Just A Little Evening Tease

Jess looked at her phone screen, and a tremor of excitement went through her. There were a few simple pleasures that never failed to brighten up her day. A good game, a relaxing night, anything she could do on a quiet night. But she knew what her favorite was, and from the message, she knew she would get it soon.

K - 'Please miss, please!!! I need it! I don't know how much more I can take!!'

That moment when a cute little sub is at her mercy when she can tease and toy with them to her heart's content, gives her more of a thrill than anything else. Just reading it sent a flare of heat through her body. The surprise text from her newest toy, Katie, instantly made her day better.

She had already crashed on the bed, letting her long hair fan out. She was dressed in her favorite comfy gray hoodie and gray shorts and was prepared for a nice night in. To just sit back and relax after a day of bullshit her boss had put her through. Now though, it might be time to change her plans.

J - 'Mmm, well, this is a surprise. Didn't I tell you I'd be busy this week?'

A devious smirk formed on her lips as she waited for a reply. Her hand wandered along her long pale legs, feather-light touches, teasing herself for what she knew was to come.

K - I know. But please!

K - It's been too long!!!

J - it's only been four days since I locked you up; what a horny little girl you are.

K - I am. Please, I can't think about anything else!!!

This is what Jess liked to hear, begging. A cute desperate little sub begging for relief never failed to send a tingle between her legs. She began rubbing her thighs, one hand at the edge of her hoodie, trailing up and down along her toned stomach.

J - Mmm, is that begging, I see? You know what you have to do when you beg.

K -... but

J - Now, now, if you're gonna beg, be a good little girl and beg properly.

K -...

K- Yes, Miss

Jess gripped the edge of her sweatshirt, her breath still as she waited. She didn't like demanding and forcing her subs to obey. It was so much more fun to guide them, slowly tease and corrupt them into being cute little toys for her.

She gave Katie instructions, well, what she'd like to consider trials. Trials she had to complete if she wanted to earn something. Not things she had to do. Things she could do if she wanted her rewards. Begging Jess something was its own reward, one whose trial Hess quite enjoyed. Something Katie would never do unless she was truly desperate.

So when she saw the picture of Katie, fully naked and on her knees, she knew that Katie had become truly desperate. Jess rolled over, propping herself on her elbows; she began to admire Katie's gorgeous figure. Her pale porcelain skin seemed flush red from arousal. Her long dirty blonde hair framed the desperate look on her face. That pleading never failed to make Jess' heart beat faster and the heat between her legs rise.

Katie was very pretty, the kind of girl whose combination of beauty and innocence would draw the room's attention. Jess knew she was lucky to have found her. She didn't have the most voluptuous figure, but she was cute and slim, which Jess appreciated even more.

Though at this moment, what really drew Jess' eye was what was between her legs. A cute, angry little cock locked up in a stainless steel chastity cage. Jess zoomed in on the picture, her cheeks flushing red as she examined the caged cock.

Jess couldn't help but feel proud watching it strain against the bars of the cage. It was desperate. It was needy. It wanted her. It wanted nothing more than for her to unlock it and stroke it. To make it feel things that only she could make it feel.

Jess could make out a clear drip of precum making its way out of its mushroom head. At that moment, all Jess wanted to do was give the tip a little kiss and taste just how desperate she's made poor little Katie. Before Jess could completely lose herself to fantasy, a message from Katie snapped her back to reality.

K- Please, Miss, please let this pathetic little pervert free.

K - Please let me cum.

And there it was. The phrase Jess had instructed her to say if she wanted to be let out early. Something the cute little Kathy would have never thought of saying before. A new milestone that told Jess how far she's come in her submission.

At that moment, a new feeling came that overshadowed the list Jess herself was feeling. She felt proud. She felt proud of Katie for following her instructions. It could not have been easy for a girl like her that was new to all this. Sure, the desperation and denial played a big part in it. Still, Jess felt proud nonetheless, and Jess was happy or let her know it.

J - Mmm, such a good little girl.

J - Your Miss is so proud of you for being a good little girl.

K - T-thank you, Miss.

It was always good to give subs plenty of praise. Let them know when they are good. Something Jess was more than happy to give, something she enjoyed giving. Though, just because she enjoyed being nice doesn't mean she didn't equally enjoy being mean.

J - Mm, though, what do you expect me to do about your cage tonight?

J - Do you want me to walk over to your apartment late and night just to unlock you?

J - Just so the horny little girl can her herself off.

K - I- of course not.

K - I just...

Jess giggled to herself as she imagined Katie collecting her thoughts. Both her and Katie knew that it wouldn't be too much of a hassle for her to go to her apartment. It wasn't too late. All she'd have to do was change and take a quick 5-minute drive.

She had work in the morning, so she obviously couldn't spend the night. But she could unlock her long enough for them to have a bit of fun. Both her and Katie knew that. But how Jess had worded, her response made Katie's request seem more outlandish than it actually was. She knew Katie was flustered, trying to think up a reply. Rather than wait for it, Jess decided to message Katie, anxious to get the real fun started.

J - Mmm, but you were such a good girl.

