Colby hung up the phone wondering how in the hell he was going to manage an orgasm. He opened the drawer next to the bed that held Corrine’s sex toys. He found a big dildo and tossed it on the bed. That would be no help. Then he found nipple clamps. Nope. A flogger. Ben Wa Balls. Clit clamp. Fuck. None of those things would be helpful.
Finally, he hit the jackpot. He found a small vibrator that was soft and squishy. It was designed to work on a clit, but it might do it. He pulled it out and checked that it worked. It did. He lay back against the pillows and spread his legs wide. He could feel his cock pressing hard against the cage already, and he knew that this was going to be painful. But he also knew the consequences of failing.
Pressing the vibrator against the base of his cock, he felt the whole cage vibrate. It was a different sensation than he was used to, but it felt good. In fact, it felt so good that he could feel his orgasm building quickly. Without meaning to, he started bucking his hips. He groaned loudly as hot cum came shooting out and covering parts of the cage and his fingers. He quickly snapped a picture with his phone and texted it to Corrine.
“Very good,” she said in reply. Then she texted him a restaurant and time.
He got himself cleaned up as best he could in the cage and was waiting for her ten minutes before the appointed time. He watched her pull into the lot and gingerly got out of his car. His cock was sore from pressing against the cage, and the orgasm had not left him feeling relieved at all.
Colby watched her carefully so that he was standing next to her door when she put the car in park. As soon as the door unlocked, he opened it for her.
She smiled up at him, sliding her sunglasses off. “Thank you, dear,” she said sweetly. Too sweetly.
He attempted a smile that came out more like a grimace and stood back so she could exit the car. He closed the door for her, and she slipped her arms around him in a hug, pressing her body against his so that she could feel the cage. He moaned involuntarily.
“You’re such a good boy,” she whispered in his ear. “I liked seeing that picture.”
“Thank you, Ma’am,” he whispered back.
“Shall we?” she asked, pulling back as though she hadn’t just given him another raging hard on within his confines.
He whimpered but nodded. They held hands as they walked into the restaurant. It wasn’t busy, and they got a table right away. Sitting down, she made chit-chat about work while he sat uncomfortably, wondering if Corrine was going to give him the key to the cage. She hadn’t promised she would, which he realized was a mistake on his part. He should have made that part of the deal, but he had suspected she wouldn’t be negotiated with.
When they had finished their lunch, he paid the check and walked her to her car. He held the door open, and she slid inside. He couldn’t believe how nervous he felt. He didn’t know how to bring it up. With the door open wide, he stood as close to the car as he could get. She was just eye level with his cock.
“What?” she asked, feigning innocence.
“Ma’am,” he cleared his throat and swallowed hard, “would you please give me the key?”
She grinned. “Why should I?”
“I did everything you asked, Ma’am.”
“Of course you did. I expected you to.”
“Yes, Ma’am,” he said, and his eyes dropped to the ground, defeated. He knew he wasn’t getting out of the cage today.
“Good boy,” she said. He had to take a step back as she got back out of the car. She rubbed her body up against his and kissed him deeply. His arms went around her automatically, and he held her tight against him. He couldn’t help but whimper into her mouth as their hot kiss further wound him up.
“Thank you, Ma’am.”
She wrapped her arms around him, and he felt something slide into his pocket. “You may unlock yourself when you get home,” she said. “You were a very good boy.”
“Thank you, Ma’am,” he said, this time with utter relief. Only a little longer and he would be free!
“But first,” she said, and he had to stop himself from moaning, “I need you to run a few errands for me.” She pulled a folded note out of her pocket and handed it to him. “Good luck!” she said.
He watched her drive away and then pulled out the note. He. Was. Screwed.