Crossdresser Getting TRAINed free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
I was home alone when i got a call from a friend that is train driver / railroad engineer. He is 40 years old and spend most time alone driving a train. He asked me if i could not come over, because he is feeling alone. I had nothing better so i visited his flat. So i put makeup wig and some tight dress with thong and heels. I wanted to put stockings but already had heels so i decided just to go with my smooth legs, it was hot that day anyway.

He already had prepared some beer and drinks. We talked about his boring job while watching television. After a while he started rubbing his pants. And in a blink of an eye he had his 17cm cock in his hand. I knew he promised no sex. But he was drunk a bit and watching him rubbing his cock and looking at me kinda turned me on. He was switching looks from me on my tights. I knew i am gonna be fucked.

He sat next to me while rubbing his cock and wetting his lips with tongue. He started touching my tights with right hand, while his left hand was still on the job. He said: i know you want it as bad as me. I just bite my lower lip and smiled, because i could not deny it. I tried to cover my raising sissy cock, but he put my hands on his cock and started to kiss me on my neck. With my left hand i was stroking his cock and with my right hand i was handling his balls. Then he grabbed my by my jaw and kissed me with deep tongue. I dont like kissing that much but he was too dominant about everything. After about a minute he pulled my head towards his erected cock. I was so horny that i started to suck right away. I was that horny that my saliva was everywhere on his pants and cock. My mouth started watering sooo much. He was pushing me deeper and deeper, to the point where my eyes started watering. It ruined my mascara but i could not just get up and repair it, i was busy with sucking cock.

After about 4 minutes he wanted to experience my rear. So he just got up and grabbed a lube from a self and said: You gonna ride this no matter what. I was still getting air from that cock sucking, and was adjusting my wig. I rolled my dress up and pulled my thong down.But he wanted to do it all by himself. So i had to put it back and wait for him to play with my asshole for a bit. I was on a couch prepared to take it. But oh boy. After he started to go balls deep into my asshole and grabbed me by my shoulders, i realized 17cm cock is too big for me. I was always sticking stuff in my ass that is max 15 cm.I was slowly pulling my pelvis far far away. I could not take it. It was hitting the very deep end of my asshole. But he always pushed me back with his arms around my shoulders. I am just 160 cm tall and he was 185 cm he was adjusting me how he wanted. But finally after a while he laid on his back and told me to ride him. That was a relief because i could adjust my little tight asshole. So i was more on my knees to not go that far down. Slowly i was gaining confidence because he did not cared about my little sissy tits and was focusing on my little cock and my face with destroyed makeup.

Then he grabbed me and put me on my back with my legs against my chest. This was the moment when i knew this gonna hurt. He started to kiss me and rimming me super hard, that i could not see the time on the clock. With every deep put into my ass he touched the end and it hurt. I could not pretend enjoyment i was just screaming and making faces of pain. In about 2 minutes of hard sweaty pounding he pulled out and came all over my dress and a bit of my face. He gave me 20 euro for taxi and thanked me that i came. I felt i cheap used slut, but at the point where i was in a taxi thinking about it, i was. Hell i would even welcome 2-3 men in that room, maybe more :D

Same as Crossdresser getting TRAINed Videos

3 years ago
  • 0
  • 20
  • 0

Crossdresser Got Caught By The Neighbor

Hello readers, my name is Rajesh, a 24-year-old guy who likes to dress like a girl. I am in Australia now.  This story will tell you how a crossdresser got caught by a neighbor and had to do whatever the neighbor ordered. His name is Roy (name changed), he is 6’1 height with a well-built body, and he is in his late 50’s. I recently had to move to another unit as my old unit’s lease got finished. On a Friday morning, I was leaving for my office. I saw an old man (who lives in the next door unit)...

Gay Male
2 years ago
  • 0
  • 13
  • 0

Crossdresser Turns Gay To Seduce His Tailor

Hi all! I am a family man with a loving wife, but she doesn’t know about my crossdressing. It just so happened that she had gone to her mother’s place during her pregnancy, and I got ample time for my crossdressing. I did all of my shopping on Myntra and bought myself some nice soft satin sarees, dresses, gowns, tops, high-heel shoes, a makeup kit, perfumes, and loads of bras. I was waiting for the delivery like a curious kid waits for their birthday gifts. Finally, the day arrived and the...

