Hey!
This is my first time writing something for the site but I've been a reader for a very long time. I'd be really grateful for any feedback that you could send my way. My email is storiesbyjack@hotmail.com and I've set up a tumblr storiesbyjack.tumblr.com where I'm going to put updates and different things I find hot.
The stories are mine and any similarity to anyone, living or dead, or real life events is just a coincidence. These stories are about sex between guys so, if you are offended by that, you shouldn't carry on reading this. It is set in England and the main character is in his final year of sixth form at the local high school.
Thank you for your emails so far. The dare for this chapter comes from the suggestions from a few different people - it seems we have a fair few exhibitionists out there!
Chapter 2 of "I Dare You"
I woke up so much later than I intended to do. After cleaning up from the events of last night, I had fallen asleep quickly and it must have been a deep and sound sleep because it was noon before I was even trying to climb out from underneath my covers. That wasn't terribly unusual for me - it was a Saturday morning after all and I do tend to spend the majority of those just spurting spunk out of my uncut teen cock. Isn't wanking just the most ingenious discovery of all time? I wonder who the first guy was who realised that you could make yourself feel so good all by yourself.
It wasn't long before I was checking on the email that the moderator said he had sent me. It contained a link to download an app version of the dare website, which, of course, I quickly did. Once I'd logged in using my details, a series of alerts came up. I guess a lot of people liked my show last night and there were lots of comments on the picture of me with cum all over my face.
"Just what a boy should look like," one read.
"The perfect twink," another said.
"Can't wait to see what this one does next!"
The way people were responding to what I had posted was so amazing. As I read through the comments, I found myself getting so hard. I'd never realised what a turn on it was to have others looking at me and writing dirty things about me. There and then, I knew I needed to do a lot more of this if people were going to react like this every time.
Although I had a lot of comments, there weren't any dares in my inbox yet so I close the app and started my morning routine. Every morning, I go through a list of exercises and stretches to start the day. Since starting this a few months ago, I've seen a real improvement in my muscle tone and the look of my body. I'm certainly not some sexy studly guy yet but I'm on my way. When I began, doing the sit-ups, press ups and squats felt like a chore but, now, I really enjoy them. I always feel that little bit sexier when I'm done - I don't know why but when I trace my growing abs I just feel so good about myself.
After finishing, I got dressed. Typically, I like to wear plain clothes rather than patterned ones and tend to stick to blacks, whites and greys with the occasional splash of colour. Today, I was in a pair of grey joggers with a white vest top and I slipped on a pair of white trainer socks over my barefeet.
When I left my room, I found the rest of the house was empty. I knew my parents had gone out for the day but I had no idea where my brother, Alex, could be - he normally spends any free time just lazing around in his room. I can't blame him because, to be fair, I do the same. I felt a twinge of sadness when I thought about him. When we were younger, we'd been quite close and spent a lot of time together - he was always hanging around me and Will - but, in the last year or so, we'd grown further apart. We used to bicker a little bit but now we argue on almost a daily basis, if we even speak at all. I blame him but, to be honest, I'm sure he blames me and I don't think it really matters whose fault it is. I wish we could be closer again but I just don't know how to make it happen.
I nearly jumped out of my skin when my phone played an unusual and new sound. When I checked it, it was a message form the dare app. My heart started to beat faster as I read the first dare to reach my inbox.
"Great show last night!" it read, "Now you should expose yourself elsewhere as well. Go outside somewhere and strip down. Make sure you take some pictures to prove you've been a good boy and done it!"
Wow! My mind starting racing and buzzed with the various different possibilities as to where I could go, how I could do it and not get caught. I have to be honest: the idea of passing on the dare hadn't even entered my thought process. I could just go into the garden and do it - we live in a village and our garden is pretty private. If I went down to the bottom of it then not even the neighhours would be able to see what I was doing. However, something about that felt like cheating. I know the dare was simply to be naked outside but doing that in your own garden just felt a little too... easy. If I was going to take part in these dares, I was going to make sure I did them properly.
