See, this is why I’m glad I’m gay. We tend to bat 1000 (that is, unless we’re just totally rejected before we’re even up to bat).
And yes, I remember the first time very well. I hit the ball out of the park and ran the bases 4 times. Over 44 years ago.
::books plane ticket::
Swimming pool. Melissa. Fifteen.
13, I think. his name was Alex (he was 14 or just 15) and we were in his 19 yr old friends Apartment, specifically on his couch. He was actually the first boy Id kissed (with tongue, anyhow), and I remember I was wearing a blue and white plaid button up shirt with a bright red bra and… overalls. It was the early 90s, cut me some slack, eh? 
Lori and Beth?! Your first time was a threesome?!
I remember…
I was 18, his name was Jeremy and it was at his house. My first HUGE crush, first makeout session but we didn’t go all the way.
Kinda wish we had, would’ve made a better memory than my actual first. I keep in touch with him via facebook.
My first breast fest was when I was 16. It was great, we also had sex that night in my car and unlike Diogenes, I lasted about 30 seconds.
I was 18, she was seventeen. We were in my '61 chevvy at the drive in theater. About six months later I made her my bride. That was almost 39 years ago.
In about ten minutes I’m gonna go into the bedroom and do it again!
Never liked baseball. Even as a kid, seemed to be too much math and stats and such. Was always kinda a “football” guy. And motorcycles.
Late bloomer, I was 23.
Things went well until she got hers then cut me off.
I gave her a pass.
She did the same damn thing the next time we were together.
There wasn’t a next time after that.
I do indeed; her name was Sophie and we were 14. In the weird hormonal melée of the teen party we were at, I realised after a few minutes that there was a hand that wasn’t mine, on her other boob, then a third hand joined in, one of which belonged to another girl. Sophie didn’t seem to mind, and nor did I really: my jealousy was offset by the delight at actually feeling someone’s boob!
I remember the first kiss, too, a few months earlier, from Libby (who later became a model) - because she barfed in my mouth.
Yep, Kristi, church camp, I was 16 and she was 15
It was either when I was 15 and she was 13, but I’m not entirely sure there was a hand-on-bare-boob moment there, or with another girl when I was 16 and she was 14.
I was a depressingly late bloomer – late 20s, and I remember the lady and circumstances well.
Lots of outside-the-bra action from 16 to 19 (what baseball analogy would you use – foul tips? Walks?) Then, at 19, sitting on the sofa, she unfastened her bra to allow nekkid fondlage of the chestal area, and the next thing I know … outta’ the park, baybee!
I was 15, she was 18. Hell yes I remember, we were in her living room and her folks were in the next room watching TV.
Mr. Bus Guy, I accidentally read your post without the “TV” on the end at first. It really changed the meaning!
For myself: Penny, We were 18 in our first semester at college. She had a NICE pair.
Oh yes, I was just thinking about Rachel the other day. I was 13, she was 14. In a field halfway between our houses.
Wow time flies, that was over 20 years age.
16, in my dad’s car with Debbie.
If I could, I would go back and warn myself to just take her straight home. That relationship cost me a lot.
But she did have a great body and a filthy mind so maybe…
Sure do. He may have an advantage, though, as he was also the First Kiss (which, as mentioned in the OP, is one of those memorable milestones).
I met Danny at summer camp in Quebec when we were both 14. We were the only kids our age staying at the camp for a full month, and we found ourselves with not much to do during that limbo weekend that fell in between the two two-week sessions - hell, even most of the counsellors had taken the weekend off, leaving us with minimal supervision. Our options were reading books in our cabins, going for hikes in the woods, or making out - guess which one we chose?
I didn’t let anyone get to third base until I was 18, though. Below the waist seemed like a much bigger step.
My first extra base hit? My bedroom. Age 12. His name was Don.
But we ran the bases backward, starting with the oral sex and working backward to the making out and feeling up.