New Home, Unexpected Experiences. (chapter 59: 18/07/26)

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 25: 04/04/26)

Post by Summers »

Chapter Twenty Five

“Hey! You’re Matt right?” She called out, and I tried my best to not look worried as I turned around.

“Er… yeah. Hello.” I quickly answered, as I took in the girl in front of me.

She was definitely younger, and had red hair in a ponytail. I instantly put the pieces together, and guessed that it was Suzie. I mean I could be wrong, but she looked around the right age, and given that she was standing out alone in the cul-de-sac. It just made sense.

“Cool.” She then said a little awkwardly, which caught me off guard a little.

“Yeah, I guess.” Was all I could think of to ask, as I honestly had no idea what else to say.

“What are you up to? You were walking a little funny.” She then asked me, and I couldn’t help but feel a little paranoid.

Was I walking funny? What did walking funny even look like? The amused expression on her face didn’t help either. I then thought about the fact I was still wearing my ruined boxers, and they did feel uncomfortable while I had been walking back from the den.

Then there was the fact my balls still ached a little bit. Which now that I was standing still, I started to notice again. I guess chatting with Leo on the way back, and then texting Ben. Had done a decent job of distracting me from it.

“Just heading home. I forgot something, and then I am heading back out.” I decided to tell her. It wasn’t a lie, and I was pretty sure she would take the hint, and go away.

“Oh, well. It was nice meeting you, Matt.” She then said, which caught me by surprise.

“Nice to meet you… I’m sorry, what was your name?” I then asked her, after deciding to be polite, and friendly.

“I’m Suzie.” She quickly answered, with a sweet smile. “Guess I will see you another time. I live opposite your house, just over there.” She then said, while pointing to the house across.

Something that almost made my eyes go wide, but I think that I managed to control myself. Jake had told me Suzie, or LilRed lived across the road. However, I remembered the day before, and thinking I saw a curtain move in one of the houses across the road.

I had dismissed it as me being paranoid at the time. I mean I was running around in my stretched boxers doing the Habiba challenge. So I wasn’t exactly paying that much attention, but now that she was pointing at her house. I knew it was the same one.

“Yeah, I am sure we will see each other a lot. We’re neighbours now. But I have to go, I need to meet back up with my friends soon.” I then said, as I tried not to blush.

She may just be a little girl, and see definitely was being nice. I knew who she was, and more importantly. She knew who I was, and that’s not even counting whether she saw was peeking through the window yesterday.

She was a member of the EKTG, and had already messaged me on the site. So I definitely didn’t want her to somehow realise my boxers were ripping badly, and I had an active task. Which I thought she would have mentioned, if she already knew about it.

“Okay.” Was all she said in response to that, as she continued to smile at me. However, just after I turned around, and started walking, she called out to me again. “Oh, are you hanging out with Jake? I saw you leaving together earlier.”

“I er… yeah. He is just showing me around the place with Leo. I guess you know them both?” I found myself asking in response. I had wanted to just disappear inside, but I couldn’t help but be polite.

“Oh, yeah I know them. Jake is funny, and Leo is cute.” She answered, and I felt my cheeks heat up a little bit.

Thankfully, behind her. I noticed the house she had pointed to a few moments ago. Front door open, and a woman walking out. “Suzie honey, come inside for a few moments.” She then called out, while obviously looking at me as well.

“Okay, Mum.” Suzie quickly called back, before giving me a little wave. “Bye, Matt.” She then said, before turning away and heading back to her house.

“Bye.” I said with a smile, as I tried to hide the relief I was feeling. I then noticed her mum wave to me, and I quickly waved back. Feeling a little silly and embarrassed.

I decided that was my opportunity to quickly get inside my new home, before anyone else popped out and wanted to talk. Well, that or Suzie’s mum waving me over for something. Which definitely wasn’t something I wanted to risk.

After letting myself in, and making sure both my mum and dad were out. Just in case one had stayed home. I quickly made my way up to my room. Admittedly, the bonus of just moving was that I knew where everything was, after unpacking it the day before.

So I quickly stripped off my jeans and ruined boxers, after kicking off my trainers. Although as I caught a glimpse of myself in the wardrobes mirror. Which was something I wasn’t quite sure I liked or not.

I couldn’t help but look at myself, and in particular my privates. I had obviously looked before, and thought about it. Especially after getting glimpses of other boys in the changing rooms, and some adults at the swimming pool.

However, after seeing Jake naked and even taking pictures of him. I couldn’t help but look at myself now, and see how I compared. It was always hard to compare to glimpses, but I had been able to get a good look, and I found myself feeling a bit self conscious.

The biggest difference was that I was circumcised. Something that I knew wasn’t that common in England. It was also something I didn’t really know how to feel about. On the one hand I now understood that I had to have it, as my foreskin was apparently really tight.

On the other hand, it felt like something was missing, and it didn’t help that everyone else seemed to have theirs. I had accepted it though, because I couldn’t change it, and the little bit of online searching I did.

Well, that kind of made me feel a little better. It turns out circumcisions are done for a lot of reasons. Religions do it, and then there are medical reasons like mine. The others I would have been more annoyed with, but at the end of the day. It wasn’t that big of a deal.

However, thinking back to Jake, and looking at myself. It was still a little annoying and embarrassing that he was bigger. Although he had been a little hard I think. It definitely wasn’t really soft.

