Gay Cross Dresing Sex free porn video

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This is the true story about the first time that I had gay sex in latex.

I have always loved to cross dress. I am not so much interested in wearing the average female street clothing, but I am extremely aroused by sexy, naughty outfits. I love sexy platform stretch vinyl boot an heels with a pair of sheer pantyhose. I love sexy, shiny and stretchy PVC dresses and gloves with them and a wig and full makeup. If I wear a full, long sleeve sheer nylon body suit the lining of the PVC dress rubbing against my nylon under garment feel so sexy and makes my cock hard for so long it starts to ache! But, more than anything, I love to wear a thin, shiny latex catsuit that covers every inch of my body and a latex dress and boots over it.

I have had an extreme latex fetish from my earliest memories. It loos and feels so sexual, but more than that, it's just the sheer fact of wearing latex next to my skin that is so horny for me. I have had a few encounters with other Guys and TVs, but I had never had a real and complete sexual experience with someone who felt the same as I about latex.

I had had an online friend in my area that I would chat with that also liked to cross dress and was very turned on by the thought of having a gay sexual experience. When I sent some pictures of me in latex he was ecstatic. He told me of how he had always been super turned on by wearing latex but had never had the pleasure of trying more than gloves and a few minor items.

we arranged a day to spend together soon after our mutual love of rubber was brought up. I told him about my many outfits and that he could wear any and all of them that he liked. I was sooo hot all week thinking about actually being able to be next to another latex clad body in person for the first time!

The morning arrived at last! I met him at the door wearing a long sleeve, high neck latex jump suit with pants cut legs, latex socks, rubber shoes and gloves all in shiny black. I could see that he was immediately taken with my outfit. I was also taken with him. He is a very good looking and sexy guy!

Within five minutes I was showing him an outfit that I had laid out on the bed for him to try. I is a skin tight full footed, hooded thin catsuit with attached gloves in transparent blue latex. In no time I had him suited and was pulling up the back zip. As soon as I started slipping his feet into the smooth latex legs his semi hard cock sprang to full attention and I knew that I had a true latex lover on my hands. I slipped a condom on him (to prevent leaks inside of the suit) and quickly finised dressing him! He was in bliss, and so was I!

We sat in front of my computer and looked at some rubber photos I have saved on my computer. Needless to say, it wasn't long before our rubber gloved hands were roaming over each others latex covered bodies. We stood to do something and were close and facing each other. The next thing I knew our arms were around each other holding each others rubber covered bodies thigh together and I could feel his hard cock through his suit poking me in the belly! I felt sooo crazy with lust!!!

I told him, "Here, sit on the edge of the bed, I want to help you". I knelt between his legs and worked his hard on out through the slit in the front of his suit (I don't like stiff zippers interrupting the smooth stretch of latex over my cock and balls so I make an overlapping jockey short type fly there).

At long last, I am with someone and we are both dressed in latex. I have his sexy, shiny, transparent condom covered hard cock in my rubber gloved hand!!! I can feel it so hard and pulsing with his heart beat and the sexy warmth of it in my hand! I rub it against my cheek and over my face and stroke the head with the tip of my latex gloved thumb. I see precum already oozing from the tip inside of the condom. I am going crazy and never want it to stop! I take the head into my mouth and suck on it hard, then I work it deep into my mouth as I stroke the shaft. Deeper, until I start to gag with my thumb and forefinger still gripping the base. I suck him a little deeper each time as my gloved hand strokes that wonderful hard cock in my mouth. I pull back slowly, lightly raking the underside and the top of his cock with my teeth as I withdraw. I clinch my teeth together and suck him between my teeth and cheek! I feel like I am in another world and never want to go back! He is moaning, his legs are quivering and I am loosing it! I can't control myself and have been humping his leg and feel myself going over the edge! All of a sudden my body is racked with orgasm and shoot thick hot pulses of cum into my condom. Utter BLISS!!!

I recover some for a few seconds and find, to my relief, that he hasn't cum yet. I give him a few minutes to come back from the edge some and tell him I will be right back and not to do anything without me.

