Episode 31: PRISON BITCH

Clock watching ... not to be mistaken for cock watching ... Piper Cherry was capable of both...

“Ugh! It’s almost that time. My second day on the job and I get to deal with Detention. At least I didn’t have too right out of the gate yesterday thanks to Roger Dundee. After all that craziness over Travis today this has got to be a piece of cake. Sad thing is the jokers who did that shit to the poor kid ... hell even Sable McKellen are no closer to being discovered than when we started. Carl really should have had that faulty camera fixed in the gym; God knows he has them everywhere they shouldn’t be. We don’t have a clue who was behind it to even punish them, be it upstairs in Detention or kicking them out of school.” It was frustrating!

“I hope to hell some of these punks we detained earlier are fun or I’m going to pull out my curls, hell by 5:00 my curls might be straightened.” She knew that the third-floor heat was going to be miserable being so near the rooftop. “This job is stressing me out and it’s barely begun. Time to lighten things up.” She scoots her swivel chair back with a wobbly wheel, and frowns at it. “I suppose with budget cuts I’ll be buying a new chair with my own moolah. Fans too for upst ... shoot! I forgot there’s no power up there either. For God’s sake! Who is Carl punishing more the detainees or his faculty members?”

Slipping her heels back on she stands up and digs a wedge out of her undies, “Yeah! So gone by tomorrow Swingshot. I’d have skipped out on these if it weren’t for making a good first impression on the teachers. Students will get used to me going commando.” Tempted to remove them she withheld her urge. “At least I let Roger keep my first pair to take home and sleep with. Let’s get fun and games over with so I can go home and ... deal with cheerleaders, and a horny nephew. I swear after cheerleading practice I’m jumping into my pool with my clothes on. Ehh? Maybe without the clothes. Let’s do this Slut! Counsellor Cherry in the house. Whoop! Whoop! No fear Bitches!”

Piper Cherry left her cozy cubicle next to Principal Carl Manley’s office. It was fun that he wanted her close by for his own strange pleasures now that she had him wrapped around her pinky. Maybe the other way around now that she knew of the cameras all over school. Well almost everywhere. She would wager that would be fixed shortly thanks to Travis Herbert’s humiliation. Negligence on Carl’s part she thought. It was likely he felt the same way.

Carl was what she referred to as a flat top stud, but rather stuffy, being former military, his hair style hadn’t changed in 25 years. She knew he would soften up the more she teased him. He had loosened up around the belt in just the few days they knew one another, already off to a good start now that they had come to an understanding. Not even her rather openminded clothing choices, or her nude romps which defied the school’s dress code meant anything. If that included letting students get away with wearing similar at her request, so be it. The younger generation was certainly thanking him before the official first scheduled Dress Code Omission Day got there. One arriving tomorrow, let the nightmare begin.

She knew Carl needed the hot chicks like she and Josie McKellen to keep his fires burning even if he wasn’t admitting it or acting on any sort of contact physically. Unknown to her that voyeurism went far beyond just Carl. Behind the scenes there were forces at work that were pushing taboo all over the city. Illegal deeds allowed, protected, and enforced. For the time being Piper was not fully aware of just how far that chain of command went. In a sense she didn’t care as long as she could continue her appetite for destruction. Piper Cherry had that covered in spades.

She had ideas on how to help troubled students here at Horton-Dexter High, but in doing so she wanted to help herself as well. Now that she was single, nothing would stop her from living out her own sorted fantasies. She still remembered that old Van Halen video Hot for Teacher. Lap dancing on Carl’s lap at her interview crossed off one fantasy, only a couple thousand more to go. She knew when he didn’t fire her before hiring her that this job would be a piece of cake. “Cunt cake instead of bunt cake.” She giggled leaving the office. “Icing on me sounds good.” She should have gotten a cup of ice water from the teacher’s lounge. Ice sounding better considering. Time to put the PANt in the oven.

Heading upstairs to her appointed classroom with the key in hand she unlocked two chained up doors on the closed off third floor. The area was considered no man’s land, she took the chain inside and relocked it so nobody could trap them in playing any jokes. Exploring the vacant rooms in the abandoned area she grimaced at the dust. “I guess the Janitor gets off easy not having to come up here.”

