My First Gay Experience

I was fourteen the first time that I had an experience with another boy.
I knew Danny from school and it was summer, and I was over at his house. His parents were at work so it was just the two of us.
We were in his room and he started getting chummy. I wasn't used to that with other boys , but right then and with him it was kind of fun.
We were sitting on his bed and he kissed me. I kissed him back and then we started to make out, It was fun and exciting doing that and we both got turned on.
We started to undress and we got naked and that was really exciting getting to play with each other , which we did.
Then after about twenty minutes he got out a bottle of lubrication and slicked his dick with that. He got me to turn over on my stomach and he started to climb on top of me. I suddenly realized what he wanted to do.
I was naive and didn't know what to, And then I felt him pushing his boner into my boyjhole. I just laid there and let it happen. He proceeded to fuck me for about five minutes.
It really didn't hurt and was mostly just sort of uncomfortable at first. Then when I relaxed some it started to feel very exciting having him do that in me. It made my erection so unbelievably stiff.
Them when he started ejaculaling in me, that made me so excited that I began ejaculating too, I just couldn't help it.
When we finished he told me how much he had enjoyed doing that with me. We kissed some more and just laid there naked together for a while.
When I went home I couldn't believe that I had just been fucked by another boy. Although I was surprised by how exciting that had been.
I went back over to his house a couple of days later and I let him have sex with me again!. It was better this time knowing what to expect.
That summer Danny and I had a lot of sex. I did him done, but mostly I liked him doing me.

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# 78056 - by Rick / April 2, 2025

by Anonymous on Apr 3, 2025 at 6:28 AM

I was around that age but my first experience was with my best friend's dad, not my best friend.

I seduced him. It took a lot to wear down his defenses, but in the end, he just needed to know I would keep it a secret. Even my friend didn't know. Mr. Stevens and I were lovers until I left for college.

When I was in grad school my friend called me, distraught that his parents were divorcing. I got a message to his dad, who actually came to see me.

In my little apartment, among the stacks of books and papers I'd been referencing in my Ph.D. thesis, I consoled Mr. Stevens. He fucked me just like old times.

Sure, I'd had boyfriends in college and in grad school (interestingly, in grad school you tended to attract freshmen), but Mr. Stevens was hitting the right places...in my heart, not just my ass.

He moved in and we married when his divorce was over. My friend never forgave me, and he had no idea of the true history.

Mr. Stevens tells me I'm still tighter than his wife ever was. Unlike her, I am faithful to him. I just need that big DILF cock inside me every evening, and then to cuddle up in his arms as I drift off to sleep.

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by Anonymous on Apr 3, 2025 at 8:35 AM

