Hilary Duff Babysitting - Sex Stories

Hilary Duff Babysitting

... next to him. “Face down.” Doing as he said, Hilary climbed onto the bed on her hands and knees and then settled down so that she was laying on her stomach with her feet hanging off the end of the bed. Lifting her head, she looked back as he slipped off the bed. “You won’t be needing these,” Ben said, hooking his fingers in the waistband of her panties and tugging them down. “I hope not,” Hilary said, lifting parts of her body to help him remove her panties. “You said anything I want, so I want to worship the one part of your body I really haven’t gotten to yet,” Ben said, leaning forward and grabbing and squeezing the cheeks of her ass just in case she hadn’t figured it out yet. “Um, okay,” Hilary said, shocked though she probably shouldn’t have been. Looking back it kinda made sense. While the time he’d licked her ass had clearly been an accident, she’d felt his eyes on her ass a lot in the past and his hands had spent a lot of time on her ass the last few days. Plus there was the finger in her butt last night. But was she willing to go through with what he apparently had in mind? As Hilary was debating whether she could do it or not, Ben was pulling apart the cheeks of her ass. The tight pucker of her asshole beckoned him from between them and bent in for a closer look. With her ass right in his face, he darted his tongue out and took an experimental lick of her asshole. “Ohhhhh,” Hilary moaned at the sudden, though not really unexpected maneuver. Taking another, longer ...

... lick of Hilary’s asshole, Ben decided he liked it. He’d never licked a girl’s ass before, on purpose any way, but as an ass man he’d long been curious about it. And now with Hilary promising to let him do anything, he’d figured why not try it with the ass he coveted most? As Ben’s tongue played at her back door, Hilary was filled a mix of feelings. It felt kinda weird, but also really good. She’d never known her asshole could feel that good and the more Ben licked, the better it felt until she was groaning and pushing her ass back against his probing tongue. Maybe she could let him keep going for a little longer. Pulling away from Hilary’s ass, Ben ignored the pleading groan as he rubbed around her anus with his thumb instead. Pushing slowly but firmly, he watched with rapt attention as Hilary’s asshole opened up to swallow his thumb. “Shit,” Hilary gasped, his thumb feeling huge in such a tight hole. “Does it hurt?” Ben asked, not wanting to hurt her. “A little,” Hilary said through clenched teeth as she tried to get used to having something as big as his thumb in her ass. “Want me to take it out?” Ben asked, slowly easing it back. “Nooo!” Hilary gasped, causing him to push back in to the knuckle. “I mean, I promised you anything, so you should do what you want.” “Okay,” Ben said, smirking as he realized she liked it more than she was admitting. Moving his thumb inside her, Ben worked just a tiny bit in and out of Hilary’s ass. It gripped and clenched at his digit, welcoming it ...