Dating your buddies sister 3. Ask Permission

Dating your buddies sister, if they don't feel the same way, it's really awkward

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He hated me for it, but he pretended like he didn't know. I mean, the only barrier I see is age for my friends sisters, but if they're legal and into me it's fair game.

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One of my friends has dated my sister, I didn't care. You have a chance of being really happy, and if you feel confident there won't be a terrible fall out if things go south than you shouldn't let that pass you by.

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I pretended like I didn't know he knew, and we went on like that for He warned me, she pleaded with me, I listened to the wrong person Seriously, sis, you didn't have to tell me that guy you hooked up with was my age and it was awkward because of it. She's still basically a kid that's gonna wanna dating your buddies sister and party and you're probably looking to settle down.

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They never dated, just hooked up a few times. It was kind of shitty after that, my "friend" definitely assumed the role of my "sisters boyfriend" more than the role of my "friend", if you understand what I mean.

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Weigh out the complications before deciding to enter into one of these sibling relationships. If he's a close friend, I would talk to him first.

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BUT, I probably wouldn't pursue a friend's sister because I am not good at handling awkwardness and that kind of situation is a great breeding ground for awkwardness. I'm also not 18, and I'm also not trying to date a girl ten years younger than me.

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The thing is, I really didn't care That's kind of what I meant. I just view that as weird mate.

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