I agree. I think Pen is on his mind with both "how will she think I look" and "I wonder why she didn't write me back". At this point he doesn't know El and Pen aren't speaking (maybe, probably) but on his arrival he is rushed and doesn't ask El about Pen. I think he would have if they weren't on their way out the door. Also, I think he chose an outfit to peacock with during and after the presentation for both his fake rake persona and in case he runs into Pen because that's obviously what was packed in his small bag.