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Rubber Puppy Play Time

He chose a bent, anatomically molded plug, like one of those prostate massagers but made of unyielding shiny steel.

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The Central Office

Looking below his belly, milo grinned as he watched the caged cock attempt to swell from the deep prostate massage, pressing painfully against the wires. his own cock was begging to show through his new robes.

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I Surrender

I could feel it wrapping around and coating my prostate, massaging it tenderly. the latex covering my mouth suddenly liquefied and poured down my throat, and i emitted a moan of intense pleasure.

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Take Good Care of Him

The moan grew louder as it began to push against his prostate, massaging him. at the same time, other tendrils ate away at his underwear, freeing his sheath. they rubbed at the red tip beginning to push its way out.

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Whatever It Takes (OLD)

What about prostate massaging, have you ever done that for him? no? i see, i see. what about pegging, role-reversal, female domination? no? really?

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Nightmares in the Sky

Each thrust poked against his prostate massaging his innards with it's exquisitely smooth cock. it was like being fucked by silk, thought jason. "harder. fuck me harder," jason gasped. "mmm, by your command," the creature purred.

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John and Kee: The Swimsuit Edition

John loved to subject kieran to prostate massage almost as much as kieran loved being subjected to it. by now, he was so distracted by the fingering that he'd stopped stroking his brother's cock, just holding on to it like a safety blanket.

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Lets embrace my deer 3

"squirm for me, i haven't had my prostate massaged in a while~" the mailman responded with a reflexive thrust, as if he already couldn't wait to squirt out this woman into the buck's rear end.

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The Lion King: Bonds and Break-Ups, Chapter 3: Father and Son-In-Law

Just as kovu climaxed, his paw slipped down from simba's belly to his hard, twitching cock which was already being stimulated from the internal prostate massage, courtesy of son-in-law.

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Fondlings at the Cabin

He could feel the knot steadily expanding inside him, the pressure held against his prostate, massaging him from within accompanying every beat of ilorek's heart. he could actually feel the veins throbbing against his tender flesh.

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Breeding Night

That constant prostate massage kept him dribbling a long, thick string of precum from his own cock, shaft tightening and bulging as his balls pulled up.

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Spicing Things Up

"this horse cock better be amazing, or i'm breaking out the prostate massager when we get home and edging you until you beg." stephen pouted, adjusting his bulge and walking through the dimly lit doorway.

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