me & tomfoolery

Permission pt. 3 | Gary Payton II Short Story

This was a strange interaction for Gary. Not because of the contract, but because he was sitting across from a woman enjoying and himself. He didn't go on many dates. Just casual flings and living the life. But now, he wanted to be a responsible adult.

Gary and Novia were having dinner in Brooklyn. Although they both agreed to start their new dominant and submissive relationship, they thought it would be more beneficial to have time out to eat, getting to know each other so that they can become more comfortable. Gary was amused to find out that Novia previously worked in partnership with his father's company, most of the people at the house that night, were in someway, shape, or form connected to Multi million dollar companies.

Novia, a strategist on Wall Street, her dream is to curate her own strategy and marketing company in multiple locations across the world.

At first, Gary was a bit intimidated simply because his job title is within his families company. But, Novia assured him that, regardless of how he got his foot in the door, he's done a lot better than other heirs to their respective thrones.

"You wouldn't consider that nepotism?"

"I absolutely would, but no one pays attention to that when you are successful. When you are breaking barriers on your own, instead of doing things in a lackluster fashion, people respect you."

Gary could appreciate that sentiment. Part of the reason why he never tried, was because he hated the comparisons to his father. That didn't help, simply, because regardless, he would be compared to his father. His mother decided, that it would be a great idea to name him after him.

"I had a great time this evening," she smiled as he unbuckled the strap of her left heel. "I can tell, you finished that bottle of wine." He smirked.

Novia playfully pouted, "It was so good. I couldn't resist." All of the red wine had her feeling slutty. She smirked thinking about how she would soon paint his face.

"What's on your mind?" Her foot rested on his chest as he sat on a bench at the end of the bed. "A little of everything."

"You look like you're up to no good." He pointed. Gary was right, Novia was up to no good.

"Lay down for me Dwayne." Comfortably adjusting himself to the middle of the bed his eyes danced as clinking of steel from her box of fun echoed in the room.

"Yes ma'am."
"Good boy." She smirked kissing his cheek. "Are you ready for some fun?"

Gary nodded his head which earned a pout from the lady in control. "That's not a good response." Novia pinches the skin near his nipple. It was a bit harder than he expected which caused him to shudder. "What was that Dwayne?"

"Yes ma'am."

She pulled down both sides of his briefs, watching his girth bounce from the cloth's hold. His own glaze lightly covering his head as it sat up on his pelvis. Novia licked her lips, preparing for a challenge because this was a big man. 

"You look like you know what you're doing ma'am."

"I do."

"Fuck!" Gary flinched as Novia continued to Bob her head on his member. Her mouth and covered in spit as she sloppily worked him. He desperately wanted to grip her but the handcuffs were chaffing his wrists.

He also refused to use the safe word even if it was overwhelming. He figured Novia wanted to do this simply to get her freaky desires out of one person. He could tell she was older than him, but he couldn't tell by how much.

Drawing small droplets of blood from his lip, he didn't care about the slight taste of nickel on his tongue. The woman in front of him was swallowing him whole and still finding the purpose to play with his balls.

If Gary believed in marriage, he would use the top from the champagne as a ring to give to Novia now. She drained him dry, swallowing all he had to give and tongued his sensitive manhood as his body began to shut down. His eyes slowly closing before the best sleep of his life.