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Probation Officer Ch. 01

By: MidnightAle



Probation officer William Anderson was making his rounds today. It was the first day out the office for him. The huge caseloads at work had been making his life hell lately, and even though visiting probationers was work, it was still a break from the office. It was hot out today, especially considering the fact that he had to comply to division dress codes: black dress pants, long sleeve button-up shirt, and polished shoes. He made his way to the door of the Shutte residence. Jessica, 18, had been probationed for possessing a small amount of prescription drugs in her last year of high school. This was actually the first visit that Will had been able to make to the house, despite Jessica had been probationed nearly three months ago. Again, the department's caseload had been terrible lately after all the layoffs.

Will, with his clipboard in hand containing Jessica's legal information, knocked on the door of the residence. "Probations!" He shouted, and waited.

A young, long haired brunette, who Will presumed to be Jessica, appeared at the door. She was barefoot, probably from just lounging around at the house, wearing way-too-short, way-too-tight baby blue cotton shorts and a soft yellow tank top. "Can I help you?" She asked, behind the screen door.

"Are you Jessica Shutte?" Will asked. "I'm with probations."

"Oh, oh no, you picked a terrible time to come. Mom and dad are out on vacation...." she sighed, "I couldn't go with them, being on probation. But, the house is a total wreck."

"Its fine," Will reassured, "I'm sure I've seen much worse. I need to come in and have a look around though, department procedure."

"Okay..." Jessica relunctantly opened the door to allow the officer into the house.

Will glanced around, and laughed, "it's not that bad in here. Can you show me where your room is? I'll have to search it, since this was a drug offense and all."

"Yea," Jessica sighed, "follow me."

Will followed Jessica up the steps of the house, loving her ass in her shorts. At only 24, Will was the youngest guy on the probations staff, with less than a year in at the office. Through the lay offs, Will had been able to keep his job by promising to pick up the caseload of two officers, thus making his job a little more stressful in the long run. In the end though, he was happy to just have had kept his job.

Arriving at the room, Will glanced around. It was a pretty run of the mill bedroom, with a bathroom attached to the side of it. "Before I begin, I have to ask, do you have any drugs or illegal substances in this room?"

"No officer," Jessica replied.

"Okay, thank you." Will answered. He began the search by looking in the easy places first: under the bed, behind the dresser, etc. Under the bed he had found a pocket knife. "Jessica, you know you're not supposed to have any knifes in the room." Not planning on arresting someone on the charge of a pocket knife, Will reassured, "Just take it out of the room, put it in the kitchen cabinet or something, and don't let me find it in here again." Will realized he probably wouldn't get a chance to visit this house again, with the size of his caseload and Jessica's relatively short probation sentence of five months.

Will moved his search to the dresser drawers. Going through them there was nothing out of the ordinary in there. Maybe this girl had just got caught with Vicadin on the wrong day, holding it for a friend or something. He couldn't remember the exact details of the case. Will got to the dresser drawer containing lingerie. He glanced at Jessica, she had lost lost interest in this search was staring out at the window. Will took some extra time to search this drawer, her bra size was a 36B. Closing the drawer, and half horny now, Will turned to the bed. He began by pulling the blankets off, shaking them out, and then taking the pillows out of the pillowcases.

"Hey, hey, hey! What are you doing?" Jessica protested.

"I have to search in the bed for any contraband as well, you know that."

"But, you can't. It's private."

"Miss Shutte, if there's something I shouldn't see you need to go ahead and tell me. If you tell me in advance of contraband you have, I'm more willing to give you a break. If I have to find it myself, then I'll be pissed off. So, I'll ask one last time, is there anything in this room that I should know about?"

Jessica hesitated. "Um... Its just that there's private stuff hidden."

"Like what?" Will raised an eyebrow.

"Stuff... stuff that's private."

Will sighed. "If you're not going to tell me, I'll have to find it myself." He lifted the mattress and was somewhat surprised. He withdrew from under the mattress a baby blue vibrator, a pink butt plug, and a bottle of lube. He looked at Jessica, who was frozen in horror at the find. "Jessica... you know the County has banned this type of stuff. It's been all over the news recently."

"But... but... they're not mine, I swear. They're my sister's."

"They're in your possession."

"Please," Jessica begged, "I can't go to jail for this. My parents.... and what will I say in jail, I'm in here for this!?"

"Jessica..." Will took the vibrator in his hand, and turned it over a few times. "You know as a sworn officer I must report all illegal activity I see." Will began to test the waters. "Of course, I am human, and I sometimes forget things."

"Forget things?" Jessica asked, nervously.

"Yes, forget." Will approached Jessica, and with the vibrator in hand, moved the tip against her lips. "Show me how you suck on it."

