Date: Fri, 23 Apr 2004 14:42:17 +0000 From: Judy Stewart Subject: Judy Stewart - Chapter 4 Judy could barely walk to the car. Between being cramped in the closet for the past two days and the new 4 inch stilettos, it was difficult to get her balance. She then noticed that they were going to take the Mustang convertible and that was where her stomach lurched. It was a point of hers to stay out of Lila's life when it came to school. There was too much pressure being the principal and being her mother to give Lila a natural, organic high school experience, so she usually took her own car. Driving into school this late however with her daughter and best friend wasn't the image she wanted to give; either to Lila or for herself but she realized what choice did she have. Mary pushed Judy into the back and then took a rubber band and tied her hair into a pony tail, Lila did the same. That's when Judy realized that with the top down the wind was going to blow her hair every which way, making her look a mess. Oh great she thought, it was enough to look like a bimbo now her hair had to be wildly mussed. Lila jackrabbitted out of the driveway, which made Judy lean forward and say, 'not too fast!' But Mary shooed her back and Lila's mom acquiesced. She didn't recognize the route as it wasn't the quickest way to school so she asked Mary what direction they were going in. 'We're picking up a friend. Her name is Claire, do you know her?' Judy had to admit she barely did but she didn't think much of it. She did however notice that school was going to start in about 15 minutes and not knowing how long it would take to get to Claire's house made her a bit more nervous and anxious . . . and of course that made her horny. They finally came up to a cute yellow house, when a short red-head wearing tight sweats and a sweatshirt came bounding up the driveway. 'Thanks for picking me Lila, hey Mary . . .' She stopped and stared aghast at the site of Ms. Stewart in the back seat, her face all made up like a whore, her hair completely wild. She then noticed the principal's cleavage and smiled in embarrassment. What the hell is she thinking, Claire thought. 'Hi Ms Stewart, I didn't expect you to be there.' 'Hi Claire, I'm just catching a ride with the girls' Judy said while gritting her teeth. Mary got out of the front seat and said to Claire, 'you sit up front; I'll sit back with Judy.' Everyone could not believe the teen-ager called the principal by her first name. 'Move your butt over Judy, let me sit down.' Again, Claire, Lila and Judy were shocked at how flippant Mary was. Judy's skirt rode up as she shifted over and as Mary got in the back seat she put her hand down inside Judy's dress. She moved her fingers back and forth to make Judy spread her legs but Judy wouldn't until Mary pinched her thigh. With that, the principal spread her legs. As Lila backed out of the driveway, Mary pulled the skirt way back up so that Judy's pussy was exposed. Between her nervousness about her appearance and the fact that Mary was manhandling her, she could feel herself getting wet in a way that was scaring her. She had now realized and taken for granted that in her backyard or inside her home, Mary could treat her anyway she liked but out in public it was a very dangerous thing for her life and career. And Mary was fearless; she literally stuck two fingers inside the older woman's sopping wet pussy, making Mary nearly cum in excitement. Lila looked in the rearview mirror and noticed her mom's head recline back in pleasure. What the hell was she doing now, she thought. She noticed open road ahead so she turned her head and Lila noticed Mary's malicious smile as pushed her fingers up her mother's cunt. She didn't know what to think. How could her mother be so brazen in front of her daughter? In as much as it made her angry, she wondered why she was getting wet at the thought of her own mother playing the part of a major lesbian slut. It was so wrong. Before she knew it she drove into the high school parking lot which was still filled with seniors hanging out waiting for the bell to ring. Lila was embarrassed or was at least going to be the way her mother looked. But her humiliation wasn't going to compare to Judy's, whose head now rested back against the seat while her eyes were closed as Mary was not only jamming her hand into the older woman, she was pressuring her clit and bringing Judy perilously close to a screaming orgasm. Lila tapped the horn as a way to alert the seniors standing in an open parking space to move away and as a notice to her mother to stop playing around. Judy opened her eyes in a daze. God, she thought, I was so close and then her stomach did flip flops as she realized where she was. Her daughter had stopped the car at the far corner of the parking lot, about 30 yards from the school entrance. All around her stood 17 and 18 year olds hanging out, waiting for the school bell to ring. 'Oh my god' she said out loud. She realized that her hair was a mess and that her knees were weak from the frigging she just received from her daughter's best friend. How in the hell am I going to get through this gauntlet? She thought. Lila got out and pushed the seat up for Mary to get out of the car. With Judy's reticence of leaving the safety of the car, Mary took note and walked quickly to the other side as Claire was getting out. She immediately pushed the chair back so Judy couldn't leave and then she closed the door. 'C'mon Judy let's see you hop over the door.' Really, thought the older woman, this was too much. Did she seriously expect the principal of the school to pop out of the convertible with her high heeled boots and short skirt? 