"I've never met anyone like Jessa before - someone who knows my sexy little secret and not only doesn't care, but is turned on by it. When she forced me to get dressed up in her sexiest lingerie and dolled me up in her makeup, I'd never felt so much like a real woman...and that's only the beginning."

When Sam puts out an ad for a new roommate, he wasn't expecting a gorgeous woman like Jessa to answer! But her cash is good and she wants the room, so even though it's kind of weird, he agrees to take on a female housemate. The only problem is going to be keeping a lid on his tendency to wear women's clothing now and again...especially since Jessa asked him to handle the laundry!

Sam can't resist a hot pair of panties, and soon, he finds himself falling back onto old habits. But when Jessa catches him dressed up in her lingerie, rather than being disgusted, she thinks it's hot. In fact, she makes him go further, doing his hair and make-up and introducing him to an exciting world of sexy fun that he never even imagined existed!

Soon, they're going out to clubs together, and Jessa is pushing Sam deeper and deeper down the rabbit hole. When a hot guy named Aaron starts expressing interest, will Sam go for it and embrace the ultimate experience of being a real woman? In the heat of the night and the darkness of the club, anything is possible....