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  • Dating The Sitter

    Most of us might have tried baby/child sitting or been baby sat at least once before. So I'm wondering if any of actually dated your baby/child sitter or the baby/child that you sat. Like your babysitter was just a couple of years older than you and once you're old enough to date, you ended up dating him or her.

  • #2
    Does being the prom date of a guy that you've babysat before count? Because I became a prom date of one of the kids that I babysat before.

    Comment


    • TroveLove
      TroveLove commented
      Editing a comment
      A young man chose you to be his date? What ever happened to his classmates? Oh, wait, are outsiders even allowed on those kinds of dates in the school?

    • inertia
      inertia commented
      Editing a comment
      TroveLove Yeah outsiders are welcome and I am not that old for your information during our prom date.

    • Cupcakeri
      Cupcakeri commented
      Editing a comment
      That's odd inertia, It's a little bit awkward if you've done a prom date to the person you sat on.

  • #3
    I had a baby sitter, but not really a real baby sitter. And no, I could not date that person as it would be a taboo. How could I date my own brother? LOL.

    Comment


    • CupcakeComments
      CupcakeComments commented
      Editing a comment
      Annalyn I was thinking that you are in favor of incest lol.

    • Danica505
      Danica505 commented
      Editing a comment
      I am not fond of dating a family member. I do not call it a date. It is a family affair so it must be called as a sibling's bonding.

    • VanVan01
      VanVan01 commented
      Editing a comment
      Aglowwo there is nothing wrong with dating with siblings! you are so closed minded.

  • #4
    Not really a date, but it was just a dinner. I was the one who took care of him as he was our neighbor. I was paid to watch over him for few hours while his parents were away. Anyway, it was not a romantic date, but a friendly date.

    Comment


    • AudreyA
      AudreyA commented
      Editing a comment
      It's okay if it's not romantic as long as you guys are friends, right? How I wish I'll experience that kind of date. btw, how old is he?

    • Airbind
      Airbind commented
      Editing a comment
      AudreyA we're kind of close but not really, can't really explain it. bubblebutt6969 it was supposed to be just a dinner but we had so mch talked about things and life

    • AudreyA
      AudreyA commented
      Editing a comment
      Sounds like you had a feeling towards that person. Airbind

  • #5
    When I was young, I had a nanny. She came from another country. I do not know where she is now as I am already old. Maybe, she could still be here, or she could have returned in her home country.

    Comment


    • CuddlyPac
      CuddlyPac commented
      Editing a comment
      Good for missing your nanny but this does relate to the question much on dating your sitter.

    • Stoneyption
      Stoneyption commented
      Editing a comment
      Girl it was about dating your baby sitter not missing your nanny.

    • playagame
      playagame commented
      Editing a comment
      CuddlyPac Would you date a sitter who is also female and 30 years older than you are?

  • #6
    Most women in our place are picky, so we do not date our baby sitters. Also, male baby sitters are rare.

    Comment


    • badbadboys
      badbadboys commented
      Editing a comment
      Indeed, if you're a woman its the other way around and it would be you dating your'e baby that you sat.

    • Live2Hunt
      Live2Hunt commented
      Editing a comment
      Guess you never had a babysitter that was a guy when you were growing up.

    • Yuki23
      Yuki23 commented
      Editing a comment
      Live2Hunt Nope. I have never encountered a male baby sitter as all of them were women.

  • #7
    I actually tried to go out with guy who used to babysit me when he came back to our place after graduating.

    Comment


    • MasQue
      MasQue commented
      Editing a comment
      Why did he come back to your place? Is it that he knew you graduated already and came back for you?

    • Marphy
      Marphy commented
      Editing a comment
      MasQue That might be the case, I think this girl ask the babysitter to come back to her after she graduates.

    • Kristen23
      Kristen23 commented
      Editing a comment
      You dated that guy? How many times have you guys had dates in a week?

  • #8
    I've actually tried to date him because he got really hot when the he went back to our home town over the holidays.

    Comment


    • PieFlavor
      PieFlavor commented
      Editing a comment
      Did you have a crush on him before that's why you've thought of going out with him when he looked hot?

    • rockmybedpls
      rockmybedpls commented
      Editing a comment
      Well, did you manage to date him or accept your offer? I bet he thinks its wrong.

    • BeautifulCupful
      BeautifulCupful commented
      Editing a comment
      How did it go? I don't know babysitters can be hot too. Most of them are not lol.

  • #9
    Imagine you're babysitter when you're just a child sitting on his lap and carrying you and then suddenly after many years have past you're still sitting on him but this time its different, you giving him a lap dance and him carrying you while having sex.

    Comment


    • BabyUni
      BabyUni commented
      Editing a comment
      Such wild imagination lol! That might actually happen between the baby sitter and the baby he or she sat on.

    • merrygoround
      merrygoround commented
      Editing a comment
      What visuals lol. If you really got a very hot babysitter back then I think you would make out with him.

    • XtineA
      XtineA commented
      Editing a comment
      Talking about turn of events lol. It's kinda wrong just thinking about it lol.

  • #10
    This is actually rare and if this ever happen to me it would only be a friendly date discussing what we are up to now and how was it when he was babysitting me. Those kinds of things and I will not involve myself romantically.

    Comment


    • halfSlut23
      halfSlut23 commented
      Editing a comment
      What are you going to do if he tries to hit on you? Are you going to hookup with him or not?

    • Lilliah
      Lilliah commented
      Editing a comment
      halfSlut23 I think she will not be hookup by the guy, she refuses to be involved but she didn't mention about it sexually.

    • LovelyAlive
      LovelyAlive commented
      Editing a comment
      halfSlut23 Have you considered the age gap? Well, if a woman has no care being hit by an old man, then there should not be any problem.

  • #11
    My baby sitter before was an old man who is often angry with me. I haven't experienced dating any baby sitter of fine because my mom chooses old baby sitters.

    Comment


    • Rilene90
      Rilene90 commented
      Editing a comment
      I don't blame you and he will only see you as his child even when you grow up.

    • Carlosa34
      Carlosa34 commented
      Editing a comment
      I think they're the most reliable babysitters and your mom completely trusts them.

    • fucklove
      fucklove commented
      Editing a comment
      BuiltToLast Yeah I tried to tell her and my mom talk about it with my babysitter then he becomes nice ofc he didn't want to get fired.

  • #12
    I baby a school girl before, and her uncle asked me on a date, and dated his uncle cuz he is fucki'n hot.
    Last edited by jennica12; 03-16-2021, 04:21 AM.

    Comment


    • iwantFWB
      iwantFWB commented
      Editing a comment
      Did you guys make out? or you just have a date?

    • jennica12
      jennica12 commented
      Editing a comment
      iwantFWB Of course we make out, but we do it secretly, I don't want his whole family would know it.

    • iwantFWB
      iwantFWB commented
      Editing a comment
      Did he not even court you? I wonder what the reaction of his family will be if they find out. jennica12

  • #13
    The kid that I was babysitting with is too young for me, like a 20 yrs old gap.

    Comment


    • #14
      I don't date with a baby/child sitting or the baby sitting. I am not into that.

      Comment

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