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September 29, 2025

Bonus Episode: Portland (Maine)

You know it's a wild episode when two cougars from the crowd try to steal the guy...enjoy :)

Comments (32)

J
John H · October 17, 2025

Great episode!

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Shalev Segev · October 14, 2025

Amazing episode, again and again - always deliver the goods

J
Jeremy · October 9, 2025

Damn. Owen had it all and then lost it all lmao

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Juan G · October 4, 2025

This was def one of my top 5 episodes ever!

K
Krayonz3 · October 3, 2025

Dude, Hailey is so attractive. She has the best vibe

R
Robert Panahi · October 1, 2025

Besides the pecking, Best Brandon comeback off all time: You're so annoying like I wouldn't even watch you in porn 🤣🤣🤣

D
Dylan Walker · October 1, 2025

Will the Houston episode be airing anytime soon? 👀

G
Gotham · September 30, 2025

Owen, Heather & Kristin legit looked like Jordi El Nino in one of his pornos with MILFs!! 🤣🤣🤣🤣 He was even fucking behaving like him!!

U
UpDating After Hours · September 30, 2025

😂😂 love that reference. Jordi is a legend

G
Gotham · September 30, 2025

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 😍

G
Gotham · September 30, 2025

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!!! 😉😁

H
Hayden · September 30, 2025

post game great. do it more often

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Sam Mason · September 30, 2025

I love Hayley she's adorable

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Holyterra · September 29, 2025

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.

K
Kirby La Beef · September 29, 2025

Put me on with heather

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Gotham · September 30, 2025

You kinky mofo! 😂

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Owen · September 29, 2025

What a tragic rise and fall 🤣🤣🤣 Thanks for having me on the show guys!!

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Gotham · September 30, 2025

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 :) 👍🏻

4
49901 · September 29, 2025

Owen looks like Rusty from national lampoons vacation 🤣

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Robert Roll · September 29, 2025

Jes... Ch...t, These get better than the ones that cannot be better. How does this ever happen, Harrison and Brandon? !!!! :)

K
Kyle Johnson · September 29, 2025

this was a crazy ep haha

C
Cole Barry · September 29, 2025

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

U
UpDating After Hours · September 29, 2025

ayee thanks for watching Cole!! This was a wild one pumped that we got to release this today for ya'll

B
Ben Ramler · September 29, 2025

What became of heather? Not that I could do any better.

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Steve · September 29, 2025

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!

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Harrison Forman · October 1, 2025

Thank you Steve!! This was fun

C
Cameron · September 29, 2025

Owen was a bit of a weirdo - kid needs to get off tiktok!

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Nathan Wojciechowski · September 29, 2025

Since the video you released on yt is one from here ig this will be my only new episode this week

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LEVI RICKMAN · September 29, 2025

Starting off with Yannik Sinner and Princess Diana nice!

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Harrison Forman · September 29, 2025

Hahahaha

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Gustavo Genao · September 29, 2025

Let’s Gooo!

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UpDating After Hours · September 29, 2025

Enjoy!!