First Gay Anal Sex free porn video

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So after my first time with a man on here, I was a little hesitant to think about trying anal for the first time. Bill was pretty rough with me during the blow i gave him, not that I didn't like it just if that was my first time having anal too well I don't think I would ever walk straight again afterwards.... But I was so ready to find someone to bottom with, just not him for the first time. So my search began again online, and oh yes there were more than a few suitors, just wanted to keep my virgin ass working after the first time. Oh and believe me I started getting ready well in advanced, I bought some really big dildo's so nothing would be too big for me.

I would like to add that having anal with my girlfriend turned me on to having gay sex. She was really curvy, huge tits... Totally willing to try new things, got her asshole nice and ready for me to fuck. I put a condom on at first, once i started going I pulled out and noticed the condom totally broke, felt so fucking good I just ripped it off and fucked her bareback. Didn't have to worry about her getting pregnant so I came in that ass good. Afterwards she asked if I would be into fucking a guy since it would have felt the same, totally BC it felt amazing. And seeing how much she loved it, I wanted to try it as well...

Found a daddy more than willing for the job. Lived in a nice neighborhood, married with k**s and the works. But another with the wife not giving him any. He had a few....odd requests. But it ended out being loads of fun.

"Tom" didn't want to do names, or even faces. But he did want to record. He gave me his home address. Nobody would be home, just him inside waiting. Was a really nice neighborhood, talking million dollar houses. Lots of space between them, which would come into play because he told me to come to the back door completely naked. I was to wear a mask thou, both of us would. I pulled up outside the house. No lights were on. It was about 2am. Nobody around, a little foggy, a little cold. I casually walked into the back yard and unzipped my duffel bag. Stripped all my cloths off and put them away. Put on my little ski mask, grabbed a big bottle of lube, and walked up to the back door. I made sure to shave every hair off my cock, around my ass and even off my but. I was so smooth, and walking up to the back door with that cool breeze hitting my smooth balls and ass.... I was so ready to get fucked. My ass actually hurt a little bit already, I worked myself over with my dildo's already before I got there. Oh I was ready, asshole already lubed up, even leaking a little lube as a walked. The door opened for me. And there he was, "Tom" was ready for me. Totally naked too, overweight, big beer gut, hairy....cock was semi hard, it must have been about 6 inches and cut. White guy wearing a Luchador mask of all things, told me "upstairs, first door on the left". I remember the bed, huge california king with lame silk sheets on it, only the bottom sheet was left on the bed. Next to the bed a camera was set up on a tri-pod, red light already on. And there were straps on the bed...

I turned around to ask him how he wanted me, and he just got down and started to blow me on his knees. He must had luved my cock and couldn't stop starting at it. He did one long lick first from my balls all the way to my tip. Then started going to town, bring my semi hard to rock hard. He told me he was surprised to see a bottom having such a nice big cock. He wasn't into being a bottom, or even going down on someone, but apparently he made a quick exception for me. Just I felt a little pre-cum starting to come out he stopped and told me to get on the bed. Face down on my stomach, arms and legs outstretched. He told me he was going to call me Mandy, and that I was just gonna have to deal with it. He strapped my legs and hands to each of the bed posts. Gold metal bedposts of all things. I left the bottle of lube lying on the bed next to me. It was a little uncomfortable laying on top of my hard on, but the spanking that happed next distracted me from that. Next came the lube. I am pretty sure he dumped the whole bottle all over me, all over my ass and made sure to stuff plenty in my hole. God I felt so sexy, so slippery, my ass was burning for a cock....

"Mandy I'm gonna take that fucking ass bitch", I wasn't sure who the fuck Mandy was, if it was his wife or just some random girl. But apparently he wanted to ass fuck her, and I was about to get it. Fine by me. He jumped on top of me, slipping around a bit and knocking the wind a little out of me. He was pretty heavy. He was out of shape, panting hard already, a little out of breath. I could feel his beer belly rubbing against my back. And his rock hard cock was cradled between my slippery ass cheeks. He was gentle. Slipping the cut head of his cock in slowly. Popped right in, my anus tighly wrapped around his head holding it in. Oh god this is it, finally. I pushed up with my ass and he just slid right in. I think he was a little suprised how easily he went into my ass. It was his first time having anal as well. His weight really pushed his cock deep into my asshole... a little pain, but after just sitting on me for about 30 seconds the pain/pressure faded and I was ready. I remember letting oh a long "ooohhhh" and he started up. No fancy moves just rocking deep in my asshole. He started sweating immediately, i could feel his sweat start to drip on me. He smelled/tasted salty. "aaaahhhh, Mandy aaahhhh" Growled a little bit. It was heaven. Knowing I was being recorded too had me so turned on. My cock stayed so hard, it was wonderfully uncomfortable if that makes sense. After about 8 minutes I could tell he was up, he pushed his hands down on my shoulders, lifted his ass up and started to fuck me faster, slapping into my wet ass. Tat, tat, tat, tat, tat.....my bubble but made wonderful slapping sound against his fat. He told me early on he was not wearing a condom, and all I wanted was to feel him jet his cum into me. The last slap hit my ass, his cock buried into my asshole. And he moaned....growled a little, and i could feel his balls pulsing against me. He layed on top of me for like 5 minutes, fucking panting like an out of shape jogger and sweating all over me. It felt amazing. His cock shriveled up and I luved how it poped out of me when it got too small. He rolled off me and unstrapped me, they were just cheap Velcro but they did the trick. I rolled over and savored the feeling of cum dripping out of my ass. Sitting on the bed next to me he started to jerk me off with one hand. It was a rough and fast jerk, slippery from all the oil. I came right away, so hard that my own cum hit my chin a little bit. when I opened my eyes I could see him holding his camera in his other hand, had it in for a close up on my cock as he jerked me. Guess he really luved my thick 7in cock.... He told me he would be saving the video for himself only. Shame, but its possible he might have uploaded it somewhere by now.

