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Jay and Anna are back with more stories. What starts as a casual night of hosting a sexy female friend in their hotel room for Anna’s first real girl-on-girl experience doesn't go as planned. When Jay finally joins in, the vibe flips, Anna’s hit with a wave of unexpected feelings that feel nothing like their carefree France trip. They’re both asking: was it hotter to just let the girls play alone?

Speaking of this woman, the story of Jay's first time with her, before Anna, has unlocked a new hand sitting fantasy.  Then things get messier in entirely different ways, a 22-year-old vanilla teammate who gets one mind-blowing night and instantly turns clingy-level 1000, newlywed hot-tub adventures in Jamaica, the eternal “what’s appropriate single-guy behavior on the sites” debate, and why they ultimately chose the single-male route after too many four-way connection disasters. Also, the age-old question of when to pull the plug on a couple (or ignore a red flag), Jay and Anna hold nothing back.  Buckle up… this one’s emotional, explosive, and ends at 35,000 feet.

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