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First Experience with a Male

I had my first gay sex in 20 years yesterday. I love going to nature trails and getting naked , playing with my anal toy and jerking off. I started using sniffies see if I could get someone to come and fool around with me, yesterday I was out on a trail when a started talking to a guy on the app. he was in a hotel a couple miles down the road, we talked about what we were into and I made the decision to go to his hotel room, oh Im sooo glad I did! He answered the door naked and told me he was just about to jump in the shower real quick,while he was doing that I stripped down and waited for him while I watched some porn for inspiration. He came out of the shower and layed down on the bed on his back. My brain just took over and without even thinking about it I leaned down and started sucking his cock. It was soft at first, and the first uncut I've ever touched but I took to it with as much enthusiasm as I ever have eating pussy, which I love. The feeling of his silky smooth cock head rolling around my mouth was so alluring. I didn't think I was that into sucking cock but I guess I was wrong! I sucked him hard, pleasantly surprising myself with the taste of his precum. I sucked on his dick for a few minutes, playing with his ass and sucking his balls, He got up and turned his attention to me. I leaned over the bed and spread my cheeks to give him full access. Prior to coming to his hotel room I had been toying my ass for a while and I even though I thought I was ready I was prepared for some pain, but it never came. He lubed up my hole and pressed in. His dick wasn't by any means small but my ass took it in like it was supposed to be there! I had anal with my best friend when I was a teen but it was nothing like this. Every thrust of his cock into my ass was better than the last. I haven't had pleasure like that before ever. Not with tightest pussy or ass. I honestly can't believe how amazing it felt even writing this now. He fucked me for what felt like 20 minutes before flipping me over and putting my legs on his shoulders. I could not get enough. I needed him to fuck me as hard as he could, and he did. After 30 ish minutes I felt him tense up and he pulled out of me and came on my cock and balls. I hadn't even come yet and I felt so sexually satisfied that I didnt even really feel like I had to. Like a gentleman he got on his knees in front of me and cleaned the cum off my dick, then sucked me. Before long I could feel it in my balls and I let him know I was about to cum. He released me and I came hard onto his chest. I have had amazing sexual experiences in my life but that one feels like it's going to be my heroin, I'm going to chase that dragon forever. Hopefully I'll catch it a lot 😂 I have tentative plans to meet up with him again before he goes home. If I do I want to film him pounding my ass for posterity.

Hell yeah bro. I know what you mean. Me and my buddy can't get enough either. I've had some crazy sex before but with my buddy around has been absolutely the most unbelievable orgasms I've ever had

Congrats you're addicted now 🤣
 
I had my first experience in my teens (to say the least) with a middle aged married guy I met on Craigslist (the sniffies of the 2000s). Obviously I was coming to terms with the fact that I liked dick inside of me.. being a new bottom took some time to get used to mentally I guess? In that I felt extreme guilt and disgust after every meeting. But I would get horny again and have some married daddy pick me up in his family car and bend me over in the back of it and breed me..
all that said, take it as slow or fast as you want to. Meet guys and get to know them if you’re not into the random hookup scene. Theres absolutely zero shame in that. I love being fucked by random guys now - as many as possible lol - but to each their own! Enjoy ❤️
 
Good for you! When your ass so wants the dick, it relaxes, accepts it and you feel complete. It's hot that you finished facing each other, so you could see each other's faces and he could finish you. Technically it's your first in 20 years, but you should consider it your FIRST gay sex done right, and welcome to the joys of being fucked. Hope he pounds your ass again, and you get many more to come.
"MMMMM...WELCOME TO THE JOYS OF BEING FUCKED"....I like the way you said it!!!!
 
I had my first experience in my teens (to say the least) with a middle aged married guy I met on Craigslist (the sniffies of the 2000s). Obviously I was coming to terms with the fact that I liked dick inside of me.. being a new bottom took some time to get used to mentally I guess? In that I felt extreme guilt and disgust after every meeting. But I would get horny again and have some married daddy pick me up in his family car and bend me over in the back of it and breed me..
all that said, take it as slow or fast as you want to. Meet guys and get to know them if you’re not into the random hookup scene. Theres absolutely zero shame in that. I love being fucked by random guys now - as many as possible lol - but to each their own! Enjoy ❤️
Getting fucked by random guys is my goal in life. As many as possible. Fuck yes!
 
