I know my worst one! When I was about 20, I went on a 'blind date' with some fella I had been chatting to on one of those 'phone dating lines'. He sounded great on the phone.
I went and met him in the city & we went for a coffee, and OMG he was butt ugly! I ended up leaving about 1 hour later, saying my flatmate was having her brother over for dinner, and she wanted me there. (The brother is now my DH!).
There was another bad one too. I met some fella at a bar & gave him my phone number & he took me on a date to the movies a week later. He was a weirdo! Nothing bad happened on the date, I just didn't want to be there with him. I ended up telling him, I wasn't interested & he kept calling me, he even sent me some flowers & a Teddy bear, and two tickets to go and see Powderfinger. He tracked down my work place. I ended up taking a friend to Powderfinger + some of my 'big muscly' friends, coz yep you guessed it, he was there!!!
I don't really have a best one.
I don't think I've really been on a proper 'romantic' date. 
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Timothy 9, Jacinta 4, Michaela IS 2!