Definitely can't top ManDown's absolute
MESS but I had a date with this guy who was pretty my the first guy ever really interested in me and I was 16 and so excited about it. Anyway we went to see a movie and it was that god-awfully depressing film
Changeling and it was so disturbing and haunting and we were holding hands in the movie but we were both so traumatised that we just stopped and then afterwards we walked home and he wanted to hook up but I was a frigid bitch so said I was "saving my first kiss" (I'm demented!) and he was like um okay

and then we never really went out again but a couple of weeks later we both wound up with a job at the same store and it was awkward. We didn't have one brief fling (including a mid-shift, bathroom hook up

) a few months later but yeah it fizzled and we were left with awkwardness at work and knowing glances.