Still, I knew his was bigger. His balls too, seemed a bit bigger, but it was also good to know that one of his was slightly bigger than the other too. That had always made me a little worried about mine. So that was a relief.

I then looked at my pubes. Although calling them that, was a bit of a stretch. There weren’t that many, and that hadn’t really bothered me that much before. Not many kids my age had loads, and some glimpses I had got, some had none.

Jake having more though. Well, that kind of made me self conscious again. I think it had to do with the EKTG too, because while I had avoided it, and didn’t want it to happen. I understood that unless I was the luckiest guy alive. I was going to be seen naked sooner or later.

It’s one of the many reasons why I still had no idea what possessed me to join the game in the first place. It was insane, and I honestly wasn’t sure what I would do, if that moment came. What I did know, was it was likely to be around Jake and Leo.

They had talked about how the kids that play the game. Tend to stick to their friend groups, outside of other challenges and stuff they played with others. So having Jake not only bigger than me, but having more pubes. Definitely made me feel less confident.

I was tempted to measure myself, but I couldn’t spend too long here. I had to meet back up with Leo, and decided to just get dressed. So I made my way over to my chest of drawers, and pulled out a pair of boxers to put on.

Before I put them on though, I remembered what happened earlier and why I was back here. So I pulled out another pair of boxers to take with me. Although after getting dressed, I realised that I hadn’t brought my backpack with me.

I also didn’t want to take another bag with me. Which left me wondering what to do with my spare pair of boxers. In the end, I decided to stuff them in my pocket. It made the pocket bulge out a little, but not that bad, and it wasn’t like I was going to be around a lot of people.

Just after slipping my trainers back on, I checked my phone. No response from Ben yet, but it had barely been five minutes. I was tempted to check my EKTG app, to see if there were any notifications or messages.

But decided against it. I needed to meet back up with Leo, and I had plenty of time later to check the site out. So I left my phone in my other pocket, and headed back downstairs. I remembered to lock the door, after leaving the house.

To my relief, Suzie was no where to be seen. I even let out a sigh as I walked down the path from my front door, to the roads path. I couldn’t help but glance at Suzie’s house again, and noticed their car was gone now.

I guess they must have gone out somewhere. Which made sense I guess. It was Saturday, and people went out. So I quickly forgot about Suzie, and just headed to meet back up with Leo. Who was hopefully already waiting for me.

Despite everything that had happened, I was actually feeling pretty good. I just had to get my task out of the way with, and I had the rest of the weekend to relax. I would also have 75 points, so I could easily turn down any challenge I get sent.

I was even thinking about next week, and getting the three card draws I would have to do. Done as early as possible. Which would get me to 150 points, and have the rest of the week to relax. However, as I made my way back to where Leo should be.

Although as I carried on walking, I found myself slowing down and wondering what was going on. Leo was there, but he wasn’t alone.

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Re: New Home, Unexpected Experiences. (chapter 25: 04/04/26)

Post by Jonjon2 »

I love how this is developing. A bit of a hope that Suzie is meeting up with some of her friends and they have seen his challenge. Also good that this chapter explains why Matt said that his penis looked a bit different when he saw Jake's as he is circumcised and Jake isn't. Really great writing, thanks.
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Re: New Home, Unexpected Experiences. (chapter 26: 04/04/26)

Post by Summers »

Chapter Twenty Six

I couldn’t help but gulp a little. I mean, it wasn’t like it was a crime, or suspicious that Leo would be talking to other people. It was the weekend, and it wasn’t that early now. The problem was that I recognised one of the girls he was talking to.

Which made me both nervous, and suspicious. I mean, how did Suzie end up here, and why? I was sure she had gone somewhere with her parents, after seeing their car was gone a few minutes ago. So what was she doing here talking to Leo for?

It then got worse, as two more girls were walking from the other direction. Which could have been a coincidence, except for the fact they were even from this distance. Around the same age as Suzie, and the fact as I stopped walking now. They stopped next to Leo and Suzie.

They hadn’t seen or noticed me though, but I knew it wouldn’t be long, and I also couldn’t just walk away either. Leo was expecting me, and I still had a task to do. However, maybe if I backed away, and came back in a few minutes. The girls might have already gone somewhere else.

So, with that in my mind, I began to turn back around. Something that instantly went wrong, as I bumped into someone. “Sorry, I didn’t see…” I quickly started to apologise, but trailed off, as I saw another girl. Who was now staring at me with less than friendly expression.

“Who are you?” She then asked me, and I couldn’t help but blush a little for some reason.

“Matt, I am er… new around here.” I answered, after deciding to just be honest.

She seemed to think about that for a few moments, as I stood more than a little awkwardly. Which made me feel like a complete idiot. She was just a girl, and I was a teenager now. So getting embarrassed like this, made me feel even more embarrassed.

“Oh right, I recognise you now. Although you’re wearing more clothes than you did in that Habiba challenge.” She then said in a too sweet a tone, for what she just said.

I felt my cheeks burning now, and struggled to even think of a response to that. Thankfully, or to be more accurate. Unfortunately, Leo and the three girls he had been talking to. Must have seen us, because they had walked over.

