He shut the door behind him softly, turning his face to the dim living room. He squinted, the flickering candlelight brushing soft lines of silhouette near the window at the end of the room.
“Come in and put your things on the table.” Her silky voice surprised him, and he reflexively gripped the small bag in his hand. He did as he was told, hand flexing again when her voice sounded.
“Remove your clothing.” He breathed deep as he reached for his t-shirt. He was momentarily disappointed she would not see the funny saying on the front of the shirt. He had worn it thinking it would make her laugh and was looking forward to her response.
His feet worked his sneakers off, the jeans and underwear followed and he put them on the chair before bending and peeling off his socks. He stood again, the slightly cool air of the room kissed his skin with goosebumps.
He looked again at the shadow of his Mistress, flanks tensed as he waited for her next command. He didn’t have to wait long.
“Open the wine and pour us each a glass Then bring them here.”
He quickly complied, smelling the fruity scent of the red wine as he poured a liberal amount into the glasses waiting there. He picked the glasses up and walked over to her. As he approached he could see the outline of her legs. Her curvy, strong legs were covered with black thigh-high stockings. On her feet were a pair of black pumps. He nearly groaned as his eyes traveled from her thigh to her toes and back. He dared not peek further up.
“Kneel.” One syllable and he was on his knees in front of her, naked and bearing her wine. His cock was already beginning to swell.
He held up a glass of wine and waited. She reached forward, her long fingers wrapping around the stem of the glass. He could imagine those fingers wrapping around him. The thought made a groan form in his chest. His teeth bore down on his bottom lip to keep the sound from escaping.
She took a drink of the wine, her red lips parting as her tongue licked the traces off her mouth. His cock thickened further.
“Would you like to taste your wine?” She asked him, gesturing to the other glass still in his hand.
“Yes, Ma’am, I would.” He replied.
“You may do so after you take care of that hard cock.” She uncrossed her legs, leaning forward and holding up a small bottle of lubricant. She ran a finger along his shaft before gripping him so firmly the wine glass in his hand shook.
“This is unacceptably hard.” Long fingers ran the length of him, grasping his thickness and squeezing until the head shimmered with precum. He gasped.
“Yes Ma’am.” He looked for a table to set the wine glass. Mistress shook her head.
“No, my Pet, you misunderstand. You must hold the wine while you stroke your cock for me.” She smiled at him and took another drink. “You will not spill a drop. If you do, I will plug your ass.”
He winced. His ass was still in training and he was fairly sure she would not use the training plugs if she followed through on her threat.
He did not have to work to make it hard. His cock was throbbing already, begging for touch. He opened his palm and Mistress poured some lube on it. He spread the lube down over his head and shuddered at his own touch. He was so swollen with arousal he did not think it would be long before his offering was ready for her.
He worked his hand up and down his shaft slowly, squeezing his fingers over the head of his cock. His breathing quickened, and a small gasp escaped him as he caressed his head again.
“Look up at me,” She commanded. He obeyed, raising his eyes to hers. He could feel his heartbeat racing, his hand working his shaft faster as he allowed his mind to envision her receiving him. He momentarily closed his eyes as pleasure began to overtake him.
He was not aware of her movement until her fingers caressed his cheek as they traveled to his jaw. She pulled his face to the side abruptly. “Open your eyes!” They flew open in surprise. Her mouth was so close he could have leaned forward and kissed her. But he did not dare. His hand continued its increasingly frantic pace on his cock. It would not be long now.
“Please Mistress,” he gasped, cords in his neck straining as he held back his orgasm. “May I cum please?”
“Not yet.” She smiled and moved to his other side, one hand caressing a trail from his shoulder to his nipple. She grasped it tightly. He fought back the orgasm, thinking about accounting, baseball, dishwasher repair. Anything to keep from cumming before his Mistress allowed it.
“Please!” He was beginning to feel a burning sensation in his balls and knew he could not hold back much longer.
“You may cum,” She breathed softly, her mouth caressing his ear. “In your glass.”
His brain barely registered her words in time, he thrust the glass down to his crotch, as desperate not to spill it as he was to cum. He groaned loudly as his thick, creamy fluid squirted into the glass. He stroked the last drops out, shuddering and nearly laughing in disbelief – he had not spilled a drop.
His Mistress was still kneeling behind him, her hands on his skin and her sweet mouth trailing kisses down his neck.
“Very well done,” She said, kissing his neck and allowing him to feel her teeth sinking into his skin. He felt the burning pleasure of his nipple being twisted in her fingers. She stood abruptly, the sudden lack of touch making him miss her proximity already.
She returned to her chair and crossed her legs again. Her wine glass was once again wrapped in her fingers.
“Salute,” She said, holding up her glass. He mimicked her gesture and ignored the disbelief he felt at what he was about to do.
“Salute” he echoed back as he tipped the glass and drank it down.