Against The Rules Sex
written by:
NoSayQuien

Dan Delorean smiled to himself as he pumped his immensely hard prick into his mother in law's ass. She was writhing in ecstasy and screaming out his name. The pink cheeks of her backside flamed like a furnace. He'd made them rosy, alright, and his mother-in-law loved it.

"Oh, Dan! Fuck me! Fuck me harder. Do it, Dan. Do it! Oh fuck, I love it. Fuck me. Fuck me!"

This is just the way it ought to be, Dan thought. His hands slid up to Cheryl's big tits, swinging free, and so easy to get to! She's not bad for a forty-five year old fuck, Dan thought. And Cheryl was his mother-in-law, too. He liked that. That was hot! Dan twisted her nipples, and he leaned over and bit her neck, up under the hairline. He did it hard, too. She wanted it hard, didn't she? Isn't that what she said? "Hard! Fuck me hard!!"

"Oh, fuck!" Cheryl yelled, just as he pulled even harder on her protruding nipples, twisting them; hurting her! Her orgasm came as Dan exploded, too, delivering his mammoth, white, fucking cumload into her slick, tight, rectum.

Yes! Dan thought, as he almost blacked out from the jolt. This is exactly how it's supposed to be!

At the time of this episode with his mother-in-law, Dan was twenty-eight years old, and this kind of sex was a rather recent development. Dan's first real sex was when he was twenty years old, with a woman he met in a business school class. She was younger, but she was definitely the initiator. Dan was pretty shy, and he quickly found out that he was just not in her league. He only fucked her three times, and while there were no recriminations, Dan came to realize that he just hadn't been aggressive enough. Three strikes and you're out. That's what Dan concluded.

Dan considered himself to be pretty smart, and he was handsome, too; at least that's what everyone told him. So what's the problem? Dan wondered about that after Linda (that was her name) failed to respond to his phone calls, and he kept on wondering after she finally let him know in person that she was seeing someone else. There weren't going to be any more fuck sessions with Linda! But why not? What had gone wrong?

When he and Linda had first connected, Dan had been so sure that everything was going to be great. Dan had somehow developed the idea that good-looking people had good sex. Isn't that right? But it didn't turn out that way. Linda was really stunning. And he was handsome. Dan knew it. So what was the problem? Somehow, good looks and good vibes on both sides didn't automatically result in the spectacular sex that he had been expecting.

The more he thought about it, the more he worried about it, and the more he worried about it, the more Dan was forced to the conclusion that he just didn't measure up to what Linda had wanted. Not to what she had wanted, and not to what she had expected, either! Dan could tell, even though she never actually complained, that Linda wanted something different, something more than what he was giving her. It was only a long time later, after other similar experiences, including his experience with the woman who was now his wife, that Dan finally understood what Linda had been trying to teach him. Maybe Dan was a slow learner, but he finally did learn the lesson, the lesson he was now applying with such savagery to his mother-in-law's ass. Oh, it was crystal clear, now. Plain vanilla sex just isn't going to do it. It just won't satisfy! Sex "by the rules" is definitely not what it's all about!

Dan got married at twenty-six, six years after his experience with Linda, to an accomplished woman who looked super, and who has a lot of good qualities. Chloe was only twenty-two when they got married, and while Chloe was wonderful, Dan still hadn't learned his lesson by the time of the wedding. Sex with Chloe was just not the big thrill that Dan had anticipated. Again, he really felt set back. Dan had figured that once he was married to this stunning woman he would really start blossoming. He had a lot of fantasies about how great it was going to be to have sex all the time. Well, no luck with that fantasy! Frequency wasn't the key. He could have sex with Chloe ten times a week, but there were no real "thrills."

Thank God I finally learned, Dan was thinking, as he and his mother-in-law were recovering, drenched in sweat and lying right in the middle of Cheryl's adulterous, king-size marital bed. Bud, his father-in-law, had no idea! This was the third time that Dan had been here, putting his prick right into the deep heart of Cheryl's body. It wouldn't be the last time, either, he was pretty sure of that. Not if he wanted it again. Cheryl was his, now. She didn't give a shit for her breadwinning husband and their thirty-year marriage. Cheryl just craved his cock. She just needed these adulterous couplings. She needed them like crack fiends need rock.

"Do me again, fucker," she said; "put it in my cunt," and Cheryl put her mouth down on his still rigid cock, the very same cock that had just come out of her ass. "Fuck me! I need you to fuck me, Dan!"

Dan congratulated himself, as he lay back to enjoy Cheryl's blowjob, and started going over in his mind how he got to this place: Two years ago I got married. Two years later, I'm fucking my mother-in-law, and she's begging me for it. Thank God I learned! Those were the thoughts that were going through Dan's mind, when his mother-in-law's finger teased his own asshole.

Oh fuck, she had got him going already! He really needed to get his prick up her cunt!

*******

It was Dan's boss' wife who finally made it all come together for Dan. Dan was an "up and comer" in the accounting company, probably partner material someday. Because he had caught the eye of the CFO, Dan (and of course his lovely wife Chloe, so recently married) got regularly invited to his boss' home. Dan's boss was fifty, and he had more than fifteen years of experience as an executive; he saw Dan's potential. And so did the boss' wife.

