Saucy Sketch Tuesday #26 (Patreon)

He was new at this. She could tell at a glance from the way he self-consciously lifted off his shirt and slipped off his jeans, before folding his clothing and laying it neatly off to the side. It was such a contrast from the bold and confident messages he'd exchanged online in the week leading up to this that she had to suppress a smile.

"Come here," she commanded, crooking a finger at him. "I want you to give me a shoulder massage."

"Y-yes, Lady," he said.

She closed her eyes and waited, carefully maintaining an easygoing and relaxed manner. A few moments later, she felt his hands on her shoulders, working her muscles. His grip was gentle but firm -- a good sign. She let out a little sigh of contentment and said nothing more as he moved from her neck and shoulders down her to lower back.

When she deemed he had had enough time to lose some of that self-conscious edge, she rose to her full height and turned to face him.

"Now, take off my clothes."

"Yes, Lady."

He moved to disrobe her. His hands were just as gentle as earlier in moving to slip off her sheer black robe and unhook her black lace bra, releasing her heavy breasts. She reached up behind his neck and brought him forward, guiding his face into her chest. He sank to his knees before her as she pushed her breasts up against his face. 

"You like that, honey? You like it when I smother you with my breasts?" she asked him.

He gave a muffled yes.

"Suck my nipples."

She cupped her breasts and held them as he tilted his head back. His eyes lifted to hers and she gave him a reassuring nod. Slowly, carefully, he took a large, stiffened nipple in his mouth and began to suck. When he had worshiped both breasts to her satisfaction, she nudged him down onto his belly until he was splayed out on the carpet like the good little fucktoy he'd promised to be. She put a leather boot onto the base of the butt plug in his ass, applying just enough pressure to make him newly aware of it.

"Now, I seem to have trouble remembering this part of our conversation online," she said, her voice low and teasing. "Let me read this out loud." She pulled out her phone while he quivered before her on the floor. '"I want you to use both my holes as you see fit, Lady. Tomorrow night, I will be completely yours to command and fuck.'

"Is that still true? I can still use that charming little ass you so considerately prepared for me...as I see fit?"

"Y-yes, Lady..."

"And you are completely mine to command and fuck?"

"Yes..."

She mock-frowned. "I'm going to need a little more enthusiasm than that, sweetheart."

"Yes, Lady. I'm..." He swallowed, and she saw him mustering some of that old bravado. "...completely yours to command and fuck. If you've got the balls to try."

"Hmm...good." She slid her boot down along his ass until the balls of her foot were resting firmly on his cock and balls. Not enough to hurt him -- just enough to make him feel completely vulnerable. "Well, then, I can assure you that I've got plenty of fun ideas lined up for tonight. If you're lucky, I might even let you cum."