“Hey, Gail. I see you’ve met Matt.” I heard Suzie asking, as I turned around. Leo gave me a nod and a little smirk. Something I would have expected Jake to do, not him.

“Yeah, he bumped into me.” Gail quickly said, which made me panic a little bit.

“Hey! It was an accident, and I said sorry.” I protested, before blushing as I realised how childish I just sounded. Their giggling just made it even worse.

“He’s cute when he blushes.” One of the other girls then said, and it just made me blush even more.

“Okay girls, go easy on him.” I then heard Leo say, and I quickly gave him an appreciative nod. “We’re heading off to meet up with Jake. So see you all another time.” He then said, as I felt myself relax a little bit.

I know they were just girls, but I knew they were members, and that they knew I was. Gail mentioning the Habiba challenge didn’t help either, but at least I don’t think they knew about my active task. Suzie hadn’t mentioned it earlier, and neither did Gail.

“Can we come too?” Suzie then suddenly asked, and I almost choked.

“Sorry, but we’re…” Leo started to respond, before being cut off by one of the girls whose name I hadn’t heard yet.

“Doing card draws?” She asked with a smile, that didn’t do anything to lessen the fear that grew in the pit of my stomach.

“You’re out of luck, Fiona. Jake and I have done ours for the week.” Leo said, as he quickly recovered from the surprise he had obviously felt too. However, I realised he hadn’t mentioned my name.

“True, but according to the site, and the active task list. Matt has one more to do, and it has to be done today.” Gail then pointed out, as my stomach dropped even more.

“He does, but he isn’t going to be doing it until later. We’re just hanging out until then.” Leo said, as he quickly recovered again, but I could tell that the girls weren’t going to be put off that easily.

“We don’t have anything else to do, so we can come with you. You’re just going to be at your den, right?” Suzie then asked, after giving me a quick wink.

“Sorry, but…” Leo then started to say, but they cut him off again.

“Come on, Leo. We will be good, and it will stop us from thinking of something else to stop us from being bored.” Suzie said, as the girls all grinned, and I definitely didn’t need to be a psychic to guess what she might be referring to.

“Girls, I know you excited about the game, but you also know the rules.” Leo then said, catching me by surprise.

I had expected him to cave in, because I would have. It was obvious that they were threatening to maybe challenge one of us, and I was pretty sure it would be me. I didn’t know how many points Leo or Jake had, but it had to be way more than I had.

“Are you accusing us of something, Leo?” I then heard Gail say, and to my surprise. Leo actually started to look a little nervous for some reason.

“Let’s not fight.” Suzie then said, as the girls shared a look. “We know where your den is, and we can go wherever we want. But honestly, Leo. We just want to watch. Nothing else. Pinky swear?” She then added, before holding her little finger out.

“We aren’t going to be doing anything, Suzie.” Leo then said, before holding a finger up, as Suzie started to speak. “Matt has a task, but I doubt he will do it until this afternoon or even later.” He then said, while giving me a little shake of the head.

Something that I didn’t quite understand. To me, it seemed pretty simple. Tell them no, and they will challenge me. However, Leo seemed to have surprised them by talking about rules, but then the girls had turned that around somehow.

So I honestly had no idea what was going on, or even what was going to happen next. I just knew I didn’t want the girls there, because not only would it be a million times more embarrassing. It also meant more pegs, and more star jumps.

“Not if he agrees to do it earlier.” The girl that I think was called Fiona then said, and I couldn’t help but wonder why I would ever agree to that.

“Why would I do that?” I couldn’t help but ask. I was just going to leave it to Leo to try and get the girls to go away, but I couldn’t help myself.

“Girls.” Leo then suddenly said, before any of them could answer me, but it didn’t seem to deter them.

“Because if you let us come, and do your task, we will be good, and then leave. If we have to accidentally happen to turn up. We have other friends too.” Gail then said with a grin, before holding a finger up at Leo. “It’s not a threat, we aren’t demanding anything.” She then said.

“She’s right. If we were threatening to challenge him or talking about card draws. It would be against the rules. Simply pointing out we know where you will be, and have more friends. Is just being honest.” The girl who hadn’t spoken then said, and Leo gave me an apologetic look.

“Okay, Lily. However, no tricks or anything. You know the rules girls.” Leo then said, before again giving me an apologetic look.

“And you will all go, after I do the task?” I then decided to ask. I didn’t want them there at all, but it was obvious that one way or another, it was going to happen.

“Probably, but what’s wrong with hanging out with us for a while?” Suzie quickly asked, in response to that.

Something I definitely didn’t want to happen or even do. Not that I disliked girls or anything. I had a couple of girls that I was friends with back at my old home. However, these were younger girls, and I was also worried about the EKTG.

I didn’t want to risk ending up in a situation where cards were on the line, and something told me that Jake and these girls. Would be a bad mix, and Leo and I would be dragged into any competition or bet, that happened.

I couldn’t think of anything else to say to get out of it, and Leo obviously couldn’t either. As he stayed silent. In the end I just shrugged, and we headed back to Leo and Jake’s den. With me and Leo walking side by side.

We barely spoke though, as the girls were walking close behind. They had no such problem with talking though, but thankfully it seemed to just be girl stuff, and not anything to do with me, or my task. Which was a relief, even if it would be short lived.