Dingy, dirty, discarded equipment spread out amongst a dozen secluded classrooms, each step was creepy. Skylight’s primarily in the hallways that meant the rooms were really dark. Only thin creases around boarded up windows let in slivers of daylight. Old unused computers, folding tables as well as chairs, tattered wrestling mats, a miscellaneous array of oddities filled most of the rooms. A catch all keeps all quarantine spot of things only removed as needed gave it a claustrophobic flavor. Even doors were taken off of a few of the rooms, needed elsewhere over the last two years of shut down.

Off the beaten path lie room 69, yes you heard it right, far enough away from the main classes to avoid the chaos because it was no longer used for anything but isolation. The room was a sad oasis for a reason. Carl Manley considered it the perfect punishment. No light, no power, no air conditioning. The students called the room Cellblock 69. They found it funny. So did Piper to be honest.

“Here we go, room 69. Who gives a classroom a number like 69? It begs to be ridiculed. I just know I’m going to hear this number applied to me in some fashion.” She entered the gloomy classroom with roughly two dozen old, dilapidated desks, some just chairs without the thin ledges they called desktops, those too being reshipped as needed to other classes. “At least the teacher’s desk looks newer.” She steps closer to inspect it, “Spoke too soon. A.F. loves R.B. carved into it. Abbreviation central it looks like. Ooo! A swivel chair.” She shuffles to it for a better look, testing the wheels. “I think it’s better than the one in my cubicle. Maybe I’ll trade it with the one in my square peg, round hole office. Me being the round hole.”

Flopping into her chair she spins three times before sitting back and propping her feet up on the desk. The fact she was wearing an extremely short camisole style flower patterned dress, mostly red save for tiny white flowers and green leaves, buttons all the way down the front, allowed her to show off her long muscular legs. Eying her stiletto heels she scowled, “So kicking these off once the class fills up for the hour. I wonder how many offenders I have today, after all those Carl and I pink slapped? I love it when I think dirty.” As Counsellor she should have already discovered the itinerary roster, but Piper chose to play ignorant, overlooking her logbook. Everything was by the seat of her panties.

“Fifteen more minutes until D-Day. I wonder what Josie and Henry have planned tonight. Well, after she’s done with Roman. Hell, I barely even found time to relay the message Travis gave me to Sable, let alone get in depth with Josie. Why worry about them, I’ll have my hands too full to care, dealing with cheerleaders at 6:30.” Regardless, she did reflect on the elder McKellen’s and everything they had done together thus far since she moved up from Atlanta. Switching thoughts to their daughters she smiled, “Those two crazy kids are going to be fun, but hard to handle, I think. With my help.”

She defers back to Josie and Henry quite easily, always on her mind since meeting them and growing close. “It’s good they are doing the open, mind your own business thing, I just hope it doesn’t kick them in the ass. Not that I’m here to preach, I’m enjoying my own thoughts being so slutty. Lord I still think about me and the Falcon girls down in Atlanta dancing on stage at Lariat’s. Ooo! That’s something for girls’ night, I think there’s a Lariat’s franchise here in Nashville too.” She quickly looks it up on her cellphone to kill time, “Yep! Maybe I’ll turn all of them into my protege’s. Definitely roping them in.” Lariat’s that is.

“Even Josie’s girls worship me. They’re going to be trouble I’m thinking, once they reach that big 18 squealer in less than two weeks. What they’re getting away with now is evolving close to anything their parents and I’m getting away with. Well, hopefully without the sex. Exhibition is fine, but I truthfully don’t think either of them are ready to get down and dirty. Of course, how can their parents be hard on them if they’re not putting up a good example? Less than two weeks of my living here in Nashville and I’m stirring the pot. Trouble just follows Muah.”

As the clock ticks away, Piper decides to file her fingernails in order to paint them during class to still the boredom. Eying her toes she considered painting them too, they hadn’t been touched since Josie last Friday night while celebrating after Piper was hired. Under most circumstances her cuticle care was a weekly practice. “Gotta keep my toesies cute.”

She found the classroom stuffy too, windows in the classroom were boarded over with plywood due to broken glass over the years, windows that the school decided were not in the budget to fix. Only a tiny skylight in the room kept it bright enough to see by. It was more of a hooded port hole like a spotlight in the room. “Welcome to the cabaret ole’ son.” Moolah LA!

