Crossdresser's Rough Sex free porn video

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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 stockings. It turned out that when I sat down my pink panties were visible over the top of my jeans.

I quickly pulled my shirt out of my pants to cover my ass but he had already seen my panties. I wasn't sure whether he was going to punch me or put me over his shoulder. As it turns out the latter was on his mind. He turned and left without saying another word and leaving me to explain to my friend what he wanted.

Ten minutes later I was going to the toilet when Mr. Lumberjack approached me and handed me a piece of paper. It simply said that he liked sissy boys and to ring him if I was interested in some fun.

Over the next few days I swapped texts with him, no names were ever mentioned just text sex. He was very aggressive and dominant in his messages, there was no doubt he was in control and my sub side came out and agreed to a meeting.

On the day I bathed, readied myself for a long night of sex and prepared my outfit. I wore a pink Basque with white trim and suspenders attached a silk, white thong and stockings. I put red lipstick on and a little mascara and then waited for him. He was going to pick me up and take me to his place so when I heard his van pull up I grabbed a long coat to cover most of my outfit and ran to the van in my slip on shoes.

As I got into the van he smiled and asked what I was wearing, I just told him to wait and see. He had a t shirt and jeans on, still looking like a chubby lumberjack. He drove us out to a park and parked up. I asked why we were stopping and he told me to get out. I did as he asked and followed him to the back of the van. He opened the doors to reveal an empty van apart from a mattress on the floor.

"Take your coat off and get on the bed."

I slipped my coat and shoes off and threw them in the back. He whistled his approval of my outfit and began to strip off. For the first time I saw him naked and knew he could do anything to me. He was a lot taller than me and far more muscled and toned. He had a slight beer belly and little man boobs developing. There was hair all over his body leading down to a cock that must have been ten inches and rock solid. His balls were tightly packed underneath his dick and waiting to unload into or over me.

I lay on my back on the mattress. He leant over me taking in the view, me dressed in my Basque, thong and stockings, licking my lipstick covered lips seductively. He managed to say one thing before he pounced on me

"You are going to fucking take my cock in every hole bitch."

With that he knelt over my chest and presented me with his cock to suck. I opened my mouth and he shoved the whole of his stiff pole in. I gagged a little but on the next thrust managed to deep throat him, his balls resting on my chin and his pubes around my nose. I felt really slutty being on my back on a mattress in a van with my lingerie on and being face fucked by a huge stranger. I loved every second of it though and wanted more, I was submitting to this man totally.

I tried to relax my jaw as much as possible and try to use my tongue on the underside of his cock to add to the sensation. He carried on forcing his cock in and out of my mouth as though it was a pussy. I was dribbling and his cock was leaking more pre cum than ever. His excitement was building and his thrusts getting harder when he pulled out of my mouth and started to slap his wet cock onto my cheeks.

"You sissy slut, you fucking love it don't you?"

I did and as he carried on slapping his cock on my face his pleasure was obvious. After a few more slaps he got off my chest and moved down my body, lifting my legs he spanked my ass hard, it stung but also felt great at the same time, I decided to play sub for him

"Please spank my sissy ass, I deserve it."

He gave me what I wanted, another hard spank and another and one more for fun. My cock was so hard that I had a wet patch on the front of my thong. I couldn't please myself though until I had pleased him.

He reached back for his jeans and took a little sachet out of his pocket, tearing the top off if it he told me to lift my legs. As soon as I did he moved my thong aside and emptied the sachet of lube onto my ass. Then without warning he pushed a fat finger straight up my ass, and then pulling back he pushed another up me. His rough fingering was a little painful to start with but soon felt nice, his fingers were really thick and stretched my ass nicely readying me for a rough fuck I hoped.

My chubby bear was pounding his fingers in and out of my loosened ass, his cock was swinging between his legs and his balls looked ready to burst. My own cock felt ready to spurt and when he pushed a third finger deep in I came hard, spunk forcing its way out of my hard dick and through the material of the thong. My tight thong dripped cum from the gusset and I was still getting forcefully fingered. He looked at me Cumming and growled at me

"You dirty fucking cunt, you've soaked your thong. You're getting fucked hard now."

With that he pulled his fingers out and lifted my legs over his shoulders. He touched his cock against my hole and in one thrust powered straight into me. I gasped at the force he thrust with even though he opened my hole easily and I felt no pain. I moaned straight away as he wasted no time gaping my ass with a power fuck.

The van must've been shaking as he violated me, balls slapping against me and the sounds of sex echoing through the van. I begged him to keep on fucking me and to use me as he wanted. I didn't have to beg because he was going to anyway.

He pushed in with a hard thrust and then pulled straight out. His big, rough hands gripped me and turned me over, he pulled me back towards him, my ass in the air and then pulled my thong off. As soon as he had it off he pushed his cock straight back in and continued his fuck.

My ass was stretched and used and he had no intention of stopping. Harder and harder, his sweat dripping onto my back, he screwed me. He reached forward and pulled my hair, almost screaming he said

"Fucking take it cunt, you sissy bitch."

