First Times
The first time my sister kissed me was basically an accident. Well, not an accident so much as just an unintended experience. Abigail, Abby for short, and I were at a college party for the first time. We made an agreement before we went that, while I visited her, nobody needed to know we were related. Why? Because nobody wants to fuck their best friends brother, and nobody wants to try pick up the girl who is hanging around with her six foot tall, security guard brother.
If I'm being honest, I'm not sure how exactly everything came to be that lead to Abby and I kissing for the first time. This is what I remember though. We got to the party late. It was a typical house party. The music was too loud with excessive bass and not a lot of anything else, and everyone was at least a bit buzzed. And by a bit, well, everyone was trashed. Really trashed!
That night was the first time I had ever looked at my sister and thought "Wow, she's stunning!" which isn't a thought people are supposed to have. She dressed up in a tight navy dress that ended just above her knees and it hugged her perfectly everywhere. Abby only stood 5 foot tall and some change, but that night her legs went on an age and only ended when they reached her perfect plump ass. She teamed her dress with white converse kicks and a backwards yankees cap. Her long blonde hair flowed down the sides of her cap like a waterfall. She was an absolute knockout.
I was far more reserved. A maroon checked button up and black jeans, black converse kicks and my long hair was slicked back and contained in a messy bun. Abby looked like an angel and i was just happy to be there. Abby introduced me to a couple girls as her friend from out of town and left to flirt with a couple guys. A brunette girl named Cassadee with deep blue serious 'fuck me' eyes and a curvy figure entertained me, telling me about the physics major she was taking.
While she talked, I watched Abby out of the corner of my eye. The way she floated from guy to guy, how she seemed to tease them and string them all along. It surprised me how much of a tease she was, it surprised me more that it turned me on. I couldn't figure out what had come over me but, for that night at least, my sister was the most drop dead gorgeous woman I'd ever seen. And boy, was she getting me excited.
"You're into her, aren't you?" Cassadee asked me, realising my attention was more on the way Abby moved her body next to the guy she was "dancing" with. Seemed more like dry humping to me, not that I was complaining.
"No, no. We're just good friends, seriously. I've just never seen her like this, it's fascinating." I laughed, hoping that it would cover my obvious attraction.
"Whatever you say, Max." She grinned back to me, her eyes locked on mine and begging for attention.
"What are you doing later?" I deflected.
"Depends..." She smiled coyly.
"On what?"
"What the best offer is!" I took that as my signal and pulled her out onto the dance floor and let our bodies move together, her tight ass shaking up against my crotch. I could feel my manhood throb to life against her, all seven inches begging to be set free, pushing against my jeans. Eventually, the crowded dance floor started to thin as people either passed out or slipped out to fuck like animals who didn't care who heard or walked in on them. That was when Abby and I got our first taste of... well, to put it bluntly, each other.
The game wasn't exactly truth or dare, and it wasn't exactly spin the bottle. It was some weird hybrid one drunk dude came up with that nobody challenged. So slowly one by one, as we stood around a kitchen island covered in drinks, we took turns taking shots, sharing our dirtiest secrets and kissing a random stranger decided by the person before. It was insane the shit that people were sharing, just so they could kiss some random girl or guy.
Ben, the party host, told a story of how during a threesome the girl he was with demanded that one guy on onto Ben's cock so she could slurp it off. He also shared, maybe a little too graphically, how the entire experience made him cum so hard he almost passed out and had been bisexual ever since. And one girl, Tay, had fucked two of her professors in her dorm room while her roommate watched. Then it got to Abby and I felt my stomach jump as she began to tell of how she had eaten her boyfriend's cum out of her best friends pussy while she got fucked by her best friend's boyfriend.
I was amazed, impressed, shocked and surprised. I had never thought my sweet, angelic sister could have done such a hot and shocking thing. The thought of her eating cum while being slammed hard from behind made my cock so hard I was surprised the whole group couldn't see it. I then watched her kiss Cassadee's friend Ashley. The way the two gorgeous blonde kissed, I could have touched my cock and it would exploded.
Finally, after Bianca's turn it was mine. I slammed back my shot and without even looking in Abby's direction, I retold my favourite story.
"So, my sister was out one night with her boyfriend, so my girl at the time came over and we started fucking like crazy. It's mental, she's being loud and wants to try every single position she can think of. And then, right as I'm about to nut all over her, she takes off across the house. I find her on her knees in my sister's bedroom in front this huge like floor to ceiling mirror and she starts begging." I look around the room, sly smile on my face but not making any eye contact with Abby. I could see her out of the corner of my eye though, jaw dropped. "And so I gave her exactly what she wanted, blasted her with so much cum. She was practically glazed. When I finally finished, she looked up at me and said 'Thanks big bro!' Absolutely crazy but the hottest fuck of my life."