I go into the bathroom, remove my outfit and replace the condom with a fresh one and slip into anther suit. This one is a thin black one piece latex catsuit. It has full feet that have individual toes like a toe sock , a hood with the the face open and attached gloves. I work the back zip up which starts at the small of my back and goes to the top of the hood. I work my cock and balls into the attached cock and balls sheath. The crotch is cut so the it fits up snug into the crack of my butt where there is a small 1 1/2 inch slit. The slit cannot be seen unless I bend over and spread my cheeks. I work the tip of the applicator on a tube of lube into my rear passage and squeeze a generous amount inside myself and rub a little over my hole inside of the suit.

Back in the bedroom, I find him laying on the bed, still hard and his eyes fix on me. I tell him how fantastic that was and how hot he looks laying there in rubber and his cock all nice and hard yet. I show him the tube of lube and a smile spreads across his face and I know that my preparations going to be rewarded. We had not talked about exactly what we were going to before and sort of left it as playing it as it came and seeing what happened. I wasn't absolutely sure that when it came right down to it if the prospect of actually fucking me would still be as appealing to him as the thought of it had been since this would be his first time having gay anal sex. You can imagine the relief and excitement I felt upon reading the intentions on his face!

I handed him the lube and, while he slicked up his cock, I laid down next to him on my side with my back to him and bent my upper knee up toward my chest. I felt him roll onto his side, move next to me so our latex suited were tight together, wrap his rubbery arms around me (sheer bliss again)and hook horny, sexy rubber suited top leg over my outstretched bottom one. His hard cock lay along my crotch with the head poking against my latex covered balls in their C/B sheath. Going crazy with excitement, butterflies in my stomach and my body literally quivering, I reach between my legs, grab his rock hard slippery cock in my rubber gloves hand and guide the tip against my exposed lubed hole through the slit in my suit.

I tell my lover not to move, go slow and let myself onto him until the head of his cock is in me. I had done this before and was no stranger to toys and dildos. I have always been able to take things up my ass with relative ease and, although I have never been one for wanting really, really large things in me there, I have never experienced pain or real discomfort during or after. Still, I was just too ready for this to want to take time to get opened up properly. I just wanted him in me right now!

I pushed back onto him and squeezed out. I felt the tip of his cock start to push in a little and begin to open me. I backed off just a little, squeezed out again and pushed a little deeper this time. A couple more times, each a little deeper and all is good. No discomfort, just a little snug. A real cock always seem to slip in easier in my experience anyway. One last time and I feel that familiar "plop" as the head of his cock slips past my sphincter and nestles just inside of my ass. OMG!!! How I love that feeling. After I am being fucked for a little bit and am more loose,I don't feel that "plop" sensation as much as the initial entry, but I still love to feel my partner pull all the way out every little while so I can feel him stick it back in me again.

I moan with pleasure and tell him how exquisite his cock feels in my ass and how horny it is to be having sex with him while we are dressed in latex. I ask him how the experience is compared to what he imagined it would be and am answered with some sort of a****l noise that says more than any words could have.

I tell him I'm ready and to just shove it into me as deep as he can get it! He didn't really ram it in me, but he did slide it in all the way in one smooth motion. It literally glided into me so smooth and easy, farther and farther until he had buried it in my depths! It seemed like if I pushed my fingers into my tummy just above my pelvis I should have been able to feel the tip of his cock with my finger tips! OMG! What a glorious feeling, a cock deep inside my horny rubber covered ass fucking me!!!!!! I feel so alive, so full of emotions and sexy sensations, my whole body quivering with lust!!! I tell him "FUCK ME, long deep strokes"! "Ram your cock in me and fuck me hard".

Spoon position isn't the best for me for deep penetration, but it's one of my favorites. You can fuck for a long time without tiring your limbs and body. You can fuck hard and then slow and leisurely. You can stop and rest without either person being in a tiring position and just lay for a while relish the feeling of being full of cock and let your partner come back from the edge a little so he doesn't cum too soon. Then you can do it all over again. Riding my partner while he is on his back is really good for me too. I love to grind my ass down hard on his cock getting him in me deep and wiggle my ass around in little circles and back and forth sideways. I love the feel of that sideways pressure of his cock in my ass. It makes me so physically aware of the presence of his cock in me. I love positions where you can have lots of rubber body to rubber body contact, but for sheer depth of penetration doggy is the best for me. Best is if you can last long enough in each session to do it a number of ways.

He fucked me that first time for way over an hour and it was sooo fantastic!!! We switched and he fucked me on my back for a while and then on my belly while laying on my back. Mmmm, his weight pressing me into the bed, each thrust rubbing my cock against the mattress, our latex covered bodies rubbing, snapping and squeaking together as his cock stabbed in and out of my hungry ass!

