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  1. #1
    DF VIP Member Wompastompa's Avatar
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    Help Should i date one of my best mates sisters?

    Went out tonight with one of my best mates and his sister and well me and his sister got on VERY well she is as fit as fuck and we were chatting the nite before on Face Book and said we should go out for a drink so as a polite thing i said her bro should come along too cos he is one of my best pals.

    Needless to say things went from strenghth to strength so she wants too meet up tomorrow for a dirty weekend (excellent) but morally should i she said it could be our secret till we know if it is what we really want but should i

    OVER TO YOU

    although i definatly would

  2. #2
    VIP Member CzarJunkie's Avatar
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    Default Re: Should i date one of my best mates sisters?

    Just a second. You invited her out for a drink, but also invited your best mate who is also her brother? Are you sure you don't want to fuck your best mate? Or maybe you were hoping to get spit roasted by him and his sister wearing a strap-on?

    I think you need help you fucking pervert.

  3. #3
    DF VIP Member diablos's Avatar
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    Default Re: Should i date one of my best mates sisters?

    Dump the sister and date the brother ask him next time to bring along a family pet.


    We Only Need Nine men, we only need nine men.

  4. #4
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    Default Re: Should i date one of my best mates sisters?

    How old are all parties concerned in this tryst? It does have a bearing on my opinion.

    Also how fit is the sister? (post up her FB photos).

    I had a few months of banging my best mate's sister about 10 years ago. It was awesome, although my mate never knew at the time. About a year after he asked me if I had slept with her, I said yes and no more was said. We are all still great friends and so no harm done.

    The only downside to it all is that you cannot tell him over a pint that the bird you are shagging gives great b.j.'s, take's it up the back alley and is filthy as fuck. Well you could but it might not be so rosy when he finds out who she is.

  5. #5
    DF VIP Member Wompastompa's Avatar
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    Default Re: Should i date one of my best mates sisters?

    basically i was invited out to their familys house for new years and fucked them off LOADS of times and it was one of those things that if i kept putting it off then it would be taking the piss too much. So all it was really was a belated new year piss up which was nice, but then me and his sister were getting along really well and it went from there. She is younger than me i am 28 she is 22

    And no i cant do photos (Just yet)

  6. #6
    DF VIP Member
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    Default Re: Should i date one of my best mates sisters?

    Quote Originally Posted by Wompastompa View Post
    basically i was invited out to their familys house for new years and fucked them off LOADS of times and it was one of those things that if i kept putting it off then it would be taking the piss too much. So all it was really was a belated new year piss up which was nice, but then me and his sister were getting along really well and it went from there. She is younger than me i am 28 she is 22

    And no i cant do photos (Just yet)

    My mate's sister was 21 and I was 25 at the time so if I were you I would just go for it. The mate only needs to know if it gets serious.....if it's just a few sweaty sex sessions and then you both realise that you aren't for each other then there's no point in telling him.

    Photos will need to come at some point

  7. #7
    DF VIP Member BertRoot's Avatar
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    Default Re: Should i date one of my best mates sisters?

    Surely if you knew the guy well you would have an idea of his views. Personally I would take a shot of my cock penetrating her flaps and have it as the background on my phone. Leave it lying around and see if he recognises either organ.


  8. #8
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    Default Re: Should i date one of my best mates sisters?

    Quote Originally Posted by BertRoot View Post
    Surely if you knew the guy well you would have an idea of his views. Personally I would take a shot of my cock penetrating her flaps and have it as the background on my phone. Leave it lying around and see if he recognises either organ.
    A macro shot obviously.

  9. #9
    DF VIP Member BertRoot's Avatar
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    Default Re: Should i date one of my best mates sisters?

    Quote Originally Posted by Mule View Post
    A macro shot obviously.
    Ooo you bitch.


  10. #10
    DF VIP Member SiE's Avatar
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    Default

    Go for it. My missus is one of my sisters best mates. There is a difference of 6 years. Things have never got weird between them in fact she was maid of honour at the wedding.

    Have a word with him. As long as you treat her right he will be alright about it.

  11. #11
    DF VIP Member
    Mule's Avatar
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    Default Re: Should i date one of my best mates sisters?

    Quote Originally Posted by SiE View Post
    Have a word with him. As long as you treat her right he will be alright about it.
    Surely in situations like this the mates view of 'treating her right' would be to never dump her? Doesn't seem like a sensible idea to me...

  12. #12
    DF VIP Member
    flanflinger's Avatar
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    Default Re: Should i date one of my best mates sisters?

    3 words "GET HER BUMMED"
    Who were you when you thought you where you was?. Whats a matter for can't you want to?

  13. #13
    DF MaSter Jamlow's Avatar
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    Default Re: Should i date one of my best mates sisters?

    As long as your not taking dirty pictures of her and posting them on here () im sure he wont mind

  14. #14
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    Default Re: Should i date one of my best mates sisters?

    Speaking from experience i'd say don't do it, because when/if it ends badly you might end up falling out with your best mate too, blood is thicker than water.

  15. #15
    DF General DogsBody
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    Default Re: Should i date one of my best mates sisters?

    I took out one of my best mates sisters and it went well did the first date. We chatted and had a crate of beer all night. I took her home and back scuttled her. When her brother found out he became a cunt and the friendship didn`t last long. I married the bitch some years later and had 10 years of fun and happiness, but It went sour when we married and had kids.

    Cant wait for the divorce. My friendship was lost with my mate and i dont really care for both as they are both not worth the effort

    Go for it matey, you have nothing to loose. perhaps a dose if you dont use a wellington

  16. #16
    DF VIP Member Delboy_1976's Avatar
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    Default Re: Should i date one of my best mates sisters?

    Always dodgy ground so tread carefully!

    I haven't got a sister so can't put myself in his shoes but if one of my mate's shagged my brother I wouldn't be too happy about it!!

  17. #17
    DF VIP Member JonEp's Avatar
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    Default Re: Should i date one of my best mates sisters?

    Can't decide with out pictures !!

  18. #18
    DF VIP Member
    B B Leo's Avatar
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    Default Re: Should i date one of my best mates sisters?

    Go for it and take pics
    www.facebook.com/bigbadleo
     Big-Bad-Leo 


  19. #19
    DF VIP Member Wompastompa's Avatar
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    Default Re: Should i date one of my best mates sisters?

    cheers lad know i would get sound advise from you lot (pmsl) fuck it we're only her for a short time may as well have fun

    She got in contact with me earlier going out for some dinner and se what happens but i am going to be very cautious about this one

    CHEERS LADS

  20. #20
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    Default Re: Should i date one of my best mates sisters?

    Quote Originally Posted by Wompastompa View Post
    cheers lad know i would get sound advise from you lot (pmsl) fuck it we're only her for a short time may as well have fun

    She got in contact with me earlier going out for some dinner and se what happens but i am going to be very cautious about this one

    CHEERS LADS
    you up her yet?
    You know he grew up as a little shitspark from the old shitflint and then he turned into a shitbonfire and driven by the winds of his monumental ignorance he turned into a raging shitfirestorm. If I get to be married to Barb I'll have total control of Sunnyvale and then I can unleash the shitnami tidal wave that will engulf Ricky and extinguish his shitflames forever. And with any luck he'll drown in the undershit of that wave. Shitwaves.

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