Derek thinks his vacation at Turks and Caicos with his wife Roxy is going perfectly—until they run into Roxy’s boss, Alec. Alec is attractive, loaded, and already has a trophy wife, but it’s also painfully clear that his relationship with Roxy goes beyond a professional boss-employee one.
When their reunion turns into a night of confessions, Derek is mortified when his wife outs his crossdressing fantasies. But apparently he’s not the only one keeping kinky secrets. Roxy, it seems, has some of her own, and they’re all slowly coming to light.
Roxy says she’d love to help Derek live out his crossdressing dreams for one night. But there’s a catch: he has to watch her sleep with her boss. The reward? If Derek can look pretty and innocent enough for them, maybe he can join in on the fun too…
Contains themes of humiliation, chastity, and scorching hot bisexual fun.