Mommy in Video After School Milking [American Handjob, Dirty Masturbation] (2023/MP4/1.7 GiB)

This was a custom clip request about what happens when you get caught with precum stains in your shorts in Mrs Keswicks class. This clip starts out with me picking out my outfit for the day before administering an after school punishment to one of my naughty students. Once I am dressed I take a moment to admire my outfit in the mirror before heading down the hall to my office. I enter my office where I have my student secured to my overhead ceiling restraints. I tease him to a full erection and take his shorts off. I order him to control himself and not cum until I am ready for it. He starts drooling precum too soon so I turn him around and spank his bottom while reaching around with my latex gloves to keep him nice and hard for me. We do this a couple times until I am ready for him to squirt all over my new tight leather skirt. Like a good boy he soaks my skirt and the cum runs down the front of my skirt onto my pantyhose. Now I have one more surprise for my naughty student. I put him in some purple satin sissy panties and tell him we will wait for his mommy to pick him up so he can explain why he had to stay after school for me. I am sure his punishment has only just started for the evening 🙂