Love & Sex

My First Time: Female, 17, Boston

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Female, 17, Boston

On a Friday night, my band and I played a laser light music festival show that some club at our college put together. I thought it was going to be a sad and empty turn out, but to my surprise, when I walked out on stage, hundreds of college students were crammed into one warehouse. It was a new experience for me. This was my first show with my first band. Honestly, all I could concentrate on were my hands and not getting my eyeballs zapped by the shaking laser beams.

The following week I was walking across campus when a brown, shaggy haired guy jogged up to me. I looked behind him and saw his friends watching him with grins on their faces.

Oh god, a frat boy, I thought. I wanted to get away as quickly as possible but before I could speed away, he put his hand on my shoulder.

“Hey you’re Allxandria, right?” he asked in a quiet, gentle tone.

I nodded and raised an eyebrow.

“Sorry,” he blushed. “I probably sound really creepy. I went to the show this weekend and I saw you play and I think you’re awesome. I’m probably your biggest fan.”

“I’ve never had a fan before,” I laughed, loosening up. “How did you know my name?”

“I had to do some research,” he replied. “I just had to know who you were.”

We stood there awkwardly staring at each other for a good ten seconds.

“Again, I’m not trying to be creepy, but could I possibly get your number?” he asked.

I didn’t know what to say. A cute, potentially jerk-ish guy had never shown interest in me, let alone asked for my number. I felt like I was about to be a punch line to a mean and dirty frat boy prank. But, going against my better judgment, I wanted to show my high school self that I could be coveted and attractive. I gave him my number.

To make a long story short, Anderson and I went out on a first date, had our first kiss and officially began dating. He was the exact opposite of what I thought he’d be. It turns out that he was not a frat boy and his frat boy friends were in fact his two older brothers (they were actually in fraternities) who were helping him get the nerve to ask me out (thank you Brendan and Cheyne.) On the outside Anderson looked like every other jerk I knew in high school; extremely handsome, but with the personality of a donut. On the inside, he was a nerdy, shy dork who I ended up falling in love with.

I always thought whoever I lost my virginity to would initiate sex. As it turns out, I was the horny one who wanted to get some. Anderson was not a virgin, but said he had only done it with his ex one time.

“I really want to,” I told Anderson shaking his arm. “It it’s really not a big deal for me. I know I’d be doing it with someone worth it.”

“Yeah, okay,” Anderson replied after much more discussion. “But not in the dorms. It wouldn’t be as special.”

“Well where else would we do it?” I asked annoyed. I wanted to get the show on the road.

But sure enough, a week later his brothers and their friends invited us to go to a cabin in the woods for the weekend. Anderson and I knew that his brothers and their friends would go off into the woods to get drunk and high off their asses, so we would have the cabin to ourselves.

I also always imagined being nervous, but with Anderson, it felt so cozy and just right. I couldn’t have asked for my virginity to be taken in any better way. Anderson was the perfect combination of masculine and tender. As he ripped our clothes off, he kissed me slowly and passionately. He lay me down gently in front of the fireplace, but began to finger me so hard, I screamed and happily cried. I never knew nor expected that any human being could do that to another. He lowered his head down and started to eat me out hungrily. He put one hand under my ass, squeezing it gently, while the other grazed over my tits and chest.

I thought I would have to return the favor to him, but instead, he rolled on a condom and put his hands on my cheek and his forehead to mine. He slowly entered me and I wrapped my legs around him. I rocked us harder and he cringed and groaned onto my lips. In less than a minute, we had both orgasmed.

“How did you just do all of that?” I asked curling up into his chest.

“Uhh, I’m not sure,” he said in a suspicious tone.

“Yes you do.”

He sighed.

“Okay,” he said. “I’m going to sound creepy, (he said "creepy" a lot) but to be frank, I’ve only imagined fucking you like a million times.”

I laughed.

As “creepy” as it was, it turned me on again and I straddled his hips, ready for round two.

Sadly, Anderson and I went our separate ways, and to be honest, my memories of him blend together with memories of other past exes. But the one thing I’ll never forget about Anderson was the way he made me feel not when he took my virginity in the cabin, but when he was the first guy who cared about me.

Image via Flickr.