Note: The original idea for this story came from a hentai comic by Akiha@. All characters in this story are at least 18 years old.
*****
A few months had passed since John arrived to Powter. John had mostly settled in, and was getting to know his fellow citizens. John had spent most of his efforts trying to corrupt Mrs. Cindy Rickter, the local school's principal. Mrs. Rickter had the largest tits in town and dark-olive tan skin. She was always dressed in very professional attire and wore her hair in a very neat bun. On John's third day he had caused an orgy to erupt in one of her classrooms. John then made a deal with the principal he wouldn't disturb class so long as she never begged to be fucked by him. John tormented and teased her almost every day since their agreement. Normally John could just fuck Mrs. Rickter and her students as John was a higher ranking citizen. However, John later found out that deals between two parties are binding on Konomama. If John were to break his promise now he would at least be demoted a rank and in a worst case scenario be deported from Konomama. However, there was nothing barring John from school pep rallies.
It was a Friday afternoon, late in the school day. John was in the gymnasium of the local school where a pep rally for the girls' sports teams was being held. John was standing behind the curtain watching the rally from the side. The class president was the MC. John had watched the cheer squad do a routine, then the marching band played a little medley, followed by an inspirational speech by some coaches. Do to the population of Konomama the gym was packed with almost exclusively female students, with only a few male exceptions. The front row of the audience was for the school's staff. He could see Mrs. Rickter, the principal, sitting front and center. She was wearing a navy blue business suit with a tight fitting skirt and dark stockings. She was wearing a white blouse under her sports jacket that was straining against her massive chest.
"We've saved the best for last; please welcome our wonderful Principal, Mrs. Rickter!" The MC said, pointing out the Principal. The Principal took her cue and approached the stage. As she approached around the stage she saw John waiting behind the curtains and her cold expression soured into a scowl. John just smiled at her devilishly. Both of them knew how the rally was going to end and the Mrs. Rickter was not happy. "Put your hands together as our esteemed Principal services our very own 2
nd
class citizen John Smith's cock!" The MC said extending a hand to John and Cindy Rickter, cueing to come on stage. John and Cindy walked out to the middle of the stage, where there was a single metal folding chair. John sat down in the chair as he smiled and waved at the packed gym. Mrs. Rickter was lagging behind, scowling. The MC walked over to where John was sitting and asked him, "Mr. Smith, how do you think we should start?" She then moved the mic towards John so he could speak.
"I want to play with her legendary melons! So let's start with her sitting in my lap facing me," John said which provoked a mild cheer from the audience. He could see Mrs. Rickter snarl, but she approached. She sat in John's lap facing him as directed. John's was eye level with Mrs. Rickters massive breasts. Her white blouse looked like it was about to explode from all the pressure. John started by placing his hands behind her knee and slowly feeling up her entire body, up over her ass, up her back, and finally resting on her chest. His hands roamed all over her large globes. Mrs. Rickter frowned as John's roving hands explored her body. John could see Mrs. Rickter's large, thimble sized nipples starting to poke through her shirt. Mrs. Rickter could feel the cloth against her nipples as John circled them with his thumb. As her nipples became harder they became more sensitive, causing them to poke through her shirt more and more.
"Mrs. Rickter is poking through her blouse!" The MC narrated for the audience. Mrs. Rickter shot the class president a pointed glare at the comment. However, she was only doing as John had previously ordered her to do. The class president was only a meager 4
th
class citizen.
John began to undue the Principal's blouse, starting from the top and working his way down. Each time he undid a button the Principal's blouse would spring open. John could see her massive cleavage and her silky, tan skin. John undid more buttons and revealed her bra, which was lacy and red. Like a jack-in-the-box her buxom chest pushed past her white blouse exposing herself to John and the pep rally. Mrs. Rickter was wearing a cup-less, lacy red bra. Mrs. Rickters large, hard teats were bared to John. John immediately ran his hands over her udders. He could feel her erect bust poke the palm of his hand as he grazed over her again and again. John moved his head directly in front of her breast, inches from her tit. John ran his tongue slowly over the Principal's nipple covering it with his saliva. Mrs. Rickter could felt as though electricity was running through her body, she gritted her teeth to avoid making a face from the pleasure. John switched to her other nipple, teasing her slowly with his tongue. Then, John placed her entire teat in his mouth and used his tongue to engulf her large nipple. John felt like he was sucking on a water bottle her nipple was so large. Mrs. Rickter turned her head away from the audience as she let out a sigh of delight as John suckled her bosom.
"Oh, it appears Mrs. Rickter enjoys being violated in front of her students," The MC narrated. John sucked on Mrs. Rickter while his writhing tongue circled around her teat. John remained on the same breast until he felt a sweet, warm sensation spread across his tongue. John pulled away to see milk dribbling from Mrs. Rickters teat. "Oh MY! Our Principal is lactating. It seems we have a regular farmer John here with his cow!" John moved to her other nipple and began to diligently suck Mrs. Rickter to draw out her milk. John placed a hand on her other tit and began to coax milk out of it. After a few minutes of nursing on Mrs. Rickter he could again taste her sweet nectar. Pulling back he admired Mrs. Rickters large tits, now leaking with milk.
