"This won't hurt much, dear. Just you wait and see..." Her teeth bared, her eyes bright with lust.
Henry clenched his hands together as he felt The Woman caress his thighs. She looked down at her strap-on, then back to his face. He felt her fingers, wet with lube, stroking his ass. she probed gently at first, then more forcibly. He winced as she pushed in, her eyes flicking up to meet his.
"Oh, you're nervous. Don't you worry your little heart. I'll take good care of you." Her free hand stroked his cock, teasing it to life despite his nervousness. He felt her expert caress, her deft touch, and her lust. She leaned forward, pressing the head of her own cock against his flesh. It was wet and warm, and he was having difficulty deciding if he really didn't like the way it felt against him.
The Woman leaned in more and he felt her begin to slide in. Immediately, Henry clinched against her, the reaction impulse more than anything. She smiled, reached down, and held the shaft in her fist. Without waiting for further discussion, she began to feed the black member into his ass. Slowly his flesh yielded, and he felt uncomfortable and full. He wanted her to stop, but she didn't ask. She pushed it in, his sphincter arguing his losing viewpoint.
"Henry, I'm fucking you. Either relax and enjoy it, or it's going to hurt." The Woman said while looking at his face. "Be a good boy and open up. I'm going to get it no matter what you say, so you might as well give it to me."
Henry closed his eyes and felt her finish her first stroke. She was in and he felt it. Tight. Full. Uncomfortable. How many times had he taken a woman? How many times had he felt a woman's ass around his own cock? And now, he was taking one, and she wasn't taking no for an answer. "Yes, Mistress" he finally breathed. "Yes. My. Mistress."
The Woman pushed his legs up higher and began working her hips. Her rhythm was expert, her cadence deliberate. In and out, over and over, she stroked the thickness of her dildo into him. He felt her hands stroking his own shaft, felt his balls tighten as she fucked and fucked. Harder into him, then more gently, then harder again. He finally began to relax and stated to enjoy the sensations of her flesh in his, her skin in his, and her cock filling him, She smiled and worked, she was going to make him cum and there was no asking. She demanded it from him. She lifted his legs at a difficult angle, and leaned forward to fuck him harder, her weight on his hips now. she was grinding her thighs against the backs of his, she could get the entire length into him and pinned him to the bed. She was glorious in her excitement. He gave himself to her lust, her hunger. In and out, deeper and harder, sweat forming on her shoulders and chest as she fucked and pulled at him. His orgasm was intense, thick streams of cum shot from his cock onto his own face and chest. She laughed out loud and gave a final gut-wrenching stroke before leaning back and slapping Henry's balls. His stomach churned with the strike, he cried out, and begged her to stop. She laughed at him, slid out of his ass and slapped his face, the cum spraying from underneath her stinging hand.
"How was that, bitch?" she asked him as she stood up, wiping her cock with a towel.
"Thank you, Mistress. It was wonderful." Henry responded.
She unbuckled the dildo and straddled him, grinding her soaking wet womanhood against his chest. Sliding up, she planted her weight on Henry's face. "Lick, bitch. Make me cum."
Henry could barely breathe, but pressed his tongue against her wetness. She pulled his hair, slapped his arms and head, and rode his face like a bucking cowboy. Her orgasm built, her body writhed and she came with the fury of a starving woman. Juices fell onto Henry's face, and he felt her flood spill into him.
She rose, kissed him hard, and untied him.
"You're done. Get out."