Interview · moment 10 of 22
Pegging, Strap-Ons, and Sex Party Money Talk
from Seeking Arrangements (with Wendi Starling) · #47
Audio-only archive episode — no video to seek.
5 minGuest
Wendy talks about pegging one client, her submissive-in-private-alpha-in-public dynamic, and a friend's warning about sex, money and drugs mixing into dark places, followed by discussion of how she vets clients over lunch before ever meeting privately.
- 31:26Tim asks who holds the dildo when she pegs guys, leading to revelation she's only done it once.
- 32:25Friend who's a sex addict warned Tim that mixing sex, money, and drugs can get very dark.
- 33:09She says she's never been in a bedroom with someone who creeps her out because she meets them first.
- 33:57Her process: meet for lunch first, then negotiate allowance and frequency with potential partners.
- 34:35One guy emailed that he normally only dates women with their own apartment in the West Village, while using a sugar dating site.
- 35:01The guy showed up much uglier than his pictures and tried to lowball her with a calculated hotel-room budget.
- 35:24She has a regular client who stays in hotels and leaves the city afterward, giving her free luxury accommodations.