You Bet Your Ass
Copyright© 2021 by Eddie Davidson
Chapter 28
BDSM Sex Story: Chapter 28 - EPIC level story about a house-wife and her daughter who are notorious for making kinky but harmless dare bets around the house. The primary author is Mike McGifford and I have only helped shape it in collaboration. This is the BEST story I've ever been a part of writing.
Caution: This BDSM Sex Story contains strong sexual content, including Ma/Fa Consensual Slut Wife Incest Mother Daughter DomSub MaleDom Humiliation Light Bond Spanking Anal Sex Analingus Enema Exhibitionism Masturbation Sex Toys Illustrated
Fartbox got her pussy fingered like Darryl had every right to touch her so intimately. I guess he did, really. When he slapped her butt, she moaned, making him laugh again. He judged her immediately. “Pain slut. She’s too young to make my dick hard looking at her, but this should be fun after all,” he muttered more to himself than anyone else.
I wasn’t used to his attitude at all. I was used to having guys fawning over me. Even Danny, who could be strict and didn’t hesitate to discipline either Fartbox or me, was at least polite and did the things he did to help us. Darryl considered us inferior to him not because he was told we were, but because we are ‘mere’ females. I didn’t know such men still existed in the world. He felt no need to impress any of us but rather, felt we should be impressed by him. I suppose I was kind of impressed by his confidence.
While Darryl was being introduced to us, Chris and Danny were moving a table out of the garage, and they set it in the middle of the backyard. Once introductions were complete, Kendrick clapped his hands to get our attention and told us to climb up on the table. He had me remove my blouse first. Fartbox, the only one other than Suzanne left with a shirt on, took hers off as well, not needing to be told.
Tiffany decided to sit out that round. She knew what was coming and had no interest in taking the risk that Darryl would live up to his threat. I guess I can say now that Darryl does know how to play by the rules. He was told he had a lot of leeway, but he did respect the limitations he was given. The next round proved that.
So the other six of us climbed onto the table next to each other on hands and knees, three of us facing east, the other three facing west. With Suzanne playing this round too, I was worried the table would collapse, but it really was plenty sturdy enough. The more difficult part was having enough room for the six of us to be kneeling there. Fartbox was right near one side edge and Dianne at the other. We would never have fitted if we’d been shoulder to shoulder.
The next part was a little disconcerting. We were blindfolded. I was glad I wasn’t one of the girls at either end of the table. I would have felt like I was going to fall off, and it was only the security of being able to feel a neighbor’s shoulder on either side of me touch mine that reassured me.
Once we were all blindfolded, Kendrick told us to all bend our elbows and drop our shoulders. I had to keep lowering my shoulders and head, until my chin touched the table edge. I could imagine what we all looked like. I heard a camera click and knew that one of the onlookers must have thought it looked pretty good too. Only then did Kendrick explain, more for my benefit than anyone else’s, what the game was to be.
Jane and maybe Elizabeth too, I wasn’t sure, had a distinct advantage because at least one of them had experience with Darryl’s cock. The game was to correctly identify the most cocks inserted into our mouths and pussies. I could appreciate better now why Tiffany had refused to play. There was nothing stopping a guy from pressing his cock into an ass hole except that Tiffany would have jumped and likely fallen off the table.
I felt something on my butt cheek. I later learned it had been Kendrick adding a number from one to six, to each of our butts. Dianne got a big 1 written on her right butt cheek, Fartbox got a 6. I was 5. The game started by Julie calling out each number. After she called out five, I felt someone pressing themselves into my pussy from behind. I was being fucked by some nearly anonymous cock.
I heard Dianne call out, “Steve!” followed by Dianne yelling, “Christian! Daaaaamn!”
After I heard Jane say, “Daryl?” I blurted, “Master Kendrick!” I would know the feeling of that cock anywhere.
Ken whispered, “no titles, slut,” so only I heard him.
“Sorry, Sir,” I responded automatically.
Almost as soon as Julie had called the number six, she then said four, followed by two then five. The cock was withdrawn from my pussy, and a moment later, another was shoved in my mouth. It tasted of pussy. I was being fed cock soiled by another woman’s sex cream. I figured I knew whose cock it was, though. I mumbled, “Danny,” around it. Julie kept calling out numbers as if she was reading them off a list. I later found out Kristina was putting checkmarks or crosses each time one of us made a guess.
