Chubby Gay First Time With Older Man (True Story - free porn video

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This is a 100% true story about my first gay experience.

Sorry for the long story!!

Five years ago, I was 21 and in a boring relationship with a girl and my sex life was stuck at missionary once a week.

I always liked kinky sex and fantasied about everything. If it was weird and different then I was turned on. Nothing 'normal' got me excited.

Having had urges about sucking a cock since I was in school, I wanted to try and find someone who was up for some discrete fun. I ended up placing an ad on Gumtree and as I was filling out my ad, my cock was pressing against my jeans, I knew this is what I wanted. Once I had submitted it, I had more precum than I ever had before.

Being 18 stone and very hairy, I didn't have much self confidence and I thought the response would be small but to my suprise I had well over 10 replies asking to meet me. Mostly from older guys and that made me even more turned on.

To my regret, I didn't contact anyone. I just read their messages and instantly my cock would throb, I was begging myself to be allowed to do something about it.

A couple months later, I had a reply from that old advert from a 40 year old guy and he said he liked everything I described and wondered if I would be up for meeting him.

This was perfect timing. I was at an all time low in my relationship and I was gagging more than ever to have my first taste of cock. I messaged him back asking if he had MSN and so we started chatting...

He lived about 8 miles away and said he could drive to meet me that night. As soon as I read those words my cock nearly burst with excitement, it was almost like my cock was on its knees begging me to meet him. In a couple seconds of pure excitement and panic, I said yes.

I arranged to meet him in 30 minutes. I rushed into the shower and gave myself a good clean mostly around my asshole area. I had so little time to get ready I didn't have time to think about not meeting him. I left my house with a mixture of nervousness and excitement and it hit me right then that I was going to do something that felt so wrong but something that I had wanked over for years, it was finally coming true.

I was waiting at a bus stop and I didn't have a clue what he looked like and I didn't know what we were going to do to each other. All I knew was that I was going to see and feel a cock for the first time and that's all that mattered.

He phoned me to make sure I was there and I said yes. He said he would be 5 minutes and told me what car he had, so I could look out for him.

He pulled into the bus stop and waved me in. I sat in and I could see he was in quite a good shape and with a shaved head. His looks didn't matter as much as what he had in his pants.

We got talking and I suddenly realised that I wasn't turned on anymore, I tried to get hard but it wasn't working, I was panicking, realising that I might have to tell him I couldn't go through with it.

He said he knew of a country lane that he had used before, so he started to drive towards the countryside. With it getting close to midnight, he said no-one would see what we were doing.

He then said it wasn't far and I still couldn't get hard. So then I thought 'fuck it' and I pulled my trousers and boxers down so my unerect cock was exposed in front of a man I had only met minutes earlier. He was still driving and I noticed a bulge in his trousers, he smiled and reached his hand over to me and started rubbing his rough hands over my floppy foreskin. The excitement was back. From that point on, I had never been more erect in my life and the feel of his rough hands rolling around my foreskin made me want to scream in delight.

We got to the country lane and he turned off the engine. He leaned over and started kissing me. I thought I wasn't ready for kissing but I went with it as I was so turned on. His fingers were running around the head of my cock with my balls cupped in his other hand.

He asked if I had ever had someone touch my asshole before and I told him I hadn't. One of his fingers then slid down past my balls and I could feel some pressure against my bum, he then started massaging my hole with his finger, I let out a whimper as I had never felt pleasure like it. I couldn't get it out of my head that a fully grown man was playing with my cock and rubbing my ass with his finger.

He then pulled my t-shirt off so I was completely naked and started sucking my nipples while still rubbing my ass. He then pushed his finger into my hole a little bit and I told him that it felt really good. He started wiggling his finger around but didn't go any deeper, which was a great feeling.

I still hadn't got a look at his cock, let alone touch or play with it, so I reached my hand over but before I got too close, he pulled my hand back and told me to wait. I had never been dominated before and it felt great not to have any control as this older man was doing what he wanted to me.