Next, my mind jumped to the village green but I quickly dismissed that idea. Yes, it was more adventurous than the garden but it was also extremely exposed and I didn't really fancy being seen by random families doing their weekly shop or playing in the park. Most would probably call the police on me if I did that! Then it struck me like a lightning bolt: the forest. Our house was towards the edge of the village - the council had built some small properties there when I was younger and my parents had been lucky enough to get one. The rest of the village had looked down on the people living here at first but that was a lot better now even though there was still a significant wealth divide. Just behind my house was the start of a fair substantial forest that my brother and I had played in as children. In there, I'd be able to strip and take the pictures without worrying too much about getting caught but it was still a possibility so would give me that feeling that just being naked in the garden wouldn't.
I slipped on a pair of beat up black vans and headed out. Although my back garden borders the forest, there isn't a gate so I had to walk around to the end of the road and follow the main walking path into the trees. After staying on the path for around 10 minutes, I walked into the main body of the woods until I could no longer see the path behind me.
Before I even removed a single piece, my cock was already rock hard and throbbing in my joggers. The idea of being completely naked while out in public was so hot and I decided there and then that I was going to do more than just take a quick photo and leave.
Quickly, I peeled my vest top over my head and quicked off my vans. Pulling down my joggers and boxers, I was left in only my socks as I gather up my clothes and stored them in one pile next to a tall, thin tree, making sure to remove my phone. After a moment of hesitation, I decided that completely naked should mean completely naked and removed my socks too. The grass felt so nice beneath my soles and I could feel it tickling my toes with every step I took.
Being so naked and natural like this felt truly liberating. You might assume that being naked would feel cold but, on a day like today, the temperature was so warm in the shade that being completely nude felt so much more comfortable than being clothed had. I was definitely embracing this feeling and completely understood why that user had dared me to do it. My uncut cock was loving it too and I was leaving the occasional droplet of precum on the floor that had leaked from the head.
Looking back, here is where I made my big mistake. I had chosen to strip off in a part of the woods that, while secluded, was pretty dark despite it being the middle of the day. As I tried to take a picture for app, it became clear that there just wasn't enough light and everything was coming out incredibly grainy. I didn't want to post a rubbish photo after how many awesome comments I'd received on my first so I started looking for somewhere with a little better light. "How is that a problem?" I hear you ask. Well, we'll get to that shortly.
It wasn't long before I discovered the perfect spot. There were enough trees that it was still pretty well hidden but there weren't that many leaves overhead so the sun was streaming straight down and illuminating the ground. After a few attempts, I finally found the perfect angle to use for the picture and quickly snapped a few timed photos of me stood with the light cascading over my exposed teen body. They looked good but I wanted to do more.
After managing to balance my phone between two rocks, I squated down onto my tiptoes with my body and rock hard cock facing the camera. I was going to make a video and see if I could upload that to the app as well. Taking my throbbing dick in hand, I started to slide the foreskin over my head. At first, I was gentle but I knew that it wasn't going to take much to get me right to the edge. Positioning my body was difficult but the pressure of the twigs against my exposed legs nor the pain of my muscles aching from trying to hold a squated position were enough to distract me from the overwhelming delight that came from working my leaking cock while my body was bathed in sunlight.
The noises of the forest were all around me: the rustling of the leaves; the calls of the animals and the very distant sounds of civilisation behind them. The chorus was joined by the moans leaving my mouth. Normally when I wank, I have to try and contain the noises that I want to make; the wall between Alex's room and mine was very thin. Here, out in nature, I could let myself go and I certainly did that. By the time I was close, I was panting and moaning out in a way I'd only heard in porn before. Each movement of my hand sending waves of pleasure through my body. As I reached my climax, I threw my head back and let out a loud cry that seemed to echo through the trees as my cock unloaded on the ground in front of me. Spunk flew everywhere, coating the leaves and twigs that had fallen from the trees. Not only was I naked in nature but, now, I'd shot my load all over it.
Slowly, I came down from my high and my breathing returned to normal. Gathering the remaining cum from my cock, I wiped it on a nearby leaf and retrieved my phone, turning off the video at the same time.
Do you remember that I said I'd made a big mistake? Well this was when I realised it. As I'd searched for better light, I thought I hadn't really wondered far and I'd definitely be able to recognise that tree that I store my clothes next to. Yeah, that didn't work out. I thought I'd traced my steps pretty well and I believed that I was in the same place my clothes were but, no matter how hard I looked, I couldn't find a single sock let alone everything else. I knew I wasn't lost so I have no idea where my clothes could have gone.
