With their initiations over, the ladies of the Cougar Club are now able to get away on their first adventure together. With a brand new crop of toys to play with and no boundaries to follow, the ladies set their sight on the Caribbean Islands. Some of the ladies start to really have too much fun causing new issues in the Cougar Club. Can Shirley maintain control and keep the fun going at the same time? Will the Cougar Club fall apart? Only time will tell...join them on their Caribbean adventure.