When he finally came, we were doing it doggy. He groaned out that he was going to cum and made few hard deep rams and then shoved his cock all the way into me and held it there! I didn't really feel him cum, (plus the fact that he was wearing a condom), but I could feel his cock twitch and throb as he groaned and filled his condom with cum. What a glorious feeling and so horny knowing what he is doing inside me! At that moment I think I really became aware of the reason why the girls that I have fucked always enjoyed it the most when we did it without condoms. When he started to shoot his load I was wishing so badly that he wasn't wearing one and that all that thick, hot, sticky and slippery white cum was actually pumping directly into my ass pussy and I could keep it there as long as I possibly could! That's another story.

Probably the very best feeling of all for me is when I cum with a hard cock in my ass! The feeling is like a double orgasm for me. When I cum with nothing in my ass I really don't feel anything there but, with a cock int me is a whole different thing. My sphincter starts to spasm and it contracts powerfully with each shot of cum. I feel it clinch down and clutch hard on his cock with each shot of my cum and the feeling is as intense, sexual and orgasmic as the other feelings from cumming that I have in the other sense from my usual feelings of an orgasm.

I am not a writer so please don't be too critical of my grammar and construction. The story is true and that is the important part. The outfits are real also and you can see some of them if you like in my pictures and profile. I am Gaycrossdresser if you care to see some of them.

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Jeffery Pope had lived a blameless life. The 54 year-old, dark-brown man was the epitome of a provider-protector. He graduated from North Carolina Central with a degree in science education. He was a high school teacher until he felt a calling to become an EMT. He enrolled in a program at a community college and got certified as a paramedic. He did that for a while. Eventually, he decided he wanted to be a real estate broker. Jeffery enrolled in an online program to earn a master’s in real...

3 years ago
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Gay For a Day

"So, I want to try being gay for a day.""Sorry, what did you just say?""I've been thinking and I've decided that I want to try being gay, just for a day."Dumbfounded, she looked over at her man. She wasn't sure what to say. Her mouth hung open, but no words came out."I want you to arrange everything. I want you to arrange a gay makeover, so I look the part, and then I want you to find a guy to fuck me."She considered this request for a long while before responding."If I set this up for you, you...

2 years ago
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Gay Experiment

This experiment is very simple and very accurate…It must be done exactly as I say so follow the diretions!now before you start you should have TWO things…1. something to stick in your ass like a butt plug2. a dildo or something like a cock for your mouth to suck on(lube for jerking off is optional)~ you will be doing this experiemnt while watching porn on the internet so I suggest a site like redtube.comYou will have to have some control while doing this… you must NOT cum the first two times...

2 years ago
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Gay Bar Pickup

When I was in my late twenties, I had been single for a while and like most single men and women, my main form of sexual gratification was masturbating. Like most people, I have six or seven fantasies in my head that I use when masturbating. Most of my fantasies involve performing sexual acts with beautiful women, but I also had a couple of homosexual fantasies.I have always liked looking at men with an erect penis and when I watch porn, I take as much notice of the guy’s hard cock as the...

Masturbation
1 year ago
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Gay sex story my first time

Mason didn’t need to be asked twice. He pulled my Calvin’s down and engulfed my cock in his soft tender lips. He sucked slowly and tenderly, like nothing I had ever felt before. It was good. Real good. Workweek over, we headed to the local bar to welcome in the weekend. Most of the office was there - including Mason. Mason was the same age as me - 24 - and had joined the company about 8 months ago. Although we worked in different sections… it seemed like we were always bumping into each other....

Gay
2 years ago
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Gay Clubhouses DO EXIST

I had heard about a local clubhouse for quite some time. It was supposed to be a secret, but im not sure how much of a secret it really was. I read up on it and apparently every month there would be a night in which a bunch of people could go out on some property, pay a entrance fee and hang out, or hook up. The place from the pictures looked like a huge renovated mansion with multiple rooms for entertainment, complete with pool tables, dance floor and even a bar. The best thing was that it had...

1 year ago
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GayChapter 10

Walking to school with my nerd friends the next morning helped to ease my conscience at having neglected them. “More cross-country?” asked Dennis, indicating my kit bag. “Yes. There’s a race on Sunday. Coach Budd has already picked the team so tonight’s for venue details and tactics.” “Cool,” said Dennis. “I hope you win for once.” “Fat chance,” I replied. Everyone laughed. “How’s the Kevin Randell index of weirdness today?” asked Michael. I raised an arm above my head and waved it...

