“You’ll feel pain, but with a heady mix of pleasure. Afterward, you won’t bealone.”
He nodded, and we discussed trying it tomorrow. I agreed because I knew that even with a spanked ass today, his ass would be able to handle ittomorrow.
* * *
Iknewthat this session would be the riskiest out of everything we’d done, even more so than when I had him blindfolded. Ryan had never had anyone care for him the way I cared. Ryan had no good experiences with the belt to pull from. All he knew was terrible pain by hands of hate and rage. Those hands were completely different than mine, as was mystrap.
I’d never had sessions with anyone with as much turmoil and pain in their past as Ryan. I cared greatly about him and had always taken precautions that were necessary to ensure our sessions went well. The strap would pose many potential issues for him, so I made sure he took the time to touch and hold thestrap.
I stood beside Ryan while he examined the strap as it lay on the table in front of him. His eyes moved all over the leather from end to end, and he waited to touch it until I encouragedit.
“Reach out and touch it,Ryan.”
Ryan moved his fingertips along the top of the strap and then felt the sides with the pads of his fingertips andthumb.
“Remember, this is different than the belt you experienced when you wereyounger.”
“I know,” he stated with anod.
I gave him a few more quiet moments to look the strap over before I asked him if he wasready.
“Yeah. I’mready.”
“Good, Ryan. Clothes off, but leave the underwear on,” Iinstructed.
I held my position at the implement table and watched Ryan remove everything and then he walked to the spanking bench in his boxer briefs. He clasped his hands behind his back, locked his elbows, and then raised his arms to stretch. Once he let go of his hands, he shook them out and then looked at me. I saw a hint of fear and apprehension, but also trust and bravery. I picked up the strap from the table and walked toRyan.
“Alright, what words pause and stop the session?” I askedRyan.
“Yellow pauses it. Hairdryer stopsit.”
“Good, Ryan. Mount thebench.”
He situated himself on the bench, and I rubbed my hand over his boxer clad ass. I made a mental note to discuss with him some underwear that was made from softer fabric. He deserved something that was made nicely rather than scratchy “have to” underwear. I warmed his ass and then lowered the underwear. Taking the strap was going to be enough of a mind fuck for him. I wasn’t going to draw it out. He had been brave enough to agree to experience this, and I’d take extra care and caution withit.
“Remember, you have a voice now, Ryan,” I said and then delivered the first slap to his ass with theleather.
His body tensed, but he was still there withme.
“You were a good boy,Ryan.”
His eyes closed and he tried to tuck his face into his upper arm to hide. My heart broke for him, and I had a hard time bringing down theleather.
“Ryan,” I called his name to make sure he was withme.
When I didn’t get a response, I gave his shoulder blade a firm pat and grabbed the flesh. If he had been lost in his father’s den, that would jar him back tome.
“Let me see your face,Ryan.”
Though he hesitated, he relaxed his shoulder, lowering it so that I could see his face. With his face exposed, I saw that his eyes were red. I rubbed on his back with a firm hand and felt his upper back push upward against my hand. He wanted the kindtouch.
“Good, Ryan.Good.”
I gave him another swat from the strap that sounded a lot harder than it probably felt. However, that sound was enough to send Ryan spiraling. Immediately, I put my bare hand over the place the leather had already marked and rubbed on it to settle the sting. Ryan started to back himself off thebench.
“Hair—yellow,” hemumbled.
He stood upright but kept his head down. And even though it was downward, I doubt he was focused on his hard-on that sought attention. One hand held onto the waistband of his underwear, while the other hand covered his abdomen. His soul wasaching.
