Male: How was the first time you had sex?

[PJ&Lin 188]

I now understand that posts on here don’t have to be about swinging, it’s more about sex and alternate sex or just about sex in life. 
I can tell more read posts and a very few post and some post everyday. 
This question is for the men as I see there are a number of posts where women have posted their firsts. 

What spurred this question was a post about having sex in high school and it looks like most of us were having sex when young and for me the first time was exciting and unprepared and quick. 
I was invited to a girl’s house after school for homework before her parents came home from work. We had made out before with first base boob play, that day I made it to third base. My initiation to up close pussy play was followed by both of us naked and for me the first time being naked and touched. My memory she may have orgasmed from our play, I didn’t even realize she wasn’t a virgin not knowing what would a virgin would feel like. I know I was full stiff and she pulled me on her and aimed me into her. She said if you feel like you are going to cum pull out. I want to know how a 15 year old boy stops. 
I read a post from a female that said she worried all month after her first time, I worried for longer because she never told me not to worry. 
I can’t be the only guy on here that had a similar first time. While I didn’t keep the secret of getting laid I couldn’t tell my friends how it lasted 10 seconds. I wonder how she felt about the quickness or if she told her friends. We did play several times after with my memory of never going long. She was also my first blow job and the first time kissing a pussy. 
 

[let's do it again 414]

November of 1977 in the backseat of my Monte Carlo in the parking lot of a golf course. I was 19, she was 17 and both naked as jaybird. I wasn't sure that we were going all the way until I ate her pussy, she orgasmed and that let me in her pussy! I remember when I stuck it in how warm and wet she felt, I was in heaven! I lasted about 3 strokes and this amazing feeling was over. I never saw as much cum as I did that night as she expelled it from her pussy. Later I found out that I was her side cock as she had a boyfriend who never knew that I violated his girlfriend. 

[hunterdonNJcpl 1,387]

Mine was about as lame as most people's first lol.  The back of a car senior year of High School (I was a late bloomer compared to my fiends).  She was very inexperienced as well (but not a virgin).  She wanted to suck my dick. Of course I let her.  Her molars left painful scrapes on the shaft of my dick and i remember thinking "This doesn't feel as good as I imagined". So I put a stop to that then we fucked but it felt awkward.  I pulled out and came on her belly and she literally asked me "That was it??"

 

It took me a good year or two til I was any good at it.

[TnA83 308]

21 hours ago, let's do it again said:

November of 1977 in the backseat of my Monte Carlo in the parking lot of a golf course. I was 19, she was 17 and both naked as jaybird. I wasn't sure that we were going all the way until I ate her pussy, she orgasmed and that let me in her pussy! I remember when I stuck it in how warm and wet she felt, I was in heaven! I lasted about 3 strokes and this amazing feeling was over. I never saw as much cum as I did that night as she expelled it from her pussy. Later I found out that I was her side cock as she had a boyfriend who never knew that I violated his girlfriend. 

Violated?  Sounds like you were invited!

[SJBluebirds 195]

Late bloomer, here.  It was summer vacation between my first and second year of college.

 

On the bank of a river, during a hike along the riverbed.  Very, very rocky, and uncomfortable because of the stones.

[PeterJ 948]

Not that good…😂 I had just turned 15 and my 16-year-old girlfriend and I had spent the past few months getting to know each other’s bodies through increasingly heavy petting. The evening before Thanksgiving it was very cold — probably in the high 20s — in our little town in Western New York. We were going at it passionately on the porch of a church that was located far off the road and surrounded by trees that made it quite private. She and I were both really turned on. I had my hand in her panties, fingering her. She was soaked! We never talked about going farther, but she hiked up her skirt and pulled off her panties. I pulled off my trousers and underpants. She rolled on her back and spread her legs. I mounted her — I couldn’t believe how good my cock felt in her pussy; jerking off was great, but not like this — and of course I came in about 15 seconds. 🙄 (She didn’t reach orgasm, that night or ever in the two years we were a couple. But on and off we continued to have sex for the next three decades when we happened to find ourselves in the same town. By the time she was in college she’d learned to cum. And through the good offices of subsequent partners I’d learned to be a better lover.)

 

But back to Thanksgiving Eve in Western New York. The actual sex that evening was fantastic, the most intensely pleasurable few moments I’d ever experienced. But as soon as I’d cum I became aware of just how cold it was. There was no blissful afterglow, snuggling together; we were too busy scrambling back into our clothes and winter coats. It was the walk back into town that made it such a bad experience. She said "You’re going to marry me, aren’t you?" I was feeling very guilty — my family belonged to a quite conservative church that I hadn’t yet broken from — and thinking to myself that at 15 I wasn’t exactly prepared to make a life-long marital commitment. For sure not to this girl, who was very bright but also pretty emotionally hyperbolic. And of course I was a bit freaked out that she might become pregnant. 
 

