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My First Time

Female • 16 • Opium Den

After a "serious" relationship ended badly, I decided I was done with trying to have a relationship in high school. As part of my new independent lifestyle, I started smoking weed, which led to me smoking weed with my best friend. We'd known each other since elementary school. He was in a band, was an artist of sorts, had great taste in music, was troubled in ways that I could understand and relate to, and was a total badass. Meanwhile, I was a nerdy, bespectacled vegetarian who wore cardigans and blazers. ("Librarian chic," I called it.)

I'd always had a crush on him, but I would never let him know that. There was no way that he was romantically interested in me, I figured, and I couldn't bring myself to risk our friendship.

But one day when his parents were out of town and a large amount of marijuana had been smoked, he held my hand. Soon, we were awkwardly cuddling and laughing. He glanced over his shoulder to confirm that his friend had fallen asleep on the floor, then said, "Are you okay?" I nodded, and he kissed me. Our making out continued until I had to leave. (Curfew — the bane of our teenage existence.)

We would have lengthy text conversations when we weren't together. We would drink coffee and talk about our experiences with panic attacks. Hours were spent in bed feeling each others' heartbeats. Our rooms came to be known as "opium dens." They were our favorite places in the world. 

He knew I was a virgin, and he never initiated sex. I didn't know who'd taken his virginity, but I knew she had to be a badass like him. She was probably in a band, and had a lip ring. I couldn't help but compare myself to this girl I had never seen. Even though sex hadn't come up yet, he was fantastic with his hands. One day, he drew a diagram of my vagina, and we discussed where the best places to touch were. By the end of that day, the diagram was covered with "x"s and checks, and I was fully satisfied. We ended up naked in his bed, and he told me that he didn't have any condoms. The next day, I went to the pharmacy and bought some. My parents were out of town for the weekend, and we were in our opium den. Tegan and Sara was playing in the other room. I waited for the perfect moment to say, "So, uh, I bought some condoms for us to use." ("Smooth" was my middle name.)

As he pushed inside of me, I realized how poorly the human body was designed. The pressure inside me was immense. We huffed and puffed for what felt like an eternity, before we heard what sounded like the front door opening. We freaked out, tore the condom off, and threw our clothes on. I crumpled the condom in an old debate card on my desk. (I think it was a debate over who was responsible for the Cold War.) No one was home, and neither of us finished, but that didn't matter — I was no longer a virgin. I was sweaty and my palms tingled.

We would have sex many times over the next few months. Our first time came up in conversation once, and he said something along the lines of, "Well, I'm glad we took each other's virginities." I was shocked. Could it be that I was the badass girl that took his virginity? "Sydney, what did you think?" he asked. "Who did you think I was fucking before? I was pretty unexperienced before you came along." I mumbled something about having no idea, and hid my smile against his chest.

We're looking for stories about the first time you had sex. Email 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
"Maybe you shouldn't repeatedly sleep with someone you don't want to fall in love with..."
"I'm not sure why I lied about my virginity..."
"I grew up in a socially conservative family; sex was never a topic of discussion..."

Commentarium (18 Comments)

Dec 20 11 - 1:32am
J

Great piece. One of the few in this series that seemed real and honest, not contrived. Good work, and touching story.

Dec 20 11 - 1:35am
today was tomm

cute like bunnies

Dec 20 11 - 12:27pm
JoshuaHanson

awwww

Dec 20 11 - 5:51pm
pjc

All of these stories are either fake, or have been seriously re-written. Otherwise, how is it that all of the writing is so well done?
Even the bad ones are better than most people can write,

Dec 20 11 - 6:10pm
Dude

https://www.youtube.com/watch?v=QsogswrH6ck&t=0m5s

Dec 20 11 - 6:37pm
frn

Of course they're edited, you nitwit.

Dec 24 11 - 5:53am
amp

not only edited, but also, who in the hell would want to send in a story that's already been written? it's not like their name is posted so that the credit can be given. i'm sure someone has tried to do that, though. someone always does.

Dec 27 11 - 4:36pm
Published Story

My story was published and frankly I was surprised that there was almost no editing or rewriting done to it at all. I'm not a professional or even an amateur writer, just a regular guy telling his story.

Dec 20 11 - 7:24pm
HipHop Hippo

Best ending ever. <3

Jun 19 12 - 10:44am
pb

isn't it, the ending was cuuuute

Dec 21 11 - 1:55am
SB

I wrote this! Hooray! It was seriously rewritten.

Dec 21 11 - 2:59am
SB

but ohmygosh, I wish I could share it with all of my friends. "So, uh, I lost my virginity and here is my story about it."

Dec 21 11 - 8:24pm
NicholeNeverMore

I wonder how rewritten mine will be..... if ever gets read.. ._.

Dec 26 11 - 8:34pm
Jan

d'awww it's cute.

Dec 29 11 - 1:39pm
Sexest

I love having sex an this was an amazing storie!!

Jan 29 12 - 5:50pm
carol

my first time was horrible we had been going to gether for 2 years and my boyfriend was pressuring me to have sex with him. at 16 i knew nothing about sex . finally one afternoon when my parents were out of town we ended up at my house. mother and daddy had a large king size bed in their room we started fooling around and the next thing i knew we were both naked. when he got on top of me he told me to spread my legs and try to relax but as his large penis tried to go up inside of me it was hurting so bad that i almost told him to stop but i had gone this far so i said to my boyfriend go ahead and break it. at this point he thrusted real hard and was a great pain and then i could feel his penis going all the was inside of me. we were lucky had not used any kind of birth control and i did not get pregnant . this was my first time.

Mar 24 12 - 1:20pm
McKenzie

Sounds fun, Carol (BTW the Captcha for this post was "another impayne". Fitting eh)

Feb 01 12 - 2:43pm
Ke

Fuck..
It hurts..Haha

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