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I'm really thinking about saying fuck you world and going for it with my best mate.

She's funny, my kind of crazy, incredibly sweet, and drop dead gorgeous... She seems very interested too. Life might actually be picking up :D

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    @zlice obviously sex is a benefit but she's an amazing person. And I don't need luck, I've got my charm xD
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    Think for a moment dude.

    I don’t mean to rain on your parade, buuuuut...

    The vast majority of relationships never make it beyond the first couple years, especially if marriage is involved.

    If she’s such an amazing person and force for good in your life already, is that gamble worth it?

    Relationships not only shift the dynamic between people a whole lot, they bring all the inevitable implicit and explicit responsibilities, hang-ups and acrimony.

    You have to ask yourself: Can I afford to lose her as a friend, all for the sake of an indeterminate amount of time that in all statistical likelihood is going to be incredibly painful for the both of us with smatterings of incredible happiness...?

    I’d wager if she’s such a good friend, the answer is no.

    Be careful of being the lonely single guy, who has a friend that offers an attractive easy-out. It won’t be easy. It’ll hurt. You’ll probably lose her.

    Is it worth it?
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    @Brolls hmm... No it's not and I see where you're coming from, but if I don't at least try, some other dickhead is going to go for it and that makes me feel like throwing up.

    Also, it'll be a big what if. And even if I do and it only lasts a few years (hopefully not) then I like to think we're both mature enough and good enough friends that we'd still be close. I know I would still be a mate, and I think she would as well.
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    @DucksCanCode

    1. The “other man” narrative is somewhat problematic as it implies a sense of either saving her from herself, or that you’re fiercely jealous / insecure. Neither are particularly attractive.

    2. It’s entirely assumption based, and while maturity plays a role, the plain psychology and reality of differing paths and the pain inherent in old wounds from a relationship are incredibly strong forces.

    I honestly really would advise against dating a friend. Yes they’re probably smoking hot. Yes they’re super fun to be around. Yes they’re probably going to be amazing to have sex with, but honestly, shifting the dynamic is really troublesome.

    Things may be somewhat different what with my being gay, as I’ve found myself getting to sleep and be intimate and close with a great number of my friends, with no real consequences to the relationship. I’m not sure how easily FWB would work in straight friendships though.
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    I am thinking about asking her on a date or whatever too. It's not FWB XD
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