Closet Crossdresser Fantasy free porn video

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I find your ad on CL and we exchange a couple of e-mails. You tell me you have some of your wife's things to put on me, my stiff cock pulses harder.

I show up and you invite me in. You're a larger gentleman that is in need of some attention. You offer me some wine and then show me to the bedroom.

You open the drawer with her nighties and let me pick one. I find a stretchy red camisole with some matching red fingerless gloves. Then you pull open her panty drawer. I rummage around while noticing the tent in your grey sweatpants.

I find a black spandex thong that feels so nice and pull it out. You leave to refill our wine glasses while I change.

When you return, I'm kneeling beside the bed with her things on. You can see my thick bear cock jabbing out from inside the black spandex thong.

Setting down the wine glasses, you walk up to me. I grab the front of your sweatpants, and tugging them down pull out your stiff uncircumcised penis. The foreskin is healthy and large, the wrinkly tip protruding still from your rock hard five incher. I wrap my hand around it and squeeze while I make a quiet moan.

Letting go of my grasp of your thick penis, I bring up my wet lips and lick them before beginning to nurse and nibble at that tip of your foreskin. I flick my tongue over your hood ever so gently and intently. I pull just the end of it into my lips and softly suck it, looking up at you.

I spend as much time as you will allow focusing my attention on that tip, slowly working my way to slipping the tip of my tongue in and out of the hole in your foreskin to jab at your piss hole.

Finally I begin to attend to the rest of your rigid dick, putting wet tongue kisses up and down both sides and the bottom as your cock bobs on my lips.

Suddenly throat your entire five inch cock, the fat head resting behind my tonsils at the back of my throat comfortably. For some reason penises have never made me want to gag. I hold my lips pushed into your skin at the base, letting the entire thing bathe in my hot mouth while keeping eye contact. My lips are actually massaging your prostate at this point hard enough that you can no longer take it. From all the buildup and teasing, my lips massaging at your base are all it takes you bring you over the edge and begin emptying your bull nuts down my throat.

Instantly I back up until just the tip of your cock is resting inside my lips and throw my hand around it to milk it vigorously while you continue to spray your cum all over my tongue. I moan in ecstasy as I look up at you and swallow every bit of your thick and chunky semen.

By this point, I am absolutely brimming with cum and so ready to release it. Guiding you to your knees, I then stand up and offer my cock tent to your mouth. You eagerly begin to suck it through the cloth, but I tell you to get your mouth on it fast because I am ready to cum for you. You yank down the fabric and my shiny headed seven incher pops free. It's twitching as it is nearing orgasm. You grab my hips and begin to suck as much as you can in your mouth as I feed you my giant load. It sprays with forbidden lust against the roof of your mouth and across the back of your tongue, and you manage to swallow most of it as I hold the sides of your head and moan.

Thanks for having me over... we should do it again sometime.

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When I was younger, my dad had passed away leaving only my mom and I. She is 45 years old with long brown hair, bright green eyes and stood about 5'10" in height. She is also a fairly busty woman with a 30DD chest with about 35" hips and in pretty good shape for a woman her age. I had been crossdressing for a few years and my mother had caught me a few times wearing her clothes. The first few times she had a surprised look on her face and left. However, after a few times she seemed not to care...

Crossdressing
4 years ago
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Picking up a Crossdresser in a Bar

This happened about 20 years ago. The basic events are completely true, but in those days I drank a lot, so I don't remember many of the details. For the purposes of a good story, I made up a few things to fill in the blanks in my memory.It was a weekend, and my wife had taken the k**s to visit her father 400 miles away. I was alone at the house, and I knew an opportunity when I saw it. At the time we lived in a small city, and there was a gay bar in town that advertised a weekly drag show on...

3 years ago
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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...

2 years ago
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Telling Mom Im A Crossdresser

When I was younger, my dad had passed away leaving only my mom and I. She is 45 years old with long brown hair, bright green eyes and stood about 5’10’ in height. She is also a fairly busty woman with a 30DD chest with about 35′ hips and in pretty good shape for a woman her age. I had been crossdressing for a few years and my mother had caught me a few times wearing her clothes. The first few times she had a surprised look on her face and left. However, after a few times she seemed not to care...

3 years ago
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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
2 years ago
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The start of my life as a submissive crossdresser

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 when he removed his hand I curled my fingers around his erect shaft and began to slowly wank him.I just...

Crossdressing
2 years ago
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The Next Night Crossdresser Part 2 of 2

I woke up early from the sunlight shining through the windows. We’d forgotten to close the curtains when we collapsed into bed last night. Jenny was already awake and watching me. ‘I was just about to wake you up with a blow job,’ she smiled.‘Funny, I was thinking of doing the same to you!’ I laughed.Jenny kissed me then turned around in the bed to lay on her side so our cocks were facing each other. We both had erections already. I shuffled close and took her long cock in my mouth, closing my...

Crossdressing
4 years ago
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Simran A Crossdresser Part 3

After that rather eventful evening with Ram, I opened up to my fears and inhibitions. Now performing on cam or coming out dressed in front of an online crowd was something I could do easily. I still covered my face, since I wasn't yet ready to reveal my identity. As far as I remember, it was a couple of weeks after my interaction with Ram that I heard a commotion outside the house. I went downstairs and looked through the window, and what I saw was astonishing. People were running, screaming...

Crossdressing
2 years ago
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First Time With A Crossdresser Part 1 of 2

I’m Scott, 36 years old and recently divorced from my wife of 12 years. It was an amicable split with no kids to complicate matters. We sold up, divided everything two ways and went on our merry way. Our sex life was good and regular but a little boring. We stuck to the same three positions – missionary, her on top and spooning. I’d give her oral but she wasn’t that keen on going down on me and her facial expression when she was blowing me put me off asking for it! I’ve never needed more than...

Crossdressing
3 years ago
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Memoirs of a Crossdresser Chapter 1

My True Story Chapter 1: I was a kid when I first discovered women's underwear. I loved the way it made me feel. I had a friend who I'd play the normal games that kids play with, and I would always be the girl character. We were children, so nothing out of line went on, but even at a very young age, I had felt an attraction to femininity. There was something that made me feel like I should be the damsel in distress, waiting to be rescued. I remember wanting to feel girly. As I got older, my...

Crossdressing
4 years ago
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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...

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