Gay Male
1 year ago
  • 0
  • 15
  • 0

crossdresser violation

My house is a small two-bedroom cottage with a study, lounge and combined kitchen-dining room. My bedroom has an ensuite. It is located in a quiet cul-de-sac in a quiet neighbourhood where everyone keeps to themselves. It is perfect for me. Perfect because I am single (due to a messy divorce where she got everything except the debts), perfect because I work odd hours, and prefect because I like my privacy; oh, and also perfect because I am a closet transvestite. Like most...

3 years ago
  • 0
  • 25
  • 0

Crossdresser in Love

I woke up with my hands bound, my mouth gagged, and my ass plugged. The bed I was on was comfortable enough. This was just a reminder that these parts of my body were no longer mine to do with as I pleased. For tonight would be my wedding night. For months we had planned things out. Picking out a dress, a place for the ceremony, all the things that brides do with their future husbands. But for me, it also included a regimen of hormones to complete my becoming as feminine as can be for my man. I...

Crossdressing
3 years ago
  • 0
  • 11
  • 0

Crossdresser wanting some dick on the road

I`ve been crossdressing since I was 20 years old.One of my favorite things to do is get all dressed up in womens clothes and drive around on the open road.Several years ago I was mad at my ex wife for doing some stupid shit with our checking account and we were split up for some well needed cooling off time.The more I got to thinking about her stupidity the more I got to smoking some pot and drinking a few mixed drinks to get the crap off my mind.I got pretty stoned and decided to get dolled...

2 years ago
  • 0
  • 13
  • 0

Crossdresser and I at Costco

I went to Costco over the weekend with my friends girlfriend. She went off shopping, and I went off to get a few things. I walked down some random isle, and saw a girl leaning down. I snuck a peek at her butt and saw a little bit of a thong showing over the top of her shorts. She was wearing a blue hoody. I looked up and saw that she had really short brown hair. I tried to see her face, when she stood up. A box fell from her hands and onto the floor. Being the nice guy that I am, I picked it up...

Crossdressing
1 year ago
  • 0
  • 12
  • 0

Crossdresser and I at Costco

I went to Costco over the weekend with my friends girlfriend. She went off shopping, and I went off to get a few things. I walked down some random isle, and saw a girl leaning down. I snuck a peek at her butt and saw a little bit of a thong showing over the top of her shorts. She was wearing a blue hoody. I looked up and saw that she had really short brown hair. I tried to see her face, when she stood up. A box fell from her hands and onto the floor. Being the nice guy that I am, I picked it up...

4 years ago
  • 0
  • 16
  • 0

Crossdresser to Trans Escort Part 3

This is a continuation of my Crossdresser to Trans Escort series.After my first fuck for money with the restaurant owner, things escalated. I arrived at work the next morning wearing a pair of black trousers, black blouse and flat ballet shoes. The owner called me into the back office before we opened up for the customers. He was sitting behind his desk wearing a tight black t-shirt which showed off his tanned skin and bulging muscles. 'I really enjoyed our transaction last night' he grinned,...

2 years ago
  • 0
  • 12
  • 0

Crossdresser ke saath maza

Hello frnds.How is everybody.I recently got another hot encounter in July 2008.It happend at my sis home.Both my sis and her husband work for an MNC.They had recently employed a new maid.They were supposed to go to Pune for some seminar from their company.Since this new maid is new in town and has nowhere to go so my sis said me to stay at her at home so that maid will not face any difficulty.i said ok.I understood the problem and said ok for the proposal.So i reached her home on the day on the...

Incest
2 years ago
  • 0
  • 11
  • 0

Crossdresser gets more than she bargained for

My story is like many I have read on here and which I only fantasised about, till now. This story is all true, I thought about embellishing it to make it sexier but thought I’d let you know what happened just as it did. A short history of me and dressing up first.I have been crossdressing for as long as I can remember, from sneaking a pair of my sisters panties, to even sneaking into the gardens of my parents neighbours and pinching underwear from washing lines. In my late teens when I found...