1 year ago
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Gay Guy Fucks His Straight Crush

The little town Murry is just like any other. It has it's scandals, its rumors, and its truth behind the rumors. Only thing is, the rumor you're about to read wasn't true, at all. Yet. The local gay kid that everyone loved was named Michael. He was just now coming out to the world and being comfortable as himself in the open. He was kind of with a guy that was also gay but wasn't out about it. Michael thinking he could persuade his lover to join him in the open told everyone that the two were...

Gay
2 years ago
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Gay No Condom Sex

I was as horny as ever being that I hadn't fucked a tight ass in so long. Lucky for me there were plenty of horny gay sluts around. I found a hot guy with a nice smooth ass that was willing to let me fuck him that after noon. He gave me his address and being that it was close by, it seemed too perfect. I went ahead and let him know I was stopping by right away, and he said he'd be ready. I found my way to his place on foot, and I arrived, knocking at his door. He opened up wearing a gym shorts...

3 years ago
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Gay Excon Gang Bang

Gay Ex-con Gang BangBy billy69boyI was leaving the local adult book store, feeling pretty good after getting an unbelievably intense blowjob from someone I didn't know and never saw. I had been coming here more and more, ever since that first time when I finally let some anonymous voice talk me into putting my stiff cock through the glory hole in the booth next to me. I had always hesitated before, because I didn't want to even think of the idea that I might be gay. I knew I wasn't gay: I...

4 years ago
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Gay College Life

Gay College Life I started college when 17, and as I did not live near it I was put up on the college residences. The college made the arrangements and I found myself sharing with another 17 year old boy, Nick, who was studying cosmetology. I did not know anbody in the college and was happy yo have the company of Nick. He did explain to me however that he was gay, but that did not bother me. During Freshers Week Nick was manning the Gay Students Association stand. He told me...

2 years ago
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Gay SexStraight Sex

This story is ._____________________________On the night of 4/12/10, It was a silent night, Home alone. I get a call from what I think is a telemarketer, As everyone one else would say "No thank you" Then hang up, I did this. I call over my Girlfriend, Taylor [Current Girlfriend in real life], I ask her if she wants to hangout at my house, She says "Sure baby!". So after 10 Minutes she is there, We walk up to my room and we start playing games and stuff. After 3 Hours of that boring crap I hear...

4 years ago
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The Cross She Bore

Memories are sometimes not to be trusted. In looking back on the past, what one believes to be a memory is in actuality what one prefers to think the past was like. We do this unintentionally -- whether as a defensive mechanism or the result of the layering of visions of the past, one on top of another, until the distant past is obscured. For Rebecca her fascination with the cross and with the practice of crucifixion seemed in retrospect to have been acquired at an early age. Now as a single...

3 years ago
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GAY 4 STR8

Todd looked at his watch -- 4:45 PM. Fifteen minutes to quitting time. He stepped up and walked out of his cubicle to use the men's room. His boyfriend just broke up with him and he was really down. Jack's ass was sooo tight, and he was great at sucking cock! Stepping into the men's room, he glanced at the row of eight toilet stalls. The doors to the nearest six stalls were open and unoccupied. The doors to last two stalls at the far end were, closed. Leaning over a little to peek under...

2 years ago
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Gay Pleasures

This is my story, a gay story, depicting both emotional and sexual situations. If you are offended by the depiction of or feel uncomfortable with sexual relations between two persons of the same sex and an obsession for cock, skip this story and read something else. If however even though you may not be gay but are open minded you might enjoy this story and even understand why we are what we are. Who knows, you might be tempted to try it sometime! It’s your choice. Chapter one I was...

3 years ago
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Gay Spell caution

Spells can work various ways... you dont even have to "believe" in them for a spell to work on you... all you really need is the ability to understand what you hear me say or comprehend my text... I could go much more into this but the simple fact is your're gay and stupid so you wont be able to grasp my big words anyway... So with that said lets move along and get this spell on the go!!!You will need:~ 20 objects to suck... such as spoons, heels, pens, etc~ 1 stick candle for your ass and a...

