(I found my original story that was going to take place during chapter 7, instead of what we have there today. I also have a few different side stories that I wrote up that would've taken the place of some chapters but were scrapped instead. These stories should be considered as a bonus side stories that aren't canon but I hope you enjoy this bonus! 3)
It was caitlyn's birthday party and I was invited to be there for it. I Had my mother drop me off a little bit before the starting time. I could see her parents who said they're going to be leaving for the night and let me babysit. I agreed and went into the house, a few friends of hers from school were already over.
The girls all sat in the living room and watched tv and it wasn't long before the door bell rang. I saw Caitlyn run to the door and let in a few boys from her class, one of the boys kissed her and she returned it back to him. That was really weird.. I thought to myself but figured it wasn't much to get upset over and that saying anything in front of all these kids would get me in deep trouble.
Caitlyn told everyone that we'd be starting the night off by playing spin the bottle, I thought She wouldn't be playing though since I'm her boyfriend but she sat down with the rest of them.
First up was a girl named Becky who was pretty cute looking, blonde hair, blue eyed. The spot I was sitting in allowed me to see right up her skirt, letting me see a glimpse of pink panties. I'd be lying if I said I didn't have a boner from seeing them, but I was still loyal to Caitlyn.
Becky spun the bottle and it landed on a boy named Nathan, everyone cheered and watched as these two kids went into the other room. Next was a girl named Ronnie, again a pretty cute girl, one with short brown hair and freckles, light brown eyes. looked kind of like a tomboy and had on a pair of overall shorts. She spun the bottle and it landed on a boy to my left named Tristin. Again everyone cheered these two on and they went into a room too.
Before the next girl could spin the bottle, I excused myself to use the bathroom quick. I wanted to see what exactly these kids were doing in the other rooms, as I made my way towards the bathroom. I saw Becky and Nathan, Becky was on her knees striped down to her pink panties only as she was sucking his cock. She saw me and smiled as she rubbed the front of her panties.
My cock was getting erect from the sight but I had to make sure it wasn't just those two doing this sort of thing. I checked in on the room where Ronnie and Tristan were..
She was giving him a handjob as he was rubbing her cute ass. Now I knew what was going on here..
I rushed back to the group and of course it was Caitlyn's turn to spin. She spun it and it landed on a boy named Franklin, at this point there was only one girl left sitting at the circle. Caitlyn didn't even leave the room with this boy, they started making out in front of us.
My girlfriend was now cheating on me in front of me again.. I thought she wouldn't do this ever again but here she was, betraying me. I just sat there and watched, so many thoughts racing through my head as he unzipped his pants and she started blowing him. He groaned as she sucked his cock as she did for me.. She locked eye contact with me and I could tell that she loved doing this to me. I just couldn't take it anymore though,
I wanted Caitlyn for myself and if she was going to fuck other guys, Then I didn't want anything else to do with her. I was about to stand up and leave the house when the girl named Sarah sitting next to me stopped me. She was a cute ginger haired girl, green eyes and had a look of want on her face.
She started to rub my cock through my pants and said that it was just us two left together. I knew it'd be wrong to have this little girl do such naughty acts with me but I was in a state of blindness from anger and also being horny. I agreed to her and she unzipped my pants, pulling my huge cock out from my tighty whities. She started off slow with giving me a handjob, the whole time I was rubbing her small ass. Slowly raising her skirt up enough for me to see that she was wearing some cute white disney princess panties.
I slowly massaged her anus through her panties as she rubbed my cock. Soon enough I could see a crease of brown stains showing on her panties from her anus being rubbed. I asked her if she was a dirty little princess who can't clean her asshole after she took a poop.
She gasped and was slightly embarrassed from my comment, it was cute watching her think that I cared if she was fully clean down there. I told her to bend over and pulled her panties down enough to see her cute little butt, spreading her cheeks apart and seeing that between them, it was in fact a bit dirty with poop.
I started to lick the shit stains between her ass cheeks and tongue her anus, I could hear her letting out heavy moans. She told me that it was dirty and hard to clean down there sometimes, I don't really know why but that turned me on even more. I asked if she had ever had sex before and her reply was that her brother of a few years older than her had done anal with her before. This caused my cock to sky rocket as I asked if I could stick my cock in her messy hole, she was embarrassed but said okay but only if we did it quickly as she felt like she needed to poop.