2 years ago
  • 0
  • 11
  • 0

Crossdresser Stories 8211 Assfucking in panties

I have been ‘mildly’ crossdressing for over a year now. I say ‘mildly’ because I am not into full feminization, I just love the feel and look of lace panties when they are hugging a good looking cock, not to mention the taboo. I have taken to wearing stockings too which feel amazing, it’s like having your whole lower half caressed persistently. I have thought of wearing a bra but, although I can almost imagine how amazing it would feel, I don’t think men look...

3 years ago
  • 0
  • 9
  • 0

crossdresser confession part 1

I really loved my wife; she was the most beautiful creature I have ever known. Tall, brunette and the longest legs you have ever seen. Myrtle's beautiful face is framed by her gorgeous brown hair. She was about 5'8" and had a great ass. Her curves were soft and very feminine, not a big chest but nice and perky tits I loved to play with.She would drive me crazy when she donned a pair of pantyhose and heels with a short skirt. She didn't know it, but she would not have been able to keep my hands...

Crossdressing
3 years ago
  • 0
  • 11
  • 0

Crossdresser Business Trip to South India

Sheila Boy Mon, Jun 3, 11:09 AM to meHi All.Guess you all know i am a bisexual guy and i love to crossdress whenever i get a chance and i am alone.Well as it happened I was on a work trip to chennai and bangalore some time back. It was not a planned one and my boss told me in the night that i had to go and all arrangements have been made. I reached by the afternoon flight, took a cab and checked into the hotel booked by the office. After completing all this and...

4 years ago
  • 0
  • 18
  • 0

crossdresser ashleythis my story

hi my name is ashley,I'm 48,and have been crossdrssing since I was 14.its about the time I discover masturbation.when ever I would take a bath or a shower I would take out of the hamper my sister panties and bra sit the and stroke my cock thru the material.often I'd find a pair of pantyhose,and would slip them on.felt so hot wearing them,I even wore them to school.lot times if no one was home I would sneek down to our shop that we had out back where you could not see it.inside I would strech...

2 years ago
  • 0
  • 10
  • 0

Crossdresser gets help from a stranger

A Good Relationship - Cross-dresser gets help from stranger.I had just moved into the country to a nice little cottage that my mother owned, she left it to me when she died. I had lived there for a couple of months, and began to feel at home and took to exploring the countryside. Across the lane from my house was a footpath lined on both sides by a tall hedge, it went past a large mansion house, which was the only other building for miles. The path led to a small wood which I thought I would...

2 years ago
  • 0
  • 8
  • 0

Crossdresser gets Gangbanged

So one night i decided to be daring and go for a walk in my city dressed in my sexiest girls cloths (i'm just a 26y.o. italian 5'5" 125lbs body man). I had a skimpy pink top on the revealed my sexy pink bra and cut just above my belly button, for my piercing to show. I also had on a micro-skirt showing off my ass cheeks just enough to see standing straight up and showing off my tramp-stamp tattoo GET SOME right above my ass crack. Sexy pink thong underneath that plus knee high black leather...

1 year ago
  • 0
  • 9
  • 0

Crossdresser surprise

In my early twenties I met a lovely guy who was very dominant. We lived together for quite a while and he got me into cross dressing for him. He liked me to be fully shaved and bought me various wigs and outfits to wear. I was very shy and lacked confidence before I met him but he brought a whole new me out!! While he he was at work he would phone me and tell me what to wear that evening for him. I used to get really excited waiting for the call. One call in particular led to an amazing night...

2 years ago
  • 0
  • 19
  • 0

Crossdresser dominated by woman Part 1

In the gym one day a curvy lady passed me by. ‘Nice t-shirt’ I said to her casually. ‘Thank you sweetie’ she replied and kept going. I went to the water fountain and took a drink, watching as her ass moved in her tight yoga pants as she walked away. I continued with my workout and then around 20 minutes later I went downstairs. The swimming area had a communal changing room with individual cubicles, so both male and female users were present. I was about to grab my bag from the locker when I...

