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Drop 005 — March 15, 2026

WEAR. REGRET.

You'll regret buying it.
You'll regret carrying it.

Shop the Collection Shop our February drop →
Drop 005
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Drop 005

The Collection

Hand-stitched Italian leather. Crystal-studded suede. Distressed felt cowboy hats. Leather moto jackets.
Limited run. No restocks. No apologies. Once it's gone, it's someone else's regret.

The Getaway
New Drop
The Getaway
$385
Limited
The Noir
New Drop
The Noir
$385
Limited
The Midnight
New Drop
The Midnight
$385
Limited
The Studded Noir
New Drop
The Studded Noir
$495
Limited
The Embossed Oxblood
New Drop
The Embossed Oxblood
$425
Limited
The Outlaw
New Drop
The Outlaw
$165
Limited
The Lone Star
New Drop
The Lone Star
$165
Limited
The Blackout
New Drop
The Blackout
$68
Limited
The Bad Habit
New Drop
The Bad Habit
$68
Limited
The Confession
New Drop
The Confession
$68
Limited
The Guilty Plea
New Drop
The Guilty Plea
$68
Limited
The Getaway Driver
New Drop
The Getaway Driver
$695
Limited
The Relapse
New Drop
The Relapse
$695
Limited
The Last Call
New Drop
The Last Call
$695
Limited
The Burnout
New Drop
The Burnout
$695
Limited
The Homestead
New Drop
The Homestead
$48
Limited
See Full Collection
Archive

Past Drops

You missed these. That's on you.

The First Mistake
Sold Out
SOLD OUT
The First Mistake
$385
Drop 001
The Evidence
Sold Out
SOLD OUT
The Evidence
$425
Drop 002
THE WANTED
Sold Out
SOLD OUT
The Wanted
$165
Drop 003 — Cowboy Hat
Leadership

A Word From The Top

Chad Regretson
CEO
"I started this company after getting fired for what I was wearing. Now I sell what I was wearing. The economy is beautiful."
Brenda Numbers
CFO
"Our return rate is 0% because we don't accept returns. Financially, this is the best decision we've ever made. Our customers hate us. Revenue is up."
Derek Liability
COO
"We have a support inbox. It has 4,000 unread emails. I sleep fine."
Testimonials

Customer Regrets

1 / 5
"I brought The Getaway to my divorce mediation. My lawyer asked if I was 'planning something.' I said it's just a bag. She said 'that's what they all say.' I now have supervised visitation."
- Dave R.
1 / 5
"Spent $385 on a duffle bag. My wife found the receipt. The bag is now packed. She packed it for me. I'm writing this from a Holiday Inn."
- Mike T.
1 / 5
"TSA flagged me because the bag 'looked suspicious.' It's called style. They held me for 40 minutes. The leather does smell incredible though."
- Jason K.
1 / 5
"Wore the cowboy hat to a board meeting. Got promoted. Then fired. Then promoted again. Nobody knows what's happening anymore. The hat stays on."
- Chris P.
1 / 5
"My bank called to ask if my card was stolen. I said no. They said 'sir, $385 for a bag called The Midnight?' I hung up. The bag is worth more than their opinion."
- Brandon L.
1 / 5
"Ordered The Noir at 2 AM. Sober me opened it three days later and immediately packed it for a trip I haven't booked yet. I might not come back."
- Tyler W.
1 / 5
"I wore this hat to my ex's wedding. Uninvited. Security escorted me out but three groomsmen asked where I got it. Regret Store stays winning."
- Derek M.
1 / 5
"Bought my dad The Getaway for Christmas. He hasn't come home yet. It's March. The leather quality is unmatched though."
- Amanda S.
2 / 5
"My therapist saw the hat and said 'we need to talk about impulse control.' I said it's not impulsive if the craftsmanship is this good. She added a second weekly session."
- Rachel G.
1 / 5
"Showed up to a first date with The Midnight duffle. She asked if I was moving in. I said no. She left. The bag and I had a lovely dinner alone."
- Steve H.

Spotted in the Wild

Got our gear? Take it somewhere worth photographing. Tag us and we'll post you. The more questionable the location, the better.

@wearregret
Rodeo
Houston, TX — @dusty_dave_rides
Military
Undisclosed Location — @sgt.no.chill
Street
Manhattan, NY — @jessica_runs_nyc
Crossbody
SoHo, NYC — @tyler.walks
Club Paradise
Las Vegas, NV — @cowboy_carl_702
TSA
LAX Terminal 4 — @just_a_bag_bro
Private Jet
Somewhere over the Atlantic — @trust.fund.tyler
Golf Cart
Scottsdale, AZ — @banned_from_the_club
NASCAR
Bristol, TN — @regret_motorsports
Harley
Mojave Desert, CA — @ride.or.regret

Airport lounges. Casino floors. Divorce court. A Waffle House at 3 AM.
We don't judge. We just repost.

Your Regrets

No regrets yet. You'll get there.
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Banned In 12 States
Not FDA Approved
100% Regret Guaranteed