Pleasing Miss — [D/s] [Femdom] [msub] [F/m] [Light Humiliation] [Toys] [Masturbation]

He pulled his head away, mustache and beard dripping with her taste, nose filled with her scent, and smiled to himself. He peered up at her, propped up on pillows like the goddess that she was.

“Miss? Was that okay?” He wanted her to say “no” as much as he wanted her to say “yes.” A “no” would mean that he’d be between her legs for another 15 minutes – heaven. A “yes” would mean that it would be his turn. Both possibilities made his cock quiver. He breathed heavily as he anxiously awaited her decision.

“Mmmmm. That was quite good, my dear. You really do have a talented tongue.” He could feel himself swell with pride at the compliment. His Miss was very particular with how she liked her pussy serviced. She liked most of the focus on her clit, but in an indirect fashion; more of moving around her clit rather than on it. However, the closer she got to climaxing, the more direct touch she wanted. He always had to pay close attention to her tells – quickening of her breath, a muttered “fuuuuck,” grabbing his hair by its roots – so he knew when it was time to start rooting around her clit, flicking it back and forth, pressing his tongue down more firmly. She did not like having to micromanage him while he was between her thighs. “A good boy should be so in tune with his Domme that he can sense when she’s getting closer,” she always reminded him. “A pet should be attentive and able to anticipate my needs, sexual or otherwise.” It had taken some time, but over the years, he had gotten quite good at knowing how to tease an orgasm or three out of her with this mouth and hands.

“Thank you, Miss.” His arms were still locked under her thighs, his face resting on her mound, as he waited.

“I want you to fuck me.” She paused. “With one of my toys. Go be a clever boy and pick one out.” He was slightly disappointed. It had been weeks since she had let him be inside her. She didn’t usually orgasm from sex, so she preferred receiving oral or having him use a toy on her while she used a vibrator. He understood that of course. No matter much he craved her — all of her — this was about her pleasure, not his. He lived to provide her pleasure. It gave him purpose to make her happy; to try to fulfill her wishes and demands. He loved being praised for a job well done.

“Yes, ma’am. Of course. I’d love to choose. Thank you.” He extricated himself from between her legs and walked to the dresser. Such a cliché, but nestled amongst her panties, in individual storage bags, were several dildos of varying lengths and girths and textures and colors. She enjoyed pretty things that made her feel full and made purchases accordingly. He picked up one of her most recent purchases: a gently flared, slightly textured unicorn horn in some combination of pastel, sparkly colors. From experience he knew that when she wanted to be fucked with a toy, she wanted one that didn’t require a lot of warm up time, so smooth and not overly girthy were best.

He walked back over to the bed, toy in hand. She was still reclining on pillows, knees apart. She smiled at him. “Very good choice, my dear. I’m very pleased with your decision.” She looked at him more closely, nude, his penis still hard. “Are you excited, pet? Does the idea of putting that toy inside of me instead of your cock turn you on?” She grinned slyly. She knew how to push his buttons: just enough to make slightly embarrassed, but not enough to really hurt his feelings.

“Yes, Miss. I’m very horny and the idea of pleasing you with your toy. I’m going to do my best to make you cum again.”

“Good,” she said approvingly. She reached out and took his cock in her hand, tracing her thumb over the head, getting it wet with pre-cum. He moaned, and felt his knees go slightly week. “If you fuck me well, I’ll let you cum on me later.” She emphasized each word with a stroke on his cock.

He felt that familiar ache of anticipation and desire run through his body, settling in his groin. “Yes, Ma’am. I’d love to be able to cum on your beautiful body. May I fuck you with your toy now so I can show you how much I want to be a good boy for you?” She nodded, happy with his eagerness to please. He was always so enthusiastic about satisfying her. She let her legs fall open even more. He crawled into bed, crouching between her thighs. He ran the smooth tip of the horn between her lips before slowly easing it in. He didn’t take his eyes off her pussy; he loved watching how toys slid into her, how her labia gripped them. He was endlessly amazed how her pussy could accept a toy that seemed like it should be too big to fit. He started to move the dildo in and out of her as she reached for her vibrator. She pressed the vibe to her clit and turned it on. The buzzing was his signal to quicken his pace; the powerful vibrator would have her over the edge in a few minutes.

“You’re a good boy. You fuck me so well with that toy. Don’t stop. Don’t. Stop” she managed to grunt out in between ragged breaths. Her encouragement made him want to please her even more, to make her cum, and to receive his reward of release himself on her. With a steady, but quick rhythm, he pushed the horn in and out of her. He thought about the places she might allow him to cum. Her breasts? Her stomach? Her ass? Maybe even on her mound? Sometimes she humiliated him by only allowing him to cum on her feet or in her hand because he wasn’t worthy of coming on the rest of her body. But he was hopeful, as he always was, that she would be feeling indulgent today.

Even over the sound of the vibrator, he could hear the sounds her pussy made as he fucked her. Hearing how wet she was and seeing how her juices coated the dildo made him want to please her even more. To have some small part in her orgasm. He had settled into a groove: in and out, in and out. Each time he drove it inside she would gasp. He had one goal in mind and pursued it with a singular focus. In and out. He could see and feel her butt and thigh muscles clenching. In and out. She started hold her breath as well, like she always did right before she orgasmed — she always liked to say that she needed to concentrate. He knew, however, not to let up until she told him to. He had learned that the hard way and never wanted to disappoint her that way again. In and out.

She took a deep breath and held it. She bit her lip and squeezed her eyes shut. He felt her legs starting to shake. She yelled out as her torso jerked up and she began to cum. She pulled the vibrator away from herself briefly because the sensation was too overwhelming, then pushed it down on her clit again because she needed to be overwhelmed. The upper half of her body continued involuntarily to rise and fall back into the pillows several times.

He held the toy still as she rode out her orgasm. She finally laid back on the pillows, catching her breath, and grinning widely. She turned off the vibrator and gently dropped it to the floor. He was still between her legs, hand on the base of the toy, holding it inside of her, taking her in with his eyes. He always thought that it was so sexy when she came. It was one of the few times that he got to see her lose control. To think he helped to contribute to that; he could feel his cock pressing against his stomach.

“Take my toy out, pet, and get up here. You were a very, very good boy.” She tugged on his hair to help make her demand clear. He moved up beside her in the bed, laying the toy on his stomach. His head moved to the crook of her shoulder, her arm providing support for his head. She ran her fingers through is hair aimlessly, occasionally scratching his scalp. He felt himself breakout in goosebumps at her touch.He watched her breasts rise and fall as she started to breath more normally. He could lay there and admire her body all day. How she could be so feminine and powerful at the same time never ceased to amaze him. Soft yet hard. Kind yet demanding. Giving yet selfish.

“I’m so happy I was able to please you, Ma’am. All I ever want to do it please you.”

“You did such a good job, my dear. I’m very happy with you.” She kissed his forehead and looked down. His cock was fully erect, leaking pre-cum. He was acutely aware of her gaze. He felt both embarrassed at how aroused he was and proud of how he had helped her orgasm just moments earlier. “Give me a few minutes to rest, pet, and we’ll see about that reward that you earned.”

…to be continued.

Source: reddit.com/r/eroticliterature/comments/go8mm0/pleasing_miss_ds_femdom_msub_fm_light_humiliation