My worst date ever? It's a tie... but one has a happy ending.
First:
When I was in high school, I had been dating this girl for a year or so and my prom was coming up (she was a year younger) and naturally we were planning on going together. Well a month before hand I caught her cheating on me. Pretty spectacular breakup left me miserable... 2 weeks later I'm about to call a close female friend to ask her to step in so I don't waste all the money. Right as I'm about to call her, my ex-girlfriend calls, apologizes and wants to work things out, and wants to go with me still to try again. I (naively) agree and we go.
Well long story short, the moment we arrived she got a really smug look on her face, said I was gullible and thanked me for paying for her night, before walking over and putting her arm around the guy she cheated on me with. I was absolutely crushed, and my friends immediately rushed over to do damage control but the night was pretty much a bust. Worst part was her new date bummed a ride with friends, so she had to come back home with me too. Looooooooong limo ride.
Next date, fast forward a few months, I was going out with that close female friend I should have taken to Prom from the above story. She and I get along great as friends but we're absolutely terrified of dating, but we try anyway. I took her a water park, and she is a very beautiful, but very very self conscious person, and when she changed in to her bathing suit I couldn't stop looking at first. It got very awkward very fast because I'm a moron

and I couldn't keep my eyes off of her. Also, at the park entrance we had a problem because I couldn't find the money I took out of the ATM for our date and we had an embarrassing stint at the ticket counter for 15 minutes. So first thing we do is get in the lazy river, we're floating along having a good time talking and joking and I think this date can be salvaged. The water was very cold, which did help me keep my eyes off her bathing suit

but also, problematic. I have a condition called vasovagal syncope, and my trigger is cold water. When I get in very cold water, my heart rate just plummets and I faint. Normally it's not very sensitive and today had started off really hot so I thought I'd be fine. I guess I was wrong, halfway through our date I ended up in an ambulance going to the ER. Worst part was, I had to leave her behind because she wasn't family, so I called my parents and best friend. My friend picked her up and took her to the hospital and my parents met us there. So very very embarrassing. I thought she'd never want to see me again, this was back in 2006.
Last August we took our first vacation as a couple to WDW and she teased me about the water parks the whole time