'C'mon Judy let's see you do it.' Judy realized that the younger woman was testing her. Judy didn't know what to do. She noticed that Lila and Claire had started walking away but that some of the other seniors were walking towards the Mustang. She decided to get it over with quickly so she lifted her leg over the side hoping that her foot could touch the ground and that she could swing the other foot forward but once she got one leg over the side, she realized she would have to shift her hips to adjust the balance of her body. Judy did just that shifting her hips closer to the outside of the car so her right leg could touch the ground and by doing so didn't realize that she caught part of her skirt around a small latch near the window area. She did aware however that now a couple of the senior boys were coming closer to take a look at this provocatively dressed woman trying to hop out of a convertible, so she tried to pick up the pace. The principal then lifted her left leg over the side of the car and in doing so gave everyone looking at her, a nice beaver shot. When Mary started laughing, Judy realized how exposed she was and tried to pull down her leg as fast as possible except with the severe movements and the caught material all it did was pull the skirt up around her pussy when she finally got her leg down on the ground. Noticing the silence, then the guffaws and cracks coming from the seniors and being in this moment of embarrassment set off the principal sexually, as she couldn't help but feel even hornier as her pussy, swollen with the prior fingering just stood out there as her skirt rode higher as she tried to pull away. Oh my god she thought, this was excruciating yet she was very close to just fingering herself as she noticed everyone looking at her. Finally she tugged hard enough that she was free but her force of movement was so strong that she tripped forward, falling on her face, her bare ass now exposed to the groups of teen-agers watching the entire spectacle. Judy got up as quickly as she could and pulled the skirt down. It wasn't a good job as the lower end of her ass was still exposed but she wanted to run inside as fast as she could to get away from the closing in mob. As she tried to run, her knees, joints and pussy made her hurt from the prior 24 hours and now she noticed her tits were about to pop out. My god, she thought just let me get into the school to fix myself up. With the slight run, she ran past Claire and her daughter and Lila's face burned crimson as she noticed her mother's ass cheeks sticking out below her skirt. The young woman was close to the breaking point as her mother was forcing her to face endless shame. 'What's with your mom?' Claire asked. 'I don't know Claire, she been acting crazy lately . . . I don't want to tell you half the nutsy things she has done in the last couple of days.' 'Really like what?' 'Let's just say she likes to show off lately and I'm not sure why.' 'Well to be truthful, she does have a great body, why shouldn't she show it off.' 'She's my mom, if your mom started showing off her bits, how do you think you would handle it?' 'My mom's dead, Lila.' Lila shut her mouth. She didn't know what was more embarrassing, this conversation or her mom. Judy finally got herself situated in her office. Due to the excessive heat in the school room, she was sweating and despite the temperature she wasn't going to take off her jacket because wearing only a halter top was indecent. Suffice to say, she just sat there and perspired more. However she was finally alone and free to touch herself after a tortuous weekend and Monday morning. The events this morning had embarrassed her immensely and she hoped that word didn't spread around about the half-naked principal showing off her pussy and ass to the class yet this was exactly what drove her nuts and the more she kept thinking about it, the hotter and hornier she became. Judy lifted the skirt to look at her swollen vagina and she noticed the bare patches that Mary had created with ripping the tape off her cunt. Despite the marks she loved the way her pussy lips looked and she immediately started rubbing herself. She knew this was wrong but she thought; let me do this for a little while, just a little bit. Judy spread the lips of her pussy and started rubbing her clit. It felt so good and she thought about how her pussy and ass were exposed to all those teen-agers and how she actually liked it, liked how they all stared at her, both sexes and she could feel the oncoming orgasm getting closer and closer. Judy checked her office and felt the hell with it, I'm going to cum and she took off her jacket and halter top and kicked her skirt off and that made her even more stimulated as now first the first time in her life she was naked in her office. The principal then sat on top of her desk with her legs pulled wide and in her mind she replayed the scene where she was exposed to the senior high class. She had two fingers inside her pussy and the other tapping her clit and she was this close to cumming when a loud banging came in from her door. Oh shit she thought. For a second she wanted to continue what she was doing but she had to be presentable so she ran around, putting on her skirt, halter and jacket, not realizing what a mess she was. Her halter top wasn't pulled far enough so one could see the tops of her tits and her hair and makeup were just pure chaos. She slowly opened the door hiding her body from view and asked, 'yes?' It was Mary. She barged in pushing the door and the principal back and walked into the office. 