I was certain I’d be very good at the game, but I lost focus a few times when I had a cock in my mouth and suddenly a second was introduced to my pussy. I’d like to say I just forgot to call out my guess, but the truth is I was just enjoying the attention, especially in my pussy. A couple of times the cock in one of my holes was withdrawn without me even uttering my guess.
There must have been some sort of timer going or something. Sometimes the cock would only pump into me twice, and sometimes it felt like my mouth or pussy was being hammered incessantly. It was actually harder than it sounds to be able to identify a cock in my mouth than in my pussy because sometimes the one in my mouth was only inserted barely past the glans. I was sure I called out Kendrick’s name about three times while I had him in my mouth.
None of the guys came while playing the game and no one touched my body at all with anything other than their cock. I came through. Twice. By the end of the game, I was just calling out whatever name came to mind. I don’t actually remember calling out Daryl’s name at all. I had no idea what his cock looked like until a few minutes later.
Once Julie called an end to the game, amid complaints from many of the males present, we were allowed to take our blindfolds off. My eyes went immediately to the whiteboard. My number had almost as many crosses as checkmarks, but at least it looked similar to the other’s numbers, except for four. Jane’s number. She had absolutely no crosses. She’d won another game.
I’d only done better than Dianne, and it had been her first time guessing most of the cock’s she’d felt. THAT was embarrassing! Even Suzanne had correctly guessed one more than me.
The guys were all standing around in various states of arousal. Daryl’s cock was hard and it barely cleared his beer belly. He was only a little bigger than Danny, but not as girthy. I realized I might have mistaken his cock for my oldest son’s. Now that I thought about it, I’d felt his soft paunch against my buttocks. I should have known better than to accuse him of being Danny, who has a six-pack.
“For those of you who didn’t know already, the next game comes to us courtesy of Kristina,” Kendrick announced proudly. That worried me. Kristina didn’t have much interest in sex games or seeing how many or how well her mom and sister could make use of hard cock. I’d say she tolerated it more than anything if I had to pigeonhole her physical response seeing sex happen around her.
My mind immediately went to thoughts of us girls being challenged to make lunch or something equally mundane but of course with a humiliating twist. The only specific sexual interest I’d caught her taking note of, was when I’d been made to do anything sexually naughty with Fartbox.
Kristina had generally only made herself useful supervising degrading things I’d been made to do with her sister, like licking pussy and I was sure no guy cared much for seeing that. The rest of her commands to me had revolved around us doing chores in an embarrassing manner, so that’s what I expected.
What was maybe a little surprising was that all three of Jane’s friends quickly volunteered to participate in the challenge - even Suzanne, who clearly did not like to be embarrassed. THEY clearly knew what the challenge would be.
I was wrong about everything, and I was surprised when I caught sight of Kristina and Julie coming out the kitchen door. This wasn’t to be a lunch-making challenge or a cleaning challenge. Kristina and Julie had even changed clothes for the event. Kristina was wearing a slinky cocktail dress from the back of my closet!
To my eyes, my youngest daughter looked like a child playing dress up. The dress didn’t fit her well, and she had practically no boobs to fill the top half of the dress, but her athletic legs were surely more the focus of it than what she was missing up top anyway.
The skirt of it was one of those ones which, on me, would come to the knee. On her, the skirt fell past her knee, but the split bared a lot of thigh if the dress-wearer moved just so. I had been aware the one time I wore it, to be careful as the split actually went all the way to my hip. With her smaller waistline, I was sure she wouldn’t have that same problem.
The tennis shoes on her feet were completely out of place as well. I admit the outfit did make her look much more mature, so it was a bit of a dichotomy. Maybe it was just that I’d never seen her wear something so feminine and classy like that, which provided the first impression of her playing dress-up?
Julie’s dress, on the other hand, just made her look intimidating. If I’d had to guess her age, I would never have guessed fifteen. Maybe a young twenty? It accentuated the fact that she had hips and a butt, something her regular clothes didn’t do. What I mean by intimidating was that I could imagine her carrying around a whip or a riding crop. She looked like a young dominatrix.
