My First Time

Female, 17, Scottsdale, AZ

If you're playing the virginity cliché bingo game, congratulations. My story is the mother lode of them.

I fight with my memory to convince myself that Jason and I had been dating for a few weeks before it happened. But the term "dating" is a stretch here, and I realize now that when he insisted on coming over to see me a week before prom, it was probably to lock in a kiss so that we could get that first out of the way before the big night.

I was crazy about this guy, and after the dance, we retreated with some friends to a hotel suite, where we broke out our high-school-level alcohol and giddily watched bad movies on the USA network. It might have been my inexperience with wine coolers, but I got hit with a bad headache that sent me to the bedroom to lie down.

Jason came in to check on me, and when I explained the headache, he offered to give me a massage. He unzipped my dress, but nothing threw me off my guard. After he'd kneaded my neck and shoulders for a while, I realized I was wasting a valuable make-out opportunity. Headache be damned, I rolled over and started kissing him. At this point, not only was I a virgin, I was a very inexperienced virgin. The closest I had come to any action at all was a hand on my breast, but even then it was separated by at least two layers of clothing.

He slipped my dress down and pushed aside my bra. I was surprised by how quickly this was going, and I naively expected this to be just heavy kissing with less clothing. A more sensual version of this story would describe how my dress fell to the floor, but it was really a series of tugs and bounces to get my fitted velvet dress to slide down my hips. Plus, I was left to shimmy out of my black panty-hose, so I can't imagine I was a sexy sight.

Once I was fully nude (and he was still in his tux shirt and pants), he got up to get a condom. That was the point it sunk in what was going to happen. Holy crap, I was going to have sex. I didn't know what my role was while I was alone in the bed. Do I get in position? Do I fluff the pillows?

When he returned undressed and armed with protection, we started kissing again. I was incredibly turned on, but also incredibly tense. He nudged his knee between mine, and I noticed that my legs were straight together like I was ready for "light as a feather, stiff as a board." He pushed my legs apart and got in place above me. When he got the condom on and pushed himself toward me, I grasped his arms and stopped breathing. Only he didn't enter me. I felt the tip hit me just a bit too high, and figured he'd missed. At that point, I relaxed completely, and I remember thinking, "Ah well, better luck next time," as though it was a one-shot deal. That was just enough time to catch me off guard when he entered me a moment later.

Here's what no one tells you. I had no idea what I was supposed to bring to the party. Should I moan? Should I talk more? I rocked back against him, but I was awkward; my repertoire of R-rated movies, let alone those with sex scenes, was pretty limited. I tried to add my own panting and moaning, but he kept knocking the air out of me with every thrust, so it sounded like a series of fake laughs. The only thing I did know to expect was the pain, and I told myself I'd be a champ and roll with it. Unfortunately, I was also convinced that his heavy thrusting meant that he was having trouble breaking my hymen; I was sure I was defective. He finished a bit later, and kissed me sweetly. When he drove me home soon after — yep, I was the girl with a curfew on prom night — he reached over and held my shaking hand.

Things could have gone really badly, but clichés played in my favor for the rest of the summer. We had a fun summer romance (with much better sex) before I went away to college. We kept in touch on and off, and I still consider him my great first love.
 

We're looking for stories about the first time you had sex. Email firsttime@nerve.com with 500-1000 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.
FIRST TIMES
We became friends right from the start. We found that we had the same cynical and sexual sense of humor.
"I can't tell you how glad I am that I never signed that 'True Love Waits' pledge."
"I had never planned to lose my virginity to a guy—let alone Rob. I planned to pretend to be straight for as long as possible."

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