What’s The Most Embarrassing Thing You’ve Done On A First Date?

What’s The Most Embarrassing Thing You’ve Done On A First Date?

First dates are always a little awkward, but the start of any relationship usually has its fair share of embarrassing moments. What’s the most embarrassing thing you’ve done on a first date?

Dates in general are a prime spot for embarrassing things to happen. You’re meeting someone new, trying to impress them, and trying not to make a fool of yourself. Whether it’s a first date or the 10th date, embarrassing yourself is easy.

So, we want to know, what’s the most embarrassing thing you’ve done on a first date (or at the start of any relationship)?

Picture: Paul Hudson


  • I could write a book, I was quiet… prolific when I was younger. Most are too adult to post online. Names are my great weakness, forgetting the correct names and/or using the wrong one.

    Embarrassing slip ups can have a silver lining, if it’s the other person- you can see how uptight they are/whether they can laugh at themselves. And if it was you, then you can see how judgemental or supportive they are.

  • Yeah.. I brought a sandwich my mum made me to my first date :p (Even worse I was 18) Luckily my date saw past that and after 2 years we’re still going strong 🙂

  • Not from my end, but just a couple of weeks ago the girl in question happened to tell me that she had had a threesome the night before. I’m not sure if this was supposed to turn me on or something, but I felt very awkward about it.

  • Being ejected from a cinema for getting intimate and i quote ‘offending’ other patrons.
    Technically first date, but we’d hooked up a few times before at parties.

  • Not from my end, but…

    We went and saw Juno, he reached over and held my hand, all was fine, but then he BOLTED from the cinema with a mumbled goodbye. That night, he texts me and tells me that he got a bit overexcited by holding my hand and accidentally released…hence his speedy exit.

    Unsurprisingly, I haven’t heard from him since.

  • The only super embarrassing thing (that I’ll share) that I had happen early in a relationship was where me and my then girlfriend were sitting cosy together on a sofa in her parent’s house and I moved in for a little kiss, putting my hand up to romantically cup her head. So smooth.

    Except at that moment she heard the key in the lock and turned her head so suddenly I ended up fish-hooking her mouth and almost getting my nose bust on the side of her head from the resultant calamitous mishmash of motion.

    All was well that ended well (ahem) but for just that moment I wanted the world to swallow me up.

  • I genuinely forgot my wallet on a first date…we went to an expensive tapas place and we went through $150 worth of wine and another $100 worth of food when I realized I had left it on my kitchen counter.

    She had to pay for the whole thing haha whoops!

  • We went to a late night showing of a movie at a shopping centre outside of town and only got back to the car at around 00h45. I had forgotten to switch the headlights off so we had to push-start “The Submarine” – a W123 series Mercedes 230E that weighed 1.8 tonnes unladen. This was in the days when only the priviliged few had cellphones (and that didn’t include us) and the nearest civilization was at least a 2km walk. She couldn’t get the hang of it so after a few tries we switched places. Yes, I made my date push start my car at 1AM in the morning. If only that was the end of it… She leant forward to push and as the car started with a jerky motion, she slipped and banged her head on the boot, requiring me to rush her to the emergency ward for 12 stitches. She ditched me when the car wouldn’t start at the hospital because, surprise surprise I forgot to switch the headlights off again.

  • Went on a date and had some food, drove down to the beach for a bit and made out, it was quite a nice date…up until I got up, walked away, and realised I couldn’t find my keys. I had lost them in the sand. Searched for about half an hour panicking and SOMEHOW traced back to where I was (looked for bum prints in the sand) and found them. She seemed fine, but we never caught up again after that. I think she had a boyfriend at the time anyway, hmm.

    Saw her working at a bar about a year later and she got me a free drink, so it couldn’t have ended too badly.

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