Crossdressing

Cherism

His Dirty Little Secret

His wife finds his stash of clothing, leading to some role reversal

Julia was doing some spring cleaning in the house. She had scrubbed everything, cleaned the oven, scrubbed the floors and was in the process of cleaning out the closets. Stuffed in the back of a closet was a bin. She didn’t know what was in it. The sight that greeted her caused a jumble of emotions in her. The bin was full of women’s clothing. It was all silky and sexy; Nightgowns,...Read On

Added: 19 Jun 2012 | Category: Crossdressing | Avg Score: 5 | Tags: crossdressing  fem dom  dildo  strap on  light bondage  lingerie  male submissive   | 17 Comments

CourtneyFux

Adult Bookstore in My Hot Pants

Wearing a sexy pair of hot pants, I go looking for men at the adult bookstore.

After discovering that I enjoyed wearing sexy little panties, tasting cum and having a big vibrator in my ass, I began to have these auto-erotic sessions, every day.While wearing panties and playing with my ass with a dildo, I would lay in my bed and fantasize about all the big cocks I wanted to satisfy for men. While I was only 16 years-old, I had decided I was a daddy girl's and wanted to...Read On

Added: 09 Jan 2013 | Category: Crossdressing | Avg Score: 5 | Tags: crossdressing  exhibitionism  oral  anal  incest   | 9 Comments

GirlyWorld

Uncle Joe

A surprise gift leads to unforseen pleasure

I had just returned from a long solitary afternoon walk in the forest. The house looked really pretty in the snow, with its fairy lights adorning the rafters and windows. In fact, it was quite picture perfect, so I stopped to take a photo. I framed the house against the white valley in the background, making sure that I included the lush green fir tree to the right of the house and avoided...Read On

Added: 31 Jul 2010 | Category: Crossdressing | Avg Score: 5 | Tags: crossdressing   | 9 Comments

DeedraCd

The Change Up - Part 3

Deedra continues to have fun on her first date, and gets what she been hoping for!

Sammy looks at us and says, "You know that Elsie gets pissed when you tie up the ladies room like that. Then Trish came back and saw that you were all gone and wanted to know why you didn't invite her along?" Emily says, "You know Trish is working, and it's too early for Elsie to be at the club." The band started to play swing music. I remember the song, Jumping Jack. I danced to it...Read On

Added: 02 Jul 2012 | Category: Crossdressing | Avg Score: 5 | Tags: crossdressing  dancing  teasing  hermaphrodite  oral  rim job  anal   | 10 Comments

cdbottom2

The Slut Within part 2

part 2 of the slut within and if you like it PLZ comment :) enjoy!!!

As I continued on my knees, I felt my little thong riding up my tight little butt. My skirt got in the way of spreading my legs and my tube top and my skin was all sticky with cum. Thankfully, I wouldn’t be wearing any of this much longer. Their watching eyes so aroused my slutty nature. I took off my tube top and skirt leaving my fishnets and six inch heels. I also wore a black thong and...Read On

Added: 18 Jul 2011 | Category: Crossdressing | Avg Score: 5 | Tags: anal  exhibitionism  group sex  voyeur  bdsm  fetish  interracial   | 8 Comments

cassandrababy

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

Added: 29 Apr 2011 | Category: Crossdressing | Avg Score: 5 | Tags: cross dressing  toys  anal   | 4 Comments

DeedraCd

Halloween Trick or Treat Surprise

Dan and Susie go to a Halloween costume party Susie has him dress as a women and changes him forever

Chapter 1 –Susan Charity Event To my surprise Susie my wife of 15 years comes home from one of her many business trips. She is all excited about a Halloween costume party fund raiser, for non profit that supports women studies. The invitation states, the best couple for this evening will receive a free weekend in Bermuda. She wants’ us to go as couple switching genders.  Let me...Read On

Added: 24 Oct 2012 | Category: Crossdressing | Avg Score: 4.97 | Tags: first time  panties  crossdressing  t-girl  anal  transformation     | 26 Comments

purekink

A Taste of my Girlfriend's Dildo

I'm caught - and made to love it.

