[F]un with [M]y Best Friend’s Younger Sister

The title is pretty straightforward, but I lead in with a bit of a backstory so if you don't want to read that you can skip down to the paragraph that starts with "As I went to…

“I can’t believe I just got a blowjob from my best friend’s younger sister and it’s not even 7:00am yet” I thought to myself. This was shaping up to be a great day.

I should probably take this time to back up, and start from the beginning to show you how I got to that place. My best friend in college, Kyle, had a younger sister named Emily, she was three years younger than us. I got to know her from spending time with the family, and the talking between us never went past polite conversation. But in my senior year of college she was a freshman at the same school so I was able to spend more time with her as she was always over at our fraternity house for parties and hanging out. She was tall, about 5’11” and had shoulder length brown hair, with long legs, and B-cup breasts.

I was never really interested in pursuing her as she was my best friend’s sister and I didn’t want to complicate things. We kept in touch afterwards, which would mostly consist of her sending me drunk texts from time to time, but that still counts for something when you’re in college anyway. I would occasionally go back to visit friends and would usually see her and her friends out at some of the same bars at night. We would sometimes flirt like drunk college kids do, but nothing further than that.

When she was a sophomore in college she was planning on spending her birthday in the city (don’t want to name the city to preserve anonymity) and then go out at night to the bars (fake ID) and asked if she could spend the night at my place. Since I wasn’t working that night, and I had extra room in my apartment I agreed. We had a decent-sized group go out to the bars that night and when we got back we drunkenly hooked up in my room. Since we were both extremely drunk the details are pretty hazy, but I do remember fingering her and it looking more painful than pleasurable for her and her giving me a terrible handjob for a little bit. Suffice to say that neither of us finished and we could just chalk it up to being drunk or to luck – whichever way you want to look at it.

Later on she got an internship that summer and her first week of training consisted of two days on site in the city where she lived with her parents, and then three more days at the corporate office in the same city that I lived in. About a week before I got this text message from her:

Emily: Hey! I’ve got training in ____ at the end of the first week in June. You gonna be around?

Me: I have work Wed and Thurs, but I’ll be off that Friday.

Emily: Oh darn that’s too bad. If you have work, would you mind if I stayed at your place those nights? It’s much nicer than sharing a hotel room with somebody. I’ll even make cookies for you guys!

I worked nights on 12 hour rotating shifts and usually stayed at my parent’s house the days I had work since I would wake up, eat and leave for work, and it was a much shorter commute. I had 2 roommates and we all went to school together. So she knew and was semi-friends with so it wouldn’t be that awkward if I wasn’t there.

It turned out that I ended up being super busy on that Wednesday and Thursday night so by the time I got back to my apartment around 6:30am Friday morning I forgot that Emily was staying in my room until I walked in to put my bag down and noticed her blankets and pillows on my bed. Just then I heard the shower in the bathroom right across the hall from my room turn off and the door open. And before I even had time to pick up my bag and leave, Emily stepped out, dripping wet, with just a towel on and walked into my bedroom. She looked up and gasped as she saw me. I was taken aback as well, but in a different way. Standing there in that instant, time seemed to stand still. She looked stunning. Her dark brown hair, shining and wet, reached just below her shoulders, her short towel wrapped up just slightly above her breasts and a couple inches down her legs still glistening with droplets of water made me just imagine what was underneath…

I snapped out of my momentary trance. “Oohh sorry, didn’t mean to scare you; that’s a little bit too much excitement for this early in the morning. I almost forgot you were staying here,” I laughed.

“Maybe for me, but it looks like you don’t need anymore excitement in your life, what the hell happened?!” as she looked at the dirt and the rip down part of my uniform shirt from earlier that night/morning.

I playfully spun my handcuffs once around my finger and replied “Oh you know, just another night in ‘da hood’…“ an inside joke between the two of us. “Sorry I’ll get out of your way though so you can finish getting ready.”

Sex part starts here

As I went to leave and she took another step into my room we brushed up against each other and in that moment our eyes met. I don’t know what came over me (or her for that matter), but we were instantly lip locked. I pushed her up against the wall, and with one hand I closed the door and with my other hand I reached around and undid the knot in her towel, letting it slide to the floor.

As we began furiously making out, I began slowly sliding my hands up and down her legs. Each time I would slide up I would inch closer and closer to her pussy. Her breath began to quicken with anticipation as I got closer, and by the time I was sliding my fingers gently over the outside of her pussy she was practically panting into my mouth. I started off slow with just one finger inside her, but after maybe only 20 seconds she was so wet that I was able to slide another one finger in. I slowly kissed down to her neck while I picked up the pace fingering her. As her moans became a little louder I kissed down to her perfect B-cup breasts and began sucking on her nipples, teasing them with my tongue and lightly biting them. At the same time I began rubbing her clit with my thumb while still fingering her. Once I started doing this she gasped and began muttering “oh my god, oh my god, oh my god!” I could feel her getting close and within 30 seconds I felt her pussy clench down on my hand and she gave a little half scream as she dug her nails into my back.

I slowed the pace and moved back up to softly kiss her. As she regained her composure our pace of making out quickened, and she began tearing off my clothes.After I was completely naked she pushed me backwards onto the bed. She started stroking my rock hard cock and then looked up at me with a devilish grin and said “Your turn!” And with that she took me into her mouth. I ran my fingers through her still wet hair as she licked up and down the sides of my cock. She made her way down to my balls and began tickling them with just the tip of her tongue. This almost sent me over the edge, but I was able to contain myself as she moved back to sucking on the head. While doing this she began to swirl her tongue around the head as she picked up the pace with her hand. I could feel my climax building in almost no time at all and I moaned to her “Oh my god, Emily, I’m going to cum.” I fully expected her to move her head off and just finish with a handjob, but she continued bobbing her head up and down, and about 5 seconds later I was blasting stream after stream of cum down her throat. To her credit she took it all and continued sucking for 20 seconds after making sure she got everything. I was in heaven.

“Well I think it’s safe to say we just added to the excitement this morning,” she smiled up at me.

“No kidding, that was amazing!” I said, still slightly out of breath.

“Well there might even be a little more excitement tonight,” she winked at me as she began putting her clothes on and getting ready.

“I like the sound of that,” I said as I walked out of the room to make breakfast (technically dinner for me) and let her finish getting ready.

And that brings me back to the beginning of the story with me standing in the kitchen making a skillet and wondering how it is that I just got one of the best blowjobs of my life from my best friend’s younger sister and it wasn’t even 7:00am yet.

And we did in fact have more fun that night when she got back from work. I can write about that in the next story if you guys (and gals) want.

Source: reddit.com/r/gonewildstories/comments/3fte05/fun_with_my_best_friends_younger_sister