All in all, as we walked the half-mile into town I was thinking that as good as it felt for those brief moments was cock was in her warm slick pussy, maybe on balance masturbation was the overall better option. But two weeks later we found a warmer place for intimate adventure and spent a couple of hours fucking like crazed bonobos. I still came pretty quickly, but my refractory period was measured in minutes that could be counted on the fingers of one hand. And while my partner-in-pleasure didn’t orgasm, she really liked getting fucked. 

 

 

[bbarnsworth 2,637]

Oh my Peter, the porch of a church? Ok you're definitely going to burn in hell! 😅🤣😂

 

I dare say our stories share two things in common however, Western New York, and ...winter time. As Peter will no doubt attest, winters in Western New York can get...intense at times. This particular winter found me staying at my girlfriend's mother's house. I was 18 at the time. Started a bit later than some of you. My girlfriend was 19, and wasn't a virgin. But, her prior experience was shall we say..traumatic. The 2nd of three days I was to stay at her house, a major storm hit us. All in all, we got over 3 feet of snow. It shut down the county for a week, and we were stuck there for that week. My girlfriend's mother had already put me up with her daughter, as she knew we'd been together for months and figured she wasn't stopping anything we hadn't already done. Except, we hadn't had sex yet because of the trauma my girlfriend had endured. I never wanted her to feel pressured, and wanted it to come gently for her when she was ready. We were very much in love, but the time needed to be right. As horny as I constantly was around her, I'm glad I waited and didn't pressure her.

 

The 2nd night of the storm, we were in bed together and it was pitch black. We were a ways out in the country, and there was no light outside at all. In the depths of that darkness, after lots of foreplay doing our usual everything-but-sex play time, she said she was ready. We talked a fair bit. Bit of a moment killer, but I really wanted to be sure she was ready, and very much willing. We spent a fair bit more time playing, and after some time of her on top of me rubbing her pussy on my cock, she slipped me inside of her. The sensation was absolutely intense for both of us. I came fairly quickly, but just stayed right inside of her. We went on for what seemed like hours, with the snow piling up outside. The rest of the week was spent more in bed than anything else, with only about half of it actually asleep. We'd make love a couple of times before going to sleep in each other's arms, and always at least once in the morning, There were a couple of times when we both woke up in the middle of the night and went at it as well. It was a truly wonderful experience, both the first time and the entire week.

 

Sadly, she was already headed for the Army, under delayed enlistment. We stayed together for another six months before she headed off to bootcamp. We got together for a few days some months later, but then it was over for good. We're still in touch, but we haven't seen each other in the decades since.

[PeterJ 948]

35 minutes ago, bbarnsworth said:

Oh my Peter, the porch of a church? Ok you're definitely going to burn in hell! 😅🤣😂

 

bbarnsworth, yeah, sitting in a pew on Sunday I was overwhelmed by the twin notions of eternity and damnation. Pretty sure I’d be spending eternity on a spit in Hell. I’d swear to myself I wouldn’t have sex with my girlfriend again, a vow that as soon as we were together again melted away like April’s last vestiges of Western New York snowbanks.

 

I must say the end of your virginal status is a lovely tale, and a great launching pad to a healthy sex and love life. So good of her mom to be supportive. And I’m happy you are still in touch with your partner. Has she had a good life?

 

Edited December 17, 2022 by PeterJ

[bbarnsworth 2,637]

57 minutes ago, PeterJ said:

I’m happy you are still in touch with your partner. Has she had a good life?

I was very fortunate to have such a great introduction to the wonders of sex. It was a truly amazing week.

 

We're in touch in that we're friended on Facebook, but we haven't chatted much over the years. She got married a couple of years after we parted ways, to a guy whom she met in the Army. She's had a number of kids, and lives across the country now. We did talk on the phone for about an hour roughly 20 years ago. All was well with her then. From what I've seen on Facebook, everything still seems to be going well.

 

And yeah, the most earnest of promises tend to evaporate once Mr. Happy decides to have a say in it! 😅🤣😂

 

Edited December 18, 2022 by bbarnsworth

[findinganswers 369]

NOTE: I have started and stopped answering this post a few times. You can say our coming of age or better our cumming of age was a very positive for me and I am pretty sure for her it was what she wanted. We took our time and the big moment happened when we were both ready to take that step. 
 