Great post. My first three experiences with men were with three strangers (a HJ, then me giving a BJ and finally receiving my first BJ from a man and reciprocating).. My fourth experience was with a very good friend who was gay and it involved him giving me a BJ. I enjoyed being with him so much that we had a sexual relationship that lasted off and on for 15 years. It was the best male on male sex I have ever had.
15 years!!!! WOW
 
I love destroying pussy but my God getting sucked off by my buddy while smoking weed is like nothing I've ever experienced in my life. Holy fucking shit I almost blacked out shooting down his throat a few minutes ago and the neighbors probably heard me screaming
 
My first experience was as a teen when a male friend (two years older) would spend the night at my house while our mothers would go out for an evening of clubbing (both our fathers were in the Army and deployed to Vietnam). He would normally spend the night because our mothers returned late, so we both slept in my room in twin beds. I don’t know how it started or why but late one night he said it would be fun to show off our dicks in my bedroom window. So we both pulled our pants down, got hard immediately, and proceeded to take turns pressing our young cocks against the glass. I’m sure nobody saw us as the lights were turned off. Cannot for the life of me figure out why we thought it was a good idea.

But it was naughty and that was exciting. Took all of 30 seconds to determine this wasn’t a lot fun though. But to my surprise while still rock hard he asked me if I’d ever played with myself. I honestly told him I had not. I didn’t even know about the pleasures of playing with myself. But I did know a hard on felt good - and had been getting frequent erections for about two years. Just never occurred to me to do anything about it.

So he told me lay down in my bed and remove my underwear. Don’t know how I knew but I felt like something was going to happen that would feel very good. He didn’t disappoint. He reached over and rubbed my dick and played with my balls. I got hard then started stroking me and within a few very short minutes I came. It was an unbelievable feeling and though I don’t recall there being a whole lot of cum it definitely made a mess on my stomach. He then told me to do the same to him. I did as told, including sucking his dick. He came - not in my mouth though. We cleaned things up. And for the next couple of months that summer I always looked forward to him coming over. We probably played with one another a dozen times. It wasn't long before I was swallowing his cum and enjoying the taste - which I do even more today.
This was such a hot story
 
The first time I received a blow job from a man was when I was 21, and hadn't yet come to terms with my sexual identity. It was late night in Schenectady NY, and I was taking a walk somewhere, I forget where. Some guy pulled up along side and said, "Hey, do you need a ride somewhere?" For whatever reason, I got in his car. He started out by telling me he was just coming from the gay bar that was near where I was living. When I didn't react badly, he said something like "I bet you'd really love a blowjob." I was pretty stupid in those days, and didn't realize he was propositioning me. The next thing I knew, his right hand was on my knee. I was startled and uncertain what to do or say, but I didn't flinch or react badly, nor did I do so when he moved his hand between my legs. By then, I knew what he wanted, and I wasn't about to send him packing. He pulled over on a dark street and parked, then started massaging my cock. I unzipped my pants, and he said "Tell me when you're about to cum. I want every drop.", and then he took my cock in his mouth. Unfortunately, I didn't get much chance to enjoy it - I blew my load in less than a minute. True to his word, he ate every drop. He then asked if I want to do him. I tried, but I wasn't ready to do it. I can remember unzipping him and putting my hand inside his pants, but that's as far as it went. I apologized, but I felt really bad about it.

It was 22 years later that I got a blow job from a man that lasted long enough to enjoy, and gave one as well. It was a hookup through the prehistoric Yahoo Personals. I let the guy know that I basically had no experience, and was really not sure whether I would be able to carry through. He was okay with that, so we met for coffee, then walked over to my apartment where we sat down and chatted for a while. When the chat died down a bit, he put his hand between my legs, and I put my hand between his and gave his cock a rub. We kissed for awhile and rubbed each other's cocks, then we got undressed and hit the bedroom. I took him in my mouth almost immediately, and proceeded to give him my first ever blow job. I thoroughly enjoyed the experience, and he asked me if I was sure that was my first ever blow job. He said I was a great cocksucker, which made me feel really good. He then proceeded to blow me; it felt so good. He was a much better cocksucker than any woman who ever sucked me.

I lost my anal cherry to another hookup a few weeks later.
 
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