Anything Goes Bet

Dan gets challenged to a bet, where the winner does whatever they want to the loser...

  • Score 6.5 (5 votes)
  • 395 Readers
  • 3040 Words
  • 13 Min Read

My friend, Reece and I were chilling on his couch in his apartment, playing rounds and rounds of Smash Ultimate as we wasted our night away, not that there was anything else we would rather be doing.

While I definitely fit the gamer profile, being short at around 5’8 and very introverted, Reece was not the kind of person you would expect to be a nerdy homebody, he was about 6’3 inches tall, strong as he worked out quite a lot and groomed himself incredibly well, having gorgeous facial hair and very short trimmed hair, he would probably look even more handsome bald. He’s the kind of guy you would expect to be out at the clubs, getting laid every weekend but instead, he preferred relaxing on the couch, playing video games with me or any of our other friends.

We had met at a local Smash tournament where I completely whooped him 3-0, and I gave him some friendly advice, and we pretty much hit it off there and then, going to tourneys regularly together, even taking trips interstate to go to bigger tournaments. Reece was a lovely guy but I was the better gamer of the two of us, I would pretty much always out-place him at tourneys. He wasn’t bad, he just wasn’t on my level. 

I never tried to make him feel bad about it, even offering to coach him and help him get better but he always said he was just happy to slowly learn things on his own and that one day he would defeat me without my help. Due to this, we often held long practice sessions at his house, he had a super good job so he was able to afford a house for himself, meanwhile I lived with some university friends in a flatshare so it was often crazy at my place.

We usually had more people around to practice with but today it was just me and him, we were playing seriously for the first couple of hours but had taken a bit of a break, playing some random characters and chatting. I told him I was thinking about trying out for my university team but wasn’t sure how well I would fit in or if I needed to be extroverted as most of the guys on the current team constantly posted on social media. He encouraged me to go for it, and then he got into talking about how he mostly just joined gaming groups to mingle with gamer dudes, he especially liked fucking shy and cute twinks but most of them were super vanilla or scared of him breaking them so he couldn’t get as much pleasure out of it as he wanted to.

This was very unusual for him, we never really talked about our sex life or our interests, in fact, I was sure he was straight until this very moment but things started making sense, why he would often disappear on trips, how he always seemed to chill out quickly after a stressful tournament. I told him that I hadn’t had much experience doing anything sexually but I don’t think anything would really turn me off, it would just depend on what the woman I was with was into. I left out the fact that I was probably asexual anyways because I didn’t want this conversation to end, it was nice seeing a new side of Reece. 

Reece stood up and told me he was going to grab something to drink, and walked away, not even asking if I wanted anything. I ignored the weirdness of his actions and just went on my phone for a moment, knowing that he would be back shortly to begin our matches again. He came back with two drinks and put them both down, offering one to me, he must have realised he had forgotten to offer midway through grabbing his own and just poured one for me as well.

Without a second thought, I grabbed it and drunk it down, the taste was very odd but I assumed it was just sugar-free or something, Reece could be a health nut when he wanted to be. We resumed matches and kept talking about Reece’s sex life, I was curious to find out what else he was into as he had alluded to a freaky side but every time he changed the subject or dodged the question.

Suddenly, I felt a weird sensation in my stomach, making my bladder feel a bit warm, but I definitely didn’t have the urge to pee. I got a bit squirmy on the couch but tried my best to ignore it, knowing that I didn’t need to pee but it became harder and harder to focus on the game. That’s when Reece decided he was bored of playing randoms and wanted to go back to real practice, but he also wanted to up the stakes.

I questioned what the stakes were and he said best of 5, the winner gets to do whatever they want with the loser. I was confused and had my reservations but then he said if I won, I could shave his head if I wanted to. I DID want to shave his head, I think he would look great bald but he was also too scared to go for it so I readily agreed, not even thinking that he didn’t declare what would happen if he won but I figured this would be an easy 3-0 for me once again. 

We set up the match, rock paper scissored for map selection and then chose our main characters, immediately as the match started, it felt like Reece was playing on a whole different level to the rest of our practice, his movements were clean and he was being super aggressive, barely even giving me any room to breathe. I was out of stock in less than 2 minutes so I was already down 0-1. 

