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Thread: Feelings for my best friend's sister?

  1. #1

    Feelings for my best friend's sister?

    My friend and I have known each other since 2 years old, so I grew up with her in a way. We have never been more than friends, and even closer to family, but I think I really do want to date her after all these years. She's a year younger and is a senior in high school, so if/when I do ask her out I will wait till she's in college. I really don't want to ruin my friendship with my friend by doing so, but of course there is no guarantee she will want to date. Opinions? Is it just not meant to be? Am I just not a good friend to want to date his sister?

  2. #2
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    If he's your friend, dating his sister shouldn't really have any effect on the friendship. It might make you guys closer too since you'll be better linked to his family.

    But what makes you think SHE wants to date you?

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    Sounds like you are on the wrong site

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    She's a girl you're a guy. As long as you're respectful about it, don't stress. I've hooked up with my best friends sister and friends have tried to hook up with mine.. As long as there is respect there then have fun man. Don't sweat it, were only human.

  5. #5
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    Quote Originally Posted by AllKindsOGains
    My friend and I have known each other since 2 years old, so I grew up with her in a way. We have never been more than friends, and even closer to family, but I think I really do want to date her after all these years. She's a year younger and is a senior in high school, so if/when I do ask her out I will wait till she's in college. I really don't want to ruin my friendship with my friend by doing so, but of course there is no guarantee she will want to date. Opinions? Is it just not meant to be? Am I just not a good friend to want to date his sister?
    Dude. U r over thinking this. Ask her out!!!!

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    I dated my best friends sister for 5 years.

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    Alcohol is easiest way to break the ice.
    I guess she is 17-18 how old are you?

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    Quote Originally Posted by lovbyts
    I dated my best friends sister for 5 years.
    and when it was done did you lose them both or just her?

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    I have a little sister and I have somd friends that Id be fine with it and some I wouldn't. So if your bf knows your a POS, then its a bad idea. At your age pos= jealous, controling, psyco.

    if you were older pos= jobless, lazy, drugee
    Last edited by 2iron; 11-19-2014 at 04:28 PM.

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    this brings back memories.... been there done that....

    best friend's sister (well half sister..)... sister's best friend... girlfriend's best friend...lol...

    my best friend is still my best friend, my sister is still my sister, gf no longer around....

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    Quote Originally Posted by lovbyts View Post
    I dated my best friends sister for 5 years.
    Then her sister....
    -*- NO SOURCE CHECKS -*-

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    kelkel's Avatar
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    Well done Hoggage. Well done....
    -*- NO SOURCE CHECKS -*-

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    have her over, get alcohol involved and see is she makes a move.....

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    Quote Originally Posted by thegame1431
    have her over, get alcohol involved and see is she makes a move.....
    Skip the alcohol. She's not random girl. Makes you look desperate. Cheap.

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    Quote Originally Posted by Mp859 View Post
    and when it was done did you lose them both or just her?
    Nope. 25 year later and we are all on good terms. He is coming over this friday to watch a movie and drinks. Im sure I will see her over the holidays.
    Last edited by lovbyts; 11-19-2014 at 08:06 PM.

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    Fvck her right in the pvssy!

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    Quote Originally Posted by kelkel View Post

    Then her sister....
    Only if she had a younger sister but sadly she did not. LoL

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    My sis is currently dating and her bf feels crazy uncomfortable a my house. I have ONE friend who id give the okay too and it's only because I know him for what he really is. Any other friend..... Hell no. Id especially say no to Kel btw.....

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    Quote Originally Posted by davidtheman100
    Fvck her right in the pvssy!
    FTW! Lmao

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    Quote Originally Posted by davidtheman100
    Fvck her right in the pvssy!
    wtf happened to birth control? Jesus

    Just bust it out & see if she'll suck you off

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    Quote Originally Posted by GirlyGymRat View Post
    Skip the alcohol. She's not random girl. Makes you look desperate. Cheap.
    I would of let her buy me drinks

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    Do u wanna date her or just bone her? I had a thing for my best friends sister, but knowing all my relationships end badly, i didnt act on my feeligs.

