Chapter Seventy-Two

The best advice I ever got was “Don’t fuck up.”

“There's nothing wrong with her except she's completely fucked up.”

― Gary Shteyngart, Super Sad True Love Story

“You don’t LOOK ready,” my trick made himself comfortable in the bathroom stall on the toilet by crossing his legs as if he were sitting in an office chair at a board meeting “This better be one EPIC fucking blowjob for this kind of money, girlie.”

I had the salty taste of his cum in my mouth and had just agreed to suck my own brother’s cock for his entertainment and the right price. I probably looked absolutely mortified and scared – no matter how much I tried to hide it. I was still after all just a teenage girl from the suburbs.

He held up another hundred dollars and said, “Take that little butt plug out, honey. I want you to walk out and tell him you are tired of having it up there all day and that it’s starting to really chafe. I want to see you shake your tits, and your ass, like you own the place and basically dare him to do something about it. I want to see what he does and however he wants you to punish you – you are going to go along with it.”

“You want me to let him punish me ANY WAY HE LIKES?” my brother was not a sadist, but I was clearly worried I was writing a blank check to him with my ass.

“So much for your little act – I thought Ted put you through the ringer and now you did whatever he said?” my trick looked pleased to have confirmed his theory that we were just play acting.

“You know, there used to be a family that stood out on the corner of the highway with their kids that pretended to be tourists who broke down on the side of the road on their way to Gaylord Fun Land for a family vacation. They pretended they just needed a few bucks and grifted suckers who passed by. You know what happened to them?” he asked quite seriously.

“They got caught, sir?” I assumed you can’t keep telling the same lie every day or people might catch on.

“God no,” he harrumphed at my naiveté, “They bought a fucking Mercedes and moved the fuck away from the Buckman, but you know what else?” he chuckled at his story and waited for me to shrug before adding, “They made a whole lot of people feel good because they got to play the hero.”

“What does that have to do with this, Sir?” I asked – clearly missing his point.

“I have no fucking idea,” he laughed hysterically at what I assumed was a joke. “So after he punishes you in front of everyone for your insolent, snotty nature and whatever other reasons you can think of that might be plausible – what else are you going to do?” he waved the money to see if I was clear on the script he had laid out before me.

“Then I am going to ask him back here to suck his cock, Sir?” I hated to say it out loud, but I will admit that I was seduced by the easy money. This was ONE blowjob and punishment grift and it would pay as much as forty normal ones. I told myself I would just have to shut my eyes and pretend it was someone else and I could do this – I had to do this!

It might be the ‘day saver’ that I was hoping the bet with Tawny and Carmela may have been. I imagined Ted and everyone smiling when I laid down that money and put us over the top and I told myself to just suck it up – literally! “I can do this,” I told myself.

“Yes, you will walk out and suck one dick. Your brother’s dick – I want you to say his name Conner when you talk to him. I don’t care about any of these little rules. I am an old friend of Odd-Jobs from way back and I know his style. He loves rituals and games within games – and he loves hearing cute girls like you say dirty things and do dirty things – I do too. I want to hear you say at least seven dirty DIFFERENT words out there in front of everyone and seven different ones in here in front of me and it make sense, you think you can do that?”

“Yes sir, I think you’ll be very happy – we are up to eight hundred now?” I wanted to confirm the money with him. I didn’t want to come across all business-like, but I was nervous with what he was asking me to do – it was outrageous even for this crazy day. I wanted to just go and get it all over with. My left leg was restless and shaking almost as if it wanted to subconsciously run out of the bathroom on its own.

He asked me if I even knew 14 different cuss words or if I just assumed I could wing it; but he didn’t wait for my response. “You will surprise yourself – you know 14 dirty, nasty things and I want to hear you say them from here when you are out there. I want everyone on the patio deck to know you are getting punished and why – is that understood?”

“Yes Sir, I understand,” he made me repeat back what I was going to do and promise not to tell Conner why I was asking for punishment or to suck his cock.

“Ever? Even after you pay me, Sir?” I raised an eyebrow. I wondered to myself how could he be sure I would never tell Conner?

“This money is just for you – you can shove it so far up your ass even Odd-Jobs stubby little fingers will not find it or you can split it with the kid – hell, you can give it to Odd-Jobs for all I care – but you cannot under any circumstances tell them I paid for the show. Promise me – it was all your idea, right?”

“Yes sir, I promise. I just...,” I wanted to tell him about the 10,000 dollar bet but it was so convoluted and complicated I didn’t think I could break it down simply. I wanted to explain that unless we turn over that profit not only do my cousin and I have to become full on whores for the rest of the weekend, but Daisy becomes the ring-master and sets all the rules going forward. If he knew that then he would know I’d have to explain where the money came from and turn it in.

I hated to break promises and a big part of me held them sacred. Then again, I was playing a deceitful, manipulative rich bitch. I could go back on my promises if I had to, right?

He looked me in the eye as if checking to see where I was and if the promise was valid by looking inside my brain. “I promised already didn’t I, Sir?”

“Yes you did – go let me see your performance. I will be watching, even if you don’t see me. Here is four hundred of it right now – you want me to help you hide it?”

“Up my ass, sir?” I chuckled at the thought of it being shoved so far in me that even Odd-Jobs would not find it and wondered exactly how I’d get it back out again. It was not a pretty visual image. I told him I would be turning in the money.

“Fine – but do so after I am gone – I’d suggest in small amounts so they don’t catch on and ask you how you are getting it,” my trick had a lot of rules and stipulations of his own.