I lined my cock's tip up to her asshole and started to push it in. She yelped from how big I was and I slowly started to thrust into her tight hole. It was so tight compared to what I had felt before and I could notice a thin layer of shit starting to cover my cock as I pulled out. Tiny bits of shit would squeeze out from her anus as I thrusted in and out of her.
She told me how much bigger I was compared to her brother and that just added fuel to the fire. I kept fucking her hard as she was gasping and moaning from being fucked. I could start to hear what sounded like little farts escaping her anus in between the fucking. By this point I knew she had to really poop but I wasn't done yet.. I teased her and asked if she had to make poopies like a big girl. This of course made her blush as she had to reply and told me that she did have to..
I asked her again, this time trying to force her to explain exactly what she had to do. She was making a struggling face as if trying to hold it in before she said out loud, I really need to make poopies! I instantly came deep into her dirty asshole and held my cock firmly in her hole, teasing her more as I could see her struggling and wiggling her body tensely.
I asked her if she would let me keep her panties if I pulled my cock out. She tried telling me no! that those are the only panties she brought with her tonight. I shoved my cock a bit deeper to keep her hole plugged up and she nearly was breaking into tears as she screamed, Okay you can keep them! just let me poop!
I pulled my messy cock out of her and instantly pulled her panties up over her butt. Her reaction was priceless as she began releasing poop into her panties, tears running down her face as I rubbed her messy panties. I told her not to cry and that it's okay, there's plenty of diapers upstairs in Caitlyn's room and I'd clean her and change her.
I pulled her panties down and off of her body, a pile of messy shit was all over the inside of her panties. I sniffed them and put them into a plastic baggie to keep things fresh. We walked up into caitlyn's room and I proceeded to clean her mess, followed by slipping a bulky diaper on up to her waist and made her skirt try to cover it barely.
She mentioned that it felt weird for her to be wearing a diaper, but I told her that it's okay, no one will notice it.
That was the last time I ever went to babysit for Caitlyn.. Also the last time I wanted to see her. I broke up with her that night as she had cum in her pussy from that kid.
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(This next bonus story was going to be in place of chapter 9 if I would've went with a different path towards the ending of this series instead of our current one today. If I remember right, this would've been the finale chapter to the series.)
chapter 9: new girlfriend
Fast forward 6 years.. Brandon is now 30 years old and has been girl-friendless in those last 6 years. He still lives with his mother and has fully developed a diaper fetish in which, he buys diapers online and wears them, making use of them as if he can't control his bowels anymore.
His mother actually found out about his fetish and told him that she's okay with it, but he still needs to find a job and get a girlfriend, she has promised to change him and do such tasks. But recently Brandon has finally been hired at a local gamestop where he sells video games with like minded people, all while he wears diapers to work. It was the summer months when he met her.. Sammy a slightly over weight chubby girl, who was still pretty cute. She was 22 years old, light brown hair that was always in pig tails and had medium brown or almost gold like eye color. She was a big geeky girl who had D cup size breasts and was pretty energetic and fun to be around.
Brandon sometimes worked the same shift as Sammy did and they'd get along so good in the time. It wouldn't take long before one day after work, she asked him if he wanted to be her boyfriend. Brandon was so excited to hear her ask him that, even though he was nervous of telling her about his diaper fetish.
She asked him if he'd like to come back to her place for a while tonight and he agreed. They got into her car and she drove them back to her place, a pretty decent sized apartment. Following her up the stairs to her door, he could see up her skirt and saw that she was wearing a big pair of white briefs that had a triforce on the back of them.
Entering into her place, she asked me if I'd like to watch a movie with her. So we sat down in front of her tv and she put a movie on but it wasn't long before we started to make out. She started to rub my crotch and noticed that my pants were a bit bulky.
This is when I came out and told her that I enjoyed wearing diapers, which she thought was a bit weird but didn't mind it. She even asked me if I use them, which I of course told her that I did. She unzipped my pants and pulled them down so that I was sitting in a t-shirt and my diaper.
She started rubbing the front of my diapered crotch as I put a hand under her skirt and started to rub her crotch. Her panties were already a bit wet, which turned me on even further. I felt as if I needed to fart and didn't think it'd be a loud one, but it ended up being fairly loud enough for Sammy to hear. She kind of giggled and told me to lay down as she hovered her chubby pantied butt over my face and let a loud fart rip.
I inhaled her fart as she continued to rip out more farts, soon enough she was pulling my diaper down and my cock flipped out. She started to slowly stroke it and lick the tip, her anus kept shooting open as more stinky farts hit my face. She giggled and asked me if her farts were turning me on even more, which they clearly were. I shoved my face into her panties to inhale every bit of her, she was now starting to suck my cock and doing a wonderful job at doing it.
