KILL TONY #749 — SLY STALLONE (KYLE DUNNIGAN) + TONY YAYO

Date: December 23, 2025
Location: The Comedy Mothership, Austin, Texas
Hosts: Tony Hinchcliffe & Brian Redban
Guests: “Sylvester Stallone” (Kyle Dunnigan), Tony Yayo

Overview:

This episode of Kill Tony features a riotous blend of standup, interviews, improv, and chaos, welcoming first-time guests: comedian Kyle Dunnigan in character as Sylvester Stallone, and rapper Tony Yayo. The show continues its core format—random audience sign-ups perform a minute of standup, receive instant feedback from the hosts, guests, and regulars, often resulting in hilarious roasts and impromptu bits. With regular appearances from vaunted show contributors and the unpredictable Austin comedy scene, episode #749 is one of relentless energy, surreal moments, and performances ranging from powerfully funny to outlandish.

Main Themes & Moments:

• Celebrity Guests: The interplay between Tony Hinchcliffe, Brian Redban, “Sylvester Stallone” (Kyle Dunnigan’s spot-on impression), and Tony Yayo brings unique flavor, as both guests riff on their personas and the madness around them.
• Variety of Comics: Both newcomers and returning comedians run the gauntlet of a one-minute set, followed by unfiltered, often brutal feedback and dialog.
• Extreme Crowd Energy: The packed, hyped Austin audience adds to the atmosphere, with spontaneous cheering and reactions.
• Kill Tony Regulars: Heavyweight performers like David Lucas, Dedrick Flynn, and William Montgomery drop in with extended sets and signature banter.
• Wild Interview Segments: Comics share about their lives, oddball occupations, bizarre sexual escapades, gritty stories, and get roasted mercilessly.
• Recurring References: Fried chicken, sex with elderly women, Austin’s homeless, standup struggles, MMA metaphors, and Stallone/Dunnigan bits repeat throughout.

Segment Highlights & Notable Quotes

1. Introduction & Setting (00:00–06:10)

• Tony Hinchcliffe: “Who’s ready for the best fucking night of their lives? … I cannot believe that I was able to secure these two guests tonight… Sylvester Stallone and Tony Yayo!”
• The band is introduced; sponsors acknowledged (skipped).

2. Celebrity Guests Appear (06:10–09:35)

• “Sylvester Stallone” on why he’s here:

  “My agent says, ‘Hey, you want to do Kill Tony?’ … he told me, you get a lot of views. So I said, you know what? Stallone’s gonna do it.” (07:25, Sly Stallone/Kyle Dunnigan)

• Tony Yayo is greeted with thunderous applause.

3. Golden Ticket Winner: Aaron Belial (09:38–16:40)

• Opens the night with sharp, self-aware comedy about disability and serial killers:

  “To get the American experience, I went out shooting the other day … what kind of idiot would give me a rifle? … Luckily I had my handicap pass. So I just shot everything.” (10:47, Aaron Belial)

• Post-set banter highlights both his dark humor (“I could totally drown a dude in a lake—I almost drown every time I go into a lake”) and his comedic ascent.

4. 1st Bucket Pull: Lingo Smith (17:36–29:30)

• Standup on dating “big girls” and sharing chicken:

  “Why sleep on a big bitch, when you can sleep on a big bitch?” (18:05, Lingo Smith)

• Interview: Discusses moving from Orlando, working at Apple (“the opposite of Microsoft”), and differences between Austin and Orlando’s homeless populations.
• Incredible moment: Lingo freestyles and roasts the panel—

  “Redban, you fat as hell, you need to hit your damp; your sweatband. You get no coochie. I got hoochies popping handstands… Tony Hinchcliffe, I know you wrestle, but you’re still a bitch, bitch.” (24:50, Lingo’s freestyle)

  • Tony launches retaliatory rhymes in mock indignation, riffing on “smelt it and dealt it with velvet.” (26:35)

5. 2nd Bucket Pull: Jason Robo (30:13–43:52)

• Standup features edgy health/obesity humor.
• Reveals: Owns an ATV-converted trailer, describes himself as “not as homeless as I look,” and launches into wild, rambling stories about activism, ayahuasca, “blowing” tobacco up his nose, and bodywork involving shark’s teeth and crystals.
• Hosts piece it together:

  Tony: “You have some of the most hippie dippy nursery rhymes I’ve ever heard in my life.” (39:20)

6. Kill Tony Regular: David Lucas (44:00–53:55)

• Hilariously offensive, quick-hitting set:

  “BLM said there’s no such thing as black on black crime. Well, what I want to know is who was that nigga who broke into my house last night? He wasn’t white.” “Trump said that Tylenol is making kids retarded. I believe him—’cause the last few bitches I had sex with all had retarded kids.”