Jessica opened her mouth to reply, but Will pushed the vibrator in before she could get a word. Jessica just muttered something non-understandable. "Suck it," Will reminded her. She took in her mouth, as Will worked it in and out. Will took hold of her left hand, and moved it to the base of the vibrator, "you take control of it." Will took a few steps back to watch this young slut.

Jessica worked the vibrator in and out of her mouth, sucking it steadily. She was embarrassed, ashamed, but yet her body was beginning to betray her. She could feel her pussy juices beginning to flow. With her nipples hardening, she was beginning to get frightened that her tits would begin showing through her shirt. Like always, she hadn't worn a bra around the house. Of course, her fears were answered.

"Lift your shirt up for me," Will instructed. "Don't stop sucking though, just lift your shirt up." Jessica, unable to fight back emotionally, lifted her shirt above her tits. The tight fitting material of the tank top kept in place there, exposing her bare tits. Without being instructed to, as if instinct, Jessica began playing with her tits, caressing and slightly pinching them. "Take the vibrator out of you mouth... You're enjoying this aren't you?" Will smirked.

Jessica lowered her head in embarrassment. Now embarrassed the realization of the truth, Jessica stopped caressing her breasts and held her hands to her side. She failed to reply to Will's question.

Will raised his voice, "I asked, are you enjoying this, slut!?"

Jessica hung her head, and still failed to answer. She closed her eyes in embarrassment.

"If you're not going to answer me..." Will thought momentarily. "I think I have a punishment lined up for you. That is, unless you want jail. Punishment by jail or by Will, which will it be?"

Still not looking up, Jessica gulped. "I guess Will." She replied.

"Good answer, slut."

(to be continued)

Probation Officer Ch. 02



(Note: I strongly suggest reading Chapter 1 of this series to understand everything in this chapter.)

*

Will turned to the drawer he had found the lingerie in. He picked up a bright green lace thong. "I like green," he said out loud. He looked at Jessica, his slut, standing shyly with her tits exposed, hands to her side, grasping a vibrator. "Here's the plan. I'm going to the kitchen to get something. When I get back you're going to be wearing this thong, and nothing more. Understood?"

Jessica looked up and nodded her head slowly. Will left, saying no more, throwing the thong on the floor before her.

Jessica stood in her room alone. She was so embarrassed, but yet she was so turned on at the same time. She put the vibrator in her mouth for a brief moment remembering the mixture of emotions had felt. She stopped though, and decided it was best not to get Officer Anderson too upset at her. After laying the saliva covered vibrator on the bed she stripped herself of her tank top and cotton shorts. She had been glad she hadn't been asked to strip her cotton shorts before, because like her bra, she had failed to wear any panties around the house.

Before putting her neon green thong on, she felt urged to touch her smooth, eighteen year old, wet pussy. She had gotten bored being home alone earlier, so she had just waxed her tight, teen pussy. She stood playing her pussy for a few seconds, but realized that she didn't know when Will would come back. In her best interested, Jessica decided to slip the green thong on immediately. She loved how the tight material of the thong looked pressed against her pussy, she had purposely bought this one a size too small.

Will returned and found Jessica sitting at the edge of her bed. She looked up, confused at what he had brought back with him. He had brought back a large bowl made of transparent glass, along with a 24 pack of bottled water. Will understood the confusion, "This is all part of your punishment slut. I asked you, over and over, if you were enjoying yourself, and you just couldn't answer. Its not nice not to answer an officer."

Jessica gulped, afraid of what the punishment would be. "What... what do you want me to do?"

"I want you to be a good girl for the officer. I want you to listen well. Will you do that for me?"

She nodded her head slowly.

"You're going to drink as much of this water as you can. Just keep drinking and drinking. I know you need to quench your thirst from all this excitement. But, when you can't drink anymore, when you really have to take a piss from it all, you're going to come find me in the living room, watching TV, and ask for my permission to use the bathroom. Understood?"

Jessica looked up, half relieved. This sounded like a pretty easy punishment. She had to drink a lot, and then just ask for permission to use the bathroom. It was kinda like high school, where you have to raise your hand in class before you can go to the bathroom. She nodded her head quickly, and Will left her alone once again.

About an hour passed when Jessica had finally came downstairs to ask for Will's permission. Will looked up at her entrance in the room, taking a moment to look over the slender body of his new, topless, nearly nude plaything. "Can I help you?" He asked.

"I really, really have to go," Jessica replied, squeezing her legs together.

"Oh my? Go where? Are you late for something?" Will toyed with her.

"No, no," she squeezed her legs tighter, "I need to use the bathroom."

Will stood, and began walking back upstairs. "Back to your room." He ordered, as Jessica followed behind him.

