Trash Tuesday w/ Esther Povitsky & Khalyla Kuhn

Episode: Jaime Garcia Dating Simulator

Date: December 30, 2025

Episode Overview

In this celebratory year-end episode of Trash Tuesday, hosts Esther Povitsky and Khalyla Kuhn are joined by Jenna Jimenez and guest Jaime Garcia for a hilarious, chaotic, and surprisingly heartfelt conversation. The group reflects on their personal highs and lows of 2025, discusses New Year’s traditions, delves into rejection, confidence, dating, and even stages a playful "dating simulator" with Jaime and Jenna—all while keeping up their signature self-deprecating, candid, and loving trash talk. This episode offers both laughs and honest moments about growth, friendship, disappointments, and the messy realities of life and relationships.

Key Discussion Points and Insights

1. End-of-Year Reflections & New Year's Traditions

• Live Show Announcement & Pregnant Esther
  • The hosts excitedly announce their first live show in years, January 28th at the Comedy Store (00:22-01:51).
  • Esther, pregnant, jokes about midnight food runs: "I’ve been eating at all of them late at night after my sets because I’m pregnant" (00:51).
• Holiday Hygiene & Small Biz Plug
  • Jenna plugs her natural deodorant "Pit Stop" (01:11-01:45).
• Grocery Store on NYE
  • Esther’s anti-party take: "I think it’s such a perfect night to go to the grocery store and like it’s empty… You load up on what you need… It’s much better than going out" (04:31).
  • Growing up, Esther and her friend spent NYE at Walgreens at midnight (04:46).
• Multicultural NYE Celebrations
  • Esther asks about eating grapes at midnight—Latin & Filipino traditions discussed (05:02-06:06).
  • Khalyla on Filipino NYE: "Fireworks, explosives, lost fingers and toes, like, you know, like, warfare" (05:15).
  • Contrasts to current quiet celebrations: "Last New Year’s, what did I do? I was nursing my baby in the dark" (05:51).

2. Peaks, Valleys, and Self-Compassion

• Health & Career Lowlights
  • Jenna recounts a rough health year (eye, heart, migraines, PCOS) yet notes doing standup again as a highlight (09:37-10:49).
  • Esther discusses feeling "pathetic" during pregnancy but is praised by friends for being productive (07:49–08:46).
    • "I think if I had my physicals in order, my mentals would be in order." – Esther (08:11)
  • The group jokes about making doctor's appointments together and supporting friends through health issues—"Doctor’s appointments with friends are so much better" (13:31).
• Notable Support Story
  • Hilarious recollection of Jenna showing up to Khalyla’s health scare in a Batman costume, with Khalyla in Superman—paramedics looked on in disbelief (12:13).

3. Dating, Rejection, and Gender Dynamics

• Jaime Garcia Joins (Flowers for Jenna!)

  • Jaime enters with flowers, revealing a crush on Jenna: "On Jenna? Yeah, a little bit" (15:40).

• Sober Journey

  • Jaime’s lowlight: "The choices I was making [when drinking]"; Highlight: stopped drinking in May, gained confidence (16:37–17:03, 18:34, 49:05).
  • Discussion of alcohol and its aftereffects: "As someone who used to drink a lot… the day after… the anxiety is…" — Kalila (17:25)

• Older Women Dating

  • Jaime: "I tend to go for older women… they’re wiser, know what they want, know what they bring to the table" (18:08–18:22).

• Rejection Stories

  • The group unpacks rejection, both giving and receiving.
    • Kalila: "Second grade was my first one… said 'off' and I hear it in my sleep sometimes" (23:01).
    • Jenna: "I really do think that I’ve probably been rejected many times and I just, like, don’t clock it" (24:39–24:52).
    • Gendered catcalling—Jenna’s playful, noncommittal approach versus men’s intent (25:13–25:23).
    • Vegas escapade: Jenna gets physically thrown into a popcorn ceiling by a drunken guy she’d flirted with; later, a texting mishap with her open relationship partner (25:55–27:56).
  • Quote (Kalila): "Women can cat call and men can’t, because men cat call with the intention of wanting something… I’m cat calling, just letting you know…" (25:13)

4. “Dating Simulator”: Jaime’s First Date with Jenna

• Planning the Perfect Date
  • Jaime is coached through a mock date: offers to pick up Jenna (even in LA rush hour), double-checks food restrictions, suggests Sugarfish for sushi.
    • "What restaurant would you like to go?" — Jaime (53:37)
    • Jenna outlines her allergies; Jaime’s genuine but clumsy responses prompt laughter.
  • Jaime is awkward but sweet, sometimes losing the thread ("I was distracted by your eyes, but I still listened" — 60:30).
• Roleplay: Meeting the Parents
  • The hosts play Jenna’s parents; Jaime tries to impress them, answers questions about intentions (64:18), family, and future kids.
  • Quote (Jaime): "Yeah, I can see a future with her… Age doesn’t matter to me. Pretty sure I know what I want now" (64:40, 64:45).
• Feedback on Jaime’s Game:
  • Jenna: "There are... specific areas where you can maybe improve. I would say, overall, your energy is very good, and that’s my number one" (65:43).
  • Kalila: "I would give you, like, a… C plus" (65:39).

