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Tom Segura on the HoneyDew Podcast: Early Girl Stories & Awkward Encounters

Ryan SicklerJune 3, 202055 min584,495 views
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New Studio and Early Days

  • 🎙️ The episode marks the debut from the new HoneyDew Studio in Santa Monica, though recording was impacted by recent riots.
  • 💡 Ryan Sickler expresses gratitude for support during uncertain times and mentions future plans to feature Lana, the studio owner, to discuss the events.
  • 🤝 The podcast highlights the importance of community support and resilience.

Comedy Career and Mentorship

  • 🌟 Tom Segura is praised as one of the biggest comedians globally and a genuinely nice person.
  • 👏 Segura is recognized for his generosity in mentoring other comedians, rotating openers, and spreading opportunities.
  • 💼 Segura's success is attributed to his sharp business acumen and decision-making, likening his operation with Christina to a modern family business.

Early Crushes and Awkward Encounters

  • 💔 Segura recounts his first crush, Andrea Sparrow, and an embarrassing prank call incident in fourth grade.
  • 😅 An eighth-grade girlfriend broke up with him via a letter read by her friend, leaving him devastated by the lack of any actual relationship progress.
  • 💋 Segura describes his first kiss in sixth grade with a girl next door, and a more intense first kiss with tongue in seventh grade that awakened his romantic desires.
  • 😬 He shares a story about his first sexual experience at 15, which was awkward and brief, followed by leaving a condom wrapper, leading to parental questions.

Risky Adventures and Misadventures

  • ✈️ Segura recounts a harrowing Greyhound bus trip from Maryland to Indianapolis at 17, facing bus strikes, delays, and uncomfortable passengers.
  • 😳 He shares an incident where his dad caught him dry-humping his girlfriend at 11:01 PM, leading to intense blue balls and a hasty retreat.
  • 📚 A story about borrowing a prized book from a girl's friend, only to have it returned to the wrong address, resulting in Segura keeping the book.
  • 🤫 Another tale involves sneaking into a sleepover with a friend, only to be discovered by a mom, leading to a terrifying near-miss.
  • 🚗 A prom night story involving GHB, blacking out, and a fabricated beach story that was later exposed by a principal, revealing a leak within his friend group.
  • 🎤 Segura recounts meeting Chuck D on a Greyhound bus, getting an autograph, and being asked to keep it quiet.
  • 🚌 A freshman college experience involving a miserable 11-hour Greyhound ride to see a girlfriend, only to spend less than 48 hours there due to the dread of the return trip.
  • 😳 A story about a father catching his 17-year-old son dry-humping his sister, leading to a tense encounter and a hasty exit.
  • 🍺 A story about hooking up with his sister's friend while drunk, and his sister's surprisingly direct questions about the encounter.
  • 📖 An attempt to impress a girl by borrowing her favorite book backfired when he became more interested in her friend and ended up keeping the book after a misunderstanding.
  • 😨 A story about sneaking into a girlfriend's house for a sleepover and being discovered by her mom, leading to a tense hiding situation.
  • 📱 A junior year incident where his mom caught him with a girl in his room due to the alarm system, and he lied about stains on his shorts.
  • 🚌 A 17-year-old's Greyhound trip to see a girl, facing bus strikes, delays, and an uncomfortable passenger named Vern.
  • 😳 A story about a father catching his son dry-humping his sister, leading to an awkward confrontation years later.
  • 🎙️ Segura mentions his ongoing podcasts and desire to return to touring, while Sickler promotes his new Patreon show and social media presence.
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What’s Discussed

Tom SeguraRyan SicklerHoneyDew PodcastComedyEarly RelationshipsFirst KissFirst Sexual ExperienceAwkward EncountersGreyhound BusStorytellingStand-up ComedyMentorshipFamily Business
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