Crossdresser In Love free porn video

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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 couldn't believe how far things had come.

I was a closeted crossdresser for years. I would dress up in sexy lingerie and makeup, play online or on the phone, and get myself off. I loved hearing men cum for me while I made love to myself with a big dildo. Eventually this wasn't enough though. I met a couple of men, but nothing went anywhere. Then, I met John. He didn't want to meet at a motel or someplace seedy. He wanted to take me out on a proper date, so he could treat me like a lady. So, after thinking it over, I agreed to meet him at a restaurant that was about ninety minutes away.

I was so nervous, but I was determined to look my best. I wore a black lace thong, black bra, garterbelt, thigh high stockings, four inch heels and a little black dress. I put on a long sexy wig and did my makeup beautifully. The night before, I had done my nails and toes in a pretty dark pink color. I sprayed some Victoria's Secret perfume, and I was ready to go.

We had a lovely dinner at the restaurant, and John was a gentleman the whole time. He asked if I'd like to come back to his place, and I accepted. We sat on the couch, talking some more, sipping on the drinks that he made for us. I was wondering when or if he would make a move, and finally there was a break in our conversation. He leaned over and kissed me.

Once he could tell that I was accepting his advance, his lips and tongue became more aggressive. We were making out like high school kids with his hands feeling all over my back and my neck. He eventually made his way down to my leg and up my skirt. When he reached my hard boy-clit, he stroked it, as I moaned for him. I took his hint and started massaging his cock through his pants. I could tell he was a decent size and I was excited about getting it inside me. I unzipped his pants, and pulled his dick out. It was a beautiful cock, and I felt the urge to put my lips around it.

I leaned in and began licking and kissing the head a little before putting my entire mouth around his stiff cock. We were positioned in such a way that he could continue stroking me while I sucked him, and I loved the sensation of him rubbing me while I blew him. I massaged his cock with my tongue while bobbing my head up and down. I opened my throat and accepted his entire length, as he moaned for me. Then I felt him move his hand from my clitty to my hole. He massaged the outside a bit before slowly pushing his finger into me. It felt so good to have his finger fucking my hole while his dick was fucking my mouth.

He stopped me, and told me he didn't want to cum yet. I lay back on the couch and pulled off the thong that had been shifted aside, to offer myself completely to him. He undressed completely to reveal a beautiful masculine body, then lubed himself up and pressed the head of his cock against my waiting hole.

He kissed me as he pushed it inside of me, slow, and deep. He began pumping in and out of me. With each stroke, his cock massaged my prostate, sending a shiver of pleasure to my clitty. I felt like I could let this man fuck me forever. His penis felt so perfect sliding in and out of my hole, hitting me in just the right spot.

I had experienced an anal orgasm only once or twice when I got really into it with my dildo, but I could feel one building up now. My clitty-cock began to drip cum all over as his dick hit my prostate again and again causing an orgasm to run through me from my ass to my cock. This must have turned him on, as he then erupted his load into my asshole, pressing his pelvis tight against my body, while kissing me deeply.

We lay in bed for a while, talking about what we just experienced. We agreed it was better than anything we had before, and that was three years ago. Now, I'm his woman. We agreed to get rid of anything that I had that was manly. All of my clothes and underwear were replaced with panties, dresses, high heels, etc. He moved me in with him, and set me up with a makeup table, and plenty of closet space for my new wardrobe.

This was to be my new life. After two years, we decided to tie the knot, but before then, I told him that I wanted to become more of a woman. That's when I went on the hormones. After a few months, I felt that I had transitioned enough to be pleasing for him, and we set a date for our wedding. John knew of my submissive side, so before bed last night, he told me that he wanted me to know that I was his, and no one else's. That's why he had me fall asleep like this, bound and plugged, my hands, mouth, and ass for his cock and cum only. I hope I will make a good wife.

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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
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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
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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
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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
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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...