• Jabs fly about Tony Yayo, Sylvester Stallone, and weight jokes between the panel:

  “Tony Yayo ain’t been this close to a gay since he partied with Diddy.” (David, 48:06)
  “2026 is what David sees when he stands on a scale now.” (Tony, 50:40)

7. 3rd Bucket Pull: Ben Dalke (54:12–1:05:47)

• Awkward, provocative one-liners about handshakes, rape, and self-deprecation.
• Interview reveals a story of accidental sexual encounters and struggles with erectile dysfunction, with hosts playfully prying for details:

  “So, you find it within yourself—with some positive affirmations, like what?”
  Ben: “You are enough. She’s not just lying.” (1:04:00)

• Panel (and Sly/Kyle) riffs on the weirdness, transitions, and young man’s sexual progress.

8. 4th Bucket Pull: Nino (1:05:58–1:20:00)

• Standup as an “essential worker” grocery delivery guy, joking about apartment complexes and Indian customers:

  “If you live in an apartment complex, do not order groceries online. That is for homeowners only!” (1:06:10, Nino)

• Delves into his Hot Wheels collection (“You guys want to see the smallest toy car in the world?”), and a candid, hilarious tale of being “finished off by a 65-year-old” in his Kia Forte:

  “Best way I could describe it, fellas—remember when you go in a Jacuzzi and you put your dick inside the jet? That’s how it felt, dude.” (1:15:20, Nino)

9. Kill Tony Regular: Dedrick Flynn (1:20:20–1:30:30)

• Set on “rich people debit cards” and his past at the car wash:

  “Rich people got these 22-pound, bulletproof, solid metal debit cards made out of vibranium from Wakanda!”

• Relays customer service horror stories, getting racistly insulted at a car wash.
• Kyle/Sly offers financial advice:

  “I just suggest that you sell your mouth and buy a diversified portfolio—like a good ETF, like a basket of funds.” (1:28:34, Sly Stallone/Kyle Dunnigan)

10. 5th Bucket Pull: Keegan Carmichael (1:30:38–1:39:10)

• Hedberg-style one-liners:

  “I wish I had a burrito restaurant—burritos roll free delivery if you live downhill.” (1:31:35, Keegan)

• Banter about being recognized as a distinct original, delivering food on his bike, and aspiring to play football with Texas Longhorns’ coach.
• Tony: “This is a guy we’re going to watch grow up on this show.” (1:37:50)

11. 6th Bucket Pull: Sean Cantwell (First Time) (1:39:22–1:44:25)

• Unraveling, rapid-fire set blaming ADHD:

  “I’m like a ferret on crystal meth.” (1:41:05, Sean)

• Has trouble answering questions about his life, investments, or even if he’s on anything; claims to understand “the algorithm for 369.”

12. Golden Ticket Legend: Timmy No Brains (1:44:40–1:57:50)

• Outrageous, chaotic stage presence—restarts his set twice, commands the audience for viral “stand up” moment, and then launches into an extended bit, riffing with the band, the crowd, and randomly challenging people to rap battles and dance.
• Standout quotes (in absurd character):

  “I want you to take your tits out, I want you to take your fucking dick out, black guy.”
  “You want to see some gangster shit? I’m gonna say the N word in three, two, one—nah, I got scared.”

  • Engages in surreal “ventriloquist” pantomime with the band member syncing lips to his words.
  • Tony, bewildered and delighted, dubs him an unstoppable force of chaos.

13. 7th Bucket Pull: Patrick Cassaday (1:57:56–2:05:07)

• Edgy dark humor about walking in on parents, dead dad, and Star Wars race jokes.
• Adds a “Plan B” bit on birth control:

  “Plan B was fucking move; Plan C was Canada; Plan D was down the stairs.” (2:02:07)

• Tony and panel razz his nervousness and delivery.