The room nodded their approval and a few of the guys even clapped at my conquest. I finally gave Abby the satisfaction of looking over and she just glared at me. Not angry, just a glare of almost jealousy plastered across her face.
"Well Mr Max, after that excellent story, you need someone to kiss." Cassadee finally said breaking the silence in the room. "I'm thinking you should kiss our girl Abby, she hasn't had nearly enough fun tonight."
"Sure!" I said, not looking at Cass. I crossed the kitchen and leaned down to my pretty blonde sister, brushing her hair out of her face. She bit her lip, looking up at me with those incredible blue doe eyes but she never hesitated like I expected her to. I met halfway, with Abby up on her tippy toes and we kissed quickly. A little more than a peck but far less than the make-out sessions everyone else had participated in.
"Uh uh!" Cassadee said the second we pulled away from each other. "We need more than that!" Her words were quickly chorused by the rest of the group. And I had no problem with going back for more. Clearly Abby didn't either because the second I turned back to her, she wrapped her arms around my neck and pulled me down into a passionate and tongue heavy kiss. I lost myself in that moment with my sister, I let my hands find her ass and, with ease, I lifted her to my level. Her legs wrapped themselves tightly around my waist and as I placed her down on the kitchen counter, knocking drinks out of our way, my cock throbbed back to life against her.
We kissed for what felt like an eternity, our tongues meeting each other over and over and our hands exploring each others bodies while the rest watched on. I took what would likely be the only opportunity I would get to feel Abby's perky tits and plump ass over and over. When we finally pulled away, I could feel the shame building inside of me while the room cheered. It quickly dissipated when Abby pulled me immediately back in for a quick peck.
"Thanks, Maxi!" She grinned as she hoped down from the counter and rearranged her dress. Whatever happened during the rest of the party, I have no recollection of. All I know is that Cass and I danced and drank and somehow ended up back at Abby's apartment in the early hours of the morning. Abby, in the room right next door, also clearly had found a guy to bring home because as I sunk my thick cock deep inside Cassadee's ridiculously tight cunt, Abby moaned through the walls to be fucked harder and harder. Her moans spurred me on as I made Cass squirm and beg for her own release.
I clutched at her body, enjoying her curvy figure and surprisingly ample tits, while slamming my thickness in and out of her to a chorus of moans. I quickly brought Cassadee to orgasm and then brought her to a second while I listened to my sister beg for more through the walls. It didn't take me long until I found myself on the edge of my own release, an orgasm aching at my balls to be freed. As if by a sibling bond we had never experienced before, Abby started to beg and plead.
"Cum on my face! Make me your filthy toy!" She cried through the wall. "Glaze me!" It only made me fuck Cass faster.
"I'm gonna cum!" I moaned louder than I usually would as I pulled out of Cassadee's dripping pussy. "Fuck, I'm gonna cum!" Cassadee didn't even hesitate in obliging, dropping from Abby's spare bed and onto her knees on the floor. She pushed her tits together and looked up at me, opening her mouth wide.
"On my face, too!" She moaned softly while I rapidly stroked my manhood above her. I sunk my cock deep down her throat before pulling back and unloading several thick ropes of cum all over her face while Abby moaned her own pleasure through the wall. Covered in cum, Cassadee slurped every last drop off me as I collapsed back onto the bed, completely spent.
"Come on, big boy!" Cassadee said eventually, tugging at my hands. "You need to clean me up now!" I lead the cum glazed princess to the bathroom where, much to my surprise, Abby was doing the exact same. Her plump bare ass met us at the door, and she barely seemed to care as we stood at the bathroom counter next to her. I took every opportunity as Cassadee washed her face to admire my cum glazed sister in the mirror. Cum dripped from her chin down onto her small but impressively perky tits. Abby collected it and, without taking her eyes off me as we watched each other in the mirror, she licked it from her finger and swallowed it.
My cock lurched back to life, rising and meeting Cass's ass once again. Cassadee didn't even look up from the washcloth she wiped her face with. She just mumbled something of an 'Already?' I just laughed and teased her tits and kissed her neck, right in front of my naked sister. Abby quickly wiped her own face down and with a cheeky grin, she leaned over and gave me a quick kiss behind Cass's back.
"Goodnight, Maxi! Goodnight Cass." She smiled, biting her lip and turned to leave the room.
"Goodnight, Abby." I said, giving her ass a playful slap on her way out.