Episodes
Crossdressed In Pantyhose

Pantyhose Bondage Session 1

Mrs loving has a new sissy to training.  She first gets him out of his boys clothes and then plays with his body.  She's having fun teasing him and getting him ready for more sissy pleasures.  Glen, soon to be Glenda has been dressing for a while but he is looking for some help in probing his sissy desires and fantasies

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Cock and Balls Tied In Pantyhose Leash

Pantyhose Bondage Session 2

Mrs loving watches and instructs her sissy in how to put on stockings in a very feminine way.  He needs to be more girly and she shows him how.  She has more in mind and ties a pair of pantyhose around glenda"s cock and balls.  You have to SEE THIS! Watch as she has his cock by the pantyhose lease and pulls him around the room.  He can take a lot and his cock gets more red and swollen.

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Sissy Cock and Ball Torture

Pantyhose Bondage Session 3

Next come the pantyhose but Mrs Loving doesn't like how his balls look in them so she pulls them down and puts on a latex ball separators and a cock ring too.  She puts him back in his pantyhose and admires her work before cutting a hole and pulling his cock and balls out.  He's very embarrassed to look like this but he's also very hard and excited.

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Sissy Anal Probing and Milking

Pantyhose Bondage Session 4

With his pantyhose cut open and his cock exposed Mrs Loving bends him over and lubes up for her anal work.  She slides a finger deep in his sissy asshole pussy and begins finger fucking his ass hole while with the other hands she begins the teasingly slow milking.  Watch as she milks him and he comes all over her black shiny thigh high boots

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