He took the large bowl he had earlier retrieved and placed it in the middle of the floor of the adjoining bathroom. He pointed at the bowl, "this is your toilet. Squat over it or something, and take your piss there."

The punishment was getting a little strange now Jessica realized. But whatever, she didn't care now. She began to slide her panties down.

"Wait a second slut! I didn't say anything about taking those off. Piss through them. Now."

"But... but..."

"But what? If you don't do this, that's fine, BUT you will go to jail."

Jessica, again humiliated, slide the thong back over her pussy. She had to piss real bad, and knew that if she didn't do this now, the humiliation would get worse. Going ahead with it, and squatting over the bowl, she readied herself.

"Good girl."

She closed her eyes, in embarrassment again at that comment. Her bladder began emptying itself. She could feel the warm wetness growing at her crotch as her panties soaked up the initial amount of her warm piss. A lot of water had been drunk by her, and now she regretted drinking as much as she had. Her thong could no longer absorb any more, her golden piss now began to flow through her piss soaked thong into the bowl underneath. Will watched, and rubbed his bulge through his pants throughout the little show.

Jessica finished flooding the bowl, and stood up straight, totally unsure what to do. Piss was still dripping slowly from her to the bowl between her legs. Will approached her, and rubbed her pussy through her piss soaked panties. Jessica loved the sensation, and let out a moan, a moan she regretted. "You are enjoying this aren't you? Enjoying it like a slut."

She finally answered, "yes," in a very quiet noise.

"That's good, but I'm still pissed off about before. Kneel down in the tub, and hand me your panties."

Jessica obliged to the request, though she didn't fully grasp it. She handed over her thong before kneeling down. She also obliged fully to the next request. "Head facing up, eyes closed, and tongue out." She expected to suck cock, and as disgusted as she was with it, she readied herself for it by licking her lips. "Oh," and Will whispered, "if you want to play with your pussy, you can." Even though all the humiliation, she couldn't resist the temptation. She was disgusted at her inability to control herself, she had to touch her pussy.

Will held the panties above her head. "Keep you eyes closed. Are you ready?"

"Yes," Jessica replied. She was wanting to suck his cock now, to have his cock in his mouth. She opened her mouth wider for it. But, she wasn't going to suck cock, at least not yet.

Holding the panties above her, Will wrung them about above her. This sent piss dripping from them onto her face, in her mouth. Jessica opened her eyes suddenly in shock and tried to spit the piss out of her mouth.

Will threw the panties to the back of the tub, and gave her a moment to calm down. She looked at him in horror, disgust, and humiliation. On the brink of tears she asked, dumbly, "are you about finished yet?"

"Not quite." Will replied. "I want you in the same position as before. You can choose to keep your eyes opened this time, though I'd keep them closed if I were you."

"What... what are you going to do?" She asked, fearing the answer.

"Well, slut, you almost filled this bowl up with your piss. Its gotta go down the drain, too." Will laughed.

"Oh no, please no..." Jessica protested.

"Shhhh..." Will came down to her level where she kneeled at. "All I want to do is have some fun." Will slid his hand under her, and rubbed her pussy slowly. "You want to have fun, too, right?"

Jessica nodded her head.

"Alright then, we both will have fun. Now this piss came out of you, and it has to be disposed of properly. Anyway, I think you should know how things that come out of you taste. Haven't you ever tasted your sweet pussy juices?"

Again, Jessica nodded sheepishly. The sensation her pussy was getting from Will was hypnotic.

"Then is the same thing. If you're a good girl, I'll fuck you hard. Would you like me to fuck you?"

"Yes," Jessica answered.

"I can fuck you in your pussy or you ass. Where do you want to be fucked at?"

Jessica hesitated, shyly. Will pushed a finger inside of her.

"Well?" Will asked quietly.

"In my ass," she replied sheepishly.

"If you're a good girl I'll fuck you in your ass. Now take your position." Will rose again to standing, and took a step back. Jessica resumed her position in the bath tub.

Will picked the piss filled bowl up, and held it over Jessica's head. Jessica kept her eyes opened, and began to play her pussy. "Swallow as much as you can," were the instructions given to her. Will tilted the bowl over head, and sent the warm, golden piss cascading down her. It waterfalled over her face, her hair, her breasts, her arched back, and her smooth little pussy. She closed her eyes, but kept her mouth opened. She swallowed what she could, hoping to please Will. When the bowl was empty, she opened her eyes and looked up at Will.

"Good girl." Will told her. This time, the comment didn't embarrass her, but it turned her on even more. "Wait for me one second." Will left and Jessica waited in the tub for only about 30 seconds before Will returned.

(to be continued)