New Home, Unexpected Experiences. (chapter 56: 02/07/26)

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
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Re: New Home, Unexpected Experiences. (chapter 49: 04/06/26)

Post by Summers »

Chapter Forty Nine

“That felt great!” Wes declared, as I was thinking something very different.

I didn’t hate it, and I had to admit that is was kind of fun. However, my hand had another boys stuff on it. A younger boys, and while it was kind of like water, if was both a little sticky and slippery. Which was pretty confusing.

“I er… guess I take the picture of you now.” I decided to say, after shuffling over a bit to the side of the table, and wiping my hand on the grass.

“Yeah, just got to make sure you get us both in.” He said so casually, I almost didn’t catch what that implied.

“Both of us?” I couldn’t help but ask, as I looked at him in confusion.

“Yeah, it’s your task. So you need to be in the picture too. Even though you won.” He explained, as if it was completely normal.

It also blew my mind a little bit, that he was so normal about it. He was going to be seen naked, spread eagled, with cum on his willy. It would have been obvious what it was too, and he didn’t seem in the slight bit embarrassed about it.

“I guess so.” I found myself saying, as I walked over to where I had left my clothes.

“Oh, you need a selfie stick. If you go inside the house, there should be one on the big cupboard on the left.” Wes then told me, after I had walked back over with my phone.

I was a little confused, but then thought about it. He was right, because as I looked at him. I had no idea how I was supposed to get both of us in the picture, that showed our faces, and his willy. So with only a slight hesitation, I walked towards the backdoor of his house.

It felt weird to be inside someone else’s house. Especially while completely naked, and with an erection. Which still hadn’t gone down, and was actually a little wet at the end. Something I hoped Wes hadn’t noticed.

A quickly little wipe with my thumb, fixed that problem though. Even if it was a little gross to wipe it on my thigh, but it was better than him noticing that I had enjoyed what had just happened, more than I wanted to admit.

Luckily, the cupboard he was talking about, was easy to find. It being a tall cupboard, kind of helped in that sense. Finding the selfie stick however, was a little trickier. It occurred to me, that I had no idea what it looked like. Other than a stick, with something to hold a phone.

So when I couldn’t find a long stick, or at least something that looked long enough. I almost gave up, and went back outside. However, I thankfully noticed what looked like a phone case. It was attached to a small looking handle.

Which turned out to be one of those things that extended, and I smiled to myself a little bit. I had been close to going back outside to ask Wes for help. Which might have meant untying him, and if we had come back in, just to find this. I would have felt like an idiot.

A feeling that I actually felt anyway, as I walked back outside. I was naked, hard, and walking towards a younger boy, that I had stripped naked. Tied up, and then made shoot his stuff. Although maybe idiot wasn’t the right word. Insane was much more appropriate.

“Took you long enough, Matt. Now come lay next to me, and then take the picture.” Wes called out, as he saw me walking over.

“Lay next to you?” I asked, as I stopped and look down at him with a frown.

“Yeah, how else are you going to get a picture of us both, with everything in it?” He explained, and despite not liking the answer. He had a point, and the word idiot seemed appropriate once again.

It meant that my willy would be in the picture, and worse. I was still hard. It just didn’t seem to want to go down, and I couldn’t really do anything about it. Not without Wes ending up paying more attention to me, which he was doing anyway, but still.

Reluctantly, I laid down next to him. Well, it took a bit of time and moving, because the table wasn’t that big. So with him spread eagled across it. It didn’t leave that much space for me, and I was kind of half off the side of it.

“Take a few, just to make sure you get a good one.” Wes then told me, as I lifted up my phone on the selfie stick.

It was a little awkward, and I had never used one before. However, it seemed simple enough to at least take a picture. I just wasn’t sure if I was aiming it as us correctly. So he was right about taking a few of them, because I didn’t want to have to do this again.

Especially as I was fully aware of where we were, and my nakedness. Sure, if was a back garden, but I had no idea who his neighbours were. I also didn’t miss the fact that he apparently had a sister as well.

Who could come home at any time, and also his parents. I mean, I assume that they know about the game, and all that happens. But I didn’t want anyone else to see me naked, even if I had now uploaded two naked pictures of myself to the E.K.T.G site, and about to add a third.

“Okay, that should be good.” I said, before getting up and disconnecting my phone from the holder.

“Untie me then.” I then heard Wes say, and blushed a little as I had almost forgotten about him.

It didn’t take long to untie him, and within a five minutes we were both dressed and sitting in his bedroom.

“That one is the best.” Wes told me, as he passed my phone back to me.

The pictures were mostly exactly the same, and despite not wanting to upload any of them. I didn’t have a reason not to. Well, that’s not completely true. I had a lot of reasons, but I was pretty much fully committed to the game now, and couldn’t chicken out after everything I had already done.

