My Cross-dressing Urge free porn video

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Having previously enjoyed my lustful dalliance with my first cross-dresser, the thought of him clad in beautiful lingerie was an image in my mind that I could not shake for weeks. I had discovered my liking for women's underwear in my teens when I used to visit my grandmother, and she always had beautiful stockings in her hosiery drawer. I would slip them on when I would stop overnight, delighting in their feel, the smell of the smooth nylon as it encased my teenage legs. Sometimes, I would sleep in them, loving the naughtiness of it all! But since leaving school and entering the world of work, that part had been long since discarded and forgotten about... until now.
I decided I wanted to feel that thrill again. That meant I was going to have to buy some lingerie of my own. This was long before the days of internet shopping, so I was going to have to physically go into a shop and purchase the items myself. And one weekend, I summoned up the courage to go into town and entered a large department store, making my way up the stairs to the women's underwear section. There were so many beautiful outfits on display, my eyes lustfully drawn from one outfit to another. Then I saw the one I wanted, it almost spoke to me. A whole outfit of a silky red bra, it's cups adorned in flimsy lace and embroidered flowers in a darker red, a matching suspender belt and a skimpy set of see-through lace red knickers to go with it. I picked up the set and made my way to where the tights and stockings were displayed, and decided upon some matching red seamed stockings to finish off the look. I think my face must have been as red as the underwear I was holding as I made my way to the cash register to nervously make my purchase. An elderly couple were directly in front of me in the queue, and the elderly gent looked at what I had in my hand and commented to his wife, 'Looks like he's having some fun tonight!' He didn't know how right he was..!
I made my naughty purchase and hurried home, my cock already becoming engorged at the thought of wearing my skimpy outfit. I took my underwear off it's hangers, removing the price tag and laid it out on my bed. I quickly removed my clothes, my now fully erect penis bobbing up and down in anticipation at what was to come. I made my way to the bathroom and ran myself a hot bath, using my razor to remove the hairs from my legs. After drying myself off, and noticing how sensitive my legs had now become, I proceeded to the bedroom where my underwear was waiting to be adorned.
First, I opened the pack of stockings, breathing in the fresh nylon's smell, gently removing them from the cardboard they were wrapped around. As I slowly eased them up each leg, I could feel the tip of my cock becoming sticky, already coated in my pre-cum. Then I put on the suspender belt. It was tight, but that only made my cock jump more. After eventually figuring how to attach the stocking tops to the lacy red straps, I focused my attention to the bra. I slipped it onto my chest already clipped up, and then the skimpy red knickers were put on, merely covering my aching ball sack and my cock pointing out over the top. I made my way over to the full length mirror to check the sight of my transformed look.
The bra did nothing for me, stretched tight across my big chest, but as my eyes were drawn towards my groin and legs, I delighted in the shapely form of my legs, my genitals surrounded and beautifully framed in red nylon and lace. I finally allowed myself to touch my aching cock, my painful erection needing to be sated. Slowly I wanked as I admired the view from all angles, touching my nylon clad legs, fondling the lace of the suspender belt. It's safe to say, the first orgasm didn't take long, but I ensured I got none of my hot spunk on my new outfit! I lost count of how many times I masturbated that day, but by the time I had had my last cum, the liquid that ejected from me was clear and runny.
And that was the beginning of my love affair with nylon and lace...

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Pleasures at Dressing Manor - by PRIM The story so far: Young teacher Miles Johnson has tried his best to rescue his pupil, Lyndon Blonding, 18, from the sissifying plans of his spiteful stepmother, Vera Hidebotham, who aims to turn her stepson into a girl. His Headmistress, Alison Forceman, accompanied the young teacher to the boy's home, Dressing Manor, outwardly to help him but secretly in league with Vera. The two males have been fed the feminizing drug Fem-Agra,...

