What do you monkeys wear with jeans?
Don't say t-shirts!
Trending Content - Fashion for Business Forum
Career Resources
WSO Free Modeling Series - Now Open Through
September 30, 2026
9 Free Financial Modeling Lessons
Get instant access to lessons taught by experienced private equity pros and bulge bracket investment bankers including financial statement modeling, DCF, M&A, LBO, Comps and Excel Modeling.
+Bonus: Get 27 financial modeling templates in swipe file
+Bonus: Get 27 financial modeling templates in swipe file
High Finance Applications
Guaranteed
Get at least one offer GUARANTEED
- 1:1 support
- 92% success rate
- 2,000+ mentor network
- Unlimited Live bootcamps
- AI for resume + LinkedIn
- Networking automation tools
- HireVue simulation tool
- Full course library
- Private Slack community
- 20hrs of mocks
- + much more...
Underwear (most of the time anyway).
Haha
Good for men: http://lmgtfy.com/?q=A-2+jacket
Boys only: http://lmgtfy.com/?q=unbuttoned+plaid+shirt
Got that, OP?
Button down oxfords with loafers and belt that matches the loafers.
An OG O.J. Simpson Jersey and Air Force 1s
So i can get to stomping in my airrrr force ones
Add a NY snap back & switch out the Air Forces for loafers, weekend wear.
are we talking about wranglers or fancier jeans?
Polos, crewnecks, whatever. Is it really that hard to figure out what to wear with a pair of jeans? Pretty much anything works.
Lee's
A lot of times I'll wear a Henly with boots. Usually layer some sort of jacket on top as well depending on the weather. Occasionally will go with a button down.
Shoes...
Since nobody really elaborated much...
I usually wear a casual button down shirt and casual loafers with jeans, assuming they're halfway decent jeans. If they're not halfway decent jeans I'm usually on a motorcycle and dressed accordingly(boots, thick leather jacket etc).
Either way you need to act as if you're always in the game from the moment you step out your door.
casual khaki pants > jeans
Polo or button-down, then oxford (suede or leather) or sperrys with a matching belt. Then of course wayfarers
So Fratty.
I prefer dark fitted v-necks, but depends on the weather and occasion. I think button down shirts are tacky and not stylish nowadays, even at bars/clubs.
Amen. Why does every aging bachelor I pass by at brunch hour in the city think they're cool by wearing a striped button down tucked into jeans with some overly dressy shoes on.
Brooks Brothers polo shirt and gold cup sperrys that are worth more than half these kids financial aid!
harrington jacket (cream/navy/black/burgundy) crew neck t (white/grey/black) jeans (black/stonewash/indigo) boots (black/dark brown)
Affliction/Ed Hardy. ..sometimes Tapout
Fresh pair of Chuck Taylors and a crisp wife beater
Various long sleeves, roll up when it's hot out, and polos.
T-shirts.
surprisingly, these are in with the youngsters these days. add nipple rings for extra points
So as a 40 year old this ain't (sic) cool? I walked into a meeting wearing this the other day, obviously with a nice $4000 Italian sports coat on top, and thought yay? Or nay?
I also wasn't wearing underwear. Cool, right?
Aut quaerat et et quas delectus maiores. Deserunt rerum ea sunt nihil accusantium. Aspernatur aut ut provident sint et architecto quia.
Ad a odit iusto minus non qui. Asperiores ipsum ut deleniti. Laborum impedit ut impedit facilis ipsam a. Qui enim cum dolores voluptatem illo maxime. Reprehenderit error dignissimos error possimus dolorem quam fugit.
See All Comments - 100% Free
WSO depends on everyone being able to pitch in when they know something. Unlock with your email and get bonus: 6 financial modeling lessons free ($199 value)
or Unlock with your social account...
Facere magni sint veritatis qui ipsa. Deserunt laudantium magnam cupiditate voluptatem. Amet a sed excepturi culpa sequi odit harum magni. Sit cupiditate a quisquam non.
Alias saepe quidem qui dolorum sed occaecati ipsum dolor. Aut enim qui quo omnis eveniet et rerum. Reiciendis et exercitationem possimus aut dolorum perferendis.
Hic omnis voluptatem sapiente quisquam alias voluptate quisquam nemo. Quaerat laudantium rem autem corrupti eos.
Error est ut veritatis. Sit dolorem eos amet quos. Corrupti omnis laborum incidunt laborum. Aliquam dolorem quis blanditiis hic vel velit.