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Embarassing sugar dating stories - let's share

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  • Embarassing sugar dating stories - let's share

    What's your most embarassing story that's happened with you while sugar dating? I think that this would be really fun to just see everyone's stories. I will tell you that I once tripped during a very important charity dinner with my sugar daddy. It was a very elegant night out and I was supposed to be on my best behavior. I had on a gorgeous dress that my sugar daddy got me and he also surprised me by buying me a pair of shoes too. They were totally gorgeous. Dainty gold straps and 4 inches and super expensive too. But they were just a bit too big but I didn't want to say anything in case he thought I was being ungrateful or something but they were so hard to walk in and all night I kept almost tripping. Well while I was walking back from the bathroom and my strap slipped off, my foot went one way and the shoe went the other and I fell flat on my face. It was soooo embarassing! I turned bright red and everyone was being really nice and asking me if I was okay but I just was super embarassed by it.

  • #2
    Oh I think this is fun...hearing about all of these is going to make everyone laugh lol When I was first starting in the sugar bowl I had a date with a POT. He was a lot older than me and a very good looking man. Anyways we were eating dinner which was ravioli and ricotta. I thought the date was going really great since he kept looking at me and smiling and we were having a great conversation too. I was feeling really good about myself and excused myself to go to the bathroom when the waitress stopped me. She said that she was sorry to bother me but that I had spinach in my teeth. Apparently she had wanted to tell me that whole time but didn't want to say anything while my SD was there. I ran to the bathroom to check and there it was. When I got back to the table I was mortified but my SD laughed and said that he didn't want to say anything about it because he didn't want to embarass me. He must have had a good sense of humor about it since we dated for 5 months after that

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    • #3
      I think that the most embarassing story that I have was on a date where I had not noticed that my shirt was see-through. I was wearing a very nice shirt that I had just bought and in the low lighting there was no problems with it. I thought I looked quite cute but when we got to the restaurant. The host was giving me a weird look while he was looking for our reservation and then he went behind and I could see him talking to another guy. The POT and I were both looking at each other confused and then the two men came over. The guy looked at my POT and whispered that I wasn't going to be allowed in because they could see my bra through my shirt. Yeah it turns out that the pink lace bra that I was wearing and my cute top were completely see-through. My POT and I had to go somewhere else since we lost our reservation

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      • Jinni
        Jinni commented
        Editing a comment
        Why is that you didn't realize that your shirt was see-through?

    • #4
      I don't have any embarassing dating stories. I feel like I've always had a fun time dating. If I was wearing a see-through shirt then I'd just own it and walk around like I was the best cause I am

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      • BeeLinda
        BeeLinda commented
        Editing a comment
        And I would start slow clapping, way to go sweetie.

      • JessieJay
        JessieJay commented
        Editing a comment
        Looks like you're the type who can get away with anything so that's just fine, I guess

      • Biggie
        Biggie commented
        Editing a comment
        Are you seeing anyone at the moment?

    • #5
      That's very lucky

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      • LowLa
        LowLa commented
        Editing a comment
        I think you can also pull of that kinda of thing since you got the body for it

    • #6
      I think that it's time to share with everyone what happened on my first sugar date. I'm hoping that this will teach other sugar babies not to do what I did and just to be themselves but it might also just be a funny story. I wanted to impress a sugar daddy and I was told by one of my friends who wasn't a sugar baby that I should buy a whole new wardrobe. At the time I was pretty broke but she told me that I could just buy everything and then return it in a few days. She said that I just needed to be sure that I didn't get it dirty or sweat on it and leave the tags on. I thought that sounded like a good idea so I bought this beautiful cream dress. Don't ask me why I picked the color that's the easiest to get dirty but I did. I also spent $5000 on it and maxed out my credit card. Anyways, the night of the date I put some sweat pads in the arms so that it wouldnt' get dirty and then just told myself not to drink or eat anything that would make a stain. The problem was that my sugar daddy ordered my meal for me and it was lasagna. He also ordered the wine which was red. I was so so careful with everything the whole night and then as I was getting up to go to the bathroom I noticed that there was a tiny red dot on the dress. I frantically tried to clean it but I had to take off the dress to do it. I went to the stall to do it so I wouldn't be flashing anyone who came in. So there I am standing around in my underwear and heels trying to clean my dress when the stall door opens. It turns out that I forgot to lock it. Also that bathroom was unisex. I put the dress back on with a big water stain and went back to my table. Luckily he didn't say anything but when I got home I realized that the dress had even more wine splatters on it so I never was able to return it

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      • IzzySteezy
        IzzySteezy commented
        Editing a comment
        Thanks for sharing your mishap. Will try my best and not be clumsy and wear dark colored clothes

      • IzzySteezy
        IzzySteezy commented
        Editing a comment
        Oh damn, can't help reading this with a straight face, all cringed up,

      • SugahBaby
        SugahBaby commented
        Editing a comment
        I think you should have tried to reimburse the cost of the dress to your daddy

    • #7
      We were supposed to attend a business party of his, It was snowing, icy and miserable and then his car battery died. We sat there for and hour while waiting for AAA to come, His co-workers came to the rescue, they just knew I was a sugar baby, it was silent throughout the way home,

      Comment


      • LZA
        LZA commented
        Editing a comment
        yep, didnt even think twice

      • GoGo
        GoGo commented
        Editing a comment
        He might still remember you because of it

      • LZA
        LZA commented
        Editing a comment
        I think that's not the only reason why he would still remember me
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