“That was really cool though. I almost beat you too, if I had just managed to tie that knot.” Wes said, as I was finishing uploading the picture.

“It was close, but not close enough.” I responded, after deciding to just try and let my embarrassment get in the way.

It was actually pretty fun to hang out with him for a little while as well. While we chatted about the task, and the game in general. Eventually though, I did need to head home, and he needed to head back to Carter’s. Who had texted him a couple of times to ask what was taking him so long.

I also got a text from both Jake and Leo, which made me both grin and grimace at the same time. They had obviously been on the site, and seen my newly uploaded pictures. All three of them by now, and both wanted to know what the hell happened.

Wes and I actually walked back to my road together, and while I didn’t make any promises. I did kind of agree to hang out again, which was a similar thing I had told him earlier, when we were with Carter and his sisters.

When I finally got home, I was glad to see that my parents were still out. It meant that I could just relax, and really process everything that had happened. Which as I made my way to my bedroom, I realised was a hell of a lot.

At the start of the day, I had hoped to have only two card pulls to do this week, and with the hopes of not doing a single one. So although I technically managed to do one of those, because I did only have two left to do. I had ended up doing three card draws, in a single day.

It really was insanity, and it still wasn’t over. Well, it was for today, and tomorrow. Because I was definitely not doing any more card draws or challenges or anything. I had done more than enough today.

So I was going to just chill and try and relax until Wednesday, where I would have to strip wrestle Zach. However, that was for future me to worry about. I had things I needed to sort out now, and looked at my phone.

I had a lot of notifications to read, and while most would be about the tasks and points I had won. I knew there would be messages too, and just had to hope there weren’t any actual challenges. Which really would be a problem.

Before opening up the site to read through them, I actually decided to run myself a bath. It was something that was a positive about moving to this house. The bathroom was a lot bigger, and so was the bath.

I just figured it might help me relax and unwind a little, and also get clean. As I was more than a little sweaty from everything I had done today, and definitely had mud and grass stuck to me. So I definitely needed to get cleaned up before my mum and dad got home, and noticed.

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Re: New Home, Unexpected Experiences. (chapter 49: 04/06/26)

Post by colomale2 »

Wish someone is in the house :D Thank you for great chapter!
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Re: New Home, Unexpected Experiences. (chapter 50: 08/06/26)

Post by Summers »

Chapter Fifty

I decided to go through the site messages or system messages, or whatever they were called. Which just consisted of telling me that I had new followers. Something that I guess was cool, but also embarrassing. I know had fifteen of those, which felt like a lot.

A little more interesting, and disappointing. Was seeing that my task results had been verified, and I now had the same points that I had started with. Even though I have done three card drawers, and won two. I still only had 175 points total.

That sucked a lot, as I had only got 25 points each for the tasks. Which was the standard it seemed, but the site had said you could get up to 100 points for a task. Something that made me wonder what you had to earn that much.

I had to check something though, because I was sure I read something about bonus points for extra card draws. However, that turned out to just be voluntary ones, not extras that you gained from bets or challenges. Which sucked.

There was nothing I could do about it though, and 175 points was still quite a lot. At least I thought it was, but I didn’t see the point in checking the leader board. Not until I worked through the rest of my notifications.

One of them was just informing me that I had done three card draws, and had two remaining. Another two were just the confirmation messages from my challenges with Carter, and Zach. With details of the stakes and conditions.

I had to give the site credit I guess, because it was a pretty simple process. So you just agree with another member the challenge, and one of you submits it, and the site does the rest. When the loser or winner, uploads the picture. You have to click a few checkboxes that indicate the result.

So it really wasn’t difficult, and I guess it was designed that way because this whole thing was for kids to play. So it made sense. Next up, I had to decide whether to read the private messages, or the challenge requests. Which had me feeling more than a little nervous.

There were three of those, and I didn’t recognise any of the usernames, but one was definitely a girl. That was something I really wasn’t sure how to feel about. So I decided to read the other messages, as there were six of those.

The first was from Zach, just reminding me about Wednesday and also to my surprise. Thanking me for agreeing, and that he thought I was cool. Which was nice, and actually cheered me up a little bit, as it was a reminder that this was all supposed to be fun. So I sent him a quick response.

The next that stood out was from Wes, and it was only sent a ten minutes ago. It was another nice message, and he even apologised again. Just in case I felt like he had tricked or pressured me. So I was happy to reassure him in my response.

Stan Cooper was the next message. Well, StantheMan, I guess. Which was still a username that should have been lame, but I actually liked it. It actually made me think about changing my own, as most of the users seemed to put a little effort and thought into theirs.

It was three for three on nice messages as well. He just seemed to be want to be friends, or at least that is what I got from his messages to me so far. He thought I was really cool for posting the pictures I had, and how confident I must be.