J - Maybe I will give you a small reward.

J - Would you like that?

K - Yes, I would, Miss. Thank you!

J - Alright then, I assume you're free to take a call.

K - Yes, I am Miss.

Jess took a few deep breaths, calming herself before she called Katie. She didn't want to seem too eager. Though having already put a pillow between her legs, she knew she was definitely all too eager to have fun with Katie.

"H-hello," Jess heard the distinctive, soft-spoken voice of Katie. Despite everything they've already done, Katie still sounded so shy. It was too cute! It almost made Jess want to unlock Katie and show her some mercy. Almost.

"Mmm, hey there, Katie. Had a good day?" Jess replied, managing to keep a level tone despite her own rising arousal.

"It was good, Miss. I had some car trouble, but a friend came to pick me up."

"Oh yeah? How nice of them. Now tell me, how's your cage feeling?"

"Oh, um" Even through the phone, Jess could tell Katie was flustered. It's one thing to beg over text, but it's another when you can hear their voice, hear the need and desperation in their voice. "It feels tight,,,, cold."

"Mmm, well, that's expected, especially with how hard you looked in that picture. Mmm, I could even see a little bit of pre cum leaking from it. Only Four days, and your such a horny little girl aren't you" Jess took a bit of a teasing tone; she loved teasing Katie; she would feel bad if she didn't know how much Katie loved it.

"Well, it's not my fault; you teased me so much before locking me up" The desperation was evident in Katie's voice, and Jess was going to enjoy making Katie even more desperate.

"Mmm, I did tease you a lot, didn't I? Tell me, how did I tease you?" It was one of Jess' favorite games, having Katie describe what Jess has done to her before. It never failed to get them both riled up.

"You- you tied me down and then-"

"Now, now," Jess Chided, "be more descriptive than that."

"Well, you tied me up. Spread eagle on the bed. And you teased me" Katie was still hesitant to go into details, but that's how this game usually started. It was up to Jess to give her a bit more motivation.

"Mmm, I'm sure you can do better than that," Jess said with a bit of mischief in her voice, "why don't we get the brush and see if that helps"

"Wait! No! That's too much, please, it's too long. I'll break!" Katie pleaded, the panic evident in her voice. Though Jess also heard something else in her voice, the arousal. Despite her begging and pleading, she knew Katie wanted and needed it.

She hasn't been playing with Katie for too long, but long enough to know what she likes. What makes her into a nice, horny little mess for her. And that Katie liked to be given a little push, "Now be a good girl for me, or do I have to keep you locked up even longer."

Katie remained silent for a moment before responding, "No, Miss, I'll behave." Jess heard shuffling as Katie went to get the brush. The brush was just a simple small paintbrush Jess used to tease Katie sometimes. Its soft bristles against Katie's sensitive skin always brought about the most delicious reactions from her.

"I have it, Mss," Katie replied a tremble in her voice. Jess could hear her breath hitch; she knew what was coming and was clearly excited for it. Jess imagined Katie's cock straining against the bars of the cage, red and angry, dripping even more in frustration. She was tempted to ask Katie to send another picture, but she knew asking her to do so might ruin the mood.

"Now then, start brushing your cock through your cage" As she said that, Jess could hear Katie moan, her sensitive, caged cock teased by the soft bristles. Jess herself struggled to hold back her moans as she began grinding her pillow in earnest.

"Oh god, Miss, please. It feels so good" Katie's voice took on a low, sensual tone, one that could only come from arousal and frustration. Little whimpers were let out between languid moans as her sensitive organ was teased.

Before she could get lost in her own lust, Jess focused Katie on the task at hand, "Now tell me, what did I do to you last time, Katie."

"You tied me up; you tied up your needy little toy. Spread eagle on the bed, nice and helpless for you. You teased me, played with my nipples. Ran your hands along my thighs and and -"

As Katie described that moment, Jess couldn't help but feel a surge of wetness as she remembered that moment. Katie's writhing body as Jess ran her hands up and down. Feather-like touches that she knew left tingling sensations all across the horny girl's skin.

Jess slowed her grinding, feeling herself get close much quicker than intended. Katie's cute whimpering and moaning always seemed to have that effect on her. But before that, she wanted to hear the rest; she wanted to hear the rest of what she did to cute little Katie.

"Mmm, I did tease you so much, didn't I. Teased you all over. But there was one part of you I didn't touch. Isn't that right?"

"Please, Miss, it feels so tight. It's leaking so much. I want to cum" Katie's begging had reached a fevered pitch. Jess could hear the sounds of Katie's hips slamming against her bed as she thrust her hips up and down, chasing an orgasm that will never come. Jess liked to imagine Katie was imagining her as she thrust her hips. Imagining her unlocking the cage. Letting that sensitive little cock get hard for the first time in four days.

Jess imagined the look of absolute ecstasy on Katie's face if she let her enter her tight little cunt. How her tight little cunt would grip and tighten around Katie's denied organ and milk it for everything it was worth.

