Family Feud IV

The Family Feud IV

Chapter Three

Jamie’s Journal –Sunday at the Flea Market

STAR COUNT:

WENDY: 43

Get out of jail cards: 1

WHORE: 1,3,0,0,0

JAMIE: 52

Get out of jail cards: 1

WHORE: 4,3,0,0,0

**Note to reader: This is Jamie’s journal from Sunday Morning detailing the events of approximately 10am when she is at the Flea Market. In order to increase readability, some of the dialogue exchanged was altered to appear in a ‘narrative’ story format.

“Oh my God” that is what I was thinking all morning when the pies were flying in my face. “Will this one hit me next? And will this crazy redneck try to swap spit with me even if he misses?”

My father had placed the throw line so close to my face that there was no way they could miss. As each guy came to the tent window to kiss me, I had a feeling they could see inside that I was naked with my hands cuffed behind my back. My suspicions were confirmed when they started gathering behind the tent to watch through the rear tent flap.

I should have known my Dad wouldn’t mind. He actually wanted me to masturbate and dance for them. I have to admit, I never really thought of him as the over-protective type, but he seems to really enjoy showing me off to strangers. What choice did I really have but to comply, and okay journal since it is just you and me, I was getting off on playing with myself in the tent. It made the facials I was getting from the whip cream pies a lot easier to endure.

We probably didn’t make a lot of money at that before the guy who runs the flea market came and shut down the pie throw and peep show my dad and brother were running with me as the star attraction. He didn’t tell us to leave or call the cops, he just waggled his finger and warned us to stop.

I am so freaked out about my boobs starting to leak milk that I can barely even talk about it. I feel betrayed that they didn’t tell us we were taking some kind of lactation inducing pill that Gerald stole from his dad’s pharmacy (no doubt as payment for dating me). On the other hand, I can’t help but notice how full my boobs are getting and I can’t help but wonder if some of the intense mood swings I have been having are related.

I go from euphoric confidence at times to scared naïve school girl and sometimes to evil little vixen. I just assumed it was the stress of realizing I’ve probably been kicked out of school and will be known forever as the girl who came out at the pep rally in body paint and danced around like a little attention whore. That isn’t the only stress, I mean I’ve sucked so many cocks, I’ve finally lost count and it’s only been two days since I started.

Earlier this morning I agreed to get fucked for extra stars and I didn’t really even think about what it is going to be like when I opened my big mouth. Am I just a dumb, naïve girl who doesn’t know any better or did I subconsciously want to be more of a whore than just a blow job queen?

These are questions I have to wrestle with while I walk around the flea market dressed like a trailer park, porn store queen. I can’t tell if some of the guys who gawk at me and my mom wiggling our asses through the flea market are doing it just because they think it is sexy or they are laughing at us. I can’t tell if it’s a guy who kissed me and watched me masturbate or he is a stranger, but I keep looking at their eyes to see if I can sense some recognition from them.

I can hardly be blamed for not being sure if they were one of the guys at the tent because I was forced to stay bent over with my head stuck out of the window and my eyes were constantly being coated in thick whip cream between kisses.

My brother is really loving all of the attention we are getting and he took us into the men’s bathroom so he could watch us clean up. He likes to pretend that if we weren’t being watched we would be lazy and lollygag around in the bathroom. I don’t think we would want to spend one more minute in there than we had too.

My mom has been inspiring me though and she continues to give me a well-placed wink and a nod when I need it most. I was standing in the bathroom completely naked washing my face with urinal water when a guy walked in.

I hate to say “Mexican guy” because that sounds racist, but I guess that is the best way to describe him. All I know is that before you could say “Burrito” he has his cock out and mom and I are licking his smelly dick. It was all such a blur. I sucked four more cocks before we were told once again by the manager that we can’t be in the men’s bathroom.

I would have expected him to haul us to ‘flea market jail’ or something, but he just told us it was a no-no and let us go on our merry way. I keep wondering what we’d have to do to get thrown off the premises and told never to come back. I have a sneaking suspicion I may just find out today!