With nothing else to be said I left his panting ass laying on the bed, i almost fell down the stairs with my feet being so slippery. My cloths literally stuck to me completely from all the lube still leftover. And I had some serious leakage still from my asshole. Glad I could help the guy out, his balls must have been aching from that much cum stored up.

At this point i figured I was ready to call back my old friend who gave me the rough blowjob, figured I could handle a rough fuck. Thought I knew what to expect from him, but I was so wrong. Cant wait to tell you about him and his....friends.....

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My friend and I had been sucking each other off for a few weeks at the time (see my first story) but I found that he didn't like sucking my cock that much, though I secretly like sucking his more. We did it almost every time we spent the night together when no grown-upsuch were around, making it easier to pop in a porno; which was hard to come by without Internet and being twelve. One night while watching one called Outrageous Anal #2, we took a secret, dirty taboo to a higher level.We were...

4 years ago
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Graceful Anal Sex

Graceful Anal SexBy: Londebaaz Chohan There is no debate, dialogue or discussion about it. Debbie was the best girl Norman had ever met. She was at least 15 years younger than him and packed with energy. They met each other in a pub and second time, an absolutely crazy chance, at a party hosted by Norman’s best friend. They were formally introduced here in this party. By the late evening as the party dwindled, they knew, they were going to be spending the night together. Debbie asked and Norman...

2 years ago
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My Introduction To Gay Sex

Hi everyone my name is Kamran.I study in 3rd year.I am from a middle class family.We have a small house.I have one sister.My sister is elder than me. Boys and girls ye meri pehli kahani hai iss par.Agar spellings me ghalti ho to sorry.Ye mera email id hai: Please comment zaroor karna Mera nam kamran hai.Main 3rd year me padta ho.Meri umer 20 saal hai.Main apne parents ka ladla ho.Mera rang gora hai.Meri body girlish hai I mean meri body per boht kam baal hai aur mere boobs bhi kafi bade hai...

Gay Male
2 years ago
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Gayatri fulfills Rahul8217s long hair fetish 8211 Part 4

I got up from my nap after a few minutes. I went to the kitchen to see what my lovely ladies were cooking for lunch. I went to the kitchen door and peeked inside. Kavita and Gayatri were standing near the kitchen platform. While Gayatri was cutting vegetables, Kavita was cooking something in the pan. Not as a surprise, they were both naked with just an apron covering them from the front. Their oily hair was still in the braid which I had made. I could still see oil dripping from Gayatri’s braid...

2 years ago
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First Time Gay Male Sex

Me ayaan and my friend’s name is kunal it were our school days hum sath main padai karte the school, tution , bhi ek hi jagha sath main jate the ek bar 10 th std ki bat hi hum tution se return arhe the toh raste main kunal ko pee ayi toh usne bol chal washroom chalte hai Pas main 1 market tha hum waha chale gye market k washroom main jake kunal pee karne khada ho gaya aur uske pas main main b pee karne khada hogaya toh meri nazar kunal k lund par padi uska lund bhada 8 aur mota tha uska lund...

2 years ago
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Economics of Gay Sex

Ever since I can remember, I wanted to be a cop. I know it may sound strange, but it’s true. And, it’s not cause my dad was a cop and my granddad was a cop or any shit like that. I was just always drawn to it. Occasionally, friends and family would discourage me from becoming “the man” or give me strange looks, but I persisted. The one person that never tried to change my mind was my mom.I did alright in school. Grade point average was a B-minus. I played some ball and ran track. I wasn’t some...

2 years ago
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Loving Anal Sex

Loving Anal SexBy: Londebaaz Chohan “Baby, call it a kink or whatever else you like. I am the butt lover far more than the pussy. Either I shall fuck you in the ass or not at all. I shall not force you but if you do not want me to fuck your ass honey, I am out of here.” Alfred was very calm when he said all that.The words were like the bomb-shells. “Raise your legs and the hips. I do not want your cunt, I want your asshole”. Caroline’s jaw dropped in shock of these words. No man had ever spoken...

