Archived from the original on July 8, TV by the Numbers. This page was last edited on 8 Decemberat On April 14,VH1 announced that Dating Naked was canceled after three seasons, though VH1 left open the possibility of a future series reboot. It's a tug-of-war for Natalie's affections while David is just trying to stay afloat with his new dates. Retrieved 27 August Retrieved July 18,
Natalie and David's relationship takes a major leap, so the Keepers must step up their game.
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After considering all three relationships, Natalie chooses David and the happy couple will leave the island together. Playing for Keeps and filmed in the Philippinespremiered on July 22,  and concluded on September 16, The first season was filmed on an island in Panama. Retrieved August 8, As the show progressed the men were instructed to pick up women of varying levels of difficulty, such as in the second to last challenge of the first season where the men had to pick up a stripper, described by Mystery as "the ultimate challenge. Throughout the show the contestants are tutored in the art of the "pickup" as taught by Mystery and his wings.