Page 71 of Impromptu Match


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I couldn’t help myself. I wrapped both hands around the sleeve and started pumping it over my length as I heard the click of a lock, my hips bucking up off the desk to meet every downward thrust of the toy.

“I locked the door,” Holt repeated huskily as he turned with a sultry smile, then stopped dead, his nostrils flaring when he saw me. “Fuck.”

He almost stumbled as he practically ran back over, dropping into his seat and running his palms up my widely splayed inner thighs. I jerked when he briefly squeezed my balls, before he leaned back and started stroking his cock.

“Fuck, don’t stop, Taylor,” he panted, eyes glued to my dick as it vanished inside the toy over and over. “Oh my god. I think I’m gonna come before you do.”

I paused, chest heaving as I struggled up onto one arm. My cock throbbed as I eased the toy off it with a slick sucking sound, which made Holt groan raggedly.

“What are you—”

“I want to do something.” I fumbled with the knot in my tie, hurriedly loosening it as I slid off the desk onto trembling legs.

I wanted to see Holt come hands-free. I was desperate to see it. Now was my chance.

He swallowed as I rounded his chair and urged his arms to wrap around the back of it. His fingers flexed, and he let out a low whimper when I started winding my tie around his wrists. I didn’t know how to do any special sex knots—which I assumed was a thing—but I made sure it wasn’t so tight that it would cut off his circulation before knotting it firmly.

“Taylor, you little minx,” he rasped. I could hear the sly grin in his voice, but his bravado fled the moment I returned to the desk and resumed the same position as before. His throat bobbed as he stared at me, cock jerking where it jutted out of his fly.

Grabbing the toy with trembling fingers, I slid it back down my length, my stomach immediately clenching with a moan from the stark rush of pleasure. My cock was painfully hard, and the copper head of Holt’s was already wet and coated with pre-cum. As I licked my lips, staring at it while jacking myself off, a fresh bead welled and meandered down the length.

He shuddered, hips straining up off the chair, hands securely tied behind his back. His shoulders tensed as he shifted, rolling his hips up, slumping lower on his seat. With more room to spread, his thighs fell open wider and he thrust his cock into the air. More pre-cum dripped onto his waistcoat.

A strangled sound left him. “Taylor.”

When I lifted my widespread knees toward my shoulders, he loosed a ragged, desperate groan and thrust into the air again. I was too far gone to be self-conscious, even though I’d never been so brazenly on display before another person before. Now he really could see everything, and with my free hand, I reached down and cupped my balls. Lube from the toy had dripped onto them, so I coated my fingers and slid them lower, down my taint to my exposed asshole.

“Nnngh.” Holt was humping the air, his face flushed, lips parted around ragged breaths. “P-put your finger in.”

That had been my plan, but a tiny hint of rebellion streaked through me, so instead, I smoothed my wet fingertip over my hole, then started stroking it in slick circles.

Holt whimpered, choppy breaths filling the air. “N-no, in. Please. L-let me see that tight little hole break open around your finger.”

Okay, that did sound pretty good. But I knew the moment I did it, I would come, so I waited a little while longer, pumping the sleeve over my cock faster and faster as the impending orgasm tightened my lower back and lifted my nuts.

“Please, please, please,” Holt was begging breathlessly, the chair legs screeching on the wooden floor as he writhed in his seat, arms straining against their restraints.

My body screaming in protest, I tightened my non-existent stomach muscles into a crunch so I could clearly see his cock. I didn’t want to miss it. I was already trembling wildly, so hopefully he didn’t notice the way my muscles shook in protest. I could only hold this position for, like, ten seconds tops, so I pushed my finger into my ass and groaned loudly at the feel.

My dick throbbed in the sleeve as the orgasm hit in a rush, making me cry out as my hips jerked and I clamped down on my finger. My eyes threatened to roll back as I unloaded into the Fleshlight in hard spurts, my dick flexing, but I kept my gaze on Holt’s cock and moaned again when I saw it buck.

“Fuck,” he barked in a strained shout as his hips jerked and the first ribbon of white cum spurted from his tip, splattering his nice waistcoat. A long, trembling moan left him as his head fell back, the chair shifting precariously over the floor as his hips bucked with every line of cum that jetted from his untouched cock.

I shuddered hard as I carefully eased the sleeve off my twitching dick and shifted unsteadily onto my knees between Holt’s splayed legs. Without giving him time to recover, I sank the Fleshlight over his length.

“F-f-fu—” A garbled sound left him as he shuddered hard with overstimulation, knees clamping against my sides when they tried to close.

I pumped the sleeve over his cock fast, ready to stop the moment he said it was too much. But he didn’t. After writhing like he couldn’t decide whether he wanted to escape the sensation or fall into it, he let out a helpless moan and started thrusting into the toy, shaking wildly.

“T-T-Taylor—”

My legs still shaky, I lunged up to kiss him as I continued pumping the sleeve over his cock. Holt didn’t seem capable of kissing me back, moaning deliriously into my mouth, so I sucked on his tongue as he shuddered and strained up from the chair.

A garbled shout burst from him as he went stiff and started to come again. It was loud. Seb definitely heard it between two closed doors. But I wasn’t embarrassed, because oh my god, I’d just made Holt come so hard—twice—that his eyes literally crossed. And he’d made the weirdest, most perfect sound that just warmed my heart and made me want to kiss the heck out of him.

But first, I had to remove the toy before the sensation became painful. Easing back, I looked down and watched as I carefully slid the sleeve off his pulsing length, which made him shudder again. Lube and cum was smeared all over the open fly of his pants, the white streaks on his waistcoat extremely obvious.

Shit, I hoped he had a change of clothes here.

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