Interview · moment 4 of 22

The Tinder Guy Who Suggested Sex Work and Selling Underwear

from Seeking Arrangements (with Wendi Starling) · #47

Audio-only archive episode — no video to seek.

4 min

Guest

Wendy explains how a rich Tinder date first suggested she try sex work, and how she got started selling worn (and masturbated-in) underwear to businessmen, with Ray repeatedly grossing everyone out with questions about bodily fluids.

In this bit6 moments
  • 7:16Tim notes they've discussed children being killed on the show, so her mention of vegetables seven times is what actually disturbs him.
  • 7:35The Tinder date—a rich guy in New York—suggests she consider sex work to make money more efficiently.
  • 8:13When she says no one would pay her, he insists yes they would, and she realizes how strange it is for someone dating her to pitch that idea.
  • 8:41Tim asks if the suggestion planted a seed, and she explains her hesitation based on not looking like a porn star and having short hair.
  • 9:47She decides to go for it after a roommate leaves and she needs $1,500 in two and a half weeks.
  • 10:06She went on Craigslist willing to have sex for money, since she was already sleeping with multiple people weekly anyway.
Mentioned here

Whole FoodsCraigslist

All 22 moments in this episode →