New Home, Unexpected Experiences. (chapter 27: 06/04/26)

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
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Summers
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Re: New Home, Unexpected Experiences. (chapter 8: 06/02/26)

Post by Summers »

TeenFan wrote: Fri Feb 06, 2026 10:51 pm Girls are part of this GAME, too cool...and many of the school kids must know about this.
Girls will be making appearences, might be a while, i have 11 chapters done atm, i imagine it will be a a fair few more, before any actually appear, as it will be the three boys for a bit longer, as they explain the game, and get Matt up to speed.
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Re: New Home, Unexpected Experiences. (chapter 9: 09/02/26)

Post by Summers »

Chapter Nine

“But you have to tell me more than that. I mean how do you even sign up?” I quickly asked, as I wondered how they expected me to agree to anything. Without knowing more.

I then watch as Jake pulled out his phone, and tapped a few times, before turning the screen toward me. "See? It’s a legit site, and yes. It’s secure. You get your own profile. It doesn’t take that long to fill it all out. Maybe half an hour." He then told me, as I looked at the screen.

“Okay, but it’s just a site. What does this prove?” I quickly responded.

“It proves it is real, and you did ask how you sign up. This is how.” He just as quickly answers, and he had a point.

“Okay, but you have to tell me more about this whole thing. You can’t expect me to just sign up.” I then pointed out.

"Fair point. I guess we could answer some questions. Right, Leo?” Jake then said, as he turned to Leo.

Leo nodded, before shifting a little. "Yeah, sure.” He then said, before turning to me. “So you can ask us some questions if you want. Then we can help you start the sign up process. Which you can complete with us, or do it when you go home on your own."

I hesitated, thinking it over. "What... what happens if I sign up? At least tell me the basics of what I will have to do." I asked, shifting uncomfortably as I wondered why I was even considering this.


Leo and Jake exchanged a look, before Leo started to speak. "Okay, well, once you sign up. Your profile will be added to the members list. You will then be able to start taking part in games and tasks. You can send and receive challenges to and from other members.

Which costs you points. Which we can explain later if you sign up. Oh, you also have to make sure you login at least once per day, or you lose points automatically. Only exception is if you’re away on holiday or in hospital."

“Wait! You can get challenged to stuff? I thought you said earlier…” I then started to ask, as I realised what he had just said, but Jake quickly interrupted me.

"Challenges are a part of the game, but don’t happen that often. Most of the time, just like we told you earlier. It is a group of friends that are already going to do something, and someone suggests they putt a card draw on the line.” Jake then said, as he tried to reassure me.

“You can also reject challenges. Although that does cost points, but it also costs points to challenge someone. Which is another reason they aren’t that common.” Leo then added, before I could say anything.

“Okay, I guess. So er… what happens if I just say no, and don’t want to sign up?” I asked, after deciding that I needed to know what would happen, if I did say no. Which I was pretty sure I was going to say.

“Then you are going to find it hard making friends. The E.K.T.G is pretty big around here, and most play it. I mean, you can still be friends with people. Although you will find it hard to get invited to do stuff, because it could turn into a draw card game at any time.” Leo answered.

“I mean, we’re neighbours, and I would still hang out with you. However, like Leo just said. If you aren’t going to be part of it. Then if we want to play the game. We aren’t going to invite you.” Jake then added, while I was thinking it over.

“Can I at least think about it for a few days?” I then asked, as I was genuinely not sure what to do.

“That’s an option, but I don’t think that is going to help you make your mind up.” Leo then answered, and I had to admit. He was probably right.

“Then I don’t know. I mean, it sounds okay, but scary and embarrassing.” I then said, after deciding to be honest, and letting them know how I was feeling.

“Hmm, then how about a test run. Like we just did with you drawing a card before, but this time for real. You actually do the task?” Jake then suggested, after a few moments of silence.

“What do you mean?” I couldn’t help but ask. Even though I knew exactly what he meant.

“What I said. Draw a card right now. Although, to make it easier. No leaving this room, and no other people. Think of it as a test. To see how you actually feel about it.” Jake explained, as I wondered once again. Why I was even considering this.

“Yeah, Matt. If you hate it or can’t even do it. Then you know, and can just not sign up. It would suck, as you will get left out of a lot of stuff, but at least you will know.” Leo then said, as I tried to process it, and decide what to do.

Jake then snapped the folder shut with finality. Catching me off guard, as I looked up in surprise. "Also, keep in mind. That school starts after next week, and this week is over half way through already."

