Valentine’s Day Survival Guide 2005 | Late Night with Conan O’Brien

(Original Airdate: 2/10/05) For those experiencing the wonder of love, or enduring the bitter chill of loneliness, we present the Late Night Valentine’s Day Survival Guide.
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ABOUT LATE NIGHT WITH CONAN O’BRIEN
Running from 1993-2009, Late Night with Conan O’Brien is one of the most beloved late night shows in television history. Known for its absurdist humor, hilarious celebrity interviews and featuring the best stand-up comedians and musical acts of the ‘90s and early 2000s. Hosted by Conan O’Brien alongside sidekick Andy Richter and house band Max Weinberg and the Max Weinberg 7, Late Night with Conan O’Brien featured unforgettable segments like “If They Mated”, “In the Year 2000”, “Desk Drive”, and made a breakout star of Triumph the Insult Comic Dog.

[@MallerExpressEntertainment]

Thanks to Conan I’ll never make any of these mistakes on Valentine’s Day

[@jksinin1441]

In love with these late night conan sketches. After he left late night it was never the same :,))

[@ChicagoOtaku]

Brian McCann made me crack up out loud in this sketch.

[@UberDurable]

Love Conan's sketches!

[@glarryg2318]

The song choice was the only mistake that guy made.

[@gingertea123]

so stupid >_< but worth the watch for Conezy's lil sweet smile

[@usuckthereturn]

These helped for many a single Valentine’s Day before the usual end watching British porn
A bloody good time!

[@peterchoe]

who is the actress in the date sketch? She seems really familiar

[@kurtispopp]

The Brian McCann bellbottoms character actually has a name. It's "Darren Rhoads." Just a fun fact. God I'm so lonely.

[@nicholasmoose6574]

Darren is a hardcore rocker.

[@yerabbit]

"...audience not amused, just horrified"

[@EyedMite]

Thanks conan!! Don’t feel as lonely on valentines today now !

[@jaxsun72]

Thanks, Johnny Podcast. I hope Conan takes his podcast on the road so we can also not experience the magic of a podcast in a unique location.

[@danlowe]

Happy Valentuesday. See you in 2034.

[@dimitreze]

is that Terry Sweeney??

[@millalove]

What's Brian McCann doing these days? That guy is so funny. I miss him.

[@crystalwinters5970]

Happy Korean Valentine's day! Today is the Korean day!😂

[@sublimeade]

Ive seen that redhead before she seems famous

[@10o.-.-_-.-o010]

Pretty sure its the girlfriend on that "House" episode with the wandering limb syndrome.

[@artanisknarf]

Right? Who is that?

[@10o.-.-_-.-o010]

@@artanisknarf Maria Thayer

[@sublimeade]

@@10o.-.-_-.-o010 thank you! Amy Sedaris' bff from Strangers with Candy

[@elliotbryant3459]

It's Conan O'Brien, this is her show

[@briand7785]

Valentines day is too expensive. A box of chocolate, cheep condoms that break, 18 years of child support. $258,423.07

[@FrancesBraam-et1wx]

Miss these skits! None were better!

[@healthyshorts8601]

thanks coco

[@lukeguilfoyle2425]

First

[@Re-Pete]

Doink 🚽

[@toastedjoe1013]

Funnier than anything on TV right now.