It wasn't long before I yelled out that I was cumming, she continued blowing me hard as I shot a load of sticky cum into her mouth. This caused her to gag a bit as some of it went down her throat quickly. She then asked me if I got turned on by watching people poop themselves, which was in fact one of my fetishes. I told her that it did turn me on greatly and she giggled a bit, saying I can't believe you have such dirty kinks like this Brandon. I would've never thought that you wore diapers either!
Blush filled His face as he knew that he enjoyed this sort of thing, she pulled his diaper up to his waist and had him sit on her couch. While she plopped her chubby butt on the ground in front of him, lifting her skirt so that he could see her panty covered butt.
She asked me if I wanted her to make poopies in her big panties, I told her yes. She started to make struggling face expressions as I could start hearing farts again, this time however, I saw the back of her panties fill with poop. She whined and said, Oh how could a big girl like me make such a mess in my panties!
(That's the end of what I had written but I'd say it had maybe 15-20% left before being finished.)
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(This next and last bonus story I have would've taken the place of chapter 7 but still have the same name "risky sex". I only got a rough quick draft written out before I decided to scrap it in favor of the one we have today.)
We met each other at a local park on a bright sunny Saturday afternoon, She was wearing a pink hoodie with a black skirt on, her cute little diaper could be seen peaking out the back end. We played around the playground around for a while as a few adults nearby just thought she was my little sister. I could see one guy sitting on a bench who was clearly checking out my 10 year old girlfriend though, she was clearly showing off her diaper without any care.
It wasn't long before this middle aged guy came up near her and asked her if she was all alone. I didn't do anything at first because I wanted to test this guy, as Caitlyn
said "yes mister" he asked her if she'd like to follow him.
Caitlyn disagreed and I saw this guy try to grab her arm, before I stepped in and told the guy that she's my sister. This caused him to act differently as if he was looking for his own daughter but grabbed her by mistake, which was clearly bullshit.
We laughed as we watched this guy walk away, knowing that her tight little pussy is mine and mine alone. She whispered into my ear how she was getting wet and wanted to find somewhere that we could fuck.
I suggested we do it on the swings since no one was near that area anyways. We walked over to the swing sets and I sat down, she sat on top of me and while making sure no one was looking, I unzipped my jeans and pulled my hard cock through the pee hole in my briefs and spread her diaper away enough for me to stick my cock into her tight pussy.
She let out little moans as we began to swing, acting like we're just swinging but instead we're really actually having sex in public. It felt wild to be in a public place where other adults and children are around. We sat there fucking each other on the swing as a few children ran by us, my girlfriend's diaper was fully being shown to anyone nearby. If people could look closely, they'd see that it was slightly moved to the side enough for me to fit my cock in-between it.
These kids were too busy to notice as my big cock was fucking a 10 year old's pussy. I hugged her and when I thought it was safe enough, I would kiss her as she returned kisses back to me. We nearly got caught by adults walking by as one of them was following their kid in front of us as they looked over and clearly saw her diaper, but the adult didn't seem to notice my cock slightly out of sight.
After some time of slowly fucking her, she let out a soft moan as I felt a wetness around my dick and balls as she peed herself. I shot a massive load of cum directly into her pussy womb and grunted as we nearly got caught by a passing by adult who asked if I was okay.
Caitlyn carefully lifted herself so that I could put my cock away without being seen, as her diaper went back into it's normal spot, the front was wet from her pee which also partly got onto my underwear and front of my pants.
(It feels really rushed because my quick drafts are just to get the big pictures of the overall chapter in mind, then go through again and really add in the smaller details, etc. but anyways, that was three bonus side stories that either were finished or unfinished but scrapped in favor of what the story turned out like today! Hope you all enjoy seeing these stories that would've stayed hidden away or forgotten! 3)
[By the way everyone who enjoys this series, I'm still thinking about doing a sequel series a few months from now if there's enough demand for it. In the mean time though while I focus on continuing my other 2-3 series, I was thinking about possibly doing a few one off side stories here and there till the sequel begins.
The side stories would take place in between chapters 8 and 9, along with the time between the 6 year time gap during chapter 10. These side stories would be a bit of a fan service for all the support from you guys! If you have a OC character or self insert, you can leave a comment below that your interested in being part of one of these one off side stories. I'll send you a inbox message and we can discuss what would happen in the side story! Thanks again everyone! 3]