2 years ago
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Gay Husband Offers His Wife

Hi ISS Readers, Myself Ranbir. Few days back I came across this site and found it interesting. After reading couple of stories on this portal, I thought of sharing one of the incidents that happened to me. Hope everyone here will enjoy it. I am a Computer engineer working for one of the leading organization in Mumbai. I am born & brought up in Thane. I m 5.11 in height with good physique & normal looks. I maintain a good personality as I am a yoga practitioner. Since my college days I had been...

2 years ago
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Gay Threesome Paheli Bar Aur Achanak

My name is Anuj. This is my first story so written in Hindi. I welcome your views and suggestions, for any that Email me Ye ghatana 2 sal pahele hui thi,jab meri age 21 sal thi.me pahele apane bare mein bata dun,meri hight 5’11 hai,aur mein kafi handsome,tall aur akarshak dikhata hun.college mein meri kai ladakiyo ke sath affairs they. Mere kai one night stand bhi the,par mene khabi gay sex nahi kiya tha.par muje gay logo se ya gay sex se koi problem nahi tha, mein sochata tha ye unaki pasand...

4 years ago
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Gay Theater In Bengaluru

Hello everyone.. I’m Sachin! I stay in Bengaluru. My stats are 6’2 height ,85kgs weight , wheatish brown complexion, toned body with little bit of tummy fat, good amount of chest.I’m 19 years old now. I’m basically bottom , but i don’t mind getting my cock sucked (which is 7′ by the way). I use to suck cocks at the age of 10 .The story which I’m gonna narrate is not how i was introduced to gay sex.I’ll do that later. This is all about the famous gay theater in Bengaluru, the “RAJESHWARI...

Gay Male
2 years ago
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Not Quite a White Knight Book 1Chapter 10The XCross

Bondage and sex machines usually take a lot of time and co-operation to set up. But that is not my style, so my machines were selected for me to use alone with a guest, and quickly. I led Gracie to the machine I decided to use next. The cross is a standard in many playrooms, but usually these require three strong people working together to use effectively, and they often injure somebody getting the occupant into position. Plus they never do what you expect. A lot of risk for not much...

2 years ago
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Cross

Darren closed his eyes and rested his head in his hands for the umpteenth time that day. How could he have been so stupid? He’d always been the careful one out of every crowd he’d been involved with. Coming from a dirt poor background, he knew the smallest thing would mar his reputation and he would be screwed for the rest of his life. His whole life, he had been a straight A student. Before graduating high school a month ago, his scholarship at Princeton had already been confirmed. One night...

Gay Male
4 years ago
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Gay outdoor fuck

After a week of being teased repeatedly with pics of a guys ass, I gave in and ended up going to meet him where he wanted. He sent me pics of him naked outside by the river and he looked so good. Especially seeing him on all 4s with his big round ass. I had never had gay sex in public before and that's what had kept me from going to see him, but that also was the only way he'd let me fuck him. He told me he had a few guys meet him at this spot and fuck him time and time again and he loved it...

4 years ago
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Gay and loving it

Carl is the type of black man that white women fantasize about having sex with. He's tall, muscular, very dark skinned, 36 years old with a shaved head and strong African features. I am a tall, slim 48 year old white guy who looks much younger than his age. I met Carl while playing on a local softball team. We quickly became friends and fell into the habit of spending Saturday nights together when neither of us had dates. He would come to my house and we would order pizza and drink beer.One of...

3 years ago
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Gay First Time whit blackpuerto rican

Im hispanic better yet Mexican.It was in the 8grade i was 15 and he was 16yr old boy who they called Rico i guess bcuss he was Puerto Rican, but on the real i always though he was black bcuss he looks black,but his mix.I wasent realy popular in the school until that year, maybe bcuss i never use to go and i had angermanagement problems, also i didnt like talking to nobody i was just mining ma own bussiness straigh up chillen. When i was in 7th grade i never thought i was bi,didnt pay attention...

4 years ago
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Gay sex with my cousin brother

hey everyone!! this is a real story about my gay sex with my cousin brother and this is the induction for my gay life.Its my true life story. I think i am 17 yrs and my cousin brother is 13 yrs and his name is nagul. We never know and had any intention of sex at that age. We used to stay in our grandparents home sometime in weekends. So on a fine day we two stayed in our grandparents home and we used to sleep together most of the time. The day was a lovely rainy day and it is heavily raining...

Gay Male

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