Payments and Play-acting
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Another goal, another hole, and Holly plays pretend
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I looked down at the scale. 202. At goal, minus an extra pound. Jenny owed me. And I was bound and determined to collect. Let me rephrase that. I was determined to collect, while she was bound. Oh, she wasn’t bound yet, but after her little game with her friends, tying me up, I was going to make sure I collected in kind.
But fair was fair, and before I did collect I was going to make sure I could pay off my side of the deal. In this case, it was two new clients for Jenny. I’d already arranged for the first, by paying up Holly’s training in full. That had turned out to be an incredibly good investment.
As for the second client…
* * *
“So how much do you want to lose, Alex?” I asked my office-neighbor.
“I don’t know, probably around 40-50 lbs.” He answered. We were at lunch. I was eating grilled mahi, with a side of steamed veggies. The fish was good, the veggies, Ok. His bacon-double-cheeseburger looked a lot more tempting, but the reward on the horizon made the clean-eating decision a lot more palatable.
“Ever thought about a personal trainer?” I queried between bites.
“Is that what you’re doing? Must be a helluva trainer.” He laughed.
If he only knew. But then again, in just a moment he would.
“So seriously, what would it be worth to you to lose all that weight? Get back in really great shape?” I pushed.
“Shit, the sky’s the limit, for a guaranteed lean-mean body, but that doesn’t look likely. I mean, I’ve been on and off diets and workout regimens as long as we’ve known each other. I must have spent $4000 on gym memberships and dues alone. Never mind another two grand on a 4 month boot-camp, which didn’t do much. I even thought about going to one of the full-time camps, using my 10 year sabbatical. Six weeks of forced dieting. Then I saw the price. Ouch. Can you imagine 8 Grand for three weeks? Maybe that lapband thing is what I need.”
“Let’s just say 40lbs. What’s that worth, do you think?”
“Shit, I’d pay 5 grand easy.”
“Well, brother, I may have the solution for you,” I told him lowering my voice.
* * *
It was late and the house was pretty quiet. Holly had gone to bed a while ago, and I was working in the media room when Jenny got home. I heard her putter around in the kitchen a bit before heading upstairs to her room. Heading down the darkened hallway, she couldn’t help but notice the lights on in the media room at the end of the hall.
The media-room was pretty isolated from the rest of the house. It served as my home office, and was a large enclosed room over the 3-car garage. It was at the end of the hall of bedrooms upstairs. The order was: my daughter’s room, her bathroom, the first guest bedroom, which Jen was using, the Jack-and-Jill bathroom for the two guest rooms, and finally the second guest bedroom, which was currently empty. Just last year I’d added a door to the end of the hallway, just before the media room, so I could have a little quiet while I was working. I usually just left that door open.
Jenny walked in and said hi, taking a seat on the couch in my room. She sounded a little nervous.
“Hi, long day?” I asked pleasantly.
“To say the least. I don’t have that many customers, but I’ve really got to work on the scheduling. Killer days like today followed by half-full days. Plus the typical slow times in the early afternoon.” She was just blowing off steam.
I opened the mini-fridge next to my desk and gave her a beer, which she didn’t turn down.
“How’s the workout coming?” she asked, after a sip.
“I’m at 201,” I told her with a bit of a smirk.
“Wow! I knew you could do it.” She was still acting nervous, and took a long drink.
“Now what was our deal?” I asked, slipping up next to her.
“At 202 pounds you’d be at goal, and you get to have me.” She answered softly, reaching out and softly touching my leg.
“And what does ‘have you’ encompass?” I asked her.
“I’ve been thinking about that. How about if we say my mouth and my pussy are yours?” She looked over at me coquettishly.
“And what did you have in mind for the final goal?” I asked her, reaching out and stroking the side of her face.
“I’m yours. Whatever you want. Your toy. All openings, no rules, no holds barred.” She said.
I couldn’t believe it, she was blushing.
I was working in sweats and a t-shirt, so it didn’t take much for me to drop my pants right in front of her. I wasn’t hard yet, but that was easily fixed. I reached forward and pulled her pretty face toward my cock. She opened her mouth and took me inside, warm, wet, eager.
“I’m dying to fuck you, beautiful, but now’s not the time. I think I’ll just take a down-payment.” I told her, sliding my pole between her lips.
She drew away. “How about just a taste? I’ll be quiet. We won’t count this as full payment.”
“What exactly did you have in mind?” I asked her, curious.
“Let me clean up, and get ready for bed, I’ll be back in a few minutes.” She took a last suck on my cock, then disappeared down the hall.
A few minutes turned into about 20. Then she was walking through the door, and took care to close it behind her. She was wearing a long night shirt, that reached halfway down her thighs. It was almost sheer and it was clear that she was naked underneath.
I was relaxed, sitting on the couch, watching the TV. My pretty sister-in-law didn’t hesitate to take up residence between my legs, and went about bringing me back to the state she’d left me in a few minutes before. I just sat back and enjoyed it, watching the sports recap, while this hot young girl sucked on my cock languidly, not working hard to get me to finish, just to pleasure me. I was hard, but not in urgent need of coming, and she kept at it, for at least 10 minutes, until the show ended. God, I was a lucky man. I caressed her head, running my fingers through her hair, enjoyed her warm mouth, and watched the news. Eat your heart out.
I turned off the TV with the remote, and she immediately pulled off of me, climbed onto the couch beside me, on her hands and knees. Her rear-end was raised in invitation, t-shirt hanging down, just barely covering her sweet ass.
God she looked tempting. I flipped the end of her shirt halfway up her back, exposing her ass and pussy. I rubbed the head of my sturdy cock up and down her slit. She was very moist, clearly ready to be filled. With a slow, fluid motion I answered her need, filling her. This was the fourth time I’d been inside of her (counting the blindfolded session as one), and I loved the feel. But I wanted to fuck her, fuck her hard, make her cry out. I’d never been in charge before, and yet I still had to maintain some control. So I screwed her slowly, watching that sexy little butt, picturing my cock penetrating her tight asshole, applying the full length of my cock to her burning tunnel. I wasn’t in the least concerned with her pleasure this time. I was just going to enjoy fucking this beauty, until I blew my load inside of her, and thanks to her protracted oral attention that time was coming soon.
She was moaning, but I didn’t care. I was close, and brought up the pace, pounding her, holding her hips tightly as I plunged her depths. I didn’t even warn her, just slammed deep inside, and filled her with my searing cum. She whimpered, taking it, until I was done, and pulled out. I sat next to her, breathing heavily, as she turned to me wrapping herself around me.
“Thanks,” I told her with a kiss, “that was nice.”
“Mmmmm,” she purred.