Hello friends, so this if the first piece that I have ever written, and I really hope you folks enjoy it. It involves m/f, fairly vanilla sex with both guy on girl and girl on guy oral. I hope to make this a running series but will of course base it on reader response. If you like my work or want to criticize it then you can contact me at the contact on my profile. Happy reading and rubbing!
Disclaimer: Any characters or events depicted in my stories are purely fictional, and any likeness to real-life people or events is pure coincidence. This all came from my mind, plagiarism free.
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There are a lot of things that don't feel right about secretly dating your best friend's sister. The only thing that does feel right is the sex. Passionate, intense love-making that makes the guilt feel less real. Of course I didn't do it with Suzie 24/7, and so the guilt was quite palatable on a regular basis.
But I suppose I've gotten ahead of myself. I'm Jack, and this is the story of how I ended up marrying my wife. If all the crazy shit that happened in the meanwhile hadn't occurred, maybe I would consider this a "happy" story, but at least the ending is nice. I think every ending should involve the protagonist getting loving blowjobs, but I digress...
My story begins in the early 00's with my now-brother-in-law's party in the residence we shared in University back when we were 20. Mike was (and still is) a built guy, worked out often, and was studying history as his major. I'd known Mike for most of my life and he and I always got along great. We liked the same games, played the same sports (Go Habs!) and loved the same nerdy stuff. I've easily watched Empire Strikes Back 40 times with that ass-hat. But that particular party wasn't about Star Wars. That party was about picking up girls, and I was doing terribly.
To be clear, I'm not a shy guy, but I also don't like small talk. Getting to know a bunch of scantily-dressed girls when music is blaring over a speaker is not as easy as it looks. But there was one saving grace to my consecutive strike outs, and that was Suzie. Mike's little sister Suzie was just a couple of years younger, still in high-school, and a bombshell. She had the curves of a goddess, brown hair with blonde highlights, and an ass that I currently bounce coins off of for funsies (she doesn't like it). She also has double C's that made two of her girlfriends confess gay feelings during her undergrad. But most importantly, she was a cool person who made me feel comfortable in a sea of awkward. I guess that's why I gravitated toward her that night.
So we talked, and as time went on I forgot about all the rejections of the night and began focusing on how my best friend's sister was incredibly smart, funny, and attractive. Granted I was also drunk, which is why her being completely off-limits never crossed my mind until much later. Her smile and that perfect butt were all too enticing for me to care that my best friend would rip me to shreds if I touched his sister. I kept talking to her anyway, and will likely spend the rest of my life wondering if this story would have happened at all had I backed off.
I've asked her what she saw in me that night, and she's said that it was the first time she had ever seen me without her brother. Suzie had come to the party because her brother had asked her to bring alcohol from their parents' house, which was about a 30 minute walk from campus. She noticed me talking to some girl and when I showed off my abs to try to win a stranger's admiration, she unconsciously bit her lip. Apparently that's a good sign because her night became all about me the second I came up to her, dejected, seeking sweet-talking and booze.
I told her she looked great, and she did. Her black tank top was cut just low enough to let her cleavage show. Her nice tan from her family trip to Hawaii gave her young body perfect tan lines that helped accentuate her bikini area. The short jeans that were working their hardest to keep in the voluptuous treasures beneath them were working their magic on me. I was wearing the college guy's uniform of a t-shirt and jeans. Jeans that I will admit were just as tight as hers, but only as flattering if you enjoy seeing the clear outline of an erection. A hard-on that was inevitable given this party's attendees, I might add, giving credence to the idea that certain men should not dress themselves.
Looking at the time, I realized that she would have to be home in the next hour, so I offered to walk her. I wish I could say I hadn't had ulterior motives, but I was also genuinely concerned about her brother getting shit for keeping his sister out so late. She happily agreed and as I took her home, she asked me a question I'll never forget. "Jack..." she whispered, having gotten noticeably closer to me to make sure she had my attention. I could smell her mango shampoo coming off her beautiful hair. "Jack, do you think I'm pretty?" she asked me. I resolutely told her "I think you're very pretty" with my gaze half on the sidewalk ahead, and half on her face, which lit up with my response. She grinned and asked "and you don't think I'm a kid?" I hesitated. I had known the answer to that question that morning and every morning prior since I had met her, and it was a resounding yes. But after that night, I felt that clear-cut distinction between a kid-sister and a woman was being blurred by an amazing body, an amazing time, and a fair amount of alcohol.
She noticed my hesitation and went on her tippy-toes to reach her mouth to my ear, and asked "do you need convincing?" I stammered and stumbled backwards, "Suzie, you're like family... besides, Mike would probably try to murder me" as my mind flashed back to our repeated arguments about gun-control. She stopped me and said "you're probably right...I mean it isn't like you're at all interested in an uggo like me." Suzie, the evil genius that she was, knew I would never want to suggest to a girl as pretty as her that she wasn't worth my time, regardless of our relationship. I argued "no, it's not that, you were the prettiest girl in a room full of pretty girls tonight". She blushed, clearly not expecting such as compliment from her baiting. I continued "you've always been an amazing person, but recently you've become so attractive that I can't believe you're single." I struck a nerve. She looked down, turned, and kept walking.