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    Sounds like this is one-sided and she thinks of you as a brother...
    (in which case asking her out would only make things weird)

  25. #25
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    Quote Originally Posted by Hazard View Post
    My sis is currently dating and her bf feels crazy uncomfortable a my house. I have ONE friend who id give the okay too and it's only because I know him for what he really is. Any other friend..... Hell no. Id especially say no to Kel btw.....
    Just got run over by a bus. Not sure why or how....
    -*- NO SOURCE CHECKS -*-

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    Quote Originally Posted by lovbyts
    Nope. 2 year later and we are all on good terms. He is coming over this friday to watch a movie and drinks. Im sure I will see her over the holidays.
    That's impressive. Must be a really nice guy LB

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    Quote Originally Posted by AllKindsOGains View Post
    My friend and I have known each other since 2 years old, so I grew up with her in a way. We have never been more than friends, and even closer to family, but I think I really do want to date her after all these years. She's a year younger and is a senior in high school, so if/when I do ask her out I will wait till she's in college. I really don't want to ruin my friendship with my friend by doing so, but of course there is no guarantee she will want to date. Opinions? Is it just not meant to be? Am I just not a good friend to want to date his sister?
    if you are really worried about it, just mention to your friend ahead of time you're going to ask his sister out. It's a sign of respect, and even though you don't need his approval, he will remember this gesture down the road and think the more highly of you. And it's another way of saying to your friend that you value his respect.

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    Quote Originally Posted by davidtheman100 View Post
    Fvck her right in the pvssy!
    are you sure?

    ..........not the armpit? nor the ear?

    why limit your options?

    ........hell, you can even fvck her right in her shoe.

  29. #29
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    Quote Originally Posted by davidtheman100 View Post
    Fvck her right in the pvssy!
    What what in the butt?

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    Quote Originally Posted by Honkey_Kong View Post
    What what in the butt?
    I'm sure that one liner always works....

    ........."Hey babe! I'm Roman. Why don't we go back to my place so I can fvck you right in the butt.

    and while we're at it, you can clean my apartment and cook me dinner."

    I don't see how a lady can pass that one up?

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    Quote Originally Posted by Times Roman View Post
    I'm sure that one liner always works....

    ........."Hey babe! I'm Roman. Why don't we go back to my place so I can fvck you right in the butt.

    and while we're at it, you can clean my apartment and cook me dinner."

    I don't see how a lady can pass that one up?
    Roman, you've never seen the video about this? There's a song called "what what in the butt"

  32. #32
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    I usually don't go poking around in people's butt so I don't know....

    ...what's it like? =)

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    Quote Originally Posted by Times Roman View Post
    I usually don't go poking around in people's butt so I don't know....

    ...what's it like? =)
    I haven't a clue.

  34. #34
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    Quote Originally Posted by Hazard View Post
    My sis is currently dating and her bf feels crazy uncomfortable a my house. I have ONE friend who id give the okay too and it's only because I know him for what he really is. Any other friend..... Hell no. Id especially say no to Kel btw.....
    That leaves the door open for me

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    Quote Originally Posted by marcus300

    That leaves the door open for me
    You already know the door was pad locked and sealed with a brick wall for you. Sick fvck lol

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    So I guess that sums up all the collective wisdom here. Problem solved....

    ......what's next? Dog have worms?

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    I cannot stop laughing at some of the posts in this thread keep up the good work fckers

  38. #38
    Quote Originally Posted by Honkey_Kong View Post
    If he's your friend, dating his sister shouldn't really have any effect on the friendship. It might make you guys closer too since you'll be better linked to his family.

    But what makes you think SHE wants to date you?
    As I said in the description, there is no guarantee.

  39. #39
    Quote Originally Posted by Mp859 View Post
    Sounds like you are on the wrong site
    Your in the wrong thread.

  40. #40
    Quote Originally Posted by Sergio727 View Post
    Do u wanna date her or just bone her? I had a thing for my best friends sister, but knowing all my relationships end badly, i didnt act on my feeligs.
    I've known her for years. I'm not into the hit it and quit it. That's why I said date her.

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