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Jayboy

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Gender: Gay Male
Age: 34
Relationship Status : Not specified
Profile Visits : 57
Number of Comments : 0
Number of Confessions : 1

Jayboy's Favorite Confessions:

- Gay Stories -
Bi-Sexual Male / 31

First Time Outside

I hooked up on Grindr with a BBC. I'm just a petite white twink with a decent rump. We both have no place to host so we meet outside in a park. It's the crack of dawn.

We find a spot with some bushes and a tree off a trail. The ground is soft wood chips.

He insists we start with head. It's a fat BBC about the girth of a soda can. My tongue laps it up and I nod my head with every lick. I eagerly lick him like a lollipop. I stick my tongue out and he starts entering and exiting my mouth with his fat cock teasing me. He spanks his cock on my tongue then pushes my head down on it.

I bob my head up and down his shaft and use lots of tongue. He thrusts his hips and hungrily starts love pumping my mouth. I'm producing a lot of saliva and it's dripping down off his cock and running down between my thighs.

After a messy head session he asks me to bend over. I crawl on all fours and assume the position. He moves my string thong to the side and rubs some lube on my hole. I feel his shaft poking at my taint for a few moments. It finds my tight boyc**t and separates my walls so fucking wide around him... I came prepared however as I opened myself up at home with a toy and prelubed myself for this session...

I moan in tandem to each thrust. He holds my hips tight and power thrusts into me. It feels pretty risky... No condom hookup. The cool morning air feels good and the wood chips are wet with a slight dew.

I can hear my butt lewdly clap against his hips. He compliments me and my ass. The sex lasts a bit until he pulls out and shoots on my butt and thighs...

He rubs his cock under mine and starts jacking us off together. My cock is laughably small compared to his and I feel a tad humiliated as his cock rubs against mine. I moan softly and shoot a load.

He spends the next few minutes rubbing his cock against my buns and taint. He enters and exists my ass a few times for good measure.

He gets up to get dressed but I stay in doggy position. He says we will hookup again soon. I start to dress as well. I have a beautiful girlfriend to go back home to.

3
# 67442 - by Alex / September 3, 2023
- Gay Stories -
Straight Male / 26

Coworker Topped Me

I recently started working any a local grocery store. an older man(60) I met from produce started talking to me more and more. it was just small stuff and nothing in general. but I noticed more and more that he'd be watching me while I work. we talked a bit more through the days. after a while he told me he was married but wish he had more time and was you like me(26). he told me that he always has liked being sucked by younger guys and likes to top. He then asked me if I have ever experimented.i told him that I've messed around with a friend when I was young but nothing too crazy. He told me that if I ever wanted to try hr would be down to help me. it was weird to me but it kinda turned me on in a weird way. A couple days later, I come in early to do inventory so I'm the only guy in my department and he's the only one in his. we got to talking and after awhile, he asked again about sex. I told him I've been thinking about it and am kinda interested. he asked what id be willing to try and I said sucking and maybe bottoming if it didn't hurt. he seemed very happy. he then asked how soon id like to try. We both were alone in an almost empty grocery store early in the morning. I said I could suck him now if he wanted. we then talked about where to do it. My department(Meat), had a big cooler where nobody besides people in my department go into. it has all the meat and supplies. all I had to do was turn off the fans so it wouldn't be too cold. We went in there , and I unbuckled his pants ands pulled his Cock out. I kinda jerked it a little. I'm not used to jerking anything besides my own but I did my best. Then I put it in my mouth and and licked and sucked it. he was making noises to where I guess I was doing well. I could taste his precum. he came after a little amount of time and I swallowed.
A couple days later we were both in early again. This is a farmers market so they're a little aunt of employees.again we started talking and he started talking about anal sex. I said I was interested in bottoming. He said that he could introduce me to it and that he would do it slow. I agreed and that at some point we should set a date. He wanted my ass at that moment. He asked about the cooler again and I said we could try. In my department we have a lube like substance that we oil the machines with. We went back there and I sucked him again. I apologized to him because I wasn't prepared. We had no condom, lube or anything. He didn't mind. He just asked me to pull my pants off and bend over. he played with my ass a little then stuck his finger in. he used that machine lube and it worked well. he then stuck his cock in my ass. It hurt like hell and felt so unnatural. but after awhile kinda accepted it and started to enjoy it. He grabbed my hips and rode me for like ten minutes. Then he came huge and pulled out. it felt so weird to be fucked like that. we just talked a bit and went back to work. he's been asking for more sex but we just haven't had time. I never knew I it would feel so good. I miss his cock and it felt so good.