“Go figure! 110 in the shade and this shitty excuse for a classroom is like a sauna. An hour stuck in here I’ll be wringing my dress out in the lady’s room. Damn! The restrooms up here are out of order too.” Luckily for Piper her dress was with a button down front. With already excessive cleavage swelling up she could at least unbutton one more button, if need be, without looking shameless in front of the students. Not that she cared. Looking down at her chest she smirked, “Ehh? Maybe I’ll just unbutton it entirely. I’m already shameless and they all know it after my crowd surfing. I let the jocks massage me in the gym. That quarterback ate me out on the bleachers. Hell, I know they expect more days like that. So far, today has been pretty tame on my part. We’ll see!” Not just yet though.

“Five more minutes.” She eyes the clock on the wall, comparing the time on her cell for accuracy. At least it didn’t hang there with a dead battery. “One more hour and I can go for a swim at home before the girls get there for cheer practice.” Not likely, but worth repeating in a hopeful fantasy. “If I drive like a bat out of hell maybe. I sure hope Rotten hasn’t tore my furniture up.”

She decides to hurry and pull up the home security cameras on her cell app and finds her puppy Rotten asleep by the French doors near an air vent, her nephew Mace napping on the sofa. “Awww! Lucky puppy. He has the right idea. Maybe I’ll curl up with him by that vent when I get home. It’s so good to have him back with me again. I’ll definitely feel much safer living alone, even with a good alarm system. Mace kept the couch intact, no stuffing slung on the floor. So far so good.” While playing Peeping Thomasina, she found her inner Perbert checking out her nephew’s relaxation mode. “When did that boy grow up?” Studying his sturdy physique as he slept, she shivered, “Does Mace ever wear anything but sweatpants? My God! He even sleeps with an erection.” A lingering look she catches herself admiring his tented sweats a tad longer than necessary. Hearing voices coming up the stairs she concluded she needed to end her transfixed state. “Gotta blow ... go!” Even she grits her teeth at her misstep wording. So not what she intended to lay ... say. God help her soul!

As the first batch of detainees began showing up Piper kept her feet propped, resting back to establish confidence. Using and perusing her cell with both hands, she ignored the first couple until she heard her first official hello.

“Hey, Miss Cherry.” She knew the face but went blank of identity. Quarterback!

“Hey back!” She smiled sizing him up from head-to-head ... toe. Her mind was derailed by Mace still. “You might need to remind me your name. I’m joking! What’s up Furlong?” It came to her just that fast, “How’s the tongue?”

“It still wags! You didn’t drop by the gym earlier. Has Carl banned you from our over the head joy rides?”

“Not at all. I’ll be diving more sometime down the road. If anything, he’s worried about some of the elder teachers getting bent out of shape. Until I know them all better, I suppose I should slow things down. Trust me though, I’ll bounce back.” She fluffs her breasts. In her recline that meant nearly pushing them up and out of her low coverage. These camisole style dresses were all lowcut and expressing swollen melons without the added encouragement. Again, even if they fell out she was fine by it. For the moment she chose not to be too flamboyant.

Stepping closer to offer a hand shake she released her boob to fist bump him instead, but he avoided it. At her side she noted him checking her cleavage out as his palm was awaiting acceptance. Pausing to lower her eyes to his groin ... HAND!!! she had to reposition her arm, so it didn’t appear she was trying to grope him. Hand found in hers he shook her arm vividly, just to see her tits bob about. He had a firm grip, more than her reality could say for itself.

“Nice grip Champ! No wonder you’re the star quarterback. You’re the one with the beef. I also seem to recall hearing that you like Josie’s daughter Dakota.”

“I do, but we’re just friends I think.” His earlier mood swing had relaxed, “I’m still trying to break up with Robin Banks. Yeah, that’s really her name. Oh, right, you know that ... cheerleader stuff. She’s ... pretty upset right now, so I’m letting things ride until the time is right to let her go.” He changes the subject as fast as possible noting she still hadn’t released his hand, he had no idea she knew so much, “You ... look comfy.” The 5-foot 7-inch jock eyed her long legs. It took his exploration of her body for her to let his hand go.

“That’s because I am. If it weren’t so fucking hot in here, I’d be more comfortable. Pardon my French.” She cursed without thinking.