I later found out Kendrick had purchased the outfit for Kristina but she’d loaned it to Julie. I also found out why, but I am getting ahead of myself. Suffice to say that Kristina and Julie planned to participate in the game too, which really blew me away.
“So this game will highlight the fact that girls know how to have fun too. I trust there’s no homophobes in the audience?” Kendrick laughed. It was actually really funny coming from him, considering his stance when he’d thought Christian was gay.
“Just hurry up and choose the recipients!” Tiffany shouted with a smile.
“As you have probably noticed, Kristina and her friend Julie have both volunteered to be in this game. I could not be prouder if ... well I could not be prouder of the way they’ve both embraced this lifestyle choice,” Kendrick announced to everyone. I saw Kristina blush at her father’s praise, although I still had no idea what the game would consist of.
“To answer your question, Tiffany, you can all be recipients. With Kristina and Julie in the mix, that means that there’ll be enough of you to go one on one with the fifth being for the winner to provide relief to. I’ve made an executive decision that since Kristina suggested it, she will take that honor.”
I was more confused than ever, now. What would I be the recipient of? How could I play a game if I didn’t know what the rules were or what I had to do? Surely it wouldn’t be the same as anything Kristina was willing to do? She was all about embarrassing me.
I quickly learned that Kendrick hadn’t been talking to me. Or Fartbox, Jane or Elizabeth when he said ‘all’. He’d been addressing Julie, Dianne, Suzanne and Tiffany. And Kristina, of course. Our job was to submit, and mine was to submit to Julie because she ‘claimed’ me before any other recipient could.
Kendrick produced four collars and four leashes. I could tell that Jane and Elizabeth, but particularly Jane, my initial rival, was not as excited about this game as her friends. Jane liked to be in control, and this game put her in the opposite position. It was, however, to be a really good example of her being challenged because this game was about her ability to follow instructions rather than simply playing by previously agreed-to rules.
Each of the designated recipients was given an envelope. Inside were the challenges they’d relay to us as contestants and Jane had no idea what she’d be required to do - only that she’d have to start from a position on her hands and knees, wearing a collar like a dog. A position I had become well acquainted with over the last week or more.
Something told me I was finally in a position to turn this whole competition around. I had unknowingly been training for this moment since I’d ‘asked’ to become one of the family pets. The only competitor with more experience than me at acting like a puppy was Fartbox and she’d immersed herself in that role in order to win a bet against me!
Any advantage she’d previously had over me had been nullified over the last week as I’d been forced to learn all the games she’d played in our yard while pretending to be a puppy. I could sit, beg, roll over, fetch, run, play dead and even lead just as well as her.
Jane and Elizabeth had won the bet that had resulted in us doing that in their yard, so they STILL had very little experience with it. For the first time, I was sincerely grateful to Kristina for the way she’d treated me over the preceding week.
“Pick your puppy,” Kendrick had said, and moments later, Julie had been at my side. She’d chosen ME. Over Fartbox. I knew it had to mean something because surely a recipient wouldn’t set out to choose someone they thought would make them look bad, right?
Tiffany chose Jane, Dianne chose Fartbox and Suzanne chose Elizabeth. Kendrick gave Julie a leash and collar for me and as Julie put it on me, quietly whispered, “Oh I’ve been waiting for this moment since I first saw you, Drip!”
That whispered admission caught me by surprise. Julie had already seen much of my degradation and humiliation. She’d been the cause of much of it. Of course, I still had no idea of any details related to what this event would entail, but as far as I was concerned, I’d just received the best end of the stick, getting Julie. She knew what I could do better than Dianne, Suzanne or Tiffany. She’d likely helped Kristina put together whatever was written in the envelopes.
Looking back, I realize I should have thought more about the future at that moment. I was overjoyed that Julie had chosen me to crawl at her side. My daughter’s friend who’d likely still be her friend after this month of servitude had ended.
I should have been worried how she’d look at me once I was no longer my family’s pet. How I’d look her in the eye, and we’d both know she’d seen me at my lowest. I should have at that moment connected the dots about how this day had begun too. I’d been thrust back into an unwelcome reality in a way, by being dressed and treated as Carrie even though I no longer felt like Carrie.