5. Pop Culture, Identity & Random Tangents

• 2025 Pop Culture Flashbacks
  • Brief reviews with varying levels of engagement: celebrity cheating scandals ("another man cheating… it’s not interesting" – Jenna, 30:43), Katy Perry’s (fake) Mars trip, Labubu collectibles obsession, and Kardashian family religiosity and the OJ Bible auction (30:50–34:06).
• Religion & Happiness
  • Khalyla and Jenna muse on envying religious people’s comfort and faith; structure keeps people afloat (32:21–35:23).
• Finding Roots
  • Jenna announces her Otomi tribal heritage: "That is the tribe that came up on my 23andMe… That is my new life" (44:00).
  • Bantering over the correct Spanish word for embarrassment versus pregnancy; family names and ethnic backgrounds (43:41–44:54).
• Cleanliness and Green Flags
  • Jenna’s quirky green flag: "Do you find crumbs all over your house?" ends in tales of Esther’s infamous bedside food stash (36:06–37:33).
• Masculinity, “Boy Moms” & Healthy Upbringing
  • Assessments of what kind of men they’d be based on upbringing; accolades for Kalila as inspiration for raising a “good” son (38:02–39:12).
• Ex Talk
  • The group explores men’s reluctance vs. women’s desire to dissect ex-relationships:
    • Jenna: “That word will be a trigger word for me… great and gorgeous…” (41:23–41:29)
    • Kalila: "The alternative is a red flag, which is if he talks shitty about his ex, I’m like, OK, you’re the bad guy…" (41:09)

6. Final Banter, “Frozen Waffles” Debate & New Year's Toast

• Waffle or Frozen Waffle?
  • Jaime brings a roommate debate: is it "waffle" or "frozen waffle"? Philosophical lines drawn around accuracy and intention (68:13-69:53).
• New Year’s Toast
  • The crew pops confetti, bickers over party popper mechanics, and shares an affectionate, funny wrap-up:
    • "Happy New Year!" (70:45)
    • "Thank you so much for another amazing year together… We could not have done it without you." – Esther (71:04-71:39)

Notable Quotes & Memorable Moments

• Esther: "I love the grocery store on New Year's Eve… you're in the zone of starting a new lifestyle." (04:31)
• Khalyla (re: Filipino New Year's): "The Filipinos go hard with the fireworks, explosives, lost fingers and toes… warfare." (05:15)
• Jaime: "I like older women… they know what they want." (18:08)
• Jenna: "I really do think I’ve probably been rejected many times—I just don’t clock it." (24:39)
• Jenna: "Women can cat call and men can’t because men cat call with the intention of wanting something…" (25:13)
• Kalila: "The alternative is a red flag, which is if he talks shitty about his ex, I’m like, OK, you’re the bad guy…" (41:09)
• Jaime: "I was distracted by your eyes but I still listen." (60:30)
• Jenna: "There are…specific areas where you can maybe improve. I would say, overall, your energy is very good..." (65:43)
• Esther: "We never know what life is going to throw at us… but sluggies, we could not have done it without you." (71:04-71:39)

Timestamps for Key Segments

• [00:22]–[01:51]: Live Show announcement, holiday plans, and business plugs
• [04:31]–[06:06]: New Years traditions: groceries, grape eating, firework stories
• [07:49]–[08:46]: Esther’s self-doubt and friends’ supportive affirmations
• [09:07]–[10:49]: Sharing highs and lows (“peaks and valleys”)
• [15:40]–[17:03]: Jaime enters with flowers, talks about quitting alcohol
• [18:08]–[18:22]: Dating older women: “wiser, know what they want…”
• [23:01]: Kalila’s first memory of rejection (“off”—from 2nd grade)
• [25:13]: Jenna on gendered catcalling
• [27:56]: Accidentally texting relationship evidence during flight
• [53:37]–[55:05]: Jaime and Jenna first date simulation—picking restaurants & food restrictions
• [64:18]–[65:43]: Meeting the parents, feedback on Jaime’s “game”
• [68:13]–[69:53]: The "frozen waffles" naming debate
• [70:45]–[71:44]: NYE confetti, wrap-up, gratitude to listeners

Episode Tone & Takeaways

• Language/Tone: Casual, irreverent, loving, deeply self-aware, and playfully confrontational.
• Themes: Friendship, transparency, vulnerability, the hilarious side of self-sabotage and growth, and the value of being “seen” by your people no matter where you are in life.
• For New Listeners: Expect laughter, inside jokes, and sharp-edged honesty softened by genuine affection—a perfect goodbye to 2025 with some dating wisdom and celebration of unfiltered friendship.

“Thank you so much for another amazing year together…I cannot believe we did it again.” – Esther (71:04)