So here I was. Naked, in the woods behind my house, without a single thing on and completely unable to find anything to cover myself up with. Fuck! What the hell was I going to do? If I went back the way I came, I'd definitely be seen by the people who lived in the house between the entrance to the forest and my house. They'd tell my parents and I'd get into so much shit. That's if they didn't call the police on me first!
After panicking for a few minutes, I realised that I had other options. I'd been coming into these woods for years and I knew roughly where I was. I'd be able to find the back of my house from here, I just had to make sure that I didn't come across anyone else as I tried to get there.
The plan worked well for the first few minutes but, as I got closer to the path and my house, the sounds of other people got louder and louder. Some of those noises were just coming from the houses and, unless they were looking out of their back windows, the people there shouldn't really see me. However, some of the sounds were much closer.
From nowhere, I suddenly heard footsteps: there was someone on the path! I managed to dive behind a thick bit of bush but the sounds were getting closer and closer. The beating of my heart started pounding in my head, so much so that it nearly drowned out the sound of footsteps and chatter approaching me. There were two voices, a boy and a girl, but, in my panicked state, I couldn't make out what they were saying. Carefully, I peeked out through the foliage and could see the two people walking down the path. I froze. If I stayed completely still, and they followed the path, they would come close to me but shouldn't actually see me.
Each second felt like an hour as I waited to see if I would be discovered. I tried to steady by breathing, concerned that even the slightest sound would give me away as they reached the closest point. As they passed mere metres away from me, I started to wobble - the muscles in my legs were on fire from being on my toes behind this bush for so long. On instinct, my hand shot out and landed on the group beside me. A soft, dull thud could definitely be heard and I thought, for a moment, that I was definitely in trouble here. I guess people don't realise how wrapped up they can be in their own worlds because the guy and girl both just carried on walking and chatting to each other.
I remained in that position until I was sure they have disappeared down the path. It was simply luck that I hadn't been caught: had a been a few moments later, I wouldn't have been able to hide and a few moments earlier would have seen me caught trying to climb over my garden fence. That would have been very difficult to explain while naked. As soon as I was sure that I wouldn't be seen, that's exactly what I did. The path was only a little way behind my garden fence so I quickly ran to and climbed over the wooden barrier. It wasn't the most graceful of dismounts and I landed with a bang.
I had done it. I was safe. The security of being in my own garden allowed me to relax and I lay there, on the floor, allowing the events that just unfolded to wash away.
Standing up, I made my way to the house. At least no-one was in, or so I thought. As I was almost at the door, it suddenly swung open. There, stood with a shocked look at his face, was my brother, Alex. He, of course, was fully dressed and I was stood their as naked as the day I was born. His eyes immediately went to my cock but I didn't cover up. I was exhausted after my little adventure in the forest and, honestly, I was feeling pretty good about my body.
"What... what?" he began but I jumped in there before he could formulate a full thought.
"Sunbathing," I said, "Yeah, I thought everyone was out so figured I'd top up on my tan. Sorry about that, bro."
"Oh, erm... ok." His eyes pulling away from my cock for the first time since seeing me. It had started to plump up with him staring at it.
I moved towards him, "Mind if I get through mate, I need a shower."
He shifted to the side and I simply walked past, leaving him open mouthed as I went straight upstairs to the bathroom.
After getting a quick shower, during which I had no choice but to wank off again, I settled down on my bed and opened the app. It turns out you can post videos as well as pics and I did so in response to the dare I had been set. I also left a short summary of what had happened during the dare; I figured that the guy who set it would get off on hearing what had happened. Nothing changed after I submitted it so I guess the guy has to review what you've submitted before deciding whether or not you've completed the challenge.
Thank for reading this! I hope you enjoyed it - I certainly enjoyed writing it. I'm hoping to get a lot of the dares and challenges from your suggestions so if you have any ideas as to what you'd want Jack to get upto then please email me at storiesbyjack@hotmail.com and check out the tumblr at storiesbyjack.tumblr.com