[El Bastardo]

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Hey so to start it all off, my buddy's ex is a very close friend of mine (lets call her J), one could say she is one of my closest friends. Me and J have liked each other on off for pretty much as long as we've known eachother. Anyway she and my buddy broke up because she felt he was only in it for the physical aspects of the relationship and he just "wasnt there emotionally" for her ever. So throughout their relationship and a lot of the time I've known her, she pretty much tells me everything because I'm there to support her and the such (and she's there for me too). My buddy unfortunately doesn't like to say much about what goes on or what he feels or whatnot and even told me he was going to break up with her at the end of summer.

I personally have never been in a serious relationship and am a virgin. I wouldnt call myself unnatractive or anything, many of my buddies girlfriends say I would be one of the best boyfriends ever, just havent found the girl yet.

So heres the dilemna, yesterday J approaches me and asks if we could be FWB. We've already promised that we would be friends no matter what, regardless if we went through with it or not we both fully believe we will remain the same good friends. She says basically it will be helping both of us, she wants to have fun with me and she would teach all the things from the girls perspective what a guy should do. And I would be there to learn, and just like have fun with one of my best friends. I feel alright losing my V card like this considering we are so close and it wouldn't feel wrong, much rather it this way than with a random chick at a party?

Now.

1. What about my bro, I might feel guilty.
2. What about our friendship, its pretty valuable
3. What if it escalates into something more than FWB, and knowing us it probably will. With her leaving to Ontario for university what effect that would have on us.
4. And ultimately, should we do it, its gonna start either tomorrow or wednesday probably?

Thanks everyone for their thoughts in advance