Then mom told me about Dad’s internet forum user group meeting thingy. I would not have given much thought to the importance of his events because I’ve been so focused on my cheerleading camps and school activities that really thinking about what is important to anyone else wasn’t ever on my mind. I have this new education to thank for my sudden burst of empathy about Dad’s hobby.

I know we are hurting for cash and the house payment and the car payment is due and no one says anything lately about me wrecking mom’s car but I know that is on their minds and I really feel guilty about it. Mom did something that Chris didn’t seem to appreciate or notice but I think we’ve all turned a corner. She ASKED if he would pimp me and her out harder so that Dad could go to this internet thing that means so much to him.

Mom and I haven’t had a ‘strategy session’ since this started about how to approach Dad and Chris. We’ve talked about bluffing and seeing if we can ruin their fun by asking for more than they are willing to make us do. I think that strategy would have backfired although we’ve definitely tried it at times, especially with Mrs. Waxerman and her nephews during our ‘white alert’ sessions.

We talked about dragging our feet and trying to avoid humiliation as much as possible but Dad’s incentive program has brought out our competitive nature and both of us have been working hard to end things sooner by accepting as much as they can throw at us and more.

I think we have really just been playing it ‘straight’ and doing our best to give the guys payback and even have a little fun with our situation when we can.

Today though mom really threw me for a loop when she went above and beyond that and asked Chris if we could be good little whores and pushed harder to earn our way out of this situation. The only other answer is mom is starting to come to grips with our situation and she is actually enjoying being pushed hard. I’ll make a mental note to talk to her about it when we are alone together.

That wouldn’t come for a while because my brother picked three guys who were ogling us and offered us to them. He offered my ass to them but the cheapskates only wanted mouth relief. That is for the best, because I hope the first person to take my ass is going to know what they are doing and none of those dirty rednecks seemed like they knew their cock head from an apple stem.

We got in their truck and sucked them off and at the very end mom and I kissed and I passed some cum to her mouth from mine. I wasn’t even told to be a dirty girl, and I was!

What is wrong with you Jamie? Are you a pervert? I keep asking myself why I did that but I wanted to see the pleased look on their faces and the few times mom and I passed cum that way guys seemed to really love it.

These guys didn’t love it enough to pay us the whole sixty dollars. They hauled ass as soon as we cleaned their dicks out.

“Come on Ass face, no sense in crying over spilled milk.” Chris made me realize I was being petty over them leaving and that it was only my ego at work.

“Thirty dollars for three minutes work is more than you two are worth anyway” he wiped the smile right off my face and reinforced that for now he is the boss of me. ‘Taylor men rule, Taylor women drool’ I thought to myself as we reported to my dad.

Dad was not happy we had taken so long to get back until he found out we had earned money giving blowjobs. He seemed to think it was my mom’s fault we didn’t get paid in full for the BJs in the parking lot.

“I am sorry Sir, I am not to handle the money because I can’t be trusted with it.” My mom answered patiently, reaffirming something he had explained was one reason the Taylor men would hold all the cash.

“Obviously, and now you can see why!” My dad was connecting what just happened about us getting ‘stiffed’ for the cash with my mom and I not being able to be trusted. It was kind of a game he played, like if one of them farted in public, they liked to make us take the blame for it.

“I am sorry Sir. I’ll try to be a better whore for you. Your slut daughter also had something she wanted to say.” My mom had given my begging session the introduction it needed.

“Can we talk in the tent, so I can strip and be on my knees before you and my brother like a good slut, Sir?”

“We don’t have a lot of customers out here, so I don’t see the point. You really think that after your mother let people drive off and not pay for my merchandize, I should leave her out here by herself?” My dad wasn’t making this any easier by declining my offer to beg for my virginity in the nude.

I cleared my throat and summoned my gleeful, cheerleader positive can-do attitude. “Earlier today when I was cleaning my mother’s cunt with my tongue in the kitchen, I agreed to be fucked in both holes for extra stars Sir.”

He nodded as he dusted off some knick knacks. I knew he was eating this up, but he was doing a pretty good job of seeming disinterested.

“After thinking about it, I would like to ask that it only be my asshole that gets used, Sir.”

“Nonsense, you can’t go back on your word.”

