There is nothing we could have said to prepare trainee rosie for this day. James Deen is ready to jump up her round ass, literally. Within the first 10 minutes James has a fist in Kristina as she struggles to remember everything she has learned about protocol and grace. This session of training leads me to believe that trainee rosie might be one of the most dedicated and apt slaves to enter the TTOO program. br br  After her supple body endures a sound beating and fucking at the hands of our insatiable guest, she performs all 12 slave positions from memory for the first time. As rosie performs her task, James takes every opportunity get his cock serviced. In the finale, rosie gets fucked in position 12, a back breaking reverse bridge, and manages to keep her pussy in the air the whole time. br br  The day continues with rosie still struggling but focused as she is tied up and down in tight rope bondage, fucked, caned, humiliated, and clamped. This slut is used to having her holes filled and used, but starts to lose it when asked to humble herself as a useless set of holes. James expertly pushes rosie towards whore humility, and rewards her progress with a load on her make up smeared face.

Her First Punishment

When girls think that they can get away with whatever they want in Russia, they're quickly brought to the realization that their behavior won't go unpunished! See them learn their lessons here at Her First Punishment, where these bad Russian babes are bent over and spanked, paddled, whipped and flogged until they realize the error of their ways, and until their asses are sore and purple.

rating
100

VIP Spanking

When it comes to getting yourself the hottest spanking videos around, wouldn't you want more for your money? Not only are you getting great action featuring the most blistered asses you've ever seen, but nine spanking sites come together with your VIP Spanking membership to bring you all kinds of spanking fetish videos and pictures so you don't have to search everywhere to get only the best.

rating
100

Girls Boarding School

Girls Boarding School - The Premiere Spanking Site bar none! Where strict and severe domestic discipline is the order of the day for naughty, misbehaving school girls. Broken rules, forgotten homework or plain and simple bad behaviour is simply not tolerated. GBS residents learn very early on that such antics are strictly punished by tried and trusted traditional methods. A hard over the knee spanking, or a severe... [read more]

rating
100

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There is nothing we could have said to prepare trainee rosie for this day. James Deen is ready to jump up her round ass, literally. Within the first 10 minutes James has a fist in Kristina as she struggles to remember everything she has learned about protocol and grace. This session of training leads me to believe that trainee rosie might be one of the most dedicated and apt slaves to enter the TTOO program. br br After her supple body endures a sound beating and fucking at the hands of our insatiable guest, she performs all 12 slave positions from memory for the first time. As rosie performs her task, James takes every opportunity get his cock serviced. In the finale, rosie gets fucked in position 12, a back breaking reverse bridge, and manages to keep her pussy in the air the whole time. br br The day continues with rosie still struggling but focused as she is tied up and down in tight rope bondage, fucked, caned, humiliated, and clamped. This slut is used to having her holes filled and used, but starts to lose it when asked to humble herself as a useless set of holes. James expertly pushes rosie towards whore humility, and rewards her progress with a load on her make up smeared face.

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