None of those thoughts crossed my mind at that time. If anything, I felt relief.
It’s true. The minute Julie called me Drip, then a few moments later, reached for my bra strap - the only item of clothing other than my destroyed stockings I had left on - I felt utter joy. Joy that I was losing one of the last vestiges of the old Carrie binding me to a life I no longer wanted. I felt relieved that I could stop trying to pretend that I was Carrie doing these things and relief that I was once again Drip. I wanted to hug Julie. To kiss her on the cheek and thank her from the bottom of my heart.
All this while being stripped of one of the last traces of modesty I had. There were guys present that had never seen my little B to C cup boobs. There were guys present that had seen my bottom and cunt for the first time, today. Yet losing my bra felt like a perfect way to free me. Being collared and leashed didn’t bother me at all in comparison to feeling like a fraud. For a few minutes, maybe a few more hours, I could be completely rid of Carrie.
“May I speak, Mistress Julie?” I asked just as quietly as she’d whispered to me.
“If you’re quick. Once the competition begins, you will lose points if anyone hears you,” she replied.
“What am I?” I asked, hoping she’d understand.
“For now, you’re my bitch, Drip. No one else matters. As far as I’m concerned, if you win this one competition, you’ve won it all. Even if Jane gets the highest overall score, you will be the winner to me and Krissy. But make sure you drink as much of the water in the bowl as possible when we get there. It’s really important,” she said, then reached down and stroked the side of my left boob.
It was the first time she’d ever touched me so intimately. I shivered, but not in disgust. In pleasure. She didn’t even go near my nipple, which was rock hard. She then stood up, clicked her tongue like she was leading a horse, and tugged on my leash. I crawled next to her to get in line next to the other females.
It was weird. There were dressed, partially dressed or completely naked women standing next to their completely naked ‘pets’ in a row across the backyard.
“Ladies, open your envelopes,” Kendrick said, sounding to me like the announcer who tells NASCAR racers to start their engines. MY engine was already revving near the red line. I was confident Fartbox’s was too. I had no idea about Jane or Elizabeth.
“As you’ll note from your instructions, the first part of this competition will be dressage. Thanks to Jane, we have enough accessories to outfit you all and your bitches will be judged on presentation after a timed five minutes of preparation. The timer starts the moment the first contestant reaches the outfitting area, but the bitches will be scored on their ability to provoke a sexual response to the spectators. So let me be clear. Speed to the outfitting area is not the only criteria. Entertain us, too. Ready? Set? Go!” he said, clapping his hands.
Elizabeth immediately got to her feet, as did Jane. It was like they had decided for their recipients how they were going to move from the start line to the outfitting area, maybe fifty feet away. Jane grabbed her asscheeks and walked with her butthole on display as she held her cheeks apart. Elizabeth bounced her tits, taking little springy steps to enhance the effect.
Fartbox and I crawled. Fartbox took long ‘strides’ that resulted in her knees meeting her boobs with each pace. It looked sexy to me, but I was following Julie’s whispered command.
“Heel,” she said first, with a click of her tongue to get me moving then, “Shake it, slut,” was all she said to me.
My interpretation of the command was to swing my hips like the proverbial gate, hopefully drawing as much attention to my bottom as Jane was trying to elicit with hers. I shook my boobs too, although the effect was probably not nearly as spectacular as Elizabeth’s large boobs likely looked. I did know that Danny loved to watch my boobs as I crawled around inside the house though. He prefers to see dangling, swaying boobs, even small ones like mine.
It probably took four or five seconds more for me to reach the outfitting area than Jane and Elizabeth did on two feet, but Fartbox was there last. She’d really wrung the most she could out of her trip across the wet lawn. Fartbox and I had the advantage once we got to the outfitting area, but really, it was Julie who shone the brightest. She knew exactly how she wanted me outfitted.
Suzanne and Tiffany were still appraising the items on the table when Julie reached for the items she wanted. She got the big butt plug that had a faux ‘tail’ glued to it, four small belts, a stretchy band thing and some nipple clamps. I say that like there were no arguments at the table, but that would be a lie.
