Tiffany throws a male beauty pageant, with the winner and two runners-up taking her on a date to the Santa Monica Pier. When the group returns, one of the guys accuses another of having a girlfriend, and Tiffany doesn't know whom to believe.
New York and the four remaining guys go to Palm Springs. Each night of the trip, a different guy takes her out on the town, but it's not all romance. New York also crashes a golf cart and burns her weave during a hot-air-balloon ride.
In the season finale, New York travels with the final two guys to Playacar, Mexico. Tensions run high between her two potential beaus, but New York doesn't let it ruin a good time. Later, they return to Hollywood for the final decision.