The Sissy and the Ladyboy
Carl married a much younger woman and isn't that surprised when it seems like she's cheating on him, but when he catches her with her best friend Cindy, he is extremely shocked to find out that Cindy has been sporting a cock larger than his for all these years! Put into the role of a sissy, Carl slowly comes around to the fact that he loves cock, but isn't so sure if he can stick by his wife while Cindy sticks it in him!

Sarah and Miss Futanari
Once rival cheerleaders for intramural sports, Sarah and Lana happen to work out at the same gym. When Lana approaches Sarah for staring her down and catching her masturbating in the shower room, Sarah is surprised to learn that Lana, despite being a woman, isn't all female! Thrown into confusion, Sarah's lust for Lana's member becomes a fascination that drives her crazy. When an eager young man joins their fun, things heat up as boundaries are pushed.

Bonus: Miss Futanari Feminizes and Humiliates Her Cuckold
Taking place after the events in the "Sarah and Miss Futanari" series, Lana is a transvestite that has poor little Jonathan wrapped around her finger. Used to her usual advances and aware of her sorted sexual past, Jonathan is still enraged when she sleeps with other people. During their first anniversary, Lana makes plans to feminize and humiliate him that he'll never forget.