3 years ago
  • 0
  • 14
  • 0

Crossdresser to Trans Escort Part 2

This is a continuation of my previous story 'Crossdress swaps clothes and gets assfucked in pub'.So after getting my asshole fucked by a horny French dude, barefoot in a park in the French town of Lille in the middle of the night, wearing only my sexy Ukrainian friend's slutty little dress, I inevitably missed my bus to the airport and subsequently my flight home.That turned out for the better. I decided to stay and with the encouragement of those around me, transition to living fully as a...

2 years ago
  • 0
  • 11
  • 0

Crossdresser and driving

A little about me, I'm married, and wife doesn't have a clue I like to dress up. I would love to have her know and accept it, but I don't think she would. I do cam and love to get instructions from people that are watching on cam. Am I a sub? I think I am. I like to drive dressed. When I take a drive up to northern Wisconsin, I love to drive while dressed. It is always around 5 am when I leave a little dark but getting light. I can't get dressed at home and walk out to my vehicle. I don't have...

3 years ago
  • 0
  • 13
  • 0

Crossdresser teacher violates 18yo sissy schoolgir

I am a home schooling teacher, short skirt with side splits tight but stretchy over my right bum, black stockings and black lacy see thru panties wig, white sparkly heeled sandals and Lacey see through top sat opposite you on the couch. You are wearing a shirt and tight school skirt, white see thru Lacey panties and nude colour tights and black boots, tight school shirt white bra and pigtail wig. I sit opposite you on the couch occasionally opening my legs slightly giving you a glimpse of my...

3 years ago
  • 0
  • 8
  • 0

Crossdresser Fantasy part 2

the bar"So what's your name?" She asked taking a sip of he straw."Maxwell" he said smiling "what's yours?""Maricela" she said presenting her hand.He took her hand and kissed it. She let out a sweet giggle. They both enjoyed a few more drinks and flirting. Maricela couldn't help but stare in Maxwells green eyes."Wow" she thought, "he's so handsome he could have any girl but he wants me!" This excited her greatly and before she knew it she had reached her limit."I think I've had enough I'm...

1 year ago
  • 0
  • 10
  • 0

crossdresser in the woods

about 30 miles form where I live is a small wood with a layby next to it. the local gays go for a walk in the trees looking for fun , so one day I decided to do just that , although I would be dressed up as my normal office girl cd.black heels , stockings suspenders , mini skirt , blonde wig ..very similar to the photos I have posted on here .as I parked the car there were 2 cars already there , one empty one with a single guy in it.I walked into the wood . I didn't see anyone , so I just...

1 year ago
  • 0
  • 7
  • 0

crossdresser and the trucker

I used to get dressed up as an office girl and get into my car and drive down the motorway exposing my sexiness to the lorry drivers . here is the idea , I overtake them slowly , if they look down and see me , they either beep or flash me in once I have overtook them . if they do I slow down and let them overtake me , then the next time I go past them I flash off , more stocking tops or even start to wank as I go past .8 out of 10 drivers don't care , then you have one who then realises its a ...

2 years ago
  • 0
  • 7
  • 0

crossdresser fantasy

hi - my name is franny and i am a pantyhose addict - been that way since puberty wearing my mothers clothes - but lately, i have really indulged myself with buying spree at macys - loading up on hosiery . shapewear . dresses and heels - can never seem to satsify my fantasy of transformation to a woman - what would really put me over would be to entertain horny men and it might go something like the following wishful thoughti like meeting others on line who have the same passion i do for...

3 years ago
  • 0
  • 9
  • 0

CROSSDRESSER BUSINESS TRIP PART II

PART IIWe started out looking for a place to have lunch. I finished my food and it was around 4 PM. Since we had to travel 60kms out of town and Rajesh told me it was not a full highway but a small road and it would take about 2 hours at least. We started off and just when we were exiting town I picked up a few cans of beer and a cpl of packs of smoke just in case I don’t get my brand in the small town. We got stuck in a traffic jam caused by a minor accident between a cpl of cars on the road...

