(Usual Disclaimer Time: All the characters in this story are 18 years old or older, and since we're living in the wide wonderful world of porno-land here, where clichΓ©s roam free and things might get a little unrealistic from time to time, please remember it's all in good fun.)
(Author's Note: This story requires a little explanation before we get too deep into it. This is a spin-off story from my main series, Senior Year Memories, starring the goth stunner, Josie Wong, girlfriend of that series' lead, Ryan Collins. While it takes place in the same universe and will often reference characters or concepts from it, being a Senior Year Memories expert is NOT required to enjoy this story; I'm trying to make it its own fun thing and aim to provide all appropriate context. So, while it will be familiar to longtime readers, it is meant to be accessible to newcomers as well. I don't have a set long plan for this one, aside from it being a chance to explore some darker corners of the story's universe, so let's just see where the fun of this one takes us.
Further, I want to thank my reader Faqt3 for suggesting the basis of this story idea. As always, I want to give special thanks to fellow Literotica author Lil_kitty for her excellent work as my editor and acting as a second set of eyes on this chapter, and for letting me know what did and didn't work; if you get a chance, please check out her work and drop some stars if you enjoyed, she writes some very hot and fun stories.)
***
I remember a while ago when it seemed like every TV show would begin with a narrator explaining who they were, describing themselves to the audience as if they'd forgotten who they were since last week's episode. These always used to annoy me, but since I'm moving this story away from my boyfriend's already established narrative and taking it into my own hands, I guess I'll take a crack at introducing myself.
Just don't expect me to make this a regular thing, 'kay?
My name is Josie Wong. I'm 18-years-old, a senior at Regan Hills High School, the finest institution of learning in all of Regan Hills, California pretty much by default, since there aren't that many schools in town. I love photography, scary movies, my boyfriend, Ryan, and our girlfriend, Brooke. See, we've got this "throuple" (Brooke's cutesy word for our arrangement, not mine) thing down, and have made it work for us alright so far.
It's imperfect, and we're still figuring out the ins and outs, but, hey, if it were easy to sort through, it wouldn't be as fun, right?
If you wanted to fit me into some cliched movie clique, you'd definitely call me a goth; I like dark clothes and pale makeup, the macabre side of the arts, have my share of piercings and ink, and will absolutely bite back if you get up in my face. Ryan likes to call me a "goth princess", since he thinks my style goes toward a dark kind of glam sometimes, which is not untrue, I suppose.
So, yeah, that's the short description of me. I'm not forgetting anything, right?
Oh, yeah, there is one more big thing about me that's pretty relevant to all of what's to come: I'm also a complete and utter slut.
I know, I know, it's not a very empowering word, but I'm repurposing it because I do kinda like the sound of it. People have used it to insult me ever since I started growing boobs; I've decided to own it, instead.
Yeah, I like sex, a lot. No, I don't give a shit who judges me for it. I've fucked a lot of boys, and girls, because it is a lot of fucking fun. And I'm gonna do a whole lot more. Ryan and Brooke, they get me... and they have much the same affliction, some would say; he's a nerd gifted with a ten-inch cock and a prodigy-like understanding of sex who's been with seemingly every girl and woman in school, and Brooke's this tiny, blonde cheer whore who looks like the sweetest thing in the world while all dressed up in pink fluff, until you take her clothes off, and then she can and will fuck you senseless.
Ahhh... fuck, I love them. We're a peculiar fucking trio, goth, nerd, cheerleader, but it works well. Clothes on, we're amazing friends who like similar things and love each other intensely. Clothes off, well, the three of us can fuck like absolute maniacs. I'd been getting laid plenty before senior year, but with these two in my life, you can say I'm pretty fucking satisfied all the damn time.
It's been good spending time with these two, they've really brought a lot of joy and orgasms to my life this senior year, but there is more to life than my boyfriend and girlfriend. I've got my own friends, my own adventures, my own journey that doesn't begin and end with my association with Ryan Collins and Brooke King.
