Wearing Carhartt Wasn't Considered Cool In The 90's. Derrick Stroup

Wearing Carhartt Wasn't considered cool in the 90's, at least according to Derrick Stroup it wasn't. In this clip from his first ever Dry Bar Comedy special Derrick Stroup talks about how frustrating it is to see Carhartt and Champion become popular brands. Whether you're someone who loves wearing Carhartt, or you're just looking for a good laugh, this clip from Derrick Stroup is sure to have you laughing from start to finish.

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[FiveFive]

Converse shoes were like 10 bucks and terrible to wear when I was a kid and now they are like 60 bucks and still hurt your feet.

[Loregasmo]

This dude just did a whole set based on a jacket. That’s impressive lmao.

[stephenbraun]

Dude. That’s hysterical!!!
- I always say that it’s cool to wear Carhartt until it’s time to do Carhartt work! You are dead on.

[TraceyBoyland]

This man said, "rumor has I have a family"
💀

[shannykin]

Carhart is the only pants that hold up to teenage boys. If we wore champion in the 90’s you were tormented

[yuppers]

I remember being called out for wearing "highwaters" in the 90s if my jeans didn't touch my shoes. It was a problem for a growing kid. I still make sure to sit down in the fitting room to make sure my pants don't ride up too much. Things change, man!

[lw]

I remember when Champion was the lowest of the sportswear brands. No one admitted to wearing Champion. Now it's in the high end stores like it's comparable to quality brands, lol.

[MrBlakeleyden]

Oh man! I found this guy on John Christ's podcast a while back. It's good to see you on Dry Bar Derrick! I love your style. Great jokes!

[Shellnbaby]

This dude is hilarious! Can't wait to see more from him!

[mattl]

This was a surprise. Clip started slow, waiting to find his voice... Then he did. Sounded like he enjoys Nate Bargatze & Chris Farley. He had some fresh takes on jokes though - would definitely watch a full show.

[f.k.b.]

I have a gravel driveway... Can't afford no Carhartt 🥴

[JustNora]

Champion shoes at Payless. NO high-waters. Gravel driveways and mustard and American cheese sandwiches.

[telmore]

"This smells like Aunt Shiela Mom, but it's in the package." This dude has me rollin 🤣

[below]

Thanks, I needed this laugh today. Off to check out the whole set

[ANSWERTHECALLOFJESUSCHRIST]

This guy has such an an artisanal way of putting together words! He escalates things from 0-100 with such ease! 😅

[katiedrew]

I remember those days when the cuffs of your jeans had to go below the top of your shoe. Otherwise you were wearing "high riders"

[MIX]

This is some funny stuff derrick!! I loved it..

[briarinabirdsnest-rsne]

I don't know if the physical arm movement and extra emotionality is an homage to Chris Farley or he was just heavily influenced by him but he incorporated it flawlessly . This was a great set .

[brett]

Yep, Champion was Kmart trying to look like some name brand. They were cheap, junk, shoes; that's why I got them as a kid.

[cptrikester]

We used to call those pants 'floods'.