The feeling of dread just kept growing though. Especially as we entered the woods, and every snap of a twig or sound of branches or leaves being brushed past. Just made it worse. I was going to be practically naked, in front of a bunch of girls, and doing star jumps.

I was even questioning my choice in underwear. I had gone for boxer briefs, which meant they were tight fitting. Not like skin tight, but I was paranoid about what would be visible or noticeable. Once I started the task.

Eventually we made it to the den, and one of the first thing I saw was Jake. Who seemed to go through a range of emotions, as he first saw Leo and I. Then saw the girls walking behind us, and I wasn’t sure what he was going to say.
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Re: New Home, Unexpected Experiences. (chapter 26: 04/04/26)

Post by Jeepman89 »

This is getting good!
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Re: New Home, Unexpected Experiences. (chapter 27: 06/04/26)

Post by Summers »

Chapter Twenty Seven

“What the hell are they doing here?” Jake immediately asked, as we got closer. Although to my surprise, he didn’t sound angry.

“We’re here because we want to be here.” Suzie quickly answered, before either Leo or I could answer.

Not that I knew what to say anyway, but I was hoping Leo would have said something, and maybe Jake could have got rid of the girls. However, from the look on his face, I was pretty sure that he had worked out why they were here, and definitely wasn’t going to help me out.

“So you know he has a task, and want to watch.” Jake then said with, before smirking at me. It wasn’t a question, and it confirmed my assumption that he wasn’t going to get rid of them.

“What is that?” I then heard one of the girls call out. I think it was Fiona, but as I turned to where all the girls were now looking. My eyes went wide, and I felt my cheeks burn.

“Oh, those are the trees trophy.” I heard Jake answer, as my face burned a little hotter.

“A trophy?” I think Lily asked, as I tried to resist the urge to run over to the tree and pull the torn piece of my ruined boxers from the nub.

“Check the site, and you will see the task Matt completed earlier.” Jake answered, with a quick wink to me. He was clearly enjoying this, and I found myself wondering if I actually wanted to be friends with him or not.

The girls quickly gathered around Gail, who had pulled her phone out. While i half glared at Jake, who was not even trying to hide how much he was enjoying this. I also glanced at the nub on the tree, and had to resist the urge to run over to it and remove the remnants of my boxers.

“Oh, that’s got to hurt, and that’s really part of your underwear?” Suzie then asked, after the girls had finished giggling at the picture they were obviously looking at.

“Yes.” I answered, as I tried to not blush even more than I already was.

“Oh, is that why you went home? To change?” She then asked, and I just nodded in response this time.

They seemed to find that hilarious as well, as they all giggled. While Leo walked over to Jake, and said something to him. If I had to guess, it was probably to call him a prick or something, because Jake just shrugged, before grinning at me.

“So, are we just going to hang around for a while, or you doing it now?” Gail then asked, and it took me a few moments to realise that she was asking me.

“Might as well get it over with, Matt.” I heard Jake say. A part of me wanted to punch him or something, but he was right.

“What’s his task, anyway?” I then heard Fiona ask, which surprised me a little bit. I had assumed they all knew.

“Oh, he got fun with pegs, and clubs.” Suzie quickly answered, with obvious glee.

“What’s that do?” Lily then asked, as I just grew more and more nervous.

“He has to take all his clothes off, except his underwear. Then everyone watching gets to put a peg with a weight anywhere above his waist. He then has to do ten jumping jacks for each person watching.” Suzie quickly answered excitedly, which made the girls all giggle again.

“That is all though, Girls. Once he is done, he gets to take the pegs off and get dressed.” Leo then suddenly said. I almost jumped as he had walked over next to me, without me realising.

“We know, but can we take the pictures?” Fiona then asked, which I really wasn’t sure I liked the sound of.

I mean, they would all be watching anyway. However, after taking pictures of Jake and Leo earlier, after Jake had ended up naked. I knew how much more you could see when taking pictures, and I guessed that all four girls would be taking them.

“Yes, but remember that you can’t keep any of them. The only picture that doesn’t get deleted, is the one he chooses to upload. Got it?” Leo quickly told them. Which I was grateful for.

The thought of the girls keeping any pictures they took, was definitely not something I wanted to happen. They would either use them against me somehow, or share them with their friends. Which would be mortifying.

“What are jumping jacks?” Lily then asked, and I heard Jake chuckle behind us.

“You know, like star jumps. Like this, Lily.” Suzie quickly answered, before demonstrating a start jump.

Something that made me even more self conscious. I wasn’t exactly big, but with the boxers I had chosen. There was no way they wouldn’t be able to notice the bouncing that was going to happen. It made me want to call the whole thing off, but I knew I couldn’t do that.

“Oh, that will be funny to see.” Lily then said with a shy smile, before speaking up again, before anyone else could say anything. “How big are the pegs and the weights?”

Which was actually a good question, and one I couldn’t believe I hadn’t been thinking about more. I doubted the pegs would be that big. I think Leo or Jake had said earlier that they were basically clothing pegs, and the weights weren’t that big either.

“Not very big, I will show you. While Matt gets ready.” Leo answered, after giving me another apologetic look. Which I did appreciate. At least one of my new friends wasn’t a dick.

Although he had essentially told me to take my clothes off, and pretty much forced me into accepting that this was happening right now. However, if it meant the girls would go away sooner, rather than later. I would rather just do the task now.

