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But being spanked all on one side was beyond frustrating.

When he finished, he put the paddle on a little rolling cart I hadn’t noticed before, and then went to the wall and selected a black cane.

“It’s made of a composite plastic,” he told me on the way back, waving it so I could hear it knifing through the air. “It’s one of the cruelest canes in existence, or so I’m told. We’re using it so I can see how your ass does with a cane when well warmed up and when barely warm. Also, because I want to see how you handle true pain. Six licks. If you safeword, I’ll stop, take you down, and put you into the cage for an hour. If you wish to continue at the end of the hour, we’ll do so. If not, I’ll return you to your bike and follow you home to be sure you get there safely. If you wish at any time to leave immediately, the word isdivorce. This stops everything, and I make sure you’re okay and then do the aforementioned returning and following.”

“Yes, Sir. I understand.”

And I did. Half my ass was well-warmed up, the other half was only a tiny bit warmed up. He’d be able to easily see how both managed the cane strikes. Also, with his rules about my two safewords, the third word also made total sense.

But probably the most important part of his little message was that he felt it important I take all six strokes of the cane without safewording, and that told me it was going to hurt like hell.

And then the first strike landed and I thought I might puke the steak back up, but Will was back in front of me right away, one hand rubbing my side, the other cupping my cheek. “Breathe, sweetheart. I know it hurts. Breathe for me. In and out. It’s a lot, but it has to be.”

After a few minutes, caressing me and talking me through breathing, I shuddered a breath out and he said, “That’s it, let it out, my sweet boy. I’m going to give you two this time, back to back, and it’s going to hurt terribly, but you’re going to accept it.”

He moved beside me again, in place and ready to strike again. “Relax your ass, Davy. Show me you want to make me happy, sweetheart.”

My ass relaxed all on its own, and then the line of fire was back again, bruising and burning all at once, and before I could get on top of the pain, it hit again an inch lower, and a scream bellowed from my chest I’ve heard before, but I’m not capable of making it when I try. Only intense pain brings it out, and I was so thankful I was allowed to scream. It’d been hell to be quiet when Bubbles had punished me.

And then my new Sir was back in front of me, holding me this time, one arm around me and the other pressing my cheek to his chest. No, it was lower than his chest, closer to his stomach — he’s a lot taller than me, and with my legs spread wide, I felt like a child being held by an adult.

“Good boy. Breathe for me. Halfway there. Did you know your dick’s still hard? The mark of a true masochist, and I’m beyond pleased. So many claim to be a masochist but then lose their hard-on at the first hint of actual pain.”

He talked me through some deep breaths, in and out several times, and then said, “Okay, dear boy, two more at about the same strength but not as close together, and I want you to show me you can be quiet this time. You said you’d been trained to it, so show me. If you’re mine then we’ll be in hotels some, and on the bus, so there’ll be times you’ll have to be silent.”

I managed to remain silent, somehow, but when he held me again, tears flowed from my eyes and I couldn’t stop them. “Oh, what a treasure, you’re crying for me. Such a sweet, sweet boy.” He pulled back and looked me over, watching me cry, and said, “This last one is going to be much harder than the others, so feel free to scream again if you need to.” He kissed my nose. “And then I think it’ll be time for my first orgasm of the evening, which means I’ll need to reconfigure you.”

Another kiss to my forehead. “How are your feet? Some need to get used to the grate, others are fine with it from the start.”

“I feel it, but it isn’t bad yet, Sir.” The words came out between sobs, but I managed to answer.

Another nod, and then he was behind me again, and I tensed, waiting for it to fall.

“I let you tense before because I didn’t want to interfere with whatever you needed to do so you could remain silent, but I expect anyone in your position to relax and show me you accept whatever I’m about to do.”

I was squeezed down as tight as I could on the butt plug, but I breathed out and forced my ass muscles to relax, cautiously doing so while I kept my rectum closed. Relaxing my thigh muscles was a little easier. I lifted my shoulders one at a time to help relax them and my back, and then settled.

“Good boy.”

And then pain hit, worse than any I could remember from a cane. Fire and agony, and I screamed and fought my bonds so much, if they hadn’t been padded they probably would’ve done damage.

He stood in front of me but watched from a few feet away. He didn’t touch me or hold me, as before. “Yes, sweetheart, fight the pain, fight everything. It won’t do any good, but fight it all you want.”

After a few moments, he stepped to me and his arms came around me again, and I sank into his warmth, grabbing for something,anythingbesides the pain.

“I need to use the restroom, Sir. Please!” I’d almost gone involuntarily at that last strike, and now I was barely holding onto it.

“If you’d asked to go to the bathroom before we left the restaurant, or before I tied you up when we arrived, I’d have allowed it, but now that you’re all mine, there’s a grate below you.” He stepped behind me and aimed my dick down with two fingers. “You lost a little of your hard-on with that last strike, so it’s time to go, yes?”

“Yes, Sir.”

I’ve never pissed while someone else touched my dick, but Ireallyneeded to go, so I managed it, somehow, but it was close.

“Oh,goodboy.” He shook my dick a little when I finished, and then stepped far enough away to release my ankle cuffs from the cables before he returned to release my wrist cuffs from the chains holding the spreader bar. He disconnected my second wrist last while his right arm circled my body from behind, holding my back to his front to be certain I didn’t fall. My first Master had enjoyed watching me collapse after he’d left me hanging by my arms for too long.

“That’s it. Let’s walk to the mat you didn’t like, but we won’t bother with the humbler just yet.”

He walked beside me with his arm around my waist but then stepped behind me once we stopped. He connected my wrists behind my back and then grasped my bicep and said, “Knees, slave.”