Something that he was completely wrong about, but I wasn’t going to correct him. It was just nice to have someone that didn’t seem to want to challenge me, and instead just seemed to want to cheer me on. So it was pretty easy to respond to him, and even ask a couple of questions.

Next up though, was a message from LilRed. I still cringed a little at Suzie and her little friend group tricking me into uploading an embarrassing picture at the weekend. Although after today, it seemed pretty tame in comparison.

I was a little nervous opening it, but to my surprise. It was actually an okay message, although I was a little more worried I might get some retribution from some younger boys soon. The message was about how much fun she and her friends were having with a few of the boys their age.

She even linked a few pictures, and while I was going to ignore them. Curiosity got the better of me, and I instantly blushed a little, and felt more than a little guilty. Even if it was more Jake’s fault, it had definitely been me that had given the girls the idea.

The three links, all showed boys their own age. Two of them contained a boy in their underwear, looking embarrassed. The third however, had four boys looking extremely embarrassed, as they stood naked, with the almost completely clothed girls behind them. Holding their willies.

Each link came with a little description. The two underwear clad boys, were just standard challenges, although I wasn’t sure what suit they had been. Other than not hearts, otherwise they would have been naked.

The third link however, the girls had apparently got one of the boys to draw the same card I had drawn against Wes, the ten of hearts. The girls had challenged him to a game of H.O.R.S.E, against all the girls. So it would have been a four on one. I guess he had convinced his friends to help him.

Knowing boys, and myself. The boys would have been confident at beating the girls. I am not super sporty, but I would have been confident. Especially as the girls didn’t look that athletic, when I met them. Although, I wasn’t really sure why I thought that, other than girls sucked at sports.

At least that is what we always assume I guess, but obviously seeing the picture. The girls had won, and won pretty convincingly, as from what I could tell. They seemed mostly dressed, but it was hard to see as they were behind the boys. Which their hands reaching around their waists.

It made me remember that it wasn’t that long ago, that Katie and Sara. Carter’s two younger twin sisters, had held and touched my own willy, and balls. They had even has their thighs around my willy. They had touched it both hard and soft. So I understood the embarrassment the boys felt.

I wasn’t quite sure how to respond to the message though, and decided to just play it safe. I didn’t want to risk making them turn their attention to me. So just said that they did well, and I was glad they were having fun.

The fifth message was from who I assumed was a girl. The username was GirlzRulez. Which I wasn’t quite sure what to make of, other than she obviously must have thought girls were better than boys.

When I read the message, I felt a little nervous. A quick look at the challenges that I had received, confirmed that one of them was from her. Her message was basically her taunting me, but in a fun way. Which was a little reassuring, and made me think of her like the female version of Carter.

I held of from responding to her though, as I hadn’t read the challenge, and I wanted to read the final message I had first. Which turned out to be from Jake, and it made me roll my eyes. It was sent not long after I had posted the losing picture from my first task earlier.

I had gotten texts from both Leo and him, after my second task picture was uploaded. So that was probably why he hadn’t sent more after seeing that one and the one I just did with Wes. So I just replied that I would see him later, to stop him sending any more messaged.

That left me going back to GirlzRulez, whose real name was Mandy. I then went to the challenge page, and bit my lip a little bit. The hot bath, and the bubbles at least helped keep me a little relaxed, but I was still feeling nervous.

Her challenge read. ‘Hey Noob, noticed that you’ve just started playing, and you look pretty weak. So I am challenging you to beat me in a work out challenge, with a card draw on the line. We will compete to do push ups, sit ups, monkey bar race, sprint race, a strength test, an endurance test.

I get to pick the order of those, The loser of each of those mini challenges, will lose a piece of clothing. It will take place at either the schools playground, or the local parks playground, at midday, on the day of your choosing, Matt. Unless you’re scared to lose to a girl.”

I had to read it a couple of times, to really understand the challenge, and what it involved. Once I did, I honestly didn’t know what to do, or how confident I felt about my chances. I had seen the local parks playground, and remember the monkey bars being quite long.

She had left me with picking where, and what day. However, I wasn’t sure how I felt or what difference her being able to choose the order of the activities she had listed. My gut reaction was to reject it. Especially after what I had gone through today, and with Wednesday still coming up.

However, I only had 175 points. So while I could reject this challenge and lose 25 points. I also still had two other challenges to look at as well. I also could lose against Zach, and end up with an extra card draw to do.

So if I rejected all three challenges, I would be at 100 points again. Which would make doing three challenges today, even more frustrating for me. If I then lost to Zach, I would have three challenges still to do.

Which so far, I had completed them all. So I may end up back at 175 points again, by the end of the week. However, if I failed all of them, or even one or two. I could end up at worst with 25 points, or somewhere between the two.

