The sloppier, the better!
My little sissy bitch was due for a sissy blowjob training. Every time he opens his mouth, something stupid comes out. I call him my good little sissy bitch and he pauses and has the audacity to ask me, “am I?” And when I tell him to get his toys, his big, thick black dildo, he complains and asks “do I have to?” The more rebellious he acts, the more I have to iron things down and remind him where he stands. He’s the Kingdom pass-around, the little sissy slut that everyone gets to train and play with. We dress him up like a little barbie doll whenever we want! And then, for funsies, we pass him around and let other girls have a turn with him.
Now, this little sub can never get those toys down his throat. Reluctantly, he’ll suck on the head of the toy or take a few inches. But as soon as he gets near the half of the toy, he gags and stops. We needed a sissy blowjob training session to teach him how to properly suck on a cock. Even better, we needed a whole training PROGRAM to help him learn how to suck on it. After letting him get away with only sucking on half of it, the girls finally had enough. He was to be trained into a proper sissy fucktoy. No more cutting him slack.
So, I started planning his next sissy blowjob training.
When he arrived that day to be a sissy for me, he had no idea we would work him like a dog. He walked in, wearing his regular day-to-day clothes, and that’s where the fun began. “Alright, strip down for me,” I commanded, waiting patiently. He learned not to make me wait for him. So, swiftly, he removed every layer of clothing he had on. And since he likes to come prepared, he also brought the pair of panties and bra that he wanted to wear today. He eagerly put on a lacy pink panty, paired with a lacy pink push-up bra. The bra hugged his chest tight and gave him a little cleavage like he had some perky little titties. A perfect outfit for his sissy blowjob session!
And then the fun began. I told him to get his toy. Immediately, he started his little rebellious streak. “Do I have tooooo? I’m tired of sucking dick.” He protested and I told him to keep running his mouth, and go get the toy. Once he brought back that thick 10 inch dildo, I told him to start sucking on it. His sissy blowjob training began as he reluctantly started sucking on the head. “Deeper,” I ordered. He looked at me with a pleading look, but he did so anyways. One inch deeper — he intentionally went very slow! “If you don’t start sucking on that cock like you fucking want to, I’m going to make you cum on your face and lick it up.” He certainly didn’t want a messy facial! So he finally started sucking on that cock, sliding it in deeper and deeper. And then, he gagged. Ugh!
I wasn’t going to stop his sissy blowjob training until he was a pro.
So he had to learn to suck that cock, and QUICK! He’d given this thing dozens of blowjobs and he still couldn’t get it past five inches — really?! That’s when the mean side of me came out. His Mistress was not fucking playing around anymore. So I made my way over to him. With one hand, I set the toy down on the counter and made sure it was suctioned on tight. Then I started bobbing his head down on it. we were taking this sissy blowjob seriously. Inch by inch, it slid in deeper. Then he gagged and gagged, and gagged some more. I firmly held his head down on it to make his throat accustomed to the feeling. “Not so fucking hard now, is it?” After his throat stopped throwing a hissy fit, I let him come back up for air.
And what a gasp he took! A breath of fresh air, and then we were back to business. He was bobbing his own head down on that toy now, greedily sucking that cock like he wanted to. He knew what would happen if he kept reluctantly sucking on the tip. A sissy blowjob is meant to be a sloppy, juicy, and wet one! So we kept going until he learned how to do it right. Saliva dripped all over that cock. I even made him rub his pre-cum AND his cum on the toy so that he could lick it clean every time.
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