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If you’d like the background for what follows, check out my user account. Very shortly, my [M,45] longtime housekeeper’s daughter Steffy [F19] came with her mom to work and repeatedly displayed her sexy and lightly clothed body for me while loudly complaining about not knowing how she was gonna afford school next year. I took the bait and asked her to come by the house on Friday night to discuss. I prepared a very elaborate contract that would have required her sexual servitude in return for tuition and additional compensation, which I had been intending to offer her when she visited on Friday.

By the time my doorbell rang on Friday night, I was not doing well. I’d felt so good about my contract earlier in the week. It felt sexy and smart and kinky and it scratched all sorts of my ugly itches. Writing it had been a torrid affair that was entirely distracting and made me feel alive for the first time in a very long time.

As a result, the reaction on Reddit when I posted it was extremely sobering. Like I’ve written a couple times, I don’t really get people. I don’t really relate to them at all. To me, this contract seemed sort of fun. In my head, it was essentially a blowjob and another sexual experience a day for tuition, room, board, and a salary. The punishment and incentive structure was just a fun way to ratchet up the kink if we wanted to do so.

But, with a little assistance, I came to see why a) it might only be read that way by me, and more importantly b) it very well could get out of hand if bad feelings got involved. I’m certainly not immune to bad feelings. If I’m being honest, some of the harsher kink in the contract was definitely projecting my feelings about the way Steffy seemed to be trying to take benefit of me.

But despite these realizations, the idea of a contract still held a lot of appeal for me. I didn’t see any other real way that I was gonna get sex out of this transaction. I spent a lot of time sanding down the contract. Simplifying it. Removing the hardest kinks. I tried to make it a lot more fun and permissive. But I still wanted daily blowjobs. And sexy shows. And the possibility of more. And I left in some much lighter punishment stuff. And the incentive clause.

And so when my doorbell rang on Friday night, I almost threw up and called the whole thing off. I was in a state of absolute mental turmoil, worrying about everything from the highly plausible (Aurelia refusing to work with me anymore and having to discover a new housekeeper) and the highly implausible (Steffy wearing a wire for the local police to arrest me for soliciting prostitution). And also, I was just a mess of pure social anxiety. A really cute girl was coming to my house and I wanted her to have sex with me and every shitty feeling I had as a teenager and as a young adult before I gave up on trying to be social with other people all came flooding back in one terrible, sweaty stew.

Steffy’s appearance did nothing to calm the erratic beat of my heart. Steffy was dressed in a little black dress. It was strapless on top, exposing all of her warm brown shoulders and arms and chest until the dress’s fabric cut a straight line under her arms. The dress was exceptionally tight, emphasizing her petite chest, wide hips, slim waist and thick ass, by molding to every curve of her sexy little body. It ended high on her thighs leaving infinite amounts of perfectly muscled legs to flow down to a striking pair of yellow heels which just reemphasized those soccer toned legs. She wore a simple gold necklace with a leaf charm on it and large gold hoops in her ears. Her lipstick was a deep, warm red that complimented her skin. Those lips were plump and juicy, and formed a smile that almost made me pass out. Steffy’s dark black hair was done up in complicated swirls atop her head. She had a bright yellow handbag to match her shoes. She looked amazing and the only thing I could think is what the fuck is she doing here on a Friday night.

“Hi Mr. Sirkeljark! Is now a good time to talk?” Steffy said brightly, her smile continuing to dazzle me.

I sputtered a little but finally invited her in. I felt like rivers of sweat were running down my back. Steffy walked past me and I was treated to the awesome sight of the cheeks of her big, thick ass rolling one after the other against the fabric of her tight dress. When I didn’t immediately follow, Steffy looked back at me over her shoulder and her smile turned quite dirty as she took in my stare.

“Do you have anything to drink, Mr. Sirkeljark? I’m feeling sort of parched.” She passed her tongue seductively across her lips, and moved through my house to the living room. WIth a little hindsight, I realize that she was laying it on quite thick. At the time, I was entirely mesmerized by this sexy teenager.

I grabbed the contract from where I had left it on the dining room table. I had no idea if I was gonna show it to her or not. I was worried I was gonna pass out and I was still sweating buckets. I got a bottle of pinot grigio that I had chilling and took my time uncorking it and pouring it, desperately trying to get ahold of myself.

After a few minutes, I found Steffy sitting, legs crossed on the couch in my living room, her dress pulled up even higher on her thighs. I almost tripped coming into the room as I was seized by the impulse to bend down to see her panties.

Somehow I managed to get the barest control over myself and handed Steffy her wine. I sat on a chair beside the couch, giving myself a little space from this intoxicating woman.

She thanked me for the wine and sipped it daintily. Silence stretched a little and I could not stand it so I just said what was foremost in my head.

“You look really nice tonight, Steffy. I don’t think I’ve seen you all dressed up before. You are quite beautiful.”

“Thank you, Mr. Sirkeljark. Yeah, I guess I’m usually dressed to clean when I see you, huh.” She smiled.

“Do you have plans tonight?” I grasped.

“No, just thought that if we were going to have a conversation about my future, I should be dressed for it. Do you mind?”

“God no. In fact, um, I’d like to see a lot more of you. I mean, more often, not more of you, though of course, I wouldn’t mind that. Er.”

Steffy’s smile didn’t falter, but one of her eyebrows raised archly. I took a breath and started over.

“What I mean to say is, I’ve been thinking about your tuition issue and I’d like to offer to help.”

Steffy interrupted me with a squeal, standing up and stepping over to my chair, she gestured for me to stand and then waited, smiling, until I did. Then she threw her arms around me and hugged me. I could feel her hands press against my sweat soaked back. Could feel her warm, lush body pressed against me. After a moment I returned the hug, pressing her small body to mine and a shiver passed through me at the pure joy of that contact. When she let go, I did as well and she sat back down, again crossing her legs. I think I caught a flash of yellow panties when she did.

Continued in part 2…

NSFW: yes

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