Here are mine that I just posted recently (what sparked this post).

Halloween: I was dressed as Daryl from The Walking Dead, and this super cute chick approached me and goes "Who are you suppose to be?", I reply "Daryl." She couldn't really hear me I guess because she said "Ohh, Arrow, that's cool, you're hot" and then I replied "no, DARYL." she just kind of walked away and I felt like a fucking tool.

New Years: Same location as Halloween, different girl. Some chick had approached me in the beginning of the night but I was not interested, so I told her I had a girlfriend. Later in the night this absolutely Natalie Dormer looking chick comes up in a sky blue dress and just goes "hey, you're sexy, but I heard you have a girlfriend..." and instead of bullshitting I just go "Yeah...I do.." and she's like "well hug and high five for you being loyal" and then she locked her fingers in mine and aewrhjaewjpkrhaewr. Next time I go to that location to party I'm just going to say yes to whatever the fuck comes up.

TV Set: I was on set with this one actress and we were shooting a scene in a civil-war era bar. I was a soldier and we had a "bar wench" go around and offer us drinks. She had this awesome corset on that made her tits pop and after a take I was talking to the director - she approaches us and goes "man this shirt makes my tits look great, all these guys in here I wish someone would say something" So shortly after I said "Walk by me in this next scene I'll make your wish come true." Followed by awkward silence and a "Alright reset to one!" I'm sure you can probably see the embarrassment in that shot lmao