Thinking about it for a little longer, I realised that I still hadn’t read the other two challenges. Which was dumb of me, because I needed to at least know what those were. Before I made my decision, and quickly opened the first of the two.
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Re: New Home, Unexpected Experiences. (chapter 50: 08/06/26)

Post by colomale2 »

This is getting good. Love where this is going. Thank you for great chapter!
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Re: New Home, Unexpected Experiences. (chapter 51: 10/06/26)

Post by Summers »

Chapter Fifty One

It was from someone with the username ToddtheGod, and I chuckled despite myself. Not just at the actual username, but I realised how many people seemed to have ‘the’ in their usernames. It was a silly thing to find amusing, but I did.

His challenge however, was a lot simpler, but potentially just as embarrassing. It left me wondering if every challenge involved stripping. It read ‘I challenge you to a game of strip penalties, at the Astroturfs, with a card draw on the line.’

It took me a few moments to realise what Astroturf meant, and it was at least better than just some random field or a park. Well, I guess it would still be outside, but I was sure they were different to just a normal football pitch. I was picturing something like a caged or fenced area.

So for me, I was already thinking to reject GirlzRulez, and maybe accept ToddtheGod. Although I might just reject both, but I needed to read the last challenge first. As it might be better than both of those, or maybe worse.

The username didn’t really stand out that much. At least not like the other two. It was just SammyT, and I didn’t even bother to check their profile. I just read the challenge, which was a game of strip H.O.R.S.E, at the school playground. At a time and day of my choice.

His message was a lot friendlier than the other two were, and that had me considering it. However, I had to think about it for a little longer. Something the bubble bath was helping me do, as I put my phone on the side, and just sank into the warm bubbled water.

GirlzRulez was definitely a no, and not just because it was a girl. Although that was a part of it, but it was mostly because it sounded like a lot of effort and very public. ToddtheGod, was a little more tempting, as I was okay at football.

SammyT’s however, seemed like the best for potentially being less public. The school I had to imagine was gated, and the playgrounds tended to be around the back. So with school not starting up yet, it should be pretty private.

The problem was, I wasn’t that confident in being able to win. Basketball wasn’t really something I played much, if at all except for when we had to play at school. Although, I wasn’t too bad at it, and it wasn’t an actual game, just standing and shooting.

I could do both, but I had already done so much today, and also still had Wednesday to get through. So my only real option was to either reject them all, and lose 75 points, or reject two and lose 50 points, while accepting one of them.

After thinking about it for a little bit longer, I decided to let someone else decide. So I texted Leo, but didn’t explain anything. I just sent him a message saying to respond back with a one or a two, and I would explain later.

ToddtheGod, was one, and SammyT was two. I made that clear to myself. Leo didn’t text back though, and I decided to wash myself properly in the bath, before relaxing again. Eventually I heard the notification, and saw that Leo had text back number two.

So I guess SammyT it is then, I told myself. However, before I accepted the challenge. I needed to decide on the day and time. Tomorrow and Wednesday were definitely not an option, and Thursday probably too. I wanted the weekend free as well.

Which left Friday, and just the time. The school was still not open, not for another week. So I didn’t really know if there was really any reason to pick a time of day over any other. I guess getting it out of the way made the most sense though.

So as I shifted a little in the water for no particular reason, I opened up the challenge and messaged back with the day and time. Which I decided was for 10am, because I didn’t want to get up too early, and it would leave the afternoon free.

While I waited for their response, I rejected the other two challenges. Which sucked a bit, as I just gave up 50 points, but I really didn’t want to risk ending up with more card draws. I did think a bit ahead though, and was just honest with them about having enough challenges this week already.

I wasn’t sure if that was a good idea or not, but I figured a little honesty, couldn’t hurt. I figured it was better than just rejecting them without saying anything, and they had likely played long enough to understand why.

Before I could overthink it though, I heard the ping sound for a new message and smiled as I saw it was from SammyT. Something that actually made me pause though, as I wondered why I was smiling. I was risking another card draw, and I definitely shouldn’t be smiling.

With a shake of a head, I accepted the challenge. Once that was sent, I couldn’t help but again think about how much I had changed. Especially in such a short space of time, and while that had me thinking, I felt something else that distracted me.

There were still bubbles in my bath, but I slowly splashed them away, and frowned a little. For some reason I was hard, and I honestly had no idea. It wasn’t like I was thinking about anything naughty, and I was pretty relaxed.

I could only put it down to the game, and thinking about this new challenge. Something that made me realise I hadn’t even looked at the guys profile yet. So ignoring my hard willy, and letting the bubbles cover it again. I reached for my phone again, and brought up his profile.

“What the heck!” I called out, as my eyes opened wide.

SammyT wasn’t a boy. SammyT was a girl. A 14 year old girl, that I had just agreed to play strip H.O.R.S.E with. I kept looking at it, as if it would change, and somehow she would turn into a boy. However no matter how long I stared, nothing changed.

