My name is Derrick, and I am 22 years old. I guess I'm a 6.5 out of 10, skinny, but muscular, not boney. I moved to a new state a few years back and had a hard time making friends. Eventually I got a job at a bookstore, working behind the counter and restocking shelves. It was boring as hell, and the people purchasing college books took out their frustrations on me as if I set the prices. There was one thing that made it okay, another employee named Sean. He was a funny guy, a couple years older than me and he liked to smoke weed. We quickly became friends and he was literally the first friend I'd had since moving.
Sean had a girlfriend named Anna. She was his age but didn't look much older than 21. She had blonde hair, freckles, huge boobs and a tight little butt. Every time she would come to pick up Sean in her truck, I'd get a little wave, and it was a nice rush of energy for the rest of the day. To say I had a crush was an understatement. I hadn't touched a girl since my high-school girlfriend that I left 3 years ago so falling in lust was easy. My loneliness, and lack of female companionship, was beginning to drive me insane at that point as well. This was a bit before the internet, so I was stuck going to sleazy porn stores to buy magazines and videos. Jerking off was getting old, but it was my only release.
Back to my story...
Sean and I eventually began hanging out outside of work. We'd go to shows, bars, or we'd just hang at one of our apartments. Anna was always with him. And I was always stealing looks at her. Over time all three of us grew pretty tight. Anna would try and bring me around her girlfriends, but they were a bit older and I had zero game, so I was striking out left and right. Anna felt bad for me, but it didn't stop her from busting my balls about it. One day I stopped by their apartment to hang out and do some bong rips. Sean was on a beer run, so it was just me and Anna.
"Heather said you were cute." Anna said after blowing out a hug amount of smoke.
"Oh yeah, so what's her deal?"
"She's dating someone, he's real douche-bag, he's a firefighter who thinks he all cool. But he's just a fat loser."
"So, you're telling me this because...?
"Haha, I just wanted you to know that she thinks you're cute. And maybe if she breaks up with him you can swoop in."
"Oh, yeah, I'm a huge swooper. I'll knock her off her feet with all my car washing money."
"There's always a chance," she said passing me a fully packed boing.
"I guess."
"How long it's been?" she asked.
"Been what?"
"Since you had sex with something other than your hand?"
"I'm not telling you that."
"That long huh," she laughed. She could see I was annoyed. "I'm only kidding, it'll happen dude, you just gotta keep trying."
"Yeah, thanks for the sage advice."
I took a hit of the bong and choked. She laughed.
The front door to the apartment opened and Sean walked through carrying a 12 pack of Corona. "What's up bitches, smoking without me?"
I had a ton left in the bowl, so I passed it to him. He grabbed it, sucked out the rest and blew out a huge plume of smoke, no choking or coughing. He laughed, turned to his 12 pack, and handed me a beer.
We drank the beers and smoked some more. I passed out on their couch, as usual, and they went to bed, probably to have sex.
***
That was our routine, drink, smoke, hang out, fall asleep; they go and bang. You'd think I would stop going over, partly because of jealousy, but partly because I was just a third wheel. I didn't stop though. On the off chance I'd catch some cleavage, or a whale tail out of the back of her jeans was enough to keep me going back weekly.
One day we were at their complex pool. I was excited, Anna, in a bikini, I couldn't think of anything else I would want to see more. We put all of our things on the deck chairs, and I took off my shirt and shoes. I was in my jean shorts, and of course Anna had something to say.
"Nice jorts," she and Sean laughed.
"You laugh, but these are comfortable."
"That is until they get wet and weigh 200 pounds," Sean added, they laughed again.
Sean took off his shirt, kicked off his flip-flops and immediately dove in. I walked to the edge of the pool and dipped my toe in to feel the temp. Anna wasted no time and pushed me in. Luckily, the water was warm, so I wasn't too upset. We all had a laugh at my expense.
My laughter trailed off when Anna began to pull off her white dress. She was wearing a light pink bikini that rode halfway up her butt cheeks. The top could barely contain her double D boobs. She adjusted the top, but no luck, no nip-slip. I had to look away before either of them realized I was staring. She grabbed her drink and sat on the side of the pool, her legs dangling in the water.
Sean and I swam around, grabbing sips from our beers and just shooting the shit. The sun was hot. The beers were going down easy, some would say way too easy for Sean. He was getting hammered and I was really starting to feel it. Sean could hold his weed, but I had him beat when it came to booze.
Anna never got in the water, so there was no way I could get a shot of her nipples through the light material. Bummer for sure. That didn't stop me from checking her out any chance I could. The sunglasses helped. But again, I had to be subtle.
It was starting to get late, and we ran out of beer, so we gathered our belongings and headed back to their apartment. After we ate some frozen pizza, Anna and I looked around and Sean was nowhere to be found.