My first love was a girl I knew very well as our parents were good friends and we grew up as friends. Friends, classmates and almost cousins even if we weren’t related. Our parents always made comments that it was cute that we were so close. From being family friends to spending plenty of time together to going on a friends date. I remember having feelings that she was the one even if I was way too young. My first kiss on a park bench with tongues dancing. Yes I remember that kiss. We became boyfriend and girlfriend for real then. The summer before ninth grade was the first real feeling her up, the first time she allowed me to touch her breast while kissing. Making out. We didn’t go much further at first then we were grinding with clothes on and I got hard. Towards the end of that summer with our parents at work we went to her apartment, her sister was going into the city and wouldn’t be home. On her bed we had our first real touching with me touching her under her clothes and me opening my pants with her hand going in for the first time having myself touched by her. I didn’t go far that day because I heard her gasp as my finger entered. I am thinking this was the way we made out for the next month whenever we had time alone. 
The next step was when we finally got naked in her bed knowing we were going to be alone for hours. My first real look at a naked girl and her pussy and her first time having a penis out in the open. It was better for me that day because I had my first hand job while I think she I  had pain  from my fingers. It was the first time I came from another person. 
I think you can tell we cared and liked being together. Did we say love? It’s only memory but mine was she was as much into this as me, we made names up for our parts, mine was Boots and hers of course was Puss. She would show me how to touch her and I would guide her hands. 
Things kept going further and further until that special day. Our first time was a Wednesday afternoon. Now I’m laughing HumpDay. The big laugh was her trying to put on my condom which fell off. I remember the mixed tape we were listening to. She said it was great while I knew it was great for me. I only worried two days and then she got her period. 
Sex with her didn’t end with a one time bad experience, it lasted for years. Like others time goes on and things changed. I have good memories and I can only hope she didn’t have regrets. 

Edited December 19, 2022 by findinganswers
Update and add

[TricianMike 772]

3 hours ago, findinganswers said:

NOTE: I have started and stopped answering this post a few times. You can say our coming of age or better our cumming of age was a very positive for me and I am pretty sure for her it was what she wanted. We took our time and the big moment happened when we were both ready to take that step. 

Not a male so I take it from a woman who loves your story. 
 

 

3 hours ago, findinganswers said:

I have good memories and I can only hope she didn’t have regrets. 

From the way you tell the story I bet she has no regrets. I only wish every girl had a boyfriend like you and enjoyed the lead up to the act. 

 

3 hours ago, findinganswers said:

My first love was a girl I knew very well as our parents were good friends and we grew up as friends. Friends, classmates and almost cousins even if we weren’t related

My first sexual encounter was with a boy who was my friend’s brother, someone I knew very well. If I liked him it was because he was her brother and I think I looked up to him as a popular guy. No romance or fun leading up to my first time. It was very cold and mechanical as if he was doing me a favor. I don’t think he kissed me as he spread my legs and pushed himself into me. I know I had my eyes closed the whole time and cried after. We all remember our first good or bad. I most likely didn’t have feelings for any of the boys I was allowing to have sex with me for a long time. I’m thinking it has had a long term effect on my later life. 

[MidLifeFun 147]

How many of the Males posting bragged to friends? My bragging story was way better. Just call me Mr. Stud. 

[MidwestHoneys 358]

Humor!

 

My first time was messy, I had to hide my underwear in the laundry basket praying my mom wouldn’t notice. 
 

11 hours ago, MidLifeFun said:

How many of the Males posting bragged to friends? My bragging story was way better. Just call me Mr. Stud. 

Bragged? I posted on MySpace, Facebook and Instagram even before they existed. 
In reality I left a glowing review on The Erotic Review. 
 

 

[NoAngels 334]

23 hours ago, MidwestHoneys said:

Humor!

 

My first time was messy, I had to hide my underwear in the laundry basket praying my mom wouldn’t notice. 
 

Bragged? I posted on MySpace, Facebook and Instagram even before they existed. 
In reality I left a glowing review on The Erotic Review. 
 

 

Mine was a sock and not just once. 
 

Bragged to a friend for sure. 

[marla&brian 48]

High School in the back of my VW bug at a drive in. Random encounter never had met her before and never saw her again. Once i knew what was happening I before intercourse I just a tremendous desire to go down on her. Luckily we were young and flexible, not much room in the back of a VW Bug. Marla's was with who would eventually be her first husband. He was the bad boy type in the neighborhood....they fucked in his parents basement. Looking back on it she says there were some red flags she should of noticed. (He was to controlling).