Lady Lolly walks in on her slave touching his cock without permission and is far from pleased with what she is witnessing. She is furious he can't keep his hands off that cock and orders him straight into a pink, sissy chastity after smacking that ass. If he can't follow the rules it's time to be severely punished by his harsh and demanding Mistress. Lady Lolly doesn't hold back as she smacks his ass getting it nice and ready to be destroyed by her big strap-on cock. He won't be able to crawl straight for weeks after she is done stretching out his tight little ass.

To punish her na...

Lady Lolly walks in on her slave touching his cock without permission and is far from pleased with what she is witnessing. She is furious he can't keep his hands off that cock and orders him straight into a pink, sissy chastity after smacking that ass. If he can't follow the rules it's time to be severely punished by his harsh and demanding Mistress. Lady Lolly doesn't hold back as she smacks his ass getting it nice and ready to be destroyed by her big strap-on cock. He won't be able to crawl straight for weeks after she is done stretching out his tight little ass.

To punish her naughty bitch even further he gets demoted from slave to pup as he can't seem to follow any of her simple rules. He will be better kept as a caged bitch on all fours completely at the mercy of his cruel Owner. He is transformed into a bitch puppy for her to do whatever she pleases and today she is going to teach his holes a lesson with a giant strap-on dick.

Now that he is fully transformed with that cock locked tight she allows him out of the kennel to fuck that ass as hard as she can. No mercy on his hole today as she slides that big cock in and out making him beg for it even harder. She wants to hear her new bitch begging for a big, thick treat in his tight little hole. No amount of crying or screaming will keep Lady Lolly from hollowing her bitch boy out.

Once he has been fucked into total submission Lady Lolly allows her bitch pup to milk out an orgasm for taking her cock so well. This might be the final orgasm her bitch ever gets so he better enjoy every moment of cumming while she continues to fuck his now loosen up hole. No orgasms allowed without a dick inside his ass as she makes him milk himself dry on her command. His life as a total bitch boy pup has only just begun. She can't wait to see how much bigger of cocks her new slutty puppy can take for her. His sex life has now changed as its getting filled with cock and only cock from here on out. He did this to himself and only has his actions to blame...

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