The trick had an imagination that no other trick had so far. I removed my butt plug and nodded while taking a deep breath. It felt great to have it out – like a weight had been lifted. The plug had been a constant, tiny, pain; that had been irritating my butt hole all day. The short time it had been removed only made me more aware of it for when it would be lubed with slobber and gross waxy Chap stick and was reinserted roughly in front of everyone.

It also felt like my asshole was two inches wide all the way around. There were a lot of times I hadn’t noticed the plug when I had it in. I was now much more aware that it was out – and my sore, tender asshole wasn’t covered at all by the G-string.

I was aware that when I bent over, you could see the black circle of the plug in my anus because there was nothing but a yellow thong running along the inside of my ass crack. I could now sense the pink, puckered nub of my asshole rubbing against the thong; and it felt like I was even more naked and exposed as the thong did nothing to cover it.

I didn’t question why he asked for this or why he was so interested in me. I was too drunk on the money to even think about it at the time. I did wonder why he was so anxious to direct and script the grift. The idea was we were playing a role – acting out a fantasy situation and the trick was supposed to sit back and count his lucky stars.

As unlikely as it seemed to be asked to punish a teenage girl or spank one – the tricks all seemed happy to buy into it.

In fact, if any of them had seen through the charade of a grift we were playing, they would gladly allow us to collectively all pretend it made sense so they could get off on the fantasy. I didn’t question his motive and why he was so interested in me – I probably should have, but the greed for quick money and the fact we were always in trouble overwhelmed me.

I had begun doing all of this with the best of intentions – to help my family get out of a bad situation. I had accepted a crazy and almost unwinnable bet in order to speed things along; and now I was spending my day trying to get out of an even worse situation I put myself in, trying to get out of the bad situation.

I realized I was taking notes from a stranger on how big of a spectacle to make of myself and how I was going to beg my brother to let me suck his cock to get out of that even worse situation. I was starting to second guess why I was doing this. The logical part of my brain that told me I had come this far and had already done way more disgusting things, was arguing with the part of my brain that just kept repeating “You have to do it WITH CONNER!” over and over. And you know what? It was winning the argument.

“You are a smart girl,” he observed patiently. “I can tell you are over-thinking things and read a lot into things – am I right?”

“Yes sir,” I admitted – his observation was uncanny and very observant.

“Stop doing that,” he chuckled. “It makes life so much easier to focus on what is important.” He patted me on the bottom and told me to put on a good show.

I liked this man, even though he wanted to pay to watch me punished and debase myself. The fact he told me not to trust him – made me want to trust him.

He told me, “This is just a little act I want you to play out – it’s going to be more real and entertaining if no one else knows why you are really doing it. I want you to tell him you want to be punished – not tell him you are doing this for my money.”

I nodded that I understood – I was grifting the grifters. The same way we pretended to be something we weren’t to the customers I was now going to have to pretend to my own brother.

His final advice as I was walking away from him was, “Don’t fuck up.”

I chuckled and looked over my shoulder, “That is some poignant advice.” but he was still safely hidden in the stall and not watching me walk away. I was surprised – I had learned to wiggle my ass when I walked, like Crystal and Savannah and most men seemed to enjoy watching me walk away.

I felt almost disappointed for some reason – like he should have really wanted to watch me. His approval meant a large sum of money, but there was something else to it. He had a quiet kind of magnetism that made me want his approval for some other reason – the way I did my father’s approval. It was just a natural desire on my part.

I was doing it again – reading way into things. I put aside worries like “What will people think of me?”

They already thought I was a stupid slut who deserved to be punished.

I put aside “What if he walks away with the rest of the money?” – He had promised to pay all this money but other than what he gave my brother I hadn’t actually collected anything more.

Then I gambled on eight hundred dollars and when I get to the bathroom stall I will stop. I will at least have generated $400, a little drama and maybe we can find a way to turn some more profit out of it.

The question I was too afraid to ask myself or think about but it remained in the back of my mind was if Conner would participate and what he would think of me after this was all over.

I stepped out of the bathroom and scanned the pool area. I collectively sighed and sucked in my tummy. I pushed my breasts out and tightened my ass cheeks – stretched a little. I had noticed when Savannah or Crystal preen that way it reminds me of a cat that wants someone to pet them – and it also gets them some attention.

There were about 25 people lounging around the pool deck listening to music and drinking casually. The usual white trash and Mexican residents of the Buckman – not many blacks liked to hang out at the pool, but Chlamydia and her sister were lurking around somewhere. I had grown used to men gawking at me – but in fairness, they gawked at any girl in a swimsuit and I was hardly the only one out there.

There were at least half a dozen girls, including the Hispanic ones from earlier, playing and frolicking in skimpy little swimsuits. There was even one swimming in a t-shirt with denim short-shorts. She declared, “It’s too damn hot y’all.” and jumped into the pool. When she popped up covered with nothing but her wet t-shirt, she folded her arms and pretended to be shocked people could see her tits through the skimpy little shirt.

This was business as usual for the Buckman pool area – a little country cheesecake eye candy from the girls, while the guys drank beer and ran around shirtless.

I heard some guy shout to another driver just outside of the pool area, “You really think you can match that slant 6 of yours against this 426 hemi? Huh? Well then let's do it little boy!” as he revved his muscle car’s engine. His macho burnout and laying tire marks on Seminole avenue as he peeled out wasn’t too much different than the Mexican girl’s playful need for attention.

The party favors, that my Aunt and Cousin were playing, had to take things up several notches to stand out from the rest of the trailer trash girls. They would have to continue to raise the bar on the extreme measures we had to use to stand out because what seemed taboo to me in my safe, suburban neighborhood was daily reality here.

