Jim & Sam - Romantic Roland's Embarrassing Dates

[@markwilliams7054]

7:00 that is BRUTAL - showing up with wine and flowers to meet a girl and she's there at the restaurant with her boyfriend and ten other people! ..... I would just leave and throw myself off of the nearest bridge.

[@cripplermaximus]

bro, i've heard so much of this show but missed this...wow. this is up there with some of Jim's embarrassing stories. the cringe level is off the charts!

[@cripplermaximus]

7:58 “Were you embarrassed?” Fucking Jim hahahahahahaha. I died.

[@angelogonzalez3406]

Roland army !

[@spridle]

I truly don't understand how Roland has a legit, good paying job. Hurts more knowing he has his own radio show on iHeart.

[@imnotkevinbrennan5955]

He's a rich kid from Hollywood. Jim and Sam is slumming it for him.

[@ClanBBQ4life]

roland was funnier in this 20 minutes than opie was in 2 years with jim

[@cjhamm361]

I care

[@cjhamm361]

Hahaha that was great!

[@johnnypottseed]

Roland was always pretty funny. Remember the guacamole contest?

[@michaelblaine6494]

This would be sad if Roland wasn't so insensitive and mean spirited

[@pezcontainer]

Oh Roland you sweet boy

[@gweedojuice]

👍

[@michaelblaine6494]

And speak for yourself Sam

[@OOspazOO]

Huh?

[@bobbertee5945]

Roland is half a fruit..... hopeless romantic, and I mean hopeless