So how can I do this without being creepy

[Hax]

I agree with Secura here. Very cute.

[Strike For The South]

#winning

Yay the 20 of us have a date

WHAT ARE YOU GOING TO WEAR

[Moros]

It's not what you wear that matters, it's how quickly you can take it off.

[Hax]

Which is related to how quickly you can get it on.

[Centurion1]

Speed isn't always good though.

Congratulations though!

[Tuuvi]

#winning

Yay the 20 of us have a date

WHAT ARE YOU GOING TO WEAR

Oh idk probably my favorite Legend of Zelda t-shirt and my lucky pair of cargo shorts.

And BTW, does anyone know how long Proactive takes before it starts working? We're supposed to be hanging out on Monday.

[Centurion1]

.......... longer than that.

[Subotan]

Oh idk probably my favorite Legend of Zelda t-shirt and my lucky pair of cargo shorts.

SWEET MERCIFUL JESUS ARRRRGH WHY

WHY ARE YOU DRESSING AS IF YOU'RE GOING TO A LAN PARTY. JUST WHY

Some staple items;

• Dark jeans - plain dark colour, no fading, wash-outs or anything else. [STRAIGHT FIT]
• Dress shirt - solid stripes are safe and look good on pretty much everyone
• Shoes - get a nice pair of black dress shoes [SHOES MAKE THE OUTFIT; THE OUTFIT MAKES THE MAN]
• T-shirt - go plain solid colour, it makes you look more sophisticated without being over dressed
• Sports jacket - for dressing up a t-shirt

Styling ideas;

• Jeans + plain white t-shirt + sports jacket + black dress shoes (your converse shoes will probably look cool with this and dress it down a bit if you want)
• Jeans + dress shirt (sleeves folded up to elbow) + black dress shoes
• Jeans + plain t-shirt + casual shoes

My old college staple was cargo shorts but I feel like that style has kind of run it's coarse.

Hate to break it to you, but it was never in style.
As far as shorts go, get a few pairs of chinos (J Crew, Calvin Klein sell some good quality ones that do not break the bank).Exhibit A

Since the t shirt seems to be the focal point of your outfit, I'd go for some more neutral colors like khaki, tan, grey or navy, and stay away from the bright salmon and yellows/blues. They will feel much lighter than the cargo shorts you are used to and are great for hot weather, speaking from experience in Southern California.

http://www.reddit.com/r/malefashiona...aphic_tshirts/

IF YOU ARE ABSOLUTELY DYING TO WEAR SHORTS:

http://www.primermagazine.com/2011/s...to-mens-shorts

[Moros]

Which is related to how quickly you can get it on.

Well I wouldn't know how to put on a bra but er...