1 year ago
  • 0
  • 20
  • 0

Crossdressers Rough Sex

To start things off there is something you need to understand. I am bi sexual, but when I am with a guy I am a submissive bottom. I love to pleasure other guys. That's how this experience came about.I was out for a drink with a girlfriend, catching up on the latest gossip when a voice whispered in my ear"I can see your knickers."I spun round and saw a moun5ain of a man, he looked like a chubby lumberjack, all man and really butch. I blushed and panic as no one knew I was wearing panties or...

2 years ago
  • 0
  • 13
  • 0

Crossdresser drinks cum

Nikki looked up at me with her big, brown eyes as her head bobbed on my cock. Nothing was quite so sweet as one of her blow jobs. She had this way of dragging her tongue along the underside of my cock that made me want to cum in seconds. I always tried to hold it, but Nikki wouldn't let me. When she wanted me to pop, she'd plunge her head all the way down my pole.Less than three minutes into the BJ, my cock disappeared into her face. I shot my load. Nikki froze while I unloaded. She couldn't...

1 year ago
  • 0
  • 11
  • 0

Crossdresser has cinema fun

It had been a few weeks since I'd had any action as Clara and was absolutely gagging for some cock. The girlfriend was away for the weekend so I planned a nice Sunday afternoon in a local-ish sex cinema. I got partially dressed at home wearing black hold-up stockings, black bra with inserts as well as see-through black panties, and a matching vest-top. I pulled on a pair of jogging bottoms and a sweatshirt, pulled on a pair of trainers, packed the rest of my stuff in a tote bag, and left in the...

3 years ago
  • 0
  • 10
  • 0

Crossdresser Ke Saath Sex

Hi mera naam samir he me gujrat se hu ye meri pehli story he aur sacchi bhi Me ek simpsl sa man hu 30 saal avrege body Abme apni story par aata hu ek din ki baat he me kaam ke silsile me mumbai gaya tha kaam ek week ka tha me friday ko subha me vahan pohuncha usi din sham ko kaam khatam karke hotel me lot raha tha to mujhe tren me ek lady mili me normal hi tha jese aur log normal safar karte he Wo mujhe dekhe jarahi thi shyad wo mujhe pehchan gai thi me mumbai ka nahi hu thodi derme wo mwre...

1 year ago
  • 0
  • 9
  • 0

Crossdresser to Fuckable Mannequin

I have been contacted to join the cross dressers pop mannequin society. Ok I have dressed for years but never been involved I such a thing. The day arrived and I was apprehensive but awoke with an unusual great hard on. After coffee I shave all over and greased my pussy. A 9 inch dildo opened me up. Slipping into my silk G-string, and matching bra I felt good. Applying glue to my chest I quickly poisoned my size D breasts in place and pulled my lovely Victoria's secret bra over them to...

3 years ago
  • 0
  • 16
  • 0

Crossdresser8217s Open Room

My name is Seema. I’m 23 and have been cross-dressing now for. All my stories are true. The only things that might be different are the names to protect those who don’t want to be named. Unlike a lot of cross-dressers that like to be treated like ladies, I enjoy more to be treated like a porn slut. I love outdoor sex, along with semi-public/full public sex. This is the true story from a few weeks ago.I had been talking to a few guys on Squirt for a while but the major problem that I had always...

Lesbian
2 years ago
  • 0
  • 21
  • 0

Crossdressers Rush

If you have a fixed aversion to cross-dressing sissies, you may wish to go elsewhere. However, my story isn’t about that, although it provides the protagonist vehicle. It’s about control… self-control, losing control, being controlled and everything out of control. I hope you enjoy my style ….. p.s. If my humble contribution offends or annoys any readers, I sincerely apologize. My intent was merely to provide a brief moment of stimulating entertainment. Comment and ask for the saga...