I just needed to focus for these next matches and not let him take the advantage but the discomfort in my stomach was only getting harder and harder to ignore, the urge to pee was rising but the next game was already happening before I could ask for a bathroom break. This time, I decided to go on the offensive, if Reece wanted to scrap, I would outclass him but I was fooled once again, Reece had switched to a bait-and-trap strategy, countering my attacks with ease, knocking me into the blastzone in another short 3 minute match. I was now down 0-2 and between the worry about pissing myself in front of Reece and the worry of losing the forfeit, I was all over the place in-game as well, none of my usual moves were working.

I decided to put it all on the line and switch to a different character entirely, choosing a slow, heavy character instead of my usual fast, combo based character and this seemed to throw Reece off his game entirely, he was dropping combos, catching stray hits. It’s almost like his whole game plan revolved around me playing one specific character… wait a minute…

That jerk! He totally got coaching from someone else and was trying to hustle me, but its clear they only taught him how to play a certain way, the coaching must have only started recently. Unfortunately, the coaching clearly still paid off as we were both on our last stock and if I died, I would lose the bet entirely. 

The match was intense, neither one of us wanted to commit to an attack because one mistake would cost everything, if I won, I could definitely turn this around and 3-2 Reece now that I knew his game plan. My opportunity came when Reece tried to feint but accidentally dashed in too far, leaving himself within range for me to grab his character and start up a chain of hits. I started hitting him but got too excited, letting myself relax at the thought of winning the match as my bladder also let go, a tiny bit of piss spilling out of my cock and SOILING my briefs slightly.

I forced my hands to stay on my controller instead of darting to cover myself but it was too late, I had dropped the combo and was stuck in end lag, allowing Reece to easily reverse the situation and kick me straight into the blast zone. Winning the bet 3-0 and earning the right to do whatever he wanted with me.

I feared for my own hair, as I didn’t think I could pull off being bald, especially with an upcoming tournament but Reece said he had a different idea, he had always wanted to try tying someone up and said that's what his reward was going to be. I thought to myself that it could have been a lot worse, not that I wanted to be tied up but he could have made me do anything embarrassing and shared it with our friends. It was just the two of us so I figured it wouldn’t be too bad. 

I stood up, desperately busting to pee first but Reece grabbed me and threw me back on the couch, folding me over so I was face down, ass up in the air as he grabbed my arms and pulled them towards my ankles, I didn’t even see him grab the rope which meant he had already prepared it earlier. I tried to protest, telling him that I had the desperate urge to pee but he produced a ball gag, shoving it into my mouth before I could finish my sentence and clipping it behind my head.

Just like our first two matches, Reece had overpowered me in a matter of seconds, leaving me tied up doggy style on the couch, my wrists attached to my ankles. I was thoroughly immobilised, Reece stepped back to appreciate his work as I wiggled around trying to get a bit of room in my bonds but he had tied me up tight.

He stepped back towards me, asking me if I was nice and comfy, which I shook my head no, hoping this would be the end of the bet and we could go back to playing games but instead, he grabbed the sides of my pants, pulling them down until they sat against my knees, exposing my BRIGHT PINK briefs to him. I prayed he didn’t notice the wet patch on the front but unfortunately he did, asking if I had an accident as he squished my bulge around into my piss-stained undies.

This was a different side to Reece I had never seen before, he was always friendly with me, why was he doing this? I wouldn’t find out the answer because Reece was now groping my ass, rubbing small circles on my cotton covered cheeks until he raised his hand up and brought it back down with a SMACK, spanking my ass hard and causing me to piss myself a little bit more as the weight of his hand forced me to squeeze piss out of my bladder.

The pee beginning to pool in my brief didn’t concern him though as he started to spank me more, each spank getting harder and harder, making my ass redder and forcing piss out of me little by little. It took everything I had to not just let go and piss all over his couch but I didn’t want him getting mad at me, especially not in the position.

He stopped his spanks for a moment, grabbing the waistband of my underwear as he pulled those down slightly too, only enough to tuck it underneath my sore ass, my bare cheeks now perfect for him to begin his spanking routine again. I resigned myself to my fate as I had lost the bet and just focused all my energy in keeping my piss inside of myself. I told myself that we were still friends and he would eventually release me, right?

His spanks finally ceased as my ass stung against the cool air of the night, I prayed it was over but it was about to get so much worse. He told me that if I felt like I could piss anywhere, then why couldn’t he?

