Did Your Family Mess You Up? (w/ Usama Siddiquee, Rachel Wolfson, and Felicia Folkes)

About this episode

Comedians discuss how their families influenced their views on sex, love, and dating.

Joel Kim Booster is joined by comedians Usama Siddiquee (Funny AF with Kevin Hart runner-up, Usama Bin Laughing), Rachel Wolfson (Jackass, Rachel Interrupted), and Felicia Folkes (Funny AF with Kevin Hart top-ten finalist) to unpack how their families shaped — and warped — their approach to sex, love, and dating. They swap the worst relationship advice their parents ever gave them (location-sharing paranoia, "never let your man know where you are," marry-by-23 ultimatums), debate whether waiting to sleep together actually matters, and get into how cultural upbringing colors everything from jealousy to attraction. Send in your own listener questions by emailing us at [email protected] or leave us a voicemail at ‪(213) 379-9851‬‪. Subscribe to SmartLess Media on YouTube for full episodes, and follow @intimacycoordinatorshow on Instagram and TikTok for clips. Joel Kim Booster: @ihatejoelkim · Loot Season 3 (Apple TV+), Fire Island (Hulu), Psychosexual (Netflix) Usama Siddiquee: @usamastandsup · Kevin Hart’s Funny AF (Netflix); Inventing Anna Rachel Wolfson: @rachelwolfson · Jackass Forever; Jackass: Best and Last (2026) Felicia Folkes: @felfatale · stand-up comedian…

People in this episode

Host: Joel Kim Booster

Guests: Usama Siddiquee, Rachel Wolfson, Felicia Folkes

Topics covered

• family influence
• dating advice
• cultural upbringing
• relationship dynamics
• comedy
• sex and love

Keywords

• family
• relationship advice
• cultural influence
• comedy podcast
• dating
• sex
• love

Mentioned in this episode

Organizations: SmartLess Media, Comedy Central

Books & works: Funny AF with Kevin Hart, Usama Bin Laughing, Jackass, Rachel Interrupted, Loot Season 3, Fire Island, Psychosexual, Jackass Forever, Jackass: Best and Last

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