Olly has been wicked, and that merits stern castigation. Sebastian knows what to do, using his trusty cane (one that's seen plenty of nude butt cheeks in it is time) as this guy spanks the guy and acquires him stripped. Once there are sufficiently welts on his bum and back, it's time for the slavemaster to indeed have a fun himself, turning the manacled up twink and jerking off and engulfing the chap to the restriction, making his uncut jock spew juice against his will and then increasing the discomfort by continuing to play with his sensitive and spent erection. That'll educate the chap!
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