My head yanked backward and he laughed, his balls were swinging hard against me and my soft cock was swinging between my legs in time with his fucking. He spanked my ass as he pushed balls deep into me and then the other cheek, always as he pushed into my gaped hole. I felt his cock flex inside me but he didn't cum, I was sure he was close though and decided to help push him to the edge.

"Please cum in me, breed me, I need your spunk."

He laughed and told me to beg more if I wanted his jism.

"Please, please make me yours, I want to be your cum dump."

He laughed again, spanked both my ass cheeks at the same time and carried on fucking me. I started to squeeze his cock as hard as I could with my ass and it proved to be enough. He grabbed my hips and pulled me back as he slammed into me and started to cum. It felt like he was flooding my ass, his cock twitched inside me for ages before he pulled out and told me to turn round.

I turned round to face him and he shoved his cock into my mouth, grabbed my hair and began to screw my mouth. He was using my mouth to clean his cum covered cock. He pulled out and began to piss all over me. His hot pee soaked my face and Basque as he grinned at seeing me covered in his piss and leaking cum from my ass.

When he finished he reached behind him, opened the van doors and told me to get out. He moved out, standing naked in the night air and I followed.

"Strip off slut"

I did, trying to do a sexy striptease and remove my soaked Basque and stockings. Once I was nude, stood bare, soaked, my soft cock shrinking further. He looked me up and down and ordered me to get in the front. He got in started the engine and drove me home naked and used. He dropped me off and I went in, showered and climbed into bed absolutely spent.

In the morning I had a text from my lumberjack. It simply said to phone when I needed my ass breeding. Two days later i sent the text and he and i retutned to the park for him to use me on a park bench.

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AUTHOR'S NOTE: Okay, fair warning before you read this, since it's a LOT darker in tone than what's come so far. I wrote this while I was still writing the main story. Although the heart of the tale was about Tristan dealing with his bad decisions stemming from his desperate desire to be famous, Felicity provided the dark undercurrent running throughout the story that often drove the action. But unfortunately, the documentary format made her actions more detached, softening the hard...

2 years ago
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Rough Trade

We often visited the sauna where my wife and I would occasionally indulge in threesomes. My wife Cathy is a petite brunet. She is only 19 and although she had a very limited sex life before we married she has certainly made up for it since. She prefers men who are well mannered and she can't abide rowdy types and bad language. Knowing this about her made what happened the other night, such a shock. We were alone in the Jacuzzi at the sauna, when we could hear some loud-mouthed men in the next...

3 years ago
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My shy wife in Scarborough

Another night another play, as you will be able to tell we are new to this lifestyle, well we decided to have a night in Scarborough we did the usual a few drinks then a great meal then back to the night life, we settled in in the Turks head on the hill down to the sea front, we got settled in a corner and started to enjoy the entertainment, after a while we needed our drinks replenishing MrsC said she would go because she needed a toilet break anyway, a few minutes passed and I began to wonder...

3 years ago
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Scarborough pub pull

Another night another play, as you will be able to tell we are new to this lifestyle, well we decided to have a night in Scarborough we did the usual a few drinks then a great meal then back to the night life, we settled in in the Turks head on the hill down to the sea front, we got settled in a corner and started to enjoy the entertainment, after a while we needed our drinks replenishing MrsC said she would go because she needed a toilet break anyway, a few minutes passed and I began to...

3 years ago
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Gentle or rough

Nicole’s breasts were pressed into my back and arms wrapped around me, clutching me tight. We were both warm and a little sweaty after a good, hard, late-night fuck. Her fingers raked through my pubic hair tickling me with a soft, light touch. We were both drifting, close to sleep when I decided to casually throw it out there.“Have you ever been curious about trying anal sex?”Her fingers stopped their wandering abruptly. The silence seemed to hang forever and I fought to not tense up my body in...

1 year ago
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ROUGH DAY

I pulled into the driveway only to see the form of my mother standing on the front porch waiting for me to come home. She looked angry and her arms were folded across her chest, I did not want to go inside. She must have already heard how my date with the daughter of my mother's best friend had gone.As I got out of the car I could hear the front door slam shut and I went into the backdoor. I wanted to try to get to the stairs and get to the sanctuary of my room as quickly as possible."Robert!"...

3 years ago
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Audacious Rough Sex With My Mallu Friend Under Moon Light

Hi friends. I am Arun. I’m 23 years old and I’m here to share with you my real life sex experience with my classmate Ninu. She is a mallu girl. She is a year elder to me and is very cute, wheatish complexion, very fit body with no fat. We are very good friends. We used to spend some time a nearby park after our classes. I would then drop her at her place and go back home. As days rolled by we got closer and closer but were not convinced to have a serious relationship. As we chat everyday...