“Come on. It’s just us, and we’ve already played strip FIFA, and tied you up. Plus you’re sitting here in your underwear. At least try a real task out.” Leo then told me. The challenge obvious.

Jake then leaned a little closer. "It’s simple, Matt. Give a task a go now, then sign up, or enjoy being a bit of a loner that gets left out of stuff." He then said, before leaning away slightly.

"Okay! I will pick a card!" I then suddenly said, with instant regret.

Jake and Leo looked surprised for a moment, before exchanging looks with each other and breaking into identical grins. "No take backs," Jake then said, before reaching over to the cards. Then fanning them out in front of me. "Pick one. Any one."

"Wai..." I began to protest. I definitely didn’t want to go a task, but quickly Leo cut me off.

"No take backs, Matt. we both heard you, and our word holds more weight than yours would." Leo told me, and I couldn't help but look at the cards nervously. While also mentally scolding myself, for being so stupid.

Jake was smirking, as he flapped the cards up and down a little bit. "Don't overthink it, Matt. Just take one."

I swallowed hard. Still not believe what I was about to do, or how I got myself into this situation. Before reaching forward and plucking a card at random. “Oh, three of clubs.” I then heard Leo say, from over my shoulder.

“What did he get?” He then asked, as he looked over to Jake. Who already had the folder opened, and was looking at the index page.
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Re: New Home, Unexpected Experiences. (chapter 10: 10/02/26)

Post by Summers »

Chapter Ten

Jake was already grinning, as he flicked a few pages forward. “Ha! This should be good. Atomic Wedgie Squats. 25 reps.” my eyes, not for the first time today. Went wide.

However, before I could even say anything. Leo wasted no time in grabbing the waistband of my boxers from behind and yanking them up hard. The sudden pressure against my crotch made me yelp. As I fell forward, and off the bed.

"Wait, I didn't even agree to..." I tried to protest, but trailed off with a groan, as Leo kept pulling.

"Too late, Matt." Jake then said, as he got in front of my kneeling form, and helped Leo pull my underwear up my body.

Between them, they managed to hook the waistband over my head, just above my eyes. Instantly making me wince. Before I could protest, they quickly pulled my arms behind me, and within a few moments. My hands were once again tied behind my back.

“There, perfect.” I then heard Leo say, as I groaned a little.

"Right, let’s get on with it. Matt, you have to do 25 squats, or you fail the task." Jake then said, as I looked up. Something that was made easier by the wedgie pulling my head back.

“You… can’t be serious!” I protested, in a strained tone. I hadn’t been given a wedgie for years, and this felt horrible.

“I guess you could just go home. We will put your clothes in a back and you can hold it behind your back. Up to you.” Leo suggested in response, as I struggled to my feet. Which made me wince even more.

“Come on, Matt. Sooner you get the 25 done. The sooner it is over.” Jake then said, with more than a little amusement in his tone.

I thought about protesting, but knew that I didn’t have a choice. I had no doubt that they would actually make me go home like this. Then there was my dad. If he really did play this game, when he lived here as a kid. He would probably take their side, and laugh at me.

"There you go. First rep!" Leo announced with obvious amusement, as I took my first squat.

It hurt more than I thought it would, as my strained underwear bit into my very sensitive privates. To make it even worse, I then noticed Jake circling me with his phone out, and snapping photos as I struggled.

I wanted to protest, but knew it wouldn’t do any good. I wanted to get out of this, and the only way was to finish the task. I wasn’t going to give them the satisfaction of quitting. "Come on, Matt. Proper form or it doesn't count," Jake then said, as I did my second squat.

By the fifth squat, sweat dripped down my temples, my boxers now stretched taut over my head like some absurd crown. While my privates felt like they were being crushed. "Fuck, that looks painful." I then heard Leo call out.

On my eighth squat, I swore, as I felt one of them nudge my trembling legs wider apart a few inches. "Come on, do it properly." Jake’s voice, then said from behind me. Making me want to punch him.

"Fifteen more, Summers," Leo then said, after a few more moments.

I groaned, as I realised I wasn’t even half way you. My thighs were burning as I forced myself back down. The wedgie pulling tighter with every movement. Jake then crouched low in front of me, while smirking. "Bet you never thought your first day here would end like this."

By the fifteenth squat. Tears pricked my eyes. Not from pain, but the sheer absurdity of it all. My boxers were practically fused to my scalp now, the elastic digging into my forehead. While my balls felt like they were being pushed inside me.

