It was all fun and games, at least until Deana felt a strange cock sliding into her pussy.
Ronny, her sometimes boyfriend, or more accurately occasional hookup, who also happened to be a history nerd, thought touring a historical site in New England would be an interesting way to spend one of the last warm days of fall.
After a day of walking around poking their noses into all the exhibits, when they came across a deserted area off in the back, away from the crowds with an abandoned pillory in a little cordoned off courtyard, eyes twinkling with mischief he asked what she'd think of being locked in the thing and fucked from behind.
At first shaking her head and muttering, "No way," she had to admit, looking the thing over and already imagining how naughty it would feel, that it might actually be fun. After he'd assured her that no one could see them, since the tours had already ended and most people were filing out to go home, she finally agreed to let him trap her in the thing. After all, how often would she get a chance to try something this crazy? And the arousing thought of doing something so out of character and so outlandishly raunchy clinched it for her, especially considering how boring her love-life had become, since it was pretty well non-existent.
Stepping up to the wooden platform, standing up on the base and leaning over at the waist, she rested her neck and arms on the flat piece of wood and let Ronny drop the archaic device down over her head and wrists, trapping her in place. And instantly she could feel her pussy twitching for some action, just thinking about what he was about to do to her as he lifted the hem of her pale yellow sundress up over her back then tugged down her lacy white thong, fully exposing her to the elements, along with his hungry gaze. And a gust of fresh air sweeping across her damp sex made her fully aware of just how exposed she actually was, making her break out in goosebumps.
"Fuck, you look hot like this," Ronny told her as he tugged down his fly, freeing his erection and stroking it in his hand as he feasted on the sight of her pussy glistening with arousal in the late afternoon light.
Getting down on his knees, he just went for it and started lapping at her pussy, laughing at the sound of her groaning out loud at the feel of him pushing two fingers inside her and giving her a nice little finger fuck, preparing her for the length of his cock, itching to fill her up.
Finally, positively gushing with arousal, thrusting her ass back at him, desperate to be filled, she let out a desperate little whimper, hoping he'd get to it. Stroking his palms over the smoothness of her bare bottom, sliding his tongue from her clit up along her crack, till he was poking the tip of his tongue into her tight little back passage, he muttered against her ass, "Maybe I'll fuck both your holes, wench, now that I've got you at my mercy, powerless to resist."
Deana rolled her eyes at the thought, letting out an even needier whimper, since it was something she had yet to try, letting someone fill up her ass. Finally, she blurted, "Dammit, Ronny, would you please just fuck me and stop playing around. You've gotten me so damn hot my pussy won't stop clenching and I'm so desperate for the feel of that fat cock of yours filling me up that I can barely see straight."
He just laughed, and got up behind her clutching his dick in his hand. "You mean like this?" he asked, teasing her by pushing just his fat cockhead inside her. He smiled at the desperate groan she exhaled eagerly thrusting her ass back for more.
Her mouth falling open, she murmured, "Oh, yes, just like that. But please don't tease me. I need it all, every last inch." Ronny was thick, but not exactly the biggest guy in the world, so she really needed his girth if she ever hoped to get off.
His voice comically deep and throaty, he told her, "Then you shall have the length of my cock to the depths of my balls, my beauty." And as he flexed his hips, pushing inside her, he groaned at the erotic sight of his cock disappearing further into the depths of her hot little cunt with every thrust. Then sliding out of her again, the slickness of it shimmering with her arousal really got him groaning. "Damn, this is so fucking hot, I want to find one of these things so I can fuck you like this at my place. I just hope I can find one online." Pulling his phone from his pocket, and aiming it at her packed pussy, he told her, "And I want to capture this on my phone so I can jack off to it whenever I want. Fuck, just seeing my cock sliding into your pussy with you held captive is just so over the top insane, I think I'm going to have to tie you up every time we fuck now just to get myself off."
Annoyed that he was more interested in getting a picture than getting it on, rolling her eyes, Deana finally let out a frustrated growl. Never much into bondage, she had to admit, he did have a point, being restrained and taken hard from behind felt almost too kinky to be real. Once he finally put away his stupid phone and got back to business she really began to whimper. Helplessly taking his cock, she knew with how timid he normally was, it had to be the hardest and roughest he'd ever given it to her. Her pussy clenching hard around his shaft, her entire body quaking with how wickedly hard he was fucking her, damn, she decided a girl cold get used to this kind of thing.
Then suddenly they both froze when a deep voice called out from behind them, "Hey, what are two doing back here?"
Ronny quickly clutched his cock and pulled out of her, telling him, "Sorry, we were uh... just having some fun."
Ignoring his blithering, the man eyed Deana with her dress up over her back with her bare ass on display and told Ronny who was fighting to wrestle his erection back into his pants, "Well, you'd better get your ass out of here, buddy, before I call the cops. And don't worry about your friend, I'll set her free."
Watching him scamper away, like a scared rabbit, Deana couldn't believe that he just ran out on her, not even waiting around to find out if the guy would really do as he'd promised. But knowing what a coward he was, all the guy had to do was mention the police and of course the little twit instantly disappeared around the corner without so much as a backward glance, leaving Deana captive and embarrassingly exposed to a total stranger.
His eyes growing wide as he took in her situation, the tall, well-built guard came up behind her and muttered, "Jesus," the moment he got a look at her pussy, so wet and rosy pink, all he could think of was filling her up with his cock, whether it was a smart move or not. Stroking his hand over his fly, just from the sight of her, he was already hard, especially seeing that he had her at his mercy.
And before Deana knew what was happening, she heard the hiss of his zipper and gasped when a second later she felt his shockingly thick cockhead pushing past her pussy lips and roughly sliding inside her as he let out one hell of a deep throaty groan.
"Oh, fuck, you feel good, lady," he told her, bending his knees, clutching her hips and ploughing into her as deep as he could go with one hard thrust. Throwing back his head, he grunted his satisfaction at the satisfying sound of his balls slapping hard against her ass once he was fully seated in her tight little cunt.
"I can't believe you're doing this," she murmured, fighting to catch her breath, caught somewhere between elation and terror, she honestly couldn't decide if she wanted him to stop or not, the whole thing was just so crazy. And if what he was doing didn't feel so damn good and he wasn't so amazingly thick and long she'd probably be screaming her head off to get free. But, wow, this guy really knew how to fuck a woman, like it was why he was put on the earth, just to give a girl a nice hard ride.
Pulling almost all the way out, giving her a few nice sharp thrusts and then following it up with a couple of long slow slides back inside, he had her deliriously happy pussy going into spasms with the way he was working his magic. Not only amazingly well hung, but he knew just what to do with it, too. Damn, she knew one thing; she'd never had it so good. The guy was like some kind of pussy whisperer, knowing just what she needed. And what he was doing, swiveling his hips now, just felt so insanely good, and yet so undeniably wrong, that she could feel herself dripping with almost equal measures of shame and lust.