Trudy Staten was only forty. She was a second, "trophy wife." She was very attractive; she was petite, with long dark hair, and a sensuous mouth. She did have two children with Peter, Dan's boss, but Peter also had a couple of sons from his first marriage. Trudy was well taken care of, financially speaking, but she believed in taking what she wanted, and she really liked to fuck. So, Trudy kept her eyes open for opportunities, and when she saw one, she took it. Trudy had met Dan before, and she liked what she saw. But nothing happened until the first time that Dan and Chloe came to a cocktail party at her home. Maybe it was the challenge of Chloe being there. Trudy decided that she'd get Dan.

Chloe, by the way, was pretty much oblivious. Later on, Trudy would make fun of her cluelessness with Dan, but at the start, she didn't say anything; she just acted on her observation.

"Chloe," Trudy said, at the very first cocktail party, "would you do me a big favor?"

"Of course," Chloe said.

"Well, I am expecting the liquor store to deliver a box of hard liquor, and I'm pretty sure they are going to bring it to the front door. So, could you hang out there and then direct them to the kitchen when they get here? That's where I want them to leave it."

"No problem," said Chloe.

"Oh, you're a doll," Trudy said. "As for you, Dan, I need you to follow me into the garage, and be my Sherpa. There is a case of wine there I need to get to the kitchen. Are you willing to help out?"

What could Dan say?

"Of course, Trudy. Glad to help. See you later, honey. I will come hunt you down when I am off my Sherpa duties."

The wine in the garage was in a tight little closet, and Trudy rubbed up against Dan, as she opened up the door, and followed him inside.

"If that door were closed and locked we'd probably never be discovered," Trudy said, as she did close the door almost all the way, trying to pretend that she needed to do that to make it easy for Dan to pick up the rather dusty case, wedged near the back.

Trudy just stared at Dan. He was a bit taken aback, but in the silence, and in the half-light from the almost-closed door, he suddenly became aware of the heavy sexual tension in the closet. Dan smelled Trudy's perfume. And maybe something else. He thought he could smell her sex. A picture of her dripping wet cunt came into his mind, completely unbidden. Dan felt his mouth go dry, and Trudy said, "I don't know what your philosophy is, about sex I mean. I think it's good. I think it's especially good when it's just a little bit ‘wrong,' if you understand what I am saying. Your wife seems lovely, and I know you haven't been married very long, but it might be that you'd like to fuck me just as much as I'd like to fuck you. I want you to think about it. Don't you think you'd like to bury your face in my pussy? Don't you think this fuck stick would feel really good in my cunt?"

While she was talking, Trudy started stroking Dan's prick through his pants. She kept talking, while she touched his hard on.

"I am not saying tonight, Dan. Maybe this is a little too sudden. But I want you to think about it. Peter would never know. Or Chloe. In fact, don't you think it would be especially exciting if we fucked each other like crazy right under their noses? That's what makes me get off, Dan. Just the thought of fucking you, maybe even right here, while the whole wide world of Anderson and Associates mills around in the house, and they never have a clue."

Dan was literally speechless, but his cock was like an iron bar!

"Have I shocked you, Dan? If you're too shocked, we can leave it right here. That will be okay. I know you will think about it, at the very least. I am sure you really love Chloe, but I know you're going to cum a lot harder doing it in my ass than you will ever cum with Chloe! I bet you know that, too, if you're honest."

Dan still couldn't say a thing, but his cock twitched under Trudy's touch.

"If you're not that shocked, Dan, then you won't don't have to think about it that much. So, if you're not that shocked, then I'm giving you permission, right now, to put your hand on my pussy. See if you can make me cum with your hand, fucker. I'm so wet!"

Trudy leaned back and spread her legs. Fuck, she was wet, as Dan found out!

Dan found out she was wet, and he finger fucked her, and kissed her, and he came in his own pants while he did it, while he made Trudy come, too.

"Thank you, lover," Trudy said. "We will be in touch on our next steps."

Dan still couldn't seem to speak, so Trudy pulled his face down to hers, so she could whisper in his ear.

"That was so fucking great, Dan. You can tell, can't you, how fucking hungry I am for you? But we had better get back. I think Chloe is pretty oblivious, but even she might start worrying if you never reappear. And you want to know a secret? There isn't any liquor store delivery on the way. I just did that to get her out of the way. I'm going to have to pretend to be pretty mad, when she tells me! Don't you just love that thought, Dan. Don't you just love the thought of how easy it's going to be to trick them? We can do any fucking thing we want to, Dan. That's the truth! And there are lots of fucking things I want to do. And you do, too, Dan. I know you want it just as much!"

With that, Trudy pushed the door open, and said, "Ok, lover; do your Sherpa thing for me. Off to the kitchen!"

Trudy did just what she said. She initiated Dan into what he came to think of as "against the rules sex." "Transgressive sex," he sometimes called it.

Having sex with my wife is nothing like the kind of sex that makes me dizzy, Dan finally concluded. I want sex that makes me twitch; that makes me obsessive; that makes me run any risk; that overwhelms my every thought; that inspires me; that makes me pass out because it's so good. That's what sex ought to be like. That's the kind of sex I want, sex that breaks all the rules. Evil sex. Dirty and degraded sex; degenerate sex. I want fucking sex that makes me go crazy, that it drives me insane with lust.

That's what Dan was thinking as he drove his big prick deep into his mother-in-law's cunt. Thank you, Trudy! And thank you, Cheryl. It's so fucking good with you.

Dan left a big bite mark on Cheryl's left tit. Cheryl didn't care. And he and his mother-in-law didn't care about his wife, or her husband. All they cared about was their dizzy fucking sex.

Dan liked thinking of how he got here, so he smiled to himself.

And Dan liked to think about where he was going next!

He smiled some more.