I quickly pulled up the challenge, but I knew it was pointless. It was already agreed and processed, and I could feel my heart racing. I also felt something else twitching a bit, and I didn’t have to clear the bubbles away this time, to know what it was.

This just couldn’t be happening, and I had no idea what to do. I had rejected GirlzRulez because she was a girl, and just assumed Sammy was a boy. Which was obviously wrong, because as I looked at the profile again, I saw that her name was actually Samantha.

I almost dropped my phone in the water, as I tried to get up, and slipped down. Something that at least distracted me a little from what I had just done. Which was just made worse, when I heard the notification sound, and saw she had messaged me.

‘Thank you for accepting, most boys are too scared. So I look forward to playing with you, but don’t think I will go easy on you. I am going for the win, and can’t wait to see what you look like naked. See you Friday, Matt.’ The message read, and I gulped nervously.

I decided that I needed to get out of the bath, and get dressed though. Not that it would help, but I couldn’t sit in the water for the rest of the day, and I didn’t want my parents to ask what I was doing.

Annoyingly, my erection wouldn’t go down. Even as I was sitting on my bed naked, after drying myself. I was tempted to take care of it, but I was wary of the time. So instead I ignored it, as I moved over to my desk, and sat down.

I probably should have got dressed or at least put some boxers or shorts on, but I needed to check something. I obviously knew what H.O.R.S.E was, I didn’t really know the rules. Well okay, I knew you stood a certain distance and tried to make a basket.

However, I had never actually seen a game being played. Just heard about it, and thinking about Suzie’s message early. Showing off how she and her friends had beat four boys, and got them naked. So it had to be harder than it seemed.

After reading for a little while, I was felt like I had been pretty much spot on. Although I wondered how the strip version would work. Considering the name, I imagined you only had five items of clothing.

However, even if you didn’t wear extra stuff. That would give you at least seven. Two socks, two trainers, bottoms, a top, and underwear. So the Math didn’t quite add up, unless socks counted as one, and so did trainers.

Something that made me even more nervous, as I wasn’t really that confident. I had barely ever played basketball outside of having to during sports class at school. So the idea that I could be naked within five shots, was definitely worrying.

However, in the normal version. At least the rules that I had found, you only lost, if the other person missed. So if you missed a shot, and your opponent did as well. You went again. So if E was your trainers, you wouldn’t lose them, unless you missed and your opponent scored.

Which gave me a little more confidence. I mean, girls didn’t really play basketball, and boys were more sporty and better at them. However, I again thought back to Suzie’s message. They had managed to beat four boys, so maybe I was missing something.

I then heard the sound of a car door being shut outside, and then a few moments later, the sound of the front door being unlocked. In a bit of a panic, I quickly got up and walked over to my chest of draws. Just as I heard my dad shout up, to come down and help with the shopping.

Which made me sigh, but I knew there was no point arguing. They would just tell me that they had done the shopping, and the least I could do was come down and bring the bags inside. So I called down that I would be down in a moment, and quickly finished getting dressed.
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Re: New Home, Unexpected Experiences. (chapter 51: 10/06/26)

Post by colomale2 »

Another great chapter! Looking forward to the basketball match :D
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Re: New Home, Unexpected Experiences. (chapter 52: 14/06/26)

Post by Summers »

Chapter Fifty Two

“Don’t get mad at us, Matt.” Jake told me, as I sat with him and Leo in their den.

“I’m not mad at you, I am just stressed.” I responded, as I shock my head.

It was Wednesday, and in around an hours time. I had to meet up with Zach for our strip wrestling match. However, that wasn’t what was bothering me. Well, it was, but it wasn’t the main reason. Friday was the thing on my mind, and Jake and Leo, hadn’t made it any easier.

“Well, you need to get over it. Zach is no push over, despite how little he is. If you turn up thinking about Friday, and losing to Samantha. He is going to wipe the floor with you.” Jake then told me, as I shot him a glare.

“He’s not wrong, Matt.” Leo then said, and I couldn’t help but give him a pointed look.

“Well you two could at least be friends, instead of just teasing me and calling me an idiot for getting myself into this mess.” I then decided to say, before sighing in frustration.

I had messaged them both Monday evening, and told them what I had done. I knew Jake was likely to find it hilarious, but I had honestly thought Leo would at least be on my side. However, he had found it just as funny.

“Good friends tease each other, Matt. Besides, we told you that Samantha is on the girls netball team. So you at least know about that.” Jake said, with a grin that let me know that he was trying to bait me.

“Yeah, that really helped me get over my nerves. Thanks so much for letting me know I am going to lose.” I responded sarcastically, before shaking my head as they both laughed.

“Hey! Don’t give me that look, Matt. I may not be a dick like Jake is, but I am not going to pretend this isn’t funny. You said it yourself, you didn’t even look at her profile. You just assumed it was another boy.” Leo then said, after seeing me giving him an unimpressed look.