So with that in mind, and taking advantage. If you could even call it an advantage. Of the girls being distracted by Leo opening his bag, and pulling out the pegs and weights. Something I didn’t managed to get a good look at, as I was kind of busy taking all my clothes off.

Well, not everything. I at least got to keep my boxer briefs on, but after removing everything else. I still felt exposed, and Jake’s chuckling didn’t help me feel any less so. Then the girls noticed one by one, and the high pitched sounds they made.

Let me know that there was no turning back now. Even if I tried to run. Where was I going to go? I was only wearing my boxer briefs. I had even taken off my trainers and socks for some reason. Which was definitely something I probably didn’t have to do, but it was too late now.

“Oh my god, he’s actually going to do it.” Fiona called out excitedly.

“This is awesome, and look how red his face is!” Gail then said, as they moved closer.

“That’s close enough, girls. We have to put the pegs on him now. One at a time. Jake can go first. Then one of you at a time, and I will go last.” Leo then said, as he quickly stepped in front of the girls to block them.

I had actually taken a step backwards without realising, but thankfully no one seemed to have noticed. Not even Jake, but as I glanced around. I saw the he had moved over to Leo’s bag, and was now walking back over to me, with a peg in his hand.

It was the first chance that I had got, to see what the peg and weight looked like. Which turned out to not be as bad as I feared they would be. The peg was basically just like one you hung clothes from on the washing line. Maybe a bit smaller.

The weight turned out to be a little ball, maybe the size of a smallish marble. Which was attached to the peg by a small chain. Something that made me worry a little bit. As I was pretty sure would make the weight bounce or swing around, as I did my star jumps.

“I think I have to go with the obvious.” Jake said, as he stood in front of me. Clearly enjoying this way too much, but I couldn’t do anything to stop him.

I winced a little as he clamped the peg on my left nipple. Which didn’t actually hurt, but definitely an odd feeling. Next up, Fiona walked over, and did the same to my right nipple. Gail and Fiona then added theirs to each of my nipples.

Which definitely made them start to hurt now. Nothing that made me want to take them off or anything like that, but it was definitely more noticeable now. Then Lily walked in front of me, and seemed unsure of what to do.

There wasn’t really enough space for another peg on either of my nipples, and I had to be honest. I didn’t really know where else she could put them. Before I could even think about offering some advice, Leo walked over, and whispered something into her ear.

She seemed to think about it for a few moments, before smiling and then looking at me. “Can you lean down a little please?” She then asked me, in a sweet little tone.

I did as she asked, and was a little surprised, when she attached the peg to my left ear. Before retreating back a little bit to join the other girls, who all looked liked they were having the time of their lives.

“They will still hurt a little, but better than three on each nipple.” Leo whispered, as he put his peg on my right ear.

“Okay. So Matt will have to do 60 jumping jacks, or star jumps. Whatever you want to call them. Girls, you can decide where you want to stand to take the pictures. Just don’t get too close.” Jake then called out, once Leo had joined them in front of me.

I felt so exposed, and had to fight to keep my arms and hands to my sides. My boxers weren’t skin tight, but I was still wishing I had chosen some baggy ones instead. Although at least I wasn’t wearing briefs, so it wasn’t as bad as it could be.

The girls eyes however, were making me blush. They were all staring at my boxers. Which thankfully at the moment, were doing their job. I almost wanted to tell them to stop staring, but luckily Jake clapped his hands, and motioned for the girls to get ready.

Which I wasn’t sure was a good thing or not, because while Lily and Fiona stayed in front of me. Suzie and Gail moved either side of me, for some reason. I would have thought they would want to see my face, and the pegs moving up and down.

I wasn’t going to complain though. As that meant that it was two less people I had to look at, while I completed the task. Which took Jake coughing loudly, for me to realise that I was still just standing there.
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Re: New Home, Unexpected Experiences. (chapter 27: 06/04/26)

Post by colomale2 »

Would the girls challenge Matt into some games? :lol:
Enjoying the story! I love the theme of stripping games
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Re: New Home, Unexpected Experiences. (chapter 27: 06/04/26)

Post by Summers »

colomale2 wrote: Mon Apr 06, 2026 4:14 am Would the girls challenge Matt into some games? :lol:
Enjoying the story! I love the theme of stripping games
Something that i have thoughts on, not sure if it will be right now, but i do have an idea that could happen... i have 29 chapters done.

Kind of want to move the story on a bit time wise, but it's hard... 29 chapters, and it's still only Matt's second day in his new home :D
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Re: New Home, Unexpected Experiences. (chapter 28: 08/04/26)

Post by Summers »

Chapter Twenty Eight

Just as I was about to start, Suzie spoke up. “When he gets half way, Gail and I are going to swap with Lily and Fiona. So he has to stop, so we can switch places.”

“Fair enough.” Leo answered, after giving me a look. I honestly couldn’t think of a reason against it, and just nodded.

“Then let’s get this show on the road.” Jake then called out, before focusing on me. “Don’t rush through it, Matt. We want to see full start jumps, or they won’t count. And before you complain about fairness, Leo can keep track.” He then said, with a smirk.

“Fine.” Was all I could really think of to say.

