"You look like a decent guy," she blurts out, turning her head back to me. "Would you do it?"
This is so incredible that red warning lights start flashing in my head. Look out, chief, I say to myself, she's vice squad or someone your ex sent to entrap you.
"Wow, I'm flattered," I say. "What made you zero in on me?"
"Oh, I've seen you around," she says. "Someone we both know mentioned how nice you were, at least to people in general, and you're older, which I'm going to equate with having more experience in what I'm after and being able to take me where I want to go."
"And where's that?" I ask.
"Well," she continues, "I've done it, had sex I mean, plenty of times, but it's never been very exciting. I mean there ought to be more to it than just lying on my back with my legs in the air. Don't you think?"
"Indeed," I agree, fascinated with the turn this conversation has taken. "I can think of a bunch of alternatives without any trouble just sitting here."
"That's what I thought, too. I have a list of things I want to do, to at least try, and this will probably be my last chance." And her eyes welled up.
I tell her there's no reason to get all weepy, that I'll be more than happy to fuck her (damn, did that sound strange!), and try to please her any way I can. She smiles weakly then and gently touches my arm; a minute later we finish our drinks and are heading out the door. I make up my mind to go all in, that she's sincere, and not to expect the night to end with me in cuffs in the back of a patrol car. We'll see.
I take her to a hotel, not the fanciest one in town, but decent enough, at least three stars in the guide books. We kiss and fondle, but she's eager to get her clothes off and into bed. While we're undressing, she starts telling me about what she wants to do. Little do I know that that's just the beginning of a list of things possibly longer than all the lists Santa Claus ever got put together. Not only, for instance, does she want me in all three of her holes, but often all at once, which means cock, tongue, and fingers are always busy as each rotates from hole to hole.
But that's a little later. At first I have the sheer utter pleasure of just soaking up her soft creamy skin, her beautiful tits and swimmer's belly, my tongue licking her, tasting her sweaty sweetness. Her bush, light brown in color, is trimmed and has a slight taste of perfume, as if she touched herself there after dabbing some on her neck. Her pussy lips are pliant and juicy, and as I lick her she opens her legs wider and arches her back to give me free rein. Her fingers comb through my hair, suddenly pulling on it as she responds to my tongue.
Abruptly she pulls my head away and moves her body so she can reach my cock; she scoops it up in her hands and puts it in her mouth like a starving woman finding sustenance. She coats my shaft with her saliva, streams of it dribbling from her mouth onto my balls as she sucks me. Her hand moves effortlessly along my sopping shaft. When she has her fill of that she moves onto my body straddling my waist and inserts my cock into her cunt. We are both so wet it slides in almost with no help. She rides my cock, pounding her ass cheeks into my lower belly.
Soon I roll her over onto her back and mount her. She throws her legs around my waist and pushes into me. She's moaning now, talking half to herself, half to me, giving orders: "Fuck me, fuck me harder, suck my tits, don't stop!" I feel her body begin to twitch and then cave slightly as she climaxes, a series of "Yeses" issuing forth from her mouth. On the third "Yes" I erupt and spill my seed deep inside of her.
We rest for a bit, she in my arms, but soon it's as if she knows she doesn't have a lot of time on her hands, and she begins kissing me again, licking my nipples, touching my cock. I respond to her, feel my prick growing hard again, and give a silent thanks to the god of erections for allowing me this again so quickly. She starts referring to things on her mental list she wants me to show her, do to her, the first being she wants me to fuck her ass, she's thought about doing that, really wants it, and pleads with me to do that to her. I roll her on her stomach and kiss her ass cheeks, moving ever closer to her asshole, until I'm right there and lick her hard with the flat of my tongue. I make sure my tongue is wet as can be in order to moisten her sphincter as much as possible. She moves up onto her knees and spreads her legs wide, imploring me to lick her, to put my tongue inside and fuck her ass with it, and then put my cock inside. She is enflamed with sexual desire, as horny now as could be, and my own needs and passions are beginning to slip out of my control as well; I can't get enough of her, her taste, her smell. I kneel behind her and aim my cock toward her dripping rectum and push into her; her rosebud opens and lets me in. She moans for a second, as much in pain as in pleasure, and then pushes her ass back against me, establishing a rhythm I can follow. It is all pleasure now for her
Down the list we seem to proceed, checking off one wish and then another. Not everything meets her approval: she doesn't like having her toes sucked (it's just too ticklish), though she loves sucking mine. She is astonished, as am I, at how orally fixated she seems to be, and I can't remember my cock being sucked so much before in so many variations, not even at that orgy I attended a few years ago where about twenty women had a shot at me at some point during the proceedings. And it wasn't even just in bed that we cavorted: we did things in the bathtub that normally would've been done in another apparatus nearby, fucked on every piece of furniture in the room, and came up with the most imaginative uses for the complimentary coffee, creamer packets, and shampoo/conditioner samplers possible (what a wonderful mess!). This went on for nearly 12 hours (midnight to almost noon, which was checkout time). We both conked out for maybe 20 minutes a little after dawn, and when we woke up saw that the room looked like the 1970s and the Rolling Stones just spent the night there with a 15-person entourage. We just looked at each other and howled in laughter, and she pushed me down and started crawling over my back heading south and did something with her tongue, again, that had me chewing on the sheets in ecstasy.
I must've fallen asleep again after that, because the next thing I notice is she's showered and dressed and is sitting on the bed next to me. She says she has to go, has certain arrangements to make, and thanks me for the wonderful time we had. I tell her it was the most incredible time I'd ever spent with anyone. She then takes her purse off the bedside table, reaches into it, and pulls something out.
It's a lottery ticket and she hands it to me and says, "I want you to have this. It's a winning ticket from last week, worth two million; I checked the numbers, they match. I'll have no use for it and I have no one to give it to, no family, no lovers, no friends, just you. Take it."
"Whoa," I recoil in protest. "Wait a minute. I can't take that."