"Then he asked to come back to my place like nothing out of the ordinary happened. He was in his early 30s. Sigh."
Astounded dater coffeeshake wrote: "I had a guy who asked how easily I conceived and if I could still have children on the first date. I'm 32 and have a daughter from my first marriage."
Reddit xisha47x said: "He told me that he belongs to a swingers sex club that met once a month. He even showed me his membership card."
Many awkward first date moments revolved around lengthy discussions of former flames.
Poster clean__underwear said: "He was talking about his divorce. Talking about his divorce for literally 20-30 minutes without asking me a thing about myself, or even trying to fake a bit of 'but enough about that, tell me about yourself' interest."
Lilpin13 added: "I had a date where I had to console a guy about his separation/divorce for nearly two hours.
"He started crying like a broken man and I couldn't find it in me to abandon him there. Poor guy."
SantagetoutClause wrote: "I went on a date a few weeks ago and he gave me a ride home, but took me on a detour to show me his exes house.
"Pleased to say that was the only date he got from me."
Other embarrassing episodes took place when their daters shared a little bit too much of themselves.
Zazilium said: "I had a girl once tell me on the first date that she was allergic to latex so we couldn't use regular rubbers."
12thStreetAndVine said: "Had a guy ask if I was on birth control. A bit presumptuous."
Jazmalinda added: "Ask if he can call me his girlfriend before we've even met, when exchanging pics send one of him with a bloody head injury, after a terrible first date present me with a necklace engraved with lyrics from some emo metal band about how I'll be his until death."