First Date with Lauren Compton – Episode Summary
Podcast: First Date with Lauren Compton (YMH Studios)
Episode: Honey I Stained the Rental Car w/ Steph Tolev
Release Date: October 14, 2025
Guest: Steph Tolev (Comedian, "Filth Queen" Netflix Special)
Overview
This episode of First Date with Lauren Compton features the unapologetically raunchy and hilarious Steph Tolev. Known for her candid comedy and viral content, Steph dives into her personal life, dating misadventures, relationship red flags, and wild anecdotes. Both Lauren and Steph riff on life as women and comics, the perils and absurdities of dating, first dates gone awry, and what real romance looks like, all while maintaining the show's irreverent, honest tone.
Key Discussion Points & Insights
1. Fashion, Femininity & "Airing Out the Puss" (00:18 – 02:14)
- Steph talks about rarely wearing dresses, preferring to look "manly" and sometimes startling men.
- The practical joys of wearing dresses—no pants and comfort—leads to hilarious banter about underwear and hygiene.
- Memorable moment:
- Steph: "I love airing out the puss. It feels great." (01:02)
- Discussion devolves into a riff about logistics and dangers of going commando.
2. Motherhood, Breastfeeding & TMI (02:14 – 04:27)
- Lauren shares real talk about postpartum life, hunger, and the myth (or not) that breastfeeding burns vast calories.
- Steph shocks Lauren with the candid admission she tried her sister's breast milk.
- Playful speculation about if their partners would ever taste breast milk.
- Notable exchange:
- Steph: "My boyfriend would be sucking me off right now. He’d be, like, milked up." (03:31)
3. Relationships & Age, Late-Life Motherhood (04:27 – 05:11)
- Candid chat about age and the pressure/timing of having kids.
- Steph, age 40, jokes about "the bangs are hiding it," and not being too old (Whitney Cummings as example).
- Self-deprecating humor on body changes vs. motherhood.
4. How Steph Met Her Boyfriend (05:11 – 12:32)
- The story: Steph meets her now-partner at the Laugh Factory in LA, introduced as Shooter McGavin’s nephew (actor Christopher McDonald).
- Steph pulls out all the stops during a lackluster comedy set, gets approached by her now-boyfriend after. Their meet-cute is classic, awkward, and filled with comic references.
- Their first "date" ultimately involves hours-long FaceTimes and finally a wild night in a rental car—where Steph leaves a lasting (literal) mark.
- Highlighted quote:
- Steph: "We went in the back of his rental car, and I squirted and ruined...He had to pay to get it cleaned. I soiled the back. Really nice first date." (11:09)
5. Relationship Qualities & Living Together (12:32 – 13:43)
- What does Steph want? "A nice man, a supportive man...it's very hard to be a female comic."
- Her boyfriend's supportive nature, their comic banter, and even him opening for her on tour come up.
- Lauren relates with her own challenges balancing home and career.
6. Dating Life & First Date Horror Stories (21:29 – 29:44)
Steph rifles through a "fuck list" of disastrous and bizarre first dates, each more absurd than the last:
- Splitting $16 Bill Guy: Brags about owning two homes, then splits a measly $16 tab.
- Steph: "If you're gonna brag about money, pay $16." (22:46)
- Velcro Sandals Guy: Turns up at night in brown velcro sandals; instant dealbreaker.
- Flip Flops Guy (Lauren's story): Walks her around a pool in flip flops, asks for a kiss—awkward!
- Platform Shoes Guy: Makes out on NYE, only to discover later he’s half her size and wears enormous platform Doc Martens.
- Costume Hookup: Steph details how men seem more interested when she's dressed up as a man for Halloween (including a Coach Steve from Big Mouth costume and Clifford from Martin Short's movie).
- Hilarious runner: Men “asking” for kisses/hugs gets universally skewered.
- Steph: "If you have to ask for a kiss, you’re not getting a kiss. May I have a kiss? No." (25:13)
7. Teeth Talk & Dating Red Flags (29:44 – 34:56)
- Steph tells a Seinfeld-esque story about a man whose teeth, seen in daylight, resemble "brown old coffins,” with each tooth uniquely stained.
- Discussion of Amish dental habits, revealed by Lauren, leads to wild speculation about rural dental hygiene, veneers, and young Amish workers.
