A deep, rough ass pegging.
A rough ass pegging was just what my sissy needed and begged for. He’s a little masochist through and through. So, of course, he was looking for a way to push my buttons and bring the mean mistress out to play. He finally got what he was begging for. See, I went shopping and bought him a deliciously lacey pink outfit. I bought him a push-up bra and a matching pink thong. He wanted to go on a shopping adventure, so I took him along with me. And he was such a little brat in the shopping process! I made him get all dolled up for our adventure. He dressed up in a cute little denim skirt, a white halter top, and some strappy little sandals. He looked absolutely frilly and girly, like the perfect little sissy he wanted to be.
Once he was dolled up, though, he started acting like a brat. A total brat! He channeled his inner cheerleader brat and acted prissy when we went to pick out some lingerie. So, I had to fix his attitude very quickly. Once he finally decided on his first outfit to try on, I followed him into the dressing room. Jake, who I’ve started calling Jenna, needed a rapid attitude adjustment. So once we entered the fitting room, I ordered him to strip down. Of course, it only excited him. I could see a little preview of the outline of his clitty. It struggled up against the little thong he wore under his skirt.
My little sissy was horny.
But even if his clitty was the one showing all the excitement, I knew it was his ass that really wanted it. So, I ordered him to turn around. He pivoted around on his cute little heels and bent over for me. Of course, he already knew that I enjoy it when he puts his ass on display. So, he hiked up his skirt and showed it off for me without being asked. However, he didn’t expect that I’d brought along some very BIG toys to play with him! He thought I’d picked my pretty black tote so that we could carry all the accessories and lingerie we’d gone out to buy. But no. I brought the big purse out that day because I was using it to hide a strap-on.
After all, he’d been such a brat lately that I knew I’d need a way to punish him on the spot. So when I pulled out that big thick strap-on harness, his jaw dropped. He had no clue it could fit in there, and he certainly didn’t think I’d have brought it along. But I stood there, lubing up the thick head of my strap-on cock. He groaned when I rubbed the head of it up against his cheeks. His little thing didn’t stand a chance. After all, it was only lace. So I pulled it aside easily. Then, his little ass was all mine to fuck. And I went easy on him, really. I could have made him head for a glory hole anal adventure. Instead, I was giving him the rough ass pegging of his dreams.
His ass craved it.
He was quivering with every second that I pounded him. I knew he’d always been a fetish phone sex junkie, but I never knew he’d wanted such a risky public sex endeavor. He held his ass up for display and silenced his moans into the pile of cute lace lingerie he’d picked out to try on. Instead of actually trying any clothes on, here he was, getting a rough ass pegging punishment to put him back in his place. And he knew it, too. I made him pick his head up and look at himself in the mirror as I fucked him. I made him beg.
“Fuck me harder, Mistress,” he moaned. “I’m sorry I’ve been a little brat!” He apologized over and over again, as quietly as he could in the fitting rooms. However, I was certain that other people could hear it. I bet that they couldn’t hear him getting pounded from the main part of the store. However, people could definitely still hear him from the other fitting rooms. It was the rough ass pegging he was craving and had secretly been asking for, for weeks. I always know when my little sissy is acting up on purpose. I just needed to come up with the perfect punishment for it.
