Please dress my DH

[hilwithonelary]

He's asking me for help and I have no idea about men's fashions.

We are headed to his 10 year college reunion in two weeks. He needs stuff for

Dinner with friends (think nicer casual)
School's open house (daytime casual)
Cocktail party

His current wardrobe is very small. He wears a uniform to work and has never really cared much about what he wears. He has a few loose fit jeans and some cargo shorts, a handful of polos and striped t shirts. He has three pairs of shoes outside of his uniform shoes - athletic shoes, brown flip flops, and some nearly worn out brown leather slip on shoes.

What stores would you recommend? What about jeans? Can he wear a more modern slimmer cut even though he's a little heavier than he would like right now? What style of shoe would carry him through all the casual events? 

Please help.

[namasteak]

MH pretty much lives in flat front khaki shorts or dark denim jeans and polo shirts.

[hbomdiggity]

H would wear:
Jeans and button down shirt.

Shorts (quicksilver or the like) and tshirt

Most likely jeans, tshirt and blazer. If it is truly a fancy place, I may get him in a suit but he was resist the tie. We live in SoCal so we are admittedly more casual here

[bugandbibs]

Look at Lands End. They make great classic pieces that last a long time. MH also wears a uniform to work, and I like being able to buy timeless outfits so we don't waste money.

Ditto a pair of Sperrys for shoes. Again classic and timeless.