“No problem! You’re bound to hear worse coming from these bastards. See? My French is on par with yours.” He wags his tongue at her then just as quickly clammed up to breath, “Sorry! Didn’t mean to ... French talk back at you. You already know my tongue slips a lot around you.” He chuckled. “Glad you’re our new Detention head. You only make it that much hotter in here Miss Cherry.” Looking nervous which he wasn’t, Angus being a good actor, moved to the front row, dead center to take a seat facing her.

“That’s sweet of you Cowboy. Yes, I recall that Frenching tongue of yours very well. The massage was incredible by the way.” She smirked fanning herself over more than just the room temperature, Angus was drop dead gorgeous. “What’s the ratio of these detainees? I lost count of Carl’s pointy checklist.” She jabs a finger mimicking the principal’s drive by arrests earlier. “For that matter what are you in for? I don’t recall Carl or me tossing you in the clink.”

“No idea how many got busted. Me? I’m here at least once a week. Maybe more now that you’re in charge. Mine was for ogling Perbert’s mom. Come on, I’m human, so are my boys. You saw her ripped out jeans.” He bluffed her, “Last time I think there was seven of us, but I know that day was light. Big school, lots of disgruntled people, we have a large graduating class this year. There was a huge fight earlier so you might get slammed today.” Well aware! That word slammed made Piper trail a nail over her cleavage without realizing she was doing so. Sweat beading up on her fingertip made her flick it away with a grimace.

“I was there. Lucky me! You seem up on things ... give me a clue as to who did that funny ass stunt to Travis.” It wasn’t and was funny, but she was trying to get on the same level as the students to learn what she could. “Also, what was that fight about?” She had a hunch it was staged because of Kelly Herbert there to pick up Travis but felt there was more to it.

“Sure, you want to know?”

“Well, I did ask.”

“You.” He wags his eyebrows.

“Me? I thought it was about Travis and his mom. Why over me?”

“Truth is ... after yesterday guys found out you were running detention and just wanted to be alone with you for an hour. Don’t be shocked if that doesn’t happen more often. You may not think so, but guys are already being protective of you. Defensive even, trust me I know. Quarterback for the Swallows.”

“I can see why.” She swallowed dryly picturing him tackling her, “Wow! I’m honored.”

“Can I speak freely Miss Cherry?”

“Absolutely Lambskin. I mean Pigskin.” She winks at him.

“You break the rules as much as we do. No offense, but the way you dress is so not dress code.”

“Whatever! Codes commodes! I wouldn’t work here if I had to wear a dress down to my ankles. They take me for who I am, or bye see ya. And, for the record, Carl authorized one day a week for the students to wear a little less, it being so hot out. If you haven’t seen it on the bulletin board it’s every Wednesday, so you can spread the ... word.” She considered saying her legs but bit her tongue. “I’m a good negotiator.” She returns a wag of her own eyebrows instead.

“Principal Manley won’t fire you, we see how he looks at you.”

“He does drool, doesn’t he?” From the horse’s mouth, she already knew her job was ironclad. Large numbers of new detainees filed in prevented further chat over drool. So, she thought!

“Shit! We all do Miss Cherry.” He uses those just entering as evidence, every one of them was taking their time in finding a seat to eye her legs. “You’re smoking hot.” Every boy there agreed with an arsenal of vivid nods.

“This classroom gets any hotter I might start stripping.” Adding fuel to their engines, “Dammit! How can this school not pipe in the central air?”

“This class is punishment, that means off the grid in its own world. Notice the windows? Principal Manley’s idea of Dante’s Inferno. This is the eighth level of Hell, only on the third floor. I know that story, I paid attention in Mrs. M’s class.”

“It’s just sad.” She pinches her cleavage hem lifting and dropping it repeatedly, each time seeing their eyes glued to her actions. With it unbuttoned a bit her mounds were ready to rock and roll. “I plan on talking to Carl ... I mean ... Mister Manley about making the conditions here more bearable.”

“You won’t succeed. Every teacher in school has begged for upgrades. Budget mostly, but he refuses to make our lives any better in hopes we avoid getting sent here. He likens it to being thrown into the Brig, military style. You know he used to be a Drill Sarge, right?”