Suzanne tried to snatch the foxtail from under Tiffany’s nose, leaving her with a selection of a tiny plug with feathers glued to it and a medium plug with what looked like part of a woman’s long-haired brunette wig glued to it. They also both argued with Dianne about the bunny ears she captured.
I quickly found out what the stretchy cord with a two-pronged hook at one end was for. It went in my nose! With the prongs inserted in my nose, the stretchy band went up over my forehead and was tied to my collar, making my nose look more like a snout. It was not comfortable and made me look ridiculous.
The butt plug ‘tail’ was the massive plug I’d spent a long time working up to. Someone had found a flexible miniblind-dusting wand and had cut the handle off it before gluing the remaining piece to the flange of the butt plug. It looked more like what I imagined a pig’s tail would look like.
Overall, I imagined myself looking like more of an oversized pugg than anything else. The pictures Kristina took and later had framed for the wall in our living room bore out that impression. But once again, I’m getting ahead of myself.
The mini belts she used to bind my calves to my thighs on each side and my upper arms to my wrists. I’d have to crawl on my knees and elbows for the rest of the event. I was certainly glad we were outside and the grass was mushy from the rain. Even tight-packed ground would have been difficult to endure without pads. Oh, and Julie had finally torn the remnants of my stockings off me, so I was otherwise completely naked now.
I was not looking forward to the nipple clamps, but I bit my lip and endured them being clamped to my nipples. Julie gave them an extra twist to be sure they wouldn’t fall off during vigorous exercise. Fartbox would probably have loved them. To me, they were the devil’s creation, although I was glad she had grabbed the ones with tiny bells and not one ones with the alligator clamps.
Julie looked me over and used the last thirty seconds to go back to the table and grab one of the gags that had been provided. Dianne had taken the ball gag for Fart Box while Tiffany had gleefully taken the penis gag for Jane. The spider gag was still on the table along with a bit-gag that reminded me of a dog bone from a cartoon. Julie grabbed the bit-gag and quickly strapped it on me, still with a few seconds before the timer went off.
The judges, that is Danny, Steve, Ron, James, Darryl, Kendrick and Chris, judged the dressage. They walked around each of us, checking on how the ... well basically it was bondage stuff ... looked on us. Even though we’d been ‘outfitted’ by the recipients, WE were being judged on the result of what we looked like trussed up as live ornaments.
A lot of discussion went on to determine the scores we received. I heard Kendrick arguing that it was all about the spirit of the game, not how available our holes were for use. The only hole I had available was my pussy, and even then, it’d be a tight fit for anyone other than Ron or maybe Danny, if we were to be fucked. I certainly couldn’t suck a dick with a bit-gag in my mouth, and in fact, Elizabeth was the only one without something blocking use of hers while Fartbox was the only one with nothing in her butt.
Eventually, some kind of census was agreed to, although by then, I’d already been sent on the first leg of the game proper. I was led around some sort of obstacle course that I really couldn’t see from my vantage point so close to the ground. My only task was to stay with Julie and move left when she smacked my left buttock with a riding crop and move right when she slapped my right cheek.
There are two things to note with competition ‘walkies’ as my family had begun to call this activity. The first is that you should try it some time. Getting whacked on the butt cheek to go IN a direction is harder than it sounds. It hurts! My natural reaction was to go in the opposite direction from the butt cheek being hit, just to get away from the pain.
That method of steering taught me that having someone cause pain is, while being walked, a good thing. Going the wrong direction just causes more and more pain until you accept it and just do what you’re supposed to do.
When I’d practiced during the week with Kristina, she’d just lightly tap my cheek when I was doing it right. Danny would hit hard and all over either cheek, but he’d cause bruises and welts by hitting me harder and harder when I messed up until I did it right. Fartbox just mostly got her leash tugged to the desired side. For this game, all the recipients would be equipped with a riding crop, so I felt I’d been given an advantage of sorts.
Although that’s all digression. I do want to add that this time with Julie, she’d hit firmly and always in exactly the same spot on each cheek. I’d quickly learned from practice to immediately take a shorter stride on the side feeling the crop, and now that I was elbow-walking, adjustments in direction were more subtle.