I had every reason to explain that I hadn’t given him my word and I had only half-grunted while eating my mother out but I knew he would twist that around if I went down that path. There were some people walking past but I went down on my knees anyway. The gravel was rough and dusty and bit into my knees but I knew I needed to make my case. “I am a virgin Sir and I’d just like my first time to be with someone special.”

“Your brother and I aren’t special?” Dad sounded deeply offended. There it was, the weird feeling of taboo in the pit of my stomach that it was inevitable he was going to fuck me – his daughter. He had beaten me, chained me, fed me by hand, watched me piss, and made me suck his dick, but somehow this new idea seemed like it was going past that gray line I had built up in my mind into a place that seemed more deeply perverted than the cocks I sucked in the bathroom minutes earlier.

“You ARE special, Sir and I’ll…” I tried to lower my voice as someone walked up to our counter and I could see my dad wasn’t going to let me get away with hiding it, “I want you to be the first to break me in up my ass.”

The woman customer didn’t say a word. She just turned and walked away from our counter as if she hadn’t heard me say that while remaining on my knees.

“Why?” Dad had his hands on his hips as he asked me to explain myself.

“You’ve done it to mom enough that you know how to take your time and not rip me open, and you are going to fuck me anyway, you should be my first Sir.”

Chris joked, “Some loyalty”.

“As far as I know you haven’t fucked anyone up the ass sir, but you can watch and go second if it pleases you?” I consoled him without sounding too bitchy (I hoped).

“Fine if this is what you want, then get in the tent and lube up your asshole really good and be ready for me when I get in there.”

I obeyed immediately and stripped in the tent. I took some hand lotion we had been using to lube ourselves for various punishments and slathered it on my still tender asshole and got on all fours on the cot to wait for my dad.

He was discussing something with my mom just out of earshot and she seemed to be agreeing with him. I kept wondering once we crossed this bridge together, if he will ever see me as his little girl and daughter or always as a whore to sheathe his cock in.

He and Chris walked into the tent. They had apparently forgotten the concern about my mom letting people walk off with the merchandise.

“You sure you want me to be your first?”

“Yes Sir, to take my asshole cherry!” I tried to muster up ‘playful’ but I think I only channeled ‘goofy’ in how I sounded.

He put his thumb and finger up to my asshole and started pressing “You should be able to work two fingers into her asshole before you ever think of putting your cock in, Son.” He was explaining to my brother while he moved around to where my head was for me to unbuckle him.

His throbbing manhood was beating right below his belly as I unzipped it and intuitively put it in my mouth to get it ready. I sucked him, but not so well that he was going to come early. I knew that would piss him off if he didn’t get to finish in my ass.

He let Chris get behind me and massage my asshole with his fat stubby fingers poking and prodding into me while I sucked my father’s dick and started to move a little back and forth on his thumb.

“Push in there all the way to the knuckle and wriggle around, make sure there aren’t any little turds floating around in there.” My Dad sounded pragmatic as he instructed Chris on how to bore me out for cleanliness. I was pleased he found nothing.

My dad pulled his cock out of my mouth and got behind me while Chris swapped places with him. Chris’s first order of business was to stick his salty fingers into my mouth so I could clean him off while I felt my father’s prick tap on the outside of my asshole.

I wanted to cry, but I put on a brave face and unzipped by brother so I could suck his dick while waiting for the inevitable impalement to come.

Instead of jabbing it into me the way I assumed it would come, my father took his time to pull my cheeks apart and slowly squeeze his dick into my asshole. It felt tight like I was being ‘filled’.

“May I masturbate with my fingers, Sir?” I gurgled the question while slathering my brother’s dick with saliva.

Dad slapped my ass hard. “Thinking of your own pleasure? This is to give ME pleasure, to submit to my whims. This is to allow me to establish dominance over you in your tightest hole. You will NOT play with your honey hole while you get it up the ass unless someone tells you too, understand Ass face?” He slapped my ass again to prompt me to answer… I did.

He drove himself further in a few inches to the point I could feel his thighs on the back of my legs. I knew his entire length wasn’t in but he had come in quite a distance and he was fucking himself back and forth a little bit in my tight opening.

“Please fuck my ass Sir.” I cooed as I opened my mouth around my brother’s dick.

