This week on the season 2 finale of Cray Dates with Aishah Tries, my childhood friend, Derrick, joins me to share a dating saga that took a turn for the absolutely unhinged. It started with one girl, then somehow led to her best friend, and let’s just say… things got messy fast. But that’s just the beginning. We also dive into the chaos of modern dating—financial expectations, flying people out, and whether any of it is ever really worth it. Buckle up, because this one is a ride.
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