Interview · moment 17 of 22

The Fireman Story and the Honesty of Paid Discretion

from Seeking Arrangements (with Wendi Starling) · #47

Audio-only archive episode — no video to seek.

6 min

Guest

Tim shares a personal story about paying a closeted-era hookup with a fireman trainee for discretion, leading into a discussion with Wendy about how straightforward monetary arrangements compare to the games played by women chasing rich husbands on the Upper East Side, and the double standard/backlash women face for it.

In this bit7 moments
  • 50:03Tim recounts meeting a fireman trainee in a cheap hourly hotel, paying him $100, and the guy insisting he wasn't gay before anything happened.
  • 50:29Financial desperation may push people into transactional sexual situations they wouldn't otherwise consider.
  • 50:57Discretion is a major reason people seek paid arrangements rather than navigating the social complications of conventional dating.
  • 52:16The discretion involved in paid arrangements includes not being bothered at odd hours and understanding the terms upfront.
  • 53:51Tim weighs in on a friend who's a sex addict, fucking five or six girls simultaneously while wanting to become a father.
  • 54:37The friend should not have a kid if he's incapable of monogamy and continues cycling through drugs, sex, and threesomes.
  • 54:57Tim refuses to entertain the idea that someone juggling multiple partners and addictions would be a good father, calling it wrong.
Mentioned here

Mark HotelUpper East SideWendy

All 22 moments in this episode →