Page 30 of Risky Bet

This was it, her chance to end this scene. But she knew if she ended it now, they would be done playing for the night and she likely wouldn’t get an orgasm. She’d wanted an orgasm all damn day.

“No, Sir,” she said with a trembling voice.

“Then you need to ask me to finish your punishment, so I know I have your consent, lover.”

Lover?She decided not to question the new nickname. It was better than Ace.

“Please finish my punishment, Sir,” she whispered.

The brush landed on her ass again, and she could tell he was holding back. That didn’t mean it didn’t hurt though. Her poor ass was going to be sore for the rest of the night. When the minute timer sounded, he turned the vibrator on high and pushed it against her clit. She let out a garbled moan as he worked it against her sensitive nub.

When she was considering pleading with him to stop, the timer dinged, and she knew it was time for her last round with the hairbrush. She was almost done.

“I’m afraid this last set is going to be the worst, lover. But you’re doing very well. I’m proud of you,” he praised as the brush rested on one throbbing butt cheek.

The timer beeped to start the minute, and he picked the brush up, crashing it into her ass. She nearly screamed at the force of it but bit it back. For sixty seconds he paddled her ass hard and fast, and she writhed to escape the punishing blows. But he had excellent aim and never missed her squirming backside.

When the timer beeped, he dropped the brush on the floor and leaned over to speak in her ear.

"The vibrator is about to start. You can’t come until you hear the timer go off. After that, there’s one more aspect to your punishment."

She flinched, wondering what it could be.

“The vibrator doesn’t stop until you’ve given me six orgasms. After that, I’ll take you to my bedroom and fuck you until you scream.”

She shuddered as his words sent a chill up her spine and his hot breath against her overly sensitive skin aroused her further.

The vibrator pressed against her swollen pussy and buzzed. It was on low for the first half or so of the minute, but then he cranked it too high. She chewed the inside of her cheek, hoping the pain would hold the impending orgasm back.

When the timer sounded, she relaxed her jaw.

“Come,” he commanded.

The orgasm rushed through her and she cried out, clamping her legs around the vibrator.

“Turn onto your back and hang your legs off the table. No closing your legs. You owe me five more, sub.”

She scrambled to do as he’d ordered. When her legs were spread wide and hung off the table, the vibrator returned to its spot accompanied by two fingers from his free hand. He pumped in and out of her as he milked orgasm after orgasm from her. She cried and pleaded for it to stop, throwing in a dozen or more Sirs as she convulsed on the table.

When he stopped, the surface she lay on was drenched with her arousal and her pussy throbbed. He scooped her up mumbling something about cleaning up later and carried her to his bedroom where he dumped her on the bed and ordered her up on all fours so he could fuck her from behind.

Her pussy felt tight and swollen around his cock when he entered her. He pounded her cunt hard and fast, his hands fisting into her hair for leverage.

She didn’t think it was possible, but the friction of his movements sent her over the edge one last time just as he lost it.

When he let go of her hair, she collapsed on the bed, breathing hard.

“Holy hell, I’m going to be sore tomorrow,” she murmured as he fell onto the mattress beside her.

“Good. I like sore subs. They seem to have an easier time remembering their role.”

She giggled. “Yes, Sir. I definitely won’t forget this anytime soon.”

He patted her still sore ass and rolled off the bed to clean up.

It was just barely eight-thirty by the time they were both showered and in bed. He worked on his laptop and she read a book until they were both yawning and fell asleep. As she was drifting off, she remembered she forgot to ask him about going to prison.

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