Savannah was over in the empty lot next to the pool area squarely seated on one of the wooden horses with her top off. She was straddling the wooden pony with her legs on either side and yelling loudly to “Fucking quit it!” Two boys her age were torturing the bottom of her feet with pokers and Daisy was grinning wildly while she oversaw the mayhem. “God dammit – are you going to tickle me until I fall off this fucking hobby horse?” Savannah was laughing and in tears at the same time. I knew that her trying to intimidate the boys into leaving her alone with her tough talk, challenge and false bravado was her way of dealing with the pain and humiliation and that they weren’t really bothering her.

It was obvious to me though that they were really bothering her, and the more they got her goat the happier they were about her writhing anguish.

I don’t want to make it sound like everybody at the pool deck ignored her cries. I heard a girl my age laugh about it. “You should have seen that bitch Savannah try hard last year in high school – she is getting what she deserves – her mom too. They both acted like they were so fucking special.”

I knew people noticed but there was no crowd clamoring around her trying to observe the spectacle. It was more like they were laying back on the lounge chairs and some guys were perving the action from a distance. We had been permanent fixtures out here all day and they weren’t surprised the boys were doing this to her at all.

Crystal was with Catfish washing cars, entertaining customers and bobbing her head in the driver’s side, most likely sucking someone’s cock. She was blissfully bopping her head up and down to a country song playing on our speakers from the D.J. booth and shaking and swaying her hips to the music. She reminded me of a chicken pecking at seeds the way her head was bobbing up and down. I knew exactly what she was doing in those cars and trucks and she was doing very little to be discrete about it.

Tawny’s mother April was still talking to that nice looking well-tanned older guy. He reminded me of Magnum P.I. with his big thick Marlboro Man mustache and blue Malibu shirt.

My brother was back in the D.J booth spinning records, obliviously listening to the headphones and probably rocking out to some Dr. Who techno theme music while he spun trailer park tunes for the hillbilly demographic that made up the base of our customers.

Ted was flipping burgers on his grill and tending the meat as “Grill master”. He had a black “Kiss the cook” apron that flipped up with a clever “Now a BJ” second apron around his sweat-stained t-shirt. He kept teasing Ryan, “Are you smuggling grapes? You smuggling grapes, son?”

Ryan smiled and answered, “Yes sir, I am smuggling grapes, yep I am,” humoring Ted while he danced around in his speedo and dodged charcoal embers that Ted flipped out of the grill in his direction.

I walked past a boy chasing one of the tall Hispanic girls that had arrived earlier in the morning. She was one of the older ones; and while she was laughing, she casually reached behind herself and pulled her bottoms out of her crack far enough you could see her entire ass crack.

I smiled at her and acted like showing half the pool her entire ass for a second was completely normal. I am sure if a girl had done that same move at the community pool in Cherry Lawn Estates people would have been gossiping and she might have been asked to leave – but here it seemed as normal as the black rubber butt plug I was holding in my hand.

I reached behind myself and dug my finger into my G-string then slid it out and up as if I were pulling it out of my crack just as the girl had done and played it off as if it were the same thing as guys in baseball digging their crotch. I have to admit – it actually felt good to adjust the thong.

No one said a word about my behavior. I would have to do a whole lot more than pick my butt and flirt to shock anyone much less raise eyebrows today.

I looked back at the bathroom door one more time. I don’t know why I expected the trick to be standing in the door way. I bit my lip hard; because I knew I was not only stalling because I was scared, but I was subconsciously hoping maybe the man would tell me not to go through with it.

I could have simply decided to ignore him and forget all about the money and his dares.

The image of eight hundred dollars flying out of my hand flashed in my head and I was already walking towards my brother anyway. He had seen that I was finished and joked,

“Who has the world’s most interesting brother?”

“Savannah Sir?” I joked. I wasn’t supposed to call him sir but it just slipped because I had become so used to it.

“That wasn’t very nice,” Conner didn’t take my dig on him very seriously. He was in a good mood and playing music in the DJ booth. “You were in there a long time,” my brother observed adding in a grizzled old man’s voice, “Sorry darling, the mind is willing but the body’s just not able,” while he amusingly pretended to be hunched over and unable to get his imaginary cock up.

He pantomimed it just hanging there and him picking it up and trying again. I could see he was trying to make me laugh. He noticed I wasn’t and asked more seriously, “Did Aunt Crystal already lick your face clean?”

“No, I swallowed the cum, oopsie!” I said trying to make my voice heard over the loud speakers playing the music. It was loudest by the DJ booth.

“That isn’t good,” Conner’s face started to grow more serious as he saw my lack of remorse. “I suppose I need to find a guy to punish you for that – let me put on a long song.”

“No sir,” I had done it again – forgot to not say Sir. It was a hard habit to break once you start calling everyone your better.

“What?” Conner was changing the music and looked confused.

“I want YOU to punish me,” I shouted just as the one song ended and another one began so that I was heard by everyone at the pool deck, because I was compensating for the loud music. I think even the boys tormenting my cousin stopped and looked over at me.

“If you want to be a boss like Ted and Catfish, then I think you should step the fuck up and be a man not a little turd. You could punish Angel – but you can’t punish me,” I sounded angry and defiant. I didn’t intend to be that mouthy, but I got a little carried away trying to be convincing.

“What the hell?” Conner walked out of the DJ booth towards me and held his hands up in frustration and defensively argued, “I chained you up to the saw horse just for laughing at me.”

“And did what? Walked the fuck away and let others discipline me – and it hasn’t made me less snotty. I am not afraid of you – you don’t have the balls to punish me properly.”