2 years ago
  • 0
  • 13
  • 0

Teacher Gets Trained

This story is written for the enjoyment of adults only. This is a work of fiction from my twisted mind. Please send any comments to [email protected]. I love hearing from you. Teacher Gets Trained Written by 4play Part 1 My wife Mary and I were young school teachers and finally had a summer off. We had met and fell in love in college and both taught High School courses in the same school district. The first three summers we had spent getting our Master's degrees and this summer was to be free...

1 year ago
  • 0
  • 11
  • 0

Slut in TrainingChapter 4 The Twins are Trained

Billy and Janie, Leslie's 16-year-old twin siblings, got up late Saturday morning. Leslie and I had let them sleep in. Friday had been a tough day for them. They had run away from an abusive father at home and flown to LA. We had picked them up at LAX and took them to our home. Their sister and I had shown them around our large home and explained how all of our nice things had been paid for. We earned a very good living by marketing Leslie's many sexual talents. They were shocked at first...

3 years ago
  • 0
  • 11
  • 0

My Wife Gets Trained

Looking back now, I think I realized as we stood outside the door to the hotel room that it was my last chance to change the course of events. If I did, it was a fleeting thought - and one I had no intention of following up on. The door loomed large - and to this day it seems a perfect metaphor for our lives before and after. Even as my hand was reaching out to knock on the door, I couldn't believe I was going to hand my wife over to the two young studs for what the three of them were...

2 years ago
  • 0
  • 16
  • 0

crossdressers first time with a guy

hi, im new to this. this happened about 3 years ago now.I had started off the night being at my ex gfs house looking at her sexy underwear thinking how it would feel etc. so, having just started a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from this simple thought I became massively aroused and started trying on her underwear, make up, and even a wig that was in the apartment. soon enough, I was looking like a slutty crossdresser.I thought enough...

1 year ago
  • 0
  • 13
  • 0

Trained

I gazed up at him after he placed me as he wished, laying on the short platform,arms drawn down and back, bound tightly down, causing my naked breasts to pushupward, exposed for his use. My thighs parted wide, knees bent back, the entirelength of my legs resting on the specially made padded and bent arms and bounddown tightly. His special ?bitch bed? as he called it was perfectly comfortable ? padded,the bindings of the softest leather. My pussy was stretched wide, my cunt andasshole hanging in...

4 years ago
  • 0
  • 26
  • 0

Crossdressers first gay encounters

I had met Steve thru a gay dating site, we exchanged messages over a few weeks and then finally agreed to meet. I was very nervous on the way over to Steve's for two reasons. One was it was going to be my first gay encounter. The Second reason, and one i had only agreed to after Steve's insistence, was that i was going completely cross-dressed. I'd gotten dressed at home as Steve wanted. Putting on a satin and lace garter belt which i attached to lace top suspender stockings, then a lace bra...

2 years ago
  • 0
  • 14
  • 0

crossdressers first blowjob

had been a private cd for years and along with that secret I always wanted to give head .. but always to nervous . I used to be a long distance hgv driver and park up at night it what I call , naughty laybys . we all know the sort . did see quite a few things going on in them . especially single men turning up with hard cocks wanting some fun . most nights I would get dressed up and climb out and walk up and down and seeing if anyone saw me , then quickly run back to the lorry and hide . it was...

2 years ago
  • 0
  • 15
  • 0

crossdressers first time

i first started to wear tights when i was 18,i was shocked when i first realised i loved tight panties and sheer tights. i was staying with my friends mother who was 65 at the time,she wore the sexiest lingerie i had ever seen,especially on a woman that age,but i felt drawn to the sheer stockings. the next day i was taking a bath when i noticed them on the wash basket,i had an urge to wear them,i was very shocked by this desire but had to!i slipped them on taking care not to rip them,they were...

3 years ago
  • 0
  • 28
  • 0

Wife Gets Trained

Looking back now, I think I realized as we stood outside the door to the hotel room that it was my last chance to change the course of events. If I did, it was a fleeting thought - and one I had no intention of following up on. The door loomed large - and to this day it seems a perfect metaphor for our lives before and after. Even as my hand was reaching out to knock on the door, I couldn't believe I was going to hand my wife over to the two young studs for what the three of them were...

