Strung Up Chastity Milking (1080p)
Breaking boys is best achieved by trussing them up, tying them down and then milking them in the most humiliating ways. And I am an expert in turning them into accessibly little sissy bitches.
I have made him wear a thick latex corset, garter belt, nylon stockings as well as shiny high heels. His body is fastened to the table with sturdy straps. His arms and legs are tied together and his feet are bound to the ceiling. This way his cock and balls in the chastity cage are exposed through his legs. So full and desperate, I have them right where I want them.
I stroke his protruding little sissy ass. I take a rubber gag with inside dildo and slide it into his mouth. Sucking fat cock while being made to cum is a valuable lesson. Once he is shut up and gagging away on that dildo I use my long sharp red nails to probe and tease his cock and balls. I prod them in their prison enjoying his sensitive and desperate flesh. So thick, full and yearning, yet almost never allowed to cum. But when it is time for a milking I make sure he suffers all the way.
I unlock the cage and lube up his genitals. I slide a rubber ball stretcher over his nuts. Now they look like they are about to burst. So much pressure under my full control. I stroke and tease his shaft while he pulls on the tight ropes. I take my time as I tease the last bit of a male identity from his body. With my red nailed fingers I milk him to orgasm, causing a gushing explosion of sissy cum all over his nylons. He squirts and he squirts again sealing his fate as a sissy slave under my eternal milking control.
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