This is a sequel to "A Keyholder's First Week." It's recommended, but not necessary to read that story first.
***
Jason and Beth had just finished an early dinner. Jason had dinner ready by 5 because Beth had told him that she had some mysterious plans for the evening. She didn't actually say
mysterious
; she just didn't say what the plans would be. Jason was still locked in chastity. They had moved from specific schedules for when her could orgasm to just when Beth wanted him to. Unfortunately, it had been several weeks since she had wanted him to come and he really hoped that tonight would change her mind.
After he finished putting away the dishes, he joined Beth in the living room. She was relaxing with a book on her favorite chair, so he stood behind her and massaged her shoulders while she finished. From the way she closed her eyes, he could tell she was enjoying his ministrations. He felt his cock stir in his cage as he an amazing view down the front of her shirt from standing behind her. She put her bookmark in the book and put it on the coffee table.
"OK. That's enough. We have a big night planned, so I want to get started. Come here," she said and twirled her hand.
"Yes, Ma'am," he replied and walked to the front of the chair.
Beth took a cloth bag from a drawer in the coffee table. Before she handed it to him, she told him, "Tonight is going to be hard. It's going to push you it, but I know you well enough to be pretty confident that you will be excited and dripping before we're done."
Beth smiled, taking in Jason's anxious look. He was clearly excited too, but he knew that he couldn't predict what she was going to do. She continued, "I want you to take off all your clothes - everything except your cage - and put them in this bag. I bought it special. It's an anti-theft bag. You can't cut it, tear it, or get anything out of it after I put the lock on. Then, lock on these ankle and wrist cuffs."
"Yes, Ma'am," Jason said hesitantly. He was confused why she would need to lock his clothes in a bag. They were home and his closet was right upstairs. He took the cuffs out of the bag and stripped. He put on the leather wrist cuffs and their locks. He didn't see the keys to the locks anywhere, but he was sure that Beth had them. Then, he knelt on the floor so he was eye level with her pussy.
Beth caught his hungry stare. "Is there something you want?"
Jason licked his lips unconsciously and nodded. "Please, Ma'am, can I go down on you?"
"That's no good enough. I like it when you beg."
"Please, I want to lick you. I need to taste you, to suck on your clit."
"That's better." As a signal, she spread her legs slightly in the chair as Jason crawled over. He kissed and caressed his way up her legs and started to gently lick at her clit through her panties, knowing how she enjoys the friction. After a couple minutes, he moved them to the side. He licked her lips, then her pussy, before sliding first one, then two fingers inside of her. As her breathing quickened, he moved to suck on her clit in concert with his fingers. He loved making her come. It was even better when he could feel it in the way she clenched around his fingers. He kept licking as she rode the wave of her orgasm until she pushed his head away.
"Thank you for letting me taste you," he said, still kneeling.
"You're welcome. You did a good job. Let's see if you can keep it up." She took a combination lock from her purse and attached it to the bag with all of his clothes.
"Why are you locking my clothes up?"
"So you can't get to them, silly. Isn't it obvious. C'mon." With that, she took him by the hand to the front door. She opened the front door, but not the screen. Beth saw Jason move to cover himself and swatted his hands away.
"Now, we are going to go for a little drive. Go, get in the passenger's seat and I'll meet you in a minute."
Jason blanched. She could see the gears of his mind processing and how he was getting more nervous.
"I can't go out there! The sun's out. Somebody might see me."
"That's a risk you are going to have to take. I'd go quickly if I were you."
"But what if someone sees me?"
"Let me answer your question with a question. Do you ever want to come again?" Beth asked this with a seriousness that gave Jason pause.
"Yes, Ma'am," he conceded.
"Then you are going to follow my directions. Are you going to go get in the car?" she asked sternly.
Jason took a steadying breath and nodded. "Yes, Ma'am."
"Good, now before you do, put your hands on the wall. Since you didn't follow my directions the first time, you get to go outside with red ass."
"Yes, Ma'am."
