Dating standards

De Lesseps recommends sending a handwritten note via the bartender to approach a man at a bar.

“nobody writes notes anymore and i think it's really cute to get a love note”

Call Her Daddy: Sonja & Luann: Pirates, Palm Beach & Picking Up Men (Sep 30, 2026) · Listen from 55:59

De Lesseps defends a woman her age feeling attractive to a much younger man, referencing Joe Bradley.

“there's nothing wrong with a woman my age like feeling good about being attractive to a guy that's 28 and a half”

Call Her Daddy: Sonja & Luann: Pirates, Palm Beach & Picking Up Men (Sep 30, 2026) · Listen from 51:53

De Lesseps explains she married Tom D'Agostino despite his on-camera kiss because she believes people make mistakes.

“I still married the guy even, you know, because we like to believe in the good of people and that people make mistakes”

Call Her Daddy: Sonja & Luann: Pirates, Palm Beach & Picking Up Men (Sep 30, 2026) · Listen from 44:01

De Lesseps says she values that her boyfriend Michael supports her rather than seeking camera time.

“he's comfortable with who he is and he's a real man. So he's there to support me. He's not there to steal the camera”

Call Her Daddy: Sonja & Luann: Pirates, Palm Beach & Picking Up Men (Sep 30, 2026) · Listen from 24:46

Tinashe says she has never been in a place where she was willing to make sacrifices for a partner's career.

“I don't think I was ever in a place where I was willing to make sacrifices”

Call Her Daddy: Tinashe: Broke Boys, Golf Bros & Short Kings (Sep 23, 2026) · Listen from 18:09

Tinashe says she long feared a serious relationship would leave her unfulfilled in her career and felt she needed to achieve more first.

“I had fears that I wouldn't have felt fulfilled in my career”

Call Her Daddy: Tinashe: Broke Boys, Golf Bros & Short Kings (Sep 23, 2026) · Listen from 16:05

McCusker argues comedians dating each other would be difficult because comedians tend to be jealous of one another.

“Because comedians are inherently jealous of each other usually. And then if you're in a relationship”

Modern Wisdom: James Sexton, Matt McCusker & Rick Glassman - Mostly Wise #4 - #1156 (Sep 28, 2026) · Listen from 44:34

Glassman theorizes that people who were attractive when young had less need to develop social skills, making funny attractive partners rare.

“the better looking somebody is in their developmental years, the less need, not that it's impossible, but the less need it is for them to learn how to connect”

Modern Wisdom: James Sexton, Matt McCusker & Rick Glassman - Mostly Wise #4 - #1156 (Sep 28, 2026) · Listen from 42:51