"Look at his face. He’s so red." Leo then called out.

Jake, who was still kneeling in front of me. Was still grinning. "Wait till you see the pics, Matt. They’re going to be so funny." He then teased.

I wobbled on the eighteenth squat. My thighs were aching almost as much as my balls, but Leo caught my elbow before I could topple. "Careful, or you have to start from zero." He then said with a grin of his own, before giving my butt a light slap.

A strangled noise escaped my throat as he made contact. While Jake decided to get up, and started to circle me like a shark. His phone, no doubt capturing me from every angle. "Almost there, Matt. Don’t choke now.” He then said.

"Twenty-two!" Leo announced, his voice dripping with amusement. "Fuck, his thighs are shaking." He then added, as I heard Jake let out a low whistle.

"Bet you can't even feel your balls any more, huh? I can even see the outline of them and your dick... circumcised by the looks of it.” Jake then teased, as he stood in front of me again. Causing me to blush even more than I was.

I whimpered on the twenty third squat. My knees threatening to buckle, before I felt Leo’s hand on my elbow again. "No collapsing, Matt. Not unless you want me to start over again." He then said. Although he made no effort to let go of my elbow. Which was helping a lot.

"That’s twenty four! Almost there, Matt." I then heard Jake announce, this time.

The final squat, felt like it was impossible. My legs almost giving out, before I completed it. If leo hadn’t been helping me a little by holding my elbow. I was sure I would have failed, and there was no way I could have done another 25 squats.

“Twenty five.” Jake then called out, and almost instantly my legs did give way.

Which forced a yelp out of me, as the wedgie pulled tighter, as I half laid, half knelt on Jake’s bedroom floor. "Wow. He actually did it." I then heard Jake tell Leo. "Welcome to the Game, Matt." He then added, just before I felt fingers at the waistband around my head.
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Re: New Home, Unexpected Experiences. (chapter 11: 11/02/26)

Post by Summers »

Chapter Eleven

The elastic snapped free with a ‘thwack’. The sudden release sending a jolt through my scalp, as my boxers slipped back down. Sagging down at the back, and a little at the front. I had to quickly reach down with one hand to hold them up. The elastic completely ruined.

"Damn, look at that," Leo then whistled, while looking at the state of my underwear. "Elastic is completely ruined."

“These are much more interesting.” I then heard Jake say, as he was looking at his phone, and chuckling.

"Oh man, those are gold.” Leo then said, with obvious amusement. While I blushed as I quickly worked out what they were looking at.

"Does this mean I'm signed up now?" I asked in a nervous tone. While still clutching my ruined boxers.

They both smiled at that, before Jake spoke. "Nope. That was just a demo, Matt." He then put his phone in his pocket, before looking at me again. “If you want ‘in’, you gotta say the words. 'I consent to join EKTG.' Then we will hope on my computer and get you a profile set up."

"Oh, well... I guess I can do that." I then said, before again instantly regretting it. I could tell from their faces, that this would be another their word against mine situations. If I tried to back out of it.

Jake then grabbed my wrist, before dragging me toward his computer desk. "Say it properly, Matt. The whole sentence. No mumbling." He then told me, as I was practically forced into the desk chair.

Leo was quickly standing over my other shoulder. "Come on, Matt. You've already done the hard part, this is easy." He then said, while Jake was pulling up the website.

I swallowed hard, as I found myself staring at the EKTG login screen glowing ominously on Jake’s monitor. "I... I consent to join EKTG," I then said quietly.

My face was burning, as Leo whooped, and slapped my back hard enough to sting a little bit. "Hell yeah! Welcome to the club, Matt."

I then watched Jake hand on the mouse, as he pulled up a registration page. "Full name, age, and other stuff. That will get you an account. There is a lot to fill out, but we just have to do the basics for now. You can do the rest later to get fully verified. Unless you want to do it while you’re hear?"

Leo was still leaning over my shoulder. Which given my lack of clothing, was a little distracting. "It’s mostly reading. Like you will have pages that explain important things, and then you check a box at the end of each, to move onto the other.” He explained.

“So like those terms of services you get on stuff?” I asked, even though I pretty much got it.

“Yep, it’s important stuff though, and you should read it all. Just makes sure you get it done before midnight. So you can avoid losing points, before you even really begin playing.” He answered, while I couldn’t help but frown a little.

Jake smirked at my reaction to what Leo had told me. “Relax. It’s just a stupid rule. Once you start the registration process. You just have to complete it before that day is over. It’s not like you don’t have the rest of the day and evening to do it.” He then said in a reassuring tone.

