The “first time” isn’t necessarily the first time you have coitus. Sexually speaking, we all have first times through our entire life. Many of the people who posted their experiences here consider their “first time” to be the first time they actually enjoyed sex for one reason or another, despite having done the physical act of sex previously.
“First times” can be many and varied – your first romantic kiss; your first orgasm by masturbation; the first time you got to each of the “bases”, and of course the first time you hit a “home run”; the first time you try out something new and enjoyable sexually; the first time with a new partner; the first time you realize you reach a new sexual plateau, having achieved some level of insight, emotion, or feeling that you have never before experienced.
I laugh when many people consider their first time to be the first time they had intercourse. Such as the girls who give oral sex or receive oral or anal sex but still consider themselves virgins because they haven’t had a penis in their vagina. For the people posting here who make up or embellish your stories (seems like a lot), anyone with half a brain can tell that your story is neck high in BS, so don’t even waste your time writing – you’re just BS-ing yourself.
Since reading around this site I was trying to remember the first time I had sex with a female. (I’m male – thought I’d state it up front since I notice a lot of people listed under the wrong gender on this site.)
At first I recalled us doing it on my living room floor around Christmas time, but now that I think harder, I know she would have never agreed to full intercourse with my parents sleeping right upstairs. So I guess that night we must have just had our hands down each others’ pants. Now that I think about it more, I guess the first time we actually had sex was in a car parked on a dirt road in the woods, since it was the only place we could be alone. We had been going out for a couple months and I was 20 or 21 at the time. My condom shredded, not because I was too big but probably because she was too tight. After that we went unprotected quite a few times before she went on the pill (assuming she/we knew when she was non-fertile – man, what a crap shoot that was).
She was my first real girlfriend. She never believed that it was my first time, because she knew I previously dated a girl that had a reputation for sex, and because she said I was too good at it not to have done it before. She thought I was an expert at oral sex, apparently because her previous partner(s) had never done it on her before. I have no idea why I was good at it when I’d never done it before, it must have been all that research I did with Penthouse magazines (thanks, Xavier Hollander 🙂
She was real fine. She hardly ever wore makeup (didn’t need it) and had a hot 115 lb petite body with 32C breasts up to the day we parted. At 30 she still passed for 20 and got carded for cigs all the time. I don’t remember the first time distinctly, but I have fond memories of our sex life over the 10+ years we had together. She was as tight the last time we had sex as the first time we did it, which is saying a lot since my penis is a bit smaller than average.
When we started, she was a bit uptight sexually, and/or maybe just inexperienced (I think she only did it with one other guy, or so she said). It took a lot of time and finesse, but I really opened her mind up to variety, sexually speaking. There were first times for many sexual activities – toys, oils, bondage, anal sex, mutual masturbation, etc. (it excited me the most when she was having an orgasm). After years of trying to open up her mind sexually, I finally had her thinking about doing it with another woman, but we didn’t stay together long enough for me to see that day. Occasionally she hinted that she had sex with another girl, her best friend during her high school days, but I could never figure out if she was yanking my chain or not. Neither could I get her over her usual reluctance to perform oral sex on me. So with a subsequent partner I had another first time – I received great oral sex.
So you may be thinking, “He had his first sex at 21?” With all these people writing about sex starting in their early teens, it makes me a bit jealous that I wasn’t able to accomplish it until much later. I guess I’m not very adept at getting women. Previous to my first, I had asked out a few girls and had some dates, but no long term relationships. I had the chance to have sex a couple of times before I met her, but I never did. Not because of moral or religious reasons (despite being raised in a strict catholic household – seems like the stricter you’re raised the more twisted you turn out). Several times since eighth grade I had girls interested in me for dating or just plain sex, but I wasn’t interested because I wasn’t attracted to the girls who were coming on to me (or maybe early on I was scared to death of girls?).
I know I shouldn’t dwell on the past because I can’t change it, but I still kick myself in the ass occasionally for not doing it with one girl who pursued me several times, starting in eighth grade and continuing through high school. We ended up dating a few times. Once she wanted to (and did) come over when my parents were out, we made out but I didn’t try anything more. In retrospect I know I could have gotten laid, she had the reputation for putting out. She ended up leaving town for a while before I got up the nerve to try anything more. She probably wondered what was wrong with me. I ended up living in the same house with her later on in college, but she was bedded down with another guy in the house, and I was already with my GF, so nothing ever came of it.
You may notice I said first time sex with a woman. I, like most other boys (and girls?), did some same-sex activities, probably around age 12-13. I actually forgot about it for many years until recently. I don’t feel bad about it, nor do I have any latent homosexual desires, I just look at it as a phase of growing up. When we didn’t have girls to experiment with sexually, I guess we improvised with the next best thing. Another first I remember is my first orgasm by masturbation – in of all places, our small bomb shelter underneath the back porch (a cold war relic leftover from the previous homeowner). I was trying it with a friend, apparently we had heard about ejaculation and were trying to accomplish it ourselves. The weird thing was, probably for six months or so I was able to orgasm but not ejaculate, I must not have been physically mature enough to do it yet.
Other first times I have had were with new partners after my first LTR, each memorable in their own unique way. More so than my sexual firsts, I remember a lot of sexual events that weren’t my first time, but that isn’t the subject of this site, now is it?
Lastly, those of you who bothered to read this, thanks. Hopefully I didn’t bore you to death. Even I tend to skip the stories that don’t get into the gritty details (typical male), but maybe someone will read it.
Take care all. Feedback/discussion/conversation encouraged.
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Many Fond First Times
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