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Mikey seeks help cleaning his brother's basement after summer move-in. Miss Kingsley learns he's only staying for summer, ticking the "Summer Boytoy" option.
Samantha 38G gives her 21-year-old son Tyler a lesson on handling liquor and a blonde woman with huge tattoos. Tyler tittyfucks two of the biggest boobs he's ever seen, proving to Samantha that he can handle anything. Tyler's arrival at her house is a significant moment in their relationship.
Mrs. Jewell and Mrs. Lauren celebrate their pupils' debating victory by arguing over who will climb on Mr. Christian's cock first and thanking him for his assistance.
Summer's son, Dane, is playing football outside while his friend is indoors playing an arcade game. Despite trying to persuade him to leave, he doesn't earn his keep. Ms. Summer tries a fun game where she suckers on Dane's joystick.
Ryan prepares to play hoops with his friend James, but Ava Addams, his friend's mother, asks him for advice on attire. Despite trying on gowns, Ryan is unsure and decides to rape her and suck on her tits.
Mrs. Jewell's unique talent is to make old friends feel at ease, looking ahead and acting adultly towards her son's friend in the near future.
Eva Notty, after masturbating, receives a knock on her door from a beautiful man requesting money for a church. She invites him in and fucks him, giving him a facial before leaving.
Ms. RayVeness graded papers and was intrigued by her student Dane's interest in sensuality and libertine books. She became engrossed in Dane's thoughts, unable to resist her desire to hold him.
Rebecca confesses her secret desire and lust for her son's young cock, having a crush on a friend who spent the night with her and discovered she painted a picture of him.
Bill, a friend of Alyssa Dutch's mother, is invited to Lake Tahoe for a winter vacation. Despite his struggles with winter sports, Alyssa mentions his talent for spotting ladies. Alyssa, a blonde MILF, reveals he wants to go snowbunny hunting, but is covered in white stuff.
Darryl Hanah prepares a delicious breakfast in bed, waking up to a wet pussy and a dream come true, showcasing her love for cock.
Diana Doll, leaving the institution, misses her close pupils. Xander, a different student, informs her she was fired for inappropriate behavior. Doll tries to persuade Xander to stay quiet by fucking and sucking his cock.
Johnny, a budding illusionist, learns a new card trick from Charlee Chase. However, the blonde, Charlee, believes Johnny is too skilled for it. Johnny learns "The Disappearing Pickle" and uses it to shoot a cumshot.
Xander's mother ejected him after an argument, and he's now asking Lisa DeMarco, his best friend's mother, if he can stay with her. However, the MILF wants him to rape her, despite his inability to believe it.
Ava Devine meets Ryan, her son's buddy, after seeing him at a neighborhood swinger's club. The MILF requests Ryan not to share their sexual life, but Mrs. Devine, being sexy, pushes him with a dick sucking and fucking.
Bill is searching for donations for a youth charity to pay for college. He meets Brandi Love, who offers a substantial amount in exchange for a favor. Bill is impressed by her modesty and decides to conquer her, showcasing the beauty of philanthropy.
Professor Taylor Wane is criticized for her inappropriate behavior in class, but student Alan confirms this. Professor Wane, a professional, confronts Alan about her provocative dress, but the student prefers hard work for a decent grade.