Page 72 of Finding His Happiness
“Good boy.” Lifting the cage to let my cock drop again, he seemed to be treating it like some kind of fidget toy like everyone in the office had been playing with a few years ago.
It was a much better way to relax than using toys that just made wiggly people even more distracted.
“This spanking isn’t a punishment. It’s to help you remember a rule.” Bounce. Bounce. “If you’re a good boy as you learn your lesson, I’ll take that into consideration.”
Into consideration.
He was going to take that into consideration.
Oh.
“For...for me to get pleasure at the end?” I didn’t want to set us up for unreasonable expectations about orgasms, but I’d like having my prostate played with again. “If I’m good, I mean?”
He gave a tiny nod before looking serious again. “Yes, but how should you have said it?”
How should I have said it?
“If...if I’m a good boy for my spanking, you’ll...you’ll let me have pleasure?” The question felt clunky but it was the best I could come up with since I hadn’t planned out having the conversation with him.
“Much better.” My reward for that seemed to be his hand moving further down between my legs so he could stroke around my anus. It felt just as good as it did before but I did my best to focus on Master and not my butt. “If you can relax when you’re lying across my lap and show me how submissive you can be, I’ll reward your hard work.”
Relax...be submissive...all I had to do was relax and submit.
“I...I can do that.” I’d worked hard at practicing how to relax my anus...this had to be similar. “I can be good, Master.”
Yes, that was more polite...more correct.
“I’m hoping you can because I love playing with your body and making you squirm from pleasure.” Master proved that by making a happy sound as he inched his finger inside me. “You’re still slick...perfect.”
Perfect.
Yes.
“I...I want to make you happy, Master.” I could do that. “What...what if I need help?”
Some Masters didn’t understand that helping was important. I’d seen ones online where they expected their subs to be perfect the first time. If he wanted to reward me then I couldn’t do it on my own.
I had to make sure he could reward me.
“What kind of help are you thinking about, boy?” Master wasn’t frustrated with my question because he inched his fingerdeeper into me. “Or is this another situation where you’re going to be a brat?”
No. No bratting.
That would take too much thinking...or energy...or something.
“Being.” Help. I needed help to make sure he got his reward. “Being still, Master, and submissive over your lap. Yes. That. Those.”
I’d done it.
Yes.
“I don’t want to brat. You...you want to give me pleasure.” That was important to him. “But I need to do that right.”
Master made a thinking sound but kept fucking me with his finger. That meant I was still being good, so I relaxed around it and thought about submitting and making him happy. He knew I was trying to be good because he nodded and smiled.
Smiling was good.
“I’m going to put the hug back around you so you feel helpless. Then I’m going to flog you a few times to help you get into the right headspace before your spanking.” He kissed my cheek as his finger eased almost all the way out of me. “Since you asked for help, I want your opinion. Do you think that will help you be my good boy?”