I hesitated a little, as I looked at the screen. "Okay. So I just fill out the basic stuff now. Then do other stuff later?” I then asked. Just so that I had it right.

“Yep, just get the ball rolling. We can also post the picture you choose from the ones I took of your task.” Jake answered, in such a casual tone. That I almost missed what he just said.

“What do you mean, choose which picture to post? You said it was just a demo, and didn’t count.” I quickly protested, as I really regretted ending up in this mess. distracting myself from realising something else, that should have alarmed me even more.

"Demo tasks don't count for points, but it is still a task completed. but it is up to you, Matt. You can pick the picture yourself, or we can upload our favourites, and let the other members vote on their favourite." Jake answered, as I felt my heart racing a little faster.

“Relax, Matt. We can do the picture after the other stuff.” Leo then said, as he rubbed my bare back with his hand. Which surprisingly helped me relax a little bit.

I then felt Jake leaned a little closer, as he reached for the mouse again. "Yeah. Let’s fill out the basic stuff now. Then I will show you the pictures I took.” He then said, as he scrolled down the page a little, before leaning back a little. “Now, go ahead, and fill it out.”

“Be honest too, Matt. Trust me. You don’t want to put something that is an obvious lie, and have someone challenge it. That’s just asking for trouble, and likely ending with you having to draw a card.” Leo then told me, as I scanned over the page.

“Okay.” I then said, although I was more talking to myself, than either of them.

I then spent the next ten minutes filling in the basic information. With Leo and Jake helping me with a couple of things, but it was simple enough. Which was a relief, as I was still thinking about why I had agreed to sign up to this whole thing. It sounded insane and embarrassing.

“There you go. Just hit submit, and your profile is good for you to complete it later. Unless you changed your mind, and want to just do it now?” Leo then asked me, as I finally finished filling the basic stuff.

"I will do it when I get home.” I answered, before staring at the screen for a few moments. “So what now? Am I part of the E.K.T.G now?” I then asked, as I wondered what happened next.

"Well technically you are. Although until you finish the process. You’re classed as pending. Which means that you won’t get any points for any challenges you do before then.” Jake answered, before pointing at the screen. “This is your basic login details.”

I looked at the screen and could see my username. Which was Matt_Summers, and my password, 'newbie13' Something that made me roll my eyes, and Leo chuckle.

"So this is all real? Like, this game thing isn't you guys messing with me?" I then found myself asking, and while I still felt like it could be a trick.

“Like Jake said earlier, Matt. This game has been going on for over a century. It’s obviously changed over the years, but it is real. Although I get it, because I've actually been where you are, and felt the same way." Leo answered, after exchanging a look with Jake.

"What do you mean?" I quickly asked, as I couldn’t help but wonder what he meant.

Leo smiled before he answered. "I moved here just over three years ago. I was almost 11 years old. So I definitely get how you're feeling right now, because 11 years old, is the youngest age that you can officially become part of the E.K.T.G."

Jake then started to speak. "Yeah. You have to be at least 11 years old, but younger kids can still play. It just doesn't mean anything. At least officially, but most younger kids play their own more tame versions."

"Younger kids play?" I asked in a surprised tone.

"Well, it's basically like playing dares. So wedgies, mooning, spanking, and most of the tasks, they can do. But the more... let's say... naughty tasks, are off limits. Well, officially at least, because kids will be kids." Leo explained, and I felt myself relax a little bit, even though it was still embarrassing to be sitting with them in just my boxers. Especially with the elastic ruined.

“Yeah, but enough with the history lesson. Point is, Matt. You're signed up now. So get your account details filled out before midnight, or you'll start losing points before you even get a chance to earn any. Unless you want to draw another card, and get some official points on the board. we got an hour before my parents are home."

Leo nudged my leg with his foot. "No pressure, but why not get the ball rolling?"

"I dunno, I thought you said that I wouldn’t get any points. Until I completed my account?" I decided to ask, as I rubbed my thighs. Which now that I had relaxed a little. Were actually starting to ache from all those squats.

“Oh right. He’s got a point, and he already did the Atomic Wedgie task.” Leo quickly responded, and Jake reluctantly nodded in agreement.

