Club Shay Shay: Tony Baker Discusses The Levels Of Cheating, Choosing Face Over Body, & Making Women Work For “The D.”

Podcast: Club Shay Shay
Host: Shannon Sharpe (iHeartPodcasts and Shay Shay Media)
Guest: Tony Baker (Comedian)
Air Date: January 19, 2026

Episode Overview

This lively episode of Club Shay Shay features comedian Tony Baker joining Azar Faraday and Paul for a candid and humorous discussion on relationships, dating standards, double standards, marriage, cheating, and intimacy. Through laughs and personal stories, Tony and the hosts explore complex modern dating dynamics—from "levels of cheating" to whether women over 30 are really "cooked."

Key Discussion Points & Insights

1. Face vs. Body: What Matters Most?

Timestamp: 08:21 – 11:30

• Main Debate: Would you choose face or body for a long-term partner?

  • Tony Baker: “For me... the face is key. You got to look at that face, man! After the sex, the face is what's— that's gonna be platinum.” (08:41)
  • Tony explains he values face over body for longevity and lasting attraction, noting that bodies change faster over time.

• On the Risks of Makeup:

  • Both Paul and Tony share funny stories about shock at partners without makeup, emphasizing that heavy makeup can create surprises.

2. Making Women 'Work for the D'

Timestamp: 13:28 – 16:34

• Tony’s Perspective: He encourages men to “raise the property value of their penis” by being less easy and making women work a little for sex:
  • Tony Baker: “I like to settle into your personality, get to know you, and then just leave you anticipating... be a challenge for a woman. Because a lot of times, dudes ain’t even a challenge.” (13:56)
• He shares that he prefers connection over quick hookups and is comfortable being single if the right person isn’t there.

3. Double Standards in Dating and Gender Roles

Timestamp: 17:35 – 23:27

• Should Women Propose, or Make the First Move?

  • Tony advocates for women being bolder in approaching men—but not necessarily proposing.
  • Paul pushes back, noting most men still prefer to “chase” and find overtly aggressive women off-putting.

• Who’s the ‘Prize’ in Relationships?

  • Paul: “If I believe, the men are the prize. That’s what I believe.” (19:46)
  • Tony Baker: “I think we both the prize...we’re a partnership.” (19:57)
  • Tony believes both partners bring value, and the “prize” mentality creates rocky dynamics.

4. Marriage, Singlehood & Changing Social Contracts

Timestamp: 28:17 – 45:10

• Is Marriage for “Old People & Poor People”?

  • Paul argues that stable marriages nowadays are mostly about financial dependence—especially among past generations—while wealth or independence increases the likelihood of divorce.
    • Paul: “NBA players, 80–90% divorce rate...when you’re financially independent, you have the opportunity to be like, you know what, this ain’t working.” (31:42, 31:57)

• Singlehood Shaming & Weaponization

  • Azar highlights how being single and childless after 35 is socially judged, especially for women, though it can indicate healthier decision-making.
  • Tony backs her up, explaining that many people who stay single are simply avoiding unhappy relationships: “No, I got out of a bad relationship. ... I could see the signs clear.” (34:34)

5. The Levels of Cheating & Double Standards

Timestamp: 62:30 – 76:58

• What Counts as Cheating?

  • Tony and the crew break down emotional and physical cheating, emphasizing nuance (“levels to cheating”).
  • Tony Baker: “There are levels... If they talking and flirting, I can get past. Once you get physical, though...” (72:36, 72:54)
  • Anything involving another man’s “dick coming out on your watch”—that’s a dealbreaker: “If that dick came out on your watch, I’m out.” (73:37)

• Lap Sitting & Public Disrespect

  • Paul asks if a woman sitting on another man’s lap is cheating. Tony and Azar agree it’s disrespectful/public embarrassment and thus a relationship-ender.

• Double Standards in Cheating

  • Tony jokes about the higher stigma if a woman cheats (“I could never unsee the cheat”), and how men often expect women to take them back—but can’t do the same.

Quote Highlight:

“Cheating is the cream of the crop on a non-negotiable... Everything else is negotiable.”
– Tony Baker (65:58)

6. Marriage as a Business Decision

Timestamp: 46:03 – 58:59

• Both Tony and Paul agree that marriage includes both love and business facets, including protecting family, finances, and legal matters.

  • Tony Baker: “It’s a business for sure.” (48:19)

• Paul candidly admits marrying for practical (“business”) reasons partly for the family, not just pure romance.

7. Role Play and Sexual Fantasies

Timestamp: 49:07 – 55:02

• The crew lightens things up with a candid segment about sexual fantasies and role play.
  • Paul dreams up an FBI raider scenario.
  • Azar likes “stranger in the house” fantasy or being blindfolded/trusting her partner completely.
  • Discussion about flight fantasies, office scenarios, and how porn has become more direct over time. Laughter abounds about stumbling onto “good porn clips” on Twitter/X.

8. Therapy, Vulnerability & Healing from Heartbreak

Timestamp: 58:44 – 61:52

• Azar asks about therapy for relationships; Tony believes in it, but Paul shares a disastrous therapy story where “uncoupling” was sprung on him.
• Tony emphasizes the importance of facing tough feelings and conflict honestly, and that it’s possible to outgrow negative relationship cycles by “doing the work.”

Quote Highlight:

“Nothing is gonna save your marriage but actually doing the work...communication, compromising, all that good stuff.”
– Tony Baker (58:35–58:42)

9. Notable Quotes and Memorable Moments

• On quick sex:
  “You can’t give me that... that quick… For me, if it’s the second hangout, that’d be too quick.”
  – Tony Baker (15:06)

• On aging and attraction:
  “Bodies change over time… they blow, they deflate, they inflate...The face don’t change that much though.”
  – Tony Baker (08:57)

• On makeup and surprises:
  “At the end of the night, they gonna take it off… seen a girl go from a 10 to a 3 in the morning.”
  – Paul (10:36)

• On gender roles:
  “If a woman calls you a bitch, that’s crazy. That’s deeply rooted disrespect.”
  – Tony Baker (70:05)

Important Timestamps

| Time | Segment/Topic | |-----------|-------------------------------------------------------| | 08:21 | Face vs. Body Debate | | 13:28 | Raising your D’s “property value” | | 17:35 | Should Women Propose/Be Aggressive? | | 28:17 | Tony Talks Past Marriage | | 31:42 | Financial Stability & Marriage | | 34:34 | Singlehood and Society’s Judgment | | 49:07 | Sexual Fantasies and Role Play | | 58:35 | Can Therapy Save a Relationship? | | 62:30 | The “Levels” of Cheating | | 73:37 | The Final Cheating Dealbreaker Line |

Flow & Tone

• The discussion is open, unfiltered, and frequently humorous, with Tony’s laid-back and honest style balancing Azar’s directness and Paul’s playful provocations.
• The episode is packed with relatable stories, blunt opinions, and modern perspectives on love, masculinity, and commitment.

For Further Information

• Tony Baker’s Shows: “Tony Baker and Friends” & “Ball Brothers Show,” monthly at Flappers (Burbank).
• Find Tony: @tonybakercomedy and tonybakercomedy.com for live dates.

Summary:
This episode of Club Shay Shay, featuring Tony Baker, is a rich mosaic of comedic wisdom and real talk about love and relationships in the modern world. From analyzing levels of cheating and facing double standards to the value of being single or taking it slow, Tony and the hosts provide a must-listen (or read!) for anyone navigating today’s dating scene, with plenty of laughs and insight along the way.