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The show looks at whether a partner can be found based solely on the naked body and animal magnetism. Two singletons join host Anna Richardson as they seek to choose a date from a selection of six naked people, who will be revealed to them one body part at a time. They then get dressed and head off on a date, to see if there is any chemistry when the clothes come on.

Oscar's life seems almost perfect...sure he's divorced and his apartment is a mess, but he's the host of a well-known sports show, and is enjoying his bachelor lifestyle in New York City. That is until his college friend, Felix, shows up at Oscar's apartment having just been dumped by his wife. Oscar does his best to console his old buddy and get him back on the dating horse, but his attempts uncover just how unresolved his own feelings are about his ex.

Rules of Engagement is a comedy about the different phases of male/female relationships, as seen through the eyes of a newly engaged couple, Adam and Jennifer, a long-time married pair, Jeff and Audrey, and a single guy on the prowl, Russell. As they find out, the often confusing stages of a relationship can seem like being on a roller coaster. People can describe the ride to you, but to really know what it's like you have to experience it for yourself.

The matchmaking begins as a group of single "Islanders" come together in a stunning villa on a beautiful tropical island, ready to embark on a summer of dating, romance, and ultimately, relationships. Every few days the Islanders pair up and those who are not coupled are at risk of being dumped from the island. Islanders are on the lookout for romance, but the road to love doesn't always run smoothly.