The Football Jock and Chrissie

Back in college, sharing an apartment with my BFF/roommate Kelly, a lot of my dates and hook-ups were arranged by Kelly. For some reason she always seemed to know just who was into what when it came to sex. She learned a lot about other people’s likes and dislikes from hanging with her lesbian crowd. She was also super inquisitive and fancied herself as somewhat of an amateur detective. I just thought she was nosy.
It was 1998, the middle of our junior year, and I had already been transforming from Christopher to “Chrissie” for 4 ½ years by this time. Needl... Continue»

The lush feel of the silky panties was overwhelming; even after his spent balls were drained for the fourth time there was no sating his urge to return to the store and that woman who had controlled him so easily. The reflection in the mirror was so ‘Emma’; the vision so strikingly effeminate, enhanced by the luxurious lingerie. Tomorrow could not come soon enough.

It was with little trepidation that he entered the store again the following day; there, this time dressed entirely in black, was the buxom matronly woman, oozing dominance. The figure sent a shiver down his spine as she sneer... Continue»

Her suitor made a point of using public transport in taking Emma to a very up-market retail district with many boutiques and large fashion stores; he got as much of a thrill as Emma did, in parading her for all to see. Emma tingled all over and the crotch of her panties was wet with excitement as she strutted on her heels through the crowded streets. Some women looked at her as if to say ‘what a slut’; the men and boys just smiled at her seams and tight bottom, Emma looked good enough to eat. The excited sissy stalled at a large store with a display of delicious looking heels and feminine b... Continue»

The musical orchestra Mel and i are in had a performance in Rochester ,New York and i needed someone to share a room with at hotel. Mel was the first person who came to mind,and since blowing him last time i thought i would ask him. Mel told me his wife wouldn"t be going and he would love to share a room with me!! Friday morning we had to meet bus in Burlington,Ontario early so when i got up i showered and gave myself an enema so i would be so clean for Mel.My toes were painted bright red and i was shaven clean except for groin region and man-pussy!When i arrived at bus Mel had saved me a seat... Continue»

I haven't had many opportunities to explore my femme side lately, so I arranged to meet with a friend at a club. I wind up going in my favorite club/party wear - a tight top, a black flouncy miniskirt, garters attached to black fishnet stockings and my most comfy 5" black patent heels. I work my makeup to a dark almost gothy look for the evening, matching the dark club clothes.

On the way home from an exciting night of dancing where I'm flirting with my partner, giving him some fleeting glimpses of my stocking tops, I wind up cuddling against him as he's driving us home in his pickup truc... Continue»

I had exchanged emails and photos with Jennifer. She quickly answered the door and I noticed her plus size shape peeking through a sexy black teddy as she guided me in the room. As I stepped in the suite I saw the focus of my attention, Alexia. She was sitting on the hotel couch I was floored by her beauty. She looked a little Hispanic and Asian with blonde hair and black roots peaking through. She looked to be in her upper 20’s with a smooth face covered in a bright orange tinted foundation, light pink lips, light charcoal colored eye shadow all the way around her eyes with dark black eye br... Continue»

I stood in the club, the music pounding and the lights pulsating around me, with the taste of kennys kiss still on my lips. I was shocked! This cute boy Kenny had just kissed me and told me I was beautiful, i felt sooooo warm and fuzzy inside when he told me that....it was awesome!

i stood bubbling with excitement and happiness for a moment, in my mind i couldn't quite believe that this cute college dorm mate of mine had just kissed me and told me I was beautiful! "YOu're soo sweet" i said, wrapping my arms around his neck and kissing him again, "You just made this girl feel soooo good" i ... Continue»

I have always felt that I was a Woman born into a Man's body. Growing up I remember seeing my Mother in a girdle, garterbelt & Nylon stockings. I always felt that I wanted to wear them also. In school I watched the Girls start wearing their first bras, Nylons, garterbelts, makeup, heels etc. & also listened to them talk about it along with their "Boy" stories. I so wanted to be able to join in but of course couldn't! I had worn stolen or thrown out pieces of lingerie & of course tried on my Mothers but it still wasn't like having my own. I also had wondered what it was like to suck a Man... Continue»

As I walked into the bathroom to take my evening shower I noticed that my
daughter's cute pink mary jane shoes and a pair of her white frilly socks
were laying on the small dressing bench. The socks had each been
separately placed just inside each shoe's opening with great care,
certainly not the usual way she would have normally removed and discarded
them by flipping the shoes off in 2 different directions and then pulling
off the socks, turning them inside out and balling them up. No....this
seemed as if tender loving care had been given to the delicate items. So
unlike my daughter.
... Continue»

I'd been seeing this one shemale perty often about a year once or twice a month she was everything you would want in a gurl she wore about a size 10 womens shoe always with 4" to 6" stiletos heels which made her taller than most about 6'2" to 6'4" she was a big gurl in all sense of the word she had a 40" c bust, a 30" waist and about a 40" hips, beautiful big sweet ass her cock was also hugh about 8" and about 3 1/2" in diameter it was so sweet I just loved to suck it and have her shove it into my ass. She would slip her cock up and down my ass crake this would get me so horny that I'd almost ... Continue»

I stared at my screen - "Be at the entrance to Dutch Common at 12.30. Don't be late, and wear your sexiest sissy gear". 12.30! That was only 30 minutes! I could do it, just. But did I want to? Was it wise? I had never met my correspondent, a local dom, but we had corresponded for some time. Meetings had been discussed, but they had never materialised. This would be the start of a very slippery slope, I knew.

