Lol, I'm really not. It's just how she really does dress. Her clothing shows off her body a bit...but it's not over the top, or super provocative. Plus, we live somewhere hot. She's super modest compared to some other girls I've seen, with shorts that barely contain their ass. Her shorts go all the way to the thighs, at least.

But either ways, onto what actually matters...I basically have one of everything in my wardrobe. I have regular t-shirts, I have polo shirts, I have button downs, I have suits, I have hoodies, etc. For the bottoms, I have jeans, knee length shorts, above the knee shorts, khaki pants, gray pants, brown pants, black pants, etc.

Overall, from the answers I've gotten, this is what I should do...if I'm going to a fancy 5 star restaurant, wear the suit...but if I'm going somewhere more casual, dress nice, but just wear some normal street clothes.

Yeah, I guess I'd avoid shorts on dates, too. Bare leg for men is not exactly professional, unless we're going somewhere hot, or going to work out and run together, to the beach, etc. For restaurants shorts aren't an absolute necessity.