Bonus Episode: Portland (Maine)
🕑 Added 2025-09-29 16:07:09 +0000 UTCYou know it's a wild episode when two cougars from the crowd try to steal the guy...enjoy :)
Comments
John H
Great episode!
Shalev Segev
Amazing episode, again and again - always deliver the goods
Jeremy
Damn. Owen had it all and then lost it all lmao
Juan G
This was def one of my top 5 episodes ever!
Krayonz3
Dude, Hailey is so attractive. She has the best vibe
Harrison Forman
Thank you Steve!! This was fun
Robert Panahi
Besides the pecking, Best Brandon comeback off all time: You're so annoying like I wouldn't even watch you in porn π€£π€£π€£
Dylan Walker
Will the Houston episode be airing anytime soon? π
Angela Riendeau
Owen will grow up to be cute one day. Heβs still a baby.
UpDating
ππ love that reference. Jordi is a legend
Gotham
Owen, Heather & Kristin legit looked like Jordi El Nino in one of his pornos with MILFs!! π€£π€£π€£π€£ He was even fucking behaving like him!!
Gotham
Bro, try to sense the energy of the other person & match it. Some girls will like your golden retriever energy, some won't. But your chances will get better! Good luck mate :) ππ»
Gotham
You kinky mofo! π
Gotham
Also, I think people from smaller cities are more honest, straightforward & thirsty most likely for lack of options. Hailey def seemed like it. She's CUTE though π
Gotham
One of the good episodes on UpDating :). Especially the post show interviews! This was the longest ever. Ayo, Brandon & Harrison - You should cast more younger "thoroughbreds" on the show. They are thirsty af & that makes for great content lol! *P.S* - I'm kinda similar... cast me for your Toronto show bro! And lemme tell ya - I do a lot more than Edging - Inside & outside the bedroom!!! ππ
Hayden
post game great. do it more often
Sam Mason
I love Hayley she's adorable
Holyterra
I have been asking for weeks now, as to what happened to the Portland show and you finally came through. This is a crazy place, I know cause I live here. Hope you come back, but bring it to Bangor. We call it Ban'her lol.
Kirby La Beef
Put me on with heather
Jay
Speechless.
Jay
You must be referencing the European Vacation
Owen
What a tragic rise and fall π€£π€£π€£ Thanks for having me on the show guys!!
49901
Owen looks like Rusty from national lampoons vacation π€£
UpDating
ayee thanks for watching Cole!! This was a wild one pumped that we got to release this today for ya'll
Robert Roll
Jes... Ch...t, These get better than the ones that cannot be better. How does this ever happen, Harrison and Brandon? !!!! :)
Kyle Johnson
this was a crazy ep haha
Cole Barry
What a WILD episode boys. Glad you guys had this here to watch instead of the rerun on YouTube for us Patreon supporters. Keep killing it
Ben Ramler
What became of heather? Not that I could do any better.
Harrison Forman
Hahahaha
Steve
Pretty epic! Owen got the short stick. But he is 21. Put me in for the MILFs, I got the exact kink they are looking for. Great show gentlemen!
Cameron
Owen was a bit of a weirdo - kid needs to get off tiktok!
Nathan Wojciechowski
Since the video you released on yt is one from here ig this will be my only new episode this week
LEVI RICKMAN
Starting off with Yannik Sinner and Princess Diana nice!
UpDating
Enjoy!!
Gustavo Genao
Letβs Gooo!