"My wife saw the order confirmation email and packed the bag before it even arrived. $385 for a duffle that ended a 12-year marriage. She used MY bag to leave ME. Cost per year of marriage destroyed: $32. The leather is beautiful though."
January 14, 2026
Mike T.1 / 5
Purchased: The Noir Duffle — $385
"Brought this to Thanksgiving dinner. My family asked if I was moving out. I said no. They said 'please reconsider.' The bag held an entire turkey's worth of leftovers on the way out. The zipper is buttery smooth. Unlike the conversation."
November 29, 2025
Lauren K.2 / 5
Purchased: The Cover Up Trucker — Oxblood — $68
"Bought this for my boyfriend. He wore it to my parents' house. My dad read it out loud at the dinner table. Twice. Nobody laughed. My boyfriend hasn't taken it off since. Second star because the oxblood actually goes with everything."
January 30, 2026
Jason K.1 / 5
Purchased: The Embossed Duffle — Noir — $425
"Brought this bag to a job interview at Goldman Sachs. Interviewer stared at the embossed sad face for 11 seconds. I counted. Security walked me out. The bag got more attention than my resume ever did. The debossing is chef's kiss."
December 3, 2025
Chris P.1 / 5
Purchased: The Outlaw Cowboy Hat — Bone — $165
"Wore this to a board meeting. Got promoted. Then fired. Then promoted again. Nobody knows what's happening anymore. The hat stays on. I've slept in it twice. My wife says it's 'a problem.' I say it's a lifestyle. The distressing is gorgeous."
October 17, 2025
Brandon L.1 / 5
Purchased: The Monogram Duffle — $450
"TSA pulled me aside because 'the bag looked suspicious.' It says REGRET 47 times on it. They counted. I know because they made me wait while they counted. Held me for 40 minutes. The all-over print is hypnotic though. I'd buy it again. I already did."
September 22, 2025
Tyler W.1 / 5
Purchased: The Studded Merlot Duffle — $495
"My mom saw the price on the credit card statement and just nodded. Didn't even argue. Five hundred dollars for a suede bag with crystals that spell REGRET. She said 'at least it's pretty.' Then she called my therapist. The studs catch the light beautifully though."
January 5, 2026
Derek M.1 / 5
Matt J.2 / 5
Purchased: The Grey Area Trucker — Slate — $68
"The suede is softer than my emotional intelligence. Wore it to couples therapy. My therapist asked if I was 'expressing something.' I said it's just a hat. She wrote something down. Extra star because my wife actually likes how it looks. She still doesn't like me though."
February 11, 2026
Derek M.1 / 5
Purchased: The Blackout Trucker Hat — Noir — $68
"Wore this to my ex's wedding. Uninvited. Security escorted me out but three groomsmen asked where I got it. Gave them the website. Got a DM from the bride's father an hour later asking about the cowboy hats. The mesh breathes incredibly well under pressure."
August 11, 2025
Amanda S.1 / 5
Purchased: The Midnight Duffle — $385
"Bought my dad The Midnight for Christmas. He hasn't come home yet. It's February. Last we heard he's in Tucson. Mom found a postcard that just said 'the leather is holding up great.' She's filed a missing persons report. And an order for The Getaway."
December 19, 2025
Rachel G.2 / 5
Purchased: The Wrangler Cowboy Hat — Sand — $165
"Got this for my dad. He's been wearing it to Home Depot, Costco, and two separate Applebee's. He's not from Texas. He's from Connecticut. He now says 'howdy' to the mailman. Extra star because the hat is more interesting than my father has ever been."
November 2, 2025
Steve H.1 / 5
Purchased: The Sidepiece Crossbody — Oxblood — $245
"Showed up to a first date with a crossbody that says REGRET. She asked 'is that about me already?' I said 'it's about the bag.' She said 'the bag is $245?' I said yes. She left. The adjustable strap is incredibly comfortable for dining alone."
October 30, 2025
Greg F.1 / 5
Purchased: The Bad Habit Trucker + The Lowkey Trucker — $136
"Bought two trucker hats. Wore the cognac one to the office. My boss complimented it. Leaned in to read it. Stopped complimenting it. I wore the espresso one the next day. He didn't make eye contact. HR sent an email about 'dress code reminders.' Worth every penny."
January 22, 2026
Jenna M.1 / 5
Purchased: The Accomplice Crossbody — Noir — $245
"Sent a pic of me with this crossbody to the guy I've been 'hanging out' with for 8 months. He said 'that bag costs more than our entire relationship.' He's not wrong. The embossed sad face matches my emotional state perfectly. 10/10 craftsmanship on the depression."
February 1, 2026
Marcus D.1 / 5
Purchased: The Embossed Oxblood Duffle — $425
"Brought this bag to the company all-hands. CEO asked where I got it during the 'we're all a family here' speech. Told him the website. He ordered The Studded Noir during the Q&A. CFO saw the price and ended the meeting early. The leather ages beautifully. Unlike my career."
"I own 5 pieces from Regret. Three duffle bags and two cowboy hats. I've used zero. They're all still in the dust bags. This review is a cry for help. I don't even travel. The packaging is beautiful though. Really elevated unboxing experience for things I'll never take anywhere."
February 8, 2026
Kyle B.1 / 5
Purchased: The Studded Noir Duffle — $495
"Brought this on a date. She asked 'are you moving in?' I said no. She asked 'then why does your bag have crystals on it?' I said 'it's an investment.' She left. The crystals caught the candlelight on the way out though. Really premium rejection. The suede smells incredible."