- Steph: "Somebody probably has wooden teeth right now. Disgusting driftwood mouth." (32:20)
8. Romantic Gestures & Relationship Roles (41:45 – 47:32)
- Lauren asks about the most romantic thing Steph’s boyfriend has done; little details like post-it notes, wine, and snacks in a hotel make the list.
- Steph attempts to recall her own gestures, joking about “buying people off,” but does recount a custom belt buckle gift as her most personal gesture.
- Lauren shares a legendary story: creating an at-home sushi-table experience, complete with curtains, lanterns, and banana leaves, for her (ex)husband.
- Steph, stunned: "That's the craziest thing I've ever heard someone do for somebody!" (48:41)
- Both agree that romance can mean acts of service, from buying gifts to handmade experiences.
9. Body Image, Weight Loss, & Comedy Trolls (20:18 – 21:37)
- Steph discusses her 35-pound weight loss since meeting her partner.
- Touches on the online trolling faced as a female comic:
- Steph: "When you look like me, your personality is what you work on the hardest..." (20:56)
10. Austin Recs, Local Food, and Cultural Oddities (35:43 – 39:49)
- Lauren offers foodie tips for Austin, including steakhouse and barbecue spots.
- The two trade stories about topless beaches, public pools, and nudity norms in Europe vs. America.
- Hilariously, the image of Steph’s “white, little triangles” of a chest (ala Something About Mary) comes up in the context of topless sunbathing.
11. Steph's Movie Roles & Comedy Cameos (40:06 – 41:44)
- Steph plug’s her Netflix special ("Filth Queen"), upcoming horror movie role, and shares her cameo in Bill Burr’s film (she "farts on a balcony").
- Both discuss their screen deaths in horror films:
- Lauren: "I die in all of them. Except for one." (40:45)
Notable Quotes & Memorable Moments
- On first dates:
- Steph: "If you have to ask for a kiss, you're not getting a kiss. May I have a kiss? No." (25:13)
- On moving fast:
- Steph: "He moved in three months later...We looked like Hall and Oates at one point. We actually have to stop." (06:28)
- On bodily functions & honesty:
- Steph: "Let me milk my tits. Let me try that breast milk before I get out of here." (04:51)
- On romance:
- Steph: "I'm giving blowjobs so much, I feel like that's enough. I gave one so hard the other day that I got a crick in my neck. ... That's dedication." (43:15)
- On self-image & comedy:
- Steph: "When you look like me, your personality is what you work on the hardest..." (20:56)
- On wild proposals:
- Steph (on her boyfriend asking her dad for permission): "My dad fucking ruined it. It was a nightmare...They're gonna fight? My dad's just like, 'Can we tell her?'" (17:23)
Timestamps for Important Segments
- 00:18 – Steph arrives in a dress; fashion/femininity riff
- 02:14 – Postpartum chat, breastfeeding, and breast milk taste test
- 04:27 – Age, motherhood anxieties, and body image
- 05:11 – The story of meeting her boyfriend, comics, and the infamous rental car date
- 12:32 – What Steph wants in a relationship
- 21:29 – First date horror stories & "fuck list"
- 25:13 – Philosophy on asking for kisses
- 29:44 – Teeth and dental red flags
- 34:56 – On the skills and quirks of the Amish
- 41:45 – Romance, gifting, and the sushi-table anecdote
- 43:15 – The role of acts of service in relationships ("That's romantic")
- 48:41 – Lauren's sushi table date story
- 49:08 – Steph's plugs (Instagram, Netflix special) and episode wrap-up
Episode Tone & Final Thoughts
This episode is a high-energy, unfiltered romp through the gritty realities of dating, romance, and the lives of female comedians. Steph Tolev’s blend of self-deprecating humor and sharp observational wit pairs perfectly with Lauren’s candid hosting. First dates are dissected with honesty and hilarity, while real-life messiness and offbeat romantic gestures are celebrated. For anyone who loves stand-up, awkward dating tales, and real talk about relationships, there’s no shortage of laugh-out-loud moments here.
Where to Find Steph:
- Instagram: @Stephtolev
- Netflix Special: Filth Queen
Next Episode Tease:
Will Lauren find a guest with fewer red flags? Only time (and swipes) will tell...
