Lindsay smacked her hard on the ass. “That's enough! You have to go through this, and then the rest of the night is pleasure.” He moved back out of the way, his arms crossed over his chest, observing. Of course he would protect her. He'd step in if Damian broke her skin. Wouldn't he?
The bullwhip cracked in the air next to her, and she started to sob. “Please,” she whimpered. “Please don't do this.”
Then the first lash fell. She yelped more in surprise than pain. It hurt, but not like when Brian had done it.
“Count!” Damian ordered. “I want to make sure you stay with me.”
“O-one,” she said.
The second lash fell, a harsh, burning sting, but it didn't feel like it was flaying her open like before. She let out a long, slow breath. “Two.”
The third was harder, and her hands balled into helpless fists, tears tracking down her face. “Please, please...” she whimpered, beginning to panic again.
“Count.”
“T-three.”
The fourth was the same as the third. She cried some more but found a way to say, “Four” without prompting this time.
“One more, baby, then we're all done.”
She moaned and started to squirm. The arousal cream was kicking in. “Please...”, but this time she was begging for something else.
“Be still or I could hurt you,” he warned.
Shannon nodded and bit her lip, struggling to stay still. They could have bound her at the waist, but they hadn't. Because Brian hadn't.
The whip landed one last time, the final blow the hardest. She let out a scream, but he was already there, stroking her back, running his tongue over the marks he no doubt had left.
“How many was that?” Damian asked softly.
“Five, Master.”
“Good girl.” He pressed kisses along the whip lashes. “I didn't break the skin,” he whispered. “No blood. There won't be any scars.”
She struggled and wriggled in her bonds. “Please,” she whimpered again.
“I'm going upstairs to start the water,” Lindsay said.
He left and Damian untied her ankles and wrists and pulled her into his arms. He held her and whispered into her ear what a good girl she was and how much she'd pleased him. Then he urged her to wrap her arms around his neck and he carried her up the stairs out of the dungeon and then up the second flight of stairs, down the hall, and to his bedroom.
As they passed his bed, she caught a glimpse of a large array of toys he'd already brought up here. The two men had clearly planned the entire night down to the smallest detail. When they got into the bathroom, Damian sat her down on the wide edge of the tub.
Lindsay was already drawing a bath for her. He poured in the milk and honey Damian used, then took the food back down to the kitchen. Damian held her while the tub filled. Lindsay returned and turned the water off, and they eased her into the tub.
It was hot—almost too hot—and she whimpered as the water touched her back.
“Shhhh,” Damian soothed. “It's okay.”
She calmed as the pain receded and what had felt like a thousand tiny knives started to feel soothing and comforting. The two men washed her then much like Damian had over the weekend.
Both of them lathered and massaged and kneaded and then gently rinsed her. They were careful with her back to touch her lightly there.
Then Damian was at her back entrance, cleaning and preparing her as he had before. His fingers slid between her cheeks, cleaning and massaging. Then one finger eased inside her, and she moaned. “You're a dirty little slut,” Damian said, “And now Lindsay will know it. He's going to watch me fuck your ass tonight. He's going to see what a good little anal slut you really are.”
She moaned and only rocked into him harder.
When she was clean to Damian's satisfaction, he drained the water from the tub, helped her out, and dried her off. He smacked her ass and said “Go get in the bed.”
Shannon laid down on the bed in his room, her heart pounding in her chest, both nervous and excited. She'd begged him many times during their short time together to fuck her ass. He'd spent nearly the entire weekend working her up, easing her open so she would accept him when he was ready to put his cock in her ass.
Now it was actually going to happen.
“Lie on your back and spread your legs,” Lindsay said.
She did what he said, and then he pulled out the arousal cream again. Shannon's breath hitched in her throat as he smoothed the cream between her legs, massaging it into every part of her pussy. He used a generous amount, and she whimpered at the thought of what would happen when that cream kicked in again.
Lindsay loosened and removed his tie, then unbuttoned his shirt, never taking his eyes from her. He made quick work of the rest of his clothes, then sat on the edge of the bed, pulling Shannon over to him.
He positioned her so that she was on her stomach, her face next to his erect cock. “You're going to get me off while Damian takes care of your ass. Lick and stroke me. And take your time. We've got time.”
Damian watched her while she ran her fingertips lightly over Lindsay's hardened length. She watched him, as he undressed. Then she began to lick where her hand had been stroking. Lindsay's hand fisted in her hair, making sure she kept her focus where he wanted it no matter what Damian did to her ass.
Damian propped her up on her knees, forcing her to readjust her oral technique. The buzzing started, and then Damian was pressing a vibrator against her opening, not going inside, teasing her... starting the long process that tonight would end with his cock inside her ass.
Her stomach fluttered in perverse excitement over that. The arousal cream was kicking in hard, causing her to try to grind her pussy against the bunched up blankets on the bed. Damian smacked her ass.
“We are in control of your pleasure. Do you understand?”
“Yes, Master,” she gasped as he pressed the toy harder against her ass. “More. Please. Please fuck me there.”
Damian chuckled. “What did I tell you? Good little anal slut.”
Lindsay stroked her back. “Kitten, you're neglecting your duties.”
She tried to focus on sucking his cock, but it was so hard with the things Damian was doing to her.
“I'm sorry, Master,” she said to Lindsay.
He chuckled. “It's okay, Kitten. Just lick and touch. I'll fuck you when Damian is done.”
That promise sent a thrill of excitement straight to her cunt.
Damian pushed a lubed finger into her, gently fucking her ass with it. He worked her slowly through his arsenal of toys, some vibrating, some not, all while the arousal cream drove her on to deeper madness. She bucked against him, fucking each toy he put inside her ass with more desperation.
Damian leaned over her, the front of his body pressed against her back. “You're ready to take my cock,” he whispered in her ear.
Shannon only whimpered again in response.
“Beg me to fuck your ass,” he growled.
“Please, Master, fuck my ass.”
She went back to stroking and licking Lindsay, while he petted her hair. She let out a gasp when Damian eased his way inside her. He pulled her hips up higher at the angle he wanted her and began to slowly glide in and out of her welcoming body.