Romance and Missing Teeth In a Dominican Wonderland | Ep 204 | On The Gate

Derek & Geo break down their recent trip to the Dominican Republic, full of romance and annoyance. We dive into the chaos of "taking over" a resort pool, dealing with grumpy tourists, and the reality of being a "natural edgelord" in a tropical paradise.

The guys also discuss the challenges of staying disciplined while traveling, Geo’s run-in with an old flame, and their thoughts on recent NYC headlines. Plus, things get ambitious as Geo and Derek discuss their plans to "help out" the Legion of Skanks by potentially filling a certain seat.

ON THE GATE! ENJOY!

Original air date: 3.23.26

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00:20 – The dental emergency: Geo almost lost a tooth

01:05 – Derek is officially family now

02:05 – The grind: Overworking and the "Younger Generation"

03:30 – Post-vacation blues: Acclimating back to NYC

04:50 – Analyzing recent headlines and group tensions

07:00 – Unusual pillow talk: Iranian history

11:00 – Vacation aesthetics: The DR tan and the cheap life

16:00 – Island social life: Geo’s "admiration" for the locals

19:50 – Resort struggles: The plumbing and the food

23:10 – Taking over the pool area (and making people mad)

25:30 – Derek’s test of discipline and staying on track

28:10 – Fitness check: How Geo and Derek carry their weight

37:00 – Current events: The NYC Street Incident

41:00 – The drinking culture vs. becoming better citizens

46:00 – Career goals: Stopping the delivery apps

48:45 – The Pitch: Replacing Dave Smith on LOS?

53:45 – Plugs & Upcoming Shows

On The Gate! A podcast hosted by two jailbird/recovering drug addicts and active comedians Geo Perez and Derek Drescher, who talk each week about their times in jail, what they learned, what you should know, and how they are improving their life or slipping into recidivism each day!

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