3
# 65512 - by Mauricio / May 13, 2023
- Gay Stories -
Straight Male / 48

Want A Gay Grandpa For My First Time Gay Sexual Experience

I'm a 48 yo straight M , during the COVID lockdown I was horny and bored so I checked out gay porn sites and I found a site with gay grandpa's and that really turned me on I was instantly aroused!
I would watch gay grandpa porn for hours and masturbate till I couldn't anymore.
I would really love to have a real first time gay sexual experience with a gay grandpa.
Just the thought of a delicious old cock is literally giving me a hard-on.
I want to touch and kiss a old hard cock!
I want to put it in my mouth and taste how delicious they are.
I especially want to experience the pleasure and feeling of an old hard cocck up inside my ass!
I know it will be an arousing sexual experience.
I want to get the anal pleasing sensation like they are getting in gay grandpa porn and more.

3
# 58693 - by Matt / May 27, 2022
- Gay Stories -

We head over to the steam room, him walking in front of me. His tight little ass wrapped nicely in that towel. When we get inside the steam room it took a minute or so to catch my breath. Steam rooms are quite steamy. No pun intended. We start little talk about nothing really. I'm trying to figure out where this is going. Just as I start to tell him that we should take our towels off, the door opens. This old guy walks in and it sucked. We sat there for about ten or fifteen more minutes. This old man wasn't leaving. Finally I just told Ben that I've had enough of this steam room. He asked if I wanted to hit the pool and and said that I'm just going to hit the showers. He said cool I'll head out with you.

So we head back and into the showers. By luck, no one else was in there. I hang my towel up and turn the shower on. He does the same. We're standing next to each other washing off. We're both looking at each other's faces only for a few minutes as we bullshit. Then we both start checking each other out. He has light brown, almost blonde pubie hairs, a cut cock and balls that were once hidden up them shorts, are now hanging quite low in full bloom. I catch him trying to look at me without trying to look at me. So I turn my back towards him and pretend to rub stuff off the front of my chins, thus bending over showing him my wet ass and the back of my balls. The whole thought started to make me hard. So to avoid getting caught or seen by anyone I turn the shower off and wrap up in my towel. He yells at me to toss him his towel. I grab it off the hook at turn to toss it to him. His cock is standing straight up and he isn't the least bit embarassed by it. I take a big swallow and walk to the locker.

I'm starting to dress when he finally gets out of the showers and heads to the locker. Not a word is said. I'm sitting on the bench bent over tieing my shoe. He walks up to the same locker and grabs his belongings. He is standing pretty close to me. Then he reaches down and drops his towel. As I slowly sit up he's a foot away. I take a quick glance behind me to make sure no one is around then I reach up and grab a hold of his cock. I slowly start pulling on it and it starts to harden. I watch in amazement how it keeps growing and growing to almost nine inches. It didn't look that big when I seen it in the shower but now at point blank, it's huge. My own cock is starting to grow inside my shorts so I adjust it so it feels good. He reaches over and puts his hand on the top of my head and pulls my mouth towards him. My heart is racing, my hands and my body are shaking like I was in an artic storm or something. I again look back then lean in and put my mouth over the head of his cock. He pulls in with his and and pushes forward with his hips until his cock hits the back of my throat. At this point I could still see a lot more of his cock that can't fit into my mouth. I move my mouth back and forth less than a dozen times when I hear a bunch of noise. He quickly wraps up in his towel and I continue to tie my shoes. Just then about four guys walk in. They're all from my school. One of them nods at me. He recognizes me although I doubt he knows my name. They are here to work out. At this point my heart was pounding even more that I was almost caught with another guys dick in my mouth by some guys from my school. I thought I was going to pass out.

