[M]y Sisters Best [F]riend | 2016

About a few years back in high school I had a huge crush on my sisters best friend. Her name was Abbie. I know what your thinking this is super cliché and it was. At the time her brother and I were sophomores and she and my sister were seniors. Anyway, over the course of their friendship our families became very close and decided to spend spring break together in Florida. For some reason they decided that we would share a condo. When we got to Florida I tried to make subtle moves on her like complimenting her, flirting, etc but I failed at all attempts. One night we were all in a jacuzzi and Abbie was complaining about how something was sore so I saw that as an opportunity to jump at. I eagerly asked her if I could give her a massage and she kindly accepted my offer. For at least an hour I firmly rubbed every inch of her body. I was literally inches away from her boobs. I was instantly turned on. The next thing I knew the pool area was closing so we had to leave. The only problem was I had a raging bonner. I was freaking the fuck out . So I decided to stay back for a few minutes to calm myself down.. Around midnight we decided to head back to our condo. Since the condo only had 2 bed rooms the kids had to sleep out in the loft. After we settled down we put in a move and turned off the lights. I see her walk out of the bathroom with booty shorts and a t shirt. she's so hot <3 I thought. Before I progress in the story I feel like I need to explain the room layout. I was on the floor and directly behind me was my sister on the couch. On the right side of me was her brother. and I was on the floor smack dab in the middle. Anyway as I "watched" the movie all I could think about was cute little body. I loved her perky tits and her firm ass. All I wanted to was touch her again. I asked her if she wanted to continue her massage session and she happily said yes. So to avoid any awkward bonner poking I strategically placed a pillow on my lap. By this time every one is dead asleep except for me and Abbie. I was rubbing her back and I started to move further down. After I lift up her shirt and notice she has no bra. By this time my cock is rock hard and now I was even more turned on. I start to move to her side and start rubbing the side of her boob. My hands were starting shake and began to get very sweaty but I don't think she notices. she begins to moan and at this point I am so beyond turned on. I have no idea why but now I move to her thighs. They are so warm so I keep on moving up towards her pussy. I can feel her getting soaked. I'm there. I can't believe I'm there. I'm actually touching her pus- and she instantly stops my hand and tells me to stop.. Fuck, I fucked up so bad... I stop touching her and I sit up and but my head in my arms. Abbie sits right next to me and I keep on apologizing to her and at this point I'm so flustered. I put my down on the floor because I'm so embarrassed. She talks to me and so I sit up and look at her. She assures me it's okay and she puts her hand in my cheek. she rubs it with her thumb and kisses me on the cheek. My instant reaction is to kiss her back but this time on the lips. She falls back and I'm on top of her making out and im fingering her. That night I lost my virginity. We continued hooking up for the rest of spring break... and a few more times after that. Sorry for terrible grammar and spelling.