My Dad seemed to like my encouraging him and he was feeling me become less tense because he started to slide himself in and out almost all the way up and down his shaft to the base of his balls each time. I kept my hands in front of me using my brother’s dick to hold myself up while my father started pounding me from behind.

“OREO!” Chris announced as he started to face fuck me in time with my father’s thrust down my poop chute.

I know I shouldn’t say ‘poop chute’ unless ordered, and have to call it an asshole, but that is what he called it at the time so that is what I am sticking with. It is my journal after all! ?

I was expecting it to hurt worse than it did. The metal plug from the chastity belt I wore sometimes was shaped in successively expanding round bulbs that reminded you after each one escaped or entered your ass that it was being invaded by something foreign. Aside from the shock to my dignity, once my father had his cock inside of my ass, it wasn’t as bad as I thought it was going to be.

I focused more on the creaking of the cot as he rode me back and forth and drove me harder and harder against my brother’s cock with my mouth. I had started to lose track of all time, whether this had lasted a few seconds or minutes was beyond my power to estimate.

My dad had the full length of my hair wrapped around his hand and was pulling it back like the reins of a horse. I thought yanking my hair would hurt but as rough as he was, I can’t say that I minded. It felt like the appropriate thing to do with my long hair in the way.

I looked over my shoulder and saw my mom peeping at the tent door flap. I smiled at her to reassure her that I wasn’t in pain and not to worry about me. She just retreated back from the flap once she realized I could see her watching. I don’t blame her if Dad had caught her peaking and not watching the merchandize there is no telling what he might have done - I would have done the exact same thing.

My dad slowed his fucking down to a complete stop. I thought perhaps he had discovered shit coming out of my ass but it was that he was about to blow his load. He jerked my hair hard and this time it really hurt and then he proceeded to deposit his hot cum up my ass. I could feel his cock pumping his semen into me but I couldn’t actually sense the amount of cum he was actually depositing.

He was completely out of breath as he gasped, “You are going to get one star for this session, but both of us are going to break in your ass. That is fair right?”

“Yes Sir” Was I going to argue right when he had just cum in my ass that technically I should get one star per person? I don’t think so. I just agreed. After all, he did agree to let me keep my ‘virginity’. In retrospect, it’s hard to really claim to be a virgin with a straight face after you’ve had anal sex with your own father, lol.

My dad got out his cell phone and took a picture of my raw ass. He later showed it to me, what a mess I had made back there. He made me lick his cock clean and let me use a napkin to wipe the sweaty mess from my butt cheeks.

Then they ordered me to squat over a saucer we had brought to sell and squirt out the cum. “Every time someone fucks you in the ass, unless told otherwise, assume this position and drip the cum back out before someone else uses your ass. Guys don’t like to put their dicks in other men’s cum.” He instructed.

I hated it but I farted twice while I held myself open over the saucer. My father said it was perfectly normal but it didn’t stop him and Chris from giggling. They were finally satisfied I had dripped out enough of it. He took the saucer to my mom for what I assume was her cleaning it. He said something about, “It’s not a mason jar, but look at what your pretty daughter made for you.” I hadn’t got a chance to see what my ‘slut squeezins’ looked like but I pictured something white with a little brown in it - Eewww, ick, right?

They liked to call basically anything that came out of us ‘slut squeezins’ and I knew exactly where mine were going to end up – down my mother’s throat!

I got back on all fours on the cot and waited for my brother to enter me. I held my ass cheeks apart and looked straight ahead.

“How was it Sis?” Chris asked me while my father was outside the tent.

“It was fine Sir, it’s your turn.” Was all I could think to say to him in response. Did he expect me to gush about how it blew my mind or how I was wondering how much my therapy bills are going to be ten years from now when I’ve finally had time to process what a little pig I was being?

“This is actually my first time.” Chris admitted to me that he was still a virgin.

“I thought you said you had that girl up in Canada one time?” I remembered once when Chris had bragged about a girlfriend that he had in Canada that seemed to be too perfect to be true. I smiled at him impishly now that I realized that had to be entirely bullshit. I was trying not to seem like I was calling him out for lying although I couldn’t be sure if he could tell I was giving him my ‘That’s okay’ look or not.