I really felt like I crossed a line there because I saw my brother’s confidence start to fade. He had been coming out of his shell, but now that I was talking down to him and not afraid of him – he seemed to be wilting. I realized the fact his older sister was disappointed in him probably meant more to him than I thought it did.

He broke eye contact with me. I could have sworn he was looking at his sneakers now that I was standing up to him. I didn’t expect it to be so easy for him to fold after how he stood up to Daisy and Angel today.

Ted saw that I was mouthing off to my brother and pressed the fob on my electric butt plug. I held it up so he could see it was buzzing in my hand and put my nose up in the air calmly telling him, “I got tired of having it up my butt all day – and took it OUT!”

I could see Daisy right behind him. She had left Savannah to the tender mercies of the boys in order to gloat about what was happening like a Queen come to lord it over me.

I put my hands on my hips and dared my little brother to step up to the plate and punish me. “You going to let Uncle Ted or Aunt Daisy do your dirty work for you?”

“I don’t know what the fuck you are doing,” Ted said in a hushed tone when he got close, “but you aren’t making any money with this routine.”

“I don’t care about money – my family is rich and they will bail ME out,” I lied and channeled my inner white privilege. “After today I probably won’t have to listen to you again and you know what? You will still be poor except for the little bit of money you got begging. You are no better than that family that said their car broke down and begged out on the highway every day until they could buy a Mercedes they didn’t deserve.”

“How did you know about them?” Ted looked confused and strangely subdued. He would have grabbed me and pushed me down on the ground or bent me over his knee at this point if we were playing. I think he thought I was really having a meltdown.

“Teddy, you are losing control of your bitches,” Daisy was happy to climb on board and chuckle.

I was surprised that Savannah’s torment hadn’t received that much attention but my public dressing down of my brother was starting to get traction as I increased the drama.

“That’s it!” Ted snarled at me “You have clearly been in the sun too fucking long if you think I am going to stand here and let you get away with dissing me or anything we are doing out here – we are out here because you fucked up!”

“Yeah? And I keep fucking up,” I escalated things by raising my voice as he raised his. I am not a confrontational person by nature – I try to avoid them. I don’t know why but I let him have it with, “You keep trying to teach me to behave and I just run off and fuck around, or buy crap we don’t need, I haven’t learned anything since we started this. It’s just a chance for me to show my ass at the pool and suck cock – because you know what? I ENJOY sucking cock and I am going to swallow all the cum I can get for the rest of the day!” I promised angrily. “Your punishments have been too weak to teach me any sort of lesson and that should be fucking obvious, because I don’t give a shit if you are mad or sad or this whole thing blows up in your face – how do you like them apples poop breath!?!!”

Ted looked at me as if I had lost my mind. I had pulled that insult out of thin air and it sounded almost humorous. I could see he was not sure why I was defying him this heavily – none of us had put up this kind of resistance.

Savannah held up both fists defiantly and yelled in a sassy southern accent, “You go girl – tell that creepy motherfucker what you think! Oww, god damnit, stop poking my tits with that spike thing – you are going to fucking cut my skin!” she was still being tormented by the boys, but pleased over what I was doing.

“You know you are going to get it right? Get over there on that sawhorse right NOW!”

“Nope,” I declared and folded my arms stubbornly – it felt weird and exhilarating to stand up for myself. I was nervous inside, but I stood my ground while I rode a fresh wave of confidence.

“Nope?” Ted moved forward to grab me, “You are going to be hung up like a fucking urinal in the men’s bathroom when I get done with you!” Ted struck me as more than willing to man handle a 100 pound 16 year old girl, even if he would back down on a guy his own size. I held out the flat of my hand to stop him and offered that, “The only one that I will let punish me is Conner – if I’ve offended him, then he needs to make me say I am sorry and feel sorry for what I have said and done; because frankly, I don’t and nothing you do to me would make me change my mind.”

Daisy and Ted looked over at my brother expectantly. Conner rubbed his hands together maniacally and grinned. He spoke like a Star Wars Jedi trainer, “Pain and suffering leads to the dark side – do you want to become Sith?” I could tell he was using his humor to deflect and defuse the situation.

I was not going to let him do that this time. He was going to punish me whether he liked it or not –he just had too!

“There you go with that fucking Star Wars stuff again,” I put my hands up in the air in mock frustration. I wasn’t particularly against science fiction, but admittedly it wasn’t my thing either. I lied and said “Star Wars sucks –no one cares about it. You are just wasting my time whenever you talk – I can’t learn anything from you. I don’t know why I thought I could! Forget it, I am YOUR older sister and if you can’t pull your weight – then you should be a pussy boy like my boyfriend Ryan!”

Conner got quiet – I felt I might have pushed him too far again. I might have been second guessing myself now but I couldn’t help myself in antagonizing my brother. “Go on you big baby, take your clothes off and go smuggle grapes with pussy-boy,” I pushed him just a little further to see if he would break or jump on me and give my trick the show he paid to see!

“I sent Angel home with the baseball bat,” Conner replied calmly and evenly as if he were trying to control a rising anger in him. “How do you want to be punished?” he asked.

“I am not going to tell you how to punish me, brainiac,” I was feeling a little guilty for being mean to him, “You can do anything to me you want – but you better hurry it the fuck up because at 5 pm I am out of here! And done with this shit for today.”

“Go in the DJ booth and take your clothes off – then wait for me,” Conner’s instructions were methodical, even keeled and completely ignored by me.

“Nope,” I cheerfully rubbed my defiance in his faith. Even Savannah had stopped cheering me on because I had long since gone past feisty and now I was just being a bitch. I had told him he can punish me anyway he wanted but I immediately denied his first order.