I honestly didn’t want to do any of this, but at least I could trust Leo to not make it any worse. So with a sigh, and then a deep breath. I started the task, and jumped up. Making sure to spread my arms and legs outwards.

It had actually been a long time since I actually did a star jump. I honestly couldn’t even remember when the last time I would have even done one, but thankfully they weren’t exactly rocket science, and I easily got into a rhythm.

The girls were obviously enjoying the show, but even though the star jumps were easy. My earlier fears were definitely coming true. I didn’t dare look down, but I could feel each time that I completed one, my dick and balls were bouncing around.

The girls little squeals and giggles, left me in no doubt that it was obvious to all of them as well. The look on the faces in front of me, confirmed it even more. Even Leo had a little grin, while Jake wasn’t even trying to hide how amusing he was finding the whole thing.

I did also notice why the pegs had weights on little chains. I mean, it was obvious I guess from reading the challenge. However, feeling them as I jumped, was definitely more uncomfortably, than I had thought it would be.

I would say it was painful, but the more star jumps I did. The more they bothered me. Even the ones attached to my ears, were starting to feel uncomfortable. Although nowhere near how the four on my nipples felt.

What was even worse than that though, was around the 20th start jump. I felt a few twitches, where I didn’t want to feel them. I wasn’t getting hard, but from all the jumping, and rubbing between skin and fabric. There was definitely some growing going on.

I tried my best not to look at any of those in front of me, but I couldn’t help it at times. However, it was hard to know if any of them had noticed the problem I was starting to have. Which made me wonder if I even had a problem.

It could just all be in my head, and there was no way I could look down. The moment I did that, whether there was any noticeable growth. They would all hyper focus on where I was looking. Which I guess they were doing anyway, but still. I didn’t want to risk making it worse.

“Okay, that’s thirty. Take a break, Matt. Girls, you can switch around now.” I then heard Leo call out, and sighed in relief.

I could feel my cheeks burning, and I avoided making any eye contact with anyone. Instead I took the chance to walk around a little. So that I could glance down at myself, and instantly regretted it. I may not have been actually hard, but there was definitely more of a bulge now.

It wasn’t exactly big, or sticking out badly, but there was no way the girls or Leo and Jake. Hadn’t noticed. I blushed even more, when I thought about how obvious it must be, when I am doing the star jumps.

My nipples were also stating to hurt now. They weren’t really painful, but they were starting to throb a little bit. Even the ones on my ears, but again. Not anywhere near the same as the nipple ones. So I was at least grateful that Leo had helped me out with those two pegs.

“Okay, we’re ready.” I then heard one of the girls call out.

I wasn’t sure which one it was, but guessed it was Suzie. She was grinning right at me, as she now stood in front. Gail was beside her, and a quick glance to my sides. Let me know that Lily and Fiona had taken their places. All of them with their phones held up.

“Okay. Start when you’re ready, Matt.” Leo then said, before giving me a quick nod.

“Yeah, keep it up and show them what you got, Matt.” Jake then said, with a shit eating grin.

I again found myself wondering if I really wanted to be his friend, because while his words sounded encouraging. It didn’t take a genius to work out what he was really saying, and the shit eating grin was just a confirmed it.

There wasn’t anything I could do about that though. I would just be making it even funnier for him, and probably everyone else. It would also mean that I would be standing in front of them all in my boxers even longer.

So I starting the remaining 30 star jumps. Instantly the girls were giggling and I could hear Gail and Suzie saying something to each other, but it was too quiet for me to make out. Jake occasionally called out to me, as I worked through the star jumps.

I thought I was making decent progress, but my problem from earlier was definitely getting worse. I wasn’t hard, or even half hard, but each jump, I could feel myself getting a little firmer. Something that Jake’s comments definitely seemed to be hints towards.

Not that the girls would need to be told where to look. I was pretty sure if I could bring myself to look around. All eight of their eyes would be watching the growing bulge in my boxers bouncing around.

A thought that seemed to make it even worse. With the rubbing of the fabric of my boxers, and the embarrassment of the entire situation. Knowing girls were watching. Even if they were a little younger, was definitely making me feel a little more excited than I wanted to be feeling.

“Just 10 more to go, Matt. Keep it up.” Jake then called out, with a snigger loud enough for me to hear.

My face just flushed and heated up even more. Especially as the girls were giggling and making little comments too. Thankfully, as I reached the last star jump. While definitely almost half hard, I wasn’t fully hard.

Unfortunately, once I had finished. The girls were overly excited, and whether knowingly or unknowingly. They blocked my path to my clothes, which were on a tree stump. Jake and Leo came over too, and Jake gave me a harder than necessary slap on my back.

“Ha! Great job. Really were up to the challenge, Matt.” Jake then said, with his increasingly annoying smirk.

“Yeah, you were awesome, and really showed us what you had.” Gail then said, with a smirk of her own.

Something that definitely caught me off guard, and I had no idea how to respond. So I just stood there awkwardly, with a blush that could cook eggs. Thankfully, whatever excitement a certain part of me had been feeling during the task. Had already faded away, now that I had finished.

“Okay, Girls. I guess it’s time to let Matt check the pictures that you took, and let him choose one for you to send to him. So he can upload it.” Leo then announced, as he stepped beside me, and herded them back a little bit.