2 years ago
  • 0
  • 21
  • 0

Sam Cat GettingReady

"Sam do you know where I put my ducky at? I need him to go to the beach with me. Sam are you listening to me?""Yes k*d, I am," said Sam. "Look you left him over there on counter." "Oh yeah," Cat said. "Sam look at my bathing suit, what do you think?""It’s pink," Sam replied, "and a bikini.""Well of course it’s pink, I love pink," Cat said all happy. "And Jade said if I wore a bikini I would get lucky tonight, whatever that means. Jade is always saying weird things like my br*ther does."Jade is...

1 year ago
  • 0
  • 15
  • 0

GettingHerselfOff

Reddit GettingHerselfOff, aka r/GettingHerselfOff! Is there anything fucking hotter than watching a dirty bitch make herself cum? Sure, we all have our kinks, but universally, is there a straight dude alive that is incapable of getting off to a slut rubbing her pussy, riding a giant dildo that’s bigger than you could ever hope to be, or vibrating her clit to climax? That’s like saying the more food you eat, the more you feel hungry: it’s an oxymoron, and it’s downright impossible.That’s why I...

Reddit NSFW List
3 years ago
  • 0
  • 12
  • 0

Trained

Trained By Gingerfred Man Chapter One ? Chance Favors the Prepared We met one lovely day, ten years ago, on a train from Oxford to London. I was returning home from a business meeting and chose a six-seater compartment in first class. The details of the meeting went through my head and I decided that it had been an unqualified success. You could have described me in those same words. At 35, I was succeeding in business in a way even I could not have predicted. That success...

2 years ago
  • 0
  • 5
  • 0

Well Trained

A Good SonMy Personal Trainer had set me a good routine to help me get up to nearly top condition before the season started and I was going to hit this speed in time for the trial's, I was not worried about my position on the team but I knew we had some who were waiting in the wing's, Let them eat cake.My part time job in the off season had helped because of the heavy lifting but I needed to work on my leg's and endurance as well.I had added, after consulting with my P.T., a five mile run to...

2 years ago
  • 0
  • 9
  • 0

Kidnapped and Ponygirl Trained

Kidnapped and Ponygirl TrainedBy SarahKnock Knock Knock.        Sarah squirmed as she heard the knocking on her apartment door.  She had assumed that the man she had been talking to for over 3 years on the net was just joking about being around the corner, but now she wasn’t so sure.  She scampered to slip on her bikini, and then she cracked open the door.        ?Hello Sarah.  Are you ready for your inspection??        Sarah blushed as she let the man into her apartment.  She closed and locked...

3 years ago
  • 0
  • 29
  • 0

Crossdressersaed and Turned Out Ch 02

So, after I blew the guy downstairs and told him to come and knock on my door and pay me to blow him again anytime, I went up and took a long hot shower and put on a nighty and went to sleep. I slept surprisingly well considering I had just spent a long night out selling my ass. I thought about how much it scared me and aroused me as I drifted off to sleep. The next day I called Jesse and talked about what happened. We talked about how turned on I was by the whole thing she told me I was nuts....

2 years ago
  • 0
  • 21
  • 0

Crossdressers Surprise

A Crossdresser' s Surprise - by: by Deborah Pinto I guess I should have seen it coming. My wife, Virginia, and I were drifting apart sexually, and I should have suspected that she was having an affair. Afterall, we had not made love in over a year except for one night she had come home a little drunk from her office Christmas party and had virtually raped me in the middle of the night. I remember her laughing and saying, "Tim, what's wrong with you tonight? You feel so tiny inside...

3 years ago
  • 0
  • 20
  • 0

Crossdressers Placement Agency

I know it's a little dated, but read it anyway. Crossdresser's Placement Agency By Ricky With apologies to those of you who weren't around to listen to radio in the sixties, I'll start this with a famous quote. In the immortal words of the Chicken Man: "They're everywhere, they're everywhere." Crossdressers, that is. In the last week everywhere I look I see a crossdresser, right out there in public. First there was the color coordinated Dennis Rodman with green hair and...