'My god Judy, what have you been doing?' She asked with a leering smile. 'It smells like you've been having sex in here.' Judy who was relieved it wasn't the superintendent or another teacher was happy to see Mary. 'Come in Mary' 'Don't get any ideas slut. What were you doing in here, playing with yourself?' 'No . . . I was working.' 'Uh-huh, why is your desk a mess and why are your tits outside of your halter?' Judy tried to make cover herself as best she could. 'That was some showing you put out there this morning, my intuition tells me you were embarrassed but you actually loved it. I bet you love wearing those clothes. Don't you, Judy?' The principal could not believe this teen-ager had her pegged. She was right on all those points. 'How did you know?' 'Because I can tell, you were probably getting off on seeing yourself in that bathing suit when Lila screamed out. Why else would your pussy be gobbling up the bikini? You're an exhibitionist and a submissive. I'm going to have so much fun with you.' Judy was scared by what Mary was saying. 'What else are you going to make me do?' 'Don't you worry your little head about it bitch. You remember what you have to do by this Friday?' Judy looked forlorn and was hoping she would have received a reprieve from going down on her daughter. 'Yes.' 'Well don't be down about it cunt, I want you to like it.' 'I don't think I can.' 'Lila is delicious, can't you see it, she's sexy and pretty and I think she likes beating you. Did you see what she did to you on Friday night? She didn't tell me but I know she was getting off on hitting you. Why don't you try that angle?' For a second, Judy entertained the thought, Lila was pretty and she had to admit that she had never realized that she like being spanked but then she realized that this teen-ager was asking her to have sex with her daughter. 'Please Mary, I'm begging you, let me do something else, anything.' 'No and that's final. You ask again and I'll show those pictures to everyone. You'll be fired and kicked out of this town so fast you won't even know what hit you. Do you understand?' Dejected, Judy could only reply, 'yes.' Mary then asked, 'what are your plans for today?' Judy didn't trust the question. 'Why?' 'Don't you backtalk me you fucking whore, just tell me!' Judy walked to her desk quickly and looked at her schedule. I have an appointment in this office in about half an hour with the superintendent and otherwise I'm free.' 'Good, fix yourself up, more makeup if possible, you can comb your hair and for god sakes open the window in here, it stinks! I also don't want you hanging out in this office after your meeting; I want you walking the halls showing off your body. I want you hanging out in the girl's gym and talking to those gym teachers and for tonight, Lila will pick us all up at 4 p.m. in the parking lot. You know where, the place where you showed the senior class your cunt, remember.' Judy could only remember the extreme embarrassment and wild eyed looks the group of kids had given her as she stood partially naked. It was thrilling. 'Ok Mary, I will see you at 4.' 'And one more thing, you're not allowed to play with yourself, so please leave this door open at all times and I'll be walking by every chance I get. If this door is closed, I swear to god you will be in a shit load of trouble, do you understand?' Judy was hoping that Mary could leave so she could finish herself off but now that was blocked. She couldn't believe that she was going to follow her orders but she somehow felt 'bad' if she didn't. 'Yes Mary.' 'Good, see you at 4.' Mary walked out the door, leaving Judy, dejected, crushed and extremely horny. Realizing her plight but not being able to do anything about it, she brushed on more make-up and finally tried to maintain that teased hair that wouldn't budge even with her brushing. As she waited for the superintendent to come to her office for the meeting, she could not help notice the tingling in-between her legs and she touched her pussy and felt how wet it was. The fact that she was playing with herself in her office while the door was open was thrilling. She touched herself again and that's when Superintendent Chalmers walked in. 'Hello Judy . . .' Chalmers was in shock and couldn't believe what Judy Stewart was wearing. Her tits were bursting out of her top, her face was made up like a prostitute and hair was teased as if she was one of those girls in those MTV videos. 'That's some outfit you're wearing . . . very unlike you.' 'I know Pat, um I'm trying a new image, maybe spice up my life a bit,' she said questioningly. 'Judy, let me preface this by saying you are very lovely woman but you still have to uphold an image and I don't believe you are portraying the right one with these clothes and make-up. Do you understand?' 'Yes Pat, I do. I'm sorry if coming in this way may taint the position I'm in, I promise that it won't happen again.' 'Good see that it doesn't. Now let's look at those budget numbers.' For the next 45 minutes, superintendent Chalmers grilled Judy until she was ready to beg for mercy. Being berated for her outfit and unprepared for an important meeting with her boss set her emotions up so much she was almost ready to cry. Finally the superintendent left her office and she breathed a sigh of relief that it wasn't as bad as it could have been. Deciding to follow Mary's orders, she walked around the school stopping at the gymnasium where there was a game of dodge ball going on. She watched as the teenagers moved gracefully around balls that kept trying to decapitate them. She starting noticing the girls and for the first time realized she was checking them out sexually. Have I gone insane? How could I look at these teen age girls as sex objects? Yet she couldn't help watch the nubile young women as they played the games. Suddenly a rubber ball hit her in the face with such tremendous velocity and force; it nearly knocked her back against the wall. The students noticed immediately and watched the principal teeter until their instructor Ronda Mavis came to her attention. 