Page 55 of Gentleman Sadist


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“Fine. Ask your first question,” Will pouted.

“Good, boy,” Robert murmured. “Have you ever topped?” When he wrapped his mouth around Will’s length, Will’s breath hitched.

Had he ever topped? He tried to make his brain function enough to answer the question. No, Will never topped. He enjoyed being a bottom. “N-No.” A sob fell from his lips when Robert swallowed around his dick. “I haven’t.”

The man groaned, sending another current of vibrations down Will’s length before pulling off of him. “Have you ever wanted to top or been curious about it?”

Shit, between the stopping and starting, Robert was driving him crazy. Just as he sank into the sensations, they were gone. “Aren’t all guys?” His eyes fluttered shut when Robert went back to sucking him off. “But, I’ve never had the chance to do it, either.”

For long moments, Robert was content to work his mouth up and down Will’s cock. His tongue lashed and teased the underside of Will’s shaft. Then he scooted Will forward. Robert rubbed his middle finger across Will’s puckered hole. When the man’s finger breached his hole, Will sucked in a deep breath. He was close. Way closer than he thought he’d been. He fisted Robert’s hair as a sound—a cross between a cry and a scream—passed his lips. “I’m close. So close, please don’t stop.”

“One more question, and an honest answer will earn you a reward.” Robert stared at him. His gaze heavy-lidded. His eyes glassy with arousal. This man—in those moments sitting there, Will was enthralled and completely opened to him. “Okay?”

“S-Sure,” Will replied. The tingle of awareness spreading across his flesh centered in his ass where Robert’s finger caressed his prostate.

“Would you like to top another submissive? Fuck him hard while I watched you. Would you come deep inside of him while he shot his load?” He wrapped his lips around Will’s length and began sucking him with earnest while stroking Will’s cock. Robert added a second finger to his ass and the stretched feeling added the pleasure riding him.

Will shook his head trying to think clearly, but it wasn’t working. His attention was locked on his groin area where his dick was being gobbled up by Robert and where the man’s fingers continued to torment him in the most delicious way. He took several deep breaths, trying to concentrate. “I-I don’t know. Would you fuck me too? Help me climax? Would you show me how?” Robert groaned and Will lost the battle. He fisted his hand in Robert’s hair and shouted. “Coming! Oh, God.”

Robert pressed down on Will's sweet spot while he swallowed around Will's length. His ass came off the bed as he held Robert in place. With the first twitch of his dick as he spilled his release tore a cry of pure bliss from his lips. Will jerked and bucked through his release. It was freeing and a bit awkward, but felt so fucking good. Robert wrang every drop of Will's release from him and when he was finished, he fell back on the bed, shocked and euphoric.

“Mmm,” Robert murmured. “Sweet.” He climbed up Will’s body pressing kisses to his stomach and chest. “When we’re ready, I’m going to fuck you raw. Until then, I always use condoms.”

They’d had that conversation already, but Will appreciated it, all the same. “Me too.”

Robert smirked. “I know, beautiful boy.” He drew the hard point of Will’s nipple into his mouth. “I’m so fucking hard right now.”

Will’s dick gave an interested twitch and began to fill again. “You’re really good at giving head.”

“Thank you.” Robert pressed his lips to Will’s. “I use it to my advantage.”

Will believed him. He reached between them and wrapped his hand around Robert’s girth. He squeezed before stroking him. Robert hissed, dropping his forehead to Will’s chest. The soft, encouraging sounds he made while flexing his hips, spurred Will on. It was one of the many things he enjoyed about Robert. The man didn’t hesitate to express his pleasure. It also shot a thrill of control through Will. Like, in some way, he had the upper hand, when in reality he knew Robert was always in charge. Will ran the pad of his thumb over Robert’s glans, spreading his precum.

“Beautiful boy,” Robert murmured. “I’d rather be deep inside your ass when I cum—not that I mind seeing my jizz on your chest and stomach. But, if you keep going, the decision will be out of both of our hands.”

The temptation. God, what Will wouldn’t give to see Robert lose control like that. Instead, he pointed to the dresser beside his bed. “Condoms and lube.” He bought both while being given time to consider Robert’s proposal. He supposed he’d always been willing to say yes, but this, them together as they were, only solidified his answer. Although, it didn’t mean he wasn’t scared shitless about it, especially with how strong their connection had been.

“I appreciate you’re prepared for me,” Robert whispered, his breath brushing the shell of Will’s ear. “But I have other things in store for you too. Middle of the bed, boy and spread your legs.”

Will scrambled to do as he was instructed. His gaze stayed locked at where Robert had bent over. When the man joined him moments later, he had two objects in his hand along with a condom and lube. Robert laid the items beside Will then held up the silver cock ring before locking it around Will’s growing length. The kiss of cool steel relaxed him marginally. The sounding rod was different this time, though. It was shorter, but ribbed, and had a hole at the end.

“What’s this?” Will asked, pointing to the toy.

"This will allow you to cum while it's inside of you or pee." Robert wiggled his brows.

“I’m not into?—”

“Who said it’s for play? Maybe it’s something I want you to wear for an extended period of time, like a cage?” Robert quirked a brow then grinned.

“You’re so kinky,” Will teased.

“And you get off hard on my kinks and toys, boy.” Robert flicked the cap of the lube open then added a liberal amount to the ribbed rod. “Now, relax and let your Master give you pleasure.”

“That’s so sexy,” Will muttered before sucking in a breath as Robert placed the toy. “I forgot how good that can feel.”

“No pain then?”

Will shook his head. “None. Not even from last night.”

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