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

EPISODE · Mar 26, 2026 · 55 MIN

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

from On The Gate Podcast

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: 3.23.26Join the live chat Wednesday nights at 11pm EST. Uncensored versions of the show streamed Monday and Thursday at 2pm EST on GaSDigital.com. Signup with code OTG for the archive of the show and others like Legion of Skanks, In Godfrey We Trust, and Story Warz. FOLLOWGeo PerezInstagram - https://www.instagram.com/geoperez86/Derek DrescherInstagram - https://www.instagram.com/derekdrescher/00:20 – The dental emergency: Geo almost lost a tooth01:05 – Derek is officially family now02:05 – The grind: Overworking and the "Younger Generation"03:30 – Post-vacation blues: Acclimating back to NYC04:50 – Analyzing recent headlines and group tensions07:00 – Unusual pillow talk: Iranian history11:00 – Vacation aesthetics: The DR tan and the cheap life16:00 – Island social life: Geo’s "admiration" for the locals19:50 – Resort struggles: The plumbing and the food23:10 – Taking over the pool area (and making people mad)25:30 – Derek’s test of discipline and staying on track28:10 – Fitness check: How Geo and Derek carry their weight37:00 – Current events: The NYC Street Incident41:00 – The drinking culture vs. becoming better citizens46:00 – Career goals: Stopping the delivery apps48:45 – The Pitch: Replacing Dave Smith on LOS?53:45 – Plugs & Upcoming ShowsOn 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!See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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: 3.23.26Join the live chat Wednesday nights at 11pm EST. Uncensored versions of the show streamed Monday and Thursday at 2pm EST on GaSDigital.com. Signup with code OTG for the archive of the show and others like Legion of Skanks, In Godfrey We Trust, and Story Warz. FOLLOWGeo PerezInstagram - https://www.instagram.com/geoperez86/Derek DrescherInstagram - https://www.instagram.com/derekdrescher/00:20 – The dental emergency: Geo almost lost a tooth01:05 – Derek is officially family now02:05 – The grind: Overworking and the "Younger Generation"03:30 – Post-vacation blues: Acclimating back to NYC04:50 – Analyzing recent headlines and group tensions07:00 – Unusual pillow talk: Iranian history11:00 – Vacation aesthetics: The DR tan and the cheap life16:00 – Island social life: Geo’s "admiration" for the locals19:50 – Resort struggles: The plumbing and the food23:10 – Taking over the pool area (and making people mad)25:30 – Derek’s test of discipline and staying on track28:10 – Fitness check: How Geo and Derek carry their weight37:00 – Current events: The NYC Street Incident41:00 – The drinking culture vs. becoming better citizens46:00 – Career goals: Stopping the delivery apps48:45 – The Pitch: Replacing Dave Smith on LOS?53:45 – Plugs & Upcoming ShowsOn 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! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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

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This episode was published on March 26, 2026.

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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...

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