My Best Friend... | 2016

I'm going to try tell this story by using fake names and locations (my friend is a Reddit user).

First off, let me educate you on the background of the relationship between my friend and I; we met on a text-based game many, many years ago. We were a deadly-duo and highly 'feared' (how nerdy) and we eventually met up irl after 6/7 years of gaming. We are now 20-years-old and I made the trip to, um, let's say Stoke (UK) to visit him and his friends. The night is advancing and his sister (who I am also friends with) decides to join us. For privacy sake I'm going to call her Jessica. Now, Jessica looks exactly like my best friend, who I am going to call Ryan. Although she looks like him, she is very hot and has an excellent figure and personality, too. So, we're all having a fun time and my best friend and I are buying numerous shots to keep the party mood flowing. Almost suddenly, Ryan and his girlfriend, who I am going to call Lisa, start to argue. This escalates rapidly and they decide to leave Jessica and I alone. Now, the table/booth we're sitting at is very cramped and extremely intimate. Anyway, I begin to make small talk and I notice my leg is touching her's, by this point all I can think is 'don't even consider it. She is your best friend's sister' and the conversation continues to flow. They had been gone a while now and I'm being very flirtatious (naturally I am) and she begins to run her fingers across my thigh. Again, in my head I am screaming out to myself 'NO, THIS IS WRONG'. But, ultimately, I couldn't resist and we begin to passionately kiss.

We kept this up all night behind Ryan and Lisa's back, Lisa throughout the night joked about me 'fucking' her, and us 'getting along too well' for Ryan's liking. At this point we're all extremely drunk and decide to head back to Lisa's house (her parents are away) and I end up sharing a room with Jessica. Prior to this Ryan had been very reserved with me back at the house and kept warning me that he 'trusts me' enough to let me share a bed with Jessica. So, we're alone now and I decided to take some bottles of beer to bed with us. We're drinking away and she suddenly begins to kiss much more vigorously and passionate this time. I knew she wasn't holding back, and I knew what was about to come. I begin to use my hand in a seductive way as I ran my fingers down the back of her neck and I forcefully pull her hair and kiss her harder and harder. She then whispers into my ear something that will probably haunt me for the rest of my life. She said, 'I'm a virgin, and I want you to be my first'. Naturally, most guys wouldn't be phased by this but this is my BESF FRIEND's sister. Anyway, we continue to passionately kiss and she touches my cock, almost instantly she sits up and begins to blow me (she was very good at it, too) all the while I am very much aware the others are in the next room.

After a short period I stop her and place her gently on her back, I kissed her in a tantalising way and began to work my way down her body. As I did this, I was touching every inch of her boobs and breathing heavily on her beautiful skin as she began to shake in anticipation. Finally, my mouth reached her throbbing vagina and I began to work my magic. Almost instantly she was attacking the pillow with her mouth like her life depended on it; desperately trying to stop herself from moaning in sheer bliss as she indulged in the warmth of my tongue. After some time I could feel her body tensing and she began to almost rip the hair from my head, she finished. I kissed her with my lips covered in her juices as I slowly slid inside of her.

As her body begins to tense again I knew she was close, but I wasn't anywhere near finished. She instantly cries out and I knew it was over. However, I just wasn't satisfied. The next thing I did was probably influenced by alcohol but she had no complaints. I then decided to flip her on her stomach and I slowly began to eat her ass out and I then entered her once again. This time it was different, this time she acted like a porn star and demanded that I pay constant attention to her clit. As I'm thrusting away she begins to grab my balls and tells me 'finish inside of me, for me baby'. Well this was exactly what I needed to hear as I released and felt my cum shooting up into her as she moaned and kissed me with a look of satisfaction.

To say breakfast was awkward would be an understatement, I made small-talk and silly jokes about how I 'fucked his sister' and she did, too. He definitely doesn't know but I feel ridiculously guilty. He will always be my best friend, but I sure hope he never finds out. I also hope you enjoyed reading this if you took the time to do so, this is my first post so please be nice.