He got behind me and began to wrap my hair around his hand like spaghetti around a fork the way my father had. “Keep it up Sis, and I am going to enjoy this more than I should.”

I wasn’t sure what he meant by that and I didn’t want to probe too deeply. That is a funny expression considering that he started to probe me deeply in an entirely different way. I was already completely loosened up from my father’s cock and he slid right in like a hot knife through butter. He didn’t need to inch his way in even though he is a little bigger than my Dad. He was able to fuck me at a medium pace with minimal effort.

His fucking me was not as intense as my father’s session had been. He was just going for the ride and when my father re-entered the tent, he stood and watched for a minute and then slapped him on the back, “have fun, son.” And he walked out without a word to me.

Without a cock in my mouth it left me only the green canvas of the cot to stare at and the tent rear window. I kept looking up expecting an audience of excited weirdos to materialize but they never did. I kept thinking I should make “Oh!” noises but Chris was quiet and so was I – the only sound was the steady creaking of the cot and his occasional gasp for breath. Chris was a slacker’s slacker and exercise for him was like kryptonite to Superman.

He was sweating and the hair from his pubes and chest were clinging to my back now as he tried mightily to finish.

“Please cum in my asshole, Sir.” I said meekly trying to sound sexy.

“Acck, I can’t.” He stopped fucking me and pulled out in disappointment.

“Why not, Sir?” I asked sweetly and turned to look at him. I was never sure if I should look him right in the eyes or not. It felt like maybe it was confrontational but I could tell he was being sensitive and honest and it felt appropriate to make eye contact right then.

“Don’t give me those innocent baby blues. It just feels wrong to fuck you in the ass. You guys never pushed us this hard and I feel too guilty to get off on it.”

“You’ve cum in my mouth before, Sir?” I reminded him but that didn’t seem to cheer him up. “Look, I know Cathy Griffin made you stick things in your ass for her that day I left you with her.” I turned to him and put my hands on his shoulder to comfort him.

“When I agreed to the rules, it was agreed that the training for us had to be different because the kind of things we made you and Dad do wouldn’t have really bothered us. We exercised, ate healthy, and cleaned up already so to submit, it had to be in ways that addressed our shortcomings and pleased you guys. You are perverts, we get it.”

He was listening to me, but looking down at my tits while I spoke. I was surprised that he seemed to be so interested in them all of a sudden. He had spent a lot of time looking into the folds of my cunt and up my ass when he first got control of us to satisfy his curiosity and while he liked to pinch and twist nipples he hadn’t been expressly fascinated with them.

I looked down to see what he was seeing and then I noticed I was leaking milk out of my engorged nipples. “Sorry Sir” I cupped my boob and gave it a firm squeeze, it was definitely harder and firmer than I remember it being a week earlier.

“Keep talking” he said as he slid down to my chest and began suckling my left nipple. He was playing with the metal hoop of my piercing with his tongue as he sucked the droplets of milk that were starting to involuntarily seep from me.

“Well, think of it this way, every time you fuck me in the ass or rent me out to someone you are helping me earn my stars and making it so I am done with my education sooner. If you lined up 49 guys today, I’d be done! So I’d be thanking you.”

“Hahah, you wish. If you fuck 49 guys in a row you’d no longer be able to hold a shit in, it would just sl-i-i-d-e out.” He joked as he bit my nipple softly and moved his other hand up to massage my other tit. It was turning me on in a big way which was really clouding my judgment and making it difficult to process what I was doing. I giggled at his joke (more like a cute ‘Tee-hee’) and started to play with his dick to keep it hard.

He stared intently in my eyes and there was this intense connection of intimacy between us for a few moments before he laid me flat on my back on the cot. I cautioned him with a whisper “no” because I thought he was going to fuck me but he ignored me and moved down my belly to put his mouth over my cunt.

My mom had been the only other person to eat me out and usually she had only done the bare minimum to get us through the exercise. Chris was licking the alphabet, I could tell because I had done that to mom some times when I had to clean her. He started to playfully tap on my clit piercing and tug on the hood before reaching both hands up to knead my breasts and focus his tongue on invading my clit.