I was 12 at my friends house one summer day just him and I there as his parents were at work
We were in his bedroom and he took out a dirty magazine he said he found in his parents bedroom. We were looking at it and after awhile he asked if I had a hard on yet. I said I did and he said he did too.
We both were rubbing our crotches at times then he said we should take off our clothes and have a little fun. I asked what he meant and he said we should try having sex. I asked him why and he said because we are both excited and no one will ever know if we do.
I wanted to but I sure didn’t want him telling anyone so I made him promise. We started to take our clothes off and once we were both in our underwear we could clearly see both of us had a hard on. He reached over and pulled my underwear down then pushed his down. He stepped up really close and touched his cock to mine and that was all it took to get things going.
Our hands were all over each other and our hands were playing with each others cock. He kept touching my ass and had his fingers in the crack of my ass touching my asshole. He could tell I liked it so he asked me to lean over the side of his bed so I did.
He started to rub his hands all over my ass then he really liked spreading my ass cheeks and told me he liked touching my ass. I told him it felt good and I liked being touched too. He asked me to lay on his bed so I did. He jumped on top of me and his cock was rubbing on my ass and he was pulling on my butt cheeks to spread them apart and his cock felt so good in the crack of my ass that we both started to move our naked bodies together to make it feel even better.
In a few minutes. He got off of me and said he would be right back. He went and got some baby oil and put it all over my ass then got back on top of me
All that slick oil between out naked bodies sure felt good and he was rubbing his cock around up and down in the crack of my ass then he told me to hold still. I asked why then I felt him grab his cock and touch it to my asshole. I asked him what he was doing. He told me to just hold still he wanted to try something. In a few seconds I felt the head of his cock slip inside of me and it stung a bit but not enough to make him stop. He slowly pushed and his cock went up my ass and it felt so good I told him I liked it. He pushed until he had all of it up my ass then he started to fuck me and asked me if I liked it. I told him I liked it a lot.
He started going faster then doing it much harder. I started to cum it felt so good then he shoved his cock up my ass really hard then shot his cum up my ass. I was not expecting him to cum in me but once he did I liked knowing that his cum was inside of me.
I asked him to stay on top of me and to not take his cock out yet. He laughed and said “ man you really did like it”. I told him it felt good and I liked it a lot. He started to jump on my ass moving his cock in and out and told me he wanted to fuck me some more. I told him to go ahead and do it.
This time it was much better and I kept pushing my ass up to let him get as far up inside of me as he could. I had both hands pulling the bed sheets my head turned towards the wall both eyes open thinking to myself. And I couldn’t believe that I was getting fucked up the ass by my friend and his cock was going in and out of my asdhole and I wanted it. I was getting fucked up the ass by my friend and I liked it.
It took him awhile and he was really fucking me good when I asked him if he was going to cum in me again. He said he was getting close and I told him to cum in me again. He seemed to enjoy me telling him to cum in me so he fucked me even harder then told me he was going to cum. I told him over and over ti cum in me and when he did it felt so good I caught myself squeezing his cock with my asdhole telling him it felt good.
His cock got soft and started to slip out of me and I laid there underneath him as his cock slowly slipped out of me and in a few seconds I felt his limp cock on my ass and a trickle of his cum running down over my nut sack.
He laid on top of me as we talked and rubbed his cock on my ass and I told him I liked doing that and he agreed and he and I stayed naked all day long in his house and he put his cock up my ass countless times that day He fucked me several times and put his cum in me every time.
That summer he and I fucked almost every day and most days he fucked me multiple times. Both our parents worked every day so we could do it at his house or mine and we spent that entire summer with him fucking men up the ass and we learned how to suck cock too. I was the first to suck until he came and I took his cum in my mouth then I swallowed it. A few days later he tried it and swallowed my cum.
He and I had oral sex all the time and he fucked me many times for years. We were in high school and I was at his house and he told me he found something he just had to show me. He brought this shoe box out from under his bed and when he opened it my jaw dropped. It was his mom’s sex toys. Several rubber cocks all different sizes. We picked them up looking at them and smelling of them then he put one in his mouth so I did the same. We were sucking on them watching each other then he stopped and told me he wanted to put one of them in me.
The smallest one was bigger than his cock but I agreed to let him try it. He used Vaseline and I took the smallest one up my ass but that wasn’t good enough for him and he tried a bigger one and it was not at all easy to get up my ass but once he had it way up inside of me I told him not to take it out. Well he fucked me with it and made me cum then he came on my ass and just left it up inside of me.
Well washed them
Up really good dried them off and put them back just as they were. Almost every day that summer he used them on me and I couldn’t believe that I was able to take the biggest one up my ass before the end of the summer. He really got off fucking me with his moms toys and one day he got this idea to stick one to the leg of their coffee table and got me to back up on it on my hands and knees as he held it to my asshole as I backed up on it taking it up my ass.
He watched me fuck myself awhile and told me it looked pretty hot going up my ass. Then he came around in front of me and got to his knees and asked me to suck his dick so I did. Man talk about hot ! Fucking my ass with this big rubber cock and ducking his dick at the same time was mind blowing. I jacked and pulled on my hard cock like crazy as I fucked my ass derp and hard and he fucked my mouth and made me gag several times when he shoved his cock in my mouth way too far
After the longest time I started to shoot my cum on the carpet and he grabbed the back of my head and shoved his cock in all the way as I gagged and his cum shot right in my throat. At that moment I felt like I had never felt before. My ass full of big rubber cock and his nuts pressed to my chin and his cock stuck in my throat and his cum in my stomach.
My mind was running a hundred miles an hour and I wanted more. I was hooked on his mom’s sex toys and I wanted them up my ass every day. I went to his house every day so he could stick them in my ass. He really got off using them on me and I liked spreading myself open wide for him to stick them up my ass. By the end of the summer I was crazy about him playing with my ass and fucking me. All I wanted was his cock or the toys up my ass and I couldn’t get enough.
I am
Married and have been for many years now and my sexy wife and I have a nice collection of strap on cocks and harnesses that she loves to use on me. We have a huge collection of sex toys and she loves using very large toys on me
I will let her play with my ass for hours and stick what ever she wants up my ass. I have taken over 24” up my ass many times and her favorite cock to fuck me with is this very thick life like rubber cock that is 14” long with a huge head and a hand held pump that she films with fake cum that she shoots up my ass many times while she is fucking me. She likes to tie me down and fuck my ass and sometimes she will lay on her back and let me fuck her mouth while she fucks my ass with a big rubber cock until I cum in throat. My nuts smashed against her chin as my cum shoots down her throat with a big rubber cock way up inside of me.
She and I talk about her watching a hung man fuck me some day but I really think it will never happen. Shenandoah both straight and gay porn and after she watched a guy take two cocks up his ass she just had to try it on me. Two rubber cocks up my ass and she fucked me good and sucked me off at the same time. My wife and I are very open with each other and we are always naked in our home and we are open to try new things and our sex toy collection is growing.
We talk about our fantasies often and hers is to watch me take a two cock in the ass and to see a man with a big cock actually cum in my ass.
My fantasy is to watch her with two black men with huge cocks and my cock in her mouth. A big black cock in her pussy and up her ass while she sucks me off and all three of us cum in her. We have after this out several times with two big black suction cup cocks stuck to the end of our bed while she fucks her pussy and ass with me in her mouth. Both of us enjoy bondage and ass play and we like to share a long thick double headed dildo in out ass backed up to each other taking it all and her ass pressed to mine while she fucks a dildo and I jack off.
On Saturdays she and I like to insert butt plugs up each others ass then wear them a long time while we give each other iral sex and we fuck with them
Up our ass and it feels so good.
She and I love to go out in the country find a spot in the woods to get naked and fuck. I love to get fucked with a strap on out in the woods.
She and I are in our 50’s and in great shape. She is very hot and sexy and turns heads everywhere we go. I like to make her squirt as often as I can. She loves it and so do I.
She and I talk often about going on a vacation where no one knows us and acting out our fantasies. Her with two black men and me taking a real cock up my ass. Who knows it might happen one day. She says the two black men would be very hot and one of them could be bisexual so he could fuck me while the other black guy fucks her. We both like watching big black cock porn so I am open to it if she is.