With his finger still exploring my hole, he started to lick the tip of my cock and as he pulled his head back he had a line of precum going from my cock hole to his lips. He said I have a thick cock and that made my cock pulse with excitement, I could nearly see my cock veins pulsing in pure delight.

He then planted his face down to the base of my cock, without thinking I widened my legs so his finger could get deeper into my bum. He was bobbing up and down on my cock and with his finger still exploring me I felt like I was in heaven. I think he could sense I was close to cumming and he pulled away and told me to open the car door and bend over. I told him I wasn't sure that I wanted a cock in there yet and he said don't worry that's not what I've got planned.

So I bent over naked on the seat and he opened the car door, my bum fully exposed to this older man and not knowing what he was going to do next.

I could feel his rough hands grab each bum cheek and spread them wide open, the cold countryside air running across my open asshole, I was excited and nervous about what he had planned. I could feel him breathing on me, he was smelling my arse and he told me it was beautiful. My cock was swinging underneath me, I could feel my precum against the car seat. At that point I would've let him fuck me, but that's not what he did.

Suddenly I felt something on my asshole, it felt like nothing I've experienced before, his tongue was running around the ring of my hole and then he started probing my bum with his tongue, he stretched my cheeks wider and I could feel he was trying to open my hole as wide as he could so he could get his tongue in deeper. I relaxed and felt some more pressure as his tongue was desperately trying to taste the inside of my arse.

So, did I get to play with his cock?!

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Hi I'm kyle 17 m uk I'm 5 ft 9 , slim-toned , tanned , I have short dark brown spikey hair.I am smooth and have a 7.5 inch uncut cock , I am gay and prefer to be bottom.I live with my mum and my younger brother and my mum doesn't know I am gay .______________A while after I left school I started college , I enrolled on a arts and media Course, it was only part time 3 days a week monday to wednesday and after a fewMonths I decided I needed a part time job to give me abit of extra money on a...

1 year ago
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Holiday surprise True story first time gay

A tale I've been wanting to share but never really found a suitable medium or time to write until now. Its a true story but names have been changed. It took place a couple of weeks back and I am still feeling the after effects. Being Xhamster I thought I can share my first time and maybe hear about yours. Its a topic that facinates me. By first time I mean - had sex with a guy. For me, it was completly out of the blue and utterly unexpected. I wonder what other guys experiences started of...

1 year ago
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Chubby Little Housewife Gets A Creampie

Hello ISS horny friends!! ;) I got so many great responses from my second story which was Maid Out Full Satisfaction and even got the opportunity to help few readers with their personal issues that they shared with me. Thank you all for such great responses. I hope this bond with my readers continues for infinity. Well you can always search my pen-name “rustychanged” and read my incidents that I shared. Disclaimer: I, whatsoever have no right to share any person’s information of any sort to...

2 years ago
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Chubby sissy life diary part 1

This story is derived from events of my upbringing and my journey of crossdressing. I was always a skinny toddler and that carried on until I was in 5th grade when I started to get chubby in very specific areas. My boy breasts were very big like they were large enough to be considered busty in comparison to the rest of my body. I had a little tummy some chubby thighs and an extra big butt that stuck out like a shelf when I would stand up straight. Clothing was super hard to shop for because...

2 years ago
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Gay Encounter at the Thermal Baths True story

Me and my Wife (Chloe) have been exploring our sexual fantasies fully for the past year, mainly keeping it between ourselves except for when we first starting posting photos of ourselves on adult website. There has always been on fantasy that Chloe simply cannot fulfill me with and that is for me to experience a man fully and privately.We got married only 4 weeks ago and we went to Budapest for a mini-moon, Chloe was so tired after all the hard work she had put into the wedding and for the...

2 years ago
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I Swear Im Not Gay a story

Okay I did not originate this story. I copied it from a fellow named Nathan Butler on a site that specializes in erotic stories. But it got me so worked up, so into the fantasy, that I had to copy and paste it. This story really speaks to how much I feel like I've become cock obsessed. I want this to happen to me."Cum in my mouth. Yeah, shoot your load in my mouth. Let me swallow your cum" I repeated to myself as I jerked my cock rhythmically. The movie on the screen showed a guy sucking cock...

