It’s been weeks since your wife last humiliated you, making you squirt your cum on the covers of the bed without even touching your dick. Clitty, actually, she won’t let you call it a dick anymore. She bought a chastity device, and you were so embarrassed from being proven wrong that you couldn’t even bring yourself to argue as she clipped the pink thing around you. It restricted your clitty, made touching it basically impossible. Ever since that moment, you’ve been wearing butt plugs to work, each one thicker than the last. She told you the next step was a forced pegging. You didn’t want it. Even reduced to a pathetic man with a chastity cage, you didn’t want to be fucked by a dick. You’re straight, damn it!
But your wife would be making sure that wasn’t the case for long.
One day, she’s got you bent over the bed moaning like a bitch. Your wrists and ankles are bound by leather belts; tied above your head and to the legs of the bed, respectively. You’re taking a butt-plug up the ass, your precum dripping from your chastity cage when she pulls it out—leaving your legs weak and you begging.
You haven’t cum in… god. You haven’t come since she last made you do so in just a couple of minutes with her fingers. But you found out then that asking to cum puts you in humiliating situations. You look back, and your wife is turned away. When she faces you, she has a long purple cock protruding from her hips. It must be at least 8 inches long, if not longer, and it’s so thick. When she said forced pegging, you thought she would start with something more reasonable.
“Mistress…” You beg, “Please, no… I’m not ready.” You try groveling your way out of this, but the stern look on her face tells you it’s too late. You wiggle, trying to get your ankles or hands free, but freeze up when she places her hands on your ass.
“You’re ready, bitch.”
She says, her cock lining up with your crack and sliding her thick shaft against your hole.
“It’s too big! My little ass can’t take it!” you whine. Her cock is so much bigger than yours. Thicker, longer. Something in the back of your mind bets it feels better. It looks so… masculine. Mistress had an air of confidence when she wore it.
“Oh?” She asks. In one movement, she slides it into your ass and pushes deep. Your toes curl, and your legs strain. It felt so… so…. So fucking good! You moan loudly, and you can feel your clitty strain against its restriction. You’re panting like a bitch in heat when she leans over to your ear and says, “Then why did your slutty ass take it so easily?”
“Oh god, it’s so fucking deep; please pull it out a little!” You beg.
“It’s not even halfway in yet,” she replies. You have a moment to be shocked before her hands are on your hips, pushing you hard against the covers and sliding the rest in.
Embarrassingly, you cum immediately from the forced pegging; the thick cock sliding against your prostate is too much. White flashes in your eyes, and you immediately sink, quivering into the bed. Your wife slaps your ass hard, leaving a red mark.
“You’re not done yet, slut.”
What a story so far! It’s almost a shame that this series needs to be finished soon, huh? Makes me wonder what wonderful things I’m going to end up doing to this poor little sissy. If you want to be trained, give me a call for some sissy training phone sex. If you are looking for the last installment of the series, check out my blog about forced prostate milking.
