Awkward Family Story: Mommie Dearest

August 4th, 2009

My first time having dinner with my boyfriend’s family, I sat between him and his somehwat tomboyish sister. My boyfriend’s mother immediately struck up small talk, which ended rather abruptly when she said “I’m so glad you are dating [boyfriend’s name], I’ve always wanted a daughter.” My boyfriend’s sister didn’t say anything. Awkward.

(submitted by Kirsten)

41 Responses to “Awkward Family Story: Mommie Dearest”

  1. charlotte says:

    …ol she got pwned


  2. jeanne says:

    My grandmother was a housekeeper for a couple of parish priests, and she used to say she had more fun with her two priests she considered sons than her own daughters. She said this once in front of my mom. I told her you DON’T say that to your daughter, and she said “but I did!! [have more fun]” Ugh.

  3. Mike says:

    In baseball, when a pitcher throws the ball, it is not a ball or a strike until the umpire calls it one or the other. I would say ‘dear old mom’ was just calling it like she sees it!

  4. Gee says:

    That *is* awkward. On many levels.

  5. rifraf66 says:

    That sounds like a Family Guy moment to me

  6. Bonnie says:

    “And a blonde – what fun!”

    Seriously, no Arrested Development fans got here before me?

  7. Anne says:

    Very nasty thing to say.

  8. duck says:

    My mother didn’t say that, but what with two boys and no girls, she certainly wanted a daughter! Oh, the woes we might have averted had we but known ahead of time! Daughter-in-law to be, if it is to be, needs to be clear and assertive about her relationship to MIL to MIL and not put the husband in the middle.

  9. AllAboutDave says:

    Maybe its because she brought a regulation size casserole dish. With a lid.

  10. devans00 says:

    Run Kirsten run!

    Run quickly.

  11. that guy says:

    I think its more awkward that his mom was talking about marriage on the first time meeting her.

  12. doggiekittymama says:

    Good look developing a friendship with that girl. Hope these people will not be your future inlaws.

  13. Joe says:

    HHeeeyyyy! Can someone please pass the potatoes?!?

  14. FavaBean says:

    Now THERE’s a mother-in-law to look forward to.

  15. Ali A says:

    That’s not awkward, that’s just rude and disgusting. I hate people like that.

  16. P. Griffin says:

    Its like that time Stewie and I were on a huntin trip…..

  17. Rachel says:

    Buuuuuuurn. That had to have sucked for her real daughter. AWKWARD.

  18. Alekx says:

    Aww…that’s kind of sad…
    Very awkward, indeed.

  19. Some chick says:

    By a funny coincidence, I overheard a couple of neighborhood kids playing outside, and the middle sister was all upset that someone had called her a “tomboy”. I started wondering if that word even means anything anymore. Isn’t it a word from a very, very different age, when little girls were expected to wear little sundresses and hav tea parties and, like, never ever get their knees dirty?

  20. Ingrid says:


  21. yzh says:

    How sad.

  22. Jennifer says:

    Noooooooooooo. Wow, that’s awkward for sure!

  23. Bryna says:

    I don’t know what’s better, the awkward photos or your awkward stories?!?!?! WOW!

  24. Cindy says:

    Ouch. My Gawd.

  25. Tim says:

    …as long as she didn’t say “granddaughter”…now, THAT’s awkward!

    • Eric says:

      Try being a 6’2″ male, who’s Grandmother forced to learn to crochet (because as stated in front of the entire family “your the only grand-daughter I have”). Now I can out sew the old biddy lmao.

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