High School Chastity Ch. 02

It had been three days since Adrian had come home with her key. Three days since becoming Adrian’s charge and three days since their relationship had shifted forever. They were no longer equals – Adrian had emphasized that clearly. She was to be teased, denied and occasionally rewarded and Adrian was the one who decided when to do what.

Jess shifted around on the couch, irritated at herself. She should have known that Adrian would do that – the tutors told him he was a natural at Keyholding! She just hadn’t thought that would extend to their relationship.

She idly sneaked her hand through her t-shirt, rubbing her nipples through her bra. It was a habit that most girls (or boys, for that matter) developed after being locked for more than a few weeks. As she continued the circling motions and felt her nipples grow hard, she morosely remembered that the same people stopped the habit after truly long periods because it only made them hornier at that point.

It seemed that she was becoming one of them now. Even her nipples were now enough stimulation for her breath to quicken and hand to start wandering around her jeans.

As always, her hand came in contact with her cold steel belt instead of the soft flesh underneath. She sighed in defeat. She was locked in her belt for the next year at the minimum. She decided to do her best at earning as many climaxes as possible.

—

“You free today evening?” Adrian’s text was perfunctory and gave absolutely no hint to his intentions. While Jess was pissed at him for being such a stickler to the keyholder code, she couldn’t help but respond; it’s not like she could orgasm without the key in his hands.

“Yeah.”

“See you soon.”

—

Jess opened the door to a casually dressed Adrian, holding a black bag. He strode in without comment, and only said one word: “Upstairs.” She hurried behind him, keenly aware of what was about to happen.

She came into her room to find Adrian tying ropes around the legs of her bed.

That was… not what she thought was about to happen. Adrian looked at her, and then nodded to the bed as if it was obvious. Jess hesitantly laid down, while he continued to bustle around the bed tightening the ropes.

“Do you want to strip? I’ll rub your nipples if you want.” Adrian’s voice was gentle, as if he was a doctor talking to a patient.

She silently undid her shirt and bra, and wiggled out of her jeans. Tossing them in a pile in the corner, she lay facing the ceiling with her arms and legs spreadeagled. Adrian gently took each limb and tied it with the bedposts.

“Try pulling your hand hard.” She did so. The only thing it accomplished was hurting her wrists. Her hair caused her neck to itch, but all she could do was turn her head slightly.

Adrian knelt beside her head, and his face suddenly intruded her vision.

“I’m going to put a pillow beneath your head so you can watch. Would you like that?”

She nodded once. She was rather pleased with how gently he was treating her.

Her vision tilted down, enough that she could look at her belt from between her cleavage. Adrian pulled out a key from somewhere and waved it over her belt, and the lock immediately disengaged.

After an year, Jess felt fresh air down there. It felt cold. She could see the faint fuzz of pubic hair that had spread after the last time she’d gotten some depilatory cream down there.

Adrian shifted closer to her feet, bent down, and blew. Blew gently on her vulva. It was cold, yet ticklish.

She could feel her vulva pump with blood and enlarge, become aroused. She could almost see it shimmering in the low light, so close yet so far away. She felt a pressure on her arm.

Adrian was holding it down, to prevent it from straining against the ropes. Her hand had acted without conscious thought and had been struggling with the ropes for a while now. She blinked.

“Relax. You’re going to get a release,” he soothed her.

Having done so, he turned back and carefully brought his finger near her abdomen. He slowly traced his way down to her stomach, then nether regions. He swirled the skin just above her quivering hood, and the most Jess could do was arch her back at the sensation.

She screamed in frustration. First he blew on it, and now he was teasing her? She wanted an orgasm, dammit! She was so horny! She wanted to feel the deep pleasure spreading from inside after a long session with a dildo, or the fuzzy warmth from playing with her clit. “Fuck you, I want to cum!” She yelled out the last part.

Adrian’s hands blurred, and before she could react, he was holding her mouth shut. He smiled.

“I know this is difficult for you. But remember, a lot of people go through what you’re going. If you try to enjoy it, you just might! You’re lucky to have your boyfriend as your keyholder – I’ll kiss you, pet you, and touch you in all the ways you need to make your orgasms satisfying. Not many keyholders do that!”

She calmed a little bit, and shook her head in acceptance. His hand was still keeping her jaw shut.

“I’m going to put in a gag to stop you from screaming again. Ok?”