I can’t think of anything I’d rather be doing than sneaking into my girlfriend’s wardrobe while she’s out and trying on her lingerie. The moment she leaves the house, I head for her garter belts, bras and knickers. I don’t have anything to put into her 36C bra cups, and my cock barely fits her panties but all that silk, satin and lace is irresistibly sissy and feminine. On the day...Read On

Added: 10 Apr 2010 | Category: Crossdressing | Avg Score: 4.97 | Tags: crossdressing  strapon  fm   | 7 Comments

AshleyBarnes888

A Night Out with Suzanne

Young man decides to support his new girlfriend's fetish and finds out a lot about who he really is

I hadn’t seen Suzanne in 15 years. She was a member at the country club where my father had worked and, despite living in separate towns, we saw each other every summer. We enjoyed each other’s company and we spent most of our days playing tennis and swimming at the pool. When I graduated from college and went into the Army, the thoughts of Suzanne were just faraway memories. Then,...Read On

Added: 07 Sep 2011 | Category: Crossdressing | Avg Score: 4.96 | Tags: crossdresssing  oral sex  straight sex  dressup  makeover   | 21 Comments

DeedraCd

The Change Up

Sexy outfit gets Deedra some lucky action

Finally a break comes my way. The children are off to college, the wife has to go out of the country for two months on business. I can’t remember the last time we had sex. She used to dress in all types of lingerie for me. It helped me suppress some of my crossdressing desires. That stopped and my crossdressing started to grow again. What an opportunity for me, I can change up and dress...Read On

Added: 25 May 2012 | Category: Crossdressing | Avg Score: 4.95 | Tags: crossdressing  oral  anal  play  hermaphrodite   | 24 Comments

Stephanie008

Seduction of Piper

Stephanie give's Piper intimate assistance trying on lingerie.

I want to thank Farmgal who's sexiness inspired this erotic and steamy tale. Thank you Farmgal, I enjoyed writing my sexy fantasy of seducing you. Stephanie was attending the check out register at Victoria’s Secrete when an extremely sexy woman strolled into the store. Stephanie’s heart beat faster and her eyes locked on this sexy woman as she sauntered towards the display of the new line...Read On

Added: 27 Aug 2012 | Category: Crossdressing | Avg Score: 4.95 | Tags: oral  panties  seduction  crossdress  dressing room sex   | 7 Comments

trinitytowers

Felix becomes Felicity - Chapter 6

FELIX  becomes FELICITY Chapter 6 ..I put the gingham dress on that fit well and completed the ensemble with the shoes and cardigan. I looked like a fully grown woman in a school girl outfit. My breasts seemed to project and fill the dress with the buttons on the front tight. The fabric belt pinched in my already slim waste and the skirt part of the dress flared slightly emphasizing my...Read On

Added: 29 Jan 2010 | Category: Crossdressing | Avg Score: 4.94 | Tags: | 5 Comments

Chrissy_CD_slut

Chrissy's First Black Cock

Chrissy gets fucked by a big black cock for the first time

  After I awoke from a deep slumber of a much needed nap, I laid there recounting memories from the night before with Todd. I got out of bed, walked to the kitchen and grabbed a soda from the fridge before sitting down on the sofa. As I sat down, a pain rippled through my ass, reminding me of the brutal fucking I had received from Todd. I sat there smoking a...Read On

Added: 17 Dec 2009 | Category: Crossdressing | Avg Score: 4.94 | Tags: anal  interracial  oral sex     | 9 Comments

Pamala2000

Pamala's first adventure

This happened to me years ago when i was in the Army

I joined the army after I quit school in the 12 th grade. After joining the army it put a crimp in my dressing up as a girl. I did wear panties whenever I got the chance but I really wanted to dress up completely as a girl. I wanted to go out dressed and I have to admit I was attracted to several guys in my unit. My third year in the army I went to Viet Nam in December 1967. I was in the 101...Read On

Added: 07 Dec 2010 | Category: Crossdressing | Avg Score: 4.94 | Tags: crossdressing  sex  anal   | 18 Comments

Monica_2611

My First Cock

This story is my first experience with a man dressed up as Monica, my slutty alter ego. Like, most Cross Dresser’s, I started young. I grew up with plenty of women, all family members, and I remember trying on panties and strutting around at a very young age. I especially, liked wearing my Aunt’s business suits, women in business clothing has always been hot for me. However, like...Read On

Added: 01 Aug 2011 | Category: Crossdressing | Avg Score: 4.94 | Tags: crossdressing  young and older  college  blowjob   | 13 Comments