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What is one of your most embarrassing moments while flirting/dating?

It's not my most embarrassing but top 5. I was walking while checking out this person, and they looked over and we made eye contact, I smiled, and they smiled - slow motion started, and we held that golden trance for a few moments just before I walked right into a street lamp. It made this awful sound and hurt like hell. I was so embarrassed that I didn't even bother to look back, bright red and walking fast as I could away. What is something that happened to you while flirting with/or dating someone that was embarrassing?

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First, I wanted to leave out -while flirting/dating but I couldn't pick Other for an option. Also, the best laugh is when you can laugh at yourself. Happen so long ago. I laugh about it now.
What is one of your most embarrassing moments while flirting/dating?
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