How to dress "sharp" as an overweight guy?

Would genuinely appreciate some help. In need of some more "sharp" looking business casual clothing.

Long story short, gained a lot of weight over the last two years. No one to blame other than myself. I'm working on slimming down. 5'11" 260lbs

Finding sharp looking clothes as an overweight guy is tough. I genuinely hate shopping as it just makes me feel horrible. 

I am not trying to look flashy, stylish, or anything like that. I just don't want to look like a slob. To those that have been, or are currently in the same situation as I am, any suggestions? Brands, styles, etc? I will take any help I can get. 

Comments (7)

Oct 13, 2022 - 4:21pm
bananachimpbanana, what's your opinion? Comment below:

I gained a lot of weight this last year too, pants were an issue for me but the LuLu Lemon ABC pants are awesome. Best thing is to cut though, good luck brother

Most Helpful
Oct 13, 2022 - 7:09pm
Mumbles, what's your opinion? Comment below:

If you can do so financially, I'd look into tailored work shirts from places like Proper Cloth or some other brand. I recommend this because weight gain usually accumulates in certain areas - not evenly. If you tailor your clothes, the fit will look better. For pants, I'd go with a slimmer fit if your lower body permits according to your size or sizing up. The purpose is to avoid buying these 3XL shirts only because your stomach sticks out more than the rest of your body. Then your clothes end up looking oversized and saggy, but I'm confident you can work around it, just can't be off the rack clothing.

Hope this helps brother. 

  • 3
Oct 15, 2022 - 4:58pm
GoingToBeAnMD, what's your opinion? Comment below:

Two things:

1 - All the major brands (RL, Brooks Brothers, etc) have big & tall sizes. Start by buying quality stuff from these makers

2 - Try to wear solid colors for both tops and bottoms. A light shirt with dark pants (or vice versa) accentuates weight. But a solid color - any solid color - downplays your body shape. 

  • 1
Oct 17, 2022 - 7:53pm
WestCoastChimp4521, what's your opinion? Comment below:

Brooks brothers traditional fit for shirts, if you can find it.

Also contrary to other posters you don't really want to be tailored. You want to be in balance and proportion.   So use a tailor, but only to give you a trim, not tight look

  • Associate 2 in PE - LBOs
Oct 17, 2022 - 8:04pm

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  • Associate 1 in RE - Comm
Oct 17, 2022 - 8:53pm

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