Helpless boy will get his balls crushed
05:11
It seems Mistress Mia likes her poor boy, She doesn't want to let him go before he is completely ruined down. It's time to torture his cock and balls. - Graias
Metamorphosis I
02:34
Whip is a miraculous instrument for slave training. It contains both fever and gentleness of a mother. Strikes on bare body strongly, teaches how to be a good boy. - Graias
Sub has to taste the pain and pleasure at the same time
04:21
For a slave boy, it is hard to endure the torture while he is getting seduced at the same time. This is exactly what Lady Roxana is applying to this poor boy. He is getting caned hard on his bottom. - Graias
Naughty boys like you should be punished with big cock
07:46
Look, I've seen you look at all of those naughty websites on your computer that show men getting fucked in the ass: it only seems reasonable for us to take this step in order to educate you. - Addie Juniper Alexis Grace Lux Kassidy - sissytrainervids
Mistress Lana is a strict teacher for a bad student
02:25
A bad school boy will not escape teacher Lana's punishment if he doesn't want to stay in the same class second year. She is ready to cane him daily until he improves at school - GoddessLana
Punishing my big bitch cuck boy with pegging
01:06
A small clip of my 45 minute pegging session with my hubby cuck. What a big bitch. - Mrsmrbatman
Lady Nicole has a hard mission
01:00
Another sadist lady, another submissive boy. Lady Nicole has a hard mission: to teach his place to sub. This will not be easy, She must train him in both pain and obedience manners. - Graias
As a cat playing with a mouse
05:57
Amazing Mistress Mia finds a new puppy for Herself and play with him until She gets bored and puts the poor boy into rubbish can. She rides him like a pony, tortures his useless dick and enjoy. - Graias
Lady Mia's sweet torture
00:53
Lady Mia is on Her sadistic day and one poor boy is given in Her hands. She takes sub's poor balls between Her smooth fingers and starts to squeeze and twist them. - Graias
Straight Boy Punished for a History of Stealing
02:00
Craig, 23 and straight, has a long history of thieving and no history of physical discipline. Could there be a correlation? - SpankingStraightBoys
Cane 1 preview
01:53
Goddess Sondra aka Mistress Sondra Rey canning "d". He gets hard red welts whimpering and crying like the naughty school boy he's pretending to be.  1 of 3  - goddessondra
a boy being severely punished
10:59
a severely punished young man, tied up and whipped... - demian_gay