X's and O's: A Dating Comedy Show

Dating is hard. Talking about it is funny.

X’s & O’s is a live stand-up comedy show where comics break down the ups, downs, red flags, green flags, and absolute disasters of modern dating—then turn around and give their best and worst dating advice (sometimes in the same breath).

Hosted by Bailey Tyler & Sean Beagan, this show blends sharp stand-up, crowd-relatable stories, and brutally honest advice you probably shouldn’t follow… but definitely want to hear.

A Comedy Show for Anyone Who’s Ever Dated (or Tried To)

Whether you’re:

• Single and swiping
• In a situationship
• Newly coupled
• Or happily done with dating forever

X’s & O’s delivers laughs that hit close to home. Expect jokes about first dates, breakups, bad texting etiquette, dating apps, exes, and the kind of advice your friends swear worked for them.

This is local Denver comedy at its most relatable.

What to Expect at X’s & O’s

• 🎤 Stand-up comics joking about real dating experiences
• 💔 Stories about love, lust, and terrible decisions
• 🧠 Genuinely awful (and occasionally helpful) dating advice
• 😂 A fun, laid-back crowd of Denver locals
• 🍸 Drinks, laughs, and an intimate underground comedy vibe

Every show is different—because dating always is.

Hosted by Bailey Tyler & Sean Beagan

Your hosts guide the night with sharp wit, playful chaos, and just enough structure to keep the advice flowing and the laughs coming. They keep the show moving, the comics loose, and the audience fully along for the ride.

A Perfect Night Out in Denver

Looking for:

• A fun date night in Denver
• A comedy show with local flavor
• Something to do that isn’t another bar crawl

X’s & O’s at Denver Comedy Underground is the move.

Grab a drink, settle in, and laugh through the shared trauma of dating.

Denver Comedy Underground is your destination for Comedy Shows in Denver! It's the best comedy club Denver has to offer, and the top reviewed Denver comedy club! We bring you the best comedy, stand up, and hilarious events every week!

Free Pizza and Great Comedy! No two item minimum, just fun and great laughs!

Get to the show early for the best seats! There's a large parking lot right next to us as well as street parking so you won't have to fight the traffic!

Denver's best comedy club is located in our new home at 675 22nd St, Denver, CO 80205!