“And let’s not forget, Matt. You chose to accept the challenge, and you had enough points to reject it. You still would have had 100 points. So you did this to yourself.” Jake then added, before I could respond, and while it was the truth. It just annoyed me even more.

“Fine, I’m an idiot.” I then say, before sighing dramatically.

Which just made them start laughing again. It was so annoying, but a little infectious too. So I just about managed a small smile, as I waited for them to stop laughing. Something that took a lot longer than it should have, but I knew they were doing it on purpose.

“Okay, we will stop teasing you.” Jake then said, after they had stopped, and I had just sat there staring at them both.

“Good, then maybe you can give me some advice. Actual advice.” I then said, as I thought about Zach, and how I needed to start heading to his house soon.

I could have pushed for somewhere else, but I honestly couldn’t think of anywhere that wouldn’t be embarrassing. My own house was an option, but if my parents came home. Well, that would be mortifying and something I didn’t want to deal with.

“Well, I would get changed now. Unless you want to ignore our advice and wear what you’re wearing now.” Jake told me, and I couldn’t help but look down at myself.

“I don’t know. Wouldn’t jeans with a belt be better?” I asked, after thinking about it.

I had been thinking about it ever since Monday evening, and while Leo and Jake had already explained it to me. I was still finding it hard to be fully convinced. It would surely be harder for Zach to get my jeans off, than a pair of shorts.

“Jeans are good, but they will also slow you down.” Leo answered first.

“Then if he does manage to undo them, if he gets them anywhere past your hips. Then they’re going to pretty much tie your legs up.” Jake then added, and I nodded my head.

“Your t-shirt is okay, but the tank top will be hard for him to get off. You also want a looser jumper as well, because if it’s too tight, he might get both off at the same time.” Leo then explained, and I again nodded my head.

They wear the same reasons that had explained again, and it made sense. They had also told me to wear longer socks too, because they would be harder to take off. The shorts they told me to wear were also the pull string ones. So that I could pull them tight, and double knot it.

“Come on, Matt. You know we’re right, so just get changed already.” Jake then told me, as I sat there trying to make my mind up. “And no, we aren’t going to leave the den or turn around.” He then added, as if he had just read my mind.

“It’s not like you have to get fully naked, Matt.” Leo then said in a more friendly tone, as I wondered if it was worth arguing the point.

“You have three naked pictures on the site, Matt. If we want to see your dick, we can just login.” Jake then said, before pulling out his phone, as if to further his point.

“Fine!” Was all I could think of to say, as I stood up.

It felt weird stripping off in front of them, and it was embarrassing. However, they had a point. Especially Jake, and after being naked in person, in front of Wes, Carter and his younger sisters. I had to admit, that it was a lot easier than it would have been just a few days ago.

A feeling that made me realise just how much I had changed, because there was no way I would have done this before I moved here. I mean, it wasn’t like I was suddenly confident, and ready to change in front of anyone, but it was a big change from the kid that used to change in stalls.

“You sure you don’t want us to come with you?” Leo asked me, as I finished changing.

That was something else I had thought about a lot. I would be at a strangers house, with a younger boy, and two of his friends. Which was a little intimidating. Even if they were younger than me. However, after going to Carter’s on my own, it honestly didn’t bother me that much.

“Yeah, somehow having Jake there cheering Zach on. Isn’t really that appealing to me.” I decided to say in reponse, and smiled at the look on Jake’s face.

“Oh, don’t deny it, Jake. We both know you will do it, if Matt is losing.” Leo then said, as Jake was about to respond.

“True, but I thought I was supposed to be the dick. You two need to find your own thing.” Jake then said with a grin, and we all burst out laughing.

It was just what I needed to relax and take my mind of everything. Even if it only lasted a few moments, it helped a lot. After we had all stopped, I checked my phone and sighed. I still had a bit of time, but I also still didn’t know the area that well.

“Okay, well, I am going to head off. I will let you know how it went.” I said, as I stood up, and looked at them both.

To my surprise, Jake didn’t make any jokes and instead the both said good luck, and to just do my best. I could tell that Jake was holding back, and noticed Leo elbow him in the ribs twice. Which made me smile.

A couple of fist bumps later, and I was heading out of the den, and walking towards the road Zach lived in. Well, the direction the gps on my phone was telling me to go. Which at the moment, was just out of the woods towards the main road.

It was around a twenty minute walk according to the app, and I spent the entire time going over the fight in my head. Which was easier said than done, because I honestly didn’t know what Zach looked like.

Well, in person. I had obviously seen his pictures, and went through his profile, but that wasn’t the same as seeing someone yourself. However, I felt like I had a good enough idea, to try and come up with a couple of strategies for our match.

