Interview · moment 5 of 22
The Underwear Sugar Daddy and Setting Rates
from Seeking Arrangements (with Wendi Starling) · #47
Audio-only archive episode — no video to seek.
4 minGuest
Wendy describes turning an underwear buyer into her first sugar daddy by negotiating per-meeting rates, treating it like a business, and reflects on emotionally manipulating him for more money.
- 12:06Selling worn underwear while temping at a clothing company was all profit, using nice lace pairs.
- 12:18The buyers were wealthy businessmen from the same parts of the city, surprised when she didn't look like a crack addict or cop.
- 12:55One underwear client became a sugar daddy who wanted to see her all the time.
- 13:07Tim asks about pricing: if meeting for 15-30 minutes at $50 for underwear, does the client also pay for her time?
- 13:24She faked having lots of other clients to negotiate better rates, same way she lies on stage as a comedian.
- 13:37She broke down pricing to $50 for 30 minutes of her time, rather than just selling underwear.
- 14:00When he objected to paying for her time, he claimed she was trying to take advantage and said he didn't want to be a sugar daddy.
- 14:26Her response: you're buying underwear from Craigslist from a stranger, so fuck you, pay me.
- 14:44Looking back, she emotionally manipulated him beautifully and got more money out of it.