14. 8th Bucket Pull: Dusty Carter (Crew Member) (2:05:17–2:11:55)

• Self-aware set referencing his own transformation (“I cut off my hair…now I look like a guy hired by IT”) and a dark joke about a deaf kid.
• Dusty shares inside info on Kill Tony’s set-up, being a dad, and a brief stint in prison for manufacturing meth:

  “I used to look like Jesus—if his first miracle was turning water into meth.” (2:05:30)

• Pushes a satirical “adult coloring book” about 9/11 for laughs with the Stallone character.

15. Finale: William Montgomery (Record-Holder Regular) (2:12:00–end)

• Stand-up blends absurd non-sequiturs, references to a Diddy documentary, the Taliban, and Christmas baking.
• Post-set dialogue covers:
  • Life updates: “I started back on the row machine yesterday… I’m almost finished with a puzzle that’s all cakes. They all have blue icing, which makes it super fucking difficult.”
  • Tony: “You must have a favorite Sly Stallone movie.”
  • William, after a series of mistakes: “Rocky 3. I really… that was my favorite one. I thought you were great at Rocky.”
  • Extended, ridiculous “your mom/grandma” battle with Redban.
  • Show ends amid laughter, absurdity, and camaraderie.

Timestamps of Key Segments

| Segment | Timestamp | |-----------------------------------------|-------------------| | Golden Ticket: Aaron Belial | 09:38–16:40 | | Lingo Smith (1st Bucket) | 17:36–29:30 | | Jason Robo (2nd Bucket) | 30:13–43:52 | | David Lucas (Kill Tony HOF Regular) | 44:00–53:55 | | Ben Dalke (3rd Bucket) | 54:12–1:05:47 | | Nino (4th Bucket) | 1:05:58–1:20:00 | | Dedrick Flynn (Regular) | 1:20:20–1:30:30 | | Keegan Carmichael (5th Bucket) | 1:30:38–1:39:10 | | Sean Cantwell (6th Bucket - 1st Timer) | 1:39:22–1:44:25 | | Timmy No Brains (Golden Ticket Legend) | 1:44:40–1:57:50 | | Patrick Cassaday (7th Bucket) | 1:57:56–2:05:07 | | Dusty Carter (Crew Minute) | 2:05:17–2:11:55 | | William Montgomery (Finale) | 2:12:00–end |

Episode Tone & Takeaways

• Fast-paced, no-holds-barred: The quick turnover and instant feedback format create a relentless stream of jokes, banter, and improv.
• High threshold for absurdity: Panelists, especially with Kyle Dunnigan’s constant Stallone punchlines, push the boundaries of roasts and surreal humor.
• Unique, diverse participants: From Austin weirdos to rising stars, every comic and character brings something distinctly unpredictable.
• Insider rapport: Returning regulars are at home in the chaos, feeding off Tony and Redban’s improvisational energy.
• Outrageous crowd work and roasts: Audience members and comics are subject to sharp, sometimes savage, always playful commentary.
• Memorable lines and moments are frequent, particularly when sets go off the rails or interviews delve into deeply personal, often embarrassing territory.

Notable Panel Quotes

• Tony Hinchcliffe on Lingo’s Freestyle:

  “You get the fuck out of here. You ain’t getting me. This is my universe.” (26:40)

• David Lucas, zinging Tony Yayo:

  “Tony Yayo ain’t been this close to a gay since he partied with Diddy.” (48:06)

• Kyle as Sly Stallone, giving financial advice:

  “Sell your mouth and buy a diversified portfolio.” (1:28:34)

• Timmy No Brains, embracing power:

  “Ever since I became… embraced the power of being an old black man that I met 10 minutes ago, I’ve been going to Ross Dress for Less a lot… and I’m good at basketball.” (1:52:10)

• William Montgomery, on what’s new:

  “I started back on the row machine yesterday… I’m almost finished with a puzzle that’s all cakes. They all have blue icing, which makes it super fucking difficult.” (2:12:15)

For Newcomers & Fans Alike

This episode encapsulates everything that makes Kill Tony a singular comedy experience: fearless, often risky humor, candid stories of struggle and success, and sheer unpredictability from comics and hosts alike. Whether you’re a diehard regular or a new listener, #749 is a masterclass in live comedy density and irreverent, communal fun.