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Illustration by Thomas Pitilli
Female • 17 years old • Dakotas
The summer before my senior year of high school, I started dating a guy from a rival high school's debate team. I refused to have sex with him, because I thought it might somehow hurt my academic performance or make it too weird to debate him at competitions. (Yeah, I was a nerd like that.) It was easier because he lived quite far away. After five months of increasing sexual tension, he drove over to my side of the state one balmy weekend in early October — which just happened to be the weekend I had to take the SAT IIs. In a break between math and history tests, I thought to myself, "Goddamn it, my GPA is perfect, my SATs are great, I don't drink, I'm friends with my parents, I go to debate camp all summer, for Chrissakes. I'm going to lose my virginity tonight."
I don't drink, I'm friends with my parents, I go to debate camp all summer. I'm going to lose my virginity tonight.
So I stole a Trojan out of my dad's dresser — too lame to buy my own, but smart enough to steal one! — and told my parents I was staying over at a girlfriend's house. A big group of friends were there after midnight watching some horrible movies. But instead of staying with them, I left with the guy, in his shitty pickup truck, to get a room at a Days Inn on the other side of town.
By the time we got into the room it was after two a.m. — not my normal hours back in those days — and I was both electrified and absolutely exhausted. He was a virgin too. Neither of us had any idea what we were doing. It took maybe fifteen minutes to figure out how to get his dick inside of me, and I nearly gave up because I wanted to go to sleep so much.
But once it was in, I remember thinking, alternately, "Wow, this is sex?" and "That's all there is?" and then eventually focusing on keeping my eyes closed and not looking like I was enjoying it "too much." (So absurd in retrospect.)
But the most amazing part is, against all odds, I actually got off! I don't know how — I think it was out of sheer horny pervy excitement and the fact that he kind of accidentally bumped me in the right place once or twice. It took me another year and another partner to get off again, but that's a story for a different day.
The next morning we woke up to discover I'd been caught — my parents had figured out I wasn't at my friend's house. Oops.







Commentarium (41 Comments)
Great story! Had a similar experience with a friend that I still miss sometimes... One of my best sexual encounters of my life.
Great sexy story but glad I'm a guy and not the recipient of the de=virgining. I love you girl but the guy is notworth remembering. Hey just the way I see it.
@Female, 17 years old, Dakotas -- whose parents use condoms? The only reason I could think of was that they were swingers. I'm not saying your parents were swingers, but, you know. Maybe.
Anal sex goes cleaner with condoms.
GROSS.
Don't throw the past away/
You might need it some rainy day/
Dreams can come true again/
When everything old is new again
Sheesh - enough with the "first time" stories already - confused fumbling between people who don't know what they're doing. Let's hear some "best time" stories!!
I completely agree. Time to hear about the amazing-ness!
if enough people contribute good stories, i'm sure they'll make it happen.
Totally, the more people the more chance.
I think so too. People don't be too shy. Who says you even need to use your real name? Fake it.
@dude ... Her mom probably wasn't reliable to keep up with the pill or other methods. And they didnt want anymore kids. So condoms seems like a logical last resort.
Colbert Report? IM-ing? Holy fuck do I feel old.
I've read tow first time stories today on this
And they both end sadly...
Jesus - can i get a NICE first time story?
Nice story and I admire it. You my girl, made a giant step in your life with a great attitude. You're going to be a heart breaker before you reach 30. The boys love you, be kind.
Wow, male person from AL, you ARE a horrible person. I hope it was only the raging teenage hormones that had blinded you to what doing the right thing is, and that you'll know better to treat people/women/girls like that anymore.
leave him alone, teenage years arnt spent with one person, live a little and let it just roll. I doubt there relationship lasted because she wouldnt have sex, he is a teenage boy who has needs she cant help him with... so what happens happens. I dont see anything wrong with it.
HA! This is definitely the best way to lose it.
Hope my first is like this!!
sexy, naughty, bitchy = HOT!!
Love is my name
sex is my game
Fuck them till their hot babe. Sex is nothing to be ashamed of.
i love masturbating to this shit!!
I know this is going to sound corny but, I almost cried at the part where she said she didnt love you. Im such a nerd this tugged at mt heart strings just a bit
How old are you
Girl, how old are you??!
hi I am first time guy needs female volunteers at Federalway WA 98003
reply me at billchrisfirst@gmail.com
r u friendship me plz i m waiting for you reply me at _ arfanzohaib@gmail.com ok
Hey man, there's no way anyone else on the planet would say no to that question.
Why would you say no to being a virgin...that first time hurts like hell!
In awe of that awnesr! Really cool!
Good point. I hadn't thoguht about it quite that way. :)
03046958520 THIS IS MY CELL NO. USING FOR YOU CALL ME OK
How nice if yls (8/9/87) give her first time to me. I, shp will love and take care of her till end of our life...........
Awwwwww sooo cute
greattttttttttttt
Hey so I live in Pennsylvannia and I am really hoping the YMCA that this guy lost his virginity in is not the one I live down the street from! hahahah because I know a few Ashleys that fit his description.....hahaha
?
I like your name and your game....
Oh, shit! I love masturbating to this stuff, hot. Oh, I feel like a bitch!
What the heck.