*Thanks to @SheLynne6 for taking the time to edit and collaborate with me on this story
*This can be read as a stand-alone piece
I was really looking forward to the upcoming holiday weekend. My high school buddy, Jack, had rented a cabin on a lake upstate and was taking a couple buddies along. Among them would be his hot as fuck sister, Annmarie, who everyone called Annie. Unfortunately, she would be bringing her new boyfriend.
I've always had a thing for Annie since her family moved to my town when I was sixteen. She was a year older than me and Jack, and in high school she teased the hell out of me.
Her legs were a million miles long and, thanks to track, lean and toned. Her ass was practically fucking chiseled by the Gods. Her tits were huge, which she tried to hide in her modest clothing but any man with eyes knew what was under those high necks and baggy tees. Thick, wavy, blonde hair and the bluest doe eyes I'd ever seen completed the hot but pious package.
Annie was popular, stuck-up and straight-laced. The very opposite to my withdrawn, introverted "bad-boy" persona. She was smart, valedictorian of her class, and got accepted to a prestigious law school.
Jack and Annie's family was religious, but that didn't stop Jack and I from getting high or drunk, or both, and causing trouble all over town. Jack and Annie got in so many fights about him hanging out with me. She openly called me a loser, trouble-maker and a degenerate to anyone within earshot.
She wasn't technically wrong, but it still hurt. I never planned to go to college, especially since high school was a fucking joke. I didn't fit in with those people.
The summer before she left for college, I spent every day I could at Jack's house just hoping to get a glimpse of her in a bikini. They had a big house with a pool and she and her friends would lay out on the concrete or in a lounge chair flaunting their perfect bodies.
Annie knew I watched her and I was pretty confident she liked it. As much as she hated me, I could see a little spark in her big blue eyes when she caught me looking. I wasn't a bad looking guy. I mean, I didn't melt panties off girls but I turned a few heads. Some girls can't resist the brooding vampire look. Annie just wasn't one of them.
The weekend before she left for law school, her parents threw a huge party for her. All of her friends and family were there and the yard was packed. Annie was wearing a blue floral sundress that unfortunately covered her long legs to the knee, but it did hug her big tits in a way that I hadn't seen before. Her skin was tan from the month she had spent in the pool. She had twisted her long blonde hair back into a loose bun with a few loose strands framing her pretty face. She looked like a sexy, buxom preacher's wife and my cock stirred when I saw her.
Jack and I had left the party to play a video game in his room. After about an hour of us screaming at the lame online players, Annie appeared in his doorway.
"Aunt Sara is looking for you, Jack. She needs to head home but said she has something to give you before she goes." Annie was barefoot, leaning on the doorframe.
"Shit. This better be good." Jack removed his headset and tossed it into the bean bag chair he had been sitting in.
I quit the game and draped the headset around my neck as Jack bounded down the stairs. All my attention turned to Annie.
Annie entered and leaned against Jack's dresser to my right, folding her arms across her chest. I wished her dress was lower so I could see her big boobs being crushed together.
"I have seen you looking at me like I'm a piece of meat all summer, Tate. It's pretty gross. You are never going to get a girlfriend with this......look."
She raised her hand and pointed at me, wagging her finger up and down.
I looked down at my black jeans and Cannibal Corpse t-shirt, returning my best bad-boy grin to her.
"I'm not looking for a prissy, stuck-up bitch anyway," I retorted playfully.
Annie rolled her big blue eyes at me. "Well, if you want a loose, dirty slut, then don't change. I'm sure there are plenty of whores out there that will fuck you for cheap. Seeing as you will never amount to anything."
She crossed the room and stood in front of me. Her blue eyes danced and she had a flirtatious smirk across her full, pink lips.
"Fuck you, Annie," I quipped, looking her dead in her eyes.
"Not in your wildest fucking dreams, loser."
A heat rose in me like I had never felt before. She was looking down at me with a look I hadn't seen before and it made me so fucking hard. We stared at each other for an awkwardly long time, until Jack came running back in and ruined the moment.
"Get out of my room, Annie," he demanded as he sunk back into his bean bag and slapped on his headset.
"Yeah, Annie. Get the fuck out." I stared up at her as the tension broke and I put my headset back on.
She scoffed, quickly turning on her heel and walked out. I hadn't seen her since.
That was 3 years ago. I moved away from town, got a job managing a local boxing and MMA club, and went on with my life. Jack and I were still great friends, meeting up every couple weeks to go to clubs and pick up women.
Unlike Annie had predicted, I didn't have to pay to get laid. Managing a gym meant I got to use the equipment and I had gotten pretty buff in the past couple years. Picking up girls was easy now.
I didn't have or want a girlfriend. Bringing home a new girl every weekend suited me just fine. Though none of them gave me that feeling that Annie had that last night we saw each other. That feeling that I have been itching to find again.
I arrived at the cabin late Thursday night and everyone was sitting around the large outdoor deck, drinking and playing games. I scanned the crowd but didn't see her. Popping a beer, I settled into a cushioned chair around the fancy fire pit.
Jack's friends were cool, into causing trouble and getting fucked up just like us. I was also pleasantly surprised to see some hot girls I hadn't met before. Maybe I could convince one of them to at least suck me off before the weekend was over.
I was flirting with a drunk, rail thin brunette with small tits when Annie and her boyfriend walked in.
She took my fucking breath away. Her hair was shorter now, a little past her shoulders, and curlier than I remembered. She wore very short denim shorts, her legs still long and toned. I had heard from Jack that she was the star of the college track team.
What surprised me the most though was her shirt. Or lack thereof, I should say. She had on a tight red crop top with little white polka dots. A substantial sliver of her muscular, tan abdomen was visible above her low rise shorts. Her tits were still covered, but there was no hiding their massive size in the tight, short shirt. My cock definitely twitched as she turned her blue eyes on me.
She came over to me, pulling her boyfriend behind her. He was a fucking tool. Khaki shorts and white polo. He looked like an ivy league prick and I immediately wanted to smash his face in.
"Hey, Tate. Didn't expect to see you here. This is Damon."
She wrapped her arm around her boyfriend's waist and he did the same to her. His fingers curled around that sliver of tan skin, making my blood boil. I didn't even bother looking at his dumb, trust-fund face.
"Hey, Annie. Sorry to disappoint."
I returned my attention to the brunette on my right. If I kept looking at Annie, I was going to cause a scene.
"Well, I see you haven't changed. Still a brooding fucking asshole."
I stood up and subtly flexed my broad, muscular chest. I saw her eyes widen as she quickly looked me up and down.
"Are you still an uptight cunt?" I purposely bumped my shoulder into her boyfriend as I pushed past them. I needed another beer. I wasn't always this much of a dick but she brought out the worst in me.
"What the fuck, man?" I heard him say as I headed to the cooler.
"Don't, babe. He's not worth our energy."
I popped open my beer and turned around to see her blue eyes glare at me. Her boyfriend wrapped his arm around her shoulder and they turned in unison and walked away from me.
Damn, I loved watching her ass walk away. I could see the curve of her robust cheeks beneath the frayed hem of her Daisy Duke shorts.
I chugged my beer and went for a third, leaving the people on the porch to find Jack in the kitchen flirting with the same brunette. She had her arms around his neck and his hands were in the back pockets of her shorts.
"Am I interrupting something?" I asked, sitting down on one of the stools.
"Not at all, man. Not at all." Jack slapped her ass, making her giggle, then they parted and she went back outside, winking at me on her way out.
Jack and I both watched her until she disappeared into the darkness.
"Who the fuck is that?" I asked, grabbing the bottle of tequila on the counter and taking a swig.