Author's Note: This is a fictional story about a brother and sister relationship featuring gentle female domination over a crossdressing brother with gay sex and chastity. Since each chapter may contain content that falls under different categories, please refer to the 'Story Tags' tab under 'Story Info' for a list of categories this chapter includes.
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Again, Myles got so close to watching his sister get fucked only to be denied. She allowed him to hold her by the waist while James drilled into her wet, slobbering pussy long and hard. Myles held her, but with strict instructions not to move his hands from her hips. Naughty images flashed through his head of what this might have looked like, Sienna's perfect and perky breasts, small to fit her frame, but not so small that a real man like James wouldn't have found himself stunned by their perfection. He imagined she kept her pussy perfectly waxed and eagerly swallowing James' thick shaft with every mighty thrust. He leaked while they went at it. His sister's soft moans drove him crazy.
James had perhaps been a bit reckless, grabbing at Sienna and forcing her down on the stairs. So she got Myles to sit on the step and hold her. He didn't need to keep his eyes shut, she'd put her panties over his head as a blindfold. And pulled off her T-shirt. He could feel her breath strain out with each thrust. Little droplets assaulted him with each wet and hot breath forced out of his sister. Myles hadn't been offered to kiss her, but he began to hump the air, possessed by a tremendous sexual energy he could hardly contain.
So he leaned in and began to kiss at Sienna's chest. His chin ran against her soft skin slick with sweat. And by chance, he traced the rim of the left cup of her bra.
"Feeling naughty?" Sienna teased. She watched her brother hump the air and kiss her chest with a huge grin on her face. She placed her hands over his on her hips and ran up his arms to his shoulders. And rested her hands there. Likewise, she could feel James' straining breath against her back. Each thrust, he slammed his balls off of her and vanished his cock into her welcoming hole.
Each thrust, Sienna could only keep the same thought in her head: That they were made for each other. Not just the two of them, but the three.
She was close to orgasm. An incredible pressure built up from her core and spread out through her body to every extremity, made her feel hot all over and at one with James. His orgasm was looming as well, she could feel it. One hand around her stomach pulled her in closer, and the other around her neck made every inch of his rod that slid in and out feel like ten. Twice every second, she was taking all seven inches of his cock. All seventy as she imagined it.
Her breathing hitched, her back arched, and her fingers dug into Myles' shoulders. She cried out in pleasure, while James simultaneously fired his load inside her. She collapsed onto her brother, and giggled weakly while she regained her breath.
"That was incredible as always, James."
"I couldn't resist you." He too collapsed onto the stairs and took a seat. Sienna glanced down, and slyly smiled at James' cum dribbling out of her and onto her brother's lap.
"Eyes closed." She ordered Myles. She pulled the panties off of his head, wiped up James' cum, and then put them back onto Myles' head. The incredible smell made him ooze more pre-cum. Sienna watched him writhe helplessly and smiled sweetly. He was so desperate and would have done anything she told him, or said anything, for even a faint chance to cum.
Her hand went to her pussy and began to stroke. James got onto his knees, took another step closer, and pushed a finger up against her arsehole and worked it in. He leaned in and past her, so he could see her flush face loving every bit of attention she got. Those wet eyes glanced his way, and he wanted her again already.
And then she glanced down, and her head hung. Her nipples were just about poking through her bra. And Myles' hands trembled against her. With James' other hand, he reached under her bra and cupped her breast, squeezed and played with it. It was firm, yet soft, and so very warm. Each squeeze and tug he gave it shook her to the core. But he didn't relent, he grabbed at it rougly, tugged and teased her nipple. Sienna's moans came randomly, between strained breaths and moments where she wrestled to maintain her composure. But it was no use, a finger on her clitoris, a finger in her arse and a hand around her breast harmonised into the perfect tease, and she couldn't last long. Already, she felt another edge upon her.
"Oh, fuck." She moaned. A devious idea crossed her mind then, though she had no idea how well it would play out in reality. "He's going to make me cum again, sissy toy. This is so unfair."
"Unfair?" James barked. He let out a chuckle at the absurdity. Especially with the irony of Sienna saying that to her chaste slave.
"Yes, unfair. It makes me feel so submissive to you. It makes me want to beg to be your cute little girlfriend now and your sweet waifu one day. When you make me cum, it just makes me want to toss aside this small dick loser and pledge my eternal love to you and you alone."