4 years ago
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Samar8217s First Erotic Gay Sex Story

I Once we had visited a waterfall in Tamil Nadu where only village people live. It is a lonely place which attracts tourists during waterfalls. We had gone there during the waterfalls. The place had some illiterate villagers. Me and my few friends went in the falls and the force of water almost removed our underwears. Lol. We had kept the clothes aside and when we were done with playing we saw that clothes were stolen. So we didn’t have any other choice to walk in underwears to ours rooms which...

Gay Male
2 years ago
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Samanthas Sex LessonChapter 4 Samantha Learns More

Samantha backed into her bedroom watching Aaron follow her. His eyes were glued to her boobs and hard cock pointed straight at her. When she reached her bed, the teen flopped into it calling out, "Get in here with me, and teach me more about what boys want to do to sexy girls like me!" "Ugh! I don't think that's a good idea, but let me show you something any guy who sees those gorgeous tits of yours is going to want to do." Aaron leaned over Samantha on her bed and took her swelling...

2 years ago
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My First Gay Romance In Park

Hey guys this is Salman from Hyderabad. I have been a regular ISS reader for quite a long time now. I have read almost every story in Desi and Gay category. Basically I am also inclined towards gay sex and that is what led me to write something. I wanted to share one of my experiences. So I am here with one of the incident in my life. This incident happened a few years back when I was in 1st year of college. I am 5’6” with slim body. I have good smile and the best part about me is; I can get...

Gay Male
2 years ago
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My GF turns me over to a GayMaker Gay

Sarah had met Stuart online and she said he had a very special talent. He was 42, Black 10 years older than us and hung. In the sixth months that we had been together, Sarah and I had enjoyed a MMF threesome with a mutual friend twice before, but it been a more conventional affair, both of us giving Sarah all of our attention, careful to avoid crossing swords. Sarah was dissatisfied with our love life and want to spice it up and I was willing to try something a little more kinky with a man who...

4 years ago
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Hot fun with older guy on holiday gay

Hi I'm kyle 18 m uk bi This is a true story about my time on holiday late last year Info.I'm 5 ft 7 , slim- toned , I weigh 9.5 stone , I have short spiky brown hair and a decent tan.I have a 7.5 inch uncut cock and am smooth .I lost my anal virginity when I was in high skool and have had many gay sexual experiences since then but always with guys around my age group .The story Last year I went on holiday with my mum and her new boyfriend and my younger brother .At first didn't want to go...

3 years ago
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Chubby Chaser

"I want to be broad," I said to the Djinn. "You want to be a broad?" he asked me like he didn't quite get the concept. "Yeah," I said. "Look at me. I've been like this my whole life and I'm sick of it. I'm tired of being a shrimp. I'm tired of being a nobody that no one even notices. I want people to look at me and just stop still in admiration." I hated my body. I was always the skinny guy. The one that was eighty pounds soaking wet and had muscles like rotten string. I...

3 years ago
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Chubby Sissy Hubby

Chubby Sissy Hubby by Throne It was a black lace, stretch teddy, with wired cups. Or rather they were half-cups. I looked at it lying on the bed and thought I would start crying. Did my wife Tyra honestly expect me to squeeze into that? When I heard her approaching our bedroom a chill of dread filled me. She came into the room and put a hand on my shoulder. All I was wearing was a short diaphanous robe with a string tie at the waist. I clutched its front and pulled the halves...

1 year ago
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Chubby Female Conductor Fucked Inside Bus

It was the end of my holiday so I had to return to my job. I booked a bus ticket from my native to Bangalore on a Saturday as I had to clean my room on Sunday. There were so many seats left so I took the middle one. I knew I will get the whole chair because the conductor’s seat was next to me. And most of the time, they used to go to the driver and keep them company. The bus was at 8.30 and the bus stop was not crowded at all. The bus reached on time and to my surprise, the conductor was a...

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