Stavvy's World #157 feat. Sydnee Washington & Dewayne Perkins

Podcast Date: December 1, 2025
Host: Stavros Halkias
Guests: Sydnee Washington, Dewayne Perkins

Episode Overview

This episode of Stavvy’s World brings back comedian Sydnee Washington, joined by her good friend and “guarantor,” fellow comedian Dewayne Perkins. Together with Stav, they explore everything from navigating New York’s brutal rental market to shifting beauty standards, friendship dynamics, debt survival strategies, and, as always, listener advice calls both absurd and sincere. The tone is candid, irreverent, and always funny, with honest – and occasionally outrageous – takes from the guests.

Key Discussion Points & Segments

1. Roommate Life, Friendship & “Lavender Marriages”

Timestamps: 01:00 – 10:00

• Living Together & Friendships: Sydnee and Dewayne share what it’s like to live together (nearly a year), describing their dynamic as “not romantic,” joking about lavender marriages (i.e., a gay guy and lesbian as roommates). They riff on the intimacy of roommate life, including overhearing each other’s hookups.
• The Apartment Search Nightmare: Dewayne discusses the struggles of convincing skeptical landlords to rent to them, with Sydnee acting as his “guarantor.”
  • "It was very like, 'hey nigga, who are you?'" – Dewayne, describing a landlord Zoom meeting (06:03)
  • "Are the bank statements not enough? What do you want me to look like?" – Sydney (08:20)
• Class, Credit & Paperwork Woes: Dewayne highlights how, coming from a working-class background, financial paperwork and systems create added barriers, even for successful people.
• Memorable Moment:
  • “There was a moment where I was getting my paperwork together and I said, well, assets: my titties, 10,000 years...I will knock this fucking water [over].” – Dewayne (10:31)

2. Shifting Beauty Standards & Social Commentary

Timestamps: 11:14 – 14:28

• The Value of Tits vs. Asses: The trio debates whether “big tits” or “big ass” are on-trend, playfully analyzing what each symbolizes culturally and politically.
  • “People have said that asses are more left, but big tits are more conservative. And that pisses me off because I’m a staunch leftist who loves huge tits.” – Stav (13:26)
• Queer Sexual Terminology: The group gets into definitions of “frothing” and “docking,” leading to good-humored mockery about gay male culture.
  • “Y’all are sick.” – Dewayne (15:39)

3. Lifestyle Fads, Cults & Self-Improvement

Timestamps: 16:26 – 23:17

• “Hard 75” Challenge: Sydnee and Dewayne recount trying the social media trend “Hard 75” (75 days of exercise and strict diet), describing their misery and the faux-military vibe of carrying huge water bottles.
  • “I walked on the train with the bottle and this woman laughed...the train car started laughing and I was like, I’ve never felt poorer.” – Sydnee (17:47)
• Being Recruited by a Cult: They discuss the appeal of cults as a way of coping with the harshness of adulthood, and Stav jokingly claims he’d make a great cult leader.

4. Celebrity Encounters & Old Jobs

Timestamps: 23:21 – 36:42

• BattleBots & Monster Trucks: Dewayne relays attending live BattleBots in Vegas and thoughts on the demographics and kid-friendliness; Sydnee describes her first monster truck show.
• Magicians in Nightlife: Dewayne shares a story about David Blaine eating glass in a bar and "scaring the hoes" (28:23).
• Weirdest Celeb Bar Stories: Dewayne mentions seeing Bono from U2 and being nonplussed (“I can’t help it, your shitty songs are on my phone. I didn’t ask for it.” – Stav, 30:05), and witnessing “allegedly” Sting doing coke with a wet straw (31:37).
• First & Odd Jobs:
  • Sydnee: Worked at Potbelly’s, promoted to interior design for the chain.
    • “That is truly one of the gayest promotions I could possibly...to be making sandwiches, be like, you’ve got it, kid!” – Stav (34:53)
  • Dewayne: Child babysitting, laundry delivery (with potentially sketchy customers), production and tech company gigs, working as a mall greeter, and tour guide at the Whitney Museum.

5. Philosophy on Stealing From the Man

Timestamps: 37:04 – 43:04

• Corporate Theft is Fine: All agree – steal from corporations, not people.
  • “Don’t steal from people, but a corporation, baby!” – Sydnee (37:19)
• Stav’s Blockbuster Exposé: He reveals Blockbuster never really sent customers to collections, so he stole “like 20 DVDs” (38:44).

6. Advice Segment – CALLS

Timestamps: 48:29 – 99:00+

Call 1: Should I Tell My Partner When People Talk Shit About Him?

