Private School Discipline

"So, of the 16 letters you have read so far, which one is the most intriguing to you?" He saw the way her body reacted as her nipples poked through her top. "You have to have a favorite letter that you have come across so far."
 
Jessie bit her lip as she thought back about the stories... it had started with Anal... which she hadn't done but might try some day with the right guy... followed by a Black stranger.. Fucking a stranger was scary, but the black part was even less tempting. College girls was the C and lesbian sex was not something she wanted to try...

- "F... fingering... for the webcam.... I think..."

She then answered him.

- "The idea of being watched without knowing who is watching.... without knowing what they are doing while watching..."

This conversation was going way too far for a guest... but her body did like it she could tell from her burning pussy and painfully hard nipples.
 
John looked at Jessie. He was a little surprised that she was actually answering his questions. He was very surprised at how open she was in answering the questions. He was pretty certain that his surprise was evident on his face.

"so, you like the idea of being an exhibitionist for people when you have no idea who is watching you? You are a lot naughtier than I expected." He let his eyes roam over her body. He paused as he looked at her breasts and her erect nipples poking through her top.
 
She looked at him and there was no way that John could miss the lust in her eyes, but then her face covered with a blush.

- "J.. just in fantasy of course... not for real..."

An aroused shiver was in her voice as her body was getting hot from the thought in her mind and the words leaving her mouth. Her breasts moved with her breathing and she was very aware they were alone in the kitchen and that no one was expected to enter for quite a while
 
John could tell that he was getting to Jessie. It had not been his intention, well, he didn't think it had been, anyway. He started to think about how he could push the envelope a little with her. He smiled at her and took a step closer to her.

"Tell me something Jessie....if the thought of showing off your body to someone you don't know and can't see is arousing to you...even if it is in fantasy....does the thought of showing off your body, and fingering your pussy in front of someone in the same room with you seem arousing to you?"
 
The way she swallowed at his words and didn't step backwards was already a very clear answer, even when her mind struggled with thinking about it. She bit her lip as she looked at him.

- "I... I'm not..."

She started, trying to tell him she was not that kind of a girl... as it wasn't that hard to imagine who he meant with 'someone in the same room'

- "Yes..."

She then admitted as she was unable to finish her previous sentence.
 
"So, if I told you that I would love to watch you undress for me, and then climb up on that counter and finger your pussy, you would contemplate doing it, and you would be quite aroused once you were up there with your fingers on your clit." John knew he had her, and he wasn't going to let her off the hook.
 
Jessie made a small nod. Had John asked her a moment earlier to do it, she would have said no. Had he asked her now to do it she would still have ended up saying no... but there was no denying she would 'contemplate doing it' and by admitting that John got another step closer to her mind accepting the situation... and by her pussy soaking her panties.

The man was in charge and there just was no way that she could take a step back. Not literally nor figurative. She was wet, aroused and wondering how far he was going to push things... not that anything had happened yet... they were just talking.
 
"So, Jessie, tell me just how aroused you are right now. I can see the look on your face. I can tell that you have no idea how you got yourself into this predicament, but, I can also tell that you are not upset at where you are. In fact, I think you are enjoying the fact that I have you so aroused right now, and I haven't touched you or even talked about touching you. Look at how hard your nipples are right now. I bet they are a great indicator at just how wet your pussy is right now." John took another half step toward Jessie.....still giving her enough room to escape...if she wanted to.
 
For a moment there was a hint that she was going to end this all, but once again she didn't. Mostly because he was very right with his words. She was no saint by any standards and there had been nights that she had fooled around with a guy, but such moments were rare and often the result of some drinking. This time she had no such excuse. It might be a good thing she had picked this story, fingering for him might not be so bad.... if he had gone for the story that was next to read she could have ended up restrained to a chair in the middle of the restaurant. It was a very naughty idea, but not one she wanted to make true.

She realized she still hadn't said anything to him, so she nodded. She wasn't sure what the nod meant but there were enough lessons to be drawn from it.
 
The fact that Jessie did not respond with anything but a nod told John that she was as aroused as he thought she was. He thought for a second about how far he wanted to push this. He continued to stand close to her, but she still had the space to step out and remove herself from the situation....if she wanted. "So, why don't you undress and climb up on the counter and show me just how aroused you are, and how you would play if I was watching you on camera."
 
She knew the words would come and yet she felt shocked hearing the 'suggestion'. Her mind felt conflicted in doing this for him and seeing where it lead to, and not doing it. To her it seemed like it took forever before she reached a decision. But in reality almost no time had passed since John's words and her moving onto the counter. To John it must seem like she was eager as fuck.

She stripped out of her clothes, lifting her ass as she peeled the soaked panties from her body. She looked at his face and then slowly brought a single hand to her pussy. She was no stranger to fingering herself but it was very rare that she had an audience. Things started a bit awkward, but she was sure it was still a hot sight for the man
 
John watched Jessie climb up onto the counter and begin to remove her clothes. He was amazed at how willing she was to do this. He had truly expected to get slapped, or at least yelled at and called a perv when he suggested she do it, but none of that happened.

