February 5, 1987. I was just 20 days shy of my 18th birthday. She was 16. She was my first girlfriend, so I was excited. We were in the back seat of my mom and dad’s 1982 Mercury Cougar. I drove to a secluded spot up in the foothills outside of town. It took me awhile to achieve orgasm, but it was sure worth it. Unfortunately, after we broke up five months later my sexual experiences became very few and very far between.
It wasn’t intentional. We were in his room watching a movie and making out and it just kind of happened. It took me a minute to realize what was going on, and I remember thinking, “oh, well there goes that.” I just laid there until he was finished. Then I went home.
He knew I was a virgin, but I’m not sure he ever believed it. The whole thing was pretty sneaky, when I think about it now.
In a waterbed. With the mayor’s daughter.
No, I am not kidding.
Me, too. With my husband, I mean. 
Did you grow up in the little town of Candor? 
Since she’s dead now I can share. It was with an old family friend on the 20th anniversary of her son’s death. We knew when she dropped by to “borrow some talcum powder” and “maybe get that wonderful Salisbury Steak recipe” that she was really there because she couldn’t be in Hyannisport with the rest of her kids that day playing “Touch Assassination” on the lawn. The day was November 22, 1963, and the old family friend was… Rose Kennedy.
Later she started to go home but kept buying for time… “ooh… I don’t believe I’ve seen that episode of Facts of Life”. Well, why not sit back and watch it, Miss Rose? I said. I mean she was the mother of a martyred president after all. And when Kim Fields came on, finally liberated of her roller skates, Miss Rose said “She’s adorable. Couldn’t you just eat Tootie up now that she’s out of those skates?” I laughed nervously and said “I don’t think I could”. And she said “How about eating my tootie up… now that I’m off of this walker?”
She had been so good to us, always bringing over pickled peaches and deviled eggs whenever she “just made too many… seems I always do… now that the kids are gone… except for my oldest three sons… who all died violently in the service of keeping America free…” that I kissed her. Things just happened. When later I was asked what it tasted like I said, truthfully, ‘Depends’. Her hip broke half way through the mounting and it had to hurt, but she just laughed about it. “Oh baby, I fractured 7 ribs and slipped 4 disks the time I was fingercuffed by David Niven and Nikita Kruschev, I’ll be fine…”. She was a class act.
We never spoke of it again, but sometimes a shy smile would pass between us when we saw each other in the TG&Y or at the flea market where she bought her plastic slip covers. But I always like to think I made the events in Dealy Plaza a little more bearable.
When my brother told me he had lost his virginity, I asked him what they had done. He looked at me in this sort of annoyed embarrassment, and articulating each word very precisely, said “Penile… vaginal… intercourse!”
I wouldn’t count this, but someone might: Age 16, heavy petting with girlfriend (not her first time) in a '57 Chevy Belaire, including digital penetration, I creamed my jeans. Very embarassing.
I would count: age 18 different girlfriend, '77 Malibu, parked in an Iowa cornfield, her first time too. Full penetration, bareback (!) I can’t believe we took this chance, withdrawl, no orgasm. A week later, I “borrowed” a condom, and we did it right.
We should hang out.
I was 16, he was 18. We had been dating for a few months and were in high school love. His dad was the Sheriff and a very religious man, who happened to be upstairs while his son was downstairs getting dirty with his heathen girlfriend 
I left it on top of the car and drove off.
My parents got a divorce when I was 16. A few weeks later, my mom was dating this friend she’s had for years. So I did his daughter in our camper while they were in the next bedroom.
She was pretty ugly and had no rack whatsoever, but at least she was skinny. We fooled around a few more times to varying degrees over the next few years. Turns out, when she was done with me (neither of us wanted the other one around when it was over), she’d roll out of bed and go blow my brother, 17 months my junior.
I was 16, and the girl, DJ, was also 16 (I think).
We had been “dating” of a sort of a few weeks, lots of kissing and making out, fingering and such, the usual teenager deal.
Then, I went on a 2 week camping trip with one of my then best friends and his mother. When I got back, she tearfully confessed to sleeping with this other guy (older, sleazy) and asked if I could forgive her. I did, of course, and then told her I loved her for the first time.
She took me to bed, and we did it. Half an hour later, we did it again. A few days later, I went to visit my mom for 2 months, and when I got back, she dumped me for the older guy.
I think about her sometimes… last I had heard, she’d moved to Florida and kinda… disappeared. Weird.
Between 7th and 8th grades, the summer of '67.
Backseat of a '47 Plymouth up on blocks.
Stunningly beautiful blond, one year older than me.
I’ll never forget you, Eileen. You were, and are, a Goddess.
Hey, thanks for that, Sampiro! I’m going to head home now, lock myself in the bathroom, and spend the rest of the week screaming into a pillow.
See y’all next Monday!
To the sound track to Cowboy Bebop. I will never forgive him …
We’re still together, some days I’m a little unsure of why …
High school girlfriend. She was a Sophomore, I was a Senior. We’d been dating since that summer, and had done everything else. Finally, my father took my mother out to dinner for her birthday and the house was ours! So we did it on the guest bed while our best friends were doing it in my bedroom.
34 years later, and we’re still friends.
I was 13.
She was 13.
Her sluttier friend was doing her own boyfriend on the couch.
Both of us were afraid to pull our jeans all the way down because her parents could have come home at any minute.
“Angel” by Aerosmith was playing on the cassette deck.
Magic.
Yeah, me too. Or make that “us too”, both of us being between the 7th & 8th grades. At a rockpit where we used to go swimming. Can’t imagine a better time, place, or girl for said activity.
Well, I’m glad it was with your husband, otherwise there’d be some serious cquestioning happening right now! 