The tainted catch

I've got a situation maybe you kids can help me with. I've been master debating myself over a little dilemma I've been going through. I have an opportunity to date a woman that is, from what I can tell, perfect for me. She laughs at my stupid ass puns and gets my peculiar sense of humor. She is intelligent, something I find very important in a partner. She is well travelled and cultured, having lived in England and Japan for some time. That she is absolutely beautiful in physical appearance doesn't hurt. She is thoughtful, kind, compassionate, and surprisingly modest. We share the same lack of desire for children and marriage. So, no worry of being blindsided by a ticking biological clock that would cause a painful, inevitable breakup. And, well, she is crazy about me. What's to debate you ask? She's a pre-op tranny. Jk. She just got out of a relationship with one of my friends. He was staying at my house and she moved in with me as well. He was caught at his prior girlfriend's house by her and they split. Which is something I knew was going on but resisted telling her... A is it normal question in itself. Anyway I've known him for over 10 years and this isn't just some superficial, short term friendship.Though he proved himself to be quite the douche during his stay with me I'm loyal to the people I call friends. Sooooo, I have the problem of my ideal woman asking me to be her man and a nagging conscience that tells me it would be wrong to betray my friendship. For a little icing on the cake I'm in my early thirties and don't seem to be getting any younger, have dated a shit load of women looking for someone like her, and haven't gotten any booty in a few months and my wang is holding me hostage. So, bros before hos or blossoming love you suppose?

Btw I have pretty much made up my mind that I'll leave her alone and hope i don't find myself drowning in a sea of regret. I think my dignity is something I can't compromise on.... Unless somebody says something profound in the comments that I haven't considered.

Leave her alone 8
Take this opportunity 22
Make a quilt in a rocking chair with spectacles on the tip of my nose 4
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Comments ( 32 )
  • N0tTheSun

    I want to fuck Crusades

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    • Hmmm... 10 thumbs in 20 minutes. seems legit.

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  • derpyderp

    Hmm, tough call dude.

    It's rare to find someone you REALLY mesh with & personally if I was you I think I'd struggle to pass that up.
    On the other hand I am also extremely loyal to the friends I have so I understand it's never going to be an easy choice...

    IMO in THIS case your friend fucked up by screwing around on this great girl.
    He only has himself to blame for her moving on with ANYONE. Harsh way to look at it, but...
    You might not find a girl like this again.
    Sometimes you have to look after yourself.

    I suppose when you think about it, either way you are possibly going to lose someone you care about.
    Who would you be more sorry to lose?

    Any chance you can talk to your friend about this without creating bad blood?

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    • Yeah, tough call indeed. As far as not creating bad blood I don't think that's possible. He realized how bad he fucked up by going back to a lying skeezer who cheated on him with some womanizing doctor and desperately wants the new woman back.... But she doesn't want anything to do with him. So, things would definitely not be amicable between us.
      Your response "You might not find a girl like this again" is what's really eating at me. Like I said I've ran through a lot of chicks looking for someone that I'm as compatible with as I am with her. If I let her go I don't know if I could forgive myself. But if I do this to my friend....well, I don't know if I could forgive myself.
      As far as who would I be more sorry to lose. Probably her. But unfortunately it's not just about losing him as a friend. It's about losing myself as well. I have to look in the mirror and not be ashamed of the person I see looking back at me. Someone told me long ago respect is something you get from other people, whereas dignity comes from within. I need to be able to sleep at night, to be able to live my life knowing that I'm not the type to fuck over my friends, to have firm personal morals and values. Ah shit maybe I'm being too philosophical I don't know.

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      • derpyderp

        OK look, you came here for opinions so I'm going to give you mine.
        Go for the girl...
        I know if it was me, I would always be wondering start could have been if I didn't.

        Tell your friend what's going on because it's the decent thing to do & put up with the consequences whatever they may be.
        From the sounds of it he may be pissed at first but if you two really are good friends, maybe he'll get over it one day?
        Maybe he won't...

        I suppose the other thing to think of is, what do you think this friend would do if the roles were reversed?
        Is he a good enough friend that he would give up the girl of his dreams for you?

        This is all only my opinion obviously.
        I've spent a lot of time & energy trying to be a good guy & please people before & all too often it gets thrown back in your face when the shoe's on the other foot.

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        • Jweezee

          Thanks, man. I'll think about that. Good points.

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  • Mytwin295

    Id go for the girl. you might loose your friend but if he is really anything to you, he will forgive you over time. the girl on the other hand, will not. you get one shot with her and if she seems that compatible with you, it will be hard to find another one... just my opinion though

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  • dom180

    I'd go for it. You could always ask for your friend's blessing (a true friend, one who had your best interests, would give it to you), but I don't think you even need to do that.

    What are you valuing so much about this friendship? Nothing you have said makes me think your friend would be worth sacrificing a good relationship for. If the only reason is a completely arbitrary sense of loyalty, then I don't see why you would even consider choosing him.

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  • anti-hero

    I thought this was gonna be about football :(

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    • Sorry to disappoint. We still on for some sexting later?

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      • TareBear20

        XD!!

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      • anti-hero

        Oh you...

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        • No, not now. Save the "ohs." Can we role play like we did last time? You know, I'm a stranded motorist and you offer me a jumpstart. But instead you hook the jumper cables between the battery and my balls. The connection between you and I was electric. Sparks were flying.

          Even though we bust each other's balls I respect your opinion. So what would you do in this situation?

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          • anti-hero

            The only advice I have is follow your gut. Your head, heart and dick are a pack of liars.

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  • Freedom_

    What if the sole reason of your friendship was to meet this girl??? BOOM!

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    • You just blew my mind.

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      • Freedom_

        I know. Profound, isn't it?

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    • derpyderp

      :o

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  • RainbowFlash

    You will always wonder if you never try.

    Not only that, but future partners are going to be measured against her, any failed relationship will trigger thoughts such as "I should have dated her instead" or "She wouldn't have done this".

    Perhaps you should ask yourself what is important.. what is between her legs, or what is between her ears?

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  • handsignals

    I stopped at "pre op tranny". nice troll Bro.

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    • Well, you should have read two letters further to "jk."

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      • handsignals

        Oh right, my mistake. Fuck your friend and go for it. Your friend will get over it and you will have a sweet ride.

        It's better to regret something you did than to regret something you didn't do.

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        • derpyderp

          That last sentence is so fucking true!

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          • handsignals

            Yeah, check it out OP I said something profound like you asked...do I get a prize?

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            • Sure. You get a years subscription to your local newspaper....I'll hand deliver it to your neighbors doorstep every morning.

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  • sexysonofsam

    Fuck her...

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    • I'm surprised you didn't say shoot her and a few other women in parked cars in the Bronx.

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