Overall, this outfit is simple and great. I love the color pairings. The red and gray striped t-shirt looks great with his olive complexion. If he were paler, the red tones would bring out the pinkness in his skin. Jeans are great – length shows the right amount of ankle, slim fit, and perfect looking cuff. Sneakers are nice and clean with shoelaces that aren’t too long and floppy.

My Critique

The T-shirt is too big:
- Shoulder seams are past his natural shoulders.
- Sleeves are too long.
- Baggy through the torso and it looks a little long.

How A T-Shirt Should Fit

Check out my t-shirt fit guide for the proper fit, but briefly, a t-shirt should fit like this:

Shoulder seams should follow your natural shoulders.
Sleeves should just cover your bicep and hug your arm and not flare out.
The body of the shirt should lightly hug your torso and end just past your belt buckle.