Ben said "dude we have to go to my house or yours like now." I told him we should go to my house since no one should be home. We dress, get into our cars and he follows me to my house. We get into the house and I point down the hall to my bedroom and told him I was just going to make sure no one is home. I knew my parents weren't home because both cars were out of the garage and if my younger brother was home he would've been playing video games or out by the pool. He was no where to be seen.

I kick of my shoes and leave them by the front door. I take off my shirt as I head down the hall. I push open the door and Ben is laying completely naked on my bed with my pillow over his face. His cock is hard and laying on top of his belly. The head of his cock is inches above his belly button. I won't forget that because I remember thinking, "damn that's big." I close and lock the bedroom door. I undress. As I start to climb onto the bed he spreads his legs open. I climb over one leg, and without touching him I lean down and run my tongue up the underside of his cock. When my tongue reaches the tip I go back and fouth under the tip then over the head. His cock flexes on its own. I do this a few times and I can hear him breathe hard. He finally sits up and pushes me down on the bed. He tells me "I've never done anything like this and I've never sucked cock before so if it isn't good I'm sorry." Then he goes down on me and for the next ten minutes proceeds to suck my cock like a high priced hooker. He was almost an expert. I tried hard not to blow my load. I said "your turn." Then we switched positions. I told him that he was fucking awesome. I told him I'd only done this a couple of times with my 16 year old cousin last summer at a family reunion. He laughed and I tried to match his expertise. After five or six minutes he starts moaning loudly and starts thrusting his hips up in my face. I was so into it that before I could make a choice whether to try and swallow his load or not, his warm cum hit the back of my throat and I sucked and swallowed in rythym. I had one hand at the base of his cock so he wouldn't literally choke me when he thrust in my mouth. The second I swallowed the last drop he rolls me over. I notice my own precum rolling out the little hole on my cock and I asked him if he wanted me to wipe it off and he said no. Then he blew me even better than before. I said, "are you sure this is your first time" and he assured me it was. He said I'm not sure I can swallow but I'll try. A few mintues later I said here it comes and he started to swallow everything that came out. He collapsed on the bed. It was amazing. After about a minute he's pulling on his cock and it starts to get hard. I'm completely limp and exhausted. He goes, "you want to try fucking."

5
# 3377 - by Anonymous / December 24, 2008
- Gay Stories -

I'm a 36 yr old black gay crossdresser I had my 1st experience with a man who was white and my upstairs neighbor, for about a yera and a half he was the only man I was with sexual and the only one to see me dressed.
I told him I wanted to go to a gay club dressed with him but he didn't want to go, I tried ressisting but I had to do it so for my 32nd birthday I got the nerve to go alone, my intentions was only to see if I could be dressed in a short skirt around people, I was scared but after a few drinks and some talking and dancing with guys I loosen up having more drinks getting so buzzed letting the guys fondle me on my butt, I thought whats wrong with playful touching besides I was liking it and I was talked into going out to the car with a guy.
After some touching and nudging he talked me into giving him head, I couldn't believe what I was doing but I was so excited by this and when he came I just clamped down swallowing it, afterwards I thought what have I done, we talked some and he thanked me, he had no idea he was only the second guy I had did this too and my 1st time swallowing, we went back in and I kept thinking as people were watching me that they knew what I did and I was feeling cheap letting a stranger talk me into doing what I did

5
# 3422 - by Anonymous / May 31, 2009
- Gay Stories -

How do you tell a friend that you googled his phone number looking for church dinner info, and came up with his escort service profile as the only hit, complete with nude pix?

2
# 3347 - by Anonymous / October 6, 2008
- Gay Stories -
Gay Male / 64

I Knew That I Was Gay Early But Chose To Keep It To Myself

I grew up in NO in a somewhat good neighborhood. I went to an all boys Catholic schools. I would go onto college at Tulane and make a career of being a CFO. But first I had to get to college.

