Dating your best friends sister
Even if your bestie doesn’t want to be in the middle of your relationship, she kind of will be.If there’s a lot of tension, she’ll end up feeling like she has to choose between you and her brother, and no one wants to make that decision.Your friend might feel weird when she sees you coming over to hang with her bro – but not her.She might start to feel really jealous of you two getting closer than she is with either one of you.Dear Heather, Heather, I’m just going to come out and say it: I like my best friend’s brother. I’m going to warn you right now that dating your best friend’s brother is probably a bad idea.
Getting her involved is going to put her in the middle of things, and that’s the last place she’s going to want to be.
But I love his sister like she’s my sister and he’s close to her as well. Things can get messy fast and it becomes really easy for relationships and friendships to get ruined.
She knows I like him and he likes me, but I don’t think she’s ever really thought about us getting together. Being with your bestie’s brother can be really awkward for everyone.
Think about what will happen if you and he break up.
If things get messy (as breakups very often do), things are going to get seriously confusing.