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Illustration by Thomas Pitilli
Male • 15 years old • Pennsylvania
The unceremonious throwing away of my virginity ended up being quite memorable, due mostly to venue: the stairwell of my neighborhood's YMCA. By the time I reached ninth grade, I'd had access to my fair share of pornography. I knew (in my mind) how to pleasure a lady, because I'd seen foreplay and penetration from every single angle you could ever imagine, thanks to the invention of the internet. It was time for me to put what I'd seen to the test. How hard could it really be?
I'd been IM'ing with a girl named Ashley from a nearby school, and we had decided we should have sex with each other. She didn't take a lot of convincing. This shouldn't be surprising, since her screen name was "ThongCutie" followed by a few random numbers. (I'm not joking.) We had no place to go to have sex, being that we were both too young to drive and lived with our parents, so at some point, the YMCA became our most viable location. There had to be some place in that gigantic, three-story building where we could successfully pull off some teenage fucking. You don't encounter a lot of suspicion from your parents when you tell them you want to go to the YMCA on a Wednesday night.
I did some recon during one of my frequent trips to the YMCA to play basketball, and found a convenient spot at the bottom of a stairwell that seemed to lead nowhere but to an emergency exit. I figured nobody would come there, and reported back to Ashley that I'd found a place. Classy.
We met at the basketball court. She was in gym clothes with a lot of make-up on and I was in a t-shirt and basketball shorts with three condoms tucked into one of the pockets. (I've noticed that you always either bring superfluous condoms, or stumble upon the opportunity to get laid when you weren't expecting to, when you have none.) She went down the stairs first, and I followed approximately thirty seconds later, when I was sure nobody was watching.
It was all business. She didn't have to ask if I'd brought condoms, because we'd worked it all out online beforehand, along with the color of thong I wanted her to wear (lime green). We barely even talked, but just began kissing and groping each other. I remember how glossy her lips were, and I remember pulling mine away from hers to take a good look at her, like people always seemed to do in movies. This was as close as I got to being passionate during the whole process, and I kind of regretted doing it. We made eye contact, and it was actually more awkward than later, when part of me was inside her.
She wasn't exactly a knockout. She was a bit heavy-set, but she had some larger-than-average breasts and that cute, round face a lot of curvy women possess. The thing was, though, she just exuded promiscuity. This was not her first time. I had to remind myself that I was here to be rid of something, and she would do just fine for that.
The undressing was easier than what you might expect for a first-timer. There was no bra-unhooking, because sports bras don't have them, and the entire experience was completely devoid of buttons and zippers.
Once I had put a condom on, she guided me into her. No foreplay necessary. And then I began to hump on top of her quickly, which was what I'd seen from the veterans online. This girl probably didn't feel any pleasure during the thirty to forty seconds I lasted. She probably didn't feel any pleasure for the next two minutes I stayed inside of her and continued before rolling off, so as to avoid complete embarrassment.
There was no post-coital cuddling, and neither of us wanted it. She was probably disappointed with my performance, and I just wanted to get out of there to go and think about what I'd just done. I quickly dressed, and sat down on one of the steps while I waited for her to do the same. "You don't have to wait for me," she said, and added that it'd be better if we left separately anyway, so I did.
I'd left the condom on when I got dressed, for whatever reason, and went immediately to the bathroom once I returned from the stairwell. I took it off, threw it into the garbage, and then looked at myself in the mirror to see if I looked any different. As expected, I did not.
Then, I went into the gym, where I grabbed a basketball and started shooting around, just like I did most Wednesday nights during my teenage years. Nothing had changed, except that my shot seemed to have improved slightly. But this could've been my imagination. I only spoke to Ashley one more time after that, on the internet, where I apologized for my poor sexual performance, and was told I'd get better with practice. I like to think I have.







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.