My first orgasm was almost immediate but short. Then it was followed by two smaller ones and finally I couldn’t stand it anymore I was writhing and squirming and I had my knees buckled around his head, holding him in place so he could continue to service my pussy - It felt amazing and I didn’t want him to stop. I can almost feel his wet tongue right now.

I whispered, “Fuck me Chris, fuck your little sister!” but instead he stopped and pulled up his pants and left the tent entirely.

I waited for a full minute before assuming he was done and asked through the tent material, “Should I get dressed Sir?”

My mom told me they were both talking and to just wait there. “Are you okay, Jamie?”

“Just peachy, mom.” I joked back to let her know that I was alright. I wish she had joked back because she just returned my joke with silence.

I really wished she would have said something. I was feeling all stretched out and slimy, my tits were sore and aching and I was swimming with mixed feelings of guilt, pleasure and a desire to remain true to my commitment. Her silence made me wonder if she was shocked, horrified or laughing quietly at my little quip and I just couldn’t see her face.

I remained on all fours on the cot in the nude and just waited for them to finish whatever they were doing. I’ve said it before and I’ll say it again - the waiting can be an intensely difficult part of this training. When there is action and someone is directing you, at least you know what is happening and what may happen next. Alone with my thoughts I have a thousand scenarios running through my mind and nothing but time to wonder about them.

I pictured the door flap opening and in walking one of Chris’s Friends or Cathy Griffin to chuckle at my situation. I pictured Chris and Dad bringing back those gross boys from earlier to fuck me in the ass and run a train on me. Wouldn’t that be horrible? The weird part is that I think my imaginary version of that was far worse than the reality and I just wanted him to come back in and tell me what to do next instead of leaving me naked on the cot.

When the flap did open it was Chris pulling my mom with just two fingers by her collar “Come on in Cow Tits and take a look at my lovely younger Sister.” He shoved her into the room.

I hated to see him shove my mom around. I feel like perhaps if I could be the lightning rod to absorb all the family’s dysfunctions, and all of my dad and brother’s outrage towards us for what we did, that she wouldn’t have to suffer so much. I know that probably sounds really noble and probably like I am being selfless, but I am not trying to sound like a martyr. I just think maybe I can probably absorb more pain than my mom and maybe it would be better to focus it on me.

If the guys don’t have an outlet for their frustrations, they will turn on each other or go back to the frustrating behavior they seemed to develop over the years of feeling powerless. Wouldn’t it make everything we have done in training pointless if my dad goes back to being an angry, internet flame warrior who has to spend hours in pointless arguments just to feel like he ‘won’ at something? Or my brother going back to feeling like the lonely, nerdy kid who always gets picked on?

They’ve come so far and started to gain so much confidence and self-assurance. Okay, I am also not kidding anyone that this seems like an adventure on some level and I want to see where it goes. I’ve already done so many things I thought I would never do or never thought about doing and now that I’ve done them it feels like the shield of innocence I’ve been taught to hold all my life has finally fallen down and I am still standing. Once you do it and get it over with, you start to wonder why was I so afraid of this? Why was I so reluctant? Things have gotten so blurry for me between all that has happened in my life, turning it upside down, and this damned clip on my clit and now I learn I’ve had hormone treatment for a week, maybe that explains why I am so confused at times?

I’ve been ‘naughty’ and after years of being ‘nice’ and some times that can be exciting. Exciting may not be the proper word, there is a feeling of adrenalin rush and a curiosity about how far things are going to go that I can’t quite put into words. I’ve felt like a rotten bitch, who let my family down and participated in the humiliation of my father and brother. I’ve beaten myself up over being so self-absorbed before any of that ever happened. At other times, I’ve felt almost euphoric and brave as if I am indestructible both mentally and physically and while I’ve had those feelings before this training began but never quite so intensely.

There are of course downsides like my brother being able to order me to get down on the dirty tent mat and squat naked in front of my mom so she can sniff my asshole.

“Smell that shitter - you like that?” Chris demanded of my mom. “You two fart machines are going to be giving up those asses to strangers today like good little whores, right?” He sounded angrier than usual. I was suspecting he had gotten spooked when he had a chance to poke me in the ass and he was lashing out at my mom for some reason.