48:29 – 56:58

• Situation: Caller’s boyfriend is seen as an “arrogant asshole” in their small town; should she tell him when people talk behind his back?
• Panel’s Take:
  • Dewayne and Sydnee suggest the real issue is not whether to tell, but “why is everyone talking shit?!”
  • Red flag if boyfriend is “different one-on-one.”
  • “He might not understand how much his behavior is negatively...he needs to know.”
  • Consensus: She should probably tell, but should also reflect on why so many people dislike him.

Call 2: Friend Keeps Bailing with Absurd Excuses

57:10 – 63:44

• Situation: 27-year-old’s friend repeatedly bails on plans, always blaming his girlfriend with elaborate lies.
• Advice:
  • “Thinning out the herd” of friends at this age is normal.
  • Panel jokes about “jumping him emotionally”; recommends one honest conversation, then adjusting expectations or moving on.

Call 3: Brother Asks For Sperm, Is That Weird?

64:09 – 71:07

• Situation: Caller’s transgender brother asked him for sperm so he and his wife can have a child.
• Analysis:
  • Stav and Sydney: “Not that weird” – shows trust and practicality, but process could be more thoughtful (don’t ask over the phone).
  • Dewayne: Wants a fancier ask – “You order some apps, you get an entrée…” (65:37).
  • Eldest: Mainstream advice is to tell the kid early on about their origins.
  • Funny moment proposing a children’s book: “Some dads don’t have jizz.” (70:45)

Call 4: $20k in Debt at 23, What Should I Do?

71:31 – 79:01

• Advice:
  • Stav: “Try to pay it off and avoid high interest.”
  • Sydney: Filing bankruptcy isn’t just for rich people; use legal protections if you’re truly overwhelmed.
  • Dewayne: Pushes for negotiating and debt consolidation, "get itemized bills" for medical debt.

Call 5: Should I Move Across the Country for Love?

80:28 – 88:42

• Situation: Caller (25) is considering moving from Baltimore to San Diego for her boyfriend (33) after a year of long-distance.
• Consensus:
  • “Have a job, your own money, and maybe your own place at first.” – Dewayne (81:57)
  • Sydney: Don’t contort your whole life unless you really want the adventure for yourself as well.
  • Stav: If you move, make sure it’s not just for him – will you like your own life in this new city?

Call 6: My Daughter’s Getting Bullied – What Comebacks Can I Teach Her?

88:55 – 97:48

• Advice:
  • Dewayne: Involve the parents and school (“get the parents involved…and God forbid you have to take the kid out.” – 92:27)
  • Sydney: Teach her to roast back if it's just verbal – “find info about their family, run them jokes at the crib.” (91:19)
  • All: Gauge severity; physical bullying needs action, verbal can build resilience if supported.
  • Panel acknowledges the balance between protecting your child and letting them learn to stand up for themselves.

Notable Quotes & Moments

• On Cult Leaders:
  • “You start being an everyman. And I would be so good at that. I would be really good at that.” – Stav (20:33)
• On Second-Job Skill Transfers:
  • “Your talents are being wasted on provolone.” – Stav, about Sydnee’s Potbelly's sandwich artistry (35:18)
• On Bankruptcy as Survival Tactic:
  • “A lot of wealthy people file bankruptcy all the time…if you know how to kind of game the system, you can use it to your advantage.” – Sydney (74:13)
• On Friendship & Generosity:
  • “You are who your network is...If you have a whole bunch of people that's like, nah, I'm not helping you, then you gotta look within and be like, well, why don't these people want to help me?” – Dewayne (78:23)
• On Bullying and Roast Tactics:
  • “I found out that the guy’s daddy was in jail. And I said, that’s why your daddy in jail. He started crying and changed everything.” – Sydney (91:19)
• On Moving for Love:
  • “You have that independent...so it’s not just like the codependency, like, ‘we’re living together, I moved here for you’...Are you going to mention this every time we get in an argument?” – Dewayne (82:17)

Closing, Shout-Outs, and Plugs

Timestamps: 97:52 – End

• Dewayne celebrates his half-hour on Hulu and movie releases: “Big things, baby!” (98:27)
• Sydney plugs socials and reminds us: “Follow me on Instagram… so I can get brand deals.” (99:30)
• Stav: “Thanks for listening, guys! We’ll see you next time.” (99:36)

Summary Takeaways

This episode is classic Stavvy’s World—fast-paced, packed with genuine comic chemistry and real-life wisdom. Sydnee and Dewayne’s friendship delivery is hilarious but always anchored in lived experience, be it real estate, relationships, hustle–or just surviving adulthood’s absurdities. Whether you need advice on love, money, or just want a laugh about “big water bottles,” dark landlord meetings, or the fine art of the schoolyard roast, this episode brings it.

Authenticity, loyalty, and learning to improvise—sometimes at Potbelly’s, sometimes as an amateur debt lawyer—are the survival skills on display.