Hilary Duff Babysitting - Sex Stories

Hilary Duff Babysitting

... inside her and reluctant to let it go. Pushing deeper, he further forward and lightly kissed the small of Hilary’s back. “Mmmm,” Hilary purred as kissed along her spine until he reached the top of her butt crack. His little fluttering kisses complemented the movements of his thumb in her ass. “Ready for more?” Ben asked, wiggling his thumb and making her squirm. “Sure, I guess,” Hilary said, wondering what his next step would be. Easing his thumb out of her ass, Ben reached his hand under the pillow where he’d secreted her vibrator. They’d used it on her clit while he fucked her one night, so when she’d been putting the k** to bed he’d grabbed it and the lube. He’d figured that at absolute worst they’d spend the time going down on each other and he’d get to fuck her with it while he ate her pussy. But at the moment, he had another hole in mind for where to put it. Holding up the vibrator, Ben smeared lube along the shaft. Satisfied that it was nice and slick, Ben used his free hand to pull her cheeks apart. With her asshole slightly gaped from his thumb, he pressed tip of the vibrator against the center and pushed. “Uhhh,” Hilary grunted as he pushed the toy into her ass. It really wasn’t much thicker than his thumb, but it was so much longer and even though she’d felt the same vibrator in pussy a bunch of times, it felt way bigger in her ass. “Feel good?” Ben asked, eyes fixed on the purple toy jutting out of her perfect ass. “Kinda,” Hilary said. It didn’t hurt quite as ...

... much as she would’ve thought, and it felt sorta good, but mostly is just felt really weird as he slowly started to fuck her ass with the vibrator. “Lift up,” Ben said, slipping a hand underneath her and applying just pressure on her stomach to get her to raise up onto hands and knees. Moving further up the bed, Ben slid his right hand from Hilary’s stomach to her chest. As his left hand continued pumping the toy into Hilary’s ass, his right cupped one her tits and tweaked the nipple with his thumb. “Oooooh,” Hilary cooed as the pain started to fade and the pleasure started to increase. “Ready for my cock?” Ben asked, bending down to kiss her shoulder. “Um, I, uh, guess,” Hilary said, suddenly nervous. While the vibrator was starting to feel really good, his cock was so much thicker and the idea of it invading her back door was downright scary. “Okay then,” Ben said, pulling the vibrator out of her ass. Looking at the toy, glistening in the light from the lube and her ass juices, Ben was torn on what to do with it. He didn’t want to just drop it on the bed and let that stuff mess up her sheets and everything but he didn’t have anything to wipe it off with. “Here, clean this while I get ready?” Ben asked, handing Hilary the vibrator. Taking the proffered toy, Hilary looked at it. Having sucked her juices off the same toy dozens of times, Hilary didn’t even think as she brought it to her mouth. Parting her lips, she took it into her mouth, tasting a different flavor than she was ...