Jess imagined how she'd take Katie's cock. Maybe she'll ride it cowgirl style. Pinning Katie's hands above her head, staring into her desperate eyes while riding her till she screamed in orgasm. Maybe she'd let Katie fuck her doggie style. Jess loved the thought of teasing Katie till she lost control. Then letting the teased and out of control Katie bend her over and take out all her frustrations on her, excited Jess more than she'd like to admit.

Though one of Jess' favorite fantasies was bringing Katie over, having her bound and helpless. While Jess herself wore a strapon aimed to fuck Katie's tight, virgin asshole. She could only imagine how much Katie would moan and whine. How she'd tremble as she fucked her tight little hole. She could only imagine the ear-piercing scream Katie would let out when she came from Jess playing with both her tight hole and her sensitive little cock.

For now, though, that was just a fantasy, one Katie probably wouldn't agree with. For now, anyway. Deny someone long enough, make them desperate enough, and they become quite compliant. Jess could feel how wet she was becoming, soaking her gray shorts, and she would let Katie know it.

"Oh, Katie, darling, you've gotten me so wet. Teasing you, making you into a horny, denied little mess makes me so happy" Jess ground her cunt even faster on her pillow, letting out exaggerated moans for Katie's pleasure. She knew hearing her moan must be driving Katie wild.

"Oh god," Katie could only let out a moan. Her desperation gave her voice a lewdness one wouldn't expect from such a cute girl.

"Now tell me, what part of you didn't I touch last time we played? What part did I leave desperate and denied" Jess was getting close, unable to hide her own desire? She knew she would cum soon; she needed to cum soon. But she had to hear it, that voice that Katie lets out when she's reached her limit, the voice she lets out only for Jess, "Tell me, Katie, tell me how desperate I left you."

"Oh god, my cock, you didn't touch my cock at all, I begged and pleaded, and you didn't touch it at all. It throbbed and ached. Every touch of yours sent tingles to my cock that made me want to touch it more." There it was, that desperate voice Katie let out when she was truly at her limit. When the heat of her frustration and desire melts away all her dunes and inhibitions. When all that was left was that overwhelming desire to which there was no release. What made it even better was that it was Jess' doing. That she was the one that turned the normally quiet and reserved Katie into a desperate little mess.

"You denied me over and over as I pleaded and begged. Then after that, you locked me in chastity without letting me play with my cock at all. You dominated me, made me your little chastity toy. Your desperate little slut, oh god, please miss, I'm your needy little toy."

"Oh god, Katie," Jess could hold it in no longer; she convulsed in pleasure, grinding against her pillow, screaming as she came. Letting out moans that rivaled Katie's in their intensity, not shy in letting them out. In letting Katie know how good she was feeling. She ground against the pillow for all it was worth, imagining it was Katie's soft tongue that was making her throbbing clit feel soo good. She screamed unintelligible dialogue at Katie, who could only keep stroking her caged cock with her brush till her Miss said otherwise.

Jess took every last bit of pleasure she could from grinding on her pillow before collapsing on her bed. Sweat coated her brow, strands of long dark hair sticking to her skin. On the other side of the phone, she could still hear moaning as Katie obediently brushed her cock.

"You can stop now," Jess said between heaving breaths. As much fun as it would be to keep making Katie tease herself, she knew Katie needed to rest. Otherwise, she might truly break, "You did well today, Katie."

"Thank you, Miss," she said through her own labored breathing. Jess could imagine the mess of pre cum Katie had been left behind by the desperate little Katie.

"Are you doing okay?" Jess had pushed Katie hard today, hard as she would have if they were in person. Normally, afterward, she'd snuggle up to her and stroke her hair, enjoying the bliss of a wonderful session. In the absence of that, she had to make sure she didn't push too hard.

"I'm okay, Miss, it was tough, but I enjoyed it. I enjoyed it so much" Jess heard Katie let out a little giggle as she said that, which she's come to know as a sign of contentedness. Jess let out a small smile, knowing Katie was okay, and just laid down, basking in the afterglow of her orgasm. Just enjoying her time with Katie.

After a while, she heard Katie say, "Um, Miss, may I go clean up? The pre cum is, well,,,"

"Ah, right, of course," Jess said, realizing she should probably go change and take a shower herself, "go take a shower, and I'll do the same, after that maybe we can talk and relax a bit before I go to sleep; got an early day tomorrow."

"Of course, Miss, and, um," Katie paused for a second, as if unsure if she should ask, "when do you think I'll be unlocked?"

"Well, aren't you a horny one? Let's see, "Jess thought for a moment before responding, going through her schedule in her head, "How about next weekend. We meet up, maybe see a movie, and then see what we can do about your little problem after we're done."

"Sounds great, Miss," Even through the phone, Jess could tell Katie had a beaming smile. "You know, Miss, too bad you're not here. I could have made sure to scrub every single inch of your body till you were nice and clean,,, and maybe even more."

Before Jess could react, Katie cut the call, leaving her mouth agape, shocked that Katie, of all people, could say that. Jess could only laugh, thinking how lucky she was to have Katie in her life. With that, she put her phone down and went to shower, her mind filling with thoughts of what she would do the next time she and Katie met up.