John's eyes followed Jessie's fingers to her pussy and he watched as she began to play. He adjusted his hardening cock in his pants. There was no denying how hot it was to watch her play with her wet pussy. Then he moved his eyes up to her bare tits and her erect nipples.

She was really hot. His eyes drifted back to her pussy. "You certainly are a naughty little thing. Your pussy was soaked long before you touched it. I bet you love playing with your silky, wet puss you while I watch you....don't you Jessie?"
 
Jessie shivered, fully caused by his words and not her naked state. Her pose on the counter let him see straight into her pussy at the moments her fingers weren't blocking the view. She was soaked and extremely aroused by being watched. With her teeth she held her lower lip, nearly biting too hard, but it was a good way from staying quiet. Moaning was bad and she worried about the things she would say if she dared to speak.

Then a hand went to her breasts and started to include them in the play. She stroked her hills, teased her nipples and rolled them between her fingers. There was a hint that she wasn't a stranger to some roughness but for now she mostly kept things gentle.
 
John could see that Jessie was thoroughly enjoying playing with herself. She was also enjoying that he was watching her. Her hand moving to her breasts told john that Jessie was enjoying it even more than he thought. "Damn jessie. It looks like you are having fun. That hot body of yours is all wound up. You face rainy are. Naughty little things." John moved closer to the canter....his eyes now fixed on her eyes.
 
The lust was clearly visible in the girl's eyes as she played with herself. It wouldn't take long at all before an orgasm would reach her and her touches and sounds clearly showed how she was getting closer and closer.

- "So good... so bad... so naughty..."

She softly moaned and right now the only thing that existed in her mind was how good this felt. There was no way she was going to stop... unless someone walked in and even then it would be nearly impossible.

- "oh... oh...oh..."

Her climax was only seconds away and the way her hand teased her own breasts got rougher.
 
John watched Jessie play with her wet pussy and he knew it was inevitable that she was going to cum very soon. "Damn girl, you certainly are a naughty little thing." John took out his cell phone and began to video Jessie as she fingered herself. He knew that there was no way she would stop, even if she was upset that he was videoing her playing. John made sure that it was obvious where she was while playing, and then he zoomed in on just her hot body.
 
It took a moment before she realized what he was doing, her eyes went large and then she came with a passion she hadn't felt before. She didn't squirt but her fingers were soaked and it took a moment before she could talk again.

- "Wha.. what... why... You can't show..."

She stammered, embarrassed and having trouble breathing as she still recovered. The recording could cause trouble for her, making it possible for him to blackmail her. But if he wanted to fuck her... he wouldn't need to blackmail.
 
"It is on my phone now, and I can do whatever I want with it. I am sure that there are a lot of people who would love to see somebody as hot as you playing with her pussy and then cumming as hard as you did. You might become an instant Internet celebrity."

John moved over beside Jessie. His eyes moving over her body....saying everything with his eyes....no words were necessary. He smiled at her as he focused his phone on her again. "Look into my camera, and as I video you, tell me exactly what you want right now."
 
Jessie gave a nervous glance at the phone but could still feel the fire burning. There was something extreme about being watched and recorded.. and not only in a negative way. Still the aspect of getting in trouble with it was dangerous but he already had enough on her to cause such.

- "I.. I want you to touch me..."

She sounded aroused even as she asked for something so 'innocent'
 
John could sense that Jessie was uncomfortable with what he was doing, but at the same time she seemed to be aroused....the exhibitionist in her was coming out. He continued to video her. He wanted to see how far he could push her.

"Tell me what you want me to touch Jessie. I want you to be very specific."
 
She bit her lip, which made a rather sexy sight on the recording, before she spoke again.

- "I... You can... I want you to touch my pussy with your fingers... stroke my breasts..."

She swallowed in arousal and nerves, but perhaps the most interesting aspect was that she made no attempt to cover her breasts and pussy from him and the phone
 
"So, you want me to video my fingers playing with your wet pussy. You want to show off your silky, wet pussy with my fingers on it, and in it, and you want me to caress your firm tits and play with your erect nipples. Is that what you want?" John knew that she did, but he was going to make her say it. He could see how needy she was, and he wanted to make her want it even more."
 
She swallowed and then a soft 'yes' left her mouth, only barely getting caught on the recording. As he didn't react to the word, she understood what he wanted.

- "Yes... I want to.... to show off... my wet pussy... while you play with it... and have you playing with my... hard nipples and ti... breasts..."

She did her best to copy his words to the best of her ability but of course was unable to do so completely. She blushed most when she almost referred to her breasts as 'tits', which sounded so much more naughty.
 
"You certainly are a naughty little thing." He kept the camera focused on her face and he moved his hand to her tits. He started to caress them....rolling her nipples in his fingers and pulling lightly on them. He caught her reaction on video, and kept the video going as he moved his fingers to her pussy and slowly slid them along her wet, silky lips before finding her button.
 
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