I got 99 problems – and they’re all entirely of my own making

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We’ve come to this question from Mo a little late, since the critical deadline was the end of September. Sorry, Mo! Though you do seem to be ‘suffering’ from a ‘problem’ that many of our listeners would love to have:

Around February I meet a girl who is 37 and I told her that I am 27, despite her saying I am too young for her I managed to lure her into sleeping with me, the first problem is I am actually 23. Should I come clean? If yes, why ruin a good thing? (The sex is good, we are both quite adventurous.)

The second and maybe the main problem is why I am not breaking up with her or cheating? It is not like I love her (we did clear this matter between us that we cannot love each other even with artificial 10 years age difference!!). Even now that she has gone abroad for 3 months I still am not cheating on her although I had the chance to go out with girls my age!!

I cannot break up with her now cause she is not coming back till the end of September (I hate breaking up on SMS or Skype etc) and once she is back I wanna have sex with her for a couple of months before I do anything, but by then it is Christmas and who wants to break up in new year? So suddenly it will be a year I have been with this girl that I still do not call my girlfriend!!

I should say I do treat her nicely and with respect and I try to be a gentleman and not a jerk!!

Help me with my dilemma please!!!

By now, I presume she has returned, and you have embarked upon the beginning of your two-month sex adventure, which means you probably have not done what you should have done before and broken up with her. Why do I think so? Because if you have to ask why you’re not breaking up with someone or cheating on them, you’re really too silly to be in a relationship. Sorry, ‘relationship’.

(Also, she’s not a girl. And not in a Britney ‘Not a girl, not yet a woman’ way – she’s 37. SHE’S NOT A GIRL. At least one of the two of you is going to have to get used to this.)

However, you do keep making feeble excuses for why you have not broken up with her. Where does it end? ‘I can’t break up with her at New Year, but then it’s Valentine’s Day in February so I can’t break up with her before that, and if I break up with her right after Valentine’s Day everyone will think I’m a heartless bastard, but then it’s Easter and I want the egg she’s bound to buy me, then in May it’s World No-Tobacco Day and it’d be too stressful to break up without nicotine, then it’s the summer so I’ll probably want to have sex with her a lot, then it’s her birthday, then it’s Halloween and I want us to go as Bonnie and Clyde together, then it’s Armistice Day which is solemn enough, then Christmas, then New Year again, then I’m 80 and she’s 94 and I can’t tell her I want to break up with her because the shock might kill her and she still doesn’t know that I lied about my age.’

I’m rather expecting her to dump you because you’re not decisive enough.

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3 Responses to “I got 99 problems – and they’re all entirely of my own making”

  1. Ash Says:

    Offtopic, but to hell with that not a girl business. I’m 33 and definitely still a girl. I expect to be a girl when I’m 90. Maybe this woman isn’t, but it’s a state of mind more than an age thing, I’d say.

  2. Darcy Says:

    It’s just the path of least resistance. Easy sex, with no effort and no risk. Maybe you’ll regret not sleeping with the hot young things in 20 years, or maybe you would instead regret sleeping with the inexperienced awkward young things in 20 years. So enjoy yourself whichever way you go, and just learn how not to fall into the trap of regret. How you feel is entirely your own choice.

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