Dark graphic tee - looks like a "Tutoring 2026 Varsity" style shirt with colorful print
Blue jeans with a brown belt
Dark navy/black jacket or hoodie on the right
My recommendation: Go with the graphic tee + jeans + belt combo.
The jeans and belt already look like they go well together. Tuck the tee loosely or leave it untucked for a casual look. The graphic tee adds personality without being overdressed.
If it's cool outside (it's late May, so depends on your location), layer the dark jacket over the tee - the dark-on-dark works since the jeans break it up with contrast.
A few things that would help me give better advice:
Where are you going? (casual hangout, dinner, event?)
What's the weather like?
But honestly, for most casual daytime or evening situations, the tee + jeans + belt is a solid, put-together look. The white shirt peeking from the background could also swap in for a cleaner, simpler vibe if the graphic tee feels too loud for the occasion.
I am attending a awc yc cowork event .
Weather is cool
For a YC cowork event, you want to look put-together but not overdressed - the startup world skews smart-casual.
My pick: Graphic tee + jeans + belt + dark jacket
Here's why this works:
The graphic tee is casual but has character - fine for a coworking/networking event
Jeans with a belt looks intentional and neat, not sloppy
The dark jacket layered on top elevates the whole outfit and handles the cool weather - this is the key piece that takes it from "just a tee" to "put-together"
Tips to make it look sharp:
Make sure the tee is not too wrinkled (give it a quick shake or hang in the bathroom with hot shower steam if needed)
Keep the jacket open or zipped halfway - don't fully zip it up, that looks too bundled
Clean shoes matter more than anything else - whatever you wear on your feet will make or break the look
The white tee option (visible in the background) would actually also work well under the jacket if you want a cleaner, more minimal look - white tee + dark jacket + jeans is a classic and reads a bit more "founder" than the graphic tee.
Bottom line - either combo works. The graphic tee outfit has more personality; white tee + jacket is safer and cleaner. Both are totally appropriate for a YC cowork crowd.
That is an over shirt black coudroy
Even better! A black corduroy overshirt is a great piece for this occasion.
Wear it like this:
Black corduroy overshirt (open, like a light jacket) over the white tee + jeans + belt
This combo is actually ideal for a YC cowork event:
Corduroy reads smart-casual - it has texture and substance without being try-hard
White tee underneath keeps it clean and simple
Jeans + belt grounds the whole look
Why this beats the graphic tee option here:
Networking events involve first impressions - the white tee + corduroy overshirt combo looks more intentional and polished
The graphic tee is fun but can sometimes distract or date you (2026 Varsity tutoring print might spark awkward convos)
Corduroy overshirt open over a white tee is genuinely a very solid "founder/builder at a cowork" look
The graphic tee - save it for a more casual hangout.
Go with: white tee + black corduroy overshirt open + jeans + brown belt. You'll look great.
I don’t have a white tee now. This are other options
Nice - now I can see more options. Here's what I spot:
Black "Orris" tee (top center)
Gray sweatpants/joggers (top left)
Blue jeans + brown belt (middle)
Beige/tan overshirt or shirt (middle right)
Dark olive/green puffer jacket (bottom right)
Black pants or bag (bottom left)
My recommendation for the YC cowork event:
Black Orris tee + jeans + brown belt + black corduroy overshirt (open)
This is actually a perfect outfit:
The Orris tee is clean, minimal, black - ideal for a startup/tech event. It's essentially a brand tee which fits the founder vibe perfectly
Jeans + brown belt - already a great pairing
Black corduroy overshirt open on top handles the cool weather and pulls it all together
The all-black top half with blue jeans is a classic, clean combo.
Alternative if you want more contrast:
Black Orris tee + jeans + beige overshirt open - the tan/beige over black with blue jeans is a really nice color balance and looks more deliberate.
Go with the Orris tee either way - it's the strongest shirt for this specific event.
This is a shared conversation. Sign in to Orris to start your own chat.