“I don’t beg. Well, it depends on...” She stops speaking with a devious grin, “ ... what I’m begging for.” Her teasing skills were already on their mark. Angus being a jock looked formidable. “So, how many students got into a fight?” As if she didn’t know.

“After you guys busted up the fight it went outdoors at lunch. Like I said a bunch of us are defensive of you. Whole football team. 20 players. Coach Crandell would probably be in here screaming if it weren’t for Mrs. McKellen. No practice tonight.” He choked suddenly, possibly opening up a can of worms.

“What about Josie?”

“You know ... he and her ... have a thing.”

“Ah! Yeah, I’ve heard that rumor through the grapevine around here. She’s also my next-door neighbor.” Already in the loop!

“You live out at Hooters Crossing? Awesome! It suits you. Wow! That means you see Dakota outside of school too.”

“Why because I have big hooters?” She lifts her chest as she lowers her chin, areola sliver slip could be seen, “I do, don’t I?” Jaws were dropping, not one guy had taken a seat yet, even after the crowd surfing yesterday many of them were intimidated by her beauty. “Yes, I see her on occasion. She and her sister are going to start walking my dog at night. That and ... goof off with my nephew.” She didn’t want to let on Dakota and Sable both had their eyes on her big sister Mona’s son. Especially knowing Angus liked Dakota.

“He’s staying with me a few weeks. Maybe longer if we don’t kill one another. He cramps my lifestyle though, I’m normally a nudist at home.” She lowers her chin a second time to her tits, her mounds rising up to meet her inspection, in more ways than one. Piper’s hormones of late had risen to unheard of heights. Today was just another day to roll her dice. Yes, she jostled her tits right in front of Angus and the others. Those pesky areolas slipped up a bit more on her horizon, the nipples lifting her red dress were barely hanging on.

“That too.” He meant her cresting nipples. “You’re a nudist? That’s awesome!”

“I could not agree more. I suppose I shouldn’t have revealed that part of my life.”

“Hey! Like I said, we all have your back here. That should be obvious when we carried you around on your back.” The detainees were nodding up a storm. Many offering the same, “You’re safe with us.”

As even more students began filtering in, Angus forces his gaze from her chest and eyes the incoming group instead. Not only football players were entering but a healthy dose of obvious slackers. Counting as they arrive, she holds her ground while reclined, not once removing her legs from the desktop. Every young man entering the door took a long hard in depth look at those gorgeous legs from toe to upper thigh. She found it cute how they seemed to try looking between her tightly pressed legs, crossed at the ankles. All it would take for her is to raise one leg and it would be birdwatching at the Y. Fortunately for her at least today she wore undies, something she and Josie had sworn off, yet today being her first day dealing with Detention she thought better of it. Smart on her part bringing a second pair.

“Are guys the only ones getting attention ... I mean detention these days?” She realized not one girl was present. At 21 young men, including Angus she huffed her cheeks, “Testosterone after the quiz.”

Most of the young men seemed cordial at least, a few of the jocks boasted their egotistical wiles by patting their crotches for her to see. Oh, she looked, it was in her nature to share in the same curiosity as those checking out her legs and bust.

“Glad to see you wore your jockstraps to detention. I’ll be sure to tell your Coach he should praise you, after he busts your balls.” The entire room chuckled at her brazen attitude. The new Counsellor was funny as hell. After seeing her roam, the halls between classes and flirting with not just the principal but half the faculty they just could not stop drooling. She was getting away with murder, not a term she liked hearing, considering her ex-husband was one of those. Still, she kept her chin up, once it lifted from her chest. She found the beads of sweat on her tits mesmerizing. So did the guys.

“Killer legs, Miss Cherry.” One of those smug jocks remarked. “No hoes, looks like you just shaved.” She wanted to disagree, her being a Ho so to speak but again kept it civil.

“Why yes I did. I’m not a panty hose kind of gal. Well, unless it’s black with garters, or fishnets, and I’m on a hot date. Thank you for noticing Mister...? One of my masseuses. Sorry if I forget names, I’ll get there.”

“Gavin Ruley.”

“I can see that.” Like Angus, Gavin was a stud. “Ruley’s made to be broken.” She winks teasing him over his last name as he smirks with a glimmer of hidden respect. “Everyone please take a seat.” It took a minute to comprehend her command for most of the gathering. Her knuckles waving for them to go on took three shots to even be noticed enough to sink in.

