You and I have always had an interesting relationship. Not that it was weird or anything. It's just that, because I have been best friends with your brother since middle school, it means that you and me never really had a super-close friendship. I was always hanging out with your brother primarily, and usually you weren't really too in on whatever we were doing. More of a "tag along", really. Even though you're only 3 years younger than him, your brother always felt a bit weird having his kid sister around, so he didn't include you in much stuff. This was especially the case through most of high school, that oh-so-awkward time of our lives. Still, we did get to hang out a little bit and we got to know each other well enough. You were a cute, spunky girl who also enjoyed doing stuff with the "guys". I was a more shy, introverted guy who enjoyed just spending time with a few friends, mostly your brother. We clicked well enough and got along well, even with your brother in the way.

Anyway, me and your brother went off to separate colleges, so we only really hung out on breaks. Which bummed both of us out because we enjoyed each others' company. However, it made the times we did hang out more enjoyable because we knew we only had little time together. We grew to like each other a bit, but I didn't have romantic feelings for you primarily because you're my best friend's sister, so you're off limits. However...everything changed after your high school graduation, after me and your brother's junior years in college...

We, along with a few mutual friends, decided to rent out a beach house for a week to relax and hang out before some of us went off to college. We had just gotten there yesterday pretty late, so we decided to spend our first day chilling on the beach. Everyone got changed. You were taking a bit longer than everyone else and I said I would stay behind to wait for you. I'm waiting around in the house's living room when I hear you come down the stairs. I stand up and turn around, and my jaw almost drops when I see you. You come down the stairs wearing one of the sexiest black bikinis I could imagine. Or was it just you and your body that made it look so sexy? It wasn't particularly small, but it did the job. Your breasts were apply enough pressure on your bikini top to show some cleavage, but not enough to seem like they were popping out. And your ass curved just perfectly, stretching the bikini bottoms slightly, which led down to your sexy, curvy and smooth legs. I couldn't believe what I was seeing. This was my best friend's sister?! How did I miss her growing up? You were 100% a woman now. You're no longer a baby. All the feelings for you grew instantly upon seeing you. But you're still my best friend's sister...What should I do?..

I came up with this scenario a while ago and I really want to try it out. Now, we probably won't go straight to sex from here. I would love to play this out for a little while, flirt, be cutesy, and then get really passionate with the sex. Let me know what you think and if you have any suggestions for it. I'm fairly vanilla when it comes to roleplaying, but we can discuss some kinks we would mutually enjoy. Obviously, a little ageplay is in there already, so if you're into that, that's great. I like good grammar and somewhat quick replies. I can do it on here but would like to move to move to a chat platform. I would definitely be open to a long-term relationship with either this role or another one if we click really well. Hope to hear from you all soon!