As we sat in silence for a few moments. I suddenly thought of something, that would tell me once and for all. if this was still some elaborate trick. "Why don't one of you draw a card? I mean, Jake did lose at strip FIFA earlier, right?" I then asked them, with a little bit of a smirk.
Last edited by Summers on Fri Feb 13, 2026 10:27 pm, edited 1 time in total.
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Re: New Home, Unexpected Experiences. (chapter 11: 11/02/26)

Post by Jonjon2 »

A clever twist on the part of Matt - I hope that one of them takes up the challenge - and that its a good, embarrassing challenge.
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Re: New Home, Unexpected Experiences. (chapter 12: 13/02/26)

Post by Summers »

Chapter Twelve

"Fair's fair," Jake then said, before handing the deck to Leo. "Shuffle and spread them out for me. I will prove to our new little friend, that we are serious."

I honestly wasn’t sure how they would react to my challenge, but it seemed like this really wasn’t some elaborate trick that they were playing on me. So I relaxed a little bit more, as I watched Leo shuffle the cards with practised ease, before fanning them out in his hands.

Jake didn’t even hesitate in picking out a card. Although the moment he flipped it over, he let out a groan. It was the five of spades. “Ouch, quite literally it seems like, Jake." Leo then said. Which confused me for a few seconds, before remembering what they had said earlier about the suits.

“Might as well tell you about how the tasks get shuffled every month. So while the suits never change. It takes a week or even two, to know which tasks the cards have.” Jake then said, as Leo was flicking through the folder.

“But doesn’t that mean you have to make a new folder every month?” I decided to ask, as I was genuinely curious.

“Nah, if you look when Leo gets to the right page for my task. You will notice how both the picture we use, and the playing card are in plastic sleeves. So each new month. We check the site, and move things around.”

“Oh, okay. So it’s always the same 52 tasks. Every month?” I then had to ask, as I was again genuinely curious.

“Pretty much, there is a page on the site where people can submit new tasks or maybe an alteration to an existing task. Only happens a few times a year though. If it does, we just write out the new task, and put the old one somewhere safe.” Jake explained, just before Leo spoke up.

"Found it! Five of spades. 'Bare Bottom Paddle Spanks: 10 hard spanks from each person in attendance.’" He announced, with more than a hint of amusement in his voice.

I heard Jake groan straight away, while he rubbed the back of his neck. "Fuck, I spanking tasks. At least there are only two of you." He then said, as my eyes went wide.

"Wait! Bare bottom... you mean, you got to be naked?" I then blurted out, before being able to stop myself.

They both laughed at the look on my face, before Jake spoke. "Well, it depends. it only says bare bottom. But I guess I am only wearing my underwear, so naked it is. but if I were fully dressed and out in public somewhere. I would just pull my shorts or whatever down, and then my underwear. probably just to my knees."

Leo was already grabbing the rope from earlier, and motioned for Jake to get into position. "Chair or floor, Jake? You know the rules, no squirming or you start over." Jake rolled his eyes but bent over the arm of his desk chair, his briefs riding up slightly as he gripped the seat.

I then watched as Leo tied his wrists to the legs of the chair in front of him. then he got behind him and pulled his underwear down. I let out a small gasp, that made them both chuckle, as I saw his naked butt for the first time.
Then to my surprise, he pulled them all the way off, before tying Jakes ankles to the other two legs of the chair. From where I was sitting, I was sure I could see a little of his balls hanging between his legs, but did my best to not look.

Leo then stepped back and looked at me. "Well Matt, watch and learn, because you're in the E.K.T.G now, so this could be you one day."

I swallowed hard, watching as he then picked up the paddle and gave Jake's bare ass a few light taps. Jake tensed but didn’t say anything. Although I noticed his fingers gripping the chair legs tighter. "Alright, Jakey boy." Leo then said teasingly, while raising the paddle higher.

“Bring it on!" Jake responded, in a tone that definitely didn’t match the look on his face.

I couldn’t help but wince a little myself, as Leo brought the paddle down. The sound of it hitting Jake’s naked butt, definitely let me know that he hadn’t gone easy on his friend. Jake’s hissing also confirmed that it must have stung, as badly as it sounded.

By the fifth strike, Jake’s ass was visibly redder. His thighs tensing with each impact. "Damn, Jake. Are those grunts or moans?” Leo then said, with a chuckle.

I couldn’t help but blush at the comment, while Jake just flipped him off. I then watched as Leo brought the paddle down again, and this time Jake yelped.

"Fuck! That one hurt, you prick!” He the said, but Leo just laughed and brought the paddle down again.

"Seven!" Leo announced, swinging harder this time. The sound of the paddle hitting flesh made me wince again.