2 years ago
  • 0
  • 18
  • 0

Crossdressers Paradise

Crossdresser's Paradise By RogerGirl Charles had just returned from his summer trip with Stan and Desiree. It was a rare time of year since both his parents were home at their main mansion. Charles was feeling nervous, but felt he had to finally tell his parents about Charlene, his feminine side, and that he was bisexual. He walked into the kitchen where his parents were eating lunch. His father, Simon, came from a long line of wealthy businessmen and had expanded his family's...

3 years ago
  • 0
  • 25
  • 0

Crossdressers Spanking Scene

My roommate and I were both bi and part-time cross-dressers. We were also familiar with consensual B & D and had already worked out several code words, then went a step further and wrote scenes for each other, so that when we're in the mood, we could call up the scene rather than try to explain it or coach someone through it.   Sometimes we did a scene to please each other sometimes we asked for a scene because we were in a specific mood.   So it was that I got an e-mail at work, which...

Crossdressing
3 years ago
  • 0
  • 9
  • 0

Trained

I had gone to work for this consulting firm that Mandy owned. Almost all the consultants were woman. I was hired because I am a computer person and they needed someone to update there systems and write programs. I worked very closely with Mandy because she would define what was required and always tested the programs before I introduced them. Many days we would work late into the night. After only working there a short time Mandy asked me out for a drink. She was very much in charge...

2 years ago
  • 0
  • 12
  • 0

Crossdressers Spanking Scene

My roommate and I were both bi and part-time cross-dressers. We were also familiar with consensual B & D and had already worked out several code words, then went a step further and wrote scenes for each other, so that when we’re in the mood, we could call up the scene rather than try to explain it or coach someone through it.   Sometimes we did a scene to please each other sometimes we asked for a scene because we were in a specific mood.   So it was that I got an e-mail at work, which would...

1 year ago
  • 0
  • 18
  • 0

Crossdressers Bully

CHAPTER 1 Summer vacation was over already. And it was the start of my senior year. My alarm rang and I was filled with anxiousness. I don’t want to go. “John! Get up and get ready for school! Don’t want to be late on your first day.” My mom yells from downstairs. Fine. I get up and head over to the bathroom. My morning erection trying to poke out from my boxers. I say trying because it so small I couldn’t even grip it properly. I’m all washed and ready for the day. “John I really wish you...

2 years ago
  • 0
  • 19
  • 0

Crossdressers in a bisexual sex bar gangbang

I'm sitting in a crossdresser's sex bar – it’s dark. My companion Fifi is wearing only a pair of sheer silk panties in light blue, stocking and suspenders, and a pale blue matching corset that pinches his waist. His balls peak out of the tight panties. I’m wearing silk patterned stay-up stockings in black and a scarlet and black thong. The string of the thong rubs against my sensitive asshole and the soft skin of my ball sack: it’s a turn-on every time I move.A group of men and women approach...

3 years ago
  • 0
  • 11
  • 0

Crossdressers On Third Base

I haven't mentioned this before but as a younger person I was bullied. Quite relentlessly at times by a couple of older k**s in the neighborhood, Gabriel and Tom. Tom went on to do something quite successful with his life but last I heard, Gabriel was on the unemployment benefit and selling weed. I'm OK now looking back they did have an effect on me. I'm pretty sure a lot of my social awkwardness came as a result of the months of concentrated attention by these 2 arseholes. Tim and I made a...

1 year ago
  • 0
  • 11
  • 0

Crossdressers On Third Base 2

I was quite shocked with myself after mine and Tims extremely hot escalation the other night. (I had to finish up early due to becoming extremely horny remembering that tale. - Author) Let me finish the story.I sat up between Tims legs and released the grip of my lips. Just enough to let some of his cum gloss them. Tim watched my face closely as i sat there wondering what to do next. I'd already swallowed a portion, I'm sure. Tim giggled a bit at my facial expressions which made me grin and...

Porn Trends