We thought that with Valentine's Day around the corner, it would only make sense to share (some of) our worst dates ever. So romantic, right?? We also have a few stories that our friends shared with us of their awkward (to say the least) experiences in the dating world. Finish it up with a discussion on the topic almost everyone wonders about... Should you wait for a guy to ask you out on a date or do you just throw it all out there, take the bull by the...horns.. and ask them out first?