Jake’s breathing was ragged now, and I could tell that he was struggling a little. "Fuck! You better hope I don’t get to return the favour at some point, Leo." He then said, just before Leo brought the paddle down, and planted it dead centre of his exposed butt.

Leo then paused, while tapping the paddle against his palm. "Almost there, Jake. Unless you wanna call it quits and take a penalty?" He then asked.

Jake looked back with a look of defiance. "Fuck off. Just… get on with it!"

The ninth hit wiped that look off his face straight away though. Making me glad that it hadn’t been me in Jake’s place. I then saw Leo grinning at me, before delivering his tenth strike. "Half way there, Jake... sure you don't want to quit?" Leo then asked, as he winked at me.

Jake groaned, and I couldn’t help but wonder if he would actually quit. "Just… just get it over with.” He then said, although his voice was noticeably strained. Leo just shrugged, before passing the paddle to me. "Your turn, Matt. Don’t go easy on him."

I recoiled at that, and looked at him in surprise. "What?"

Leo seemed a little surprised, but then smiled. "Remember what the task said, Matt. 10 spanks with the paddle, from each person in attendance. I’ve done mine. Now it’s your turn. Unless you’re volunteering to switch places with Jake?"

Jake seemed to like the sound of that, as he craned his neck to look at me. "I will totally go easy on you, Matt." He then said, in a tone that said the complete opposite.

My hands shook a little, as I took the paddle. There was no chance I was going to switch places with him. “I’ll spank him.” I then said. Just to make it clear.

Leo grinned at that. "Ten swings, and remember. No going easy on him."

I hesitated. I had never spanked anyone before. Let alone with a paddle. "What if I... miss?"

Jake laughed at that, before answering. "It still counts, and you waste a spank. Although if you miss on purpose, and we agree you did. Then we will make you draw a card yourself."

The first swing was embarrassingly weak, barely a tap. Leo rolled his eyes. "Seriously, Matt? You can have a pass this time, but do it that weakly again, and you will be drawing a card."

I definitely didn’t want to risk having to pull a card. So I made sure to not hold back so much, and by the fourth hit, Jake's breathing was getting a little heavier. My aim seemed to be improving as well, as managed to hit the same spot twice in a row.

"There you go," Leo encouraged, as I swung again.

Jake hissed, after I landed a solid strike right where his cheeks met his thighs. "Fuck! Okay, okay, fuck!" He then called out, and despite feeling guilty. I was actually a little proud of myself too.

The seventh hit made Jake yelp, as his cheeks started to turn even redder. Leo even whistled.
"Damn, Matt. Didn't think you had it in you." He then said.

Jake was definitely gritting his teeth a little, as he spoke. "Just finish already."

I swallowed hard, gripping the paddle tighter. "Sorry." I muttered before swinging harder than I meant to. The crack actually echoed off the walls, and Jake swore loudly.

"Holy shit, Matt! That was epic, although you might regret that one day." Leo called out, in obvious amusement. While I was torn between apologising and making a run for it. That had to hurt, and I didn’t have to see Jake’s face. To know that it had hurt a lot.

“Fuck! Just get the last two done… you fucker!” I then heard Jake say, a few moments later. Which made me feel both relieved, and guilty.

The next hit, was a lot softer, but not soft enough for Leo to complain about. I think the last two hits were hard enough to let me get away with it. The next and final hit, was about the same, and this time Leo did speak up.

"Boo! Weak finish. But I don’t think Jake is going to complain about it. So good job, Matt." He told me, as I put the paddle down, and stepped back a little bit.

"Asshole!" I then heard Jake call out, after Leo, gave his now very red butt a slap.

“Just making sure it is red enough for the picture.” Leo responded with a chuckle, as I watched him point his phone at the very red ass.

After a few moments, he seemed to be happy enough, and put his phone back in his pocket. “Relax, Matt. He’s fine.” Leo then told me, with a reassuring smile.

I still felt guilty, but Jake didn’t seem to be angry, and hadn’t told me to fuck off or anything. Although, as Leo crouched beside him, and started to untie him. I couldn’t help but be a little nervous, as each limp came loose.

“Jesus, Matt. You’re fine. It’s part of the task. Although you better believe your ass, that I will remember this.” Jake told me, as soon as Leo had finished untying him.

“Okay.” Was all I could think of to say, as he stood up, and rubbed his butt.

