Safeword: Davenport(76)

He had her get gloves and lube, retrieve the inflatable plug from his bag, put the gloves on his hands, and then fold herself over his legs. Had she really doubted he'd be able to put her in her place?

Max wasn't gentle last night, and Zach had been intentionally rough before dinner, so she felt every millimeter of the plug. Thankfully, he used a lot of lube and went slow, stopping when she made sounds of pain, giving her time to adjust. But he was relentless, insisting she would accept it into her ass before the fun could begin.

When it was finally in he gave it two quick pumps, holding his hand on her back, keeping her down when she tried to rise. “It seems Jacob is trained to maintain position much better than you. Perhaps we should borrow Brent's training methods."

"It hurts, Sir. I'm still sore from last night and earlier today, and it's big, and...” she heard herself and shut up. “I'm whining. Sorry, Sir."

"Yes, you are; thanks for noticing.” He stood them both up, locking his eyes onto hers. “It hurts because I want it to, and it'll only get worse. You'll be receiving more pumps throughout the evening.” He looked behind her. “Brent and Jacob are ready for us. Climb on the bed, situate yourself over Jacob's face, with your back to Brent."

Dana turned, seeing Jacob on his back, crossways on the mattress, and Brent standing beside the bed teasing his submissive's still-jailed cock.

She crawled onto the bed, gasping a few times as the plug shifted. Brent caught her eyes before she turned, his voice all business. “I've connected his wrist cuffs to his collar by foot long ropes, and given him permission to touch you. If you feel him pushing you up it probably means he needs air; please rise up, oxygen is important. You'll note his right ankle cuff is attached to the ring holding the jailbird—his punishment for lifting his foot earlier. Bumping his leg could hurt him in a bad way, so be careful, as he'll likely cause himself enough accidental pain without us helping.” He glanced at Jacob and back to her. “I'll wait until you're finished with his mouth before I punish it for disobedience. I'd like you to witness it later, as well."

His gaze returned to Jacob, his voice a tad bit frightening. “You're not to bring her to orgasm until you hear Zach grant permission to come."

"Of course, Brent."

Brent raised his eyebrows, delivering a look that would've had Dana quaking, but Jacob didn't sound frightened. “No disrespect meant, I was agreeing with you. I like her, and won't get her in trouble on purpose."

The larger man's eyes softened; voice still Dom, but no longer scary. “Okay, I believe you.” He looked up at Dana. “Climb on, dear. I've already lubed my end and I'm ready to go once you're in position."

The second she lowered herself to Jacob's mouth, his warm tongue laving all the right places, her eyes rolled back in her head as a rambling moan escaped her lips. Zach chuckled from beside the bed, “I take it he's good with his tongue?"

All she could manage was a long, drawn out, “Mmmmmmmmmmmm."

The sound of Zach unzipping had her eyes flying open, and she watched as he pulled his very erect cock into view. He climbed onto the bed and kneeled above Jacob's head. “Come here, pet. Open wide. I'll let you know if and when you can come."

Dana leaned forward, surprised the spacing worked out so well as her lips lined up with Zach's cock. His hand forced her head down farther, driving past the back of her mouth and into her throat, and she gagged, her pussy clenching around Jacob's tongue.

He let her up, allowed her to catch her breath, and pushed again, triggering her gag reflex but not backing off this time, thrusting until her nose was touching his pubic bone, and he held her there. She heard Jacob moan, felt him being jarred under her, the bed moving in rhythm, and figured Brent was reaming his already tender asshole. Jacob's tongue faltered beneath her, then picked up speed as Dana fought to rise, needing oxygen. Zach finally let her up, let her breathe, fucking her mouth in shallower thrusts while she gasped for air around the intrusion. He leaned forward and the plug in her ass shifted and then grew larger. Twice. She squealed in anguish around his cock, frantic to relieve the burning in her ass. Jacob reached up to fondle her, trying to give her enough pleasure to help override the pain.

"You can come anytime now, pet. As often as you like."

Jacob doubled his efforts, one hand massaging the area around her clit, the other snaking fingers up inside of her while his tongue licked all around. Zach pushed her head down again, not relenting a tiny bit as he drove into her throat.

She'd been holding her climax off for so long, it was so close, but wouldn't come the rest of the way. She wanted to growl in frustration, but couldn't with Zach's cock blocking her air. She heard Jacob yowl in agony, felt the vibrations of it in her pussy, and froze, worried she'd hurt him. She was moving her torso up, away from Jacob, when Brent said, “Stay put, dear. He forgot to keep his leg in place and yanked his balls. He's fine, settle back on his face."