'Are you ok?' 'I'm fine,' Judy replied woozily. She looked at Ronda and despite her blurry vision noticed the youngish tall brunette phys-ed teacher putting one arm around her waist and holding her hand. Ronda seemed to pay too much attention to Judy's heaving breasts but for some reason Judy liked the attention and followed her along as she was brought into the girl's locker room. 'Are you sure you're ok?' 'I'm fine but I think I need to sit.' Ronda brought her to her office in the locker room and said, 'let me get you a glass of water.' While the gym teacher went to the water fountain, Judy looked around at her office. She noticed a couple of pictures on her desk of Ronda in different scenarios. There was one with her and what seemed to be her dog, a big Great Dane and others of her with other woman, either playing soccer, guitar or in a camping setting. It finally dawned on her that Ronda that in all probabilities was a lesbian, something she had completely overlooked. Ronda finally came back with the water. 'Here drink this.' Judy took it and sipped at it slowly. 'So are you ok?' 'Yes, who is looking after the students?' 'Um, Coach Kaz is still out there so they should be ok.' 'Why in this day and age are we playing dodge ball?' 'You know Judy despite the organized violence; it's still a pretty good game. Granted bigger and more athletic kids will have an advantage but if you limit the area the children play in, it can develop a competitiveness and survival instinct that no other organized activity could.' 'Really, how so?' 'Well, the bottom line is the worst thing that could happen is that you get whacked with a rubber ball. While it may have fazed you, you were unprepared . . . and I might I say I wouldn't have played any sport in that outfit you're wearing . . .' Judy started blushing. 'I mean, don't get me wrong,' Ronda continued, 'I think you look good in it, real good but it's not what I call athletic apparel.' Judy blushed even more and she noticed Ronda staring at her intently. What was she getting at, Judy thought and then she started appraising the young woman. Ronda was in her 2nd year at Greenwich High and was only about 24, extremely good looking and maybe, just maybe, salivating for Judy. 'You don't approve Ms Mavis?' 'No, not at all' Rhonda almost apologized, 'I'd love to see you wearing outfits like that all the time just not in the gym.' Judy looked at the gym instructor who was now blushing as well. 'What would you make me wear?' Judy had no clue as to why she said that, in fact her tone was confusing as well. Did she say it as a submissive or as someone who wanted to know what the other person thought? Her pussy started getting as she pondered kissing the gym teacher. 'What do you mean?' 'I mean how would you dress me?' Ronda could not believe what was happening. She never dealt with Judy Stewart other than the formal interview 2 years ago and an occasional hello when they met in the halls and Judy was usually reserved and properly dressed. Now she was in her office, practically oozing sexuality with the high heeled boots, makeup and excessive cleavage asking her what clothes she would make her wear for gym class. 'Judy, I'm not sure I understand the question.' Judy stood up and took a few steps toward the gym teacher. 'I'm sure you understand.' She handed the empty glass back to Ronda and said, 'you think about it, ok?' Ronda was nonplussed and just shook her head. Judy started walking out the door and turned to look back at the young pretty lady, 'remember, and think about it' and then she walked out. Ronda wondered what the hell was that about. Judy realized I'm going to get into her pants and then was shocked she even thought that. How being recently submissive to her daughter's friends and not even touching another woman but being manhandled by one had changed her whole attitude. Not only was she checking out the teen age girls in the gym class but she was openly flirting with their instructor. She could feel the heat from her cunt as thoughts of seeing Ronda naked floated through her head. Logic dictated she shouldn't think that way but she was also leaning towards running with them as other than her job, it really should not have been a problem. Realizing it was later in the afternoon but not yet time to get picked up in the parking lot, Judy continued her rounds, afraid of leaving herself alone in her office. Despite the pain in her feet, she felt she was coming around to the heels and while most of the looks people, both men and women gave her were the stares reserved for car crashes, she secretly thrilled about getting noticed. Judy knew she had to dress more conservatively especially when her boss said so and she also knew the dilemma she was in with Mary and yet she was unsure of how this was going to get resolved. Noticing that it was time to meet Lila and Mary, she ran to her office, packed her bags and headed out to the parking lot. By 4:30 she realized that they had left her. By 5:00 she realized that Lila wasn't answering her phone. She started walking the 7 mile hike back home, realizing the girls stranded her, probably on purpose. Judy was going to kill Lila.