rant · moment 2 of 13
The Prostitute, the Dolce & Gabbana Watch, and the Xbox That Never Came
from How Did We Lose This Country · #104
Audio-only archive episode — no video to seek.
4 minRay tells the full story of buying a $250 Dolce & Gabbana watch for a prostitute girlfriend who promised him an Xbox, the breakup, and demanding the watch back before regifting it to his mother.
- 2:56Tim went to Roosevelt Field Mall to buy his girlfriend a Dolce & Gabbana watch she spotted at Macy's for $250.
- 3:30He questions whether $250 is an appropriate amount to spend on a watch for a 24-year-old to give a girl.
- 4:11She had promised to buy him an Xbox in exchange, which he now acknowledges was a red flag given her profession as a prostitute.
- 4:43Her family reacted with gratitude when they saw the watch, treating it like a major gift.
- 5:19She broke up with him a few weeks later, claiming she needed time to think, though she was actually sleeping with someone else.
- 5:43Tim argues that since she was paid for sex, she shouldn't have lied about being exclusive or owed him anything beyond that transaction.
- 6:04He demanded the watch back when she broke up with him, and she returned it along with dinosaur DVDs he'd given her.
- 6:27In addition to the watch, Tim had also bought her Jacob's Ladder on DVD, but she made him take that back too.
- 6:42He kept the watch and eventually gave it to his mother as a Christmas gift.
- 7:00Tim also gave his mother the Norman G Godiva chocolate collection for Christmas, noting Godiva is a white people marketing trick.
Dolce and GabbanaRoosevelt Field mallGodivaDinosaursJacob's LadderLindenhurst