out and hitting the clubs to dance, drink, and have fun, I was in my dorm room with my best friend. We had known each other since the 6th grade and today was his birthday. No one should be left alone on their birthday right? To be honest, I didn’t really feel like going out anyway. My boyfriend, who I had been seeing for...Read On

Added: 15 Oct 2015 | Category: Crossdressing | Avg Score: 4.92 | Words: 10,180 | Tags: cross dressing  clubbing  lesbian sex  las vegas   | 12 Comments

4
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Maid2frill

Mistress Sarah plays mind games

The continuing story of Mistress Sarah and Evie

I woke up at 7am when my alarm went off, I was wrapped up in a pink quilt, Mistress Sarah had obviously thrown it over me as I slept. It was soft and comforting despite the fact that I had been sleeping on the floor in the hallway. I had been banished from the bedroom after I had cleaned her strap-on. I had stayed close to the door listening to the sexual tones of Mistress Sarah. I...Read On

Added: 13 Oct 2015 | Category: Crossdressing | Avg Score: 4.5 | Words: 3,351 | Tags: crossdressing  lingerie  mistress   | 1 Comment

4
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Maid2frill

Mistress Sarah fucks Evie Chapter 4

The continuing story of Mistress Sarah and Evie

I knelt by the door, anxious for the arrival of my Mistress. I could feel my arse pulsing around the butt plug in anticipation of what was to come. As I knelt and waited I could smell the pretty floral scent of the perfume that I had sprayed on my neck earlier. I felt soft and girly from all the day's events. I was in a prime mode to be fucked like a sissy. Even though I was not touching my...Read On

Added: 09 Oct 2015 | Category: Crossdressing | Avg Score: 4.75 | Words: 3,237 | Tags: crossdressing  lingerie  mistress   | 1 Comment

4
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Maid2frill

Mistress Sarah Gives Evie an Assignment

The Continuing story of Evie and Mistress Sarah, Ch. 3

Mistress Sarah led me back into her bedroom and sat naked in a chair in front of a large dressing table. She ordered me to fetch my maid's dress. It was time for me to learn how to properly dress her for a night out and she wanted me in full sissy attire for the event. Mistress Sarah watched me step into my sissy dress. She told me to turn around slowly for her as she pulled down on the...Read On

Added: 28 Sep 2015 | Category: Crossdressing | Avg Score: 4.75 | Words: 5,068 | Tags: crossdressing  lingerie  mistress   | 2 Comments

15
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tvk3983

I AM A Slut (part 1)

Becky has a lovely evening - in bed.

My roommate and I live in a nice house in a very nice neighborhood. We're roommates because of convenience and not because we're lovers. Well, not steady lovers anyway. Sandy is drop dead gorgeous and a very free spirit, meaning that when at home she is usually running around naked or nearly so. I'm a cocksucking, take it in the ass crossdresser with very little interest in women. I guess...Read On

Added: 18 Sep 2015 | Category: Crossdressing | Avg Score: 4.53 | Words: 3,241 | Tags: cd  oral  anal   | 6 Comments

5
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Maid2frill

Mistress Sarah makes Evie a Sissy 2

The continuing story of Evie and Mistress Sarah

"Look at you Evie. You're so slutty in your teddy and stockings,” said Mistress Sarah. Then she looked down at my hard cock and said, "....and your clitty is so big. Excited are, you?" Mistress Sarah reached out and firmly squeezed my cock a few times. It was a welcome sensation that reverberated though my entire body. Before I could respond, she ordered, "Turn around slut. Let me see...Read On

Added: 16 Sep 2015 | Category: Crossdressing | Avg Score: 5 | Words: 5,127 | Tags: crossdressing  sissy  mistress     | 2 Comments

12
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thatfemininUrge

How Easy It Is.

Until you dress En-Femme, you will not discover how easy it is for a woman to get sex.

I have gone through a few phases of crossdressing. The first phase was my private phase in that I did it at home, alone; to satisfy my feminine urge. The next phase was could I go out in public and pass. When that phase was accomplished, I needed to know if I could not only pass as a woman, but more importantly could I make a man aroused. These phases were not just a need but also a evolution...Read On

Added: 16 Sep 2015 | Category: Crossdressing | Avg Score: 4.92 | Words: 8,932 | Tags: cock  sucking  blow jobs  cum  oral  sperm   | 6 Comments

7
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Maid2frill

Meeting Mistress Sarah

This story, although fiction, is dedicated to Mistress Sarah, a real person who I lost.