Given I wasn’t exactly the biggest kid my age, I was usually the one that would rely on speed, and agility. Helping me out against a bigger and stronger opponent. So it was definitely a bit surreal to now have to think about it from the opposite perspective.

Eventually I reached his road, and walked down it. Until I reached his house. Which was more like the houses I was used to seeing where I used to live. It was a terraced house, and pretty normal looking. At least compared to my new house, and even Wes’s and Carter’s.

It took a few moments for the door to open after I knocked on it, but when it did. I got to see Zach in person for the first time, and my confidence definitely went up a little. Not that he was tiny, but he was definitely a lot smaller than me.

“This is going to be awesome, everyone is already in the garden waiting. So follow me.” Zach told me, after closing the door and then walking down the hallway.

I paused for a moment, when I thought about what everyone meant. But remembered we had talked about him wanting witnesses in our messages, so it made sense. However, as we made our way through his house, and then into his back garden, my eyes went wide.

“He’s here everyone.” I heard Zach call out, but I was still in a bit of shock.

There had to be at least eight of them, maybe ten. As I glanced around to see to my horror not only boys, but girls. Then, as if that wasn’t bad enough. Their ages seemed to range from Zach’s age of 11, to maybe 14 years old. At least one of the girls definitely looked older than me.
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Re: New Home, Unexpected Experiences. (chapter 52: 14/06/26)

Post by colomale2 »

Thank you for the chapter! Loving it so far :D
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Re: New Home, Unexpected Experiences. (chapter 53: 18/06/26)

Post by Summers »

Chapter Fifty Three

“What are they doing here?” I couldn’t help but ask, as I tried to ignore the voice inside my head, that told me to run.

“To watch me strip you naked, and beat another older boy.” Zach answered, as if nothing was wrong.

“But we agreed that you could have a couple of friends watch.” I reminded him, but the look on his face. Actually had me wondering if I had messed up somehow.

“I did, but you didn’t say anything about them inviting anyone.” He then told me, and I had to bite back a harsh response.

He had obviously done it on purpose, but he was technically right. So he hadn’t broken any rules, or at least I didn’t think he did. I guess I could challenge it, or call Leo or even Jake, but everyone was looking at me.

If I made a fuss and a scene, then I knew exactly how it would look. It would look like I was chickening out, and even if it turned out I was right about him breaking some rule. All people would see, was an older boy, afraid to fight a little boy.

“Oh, he’s shy. Even better.” The older looking girl then said, as I felt my cheeks flush.

“Nah, just surprised that you’re all here.” Zach quickly said. Which caught me by surprise, as I wasn’t expecting him to defend me.

“Well, shouldn’t he be walking over here. Instead of standing in the doorway, looking like he’s about to feint?” The girl then said, as a few of the other kids laughed.

“Okay, Amanda. No need to be mean.” Zach then told her, and again I was surprised to hear him defending me. While also at least learning the girls name.

“I’m just teasing, but hurry up. Some of us have things to do today, and I want to see some cock and balls. Even if it’s your little ones, Zach.” Amanda responded, with a grin. However, to my surprise Zach didn’t seem at all embarrassed.

“Come on, Matt. We made a little ring.” Zach then said, as he turned to me. “Well, it’s just some mats, with some rope around it, but it’s good enough.” He then added, as I managed to get over my initial shock, and followed him.

“So, we have to stay inside the rope?” I asked, as we both walked into the surprisingly decent sized area they had made.

“Yep, and you can only one piece of clothing at a time. Tying up is also allowed, but obviously you can’t pull someone completely off, if they’re in the way. So you have to be careful.” He answered, as I thought about the rules we had agreed to.

I noticed that there were quite a few strands of ropes littered around the outer edges of the makeshift ring they had created, and wondered why I had agreed to having tying up an option. However, it was too late to do anything about it now, and I tried to relax.

Something that was easier said than done, and the giggling, comments, and just presence of the other kids. Wasn’t making any easier. I was already nervous, but now I was a little distracted. I couldn’t help it, as they obviously all wanted me to lose.

“Okay, and remember. Loser gets one of the winners card draws, and if you’re fully tied up when you’re stripped fully naked. Loser has to draw the card here.” Zach then said, with a wriggle of his eyebrows.

I couldn’t help but look at him in surprise, despite already knowing that was part of the challenge. What I didn’t know, was how devious and sneaky Zach was. Because while I was thinking about what he had said, he had already lunged towards me.

Somehow I managed to brace myself in time, and avoid being tackled to the ground. Although given the size difference, I guess I shouldn’t have been that surprised. I just wasn’t used to being the bigger kid, so I needed to keep that in mind.

The other kids were still calling out and doing what you would expect from a crowd. Although a few of the comments had me blushing. Especially when I heard a girl talking about seeing me naked, and wondering how big or small I was.

I couldn’t let myself be distracted though, as Zach was doing a good job of matching my strength. Well, it wasn’t like he was surprisingly strong or anything. It was just that despite what was on the line, this wasn’t a real fight, and I didn’t want to hurt him.