I pulled my bottoms down to my ankles and stopped as I bent over so that my hands rested on my shin and my bare butt mooned the pool area. I looked up at Daisy and said “A good slut takes her bottoms off first when she undresses, don’t they Ma’am?”

Daisy shifted uncomfortably and chuckled.

I flicked my eyes upward at my brother and stood up while I reached behind myself and popped my top off. “You may punish me in front of everyone – there isn’t anyone here at the pool that doesn’t know I am a rotten bitch who is going to get a whooping is THERE?” I addressed the people at the pool who had quietly become engrossed in this scene.

I walked completely naked, except my pink collar and strip of duct tape. I stood right at the mid-way point of the pool while I unrolled a rubber band from my left nipple and used it to pull my hair back into a pony tail and waited for my brother.

I may have seemed like I was not afraid and that I was simmering with anger, but on the inside I was pure quivering jelly and I wasn’t sure what I was going to say or do next – it was as much a surprise to me as it was to everyone else.

“Get a good look you listless rednecks, white trash, and niggers,” I couldn’t believe I said niggers but there was no taking it back once it was said. “That’s right I said it – and I’d say it again because I am a nigger lover. I love black cock,” I had managed to offend just about everyone at the pool with my opening sentence. I had left my clothes back by the DJ booth – and that was a no-no. Crystal had pointed out someone would gladly steal our clothes or jack off in them and put them right back, but I didn’t care. I was on some kind of roll, and if I stopped to take care of the swimsuit I would have lost my train of thought. I walked in front of my brother, safe in the knowledge he was most likely right behind me.

“Don’t act like you haven’t seen tits or butts before – you all have seen mine at some point today,” I was talking like a General commanding her troops and I honestly don’t know why. I decided to tone down my harshness but admitted very truthfully, “I have fucked up, broken the rules – okay? If you don’t want to see a girl get punished then you should just look the other way or go take a break. If my brother can’t punish me right – then he deserves to be down here on his knees with the rest of us pussies so he can change his tampon,” I got down on my knees and faced my brother. He was standing right behind me.

“So I broke the rules, I swallowed cum when I wasn’t supposed to. I took my butt plug out when I wasn’t allowed to, I stopped talking with respect to my so-called betters – anything else you want to punish me for, SIR?” I challenged him, but remained kneeling. The little gravelly bits in the wide sidewalk they put there so people didn’t slip, already started hurting my knees; but I had gone out on such a ledge of tough talk and confidence that I didn’t dare recoil now. I would see this through – I didn’t have much choice. “You think you can kick my ass? Then show me!”

“Damn Girl!” Savannah chimed in from her place over on the saw horse –either impressed I was foolish or brave enough to talk this bluntly, “Don’t hold back”. That, or she was just trying to pretend the boys tickling and poking her weren’t getting under her skin while she writhed uncomfortably on the wooden horse. Everyone else was quiet save for a little murmuring back and forth with each other.

“Those are just the symptoms of your bitchy, selfish behavior. I was going to punish you just in the V.I.P tent but if you want to be an attention whore and let everyone watch then I will oblige,” Conner’s voice was a little shaky; but I couldn’t tell if he was nervous, angry, or a bit of both. “If you could kick the real person responsible for your troubles in the ass – you wouldn’t sit for months!”

“You tell that bitch, Sir!” Savannah chimed in from her spot on the wooden horse thirty feet away. It was hard to tell if she was being facetious, but she most likely was. The boys continued their assault on her feet and she quickly returned her attention to telling them to “fucking quit right now god damn it or you are going to make me squirt piss all over this fucking god-awful horse.” A threat that didn’t deter them in the least.

The last thing Conner had said about kicking the real person responsible rang true to me and hit close to home. I filed that away for later – I was going to think right now. I was going to ride the adrenalin rush that was surging through my veins. I think it was a combination of being so sexually stimulated, yet so frustrated all day with the duct tape smashing my clit and no way to actually touch it or adjust it, with the intense humiliation of leaving my clothes and just walking into a group of strangers naked and knowing I am about to get a serious punishment.

“We tried to let you earn back the money you wasted by giving these nice people a chance to teach you right from wrong – but fine, you want one punishment from me? Then this one is going to be a freebie!” he declared.

“What are you going to do, Sir?” I may have been riding a wave of adrenalin, but I was starting to have doubts and my natural curiosity demanded I ask this question. I still sounded snotty but I was no longer confrontational. I bristled, but I wasn’t challenging his authority to actually punish when I asked what he was going to do to me.

I think if he had actually told me what to expect it might have made it worse because I’d have to live it in my head while I waited for him to execute the punishment. I should have been glad he didn’t run down my punishment in advance, but the fear of the unknown was a powerful tool as well.

Conner had sent Ryan to the DJ booth to bring him back some supplies with which to torment me. My so-called boyfriend was running his pale-white ass across the pool to hurry up and bring back something to torture me with and I was smiling. Why was I smiling? I wasn’t happy – I was satisfied that I was playing the part properly and I had justified it all with the thought of eight hundred more dollars coming our way!

I told myself Conner would understand!

“You are lucky I don’t walk you to Angel’s trailer just like you are and have you sit on the opposite end of her bat and make you both stand outside back to back all night long!”

I could hear Daisy, standing ten feet away, tell Ted that she thought they should get Angel involved in this. Then she chuckled and told him, “That’s right – you aren’t going to be involved after today anyway.”

“Odd-Jobs will never let you,” Ted ignored her taunts and explained a pregnant girl – no matter how good looking will come off too sympathetic.

