(Fiction) Poker nights at theirs were always nice, even though it took a while to get used to the 'living decoration' of his boy struggling in the room while we played.
Tonight was a good night for me, won quite a bit, the others left not long ago, i was telling him I'd be getting ready myself too when he asked for one more game, i had woon most of his money, i could give him a chance to win it back. I still had time, so i told him that given my luck of today, chances were not looking good for him, he still insisted.
As predicted, he lost three hands in a row, betting big each time, sitting without any funds opposite of me at the table then. But he wanted to go on, one more, he asked, but having no money to bet i asked what he'd think on that, he did not know, but kept begging for one more game.
In the background his boy still struggled in the bouncer, i looked at that and grinned, looking at him then i told him about an option: I'd put in the amount of money he lost this evening, he'd bet time in the bouncer. If he won, we'd be done for tonight, if he lost, he'd have to spend every poker night, which we held every other weekend, the whole day in that bouncer the way he kept his boy usually. Since i was putting up 1500 bucks, 15 of those weekends it would have to be. He agreed without thinking.
Cards dealt, i had a great hand, a straight flush, eight to queen, no concern about that, i did the 'official' bet of the 1500 bucks, he thought a little, then said: 'I of course match that, but i want to raise, what would it take to get you perform an 'all in' with everything you won tonight?'
That was a surprise, i thought a little, cards exchanged, cards on the table, cards in my had, chances of loosing were extremely little, so i returned the question what he'd be willing to offer, knowing that chances will be high that he lost that again. But i also added a suggestion to it, maybe if we'd change the 15 planned 'days we play' into whole weekends, from arriving after work on Fridays to leaving for work Monday morning without interruption.
He turned and looked at his boy bouncing there like nothing was happening at all, then thought a little and returned: 'I really am certain this time i get lucky, so i go all the way. I place the prior agreed 15 poker-night days in the bouncer, but i raise to permanent poker night weekends in the bouncer in the way you suggested against all your money winnings AND 100 poker night weekends in the bouncer for YOU, starting with the remaining time of this weekend for the looser.' He also added that we would sign a mutual promissory note in the amount of 500,000, payable immediately upon refusal to comply with the agreed weekend penalties, so the looser could not refuse for sure, no matter what.
I asked if he was serious, i looked at my hand again, no way I'd be loosing, so i mentioned whether he is sure, permanent, he'd never participate on our games but every time, so every other weekend, be over there like his boy was, asked again if he was truly sure about that. But he did not even listen, typed the promissory note already on his mobile and after pushing the print , i heard the printer already. He presented the doc for our singing. I again asked if he was certain, it was clear to me that he'd loose that one, but he countered with a 'chickening out, now that your stake raised too?' Well, that did it for me, i accepted the bet and stakes and signed right then.
I laid out the straight flush i had with a major grin on my face, but when he placed his hand on the table, fuck… double fuck…. mega fuck…. he also had a straight flush, but 9 to king. He yelped out, somehow only then realizing he actually won, at the same time i sat there, could not believe with that hand i lost this one…
But after grabbing the money on the table and the document we signed, he grinned at me, then pointed at his boy in the bouncer, telling me: 'The weekend still goes on for a while, time to get you ready.'
I still could not believe, but there was also no doubt about 'paying up' the losses, in all the years we played that was at no time ever a doubt.
We went into their bedroom, he had me strip and said: 'Exactly as my boy is the deal, that means double of the thickest night diapers we have, with double inlays to boost capacity, onesie and sicks only on top of that, the pacifier head harness locked on, mittens locked on behind the back, in the bouncer. but it also includes what you do not see, the flat chastity cage and the dildo up his butt.
I did not know indeed, but did not say much about it either, 'as his boy' was the agreement, not 'almost as his boy'. I was definitely not looking forward to any of it, so was not at all horny, it did not take any troubles for him to lock another flat chastity cage on me, making me think about the troubles to come when i DO get hard again, which i did regularly during evenings and nights. The bigger issue was the dildo then, i wasn't a virgin, but the amount of times and sizes of tools back there were limited in the past, so it took quite some work to accommodate the one he had, about 1.75 inch diameter and 7 inch long, with a base simulating a ball sack also.
Doing it all the time, the diapering up was no trouble for him at all, getting those two diapers and inlays in place neat and snug, by that also forcibly preventing that dildo from fully sliding out. But when i got up to get that onesie on, i noticed, sitting would push that thing deeper into my butt again, moving around meant slightly moving that thing in and out also, I'd be fucking myself slightly then, feeling totally weird to me right then.
But after onesie and socks were on, we went over to the living room, his boy still innocently bouncing around, unaware of anything. He unlocked the mittens of his boy and released him from the bouncer, then also unlocked and removed the head harness with the pacifier in place, while he then cleaned that dummy a little, he sent his boy 'to bed'. That harness went on my head, with it the huge dummy into my mouth, he even added the brim cap his boy wore earlier then before it was time to get into that bouncer.
I followed his guidance on that and minutes later was actually hanging in that thing, feet off the ground, my hands now also locked in those mittens on my back, and of course, with my weight on it, that dildo fully pushed up my butt now. He then took a little clip showing me off, all that was on, my helpless bouncing diapered, patting the thick padding in front of that flat cock cage also, not that i felt much of that anyway, then he said:
'It is Saturday morning 2 am now, so you have the time until Monday morning 6am, enough time to get ready to go to work then, I'll fetch the clothes you need to go to work from your place during the weekend.
I'll send this clip to our poker buddies, telling them that you won't be able to attend the next 100 game nights, because this is how you spend each of those weekends without exception.
So let it sink in during the remaining weekend now, I'll be snuggling up to my boy for the night.'
F*ck….. but then an even bigger f*ck... realizing- 100 times, every other weekend, that is 200 weeks, that makes 3 years and ten months... another 'megaf*ck' entered my mind...
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