1 year ago
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A Colleen In Clover

A Colleen In Clover (rushed re-touch from 3/8/99 version. Happy St. Pat's!) by Dee Eon "Gee, that's a stupid idea, carrot top!!" scoffed Paul atop his farm's log fence with me. "None's gonna make a St. Patrick's Day parade in Four Clovers 'cause there ain't any Irish here--'cept you 'n your folks! There's just Poles n' Czechs 'round here!" "Americans don't mind celebrating St. Pat's in stores!" I retorted sourly to my eighth-grade American schoolmate and neighbor. "Sure, the...

3 years ago
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Sommer Loven

Madison Tyler wiped sweat from her brow and stared for the hundredth time at her cell phone. She willed it to have a signal. ‘What? Your boyfriend so insecure you have to call him every hour, sugar?’ said the man with deep Texas drawl. The one man on the face of the earth that Maddie would give anything not to be stuck in an elevator with. All right, so being stuck in a five foot by five foot cage suspended forty-two floors above Houston was a nightmare enough. What had she ever done to...

1 year ago
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In The Cover Of The Clovers

"The Devil made me do it." Have you ever heard anyone say that? You're probably thinking whoever said that is just using that as an excuse to get out of trouble. You could be right, but on the other hand... it could be I really did make them do it. That's right, I'm the one and only Devil. Pleased to meet you, by the way. I would shake your hand, but, you know, the Corona virus thing. Being the Prince Of Darkness doesn't mean I have to have bad manners. Good manners or not, I've been...

Mind Control
1 year ago
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Return of the Ultimate LoveDolls

The client, heir to a banking fortune in Canada, nodded impatiently as he perched on his chair in the showroom.. He was young, he had speedboats and vacation houses and girlfriends and more money than he knew what to do with. Which suited Max just fine, because his firm catered to exactly such clientele. Max pressed a button on his desk. The door opened, and a woman trainer escorted the man's custom-designed LoveDoll to stand in the center of the room. The young man blinked. "She's so....

1 year ago
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The Ultimate Lovedoll

"Yes, Christina?" Lydia Dunn asked, without a loss of her legendary self control. "I don't recall us having an appointment." Christina weathered the stare and marched right up to her boss's desk. "I want to know why my investigation of the XTC Doll Company has been shut down!" she exclaimed. Lydia Dunn arched her eyebrows. "I was prepared to tell you during our normal staff meeting this afternoon. I saw no point in continuing this fishing expedition of yours. I would also...

4 years ago
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first time horselover

A lady fantasizes about a horse cock and then gets the real thing. *** I am a 38 year old woman who was raised on a farm in the deep south. Ever since I saw one of our horses fucking a mare, I have fantasized about a horse fucking me. I am married and my husband has no idea of my cravings for a horse cock. I love to masturbate and do several times a week. At night when my husband is fucking me, I let my mind wonder to my secret fantasy, me being fucked by a huge horses'...

1 year ago
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Reallove

“Oh Amy, my love!! The show is begun!” I hurried to run a brush thru my hair, I hit a snag and cursed. I, like many others, love my long wavy hair, but maintenance is not its main asset. “You are going to miss out on all the fun!!” I picked up my favorite lipstick, but pictured having to go to a restaurant with a horrible red rush job and said screw it, leaving it on the counter. “Hurry, hurry, hurry, mascara on one eye, no rouge, hurry, hurry, hurry,” my satanic boyfriend, Dan, chanted. I...

3 years ago
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LoveHeart

Beneath me I could feel her. Her breath such a silk as it caressed my neck, the tender kisses falling from our lips to meet each other’s bodies, our necks. She paid close attention to there, just gently letting her kisses touch against my skin and running them up and down my neck. Then she turned her attention up to my face, the kisses, so sweet, connecting with my cheek and meeting my lips in the softest of ways felt like a bliss that shouldn’t ever end. Our lips parted and she entered me with...

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