My First Time, by You - hooksexup.com

Female � 16 years old � Woods behind Papa Playground

I had been with my boyfriend for four months when I started to feel trickles of panic; we were growing distant from each other and I was desperate for us to stay together. His name was Michael and he lived pretty far from me, on the other side of the city. He was always the one to come and visit me at least once every couple of weeks. It was during one of these weekends that I brought him to meet my friends.

When it was about time for Michael to leave, I put on my best pout and shuffled my feet, and my friend Dan and I walked him to the bus stop. When he asked what was wrong, I told him I felt we hadn't gotten to spend any alone time together. He understood the emphasis on "alone" and offered to make a detour through Papa Playground.

Illustration by Thomas Pitilli

Michael and I had spent plenty of time in the woods behind Papa Playground, making out and practicing manipulating our clothes to get to the goods without exposing too much flesh to the winter wind. Today however, I felt a different type of apprehension when we left Dan behind to wait for us at the edge of the woods. Inside the woods we started our routine of kissing and fondling, stopping at third base. But this time, when Michael begged to go all the way, I surprised him by agreeing.

It was the most awkward encounter I've ever had, doubled over with my jeans pulled down enough to expose my behind, holding Michael's calves behind me as he banged unapologetically hard into me. I was screaming with the mix of pleasure and pain — pain, mostly — and when we were done, I walked back to meet Dan stony-faced and not at all happy with my decision.

Later on, while walking back home with Dan, as I looked at the mud stains left on the bottom of my jeans, Dan said he'd heard me screaming and yelling, and that he saw a guy parked across the street in his car looking into the woods fixedly and eating a bag of chips. So apparently my first (and worst) time was spent entertaining some pervert with a free show. Perfect. n°

We're looking for stories about the first time you had sex. Email with 300-800 words. (Don't worry, we won't print your name — but please do make sure to include your gender, where you were, and how old you were.) Submissions may be edited.

11 Comments

that was great. Just the thing to warm the cockles of my heart before the dreaded V-day. And I mean that without an ounce of sarcasm

kb commented on 02/09

cockles.

PO commented on 02/09

Great story!

AH commented on 02/09

Great story and 100% believable in my opinion.

RE commented on 02/09

While I am glad that Hooksexup is finally candidly cataloging the ways of this hateful practice we commonly call heterosexuality, I can't help but always be really disturbed by these stories. It's like the women expect it to suck but for some inane reason always go with it and then men are just assholes. Even weirder is that this is REAL LIFE.

AT commented on 02/10

@AT Losing one's virginity sucks, period and teenagers are selfish. I understand your point but I assure you, losing your virginity as a homo isn't any better, self-assuring, pure, gentle, etc., etc. No need to bring orientation politics into venues where they're irrelevant. People are introduced to sex the same way they're introduced to all illicit things as adolescents: someone with more experience/recklessness foisting it upon them. Blame our society which naively asserts that sex among teenagers "shouldn't" happen, despite the fact that it does and will in perpetuity.

MS commented on 02/10

Poor poor girl...

JT commented on 02/10

Poor Dan.

PU commented on 02/10

Sexual orientation is not irrelevant. Have you ever read Adrienne Rich's Compulsory Heterosexuality? It's mind-boggling awesome. But I do agree that better sex education is urgently needed.(and maybe less pornography that is degrading to women<-- redundant, ain't it?)

AT commented on 02/10

wow this sounds exactly like MY first time. what a coincidence hmm???

ZME commented on 02/11

The comments about every story being sad make me want to post mine, but I'm not ready to do that just yet. But it is an unfortunate fact that I know, at least among my friends, I might be the only woman who didn't feel any remorse after my first time.

dt commented on 02/11

Previous First Times

Female • 16 years old • South Africa
"They wanted to warn me..."
Female • 17 years old • Los Angeles
"Under false pretenses, three-thousand miles away from home..."
Male • 18 years old • National Park
"I was working at a national park during the summer..."
Female • 17 years old • Econo Lodge
"The plan relied heavily on friends who had the means to rent a room at the local Econo Lodge..."
Female • 18 years old • Canada
"He was pretty much the coolest guy ever..."
Female • 16 years old • Acworth
"My next-door neighbor and I played pool for 'points' in high school..."
Female • 19 years old • Berkeley
"My legs shook with excitement and nervousness..."
Male • 19 years old • Brooklyn, NY
"I was born and raised into a Hasidic community..."
Female • 16 years old • Woods behind Papa Playground
"We'd spent plenty of time in the woods behind the playground..."
Female • 22 years old • Dallas, TX
"I was partying with undergrads, and getting drunk was the only fun I felt like having..."
Female • 17 years old • Mobile, AL
"In southern Alabama, schools teach abstinence..."
Female • 19 years old • Salt Lake City, UT
"I was in my confused am-I-a-lesbian phase..."
Female • 16 years old • Austin, TX
"I didn't have any friends — just one acquaintance from orientation..."
Male • 22 years old • North Carolina
"My wife and I were both virgins when we got engaged at age twenty-two..."
Male • 18 years old • Suburbs of Philadelphia
"I was the only person who'd ever befriend her before trying to get her into bed..."
Female • 17 years old • Canada
"It wasn't planned out — nothing was planned out that summer..."
Female • 21 years old • Syracuse
"At age twenty-one, I set my sights on a six-foot-five-inch ogre..."
Female • 17 years old • Covina
"In the dark, I listened to his heartbeat..."
Male • 16 years old • Houston
"The first time we went out ended in handcuffs..."
Female • 21 years old • Vienna
"I remember the zip of the door, and our naked dash across the dark campground to his tent..."
Female • 20 years old • Philadelphia
"We wandered around West Philly in the rain, looking for a good place..."
Female • 19 years old • Riverside
"My statement was met with some applause and a toast, and the mission was on..."
Female • 15 years old • Ireland
"I was surprisingly adventurous, and he was surprisingly shy..."
Female • 18 years old • Wongaling Beach, Australia
"I was just discovering this power I had..."
Female • 15 years old • Vancouver, Canada
"Being a small-town fat girl with mental problems didn't leave me with tremendouslsy high self-esteem..."
Female • 16 years old • New York
"I looked down, and abruptly stopped laughing..."
Female • 16 years old • Pittsburgh
"I showcased my lust in my journal; every detail was documented..."
Female • 17 years old • Canada
"For the first week of camp, he came up to me every night at the end of our shift..."
Female • 17 years old • Tacoma, Washington
"I think about him even thirty years later..."
Female • 17 years old • Virginia
"He was the lead singer in a band about to make it any moment..."
Female • 16 years old • Connecticut
"I'm twenty-two now, and I'm only just starting to accept what happened..."
Female • 20 years old • Europe
"He came to open the door wearing a sarong, eyes heavy with eyeliner..."
Female • 21 years old • South Florida
"I had absolutely no intention of leaving college a virgin..."
Male • 16 years old • North Wales
"I attempted to sound casual and instead emitted something of a squeak..."
Male • 16 years old • South of France
"Come on then, are we going to shag or what?"
Female • 16 years old • Iowa
"He didn't go to my school, and he was cute..."
Male • 17 years old • Massachusetts
"Where this 'expertise' came from, considering I'd never kissed a girl, I don't really know..."
Male • 23 years old • Tohoku, Japan
"The next day, she called me three times and I was too sketched out to pick up..."
Female • 17 years old • Pennsylvania
"I zeroed my sights on a bassist..."
Male • 17 years old • Illinois
"My virginity was auctioned off..."