Reece moved himself onto the couch behind me, kneeling against my ass as I felt him shuffle around until his fat cock slapped against my ass cheeks, the weight of it enough to feel like another spank. He began to rub his cock up and down my crack, making it harden quickly as I writhed around underneath him, screaming against my ball gag but it was no use, he had me trapped.

He began pushing his head into my ass, the pressure building and building until finally, he burst in with a pop, taking my anal virginity away from me as I cried out uselessly, but he didn’t begin fucking me, instead I felt his dick pulse slightly and then a warm liquid began pouring out into my ass, Reece was PISSING inside of me! He moaned in relief as his piss filled me up until he finally extracted his penis from my ass, not a drop spilling out as my tight asshole closed up again.

I felt the liquid jiggle around inside of me as he hopped off the couch, strutting down the hallway as he grabbed something from the closet, bringing back what appeared to be a fluffy white cloud. He told me to keep my ass as tight as I could, that I was not to spill a single drop, otherwise he would be very mad at me. 

I obeyed as he undid my restraints, giving me freedom but I dared not move, his warm piss inside of me dangerously close to shooting out of my asshole as he picked up my small frame and rolled me over, placing me on top of the diaper he had brought in from the hallway as he wrapped me up like a baby, pulling the fluffy diaper nice and tight around my hips, my cock disappearing into the cloud as he patted my bulge.

I began to realise the depths of Reece’s insanity and knew why he had never been able to try this with anyone before, who would want to? He brought my legs together as he began using my thighs to stroke his penis, his cock pressing into the diaper as he moaned loudly. He grabbed my shoulders and brought me up to straddle him, seating me right on his cock as he looked into my eyes and told me to piss myself, pressing his palm into my bladder.

Even if I wanted to, I couldn’t hold back as the pressure got too intense, my piss shooting out of me into the diaper as I wet myself on Reece’s lap, his own piss dribbling out of my asshole as my body completely relaxed itself, the relief feeling better than anything I had experienced before, I was pissing and pissing, my stream feeling never ending as Reece kept pushing on my bladder.

I looked down and if you didn’t know I was currently wetting myself like a baby, you wouldn’t be able to tell, the diaper absorbing everything effortlessly as the last of my stream leaked out of me, my entire body now empty of piss, both my own and Reece’s as my soiled diaper clung to all parts of my crotch and ass.

Reece moved his hand down to my diaper and felt me up, clearly feeling the wetness as he moaned and gyrated into me before wrapping his arms around me and swiftly standing up, my legs wrapping around his lower torso automatically as I clung onto him. He carried us into his bedroom and laid me down on the bed, facing up as he picked up my legs and began undoing my diaper.

It came free and the four sides of it fell to the bed beneath but Reece held me there, putting my legs on his shoulders as he began rubbing his cock against my asshole once more, this time wanting to fuck my ass for real. The ball gag was still silencing me, preventing me from weakly protesting as he pushed his cock into my asshole, the head popping in once more but the next few inches joining him as I screamed.

He pushed further and further until he bottomed out inside of me, his clean shaven pubes now resting against my own cock and balls, I was afraid he would piss inside of me again but he began moving, pumping himself in and out of me in missionary as he moaned loudly, getting himself off using my piss-soiled ass.
I could feel something building inside of me again but it wasn’t an orgasm, I tried my best to suppress it but Reece’s relentless thrusts into me forced me to wet myself once more, piss streaming out of my cock as it pooled on my torso and ran down my sides onto the diaper beneath us.

This drove Reece over the edge as he pushed himself inside of me, hot sticky cum shooting out of him as he kept thrusting, drawing every last rope of cum out of himself and into my waiting asshole. 

Dazed from all of the nights events, I did nothing as Reece slid himself out of me and redid my diaper, trapping all of his cum inside of me and grabbing his phone out, taking photo after photo of me as I tried to cover my face but it was hopeless, Reece had pissed in me, bred me and claimed me as his bitch.

He picked me up once more and deposited me back on the couch, sitting down next to me and handing me a controller, not even bothering to cover either of us up as we began playing games once more, just Reece and his diapered little piss baby…


If you liked the story and would like to see something else happen to Dan or Reece, please leave a suggestion and I will happily write a chapter about it! Thanks so much for reading <3


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