Chicago is where it started. I was starting my rotation - I do site inspections at our technical locations in six cities over three weeks, and then three weeks at the home office. I arrive in Chicago on a Sunday afternoon to be at the site Monday, staying at one of the company approved executive hotels. I was unwinding from the flight at the bar when I was approached for the first time.
It was a young white couple, and, after a minute of stuttering and false starts of introduction, the man blurted it out at once, quietly and earnestly. To be blunt, they were looking for a black man to fuck the wife while the husband watched. And filmed. It was a fantasy fulfillment, a bucket list item, though he didn't say for whom. A one time thing. She said nothing, but nodded along. They had taken a room in this hotel and had been about to go to one of the nearby clubs, but had seen me and... thought they would just ask.
I might have been offended, but they were so... innocent, the two of them. So naive. And, well, she looked quite nice. Maybe a little less curvy than I would have preferred, but nice breasts, hips that looked sturdy, and a delicate, pouty mouth... fuckable. Definitely fuckable. Considering the alternative of the rather disappointing novel I was reading, I said yes. Their one stipulation was I use a condom, which was fine with me, even preferred. My conditions were that my face not be in the video, and that I got a copy.
I downed my drink and followed them to their room, which was lower-end than my suite, but still fine. They didn't seem to know what to do at that point, so, rather like at a worksite that was having trouble, I took the project manager role, and started getting undressed. I told her to do the same, and to get on the bed, and him to get the camera. They hopped to it quickly, obediently, actually looking relieved that they didn't have to be in charge. I realized I might be going to enjoy this more than I'd expected.
"Sara" was obviously not her real name, nor "Michael" his, but I didn't care. I didn't even give them a fake one. By the time I'd hung my suit jacket in the closet and folded the other clothes on the dresser, she was sitting on the bed, hugging her knees to her chest and staring at me wide eyed. I walked up to her, and her eyes dropped down, and, if anything, got wider.
I told her she could touch it. taste it if she wanted. I was aware of her husband, but ignored him, concentrating on her as she reached for my hardening cock.
She did taste it, licking and sucking it to full hardness in fact, and moaning as it filled her mouth. I told her to roll the condom on to me and lie back and open her legs, and watch, because that's what she wanted. I turned to the husband also as I spoke, because it was what they both wanted. "Sara" had a nice, tight-looking little snatch, shaved bald like so many white women do. Her plump, already glistening-wet inner labia parted for me, as her thighs spread wide.
Husband and wife wanted to see the Big Black Cock push its way into her Little White Pussy. I obliged.
Wife wanted to feel it. I obliged. I went slow, so she could experience and he could film every inch of it, and both know exactly what was happening.
From the first contact of the head of my cock pushing into her folds, she made noises that told me she had not had something like me in her before. She squirmed as I sank deeper into her. Squealed as I pushed into territory her husband could not reach. Moaned as I began to fuck her. She came quickly, shuddering anf sighing, after only a minute or two, but of course I didn't stop. They wanted the experience, after all. Just this once. She came a second time a few minutes later, staring up at me in disbelief and wonder and pleasure, moaning "oh my god" over and over.
I looked down at her rapturous expression, then over at her husband, who had focused the camera close on the pumping of my cock into his wife's pussy, and made my choice. I leaned down, grinding my cock deep into her, and whispered in her ear.
"Do you want to know what it's really like?"
Her expression when I raised my head was confusion at first, and then dawning understanding, shading into a wanton lust that actually made me twitch inside her. She nodded.
I pulled myself out and she whined a little in disappointment until I told her to turn over and get on her hands and knees. As she did, with both eagerness and trepidation in her movements, I pulled the condom off. I wasn't subtle about it. In fact, I watched the husband as I did it. He froze, lifting his gaze from the camera screen to stare at me. I looked back at him for a moment, then dismissed him, turning my attention back to her, guiding her to bow her back and tilt her hips up, and spread her knees wide so the camera could get a good view of her blushing, opened pussy being offered to me. Then I straddled her and mounted her from behind, slowly, so the camera could see the full penetration of my bare into her wet cunt.
She moaned loud and shuddered under me, and squeezed me inside.
"Oh my god. To- Michael. It's so big, so hot. So good." She sounded almost drunk, almost high. Her pussy was nice and hot, and juicy, and as tight as it had looked at first sight. And, she could take my whole length, which not all women can. The head of my cock just kissed the end of her when I pushed all the way in, making her groan, almost growl.
"F-fuck. So f-full. So- unhh"
She came again, and the pressure and friction of her velvet tunnel squeezing me for all it was worth was real nice. I leaned over her again, pushing deep from this new angle. Low, in her ear only, I asked.
"Do you want it? Do you want to be fucked for real? Filled for real?"
She whined, plaintively, loud enough for her husband to hear.
"Yess. Fuck me. I... want... it... Fuck meeEEE!"
Her last words morphed into a squeal then a scream as I started fucking her hard and fast. Really fucking her. Fucking her for keeps. Fucking her like I like to fuck. She got louder, wilder under me, bucking and shaking. Enough that I had to hold her still under me.