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Dressing Phase 1 A Holiday in Venice

DRESSING: PHASE 1 - A HOLIDAY IN VENICE Barry Robbins and I have been best friends since we were three years old and met in the Reception Class at Nursery School. Naturally as two active, competitive little boys we had our moments and our spats, but it soon became clear to our parents and teachers that we functioned better together than apart. As we grew up it was apparent that our talents and personalities complemented each other. Barry was the imaginative one; I could come up with...

3 years ago
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Crossroads A Young Hero

I walked through the headstones towards Dad's car. It was my car now after that accident. I was walking away from the double funeral for Mark and Carol Arrowstone. It was less than a week ago that I had come home to the cops sitting in my driveway to tell me that Mom and Dad had been in a car accident. The drunk driver that hit them was dead too. Standing next to the car was Mike Larter, Dad's lawyer. He was handling the reading of the will and the distribution of my parent's assets. I knew...

3 years ago
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Brittany in the Dressing Room

She didn't understand what she was doing here, in JC Penny on a Wednesday afternoon. Her long distance fucktoy, Jordan lived on the east coast. She had, of course, sent him dirty pictures from dressing rooms while she shopped before; usually Victoria Secret dressing rooms. And she had even played with herself in a dressing room while he watched via Facetime. But every one of those times was in a store of her choosing; he had never before specified where she should go. What the fuck was going...

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3 years ago
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Secret Urges

Secret UrgesBarefoot RunDave, a 13 year old eighth grader,  grew up before there was an Internet and only a couple primitive computers existed in the whole country so he could not Google or search JackinWorld to discover what was happening to him and the dark urges he felt.  It was before HIV.  It was a time when schools did not teach sex ed and before gay lib made alternate lifestyles thinkable.  Dave's parents  like many parents at the time would not talk about sex and he couldn't dream of...

2 years ago
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Dressing Room

"Honey, how does this skirt look on me?" Dee asked as she swung open the door to the dressing room and stepped out of the dressing area. She spun around in the waiting area, causing the dress lift off her legs, revealing her bare legs and ass. Dee rarely wore underwear and never missed a chance to "accidentally" expose herself in public, particularly when I was watching. "I like this one better than the green one" I said as I stood from the small couch in the waiting area and approached...

4 years ago
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Cross Dressers First Time

I was in my mid 40's and divorced and living a great life. I ran my own successful from home and lived in a large house in it's own grounds at least 5 miles from my nearest neighbour.Whilst I was single I had an active sex life having been lucky enough to know 3 ladies who were unattached and had no need for a long term relationships but were happy to meet up for sex or go away for a break all no strings attached. They all knew of each other and I was aware they saw other men or ladies if they...

3 years ago
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Cross Dresser Enslaved

CROSS DRESSER ENSLAVED A Fictional Account Of A Cross Dresser’s FantasiesPROLOGUEI am a cross dresser and a slave to my wife and her friends. Let me tell you how I got this way. Since I was a little boy, I liked being tied up. I had always had a petite, almost feminine body. When I was 15 years old I started dressing in my mother’s lingerie and fucking myself with whatever I could fit inside my ass. I also gave my first blow job to one of my friends. This was my only sexual experience with a...

2 years ago
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Pleasures at Dressing Manor 5

Pleasures at Dressing Manor - part 5 of 7 by PRIM The story so far: Young teacher Miles Johnson receives a letter from his pupil, Lyndon Blonding, 18, telling how his spiteful stepmother is keeping him prisoner and dressing him childishly. He takes the letter to his Headmistress, Alison Forceman, who secretly feeds Miles the feminizing drug Fem-Agra, so that he becomes addicted to girls' clothing and suffers embarrassing changes to his body, before accompanying him in his bid to...

3 years ago
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The Dressing Room

My boyfriend and I had a date coming up. Lately our dates had been ending up with steamy sex, so I wanted to buy a sexy outfit and some new lingerie for our date. I had visited several stores, before I finally found a few things I liked. I wanted something sexy and just a little bit slutty. It had to be just right. I dressed with sex in mind when I left the house. I’m not a stick thin model. I have curves. Maybe more than most men would like, but my boyfriend loves having something to grab onto...

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