She was bored with traditional sex. She wanted to go Pegging! [mf] [pegging] [anal] [oral] [fdom]

Mallory was a tall red head. Skinny, pale skin, freckles. She had large breasts with what seemed to be constantly hard pink nipples. There was a mole on her flat stomach and if she posed just right, you could even see her abs. She had a thick firecrotch and was the envy of every guy in town.

Don’t get the wrong idea. We’re not talking some farm country in Ireland. Mallory lived in NYC, but if you’ve ever been to the Big Apple, you know every few cluster of blocks is like it’s own small town. Mallory went to the grocery store on the corner, the deli down the street, she got bagels from Joe’s little cart and ice cream from the soft serve shop. And everywhere she went, the guys followed her with their eyes, undressing her in their minds, tasting her.

But Mallory was bored with the sex. Every guy was the same and it’s not that she didn’t enjoy the rough sex, the vigorous face fucking, the hair pulling and ass slapping. It’s just that Mallory wanted to be in charge for once. She wanted to do the manhandling. She wanted to be rough.

She just needed a guy who was down to do the stuff SHE wanted to do, for once.

That’s when she found Connor. Connor was a friendly dark haired kid in the neighborhood. Maybe a year or two younger. He was skinny, but fit, had hair that swept over his face, always wore a skullcap and had those big thick black eyeglasses. Hipster? Yes. Gorgeous? That, too.

“It’s just that I’m bored with sex these days,” she said after she hunted Connor down and they had a few drinks.

“How so?”

“Every guy fucks the same. And it’s not that it’s not … GOOD, but you know, too much of anything the same becomes boring no matter what.”

“So switch it up,” he said.

“Well, I’d love to but I want to switch things up the way I want to switch them up and that takes a boy with a very. VERY. Open mind. You know?”

He nodded.

“What do you have in mind?” He asked, more curious than anything.

She leaned close. So close that her breath on his neck gave him goosebumps.

“Have you ever heard of pegging?” She asked.

Connor smirked and then laughed. And then he realized she was being totally serious.

“Oh. Oh, shit. You’re serious? Uh … yeah, I mean. I’ve heard of it.”

“Have you ever … done it?”

“Nah, no way, man. I mean … only because it hasn’t come up, I guess. My last girlfriend was sort of a prude, though, so … I don’t know?”

“Would you try it, though?”

“I guess,” he said after a second, realizing he might get the chance to sleep with Mallory. So, what’s a dildo in the ass if it meant getting with the hottest girl in town?

“Do you … want to try it? With me?”

“Uh, I guess. Like, when? Like … like now?”

“Why not?”

Mallory and Connor slapped a few bills on the bar table, grabbed their coats and rushed out of the bar and up to her apartment.

“I assume you have all of the proper stuff?” He asked, becoming more and more nervous as they got closer to her place.

“Yeah,” she said. I used to have a girlfriend, so we had a strap on. It’s clean, though …”

They laughed, nervously.

Upstairs, Mallory and Connor took off their shoes and coats and looked at each other awkwardly.

“So,” she said. “A quick tour. Living room. Kitchen. Bedroom.”

She guided him to the bedroom and together, they undressed. She was surprised to see how big Connor’s cock was. It was long and he was already hard.

“You’re beautiful,” he said.

“Thank you,” she said with a blush in her cheeks.

She bent over, exposing her pink shaved pussy lips and waxed asshole to him as she dug a box out from under her bed. Inside of it, a treasure chest of toys. She pulled the strap on dildo out and a tube of lube.

“Ready?” She asked.

“I guess,” he said, somewhat nervously.

She walked to him and they kissed. She grabbed a bottle of whiskey from the living room and they took a few big swigs.

The dildo wasn’t particularly big or thick, which put his mind at ease.

“How do you wanna … do it?” He asked.

Mallory shoved him into the bed on his back. She grabbed a small pink butt plug and slathered it in lube. She took his cock in her right hand and jerked him off, slowly, while putting the plug in his asshole. He grimaced. The deeper he pushed it, the more he groaned.

“You okay?” She asked.

He nodded. If women could take a cock up the ass, he could, too. She jerked him slowly, feeling the veins of his cock. He was beautiful, even when on his back and his legs held up in the air.

He gulped as she twisted the plug and pulled it in and out, slowly.

“Suck me,” he said slowly, kind of afraid that since Mallory was in charge, she might tell him to fuck off. Instead, she opened her mouth and hovered it over his cock, eventually taking it in her mouth. She drooled and jerked him while she tried to take all of him in her mouth.

It was a struggle.

“Sorry,” she said, gagging.

“It’s okay. I know it’s not … easy. You don’t have to throat me. Most women can’t.”

“Challenge accepted,” she said, struggling, gagging, struggling. Saliva gushed from her mouth as she pushed herself down deeper. Suddenly, her mouth filled with saliva and slime.

“Let it out,” he said.

Mallory opened her mouth and released a cup worth of fluid over his cock. She pulled the toy from his asshole and threw it on the floor, opting to use her fingers, instead. She shoved two into him and pressed her fingers up, pressing on his prostate. He groaned, arching back in joy.