Jess paused, but Adrian kept looking intently at her, still holding her mouth firmly shut. It was clear that he wasn’t going to proceed without inserting a gag first.

She meekly nodded.

He turned out of her limited vision. His hand started to relax on her jaw, but she made no move to speak. He then gently pulled her mouth open, and then gently inserted a large ball gag behind her teeth. The ball itself had holes all over, so she didn’t have any difficult breathing, but it was large enough that she couldn’t help but drooling immediately.

Soon enough, drool made way to her collarbone and breasts. She felt utterly humiliated. Naked, tied down, and now drool spreading over her chin, all while her keyholder merely stroked her hair.

Once Adrian was satisfied with her gag, his hand gently went to her pussy. He gently massaged it, with a steady pace that drove her mad. She was so wet that she had begun leaking! As if finally noticing the fact, Adrian brought forth a vibrator and held it against her lips. She struggled against it the best she could, quickly reaching an orgasm. Finally!

Even her moans was mangled by the gag. At this point, her chin felt cold. She shook in her restraints and quickly climbed to her climax. At this point, nothing could stop her. She came within a minute of the vibrator touching her, and saw red as fireworks exploded inside her head. She relaxed slightly in her bondage, turning to Adrian. He leaned in, and kissed the ball that blocked her from speaking.

“You enjoyed it?”

She nodded.

“Good girl.”

That praise made Jess feel warm inside. She was been a good girl. She strained her neck to get closer to him and tried to beg for a kiss with her eyes. It must’ve been enough, since Adrian once again leaned in and kissed her lips around the gag.

She was panting slightly now, after the exertion of an orgasm in so long. Adrian chuckled.

“Let’s get you untied now.”

And soon enough, she was once again belted and lying with her head in Adrian’s lap. She was still naked, and had gotten Adrian to remove his shirt. He stroked her hair and she looked up at him affectionately.

It was somewhat alarming how quickly she had gotten accustomed to Adrian being her keyholder instead of boyfriend. He was stern and strict during the times she whined, but otherwise treated her affectionately and as an equal. Really, the only thing that had changed was in the bedroom.

Speaking of bedroom things, Adrian’s erection hadn’t gone unnoticed by her. Still naked but belted, she rose up and playfully tackled him down. She may have been belted, but it didn’t mean that he had to remain unfulfilled. She quickly tore off his underwear and humped his crotch. Her pussy was once again wet, but she ignored the sensation in favor of watching his face. He bit his lip. He wanted her.

She mashed her boobs into his chest and kissed him deeply. His hands automatically made their way to her bottom where he tightly groped her butt. She’d always liked his groping. It made her feel wanted.

She quickly scrabbled down to his cock and hungrily enveloped it with her mouth. Her pussy felt like it too, was throbbing beneath the belt, but she was learning to ignore it. She instead worked her tongue around the head the way he liked it, and was pleased to feel his cock harden even more.

Adrian had put his hands on top of her head, and with every bob felt his penis enveloped in a warm, wet and stimulating environment. Jess’s hair were messy and stuck to her back, but her eagerness to please him made her look all the more beautiful in his eyes.

After minutes of furious pumping, Adrian shot his load in her mouth. Surprisingly, she didn’t pull away, and instead, with her mouth still holding his dick, looked into his eyes, and swallowed.

She finally pulled away and smiled. Before Adrian could say anything, she said, “I just wanted to do it. Maybe it’s because I’m so horny, but the idea didn’t sound gross at all!”

Adrian was impressed. She was adapting well to supervised chastity. Jess sucked him off again after he got hard enough, and soon he was giving her a farewell kiss for the day.

—

It was bitterly cold on the subway today. Adrian felt underdressed in his casual T-shirt and jeans, and shivered in the cold. He was no longer a charge of the state. He was a keyholder himself, with two charges.

Indeed, he had gotten the call just that morning. He was going to be assigned another charge due to his exceptional performance in the SEKS exam. He was somewhat taken aback by the suddenness of it all; he hadn’t even had the time to break the news to Jess yet, and the Bureau wanted him to take on another charge.

He closed his eyes. It was time to channel the dominant he had spent years building inside him, practicing his tone and posture in the SEKS Scenarios, and show the Bureau he could take on this challenge.

His penis had almost recovered from its extended chastity and was nearly at full size. He was still unused to having to adjust his jeans to hide erections that he hadn’t had for so long, but he managed.