The Fucket List

Two separate families arrive at a rental house for a two-week shared getaway. Tim is joined by his step relatives, Jennifer and Phil, and stepbrother Pete. Subsequently, Johnny appears with his two stepmoms Kelly and Kathleen.
Although united vacations are not new, the boys are feeling restless now that they're grown up. They decide to create thrilling dares to keep each other entertained, mostly targeting their stepmoms – along with an unwitting pizza delivery girl! Their antics become steamier as they ramp up the dares. Pete ends up engaging in steaming intimacy with stepmom Jennifer inside a tent while Phil is occupied nearby.
Johnny mischievously stimulates his lesbian stepmom Kelly and persuades her to explore new physical bounds. A shy and inexperienced Tim must fulfill the ultimate task – being intimate with all three stepmoms. But as excitement peaks, they wonder if they've pushed the envelope too far.