Ok, i'm going to make an early prediction. Once we're done with the date flashback, we're going to see the wrap up with Clinton talking to Claire, and or Marten, and it's goi8ng to be pointed out how well the date actually went, and that Clinton was just too busy worrying to enjoy it.
Clare tells him how the hair cut really works for him, Martin explains that a tattoo should be a reflection of the person getting it, and that he made the perfect choice. Clinton gets home, and tells his room mate about how things went, which earns the reply "Dude, that actually sounds kind of awesome except for the puke part... wait, did you say Emily, as in Emily Azuma? She's totally hot! getting puked on was so worth it. I sir, am impressed!"
Of course all of this is based on my own thoughts on Clinton, which is after getting his hand blown off playing with fireworks, he retreated into a comfort zone where he takes no risks. Emily is dragging him out of that comfort zone (not kicking and screaming, but dragging none the less) and it's only going to be after he's had time to soundboard, process, and look back on the events, that he realizes that he actually did have a good time.