In school there were boys who we all knew enjoyed being nice to certain men there. It was pretty obvious, they tended to be small and were very religious and they were always doing this or that for one of the Priests. This and that we all understood, some boys were cut out for that. I was in between, good in school, good in sports, but not that big and I hung out with some of the larger boys who were in the more masculine sports, Football. I played tennis and baseball. I fully admit that I enjoyed being in the locker room with the naked jocks. And more than once it crossed my mind what I would do if one of them decided that I should be their boy. I imagined it and masturbated a lot. During the last years of high school I wanted to suck cock so bad it hurt, and I wanted one of those boys to fuck me. I started wearing my sister's underwear and I wanted to be caught.

But I wasn't caught, I masturbated heavily, I dreamed of cocks dripping in my mouth, I dreamed of some man in the night. I had a few things around the house that I hid in my room and with the help of some creams I found in my mother's dresser I could insert these in my rectum and masturbate until my dick hurt and the towel under me was wet enough to sleep on.

Between my high school graduation and my first year of college my uncle got me a job working for a store which catered to the sailors at the port. These stores sold everything, from blue jeans to cups. The old man who owned the store sometimes would take a sailor back to the back into a room and when the sailor left he would have a magazine or some pictures in a manila envelope. The porn he sold was of all kind, of course most of it was women naked, but not all of it, some of it was some guy behind her inserting his penis in her. That's the porn I focused on, the penis. I never cared about the woman. And I found the porn that really was to become my favorite, naked men, in black and white, sucking dick, fucking other men. And some of those magazines were of dark men the old man called Turks, he figured out pretty quickly that is what I liked, some big hairy Turk with his dick in the hands or mouth or ass of some skinny white sailor, He gave me several of the stand alone pictures and I used them to masturbate all summer.

The old man was part Greek and Hugarian or something like that and he liked me and his dick was big and nasty and I held it in my hand and sucked it and it dripped into my mouth and it dripped into my ass. He had the right kind of lube in the store sold under some innocuous name and he shared his porn with me and fucked me for the shear pleasure of it. I was in heaven and I didn't want to go to college and give up my job at the store. In college there were only college kids and this or that professor but no one like the old man at the store. I went back from time to time but he had a new boy working there but he sold me new magazines and pictures, and he knew what I liked. He kept some for me, the Turks and Greek men with the skinny sailors.

I went on to a long career, I had to find alternate sources of pleasure, I learned the places to go in the city I lived in to find a man who was looking for a slim man like myself. I was a good cock sucker and I wore panties when I went out and I was always quick to show these men affection. Many men like a slim man in a dress and makeup, with lace panties and high heels. I had a uniform of sorts, when I went out and trolled for a man. But once you reach a certain age the dress and panties don't work. I happened across an old man, well old to me at the time, who liked me enough and I became his lover. Always quiet and in the closet, but his lover.

After the company I was with was sold I had a little money and I took a trip to the Middle East, I had to go to Istambul. I had to see if those memories, those magazines were true. Big hairy Turks who liked skinny white sailors. Of course I was anything but a skinny sailor, certainly not a youngster, but the Turks still had to be there, I asked around, hinted at the front desk, and I was given a lead to a small restaurant where I went in the evening. Effinimete men of all nature were there, and Turks and Greeks and Hugarians, who found the effininete men attractive. I got suggestions from some of these effiminete men, they saw me as one of the men looking to take one home with me to undress and enjoy for the evening. I left the restaurant and returned to the hotel alone. I got on the internet and cruised around and for the type of porn I like and masturbated myself to sleep that night, my illusions of the Turks had been both fulfilled and dashed, I wasn't what they were looking for.

I live a quiet life now, back in NO and I go down to the docks and walk around the stores where the sailors come to buy things to take home. I hold a magazine in my hand and let them see what I have, they know what the magazines are, and from time to time an old Greek Captain or Hungarian Electrician strikes up a conversation and we go for the afternoon to my apartment and I show off my panties and suck their cocks to completiobn or if they want, I lay back and let them have their pleasure.

0
# 56406 - by RR / January 29, 2022
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