“Saving mine for you Miss Cherry.” A 6’4 African American jock wiped his chin specifically to inspire her to sit on his face.

“Aw! That’s sweet of you, how did you know I was a meet and taters type? I love a shit eating grin on my couch potatoes.” The young man was extremely large and had quite a girthy stomach, obviously he enjoyed food. Perfect teeth though.

“That’s Calvin Knobbs.” Angus Furlong saluted his fellow player.

“Calvin and Hobbs? The boy who likes an imaginary pussy?”

The group lost it as Piper decided to finally drop her legs to the floor in a single move that out ruled them seeing up her skirt. Sighs of disappointment filled the room as she stood up and went to the door. In her lengthy stride to reach it she resisted tugging her skirt down as a backup emotional rollercoaster. Lower butt cheeks were dancing from side to side. They might not have seen her lace panties, but she offered a glimpse of her ass in small increments. Her hands on both sides of the doors frame she leaned out to peer down the hall. That was when they saw panties up between her triangular thigh gap. Inevitable!

Their crude whispers heard were enough to satisfy her horniness. At the classroom door she felt a coolness coming through from the stairwell doors being open, and positioned her body into a giant X, all four limbs holding both side thresholds of the door frame. Heels touching the jams, as well as her hands, she hugged the breeze which gave her inner thighs a very tantalizing updraft. Closing her eyes at the brief chill she embraced the fact that she knew her detainees were biting their knuckles at her provocative stance. Having sat in the hot box for the last eighteen minutes she needed this ... breather, her exposed flesh a thin gloss as if oil, was awe inspiring to even she. If it had that effect on Piper, she could only imagine what it was doing to them. Of course, they were sweating just as hard. Bullets even!

Eyes opening, she looks both ways to see if there were any latecomers, really only one way to enter by but it was just natural to look both directions before crossing any lines. Even the crickets moved out of hearing range.

“Why don’t they just move this class to the boiler room? We’re right next to Hell as it is.” Starting to leave the door open for ventilation, she hesitated, “Fuck it! Let’s burn off lunch.”

Door sealed she turned back toward her prisoners acting as if she took a key out of the door and slyly pretended to stash it in her invisible bra. She wasn’t wearing any and they knew it, every step they jiggled about, only the flower pattern of her thin dress masked bullet sized nipple hard on. Bees collecting pollen she giggled to herself.

“Alrighty Gentlemen! Not going to bother with any roll call, seeing as I don’t have a list of names. As most of you have asked around by now my name is Miss Cherry. I’ll be your Prison Bitch for the next hour of your miserable lives. Mine as well. I’m certain none of you want to be here.”

“I do.” Interrupted a boy laughing. He was joined by over a dozen others offering the likes of, “Me too.”, and “Kid in a candy store.” She knew exactly what they meant.

“Well now! You certainly know how to make a lady welcome.”

Snickers at her choice of words let it be known that they preferred their version of her remark, hearing, “You certainly know how to make a lady ... well ... cum.” If she knew how to blush Piper Cherry would be beet red. Not her, the color scheme of her last name was in birth certificate alone. She rather enjoyed their playful banter.

“Seeing as I’m Horton-Dexter’s new Counsellor let’s take this hour to talk about whatever comes to mind. I’m a firm believer in open communication.”

“Cums to mind. Open CUMmunication. You must like to cum a lot.” Student Darryl Priest chuckled in his Southernmost drawl. An unexpected chill crossed the room at his over-the-top remark. Pale expressions of uncertainty struck 50% of the group, the remaining members smug and hoping for an equally attractive reply. They got what they wished for.

“One of my favorite things to do. You know that from my crowd surfing. But let’s not get sidetracked here.” She fidgets a bit sweat wringing from her brow. “Fuck me! This room is sweltering.” Her own fault for shutting the door.

The whispers instantly agreed, they would fuck her in a heartbeat, even though her vulgar words were not meant as an invitation. Even Piper knew that she needed to stop saying that line, but she just let it slip every time that distress reared its head in some fashion. It was her go too source of battling mental frustration. Technically her physical frustrations as well.

“It’s only going to get hotter Miss Cherry. We can blow on you like we did in the gym if you need us too.” Danny Wendt, a Linebacker offered. Others agreed laughing.