“Yes Sir, if you and your father want us to give up our asses, we are your whores to order around.” My mom was the first to answer and I followed quickly after. It wasn’t quick enough to avoid a slap from my brother square on my exposed ass cheeks. I guess I deserved that for being so absorbed in what I’d write in my journal to answer him promptly.

He flipped us around face to face and handed us a marker with the instruction to write ‘Pussy broke, use rear entrance’ on each other’s bellies. We did it and I tried to gauge whether my mom was smiling impishly or looking horrified - I decided it was a little of both.

“Look what Dad found my little fluffer- nutters.” Chris had taken his pants off while we were drawing on each other and was holding what looked like a wooden antique. It had been hand painted in a Bavarian German beer garden style with little men and women in lederhosen and green caps dancing around holding beer.

“This is a tit roller.” He announced. I was skeptical and I could tell my mom was too. Who would have made something like this for fetish play and sold it at the flea market. It did look like it could be used to flatten pie crust dough because it had a wooden roller and crank handle but now was not the time to challenge Chris. He had a maniacal look in his eye.

“Let’s see how many slut squeezings I can get out of your titties, since you like to get milky all the time, Sis.” He opened the wooden hinge to expose two wooden rollers and then clamped it down on my tits. Not at the base, but about 2 inches before my nipples began and he started to turn it. I knew my face was turning beet red as I struggled to endure the pain. I had my eyes shut as I pictured him rolling my tits as flat as a pancake - I tried not to scream.

“Go on fluffer, lap up that milk.” I half opened my eyes once he had stopped struggling with the pie/tit roller to see if he was talking to me. It was obvious he meant my mom because I could see her bringing her wet mouth down over my nipples to stimulate and suck the tiny bit of milk that had seeped out.

I think I must have OCD or something because my first thought wasn’t, “Holy Shit, my brother just used a chest-press to squeeze my tits until milk squirted out.” It was, “Why is he calling her fluffer? Her nickname is Cow Tits”.

It is almost as if he was reading my mind because he clarified “You know, maybe those are good names for you, Mom you are the fluffer and Jamie you are the fucking nutter.” He laughed at his own joke. I was mentally weighing whether ass face was more of an insult than ‘nutter’ and if he meant it like I was crazy or I helped guys get off or both.

“Put your chin on my cock, Nutbuster” There he went again making up even more nicknames. I suddenly noticed I had put my hands behind my head with my fingers interlaced without being told during the tit crushing ordeal I had just endured - I guess my subconscious did that. I didn’t take my hands away, I just complied with my brothers order and rested my chin on his fat chubby half-erection and looked up at him.

He was quiet for a moment, lulling me with his quiet strength that I felt secure on my knees before him. He must have intended to get me at ease because after considering my face and staring intently into my eyes his face turned cruel again.

“What is it going to take to make you cry, you fucking bitch? I want to see into your mind as the tears roll down your cheeks and onto your tits. You think you are impressing me by shrugging off the tit-press, and being a good little whore, but I know somewhere in there is the scared little sister who is too good for this, and who wants to weep and hide.”

“I am sorry sir” and before I could say anymore he gave the chest-press another crank and caused me to wince and reconsider what I might have said just then. My mom was still sucking my tits alternating between them while squatting in front of me and she gave my left one a small playful bite in solidarity with me.

“You fucking stone faced whore, you are always smiling!” He sounded so serious, but then his voice cracked and he started to laugh. He dropped his intensely sadistic façade and I don’t know why but I started to laugh too and so did my mom.

“Okay, okay… I am trying to be hard on you and give you an affirmation to get you two in your proper respectful position but you are making it hard by looking up at me with that dumb, goofy smile.”

I didn’t even realize I was smiling - I probably flash my big goofy grin all the time. “I am sorry Sir. It’s just the cheerleader in me I guess.”

“Well today it’s going to be the cock in you!” His tone was now joking as he dropped the charade of the strict task master and joined in the gallows humor.

He kept the chest press tightly pressed on me and arranged us both on all fours with our heads down to the gravel and holding our asses apart. I could hear him taking a photo with his cell phone, at least I assumed it was him as I couldn’t see behind me.