“Yep, one at a time, Girls.” Jake then said, and actually was being helpful for a change, as he got them to move a little further away.

I then had to watch, as the girls huddled together. Obviously trying to decide who showed their pictures first. Although I didn’t really see the point, because I was going to have to look at them all anyway.

“Oh man, I think you’re cooked, Matt.” Jake then said, as the girls continued to huddle together.

“What do you mean?” I quickly asked, as I looked at him in confusion.

“Oh, you will see, once they finish, and come back over.” He answered, as I gave him an annoyed look.

“What’s the supposed to mean?” I couldn’t help but ask. He really was a dick, and I wondered how someone like Leo, put up with him.

I decided to ignore him though, and instead thought I would take advantage of the girls being distracted. However, before I even moved. I realised that they were still between me, and where my clothes were.

Which really was the icing on the cake. They had to have done it on purpose, and I was really hoping they would just hurry up now. So that I could just pick the least embarrassing picture one of them had taken, and then I could just get dressed.

Eventually they finished their little huddle and walked back over to us. The look on their faces however, made me wonder if maybe it would have been better if they were still talking to each other.

“Okay, Girls. One at a time, and he will pick one picture from each of you. The rest get deleted, and then the next girl and so on. He will then decide which of those he will upload. Whichever one it is, send it to him, and he will complete his task. Got it?” Leo then explained to the girls.

Who were all quick to nod. Way too quick for my liking, and the shit eating grin that had returned to Jake’s face. Wasn’t helping me feel any less paranoid about it all. However, there was nothing I could really do, as Gail moved in front of me. Holding up her phone.

“No way. Scroll through the rest.” I quickly said, as I somehow managed to blush even more.

The picture was obviously from when she was standing by my side, and it showed me mid star jump. Which wouldn’t have been an issue, if it wasn’t for the fact that you could clearly see the front of my boxers sticking outwards.

I may not have been hard or even half hard, but that didn’t make this picture any less obvious. What was making my boxers stick out like that. However, when Gail made no effort to scroll to the next picture, I reached forward.

“That’s the only picture.” She then said, before stepping back a step.

“What?” I couldn’t help but ask, as I ignored the snort that came from Jake. “There is no way you only took one picture.” I then said, as she just grinned at me, while the other girls giggled.
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Re: New Home, Unexpected Experiences. (chapter 28: 08/04/26)

Post by colomale2 »

Love the trick :lol:
Looking forward for the next chapter!
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Re: New Home, Unexpected Experiences. (chapter 28: 14/04/26)

Post by Summers »

Chapter Twenty Nine

“Leo can check.” She then said, before holding her phone out towards him.

I then watched as he reached out, and took the phone. Despite the obvious bigger situation happening. I couldn’t help but wonder why she let him hold her phone and look through it, but not me. It was petty, I know, but it still bugged me for some reason.

“She’s telling the truth, Matt. There is just this one photo of your task.” Leo told me after a few moments, and I couldn’t help but be confused.

“Well, I am not picking that one.” I decided to then say, after thinking about it, and knowing I didn’t want that on the site.

“Oh, then I have to delete it, right?” Gail then said, with caught me a little off guard.

I had expected her to be angry or at least protest a little bit. Instead she looked like she had been expecting it, but I had no idea why. So I just nodded, after Leo gave me a shrug. I did glance at Jake, but he just looked amused for some reason.

“Okay, my turn.” Suzie then announced, and took Gail’s place in front of me.

Again, she just held her phone out. Her expression making it clear that I wasn’t allowed to take it. So with a little shake of the head, I looked at the picture she had up. “Can you swipe to the next one, or can I just do it?” I then asked, after instantly dismissing the first one.

“That’s the only one.” She quickly answered, with a sweet and innocent smile. As if nothing was wrong.

“You only took one picture?” I couldn’t help but ask, as I looked at her in disbelief.

“Yep, it was perfect. So there was no point taking any more. It shows everything needed.” She answered in a tone, that almost matter of factly. Like she had just read a shopping list.

“Well, I am not uploading that. So just delete it.” I told her, without really thinking about it.

The look on her face, and the giggles from the girls. Should have concerned me, but Jake sniggering distracted me from them and the photo’s. So I didn’t really give what was happening enough thought. I just watched as Fiona walked up.

“Seriously?” I couldn’t help but say, after seeing the picture she was showing me.

It was way worse than the other two, and there was no way I was going to upload that one. It looked like I had a hard on. Well, not quite that bad, but the way I had jumped, and how my obviously not completely soft willy. Sure made my boxers look like they were tented.

Maybe if I was insane or as confident as someone like Jake. I might have not dismissed it so quickly, and maybe considered it, if the tenting didn’t look as small as it did. Obviously I didn’t want to have an actually hard on in the picture, but at least it would look bigger.

“So you want me to just delete it?” Fiona then asked me, in a completely innocent tone, that didn’t belong in this situation at all.

But in my distraction and not really thinking about it at all. I just nodded, and waited for her to show me the other pictures she took. However, when she tapped her screen a few times and started to turn away. I couldn’t help but be confused.

“What about the other pictures?” I quickly asked, before she could start to walk away.

The gleeful look on her face, and the others girls. Made me feel like I had missed something very obvious, but I still couldn’t quite figure out why. Jake chuckling wasn’t helping, and neither was Leo muttering something I didn’t quite catch under his breath.