John lifted her large breast up to Mrs. Rickter's mouth, motioning her to nurse herself. Mrs. Rickter let out a quiet complaint, "You're fucking sick," but then began to suckle. While Mrs. Rickter sucked on one nipple John started on the other, so that both of Mrs. Rickter's udders were being milked. John looked up at Mrs. Rickter as she nursed. Her cheeks were sucking in from the vacuum and milk was starting to dripple out of her mouth and run down her chin and chest. John flicked her teat up and down with his tongue while coaxing milk out from her breast. We could feel the silky, warm fluid run down his throat.
Using Mrs. Rickter like his personal dairy cow had John rock hard. John slipped one hand into his pants and began to slowly play with his cock. His other hand roamed up Mrs. Rickter's skirt. John's hand roamed up her thigh and rested on her bare ass. His hand slowly moved between her legs, there John could feel Mrs. Rickters excitement despite her cold-hearted faΓ§ade. John thought about nothing more than hiking her skirt up and slipping into her wet pussy while they nursed on her enormous, milky tits. He wanted to grind against her insides, using her for his sexual relief. However, John was barred from doing so until Mrs. Rickter begged John to do so.
John popped her nipple from his mouth and watched milk run down the underside of her breast onto her lacy bra. John pulled her other tit from Mrs. Rickters mouth as a whole mouthful of milk spilled over her chin and into her cleavage. John pushed Mrs. Rickter to her knees and pushed her engorged tits together and slipping his cock into her milky cleavage. Instinctively Mrs. Rickter moved her tits up and down John's rigid cock. John could feel her warm tit-flesh wrapping around his member.
"You're a pathetic loser you know that?" Mrs. Rickter said as the head of John's cock barely poked through her cleavage. John had become accustomed to her insults; he just buried his cock deeper into her tits sending waves of pleasure through his body. The class president moved the mic so John could speak and asked him,
"Mr. Smith, it looks like our Principal is going to make you cum soon. Are you going to make her swallow it or blow onto her face and tits?" John enjoyed a couple more slow thrusts into the Principal's thick cleavage. The Principal was staring at John with fire in her eyes.
"We should let the audience decide," John said motioning to the crowd, which caused a round of clapping.
"Well fellow students, what do you think? If you think John should make our beloved Principal swallow his seed let's hear you cheer!" Immediately after the crowd broke into cheering and clapping. "Oh my, now what about giving her a facial?" The student assembly exploded, clearly the winner. "I think we have our winner Mr. Smith, our student assembly wants to see you give our Principal a public facial!" After the initial excitement the crowd started to slowly chant in unison,
"cum, cum, cum." John couldn't help but time his thrusts with the chanting. The crowd started to pick up their pace and chanted faster, and faster. John could feel his balls tightening up at the thought of publicly humiliating the Principal.
"Cum, Cum, Cum" The crowd quickened. John was moaning now, he could feel himself getting ready. The MC put the mic right next to John so the entire crowd could hear John's moans and sighs as he fucked their Principal's tits.
"CUM, CUM, CUM" The crowd was now cheering as if it was the final seconds of a football game. John let out a elongated grunt as his body was overtaken by orgasm. John watched as Mrs. Rickter kept her stoic gaze while simultaneously pumping her tits faster and faster over John's cock. John thrusted deep into her cleavage, revealing the very tip of his cock and spewed his seed all over Mrs. Ricker's chin, face, and glasses. The student assembly roared with excite while watching John finish over Mrs. Rickter. John's body came down from his orgasmic heaven and radiated with the post orgasmic bliss.
"Thank you everyone, and remember to cheer our team on tonight at the game!" The MC said, informally dismissing the assembly. John sighed with relief and took a moment to appreciate the big chested Principal who was covered in milk and sperm at his feet. Having finished Mrs. Rickter stood up and began buttoning her blouse, which was now soaked with her milk. Mrs. Rickter excused herself as she had a meeting to attend to. Now satisfied John got up and began to walk home.
Desecrating Mrs. Rickter was a lot of fun, but John wanted to fuck her other holes as well. John had started to curse himself for not reading all the laws of Konomama, then he wouldn't be in the predicament he's in now. John arrived home after his brief twenty minute walk. Now sooner had John walked in the door when he received a phone call from the Mayor's assistant, asking him to visit the Mayor's office at his earliest convenience. Having nothing better to do John got up and left his house, heading for the mayor's office.
As John walked toward Town hall he saw Officer Mieyers, the local police officer, talking to a cute blond who John didn't recognize. Officer Mieyers always seemed calm, cool, and collected. She always wore her hair in a military style bun, often wore aviators, and had a decent DD sized rack on her. She was also much taller than the other girls on the island as well as very fit, probably why the security role was such a good fit. When working for the city Officer Mieyers was a 3
rd
class citizen, but off duty she was a 4
th
class.