Bring a complete change of clothes down to uderwear and socks. Roll the clothes for transit. Having a shower at your disposal is awesome. For commuting the only item that really matters for comfort for me is some boxer briefs that are somewhat athletic. Regular boxers bunch and are no fun to ride in. Don't worry about how you look yet, just wear something comfortable. I have a couple subtle looking, not very tight jerseys (Twin Six, Swobo) that I wear now because jersey pockets and a front zipper are super useful but used to just wear cotton t-shirts.