A very nasty fuck story with redemption in the end; there are strong anal themes. The story begins with a "reluctant" role play.
"I don't want your cunt, my pretty little bitch, I want your tight little ass. You won't suck my cock, don't want me to go down on you and just lie there when I fuck your sloppy pussy. I'm tired of this shit. Spread your cheeks for me and relax. It's going to hurt a little at first but you'll get used to it---might even like it if there's any kind of sex you really enjoy."
"No! That's too dirty, it's a sin! This is rape! I don't want you to do this. What the fuck are you doing? Your mouth...your tongue. Oh, gross, you're eating my ass hole!"
"Lubing your dirty little hole is going to make this a lot better for you. Look, you're going to get fucked in the ass---accept it. I don't really care if you scream...we're miles from the nearest house. I don't even care if you never want to see me again. Call the cops if you want...they're all friends of mine and it will be your word against mine. For Christ's sake quit whining and show me that you're a real woman."
She could not believe the fix she had gotten herself in. He seemed like such a nice young man. She had had too much to drink; he had been rough with her...but not too rough and she had been turned on. When he had tied her in this position, this obscene position, on her knees with her thighs pressed against her calves and her ass extending over the end of the bed, she had expected him to take her cunt from the rear...she had really enjoyed it the first time he had done it that way. It made her sloppy middle aged cunt tighter...for both of them. She had cum; it was the first time in her forty years she had ever cum from the actions of a man's cock in her pussy. She actually enjoyed the first finger in her ass, ashamed as she was to admit it but then there where two---and then three. And now he was going to sodomize her. She had never been more scared in her life nor felt more degraded...more used. Her arms were free, but the rest of her body was strapped down to the bed. She felt the cool fluid being applied to her most intimate hole.
"I don't want to hurt you and fucking a dry anal canal is not much fun for me---or you. Damn, spread you ass cheeks so I can lube you properly, or you're really not going to like what I'm about to do." He paused. "Look, we're playing a game here. Maybe you're not into it. Do you want to stop?"
As if in answer, she tentatively reached back with both hands and did as she was told. Christ, she was accommodating him...facilitating the plunder of her forbidden little hole. Logic had set in; she knew she could not stop him from brutalizing her anal canal. No wait! Yes she could. He had told her they could stop. Why the hell didn't she tell him she no longer wanted to play? Because she did want to play. She'd never been this wet---this hot---before. She couldn't move and couldn't fight, but he had told her she could say stop and he would. Logically, the more he lubed her the less horrifying it would feel...the less pain she would have to endure. Maybe it wouldn't be so bad...maybe he was right...maybe she might even like it.
"I'm real glad you took a shit not that long ago. Otherwise, I'd have to drag your ass into the bathroom and give you an enema. I don't like anything about a shitty nasty ass fuck...fortunately your rectum is empty. Let's get that sweet little bung of yours greased up and ready."
He screwed the nozzle on the tube of lubricant and shoved it in her ass, dumping half the tube inside her rectal cavity. He didn't want to hurt her although he knew she was an anal virgin and would feel both pain and discomfort. He just wanted to get off inside her little hole. He had no idea why he had brought her here again. She was a lousy fuck. Any sort of oral sex had been off limits. She neither talked nor moved when he fucked her. She was an amazingly attractive woman for forty; possibly that is why she was here again. She worked out regularly and had a tight little body. He was only twenty-six and had met this coyote at the garden center. She was married and had three children. He had assumed that her husband hadn't been servicing her and she was just looking for some young cock. After the first few times they had been together he realized that her husband had probably long since lost interest in her abysmal sexual talent.
He worked a finger into her cunt and was surprised to find how wet it was. Previously she had had a real problem with lubrication and he had used the lube on her pussy. Lubrication deficiency was not uncommon in women her age...but now she was very wet. He went down on her knees behind her and worked is tongue around the entrance to her steamy cunt.
"I told you I don't like that. It's dirty...don't...oh!"
He was both please and amazed as her taunt little butt started responding to his oral ministrations. She was getting into it. Who would have thought. He began to more thoroughly explore her middle age cunt with his tongue as his fingers found her stiff little clit. He worked two fingers into her well greased little shitter and began fucking it with his fingers. She came. He kept working her now dripping pussy with his fingers and mouth and she came again, this time with a long growling wail as her entire body shook with pleasure.
"You had no idea what you were missing did you Mrs. Robinson? You liked me eating your cunt. That's the second time I've ever made you cum. Be honest; that felt very good, didn't it?" She nodded silently.
He moved around to her head. "Open your mouth." She gritted her teeth and held her mouth shut. He grabbed her jaw and forced her mouth open. "Open you fucking mouth, cunt!" He said, grabbing a dangling nipple and pinching hard enough to elicit a cry of pain. "We can do this the easy way or the hard way...I don't really give a shit. I'm going to stick this cock in your middle aged mouth. It's a very pretty mouth, you have a wide set jaw and will have no problem doing this. If I feel even a hint of your teeth on my cock...any questions?"
Without waiting for a response, he placed the head of his big young cock past her lips. "I'd really like you to blow me, but I seriously doubt that you even know how. Let's see how much you can take. You're probably going to gag a little when my cock hits the back of your throat, but you'll get used to it. I'm just going to fuck your mouth. I don't think you'll like it. Then I'm going to cum as far back in there as is humanly possible. Then you're going to swallow every fucking drop of my cream. Are we clear?" Again, she nodded silently.