My heart pounded fiercely as I stood at the door to Mistress's house. I did not expect to be so nervous at meeting her again. After all I had known her for quite a while now. Mistress Sarah had been gracious enough to allow me back into her world. I was fortunate to fall under the control of such a dominant woman. She had moulded me into an obedient and submissive slave through the use...Read On

Added: 15 Sep 2015 | Category: Crossdressing | Avg Score: 4.86 | Words: 4,829 | Tags: crossdressing  spanking  mistress     | 4 Comments

5
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SxyJackyLeggs

Dreams come true. Part 1

A dream trip thanks to my Queen.

Here I am, tied up and being fucked by the biggest and first cock I've ever had. "How did I get here?" I think to myself and begin to think back on how this came to be. *** Today is Thursday and I see a huge box at my front door. Knowing that I'm not expecting anything my curiosity has the best of me. I take it in and open it to find two more boxes and an envelope. I start with the...Read On

Added: 11 Sep 2015 | Category: Crossdressing | Avg Score: 4.6 | Words: 880 | Tags: first time  exhibitionism  bdsm   | 2 Comments

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stockingluvr

An Introduction To Crossdressing, The Finale

As Jackie, Chandra and I finished up our food, we chatted about the evening yet to come.

Reliving our evening’s events had Jackie and Chandra pretty worked up. “You girls seem to be getting a little excited," I stated. "Are you ready for some more fun?” Simultaneously they both grunted, “Yes we are!” I leaned across the table to find them both holding the others cock and slowly working each other into a frenzy. “You should probably save some of that for back at the...Read On

Added: 24 Aug 2015 | Category: Crossdressing | Words: 3,457 | Tags: crossdressing  anal  gay  straight  oral  bisexual  backseatsex   | 1 Comment

21
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tnbiguy4men

Crossing A Different Line

A married family man's growing interst in female lingerie leads to his being taken as a woman.

In my personal journey from straight, married heterosexual to bi male, I discovered, along the way, that I was aroused by women’s lingerie. It started with trying on a pair of my wife’s nylon panties. The feel of the silky material, and the sight of how it fit, quickly brought on an erection. I used another silky pair in my hand to jack myself off, being careful not to get any cum on the...Read On

Added: 19 Aug 2015 | Category: Crossdressing | Avg Score: 4.89 | Words: 1,910 | Tags: gay  crossdressing  oral  anal   | 9 Comments

19
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tvk3983

Pam's First Time

Jerry is a friend from way back and meets Pam while looking for his friend, Kevin

Just a few days of spring break left and I was planning on making the most of it. Well, the most for me anyway. I'm a crossdresser and I have been for a long time. All through high school I'd secretly dressed, slowly building a wardrobe of pretty panties, a few skirts and blouses, bras, my silicon boobies, and most importantly, my shoes. The most important thing I had going for me, at...Read On

Added: 14 Aug 2015 | Category: Crossdressing | Avg Score: 4.63 | Words: 3,481 | Tags: cd  first time  oral  anal     | 11 Comments

6
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tvk3983

Carolyn Makes Her Way (part 3)

Business is booming and so is his hand on her ass!

Once I dragged my tenderized ass out of bed, tender because Mike had used a cane on me last night, I dressed in pantyhose, a navy blue, loose skirt, a cream colored satin blouse, black pumps with four inch heels, and a bra. After applying my makeup I took a look at myself in the mirror, making sure I looked good enough to conduct an interview at the leather goods store we were opening in just...Read On

Added: 13 Aug 2015 | Category: Crossdressing | Avg Score: 5 | Words: 7,084 | Tags: cd  oral  anal  bdsm  water sport     | 2 Comments

22
vote
CourtneyFux

My New Boyfriend

Workout buddy sweeps Courtney off her feet

I recently moved to a new town and joined a gym. It's not one of those fancy gyms with weight machines, a latte bar, and women in spandex running around trying to be noticed by men. It's a sweaty men's gym with barbells and dumbbells that require men to double up and spot for each other. The first day I was there, Jack "Kell" Kellson, a solid built six-foot-three-inch muscle boy my age,...Read On

Added: 09 Aug 2015 | Category: Crossdressing | Avg Score: 4.6 | Words: 1,292 | Tags: crossdessing  bisexual  exhibitionism  anal   | 8 Comments

19
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qt_sis

The start of my life as a submissive crossdresser

First forays into crossdressing and giving handjobs

I am a bisexual cross-dresser/sissy and have been enjoying my life as such for many years. It all began for me when a friend asked me to look at some of his 'girlie' magazines. We went up to his bedroom and looking through the magazine got Chris really excited and he got his cock out and started to masturbate. I couldn't take my eyes off his cock and I slowly reached out and touched it and...Read On

Added: 09 Aug 2015 | Category: Crossdressing | Avg Score: 4.58 | Words: 624 | Tags: crossdressing  handjob  masturbation  teens  caught   | 18 Comments

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