“That’s the only one.” Fiona told me, and I think my mouth actually hung open, as I tried to understand what was happening.

There was no way that the three girls had only taken one picture. Yet, Leo had confirmed it with Gail’s phone, and I had seen there weren’t any more on Suzie’s, and as Fiona held up her phone. I could see that there weren’t any other pictures of my task.

Even the one that I had seen a few moments ago, was no longer there. However, before I could even think of anything to say to what was happening. Lily walked up to me, and held up her phone. If Fiona’s picture had made my eyes go wide.

This one, made my eyes almost pop out. “No way!” I muttered, as I took it in. It wasn’t that different from the one Fiona showed me. It looked like I was hard, and that I had a small dick, tenting my boxers. With the one difference being, you could actually see a little of my dick.

My boxer briefs weren’t the loose type, and definitely tight enough to not show anything from the leg holes, but they did have buttons at the front. Something that I still didn’t know why some boys underwear had buttons at the front.

No boy that I knew, ever took a pee, with their willies through the underwear. We just pulled the front down. But the buttons being there, meant that there was an opening in the front of the boxer briefs.

Usually not even an issue, as you didn’t walk around in your underwear. However, even if you did. Like I was now. The way they are designed is that you don’t just flop out or slip between the buttons. There is a flap bit behind them

So this shouldn’t be possible, but then I thought about it. I was doing star jumps, I was getting harder as the task went on. It was unlikely, and improbably. But it wasn’t impossible, that if something bounced a certain way, and caught in a certain way.

“Delete that, then show…” I then started to say in a mortified tone, before trailing off. It finally clicked into place. The giggling, and looks. Jake’s warning from earlier and his sniggering. The three other girls only having one picture each.

“Sorry, but this is the only one I have.” Lily then said, as I just stood there.

“Then I will just pick on of th…” I then started to say, before Suzie cut me off.

“You told us to delete those. Lily’s is the only picture left.” She told me, with a shit eating grin, that rivalled the one Jake had earlier.

If I hadn’t figured it out already, I was left in no doubt now that they had trapped me. I quickly looked at Leo, who couldn’t quite hide the fact he was finding it hilarious. “What do I do?” I half mumbled, as I looked back at the picture.

Okay, you couldn’t see it that well, and it was just a little bit. But it was enough to see that I was circumcised, and I knew how pictures worked, and how you could zoom in on them. So anyone that looked at my task page or the sites task page. Could zoom in on the picture easily.

“You have to pick a picture from those taken, Matt.” Leo answered, and despite the fact he clearly found it funny. He at least looked guilty about it.

Which was more than what could be said about Jake, who wasn’t even attempting to hide how funny he thought it was. Which would have annoyed me more, if it wasn’t for the fact the girls were giggling and now making comments between themselves.

“I sent it to your account, Matt.” I then heard Lily say, in a way too innocent tone.

It was now dawning on me, that there was no way out of it. Unless I wanted to risk whatever punishment you got, for not uploading a picture. I know Leo and Jake talked about it a little, but right now. I was a complete mess.

So instead of responding or even looking at any of them. I made my way over to where my clothes were, and got dressed as quickly as I could. Something the girls protested a little at, but I think they had already got what they wanted, and probably more.

“It’s best to just upload it, and not think about it, Matt. Trust me, I have some embarrassing pictures too. So I get it, and remember, I was the new kid not that long ago. So I know.” I then heard Leo telling me.

Right now, I honestly wasn’t really listening to him, but inside I knew he was right. It just didn’t help me or change what was happening. I had stripped to my underwear in front of a bunch of younger girls.

Then performed 60 star jumps. They had seen my willy bouncing up and down god knows how many times during the task. It had even started to get hard, and I knew they had taken more pictures. It was now obvious they just deleted the rest of them, while they huddled together.

All that was bad enough, but knowing they got a picture that showed enough of my willy. That you could tell that I was circumcised, was almost too much. It was mortifying, and I honestly didn’t know how to deal with it.

In the end, I tried to just take Leo’s advice. I just got my phone, and logged into the site. However, even that could just be that simple. I hadn’t checked my notifications since this morning. Even when I did the random draw card on it earlier.

I hadn’t even took any notice, if there were any messages. Yet now, that I was looking for Lily’s message. Which would obviously be the picture. I could see I had quite a few notifications. At a quick glance, most at least just looked like system messages. For the tasks I had done, and points.

There were a few for new followers. Which was oddly both embarrassing, and kind of cool. However, I had several private messages. One from Zach, and the others from usernames I didn’t recognise.

I had bigger problems right now though. The picture, which I couldn’t help but look at now. I even forced myself to zoom in a bit, and it just confirmed my earlier fears. The only saving grace, was that the picture quality got worse, the more you zoomed. So it wasn’t as bad as it could have been.

“Dude, it’s not that bad.” I then heard Jake telling me, just after I had uploaded the picture to the task page. “Don’t look at me like that. Or are you forgetting about earlier?” He then said with a shake of the head, after I had given him my best death stare.

However, as soon as he said it. I noticed that he blushed a little, for some reason. However, I couldn’t help but smile a little bit. Despite still feeling mortified, about what just happened. Because the girls had suddenly turned their attention from me, to Jake.
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