1 year ago
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Beverly Takes It Rough

She sat on the bed beside me looking slightly uncomfortable. She knew that her husband was in the next bedroom over with my wife. She hadn’t really wanted to do this, but she loved her husband and it was what he wanted. I turned to look at her. While she was slightly overweight, it was not so much that she could in any way be considered fat. She had curves in all the right places and filled he white sweater nicely. Her blond hair was cut short and at 5’2″ she made me feel...

2 years ago
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Rough Justice

The light fog added a moisture to the air. The coolness of the night wrapped around her like a wet towel, sending a shiver up her spine. She was lucky she knew the area so well, or she could have easily become lost. She looked through the trees at the house where he lived, slightly smiling at the one electric candle burning in the kitchen window. She knew where hed be, sitting at his kitchen table, with the lights out, tapping away on his lap-top. On that internet site, looking at the pictures...

1 year ago
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College Town Part 2 Rough Initiation

"I heard you had a fun night last night" she said, opening her mouth, pushing her tongue into her cheek and moving her hand to make a blowjob gesture. Vicky scowled, wondering how she found out already and what she knew. "How did you hear that?" Vicky asked. "One of Greg's friends told me" she said. "Fuck" Vicky thought to herself -- she knew Greg was the type to blab about something like this. "What did he tell you?" Vicky asked, already prepping herself to be...

1 year ago
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Taken by a very rough black stud

I was having some lunch at a quick food place around the corner of our building office, when I met that black man.He just came along and asked me if he could sit down at my table.He looked hot, so I gladly accepted his kind company.The black guy really cheered me up, since I was having a bad day. We then got on to the subject of my stupid Boss trying to fuck me in his own office and hubby was not giving me enough sexual care.His name was Darius and he suddenly pulled out his cell phone and...

3 years ago
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A rough romp in the woods

So let me tell you a bit about myself. I play music for a living and my band travels all around the world to perform. I usually try to behave myself but being up on a stage every night is an easy way to talk to girls. Usually while I'm playing I look around to see if anything catches my eye or there's any potential and then I plan to go find them after the show. Tonight, there was a girl in front of me who was cute, petite and seemed into me. She looked super young but was wearing a drinking...

1 year ago
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Rough Fucking Of Girlfriend8217s Friend Like I Hate Her

Deepika and I were in a relationship. We kept our relationship in a healthy bubble by having sex in regular intervals until Sanjana broke up with her boyfriend. Sanjana was Deepika’s roomie and she broke up with her fifth boyfriend two months ago. Deepika spent more time with her. As a result, I got to spend more time with her too. Most of the times, Sanjana was with Deepika and it reduced our intimacy and increased the space between us. I kinda got irritated by Sanjana’s attitude as she has...

4 years ago
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Rough And Kinky Chudai

Hello readers, mera naam Ayush hai 23 year age hai aur 6’1 height hai aur slim toned body hai.. Me dikhane me chikana hun, white fair skin hai.. Mere friends muje sunny kahahke hi bulate hai ye mera pet name hai. Aur mere kai friends sale harami hai, par kabhi kabhi bahot achhe kam aa jate hai! 3 week pahele 2 friends ke sath mila ke plan banaya ki long drive pe chalenge.. Me to taiyar hi tha, par ek ko koi kam aa gaya to duasre ne fir kabhi keh ke plan ko tal diya, ab me to taiyar hoke wait...

Gay Male
1 year ago
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Angels Play Rough

Angels Play Rough  He was sweet and humble and gentle. Not the kind of guy you’d look at and know he’d done two tours in Iraq and three in Afghanistan. Except for his short hair. And the oh so proper posture. All that helped make him attractive to the two girls stranded by the side of the road. That and his kindness. The women weren’t out hunting for a boy they could play rough with. They’d done that last night. They’d both satisfied their dark appetites for a while. Kim had loved using the boy...

4 years ago
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Beverly Takes It Rough

She sat on the bed beside me looking slightly uncomfortable. She knew that her huband was in the next bedroom over with my wife. She hadn't really wanted to do this, but she loved her husband and it was what he wanted. I turned to look at her. While she was slightly overweight, it was not so much that she could in any way be considered fat. She had curves in all the right places and filled he white sweater nicely. Her blond hair was cut short and at 5'2" she made me feel like a giant even...

3 years ago
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Rough DiamondChapter 06

Three weeks after my meeting with Major Erwin I head to a secure office in Albuquerque to meet the senior officers from the US Marshals Office and the FBI with their analysts. They’ve all done their homework, but they let me know they still don’t know where I’m heading. After being introduced to everyone I ask, “Have you worked out how they killed Johnson and Fellows yet?” The FBI man frowns as he says, “The police were surprised when we came to stick our noses into the investigation. We...

1 year ago
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Rough Sex

Corey was from Detroit and had a complex about blacks from the south. The only times he would inter act with any one from the south was when he wanted something. As I was returning from the common shower, one evening, Corey exited his room and stood directly in front of me. No matter which way I tried to go Corey blocked my path, not in the mood to put up with his foolishness I raised my hand and pushed him aside...wrong move. Corey, was a lot stronger than I thought, he slapped my hand away...

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