“Damn it. I am not going to be able to sit down for ages.” Jake then said, before looking towards Leo. “You can pick the picture, and post it online. Just don’t be a twat, Leo." He then added, as he rubbed his butt again.

"Hey! What do you mean, online folder? don't you have to just put it in that folder you have?" I then asked, after taking a few moments to realise what he had just said. It also made me realise that i completely missed the fact that they had mentioned uploading pictures earlier, as i had just been focused on the task just being a demo.
Last edited by Summers on Tue Feb 17, 2026 6:43 pm, edited 2 times in total.
TeenFan
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Re: New Home, Unexpected Experiences. (chapter 12: 13/02/26)

Post by TeenFan »

There are 52 cards in the deck, each one with a specific penalty.
How many of these penalties have you come up with?
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Re: New Home, Unexpected Experiences. (chapter 12: 13/02/26)

Post by Summers »

TeenFan wrote: Fri Feb 13, 2026 7:09 pm There are 52 cards in the deck, each one with a specific penalty.
How many of these penalties have you come up with?
I have a few.

I might actually spend today writing some down.

I guess i am open to suggestions, but there won't be a guarantee that they will feature, but with 52 potential tasks, chances are they might end up being referenced.

Pretty much need 13 tasks... but each will have 4 variations. Then considering have jokers be in the deck to, so that's another 2 tasks (not sure yet)

Thanks for the question though, because yeah, i should be writing them down and having a list :D
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Re: New Home, Unexpected Experiences. (chapter 12: 13/02/26)

Post by Tits and Giggles »

I’m loving this story so far. It is reminding me of experiences I have had with a few of my friends that I will be posting in the true stories section soon
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Re: New Home, Unexpected Experiences. (chapter 13: 17/02/26)

Post by Summers »

Chapter Thirteen

"Oh right. Well, the physical folder’s just for people that want to make one. The website has the official task section, that keeps track of everything. So anyone that is a member, can just look it up easily." Leo explained, as I felt my stomach drop a little bit.

Jake must have noticed the look on my face, because he started to explain a bit more. "It’s safe, Matt. The site is secure, and only verified players can see anything on the site."

"Okay, but what about the folder you have? Is it yours, or both of yours? and do others keep their own?" I decided to ask next. I was still worried about the online picture thing, but didn’t have any reason not to believe them about the site being secured.

Leo chuckled, flipping through the binder again. "It’s Jake’s. Although it is kind of our little groups folder as well. We choose our favourite picture to use for the tasks we are part of or witness." He then answered.

"It tends to be the same for everyone else. Usually one person in a group of friends, has a folder, that they all contribute to. Most of the pictures used are of themselves, but it's funny to keep really embarrassing one's of someone you want to embarrass as well." Jake then added, and I thought that made sense.

"But how does the online one work? surely not every picture is used for each task." I found myself asking, as I tried to take this whole thing in. Not just this folder and picture thing, but the whole Game.

Jake chuckled, stretching his arms above his head with a wince. "Nah, it's way more organised than that. Each task gets its own little gallery. When you upload a picture after you complete a task. It gets added to that tasks gallery. and it is part of it.”

“The first submission for any task. Is automatically used to represent that task on the website. However, once there are at least five other photos in a tasks category. Any member can star a poll to vote for a different picture. Usually the polls last 12 hours." Leo then added, with a nod to Jake.

"Here, look at this, Matt.” Jake then told me, after pressing his phones screen a few times.

He then turned the screen towards me. Which showed a photo of a shirtless Leo, looking very red faced. However, it was what looked like a three big bottles of water attached to the back of his underwear, that drew my attention.

"Over twenty other kids voted this to represent the 9 of clubs. It was only the second day of the month too. So it’s been there for almost two weeks now." He then explained, as I couldn’t help but wince a little. Remembering how much my earlier wedgie had hurt.

I swallowed hard. "So... everyone saw that?"

Jake smirked at that, while rubbing his sore ass. "It hasn’t been replaced, so they can still see it. The comments are funny as well. Leo gets called 'Water Boy' by a few of the kids at school.”

I heard Leo let out a small groan. "Yeah, but there have been worse than that.”

"True, but anyway, Leo. Send me the pictures. I Might as well pick one myself now." Jake then said, as he rubbed his bum gently again.

Leo pressed a few things on his phone, before Jake’s pinged. "This one will do." He then said, after a few moments looking at the pictures. I had to hold back a giggle, when he clearly forgot about his spanked bum. As he sat down without thinking, before quickly swearing, as he jumped back up.

