Billy (Max Fills) has a new girlfriend from school, but he doesn't know whether to tell her he's getting serious about her, or just continue on a more casual basis. His new stepmother (Cherry Kiss) senses something's going on, and decides to have a heart to heart talk with him one evening, sitting on her bed. He's a bit embarrassed as he confesses that he called the girl "Mommy" last time they made love together. Cherry's a bit taken aback by this revelation, but wonders why he called her that. "I don't know, she kind of resembles you a little bit", he responds. Cherry is flattered, especially when he continues: "She's pretty, but not as pretty as you are". Recalling the first time Billy ever called her mommy, Cherry is getting turned on, as she asks him to tell her about how he makes love to his pretty classmate. Instead, he says he's tired and ready to head to his bedroom, but she asks him, innocently, "Do you want to sleep with mommy tonight?". Billy accepts and climbs into Cherry's bed. "It'll be nice to cuddle with someone, since your daddy's not home", Cherry says, as she gets into bed beside him. She spots his erect dick sticking up in his shorts, and whispers to Billy: "I love you". Fondling his cock, she embarrasses him, as Billy removes her hand, and admits he gets shy, similar to what happens to him with his girlfriend, afraid of being a complete failure. "I have a confession to make, too", Cherry says. "When I have sex, sometimes I think about other guys", she admits. "Who did you think about?", he asks. "It was a celebrity crush, then after that an ex-boyfriend from high school", she replies. Billy is relieved to hear they have common problems, and Cherry sympathizes: "What can we do to boost your confidence? You're afraid you're not good in bed, and I'm going to prove you are", she maintains. Cherry asks him to show her what he does with his girlfriend. Cherry pulls down her nightgown, exposing her breasts to him. She invites him to kiss them, and Billy obliges. "Show me how to please you, I mean her", he asks. Grabbing his cock, she declares: "I'm going to teach you, baby". She begins by sucking his cock sensually, and then sucking his balls. "It feels so good, mommy", Billy whispers. She continues by taking his cock deep inside her throat, then advising him how to please his girlfriend. Watch the taboo scene unfold, with a surprise ending!