2 years ago
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Mans Guide to Receive Anal Sex

PreparationThere are some things that need to happen to prepare yourself and your partner for anal sex. Step one is cleanliness. You always need to make sure your asshole and rectum are clean and prepared to handle dick. If needed, use an enema about an hour before engaging in anal sex and then clean yourself really good after you have expelled the enema liquid. Now your asshole is prepared to accept a guy's manhood. This cleanliness also allows you more options about where to take his spunk....

2 years ago
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Introducing Granny To Anal Sex

Introducing Granny to Anal SexI sat by Dawn’s luxurious backyard pool overlooking the city of Tucson. I looked down at my 66 year old granny lover Dawn as she emerged from the pool, she was dressed in a black two piece bikini swimsuit which highlighted her small breasts and supple thin body and long grey hair. I laid back on a chaise lounge as Dawn approached me and went down on her hands and knees and crawled to my awaiting cock. It was only three weeks ago that I had taught Dawn the fine art...

3 years ago
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Gaynors guest

Your wife comes in from work wearing her nurses uniform, slips off her coat and bends to drop her bag in the hallway. As she bends I cup the lovely round globe of her buttock, enjoying the feel of her cotton uniform, the smooth tights underneath and the leg of her panties. Hmmm she softly moans, this must be the surprise Peter had planned for this evening.I continue to stroke her round arse, getting a good feel and rubbing between her cheeks through her clothes. Her legs part slightly as she...

2 years ago
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This is a real story about the time I was blackmailed by a bbc for gay sex

When I was 18 I would go on Grindr anonymously because I was secretly looking to fool around in the gay world but did not anyone I knew or saw in person to know that I was sort of gay. I would just have picture of my body like my ass or stomach and I also had nude that I would trade with other guys in return to see the dicks. My ass was so nice that I would get so many dick pics without even asking. I would usually just talk with the guy a little and lead him on that we would fuck without any...

2 years ago
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The Joy of Anal Sex

From the first day I laid my eyes on her, I wanted her. I had recently been transferred from the corporate headquarters in New York to head up the San Francisco office. I arrived on a gloomy, foggy Monday morning in July. Traffic was creeping along because of the fog, and I was certain to be late. Not a good first impression for the new boss man to make on his employees. Especially when I was sent there primarily to get the place back in order after the previous manager had let the place fall...

Anal
4 years ago
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Gayathri The Sex Bomb

Hello ISS readers, I’m Rudra 19 years old from Kerala. You can contact me at ”” Girls or aunties near Kerala or Bangalore who wants some fun can contact me at “” This story is about how I had sex with my neighbour Gayathri. She is my neighbour is 23 years old with beautiful face and assets of 30,26,32. She was a sex bomb, she lives with her parents near my house. She was not a typical mallu girl she used to wear modern dress tight t-shirts and all. I use to masturbate thinking about her almost...

3 years ago
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My Friend And His Family 8211 Part 3 Gay Group Sex

This is a fictional story about gay group sex in my friend’s family. All the characters are fictional and strictly above 19. I prefer stories with a plot that gets us involved in the story, leading to sex, rather than stories with just wild sex. are a bit lengthy and usually have everything like gay sex, lesbianism, threesomes, group sex, and mainly incest. Enjoy the story. You can give me feedback at Jai was invited by his friend Raju to visit his hometown. When they reached Raju’s place,...

Gay Male
2 years ago
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Gayatri 8211 Part 2

Hello All!!! This is part 2 or continuation of the old story I wrote a few days back. I would request you to read it first to know more about the character and get a better feel of the story and its characters. This is a real story. I did not masturbate as Gayatri had told me not to cum. I waited for four long days before receiving a call from her. I thanked God that she still remembered me! I talked to her and she asked if I had cum. I replied in the affirmative confirming that I had not cum....

2 years ago
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First Gay Experience

Bob was a musician who played acoustic guitar and sang. He had played in many bars and clubs with bands and had decided it was more cost-effective to do solo gigs. One night he played in a restaurant owned by a gay couple that he’d known for quite a while. He had played there a few times before.After he had finished and all the clients had left, he sat at a table with the couple to have a chat. Bob realised that he was a closet gay and really wanted to talk to some gay people about it. When...

Gay Male
2 years ago
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First experience at Gay Bath sex at 18 explored

When I turned 18 years old, I began to venture on my own, going to movies and walking downtown on Broadway. One day I decide to try Hollywood, and rode the bus to get there. I walked the boulevard, and enjoyed sights along with the tourist that flourished about. I visited a barbershop, and got a haircut. I requested my hair cut short on the sides, faded, to appear neat. The barber cut my hair to look like a marine haircut, which made me look cute, and brought my manly facial features out...

1 year ago
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First Gay Sex

My name is Tom and when I was 18 years old and I lost my virginity to my best friend. Iwould frequently stay over at my best-friend, Trent's house. Trent was soo hot. He was Italian, so he was naturally tanned, with brown hair and beautiful blue eyes. We went to the same high school, played track together, and had gotten along ever since I can remember. One night he called me and asked if I wanted to spend the night, and I reluctantly agreed. I had always thought I was gay, but wasn't sure. I...

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