He slowed without being told and inclined forward, touching his lips to hers with a gentleness that touched her heart, and she fell into the kiss, losing all train of thought. When he pulled back, their gaze met and held, a physical connection holding them in place, their eyes the anchor. He finally broke the link, leaning down to kiss her cheek, saying, “Thank you, Ma'am."
She pulled him down to her, holding him, and letting him hold her, until her heartbeat settled. His pulse was still going double-time, and she patted him on the ass.
"You aren't done; I think the big guy wants you now."
Jacob tilted his head towards his Master, but Brent didn't smile as he said, “Help her sit up,” and then looked at Dana. “You can stay and watch, or leave. Up to you. If you want to torture him, I can restrain his hips so they won't move while I fuck him, and you can torment him with your mouth. He won't be allowed to come today, it'll be at least after midnight, and even then it's not a sure thing."
"I think I might like to give him a hand job, so no need in immobilizing his hips. I'd like to feel your thrusts push his cock into my hand."
Jacob gave a low groan and Brent chuckled as he tousled his submissive's hair and smiled at him affectionately. “What did I say? Masochists make the best sadists, if they put their mind to it.” He looked back to Dana. “I'm about to be otherwise occupied, are you good?"
Dana nodded and Brent nonchalantly attached Jacob's wrist cuffs behind his back before filling a lube injector. He talked as he worked, casually telling Jacob, “Squat and push the plug out."
It was obvious Jacob didn't want to do it in front of her, and she was fascinated by the interplay between them—Jacob's eyes begging his Master not to make him, Brent's eyes not giving him an inch.
Resigned, Jacob squatted as if taking a dump in the woods, and strained, pushing. His face was crimson and she didn't know how much was from the effort and how much was from embarrassment. She'd never been ordered to squat and push, but the thought of being forced set her juices flowing again.
When it finally fell to the floor, Brent stroked Jacob's head before running his hand down to his right bicep, gently lifting him to a standing position. He pulled the hook hanging over them, the chain ratcheting down until it reached the connector between Jacob's wrists.
He pulled a remote from his pocket, and the overhead winch growled to life and didn't stop until Jacob was bent over, wrists pulled up so his shoulders were torqued back, the strain showing on his face. Without ceremony, Brent thrust the lube injector into Jacob's ass and pressed the plunger as he withdrew it, tossing it into a bucket several feet away. He unbuttoned and unzipped his pants, moving them out of the way without pushing them down, placed his hands on Jacob's hips, and aimed—ramming in to the hilt with one violent motion, pulling back, thrusting again. Jacob fought to stay in place, his shoulders straining as he was rocked forward.
Brent talked as he pounded into Jacob's ass. “Do you have any idea how much I enjoy watching you hold back when you pleasure a woman? How I bask in the struggle you go through to keep from coming? To bring her to climax her over and over while you aren't allowed release? If you behave today and tonight, and if Dana wants you again later, I may give you permission to come while you're inside her."
His motions grew more frantic, his thrusts harder, his voice rising and falling with the cadence. “I should warn you now; it'll be rough for you tonight. I need to see you hurt, hear you beg. I know you hate crying in front of people, so you'd do well to prepare yourself, because you're going to bawl."
Dana walked to the bottle of lube, pumping some into her hand before returning to them. Jacob's shoulders were taught under the onslaught, his head down so she couldn't see his face, his body tense as he withstood Brent's assault.
She stepped to Jacob's side, reaching under him and finding his cock, still rock hard, and without the condom. She held it loosely, letting Brent's thrusts and pulls move him back and forth through her hand. Part of her wanted to feel sorry for him, but a bigger part of her was enjoying the torture, finding sadistic pleasure in playing with him, watching his control slip as he desperately tried to hold onto it. It would've been different if she didn't think he needed to submit... to surrender. But she'd been there, knew the craving to be dominated, understood that while he may hate the rule against coming, he loved the idea of being mastered.
When Brent finally came, he did so quietly. She didn't know why it surprised her; he was so controlled about everything he did.
He stayed in, his eyes closed, for a long moment.
"Dana dear, there's a large purple plug sitting near the bottle of lube. Would you get it, please?"