“Fuck,” he said. “That feels amazing.”

“It’s your prostate,” she said as she pressed on it while slurping and sucking his cock.

“Don’t stop. Jesus!” He shouted. “Jesus that feels so good.”

She slid her fingers from his asshole and held his legs up.

“Ready?” She asked.

He nodded. The butt plug plus the saliva from her blowjob and her fingers meant he was sufficiently warmed up and ready.

She held his legs up and stepped into him, guided the six inch strap on dildo into his asshole. He gripped the sheets.

“I’ll go slow,” she said as she pushed deeper and deeper into him, slowly stroking his wet cock. “What do you think?”

“Not so bad,” he said. “Choke me.”

She wrapped her left hand around his throat and squeezed as she jerked him with her right and pumped her strap on into his hole.

He groaned.

“Don’t you cum yet,” she said. “Turn around. I want you from behind.

Connor slid the dildo from his asshole and turned over, getting on his hands and knees. In front of him, a mirror. He wondered how many times he was standing behind a girl fucking her from behind looking into a mirror. Now, the tables had turned.

“So this is what it’s like to be in this position,” he said with a chuckle.

With no warning, Mallory pushed into him. He wasn’t expecting it and grunted, gripping onto the sheets. It was an unusual experience to be on the other side, a dick in HIS asshole. A woman standing behind him, thrusting, her breasts bobbing up and down.

Mallory saw Connor reach between his legs to jerk off and slapped his hand away.

“No, no,” she said. “I’m in charge.”

She slapped his ass and pumped harder now.

“Take it,” she shouted as she picked up the pace. She was channeling every guy who fucked her ass. “Take it!” She shouted again as she slammed into him.

This was exhilarating. She’d wanted this for years — to know what it felt like to be the man. To fuck an asshole.

“Mmmm,” he groaned as the speed began to hurt a bit.

“More lube?” She asked.

He nodded and she pulled, slowly, out of him. His asshole closed up, so she jammed a thumb into it to keep it stretched as she grabbed the lube and squeezed a large amount onto his hole. He winced. It was cold.

“Shut up,” she said before he could say anything and within seconds, she was inside of him again, thrusting, pumping, slapping his ass and calling him names.

If he wasn’t so ill prepared for this, he might have even been laughing, but he’d never had his asshole fucked, let alone pried open by a tall, skinny Irish American girl.

“You’re on my prostate,” he said.

“So?” She asked.

“I don’t know,” he said. “But if you keep this up I’m going to cum!”

“But I’m not touching you,” she said.

“I don’t know,” he said. “But I’m close. I can feel it.

“Hot!” She said. “Oh! Get on top!”

Mallory pulled out and dropped onto her back. Connor straddled her and eased himself onto the strap on.

“Still gonna cum?”

He fidgeted around, finding his prostate and began, slowly, to glide up and down, nodding.

“Cum on me,” she started to say as he rode up and down on her. “Please baby. Cum on me!”

She pressed his thighs down, pushing herself into him, pressing on him in a way he’d never felt. Suddenly, he arched his back and bucked, squeezing his ass onto the toy inside of him.

“I’m cumming!” He shouted as his cock began to jump up and down uncontrollably, the toy pressing his prostate.

Within seconds, his cock erupted, spraying Mallory’s entire face and torso with a bucket’s worth of jizz.

“Holy shit!” She shouted as she recoiled in amusement and horror as he continued to spurt rope after rope of cum across her stomach, into her mouth, all over her face. She giggled and writhed with delight.

“FUUUUUUCK,” Connor shouted as he collapsed on top of her, the dildo popping out of his ass. “Fuuuuck,” he said as he rested on her jizz soaked tits. He leaned up and kissed her on the mouth, either not realizing or not caring that her entire face and mouth had been soaked in cum.

Connor reached down and unhooked the strap on dildo, tossing it to the floor. He pushed Mallory’s legs apart. Her cunt was soaking wet, desperate for an orgasm.

Again, the tables had turned. When Connor fucked a chick, he always made sure she came first. Here, he was the first to cum and then made sure she got off as he ate her pussy and fingered her with great passion.

She gripped the sheets and groaned, moaning with orgasmic pleasure, yanking the sheets, crying, screaming.

“Don’t forget my ass!” She shouted. “My ass!”

Connor hoisted her up and tongued her asshole while he jammed his fingers into her and she rubbed her clit. Within seconds, she was crumbling to pieces with a massive orgasm so loud, he was sure she’d wake the neighbors … across the street.

“Okay,” she said, panting. “Okay. Okay. Okay, stopppp,” she begged. He pulled his fingers from her as she opened her mouth and said, “Let me taste.”

He put his pussy soaked fingers in her mouth and watched Mallory slurp her juices.

“How’d you like it?” She asked.

“Not so bad,” he said with a smile.

“Can we do it again?” She asked.

He nodded and she grinned as she toyed around with the cum splattered all over her torso.

Source: reddit.com/r/sexystories/comments/7i2wqv/she_was_bored_with_traditional_sex_she_wanted_to