Chris held up a tube of Bengay. “Since you two aren’t going to give up your precious little piss holes today, you will apply this to each other between fucks. He slathered some of the ointment on his fingers and without warning applied it all around my pussy lips. “You should offer whoever just fucked you an opportunity to apply it and tell him your pussy is sore. If not, I want you two to apply it right in front of them if possible.”

He had used this on me before all around my asshole and I knew just how uncomfortable it could be. It caused me to shake and shimmy as the crème started to heat up around my skin. I know there is aloe vera in there to soothe but there is also some kind of menthol that really starts to sting if you put it on sensitive places. My cunt was extra sensitive because I was already hopping back and forth on my knees trying to hold my position.

He told me not to move and slapped my ass but I couldn’t help hopping and jiggling. He spoke directly into my asshole “Hello” and he tapped on it “is this thing on? Earth to Jamie…stop thinking perverted thoughts about your stinky little pussy feeling so good and stay still.” as if it was a microphone to my brain. It made me smile but did nothing to slow my spasms.

He gave my mom the same treatment and from the look on her face it was that same impish smile mixed with a look of abject horror she had earlier. She was grinding and digging her nails into the gravel underneath our faces just like I was as we both suffered through his introduction to our new ointment. He pointed out it was only fair since I wasn’t going to give up my pussy, that I also suffer in some way as ‘tits for tats’ (did I mention he is big on puns with a double meaning? Lol).

When the irritating pain of the crème had subsided he had us stand up and do jumping jacks (me with the boob roller firmly clipped around my tits) - With the extra weight of the wooden rack bouncing up and down and jabbing me in the ribs it was not very pleasant but both my mother and I did each one crisply inside the tent.

He pulled up his pants and stepped out to check on the stand and probably have a laugh with my father about what we just went through. We didn’t dare stop executing each jumping jack perfectly and in synchronicity with one another because the moment we did he probably would have walked back into the tent.

I’m in good shape but there is a point where my bare feet started to really feel like they were going to buckle on the jagged white gravel under them. Thankfully after about fifteen minutes we were told we could stop.

“Do you two walking cum stains need to piss or shit before we have you walk the length of the flea market to earn your keep?”

“No sir, but aren’t one of you going to come with us, to supervise?” My mom asked innocently. I knew it wasn’t that she wanted supervision as much as she didn’t want to be the one to have to go up and offer our services.

“Chris and me are going to eat lunch. You are to be gone for one hour – no more, no less. You can take your purse and bring your cell phone. You’ll be working together and I expect you to tell on each other for rule violations. This is where you two can prove you can handle yourselves with only indirect monitoring. You’ll send back cell phone pictures, and whoever has the most amusing one wins an H. If one of you out performs the other money-wise, you earn an extra star.” He explained which set off my internal desire to compete.

“Earn as much you can, but remember it’s twenty for a BJ and fifty to fuck you in the ass, don’t charge more or less.” Chris instructed as we both slipped on our clothes and I was finally able to unhook the tit press that was driving me bananas.

“Don’t you want us to earn extra Sir?” Mom asked my brother coyly.

“No, you two dumb cunts are manipulators. You might charge too much when it’s not worth it, or give deals to people you really want to fuck.” He looked right at me as he made that statement as if to drive it home further.

My dad looked like he was going to countermand what Chris just said and tell us to get whatever we could, but he stopped himself and shook his head yes - adding “We may be sending out ringers to test you, so don’t get crafty. If they offer you more, you just thank them and say you aren’t worth more and give them back their change.”

The two of them were watching our reaction as if maybe I was going to scream and beg not to walk the track.

The look on my father’s face as I sauntered out of the tent holding my mom’s hand and wiggling my ass “Wish us luck, Sir” was priceless. He seemed stunned and I’ve got to admit I really liked how the ones who looked most shocked where the guys and not the girls.

We picked a direction in the busy flea market and started looking for our first ‘trick’. I couldn’t contain my enthusiasm now that we were on our own and I probably had that dumb goofy smile on my face whether I wanted it or not baring my pearly whites like a slutty whore out to turn a buck or a kid in a candy shop which is exactly what I am.