Carolyn (26) and Jayre (26) from New York, NY, have been dating for three and one half years. Carolyn is pushy and has trust issues with Jayre. Jayre doesn't feel ready to commit to one woman and in fact secretly wishes he could marry four. Jayre is sent to Cabo and meets three fantasy women, Eva, Teneisha & Amanda who fill Jayre's desire to be with a variety of women. But be careful what you wish for.