Ashley Wolf is so excited to meet the son of one of her husband's closest friends. When Oliver Flynn arrives from his cross-country flight to stay with Ashley and her stepdaughter, Vina Sky, Ashley greets him warmly. She shows Oliver to his room and suggests he takes a rest from his long flight, but that he be careful of Vina, who is working through some sexual aggression. Vina pops in briefly to eye their guest up and down and then announce she's going to take a nap. Ashley reminds Vina that her sheets are still in the wash and suggests that Vina nap in her bed instead. Vina is down for that, even when Ashley decides to take a nap in the same bed...

Anya Olsen and Tyler Nixon are having a lusty makeout session that involves plenty of tit play. Tyler is just anticipating a lusty blowjob courtesy of Anya's wet and wild mouth when Anya's stepmom Cherie Deville finds them on the couch. She leads Tyler out of the room by his cock, and then decides to punish him by leading him into the shower to wash his dirty dick. Then Cherie lets Tyler know that if he wants to be a man and fuck her stepdaughter he'd better be man enough to fuck her first.

Lusty Lilly Bell has had a crush on her family's older friend, Will Pounder, ever since she was old enough to start liking boys. Recently, Will has begun to reciprocate the attraction. It's clear as day that there's something up between Lilly and Will, even when they think they're being subtle. They get away with their flirtation when Lilly spies on Will getting out of the shower. Later, though, when Lilly hops onto the counter in a miniskirt and spreads her thighs so Will can see her panties, Lilly's stepmom, Ryan Keely, catches on to what they're doing.

Jimmy Michaels is shy and not particularly socially adept. He knows that he wants to go to the school dance, but he doesn't have a date and doesn't care to go alone. When his stepmom, Maggie Green, discovers that Jimmy isn't intending to go, she decides to take matters into her own hands. Busty Maggie gets Jimmy up off the couch and says that she'll measure him for a suit so he looks quite handsome. The only catch is that Jimmy has to strip down to his boxer briefs so she can measure the fit appropriately....