Page 131

When I settled my hips back onto his lap, he spread his legs slightly, reaching underneath me for my cock and pointing it downward before closing his legs on either side of it. The roughness of his jeans only ramped up the friction on my dick, and I cried out.

“Daddy, I can’t! I can’t not come if you’re going to spank me like this.” Though this was all in fun, and I knew that, I was hesitant to find out what the punishment would be for messing up during an initial punishment. Henry had never really leaned into this side of Daddying before with me, and I was more cautious than curious of how sadistic his mind could get, not wanting him to push past his limits.

“You can, boy. You will not come, or there will be consequences.”

Well, shit. Henry spanking my bare ass, my dick rubbing deliciously—and a little painfully, to be honest—between his jean-clad legs, being in this submissive, vulnerable position, and not coming? Seemed impossible.

“Now, settle. We’re starting again.”

Smack number eleven rained down then, and I cried out as the pain bloomed from the handprint I knew he’d left on my right cheek. I screamed out an “Eleven! Thank you, Daddy!” just in time for him to spank me again.

He’d definitely been holding back, and I was in trouble. Oh god, how could I stop myself from coming when he—

“Twelve! Shit! Thank you, Daddy!”

Oh, Henry was good. He’d lulled me into a false sense of security before—my sweats were not that thick—and now I was paying for my perceived sins.

The next few spanks were much the same, though they’d started to hurt worse because he was smacking the same spots over and over. I imagined my ass was turning a deep red for him, and the thought made me buck my hips against his lap, desperate for friction on my dick, painful though it was.

This. This was what I loved about pain play: riding that line between pleasure and suffering until my emotions were jumbled and raw and explosive. As his hand continued smacking my ass in what I was sure was a calculated and deliberate assault on the exact same places over and over, I knew I was never going to make it to thirty without coming all over his jeans and the floor. Just wasn’t going to happen.

So I gave into it, rubbing against him at every opportunity, letting his thorough, harsh spanking guide my hips. And around twenty-one, the dam broke.

“Th-thank you, Daddy!” I screamed as I started coming, my dick spurting and spraying as one of the most explosive orgasms of my life rocked my entire world. Henry spanked me through it, unleashing his hardest hits yet. I started sobbing, crying as I flew, my mind and body as one for once, at peace and soaring.

By the time I came back to reality, Henry was whispering soothing praises into my ear, and his hand was rubbing my bruised ass. Sobs were still loudly bursting from my lungs, the pain and pleasure mix overwhelming and all-encompassing. I wanted him to stop, to move his hand from my unbelievably sore ass, while wanting him to keep going, to let me revel in this state of pure, complicated, chaotic bliss.

We stayed like this for a while, but the throbbing in my ass cheeks never wavered due to his careful, relentless ministrations. A tingling began to spread from my ass to my balls and cock and then throughout my body. And, impossibly, my dick hardened again. I knew I could come twice in a row—Henry himself had proved that once and for all on my live stream last year—but with all the pain in my body right now, I wouldn’t have thought it possible.

But now, coming again was the only thing on my mind, and I couldn’t let it go.

I needed to be filled. I needed him inside me. I needed more.

“Daddy, please,” I whimpered, begging him wordlessly for all the things I needed but didn’t know how to vocalize.

Henry’s caresses lightened. “Yes, my sweet boy?”

“I need . . .” I swallowed, trying to catch my breath. “I need you. Please. I need you inside me.”

“Shh, baby, it’s okay. I’m okay. Rest now.”

I squirmed on his lap. “No, Daddy. I need it, please. I’m begging you. I need to be filled by you. And maybe more.”

His hand finally lifted from my sore cheeks, and though my ass was exceedingly grateful for the relief, I missed the reminder he was there. “What do you mean, baby?”

I started to twist on his lap, and thankfully, he understood what I wanted. I was too wrung out to do it on my own.

Once I was in his lap, wincing at my bruised bare ass on his scratchy as fuck jeans, I caught his gaze, blinking away the blur of tears. “I want your hand inside me.”

Henry’s eyes widened a little, and I heard his breath catch. “Oh, Tris, you are too worn out for that tonight.”

Tears fell again—or maybe they’d never stopped? I couldn’t really tell, but it didn’t really matter. “I just need my ass filled, Daddy. Please. I need it more than anything. I’m so empty.”

“I can fuck you if you’d like, baby. If you’re sure you can take it.”

I nodded, but I bit my lip as I considered what else I wanted. “I’d love that, Daddy, but I need more.”

He blinked at me. “More?”