New Jack City: Tempting ‘Carla’ Dating Dilemma Divined

As promised here’s the conclusion to my Carla dating adventure…

And while it may not be very exciting or juicy, the curtain has come down on the short lived summer fling.

To recap, an acquaintance tried to fix me up with a dental hygienist earlier this summer.
‘Carla’ (not her real name) had fallen on hard times. Her hours  had been cut at the dental office and she was still supporting her kid.

So to supplement her now meager income she apparently was “seeing a few male friends.”
Translation, a date for dinner and then maybe a special later date which would include a gratuity—making those friends, including possibly me, into sugar daddies.

Well, I did set up a date for drinks with Carla which led to dinner.

And we seemed to hit it off. Matter of fact we talked several times on the phone after that and even had a second date. Carla then suggested that an after date wasn’t necessary and that we could just stay friends the regular way—no commercial strings attached.
What would I do?

As tempting as everything sounded and seemed to come together I decided against continuing my possible relationship with the pretty Carla.

Not that I’m criticizing her extra curricular dating practices, but regular dates with Carla would’ve made what had come naturally seem a little awkward.

Say we were spending intimate time together, should I then leave a tip after the encounter? And should that amount equal her expected commercial date gratuity?

Nope, I just couldn’t deal with it.

Any dates with Carla would always have that “what if” factor popping up in the back of my mind.

Did I do the right thing? Will I be kicking myself on the fast approaching cold nights?

Who knows, but that Carla adventure probably would’ve been too much to handle for this guy.

So Carla, it’s been great. Have a good life and I hope it all works out for you.

Tempting proposal solved.

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14 Responses to New Jack City: Tempting ‘Carla’ Dating Dilemma Divined

  1. gene says:

    You should’ve kept the door open since she was willing to straight date even without the expensive desert. She gave you options and you blew it. Sorry bad choice of words.

  2. Super Dave says:

    Smart move Jack.

    I knew you had style.

  3. Rick Nichols says:

    Jack 1, Carla’s Cherry Pie 0

    Well, score one for Jack –
    He’s concluded this whole affair wasn’t likely to work.
    But should she come back,
    Would he still be able to just say “No” to dessert?

  4. the dude says:

    Wah Wah Wahhhhhhhhhhhhhh.

  5. Craig Glazer says:

    Well Jack, these things are always up to YOU. I feel as time goes on and life gets shorter its just a matter of adding to the adventure list or not…as far as her feelings, well she now does this for a living kinda, or if it ‘ain’t you’ its someone else…you are not the good guy or the bad guy…I think its just do you want to have sex or not…look at the money this’s probably cheaper than a dinner, movie and drinks.

    However like the comments I read above its not the world you live in, nor do they….maybe when you were younger…sounds like you had some fun though and if that happens hey you won. If the urge hits you, call her, its not a crime and she is not your special gal, she’s just a pretty girl in need, if she didn’t like you she wouldn’t do it. Don’t sell yourself short.

    Either way, fun story.

    • the dude says:

      Yeah Jackie Boy,
      For some single guys that just want a rub and tug and not a serious relationship it looks like you happened on a potential gold pile. A fairly clean D&D free, attractive gal that just does it on the side is what some dudes will gladly pay good money for. I know when I was single I would have jumped at the opportunity for a little of that action. There really is a stigma in this country about the oldest profession, we really are a seriously sexually repressed country, and that is pretty sad. 🙁

      To each his own though.

    • jack p. says:

      You make some good points here my friend. Dinner, movie and drinks certainly can add up fast—and are probably beyond Carla’s ‘fare.’
      And as you suggest (…if the urge hits me…) I DO have her number.
      Hope all’s well with you.

  6. harley says:

    glaze took the tease on the over/under on this deal….

    glaze bet the “tease” would get you “under” the sheets and “over” “the hump”
    with her “spread” at 6 inches..
    oh well…you win some…lose some.
    But be sure to email her name to mikey. He’s been lonely on friday nights
    and a good “shtup” (hebrew for ______) might do him some good and get him off
    kcc at midnite on fridays!

    • Craig Glazer says:

      Now that was funny.

    • mike says:

      Harley, I’m not on here every friday night. I was on here one friday night after working late and hitting the gym on the way home. By the way, you were on here at 6 a.m. saturday morning. You must not have had too exciting of a friday evening either to be up that early the next day. By the way, it is spelled midnight, not midnite. Someone who went to college should know that!

      • harley says:

        mikey…friday night? maybe you should call jackie and get
        the name of carla…she’s probably cheap and will
        sleep with anyone (including you!)…hahahahaha
        have a great day

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