Daisy chuckled and told Ted he didn’t know shit about how to run an ass, much less a bunch of dumb whores, “...not the way I do it – Angel can fluff for your niece and step-daughter tomorrow. I can see Ellen’s ready to be a full whore. No sense in protecting that fine piece of ass any longer.”

“Get that strip of duct tape off – I said naked and I mean completely naked – or did you think your pussy was a precious flower...” Conner was about to say more, but I ripped off the tape and tossed it casually to the side – stifling the desire to scream as I peeled a little of my delicate skin right off with it and hoping it didn’t show on my face.

“I bet that pussy is ripe – wet and smells like salty tuna fish,” Conner’s confidence was starting to come back; and as his increased I struggled to keep mine from crumbling – what was I doing?

“Why don’t you get over here and smell it if you want to know, Sir?” I was saying rude things that was going to prolong my humiliation. I realized that I was under orders to cuss!

CUSS WORD #1 “Cunt”

“You know what fishy, pink, wet cunt smells like, Sir?” I rubbed two fingers along my wet slit and then flicked an imaginary droplet of water in his direction, defiantly adding, “Or do you need your sister to teach you?”

“I think you WANT to be punished,” Conner was shocked I was acting this way and more than a little confused. His eyes were warning me to stop, but his words were harsh and daring me to continue to confront him.

CUSS WORD #2 “Asshole”

“I DO, sir – I have already asked you several times to teach me a lesson – teach me ONE lesson, Sir – and if it isn’t a damned good one, then you can hang up your boss-hat and get over here and kiss me squarely on the ASShole like pussy-boy wants to do – you’d like that wouldn’t you? The taste of your sister’s ass? I’m told it tastes just like cherry-Chap stick.” I scowled.

There was no one in the DJ booth playing music so when the last song my brother had played stopped – things seemed to get even more serious and focused on my behavior. Even the boys that were tormenting Savannah had turned to watch me.

“Spread your legs apart,” Conner ordered and I complied. He kicked the insides of my feet out further demanding “wider” until they were as wide as I could stand. “Get your hands behind your back and clasp them together then bend over as far as you can.”

CUSS WORDS #3, #4, #5, #6 and #7 “pussy lips”, “shit”, “cum”, “titties” and “dick-snot”

“This is the best you can do?” I giggled as if bending over, so that all of my pink-stuff was exposed to anyone behind me, was punishment. The missing duct tape left me completely vulnerable and I could feel the sun against my pussy lips just hanging out between my legs. “This isn’t SHIT – you think this scares me? I’ve sucked half the men here off and let them CUM all over my face and titties then walked out of the bathroom like its normal to have their dick goo hanging off my nose!”

I had done seven cuss words right out of the gate! I was proud of myself for stringing them all together. Once I started saying obscenities it just streamed right out of my mouth. I prayed I wouldn’t forget when my mom and dad came back and say “dick-goo” when I meant “pass the mayonnaise” at dinner – the absurd thought of it made me chuckle.

“You think this is funny, bitch?” Conner put his face in my face, to unsuccessfully stare me down. He was still just a 14 year old boy – not a man and it didn’t come across scary or intimidating at all. I was not afraid of him or what he was going to do to me.

“You are coming across desperate and sad – not funny, Sir,” I looked up at him and saw the hurt in his eyes when I failed to react. I was playing against him and not playing along with him and he hated it. I felt suddenly very adversarial – that this game had to be a competition and I was winning. I didn’t question that – I got caught up in it.

“It’s time to take you down a peg!” Conner had sent Ryan to bring him some punishment and bondage stuff. He wrapped my arms together behind my back with duct tape so that they were extended fully behind me as if I were about to dive off the diving board. My brother kicked my legs apart while I stood there passively letting him have his way.

“This will hurt you a lot more than it will me,” Conner had a tube of Ben-Gay. The label on the box said “Pain relieving crème” and it looked like a tube of tooth paste. I had assumed this is something old men put on their bunions – and never tried it, but I wasn’t afraid when he showed it to me.

I heard some kids snicker “Ben GAY!!”, but it turned out to be Catfish and Ted. I almost fell over with a ticklish giggle when I realized it was them.

Conner spread the crème between my butt cheeks, all over my ass and across my clit.

“Thank you Sir,” I sounded sanctimonious and patronizing, but I was trying to give the impression that even though I was hot-headed and defiant a few minutes ago I was starting to accept the punishment and comply. I didn’t want to drag this out TOO long – but long enough to give my trick (and everybody else) a good show. “I appreciate you applying pain crème in advance for the spanking I am going to get.”

“You do?” my brother’s sadistic question was rhetorical. I didn’t realize at first why he was so smug. I genuinely thought he was being considerate until I felt the first sensitive tingle burrow itself under my skin. The words “Strongest Ben Gay EVER” was on the box but the words “This is going to make you jump out of your skin” were not!

The cream was both cooling and warm and applied on my most tender nether regions - the nerves were getting a whole new lesson in a sensation I had no experience with. I did not know what to do with it. I felt a need to itch or to bend my knees and dance around as if that flailing would turn off the experience.

“This is just the start – are you sure you are up to having your ass kicked, sis?” Conner grunted with satisfaction.

“Are you sure you are up to kicking my ass, Sir?” I grunted defiantly back, while my hips rolled back and forth uncomfortably.

“You know I was going to just crop your ass but I think that is better – thank you for the idea,” I wasn’t sure what Conner meant until he attached a spreader bar to my ankles with two cuffs. It was a black metal rod that they bought at that adult novelty store that they had duct taped some wrist cuffs to. After forcing my legs apart he attached the cuffs to my ankles. I was now forced to barely waddle if I was going to walk at all.