The second thing I’d learned during what I’d by this time realized had been ‘practice’ during the week leading up to this competition, was a preferred WAY of crawling. My natural inclination had been to move my left arm with my left leg - as Kendrick had commented at the time, made me look like a steam locomotive in motion.
He’d wanted to see me move my left arm with my right leg and left leg with my right arm. It was like learning dance steps for the first time and is more difficult than you’d think, although it definitely gave me substantially more wiggle.
Get down on the floor and try it. It’s a learned skill that took a lot of practice before it began to feel natural. Fartbox had been allowed to keep crawling locomotive-like since the first ‘official’ backyard training after we became family pets. I had been made to crawl ‘properly’ and I’d become quite proficient at it. No one probably really noticed except that the way Kendrick had taught me, looked somehow more sexy to onlookers.
I still messed up. I was excited, nervous, embarrassed and excited. Did I already mention I was excited? Well, I was definitely excited, which in turn made me even more embarrassed because everyone could see my slut-honey frothing out between my flaps as I moved.
At the end of the short course, Julie had me sit back on my haunches and beg. Remember, I had a bit-gag strapped in place so it was not a verbal begging she expected from me. I was expected to put my elbows as close together as possible so that my upper arms squished my little boobs like pancakes.
Even the way Julie had strapped my forearms to my upper arms became apparent here. I was tightly bound so that I couldn’t rotate my wrists. Julie had remembered that and ensured when she’d strapped me up that my palms had been facing forward even though they could just as easily have been facing me.
Once the straps had been cinched tight, it wasn’t possible to change their orientation, and it would have ruined the effect. As a result, I felt particularly puppy-like sitting on my haunches.
I actually got cheers, hoots and catcalls when I was done, although they were probably more for Julie’s expert management than my ability to crawl left or right. I mean really, she’d put in most of the work, after all. I’d just mostly done as instructed. Still, it felt nice imagining at least some of the spectator approval was for me. I know that’s my vanity talking, but still.
I think it was the positive audience reaction that gave me the strength to follow Julie’s last official command once she released the bit-gag and wrapped it up into her small fist, freeing my mouth. She altered her stance. She moved her feet apart, knees locked, towering over me, looking down at me as if with a wordless challenge.
“Lick,” she stated briskly.
She didn’t say where. She could have meant the air in front of me. But I knew. She wanted me to lick her knee-high boots. Those boots had splashes of mud on them from the recent rain. It was demeaning, embarrassing and pandered so specifically to my secret fantasy that was feeling less and less really secret these days.
I moved my elbows apart again, got back onto all fours, leaned forward until my boobs were mashed into the wet grass, and I licked the mud spots off her boots, one boot at a time.
Then I felt her tug gently upwards with the leash so I licked higher, alternating on each booted leg, up to and past her knee. I expected her to stop tugging upward once I reached the top of her boots. She didn’t. I felt the goosebumps on her bare thighs against my tongue. I tasted her skin. Still she pulled my leash higher. Eventually the pressure on my collar pulling me upwards stopped but I knew.
I knew what she wanted, and despite her being a fifteen year old girl and despite there being an audience of rowdy males present, I kept licking upwards, kind of wiggling my head up under her skirt. I felt her adjust her stance wider once again.
I was doing what she’d intended, without a word of specific intent on her part. This was my decision. I was choosing to lick a female’s most private parts without the task being forced on me.
You probably don’t care to know whether she was hairy or bald up under her skirt, nor whether or not she was excited so I’ll simply say yes and yes and leave it at that. And she was on a hair-trigger too. I heard a groan when she flooded my mouth and I finally realized it was me making much of the noise. Julie herself was very quiet. She just coated my face, and I felt her pull away again after a few more moments.
That’s why Kendrick had called Julie, Suzanne, Dianne and Tiffany ‘recipients’. They would each be the recipient of a puppy tongue on their privates to end the round.
I won that game fair and square. There wasn’t even a very close second. Fartbox and Elizabeth came in second and third respectively with just a single point apart, but ten points behind me. Jane came in last. Despite my little boobs and losing one of the nipple clamps when I’d dragged my boobs across the lawn, Julie’s outstanding leadership had garnered my first clear win.
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