Max comes over to say he is sorry for calling Oliver names. He agrees to get spanked, but the punishment won’t stop there…

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Troy and Oliver go to Hanky Spanky and try different costumes. The endorphins from sex make them confident and relaxed. They have a lot of fun together, however Troy is still in the closet and Jenny doesn’t stop bossing around…

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Oliver is going to the beach with Jenny. He is picked on by older schoolmates for what he’s wearing, but he finds a friend in the end…

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Mom catches her femboy in her lingerie! What does he deserve? A tennis racket or a leather strap? Maybe a ping-pong paddle…

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Oliver will work to earn the money for fixing Mark’s car. He also believes he deserves at least 100 bare-ass spanks with a paddle…

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Oliver was normally a happy kid, but his parents’ recent divorce left him lonely and confused. He already knew he was gay, but still hadn’t told anyone. He began exploring porno sites and jerking off most evenings…

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