My cock made the decision for me. I rushed upstairs, and slipped into me sexiest outfit. Truth to tell, I didn't have many to choose from, but I adored the feel of black stockin... Continue»

MEL IS 66 YEARS OLD AND IS IN MY MUSICAL ORCHESTRA. HE IS HANDSOME WITH A GREAT PERSONALITY. HE IS MARRIED BUT HIS WIFE IS AILING ,SO I DONT THINK HE GETS MUCH ACTION!HE IS A HORN PLAYER AN I IN THE PERCUSSION SECTION.MEL AN I JOKE A WELOT AN HE SOMETIMES JOKINGLY SAYS I HAVE A NICE ASS! HE HAS BECOME MY FANTASY DURING MY MASTURBATION SESSIONS!WE HAD A PERFORMANCE IN SIMCOE AN WE HAD TO GET CHANGED AFTER PRACTICE INTO OUR UNIFORMS.THE MEMBERS WERE PROVIDED CLASSROOMS TO CHANGE INTO.WHEN I GOT THERE I LOOKED AROUND TO SEE WHERE MEL WAS CHANGING! THERE WERE ABOUT 10 OF US CHANGING SO I JUST COUL... Continue»

"Call Me" (a Chrissie Conway story)

Shortly after I'd finished college I had a job with an import-export business whose main office was located
near the cultural center. This area of the city was home to a small arts college, a large public library, several bookstores
a small upscale hotel and a couple museums. I often spent my lunch hour in the tea room of the art museum. The tea room
was actually an open air courtyard located in the center of the museum building. Besides providing a peaceful setting
where you could enjoy a light lunch, the place always seemed to be a good place for... Continue»

Hello dear readers,

I strongly encourage you to read the previous two chapters of this story to fully grasp the sudden changes which affected my life.

*

At home, Elena was waiting for me but she wasn't alone, her boyfriend was there too. He was a tall black guy named Jeff. I told them all the things that happened at July's, blushing as Jeff was watching me with desire.

Elena hadn't changed her sexy outfit and her beautiful face leaned towards Jeff's crotch uncovering his 10 inch cock which was even thicker than John's. She started to suck it hungrily, encouraging me to join her whi... Continue»

I started jerking off to ejaculation when I was around 18. Once I started doing it, it was all I thought about, 27/7 it seemed like. I collected fuck mags and porno tapes wherever I could find them, to use as visual aids. Just looking at those sexy nude women being loved up by their hot men made my dick so fuckin' HARD! Because of that I was able to convince myself that I was normal, of course, in retrospect it is obvious that I was identifying with the women.

One day when my mom was at work, I was laying in her bed, masturbating. I got up and rummaged through her underwear drawer. The draw... Continue»

I couldn't stop checking Amy out all through dinner. She was dressed in a skin tight mini skirt, her perky little tits standing out from her tiny frame, and long hairless legs cast in nylon fishnet stockings, and 6" stilettoe heels. I wasn't the only one gawking at her! Every guy and even some girls were checking her out as well. I was surprised a little when she excused herself and went to the restroom, and walked into the ladies! I mean, it did make sense, but my sore ass made me think she should do into the mens! Anyways, after a nice meal and some small talk, we headed back to my place fo... Continue»

Shemale Sarah pictures can be found here: http://xhamster.com/photos/gallery/1494311/shemale_sarah.html

Busty Hannah pictures can be found here: http://xhamster.com/photos/gallery/1494133/big_tits_hannah.html

Hannah and Sarah have been friends for about 7 years now, both at the age of 20 now and both attending uni together on the same course. Through the years they have both learnt a few really big things in each others lives. Hannah knows about Sarah being a shemale but has never asked to see or has never seen a bulge. On this occasion Hannah admits to Sarah she is bi-sexual and wants s... Continue»

i`d been out all night and had only met a couple of fellas around midnight it was about to get

light soon so i`d better get myself off somewhere a little more suitable
as i`m a bit more tarty than usual... i`d been walks.. across the carrigeway and around the estate

ther i`d ventured a fair bit further than antisipated and found myself lost .
having to make haste i headed straight down the main road towards the A556 which inevitably

took me into the path of other road users afew cars ..acouple of
which ,occupants had shouted get em off !. pipping there horn the others had s... Continue»

So I see she said when she saw it rise underneath my skirt. She kicked off her right shoe and stroke my dick with her white nylonfeet on the outside of the skirt. It felt so good I started to groan! "Fuck me" I suddenly screamed! Not yet hun she said and smiled first I wanna undress you! Stand up she said! I did so and she took off my black leatherskirt then she stood up and took off my red bra and started too squeeze my big trannytits she took of her white dress and then her white bra so there we stood the two of us in only panties and stockings with garter belt she was dressed in white I was... Continue»