My sissy needed a strap-on punishment.

A strap-on punishment is precisely what he was asking for. Really, he knew the rules. Poor little Joey knew he was putting his ass on the line when he talked back to me. He knew his role in my house is to play a sweet, subservient little sissy bitch called Jenna. I picked that name out for him, and he has loved it ever since. However, something got into his head that made him think he was a regular alpha male. I couldn’t let that be. If I let him keep thinking that, he would fall entirely out of touch with his feminine side and all the things he enjoys as Jenna. So while he broke several of my rules and deserved punishment, I was also looking out for him.

What more could I do? HIs little ass begged for a spanking. His little rebellious streak came in one day after he’d spent the weekend with his guy friends. It was a treat for him. I allowed him to go out and enjoy himself and have some drinks with the boys. His friends, of course, are oblivious to all the pink lace and makeup that he likes to wear at home. It’s his little secret. However, when he came back from his weekend adventure, he forgot how to act! He failed to call me Mistress, and he even wore his regular clothes around the house. I couldn’t let that stand, so I told him to change. That’s when he first backtalked.

I couldn’t let him get away with it.

He was my little sissy bitch. I could not let him backtalk me and walk off as if nothing happened. So, I instantly opened one of my drawers to grab this big wooden panel. I specifically picked the one with all the studs on it, knowing that his ass really needed a special kind of beating today. At first, he resisted even that. Though he was craving that spanking, he was a misbehaving sissy, and he needed a much worse punishment. I started with his flogging, yanking his pants down forcefully to turn his cheeks bright pink with traces of red. The studs on the paddle always left little welts that he loved to feel. It would leave him struggling to sit down for at least a week.

However, we both knew that wasn’t enough. So I led him along to the bedroom, where the real fun was waiting for us. As soon as we stepped in, the roles rightfully returned. He knew I was coming up with a strap-on punishment for him. I ordered him to go strip down and lay on the bed on his stomach. He did just as I asked. Once I grabbed my toys from the closet, I ordered him to prop himself up on his hands and knees; ass presented to me. He did just as I asked and later held his cheeks open for me so that I had clear access to his little butthole. A strap-on punishment was coming for him, and he knew it. He’d been craving one all along, or he wouldn’t have mouthed off like he did.

He acted out just to get a rough ass-fucking.

As I lubed up the head of the strap-on, and his tight little ass, he couldn’t hold back his moaning. He was craving it. I bet he daydreamed of fucking his friends and of getting them to fuck his ass as hard as I did. The second the head of my cock slipped against his cheeks, he grunted in sheer delight, and I rammed the strap-on in. It stretched him out with every inch. I picked my biggest cock to fuck him with. It was a solid twelve inches, and thick all around, at least two inches in diameter for the girth. The big, bulbous mushroom head was stretching his ass out every time I entered him.

I made sure I pulled out every inch of it, just to torment him. The head came out with a delicious POP every time, and I’d ram it back into him just to make him sore. I even taunted him about taking videos and pictures of it, and how I’d send them to his friends. His friends didn’t know a single thing about him and his past-time as Jenna. However, Jenna loved the thought of all her friends finding out. She frequently daydreamed of all the humiliation phone sex she could have if they ever really found out that she was such a sissy slave.

One day I’d take it further.

I’d already taken him on a stroll around the mall to do some shopping. I paraded him in front of everyone. He loved being a humiliated sissy slut, and there was so much more left to explore with his fantasies.

daddy's girl