So, here I am, sharing my story. Ryan has his pictures, and I've got this diary. I've tried diaries before, and the habit has never stuck, but maybe this time will be different. Maybe if I think about it like how Ryan thinks of his pictures, as a way of making sure nothing is forgotten... yeah, that makes some sense, I think.
So, now that that's out of the way, let's get down to some of the naughtiness I got up to on my own than during the latter half of senior year.
***
I'm gonna be honest: I never thought I'd be a fucking babysitter. I always thought I was too independent and out of touch with what it was like being a kid that I'd never have it in me to be around any of them, and, it's not like I got the look for the job either. I look like something you'd see on a poster where they'd try to warn kids this is what they'd look like if they didn't find Jesus. So, yeah, not your typical sweet girly babysitter by far.
Then, around Christmas, things got thrown for one hell of a loop. My grandmother got sick, and the family flew out to Hawaii to take care of her after her surgery. Most of the adults, my parents, aunts and uncles, they were a mess, but my cousins were just kids who didn't really know what was going on. Being the oldest of the lot who made the trip, I decided to throw myself in and help out a little by watching them. Playing games, putting movies on, being a bad influence, you know, standard shit.
And as it turned out... well, I was actually pretty good at it. I might not have had all the skills, but I could keep them in line long enough to let the adults get things in order so my grandmother was safe and healthy and happy before we all wound up heading back for the mainland.
It was when we got back home (and I found out that I had a shiny new blonde girlfriend now in addition to the boyfriend I'd had when I'd left, which, yeah, was one hell of a welcome home surprise), and I started realizing I'd like some cash of my own stashed aside, that I thought I'd give babysitting as an afterschool gig a try. I told my parents, they told their friends, and one thing led to another and by February, I actually had a handful of clients around town. Most of the kids were alright, even if some of them were spoiled brats, but it was the parents that made things interesting.
I know you've all heard horror stories of unreasonable parents making babysitters' lives a living hell, and while I might have interviewed with one or two like that, I never actually worked with them. I wasn't going to bust my beautiful ass putting up with that kind of shit, and so I put together a list of respectable clients I could work with. They may not have all been the nicest people, but they weren't assholes, and they paid well. The moms tended to be the hard ones to crack, while the dads...
Well, dads were where the real fun started.
Now, I did dress up a bit more for interviews, but that didn't change the fact that I was still not the usual stereotype of a wholesome blonde babysitter you'd see running from a masked killer in an 80s slasher. I'd still look like a Chinese goth chick, with shiny black hair in a pixie cut, black lipstick, and dark clothing that did little to hide the tattoos on my neck and forearm. And, yeah, these clothes still couldn't hide the fact that I was pretty fucking stacked for a girl of 5'4". My D-cup tits and full, round ass stood out in all the clothes I had, and I gotta say, it always got a reaction from the dads (and some of the moms, too, but that's another story). Most of them didn't even try to pretend they weren't leering at me, and for some of them, I'll admit that I did show off and tease them. Some of these dads were kind of cute, after all, and knowing that I had that kind of power over them was pretty fucking sweet. It helped me negotiate better terms, get some better tips on my terms and with my power.
It felt fucking great, honestly, getting extra cash by taking advantage of these horny dads... but my naughtier instincts wanted more than just that. You see, Ryan had already fucked around with some of our friends' moms and teachers, and while I'd fucked a lot of guys and girls around my age, I hadn't really worked my charms with any DILFs or MILFs of my own.
Ryan loved his experiences with the MILFs of Regan Hills, and I really got off on the stories he'd tell me of all the shit he got up to... and I wanted to show him that he wasn't the only one who could pull it off. It was all just a matter of finding the right guy at the right time and playing my cards correctly. I couldn't just give in to any leering dad, since I had standards to keep after all. I wanted him to be hot and I wanted him to be decent, not just because decent guys know how to treat you to a good time, but because a little corruption makes the victory that much sweeter.
So, this is how I decided to make my move on Mr. Adrian Beaumont.