He however, didn’t seem to have any issues going all out. So it definitely made for a much closer competition, than it probably should have been. A competition, that he was slowly getting the upper hand in as well.

While I wasn’t unfit or anything like that, I was definitely not super sporty either. While Zach not only had the energy of a kid his age, but he he seemed to know exactly what he was doing. Every time he attacked or jumped on me, he made me work harder to get him off, or push him away.

At first, I didn’t really think there was any method or tactics to what he was doing. It wasn’t until a few minutes in, maybe almost five, that I was starting to feel it a little bit. I was also surprised that he hadn’t tried to strip any of my clothing yet.

Although I guess I hadn’t tried to strip any of his either, so maybe I was overthinking it. However, the times he basically attached himself to me. It was taking a bit longer to get him off, and he was pushing and pulling my my shorts and top.

Not enough to make me nervous, but I was definitely noticing. Especially as he was using his feet as much as his hands. Which were a lot harder to push away and block. The boys and girls seemed to be having a great time watching though.

Thankfully, and to my relief. My task with Wes, actually helped me out, as Zach tried the same move Wes had used on me. So I was ready for it, and quickly countered. Which resulted in my on top of his back, facing his feet.

I heard him swear, and heard a few of his friends teasing him. Which reminded me of Jake, as he would definitely have no problems doing the same. However, I was focused on what I had to do, and quickly reached for his left trainer.

To my surprise though, it wasn’t as easy to get off as I had expected. He had done the same thing Jake and Leo had told me to do, and doubled knotted his laces. Unfortunately for him however, his trainers were old, and with a bit of effort, I managed to get it off.

“Damn it.” I heard him mutter, as I got off him and moved away.

“Told you to change them, Zach.” Amanda then called out, and this time Zach did get annoyed, but he just glared at her for a few moments.

“You just got lucky.” He then said to me, before running straight at me.

I didn’t even have time to react, as I felt the wind get knocked out of me completely. I had stupidly let my guard down, and had been glancing between Zach and Amanda. Meaning I felt the fall force of his spear, and within seconds of hitting the ground. He was pushing the hem of my top upwards.

“Finally, going to see some skin.” I heard Amanda call out, and others cheering.

Something that helped me at least stop him from getting it past my nipples. Although I was still trying to get my breath back from his spear. It didn’t help that he had full control as he was scooting up and was sitting just below my stomach.

I tried to buck him off, but he just grinned as he somehow managed to hook his legs under my butt. Which effectively made it impossible to get him off that way, and my hands were busy trying to stop him pushing my top up and further.

“It’s coming off, Matt.” He then said, as he slowly managed to get my top past my nipples, and scooted up a little more.

“Get… off!” I just about managed to say, as he squeezed his legs around my stomach.

Which just made it harder to breath, and that just helped him push my top even further up. However, I thought I had him stuck. There was no way he could get my top off, as my hands were still on the hem of it.

“I wonder if you have pit hair yet.” He then said, loud enough for everyone to hear.

Which made me blush even more, as the other kids started making comments. A girl that I had no idea what her name was, or even which one it was. Said I didn’t even have a treasure trail, so I definitely didn’t have pit hair.

I had no idea what a treasure trail was, but she wasn’t wrong about my pit hair. Well, my lack of pit hair. However, I had bigger issues, as his grip on my top changed. Leaving me confused as he abandoned the hem, and I quickly pushed it back down, but could only get it past my nipples.

This proved to be a mistake though, as he obviously had a plan, and I had just helped him out. Before I could even realise what he had done, I felt the neck of the top being pulled and then pushed over my face and then head. Leaving me blinded under it, before I reached up with my hands.

Which proved to be another mistake, as I tried to blindly pull my top back down over my head. Something he had obviously wanted me to do, as within a few seconds. I felt my top being pushed back up, and with my arms now upwards. He easily got it all the way off.

“Looks like Lea was right. No hair anywhere.” A boy this time announced, as Zach got off me.

I felt my face heat up even more, as I slowly got to my feet. I wasn’t really sure what to do with my arms, as I fought the urge to cover myself up with them. However, that would just make me look ridiculous, and the other kids were already giggling and laughing.

I was also cursing Leo and Jake, as their choice of top, and the reason for it. Did nothing to help me, or make it hard for Zach to take off. Although, I knew I had made it a lot easier for him to do so. I was still going to blame them.

“Not bad body though, a little bit of muscle.” I heard Amanda then say, and I couldn’t help but glance her way.
Last edited by Summers on Thu Jun 18, 2026 4:33 pm, edited 1 time in total.
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Re: New Home, Unexpected Experiences. (chapter 53: 18/06/26)

Post by Homo4u »

i hope matt can leave with some sort of dignity 😬
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