Jason bent forward at the waist and put his hands on the wall. Beth pulled a hairbrush from her purse, then pulled his ass a little further from the wall and kicked his legs apart, giving her a better target. She leaned in and whispered, "You don't want to be too loud so someone heads and looks in the screen door..."
Beth took a step back and felt the hairbrush land hard on his left cheek. There was no warm-up here. He grunted despite himself but resolved not to if he could help it. He was ready when the next swat came down. She only hit him 10 times, but he could feel from the warmth that his ass was probably a bright red beacon against his pale skin.
"Good job keeping your composure. Now, follow yours directions." She pointed at the screen door with her brush.
"Yes, Ma'am."
Jason opened the door just a little to listen for cars. He let one pass before opening the door completely. The car was parked at the end of the driveway. He had to walk down the steps, across a walkway and the driveway. It was probably only 2 car lengths away but it felt like forever. He crouched low, hoping that would help and not just make him look stupid, and moved to the car as quickly as he could. He got to the passenger door and felt his heart sink as he pulled the latch and discovered it locked. He ran to the driver's door, but it was locked to. At that point, his pulse racing, he heard a car coming. He crouched in front of the car until he couldn't hear it anymore. He jumped at hearing the beep that meant Beth unlocked the car remotely. He looked up too see her smiling and walking down to the car. Finally.
He went to the passenger door as quickly as he could and got in. He tried, unsuccessfully, to get control of his breathing. The next thing he knew, Beth opened his door and tied his ankles to anchor points under his seat in short order. She got in the backseat to put her large purse and the bag with his clothes down. He understood the locking bag now; he was at Beth's mercy, if she had any. Beth leaned forward and hugged him from behind, her hands on his chest.
"Your heart is beating so fast. When was the last time you were this excited?"
"I have no idea, honestly."
"It's not over yet, so buckle up." She giggled at her pun and pulled his seatbelt on, then pulled his hands to the sides of the passenger seat. Beth tied them together behind the seat.
Beth got out of the back and walked around to the driver's seat. As confident as always.
"Oh, I almost forgot. One last thing before we go."
"Go where?"
"Do you really expect me to answer that?"
"No, Ma'am. Worth a shot though."
"Anyway... you get to wear these." Beth took out a pair of sunglasses and put them on Jason. It's not like he could go anywhere. "Perfect."
"What the hell?" Jason realized quickly he was effectively blinded. He thought he heard the click of a camera, but couldn't be sure.
"These are special blackout glasses I found online. It's like a blindfold, but a little less obvious if someone looks in the window. Let's go. We have places to be."
***
Jason had no idea how long they had been driving. He couldn't tell if it had been 10 minutes or an hour. Beth didn't have the radio on and he was a little disoriented from the blackout glasses, so he couldn't easily measure time or distance. Jason felt a hand playing with his caged cock. A thumbnail drifted across the head through the bars, a hand fondled his balls, and then jerked him as much as possible in the cage. He let out a soft moan despite himself, both pleasure at the contact and straining against the cage. It was on the verge of painful when he got this excited.
"Just making sure you are still paying attention. Your little head looks like it's standing at attention."
"Yes, Ma'am. It hurts"
"Why does it hurt?"
"Because I'm so turned on."
He felt her squeeze his balls, just enough that he would notice the potential.
"You have to do better that that. You're tied up, on a main road, exposed. Why are you turned on?"
"I'm scared, nervous, and turned on all at the same time. I can hardly move, I can't cover myself, and you keep playing with my cock. How could I not be aroused? I don't want anyone to see me. I'm terrified of it, but I'd be lying if I said I wasn't at all turned on by the idea."
"Good. Because I'm getting a little hungry. I think I'd like to run through a drive through for a snack."
Jason smiled, sure that she wouldn't do that. Then, the car slowed and he heard the turn signal. "You wouldn't really go through a drive-through, right?"
The car stopped. Beth didn't answer. She reached over and lifted his glasses just for a second. It was enough time to see that they were 4 cars back in a McDonalds line.
"Oh God! No! Please. I'll do whatever you want, please don't go through the drive-through. What if they call the police?"