Over thinking

Okay, I got a date this april...yes april its still far from the calendar but I'm very frustrated on what to wear my fashion sense doesnt come to me naturally I still have doubts if I look good in them or I look plainly odd. Another thing is that I have this huuuggggeee irk when it comes to black clothing cause its easy to wear and most of the time hides my extraness...I'm not obese tho I'm just flabby but not obese!!!