Conner stood behind me and told me to stand still, bend my knees, and hold my ass apart with my hands. No small feat with my arms taped together. “This will hurt worse if you move around, because I will lose count and start over. You get twenty cunt punts – I want you to count them and thank me as LOUD as you can.”

I wasn’t sure what a “cunt punt” was, but I found out when Conner’s shoe laces connected with my spread and open pussy lips. He planned to literally “kick my ass” twenty times.

“ONE, Sir – thank you for that!” I groaned – this was going to be a long punishment and the flat of his sneaker with the bumpiness of his laces was hard, but not impossible to endure.

“That isn’t very good! I want to hear an apology and more contrition; you need the proper mind set!” Conner stopped and took out another toy Ryan brought him to use on me. He shook his head and said, “Removing your rubber bands? Tsk tsk… Uncle Ted paid a lot for those and you don’t use them properly – how about this?”

My brother tied a length of fishing line around one of my nipples. He stuck his finger in my mouth to make me lick and get it wet and then used that wetness on my nipple to pinch it hard. They had already cut a wire and bent the ends in a curl. There were several small teardrop shaped lead weights with a little wire loop on the small end that the wire was inserted through. I couldn’t tell exactly how many of the weights there were but there were at least five at the bottom end of the wire. He tied the loose end of the fishing line to the top hook of the wire so that it hung down and really hurt my nipple. It was obvious that this was something they had premade and planned to use on us!

He tied another one to my other nipple and let them swing. “There you go – Foucalt’s pendulum. They are quarter pound weights so don’t look so pissy – Daisy said you could take way more.”

“I can – can we hurry this along, please Sir?” I felt like my nipples were going to pop right off, but pretended he could double the weight and it wouldn’t hurt.

He obliged by giving me another three kicks to the pussy from behind and I thanked him profusely each time, “FOUR SIR! Thank you for the kick on my pussy – I am learning so much!” I was getting punished – and I was giving him honest sounding contrition.

“I don’t believe you,” he laughed. “You sound like you are just telling me what I want to hear? Is that right, you manipulative little actress?”

“No sir! I really appreciate you taking the time to torment me on my most sensitive areas and try to give me an attitude adjustment – it’s much needed.”

He gave me another kick and asked if I really appreciate and need it?

“YES SIR! FIVE,” I counted adding, “I REALLY appreciate this and NEED your punishment!”

“Then you wouldn’t mind if I doubled your punishment since you appreciate it and need it?” he asked cleverly. The little jerk-off had me there. I almost smugly looked over my shoulder and told him so. I had been punished dozens of times today by strangers, but none of them had been as creative in finding ways to humiliate me with words as my brother. I hate to admit that he was ‘winning’ the battle of the wills – all my tough talk was turning into mush as I accepted the punishment gracefully.

“I’ll submit to your judgment Sir. If you feel forty cunt punts is what I need to stop being such a brat and act right – then that is what I need.”

Sixth kick to the crotch from behind made me jump slightly as he told me that wasn’t an answer – it was a response. “I didn’t hear a yes or no to my question, bitch!”

“SIX SIR! SORRY – THIS BITCH IS SO SORRY FOR FORGETTING TO ANSWER,” I yelped, “I need forty sir – please!”

“Are you sure?” Conner planted a seventh hard kick between my legs and added, “A minute ago you were telling me you didn’t think I knew how to punish you.”

“SEVEN SIR, I APOLOGIZE! I was just talking out of my ass Sir, I am so sure – forty seems fair. It will teach me to behave!”

The eighth kick landed and he told me that all the attempts to keep me in line so far had failed. “If you can stand the salt challenge for twenty kicks, I will stop there – if you can’t then I will have Ryan give you the other twenty because my foot is getting tired and you are getting my shoe all wet with your pussy juice!”

It was true – I could feel a sloshy, wet feeling from being exposed this way and the sudden strokes against my pussy with my brother’s shoe material along with the residual Ben Gay cream had made me throb down there.

“EIGHT SIR,” I counted. “I am sorry, I am so sorry my CUNT is so SLOSHY WET! I can’t help it, my body is just reacting Sir!” I have to admit being punished by my brother was a fresh new hell that I had endured only a few times before, but never this publicly or harshly.

“You can’t help getting turned on by this treatment? You can’t help the twat-snot rolling down your leg? Well let me help you by making this less pleasant.”

I have to admit that twat-snot was a new one on me. I almost chuckled at how disgusting that sounded. Conner held me in place while he rifled through what Ryan had brought and found his next fresh application of torture to use on me.

He held my ass cheeks apart and applied salt to my cheeks and lightly wrote the letters WH and RE on either cheek by tracing it with his finger. Then he put a cube of ice on the salt and moved it along my ass. The pain was excruciating. I don’t know what kind of chemical reaction was happening, but it felt like I was burning. I made a sound that sounded half-way between a high note and a whooping sound.

The resulting rolling wave of laughter, added to the fact that people didn’t sympathize with me – they felt this was completely justified and delighted in watching me endure the punishment.

“Good God Almighty!” Savannah who had been having her feet tickle-tortured and poked while having her weight driving her pussy down on a wooden board, was the only one to offer any sympathy. She clearly felt she had it much easier than I was having it.

My brother let the ice sit on the salt for long enough that I could feel my skin almost melt. I wanted to scream, but I didn’t give him the satisfaction! Once he had traced the word’s letters, he asked me if I knew what they spelled.

I wanted to joke and say “WHERE?” but I had tears rolling down my cheeks when I cried, “WHORE, SIR?”

