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As a reward, I nudged the sensitive spot and gave it just enough attention to have Payton moaning again. His cock might still be too sensitive to play with but there were countless other fun spots I could explore to turn him on. “Yes, that’s right. Just like that.”
The over-the-top praise seemed to have him bouncing back and forth between aroused and embarrassed based on the sexy sounds he was letting out. But he wasn’t hiding them, so he got another round of praise. “That’s right. Even when you’re embarrassed or happy or needy, you let out your sounds. Such a good boy.”
Before he could do more than groan, I slipped my finger out and gave him another spank. “Now, let’s work on your behavior since the first rule seems to have sunk in completely.”
Peppering each cheek with light smacks that would just give him a sting and the sound more than actual pain, I stopped when there was pretty color and he was moaning again. “Good boy. That’s more sounds. You’re doing such a good job so far.”
He’d tucked his face under his arm but couldn’t hide the blush that was spreading over his cheeks. It was such a wonderful tell that I ran my hand down his thigh and between his legs. “Oh, is this what you were trying to ignore? Such a naughty boy.”
Already half-hard, Payton moaned as I gave his lengthening cock a good squeeze, careful to keep it to the nice side of painful. “I…that’s…Master…”
None of his mumbled words were anything close to a stoplight color, so I gave it a little tug before spanking him again. “You’re so responsive, pet. I think that makes you a good boy too. I really don’t praise you enough for how easily you get hard. I’m going to work on that going forward.”
He gasped, his words so stuck he didn’t even try to get them out.
“I know. I’ll make it easier for you to get hard and make me happy. You like making me happy, don’t you, pet?” That had Payton whimpering but his ass arched up and waved invitingly. “Yes, you like making your Master happy.”
Giving his ass a pat as I reached in the nightstand drawer where the first toy was arranged perfectly, I made a show of picking up the lube again. “Yes, we’re going to make it even easier for you to make me very happy. You’re such a good boy, I know that’s what you want.”
Payton didn’t seem to know what he wanted or if admitting anything would be tempting fate…or me…so he simply whined and sweetly offered up his ass even more prominently as I teased his pucker with the now-lubed plug. “Be a good boy and let me in.”
That got an embarrassed squeak from him. But he couldn’t seem to resist the dirty lure of it or the sweet praise because his sounds quickly turned back into a moan as he relaxed his muscles and the toy sank in several inches before he shivered.
Stroking over his back and down his ass, I fucked him slowly with the first inch or two and let him get used to the feeling of fullness. He’d shyly admitted to two partners who’d topped him but had been more open with the fact that he loved playing with himself.
I’d have thought he would’ve been more embarrassed about discussing his masturbation techniques but I would’ve been wrong.
Payton was fascinating but I loved every curious contradiction.
And right now, those curious contradictions had him making needy sounds and spreading his legs wider, all while blushing a delightful shade of purple, so I decided he needed something else to focus on.
His spanking.
Bringing my free hand down low on his ass so I wouldn’t spank the plug, I alternated between swats and thrusts. Payton didn’t seem to appreciate how much mental focus it took to get both just right. All he seemed to be able to do was keep making begging sounds and shaking.
Not even a promise to be a good boy came out.
I’d make sure he knew how hard I was working later, but for the time being, I fed him more of the toy until it was fully seated. “That’s much better, pet.”
Caressing over the sensitive skin of his ass, I ran my hands between his legs because that seemed to make him feel even naughtier. It always got the sweetest, most desperate noises and he shoved his face against the mattress, hiding again.
“You’re already getting hard for me again. You’re learning, pet, and you look so nice this way. Very attractive.” For some reason, that had his body clenching around the toy. With his hips rocking, he made a wickedly dirty moan as he milked all the pleasure he could get from it. “Oh, good boy, I think you made it even harder. It’s so pretty.”
