“Yes, thank you. We’re rearranging a few things.”
If Henley hadn’t been trying to muffle his moans, he would’ve laughed.
“Okay. Let me know if you need anything.”
“Will do, thanks.” Both were silent for a few beats before Isaac continued talking but to Henley this time. “Two more.”
The smacks came fast and hard, and Henley knew he’d be feeling them for days. He squirmed as his cock rubbed against the table with the movement of Isaac’s hands across his sensitive skin.
“Hmm. Maybe that sting will remind you to listen to me when I tell you to do or not do something. What do you think?” Isaac punctuated his words with a squeeze, sending fire through Henley’s ass once more.
“Yes.” Henley gasped for breath, trying to keep his voice down.
“Yes, what?”
Henley licked his lips. “Yes, sir.”
“Good. Right. Let’s get you up and suitable for company. We have work to do.”
Isaac slid an arm under Henley’s chest and helped him to stand, each movement sending needle-like stings through his ass. When he was upright, Isaac reached down and pulled up his boxers, being careful of his behind and his cock, and repeated with his trousers, gently tucking his cock away before zipping them up. When he’d finished, Isaac stood in front of Henley, holding him by the waist.
“Good boy.” He cupped Henley’s jaw, rubbing his thumb across his cheek. “You did well.”
Henley inhaled deeply and smiled. “Thank you,” he whispered.
The rest of the day passed without a whimper of pain or tiredness. It was as if the spanking had revived Henley. As Isaac and he parted ways at the end of the day, Isaac squeezed his shoulder and smiled at him, reminding him to put some lotion on his ass before he slept. He looked so proud. It was that picture that kept Henley blissfully happy for the journey home and the rest of the evening, despite it being a short one because he crashed when he finally got home.
Friday night traffic was no joke.
Apart from removing his jewellery, a quick cool shower and applying the lotion, Henley did nothing more than drop to his bed and sleep.
****
A sting, starting from his ass and venturing wider through his body, woke him, and he blearily glanced at the clock. Seeing it was eleven in the morning was a shock Henley was not prepared for. He only ever slept that late when he was drunk.
He sat upright, wincing when he put his weight on the one place he couldn’t avoid easily. Isaac had been correct. He would remember the reason for the stinging in the future. He would never whine again…maybe. Henley smirked as he stood. He might do so just to get a similar result.
But now he had to get himself ready. He had no idea what he was going to wear to dinner that night. He didn’t even know where they were going. Should he go flashy? Or demure? Or plain? Maybe he needed to message Isaac to find out where they were going.
Good morning! Where are we going tonight? I need to plan my accessories, lol x
He replaced his phone on the bedside table and sashayed to the bathroom, brushed his teeth before heading back. Checking his phone quickly, he saw no reply, so he decided to search through his wardrobe and see what options he had.
After several go throughs and still no reply from Isaac, he called his sister.
“I need your help,” he said in lieu of a greeting.
“What’cha need?” Ariel asked.
“You, here, now. I have a dinner date tonight and have no idea what to wear.”
Clapping sounds came through the line, and he grinned. “Yay! Alright, we’ll be over in a few. Bye!”
We.That meant Arianne was coming, too. Bonus. He could persuade her to do his makeup.
His phone beeped, and he snatched it up from where he’d just put it back.
It’s a surprise, but I know how you like to dress appropriately, so I will tell you that you will need to look smart, but not over the top. Hope that helps. I’ll be there to pick you up at six.