Kitten
Copyright© 2026 by InSpite
Chapter 1
Romance Sex Story: Chapter 1 - What would you do for enough money to solve all your problems? Hailey Jordan had one last summer to save up for college, and one entirely inappropriate offer that might save her. The man making that offer had a rather unusual philosophy: “You can buy people. You just do it an hour at a time, at a set rate.” This story has a heavy focus on roleplay/pet-play. It's exploring those elements and building relationships fairly slowly and in detail.
Caution: This Romance Sex Story contains strong sexual content, including Ma/Fa Fa/Fa Age Gap BiSexual Fiction Petting
I was bored.
It was still the first week of summer vacation, and my friends had evaporated, or so it seemed.
A group of them had gone away to Greece together.
I’d been invited, but I didn’t have enough money to go to Starbucks, let alone Greece.
Most of the rest had gone away with their families, and a few were working... technically, I was supposed to be finding a job right now too, but this town had like five shops, and I’d already tried them all.
I’d been commiserating with my best friend, but even Penny had suddenly stopped replying to texts an hour ago.
Penny had been stuck in the same situation; no rich parents to pay for a holiday ... or, much more worryingly, pay for college.
We were supposed to be looking together, but Penny had been evasive all week about meeting up to go job hunting, and now she’d gone dark on me.
In the absence of anyone to talk to, I was actually bored enough that, for a moment, I started to consider cleaning my room.
Thankfully, my phone buzzed just as I was contemplating the scattered debris and discarded clothing.
I scooped it up and quickly scanned Penny’s latest message.
Pen: Hey Hails, sorry, I got caught up with something ... didn’t mean to leave you on read.
Thank fuck for that.
Penny had called me Hails from the first day we met.
One by one my friends picked it up and somewhere along the way I stopped being ‘Hailey’ and became ‘Hails’ ... except to my family.
She’d never asked, but Penny was like that, a force of nature, oblivious and destructive.
I resumed ignoring the carnage all around me and quickly typed out a reply.
Hails: Something came up? Lucky you, I’m bored af.
Pen: Yeah ... about that, so...
Pen: Don’t get mad...
I started to get mad.
It was an automatic response whenever Penny said, ‘Don’t get mad.’
Hails:...??
Pen: My boss caught me on Instagram.
“What the fuck, Penny?” I shouted.
Boss? She’d gone out and got a job without me?
I’d been ditched by all my other friends this summer, but fuck the rest of them.
This one really hurt.
Hails: Your boss? Wdym??
Hails: We were supposed to be meeting up to look for jobs?????
Pen: So, that’s where I need to explain.
Hails: You got a job already?
Hails: And you got caught on insta...
Hails: Did you get fired already?
Pen: No, he’s really chill about that stuff.
Pen: So, hear me out here...
Pen: This dude, rich af, works in law or something, idk.
Pen: But before I even interviewed, I had to sign this thing.
Pen: An NDA – Non-disclosure agreement.
Pen: So, like, I can’t tell anyone I have the job, or anything about it or him.
Pen: If I do, I’m not just fired. There’s like, a $500k penalty for breaking it.
Hails:...?
Hails: You signed something???
Hails: Penny, that sounds so, so sketchy.
Pen: And it goes up to $1m if I mention it somewhere recorded.
Hails:?!?!?!?
Hails: Like ... a text message?
Hails: So, wtf are you telling me for, he’s gonna catch you again!
Pen: He ... kinda gave me special permission to tell you...
Hails: erm ... how the fuck does your boss know who I am???
Pen: Yeah, so, remember I said I got caught on Insta?
Hails:...
Pen: I was looking at the pics from last Halloween
Hails: fuuuck!
I didn’t even need to ask. Penny had persuaded me to get a costume well outside my normal comfort zone of sweats and a T-shirt, then made sure she had the pictures to remember it by.
Hails: He saw me in the cat costume?
Hails: Pen, WHY ARE WE HAVING THIS CONVERSATION?????
Hails: Why does seeing me in a Halloween costume mean it’s OK to break this NDA thing?
Hails: What the fuck??
Pen: Right, there’s something else I need to tell you first...
Pen: I’m getting paid $500 a day ... I’m here for six hours and do, like, an hour’s work.
Hails: So ... some rich guy is paying you $500 a day to fuck you?
Pen: Nooooooooooo
Pen: Well...
Pen: He’s kinda hot actually...
Pen: I’d be conflicted...
Hails: Pen!!!
Pen: Seriously!!
Pen: I’ve been thinking about making a move on him.
Hails: Focus!
Hails: What’s the job???
Pen: Maid...
Hails: So, you’re a cleaner?
Hails: Isn’t that a lot for a cleaner??
Hails: Why does a cleaner need an NDA???
Pen: So ... it’s not like ... I actually clean much...
Hails:??????
Pen: He’s got like ... actual cleaners.
Pen: I just ... wear this outfit and ... pretend to dust a lot.
Hails: OMFG!
Pen: Like, usually in the room he’s in...
Hails: Pretty sure he could spend his $500 on an actual hooker.
Pen: Yeah, but ... like I say, he’s rich af, and this is what he wanted.
Pen: He gave me $1k just to put the uniform on in the interview.
Hails: So, $500 a day? To dress up slutty and bend over in front of him??
Pen: Hails, he pays me every day ... said I can take a day off whenever I want ... and he’ll still pay me!!
Pen: Ten weeks, that’s $35K!!!!!
Penny normally sucked at math, but she was always spot on when it came to money.
Hails: No, fucking way!!
Hails: It’s got to be a scam!!
Pen: He’s already paid me for 2 days...
Pen: Plus the interview $$
Pen: I’ve got like 2k in my account right fucking now.
I still felt more than a little betrayed, but the shock of what Penny was getting paid to do was blowing that out of the water.
But...
Half the jobs I’d looked at, I’d be lucky if I made $2k in a month, let alone two days.
Hails: IDK if I’m horrified or jealous...
Pen: Well, better work it out ... he wants to meet you.
Hails: For like ... another maid?
Pen: IDK, but ... he wants you to bring the Halloween costume...
Hails: Oh ... man, I’m getting creepy vibes...
Hails: That’s super creepy, right??
Pen: I thought it would be but...
Pen: IDK, he hardly even looks at me.
Hails: That’s good.
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