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by Anonymous on Apr 3, 2025 at 9:35 AM

I remember my first time like it was yesterday. I was 16 years old and it was a friend from school. To be honest, I only hooked up with him a few times, but since then I’ve met a lot of guys and don’t regret on one of them.

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by Anonymous on Apr 8, 2025 at 7:00 AM

I was 12 he was 15. He lived close to us and I was always around him so when I was in his house alone with him when he started hinting to me that we should take our clothes off and he started to touch me all over we ended up naked and
His cock was a lot bigger than mine and he wanted me to touch it so I did. Then he told me to suck on it and he instructed me on what to
I was sucking my first dick on my knees in this older boys bedroom then he told me he wanted to fuck me and he got very pushy and a bit dominant and had me face down on the carpet playing with my ass then I felt something very slick as he fingered my asdhole telling me to relax. In a few minutes he was on top of me rubbing his cock on my asshole then he force it into my tiny young very tight asshole and I started to scream at him to stop.
He kept telling me to relax as his big dick went up my ass and I started to cry it hurt so bad. He didn’t seem to care and forced me to take all of his big dick up my ass. He started to fuck me and tell me that is if I ever told anyone he would beat the shit out of me.
Inlaid there with my legs forced apart with his knees his body on top of mine and his huge dick fucking the hell out of me until he filled my asshole with his cum.
I thought it was over but after shoving his dick up my ass hard several times he started to fuck me again and this time it lasted for the longest time and all the cum
In my ass was soon all over my ass and between my legs and I could hear his big dick fucking my ass. He finally came up my ass again then once his dick came out of my ass he laid on top if me as his cum ran out of my ass and he told me again that he wound beat the shit out of me if I told anyone that he fucked me.
I got dressed and left pretty fast. I couldn’t stop thinking about what he had done to me and I was mad but for some strange reason I wanted it to happen again and about a week later I was face down on the carpet at his house again letting him fuck me.
We lived there for about three years and he fucked me all the time and he shared me with a lot of his friends also. He was a big football star in school and some of the boys on the football team fucked too. Mostly white boys but there were a few Mexicans and two black boys that he made me fuck over the years. I will never forget that first black boy and how scared I was but he fucked me in front of two other boys that took their turn on me after he finished with me. Many times there were more than one boy at a time and once there were 5 different boys that fucked me one Saturday at his house while his parents were out of town. M
Now many years later I still like getting fucked. I use sex toys all the time but not very often I do get the real thing from a friend that lives far away. When he visits he always drops by when my wife is gone to fuck me.
I like getting fucked and have a lot of toys but a real dick is my favorite.

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by Anonymous on Apr 10, 2025 at 2:40 PM

I was nine with a boy fifteen who I'd known for sometime.. We'd been hugging and kissing since I was little and he was quite sissy and fussed over me which I loved. He asked me to have butt sex with me and I said "Sure if you want to?" I really didn't know what it was but in his "Secret Spot" in the woods on my tummy with my tighty-whitie underpants carefully arranged to allow cheeky butt access. He took multiple times coughing up phlem spit as lube and gently gently talked me sweetly to relax and as his thin boycock entered it spit his first warmly thick load. "Does it hurt, does it ?" He asked seriously. " No it feels funny kinda wet..you're not going pee r u?" I asked nervously. "No baby, uh-uh it just feels like pee." He exclaimed. He slid in easily and painlessly using warm cum as lube. His slow methodical fucking was hypnotic and pressed my little boy's into the glass making um tingle as my tight cheeky boipussy spasmed..I was still hanging on to the front of my underpants so I wouldn't be naked and only my butt would show when hi penis throbbed inside of me and gushed.

I couldn't hold it anymore, my bladder was full before we started and the rhythmic cock fucking made it worse and I pee'd and peed as he slipped out. How embarrassing for me and he rearranging my freshly fucked boypanty's turned me over and planted a warm wet kiss lips to lips. Oh baby you couldn't help it as I whimpered because he saw that I pissed "Oh baby that's okay you couldn't help it let's go to my house nobody's there and I'll clean you up. "

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Comments

by Anonymous on Apr 3, 2025 at 9:00 AM

Wow. Don't you just love it when some asshole hijacks a confession and writes his own jerk-off reply that's 10x longer than the confession while he jerks off. Fred C Dobbs

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by justme1967 on Apr 4, 2025 at 7:47 AM

Very similar to my experience, thanks for sharing

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