“Something wrong?” Leo then asked, which made me actually giggle out loud this time.

“Whatever, Leo.” Jake responded, before flipping him off. “Right, Matt. I just uploaded the picture. So it’s official. Just got to wait for the mods to approve it, and it’ll be live on the website." He then said, as he held his phone up, and showed me the picture he had uploaded.

I couldn’t help but blush a little, as I looked at the picture. Which showed a close up of Jake’s bright red ass with the paddle against his thigh. It even had a caption, that read ‘Five of Spades: Bare-Bottom Paddle Spanks’

"Any everyone can see that?" I asked, as I couldn’t help but think how embarrassing that would be.

"Everyone that is signed up to the game, Matt. But don’t worry about it. Everyone is in the same boat, and everyone has embarrassing pictures on the site.” Leo answered with a reassuring smile, after placing a hand on my shoulder.

"Damn, it’s later than I thought. You guys can stick around if you want, but I want to get a shower, before my parents get home soon. So you can either hang out here, or head home. up to you guys." Jake then suddenly said, after he looked at his clock.

I was a little surprised. Especially as it wasn’t that late, but Leo had already put his phone away, and looked like he was about to leave. "Nah, I’ve got dinner soon anyway. So I am going to head off. You coming, Matt?" He then asked me, after walking to the door.

I nodded, before realising that I was still only in my ruined boxers. "Yeah, but I need to get dressed first." I could feel myself blushing even more as I said it.

Jake just laughed, before he tossed me my jeans. "Don't worry, Matt. It's all fun. Even if it is painful and embarrassing sometimes. So relax."

It didn’t take me long to finish dressing. It might have been a new record in fact. "You've done two challenges already, and you did well on both. So don't stress about it, Matt. In fact, if come back here tomorrow morning. Jake will bring you our den, and you can pick your first actual task."

Jake seemed to like that idea, as he grinned at me. “Yeah, get here before 10am, and bring some spare clothes, because you never know if you will need some.”

Leo nodded at that. "So, what do you say, Matt. You up for it, or do you have other plans? I mean. You just got here, and I’m sure you parents have a list of things that need doing." He then asked me, as he waited by the door.

I hesitated, as I thought about it, and couldn’t remember either of my parents mentioning anything. "I don't think so, but if they do. I will let Jake know.” I then said, before thinking about something. “I don't have to do a task before a certain time limit or anything though, right?"

Leo shook his head. "Nah, but you'll start losing points if you don't log in daily. First task's gotta be done by the end of the week though."

Jake then stretched, before wincing again. The waistband of his briefs riding up enough, that i caught a glimpse of red skin before he pulled them down a little. "Best to just get it out of the way with. Then you don’t have to worry about it." He then told me.

I swallowed hard, as I still tried to wrap my head around this whole thing. "Okay... I'll come back tomorrow." My voice sounding a lot smaller than I meant it to.

Jake instantly laughed, before ruffling my hair like I was some little kid. "Attaboy."

"Piss off!" I quickly retorted, with a grin. As I tried my best to loosen up a bit.

Leo laughed at that, before heading out of the room. "See you tomorrow, then." Leaving Jake and me alone for a moment. He had seemingly forgotten, that he had asked me to walk with him. Although it would have been a short walk. Given that I lived next door.

Jake was still gingerly leaning against his desk, with his arms crossed. "You handled yourself alright today.” He then told me, with a genuine looking smile. "I know it's a lot, but it really is fun."

I hesitated again, with my fingers gripping the hem of my shirt. "Is... is it always this intense?" I then asked.

Jake snorted at that, before shaking his head. "Not that I want to scare you off or anything, Matt. But this was actually pretty tame. Although you have to remember, that there is no way this thing would have become a thing, if people didn't have fun doing it."

"Yeah, I guess." I managed to say, as I struggled to believe that what just happened was tame. "So tomorrow. I just show up here, and we go to this den, that you and Leo have?"

Jake nodded, before shifting uncomfortably. "Yep, and remember to bring a backpack with spare clothes. We will be hanging out most of the day as well. So we can give you a bit of a tour of the place as well." He then told me.

"What if... what if I pick something like the spades thing?" I then couldn’t help but ask.

Jake gave me a wry smile. "Then you'll learn real fast, why I hate that suit.'"

I gulped a little. "So... what time tomorrow again?"

"Any time before 10am, but not too early either. And whatever you do, Matt. Don’t forget to finish your profile off, before midnight.” He then reminded me.
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