Date My Sister's Best Friend?

[Anonymous]

I've never been in this situation before. My "little" sister and her friends are now in their mid-20s, and one of her friends is exactly the kind of woman I'm looking for.

Also, we're both incredibly attracted to each other after hanging out a few times (in gatherings with my 'sis and her boyfriend there), and I always catch this girl looking at me, and once we were all squished on a sofa and she curled up with her head on my chest and sighed when I put my arm around her. She gave me her #, and hugs me goodbye when we part.

Then I started to wonder about the pros and cons of dating this girl, and haven't made any more moves. Damn, she's smart and funny and beautiful, but she's been my sister's best friend for years!

What do you think?

[Anonymous]

Ok so I'm a girl and I like my best friends brother, he's always looking at me, and flirting with me... He's incredibly cute, funny, and smart, but he's dating someone... The only reason he's dating her is because he's a caring person and she threatened to kill herself if he didn't. I don't know what to do, do I wait for him to break up with her and just be a friend right now or do I go for it. P. S. My best friend has no idea. Also he's a sophomore and I'm a freshman in high school... We're a year apart. All I can think about is him. Is this just a crush or am I in love.. I can't sleep thinking about all of this.

[ashwhole2816]

well, as a "sister" I say go for it.

my brother and my best friend have had an on-off relationship.

i know they really care about each other, and if I had to pick anyone I knew for my brother it would be her and vice versa.

it could get hairy if you guys ever break up cause it may put her in a awkward position, but like everyone else said, ask your sister and go for it.

chances are, if she likes you and she and your sister are close friends, she may have told your sister about it already. maybe she can help you out!

[daydreamerxoxo]

I think you should go for it! I dated my brother's best friend before, and I think as long as you have your sibling's consent it's okay. Whatever you do, don't ditch your sister for her best friend. Ever. And know that if you date her friend, she has full permission to date yours too :)

[-StillWater-]

Yes, I can see how this would classify as a dilemma, but if you really think she's everything, then you really don't have to be so moral about all of this, and let's face it, what did rational behavior ever bring to romance?!?

Just go for it! :D

[Summer-Sun]

You deffo need to ask ur sister 1st,

Two of my friends were best friends with eachother, and one of them started going out with the other ones older brother, they were secretive and didn't want any1 to know.

Lets just say, they are not best friends any more... and hardly talk!

So... talk to your sister!

[NirvanaCobain]

well first ask your sister, how she'd feel about you dating her best friend. If she doesn't mind by all means GO FOR IT! you wouldn't want a smart beautiful lady to pass you by now would you? then call her and tell her how much you enjoyed her company that night :) set a date and there you go

[eddie-4-ever]

First, ask your sister. If she wants you happy, she really wouldn't mind who it is you decide to date. The good thing about your situation, you don't have to worry about the awkward phases of trying to make your sister and girlfriend getting along, if you do get together that is. As long as you have consent, go for it with no regrets, just let this girl know your feelings, and if it's the wrong thing to make a move, let her know you don't want to go behind your sister's back.

[Anonymous]

tell your sister and go after her! you sound like your in love and what do you got to lose if your honest with everyone that's involve but you got to hurry before she tinks that you don't like her !

i say go after her and see where it takes you to

[Jesi4688]

i say go for it, tell your sister how you feel first and see what she has to say about it.

[993099142]

I think this is a good idea if you really like her and feel she is the right person for you.

[djstizl]

I agree with what the ladies have already said.

[A-Soldiers-Wife07]

Go for it man! :D