“Not quite yet!” My brother cruelly laughed and held my ass cheeks apart while he circled my asshole with red lipstick to write his cruel O. “There it is finished.” The waxy feel of the melting lipstick against my cheeks was the kindest part of this punishment.

“So despite your wishes and need – you get only twenty of these cunt punts!” Conner returned to kicking me squarely between the legs for the amusement of the crowd. My obvious soreness and resentment only seemed to please them more – if I stumbled and shook they seemed particularly amused.

“NINE SIR!!” I squealed “I need punishment – and I submit to you as the man of the family while Daddy is gone,” I don’t know why I was saying any of this – it was all ad-lib and coming out as blathering or whining. “You are the boss of me today – I accept that! Please punish me SIR for being naughty!”

It’s the little details that you really remember. A woman watching in the crowd wearing a green tube top over her low-hanging tits and bikini bottoms ripped a huge fart – while lifting her leg as that would help it escape her ass more easily. When nobody laughed but her she quipped “What people? It’s funny! Like this fucking shit, oh for petes sake. Everybody does it.”

“You little twat,” my brother added –ignoring the laughter from the woman’s comments. He delivered another solid kick that connected between my legs and asked with venom in his voice, “Do you think OUR DAD would punish you like this?”

I wasn’t sure where he was going with that question – in fact, I had never mentioned my father once in any of these encounters. The guys might ask me who my daddy was teasingly, but the entire question had creeped me out. I wanted to say “Mike Tinkle”, but I knew they wanted me to say they were.

“I don’t, I don’t know Sir!” I stammered in confusion – unable to think straight. The pain from Conner’s kicks, and the intense humiliation from the crowd laughing at my pain was magnifying my inability to keep up with Conner’s questions, as he laid another kick into my groin.

“You don’t… don’t… don’t know do ya Derrr?” Conner mocked my stuttering and the people watching howled with laughter. “You wouldn’t dare show your ass like this at the pool around Dad would you?”

“Eluh-ven – thank you Sir! No sir, I would not have! Thank you for punishing me,” I groaned but was able to catch my breath and focus just as the twelfth kick came screaming between my legs and pushed me forward. Conner insisted I pick myself up and hold myself ready for each kick; and I complied, despite the growing soreness between my legs. “I guess I would be out here whether he liked it or not because of what I did, Sir!”

“You would choke if he saw like you this – you wouldn’t dare carry on like this because you are afraid he’d cut off your precious allowance, caviar, and charge cards when you got back to Cherry Lawn Estates!” I was relieved Conner was grifting – lying about things back home, even though his kicks were quite real. I thanked him for the last kick and agreed with his every word, but then he laid another bombshell on me.

“Now that Dad is off trying to earn money to get us out of this hole – you are out here showing YOUR holes to anyone who wants to see them – trying to suck cocks and lap up cum like a little piggy – you think he would be proud of you when I tell him what you did?” his next kick didn’t hurt nearly as bad as the possibility he might actually do that.

I don’t know if it was the intense agony I was feeling from all the beatings and humiliations but I took my brother completely seriously and began begging and crying “Please no sir! I’ll do whatever you say – please punish me! That was thirteen! Thank you, thank you! Don’t tell my Dad – please Sir?” I gushed.

“Why? You are clearly proud of yourself and all your doings out here – showing off and such – wouldn’t he like to punish you by twisting your clit?” My brother reached under my legs while I held them apart and pinched tightly causing my legs to spasm.

“Ayeeee!” I squealed while I danced in place. My brother insisted I hold my ass cheeks apart with both hands as he pinched and crushed my clit hood between his thumb and finger. “It feels like super-glue all over my fingers!” he made me lick my own juices off his fingers and I gave him a sensual lick that backfired.

He slapped me right across my face without a hint of remorse, “You fucking whore, trying to entice me into letting you out of this?”

“No Sir!!” I couldn’t ask him what I had to ask him at the end of this punishment yet. I was regretting having to, so I just chalked it up to-“It’s my nature to be a good little cock sucker – I am sorry if that got you hard, little brother!”

I was going for callous and bratty, but my brother took it and ran with it. He pulled a clothes pin from the stack of items Ryan had brought for my punishment and lifted my clit with his finger before letting the wooden pin bite my most tender of pink flesh.

The resulting flood of pain and arousal nearly knocked me down – the spreader bar made it impossible for me to easily maintain balance while bent at the knees. “Don’t get all turned on – how many cunt punts do you have left?”

“Seven, Sir!” I pleaded. My nose was red from all the crying I was doing. I could still feel the Ben-gay on my now completely bare and exposed asshole; and it was mixing with my pussy juices to send tingles down my skin, while I held myself wide for the next kick.

“You think DAD would be laughing like these people if you showed him your sore asshole and wet cunt like this?” Conner wasn’t going to let go of talking about Dad; and it was making it more and more difficult to separate the role-playing of the bitch-slut from the reality of what I was actually doing – I wished he would stop.

“No sir, he wouldn’t laugh about it – he wouldn’t play with my clit and have me suck his finger either!” I shouldn’t have said that but like a lot of things you say – you can’t take them back once they are out there.

“Oh you think I am enjoying this? Trying to insinuate I am a PERVERT who likes looking up your asshole?” My brother sounded sadistic and serious – two things I had never heard before this week. “You called me a little turd and a pervert today – you are going to regret that when I am done punishing your filthy, spoiled ass!”

Catfish jokingly asked the crowd “what’s wrong with perverts?” followed by some chuckles and a few people hollering to “Kick the rich bitch again!”