by J P Hunter
The tip of his cock slipped into Jen’s asshole. It was a tight fit but not uncomfortable. Just weird. Unlike her pussy, Jen’s asshole provided consistent pressure to every centimeter of his cock at one. Plus it was tight as shit.
But it felt incredible. So good, in fact, that Matt was afraid he was going to cum just from breaking the seal. After entering Jen, he stayed completely still, taking a couple of deep breaths while trying not to move at all.
Jen could tell the difference too. She was taking short, shallow breaths and her eyes were closed in concentration. A strange combination of pleasure and pain played over her features.
Matt knew how she felt. While the pleasure was undeniable, there was a certain level of discomfort there too. Too bad he didn’t have any lube; that would certainly help. Well, next time he’d know. For now, he would just have to make the best out of it.
Jen helped things a bit, spitting onto her hand and rubbing her saliva over his cock. That helped some, allowing him to move a little bit without too much effort. And when Jen started rubbing her clit it helped even more.
The more she played with herself, the more she relaxed, and the more her anus loosened up. After half a minute or so, Matt was able to move at a slow but consistent pace, his cock going deeper and deeper into Jen’s asshole with every pump.
“Your asshole is so fucking tight,” Matt said, staring down at her with an intense gaze.
Jen just nodded her head and continued playing with her pussy.
“It feels good though,” Matt said. “Doesn’t it?”
Jen nodded again.
And it did to Matt too, despite the tightness. There was just something about fucking Jen in the ass that was so nasty, so perverted, so flat-out wrong that it turned him on like crazy just thinking about it. And even though he was barely moving against her at all, it took everything he had to keep from cumming.
Matt leaned forward and stuck his tongue into Jen’s mouth, hoping to take his mind off how close he was to orgasm, but it didn’t work. If anything, her lips on his felt so good that it brought him even closer to cumming. Which wasn’t a surprise; kissing while fucking almost always had that effect on him.
“I don’t know how much longer I can last,” he said, pulling his mouth off Jen’s for a moment.
“That’s okay,” she said, speaking desperately. “I don’t know how much more I can take.”
“In fact, I think I’m ready to cum right now.”
“I think that’s a great idea,” Jen said.
“Yeah?” Matt asked.
Jen nodded her head. Then she grabbed the back of Matt’s head and pulled him closer to her. She knew how much he liked kissing while fucking and figured it would get him to finish up that much quicker.
She was right.
Matt started moving more rapidly against her, still not all the quickly but at a faster pace than any other time since he’d stuck his cock in her ass. In the end, it was more than enough.
Five seconds later, he was ready to cum.
“Shit, shit, shit,” he said under his breath, just like he always did before he came.
“Spray my stomach with it,” Jen said, staring him right in the eyes, knowing exactly what was coming.
Matt nodded as his orgasm arrived and pulled his cock out of Jen’s asshole and leaned forward, so his cock was lying atop her pussy. Jen reached down and grabbed ahold of his cock and jerked him off, bringing him the final last little bit to the edge, and then over it. He came right away, shooting his seed all over Jen’s stomach, just like she’d requested.
It was a massive load, four full pumps, covering Jen’s washboard stomach with his pale white sperm.
“That wasn’t quite what I expected,” Matt said after he was done, offering her a little smile.
“Me neither,” Jen replied. “But it wasn’t bad.”
“No, not at all,” he said. “It was just . . . different.”
“Yeah,” she said. “Much different.”
They shared a laugh then a kiss.
“Next time we’ll have to prepare better,” Jen said.
This surprised Matt a bit. “There’s going to be a next time?”
“Sure,” she said. “You do want to try it again, right?”
“Well, yeah,” he said. “I just figured you wouldn’t.”
“Why not?”
Matt shrugged.
“Don’t get me wrong,” Jen said. “It wasn’t great. But it wasn’t bad either. And it was almost good. A little more warm up next time, some drinks beforehand and a little bit more attention to my asshole before you stick your cock in there, plus a whole lot of lube, and I think I could really get into it.”
“Yeah?” Matt said.
Jen nodded. “It was intense,” she said. “More intense than usual.”
“That’s the truth,” he said.
“If done properly, I think it would cause one hell of a monster orgasm.”
“I can see that,” Dan said, thinking about how hard he came after just having his cock in her ass for a short time. “I can totally see that.”
“Then it’s a date,” Jen said. “Saturday night. We’ll do it the right way.”
“Sounds great,” Matt said. He couldn’t wait.
#####
TESTING HIM OUT
Good men are hard to find. Even harder to find are good fucks. Most men are way too worried about pleasing themselves and not their partners. That’s just a fact of life.
Like most women, Brenda Bonner learns this the hard way. Her first few relationships in college are long-term ones, and she has no idea how lame her boyfriends are in bed until years later when she finally runs into a man who knows what he is doing.
Upset at all the years she’s wasted with men who have no idea how to perform in the sack, Brenda decides to make up for the lost time. But she quickly learns that the odds of finding someone who knows how to treat a women in bed are long. Plus it’s impossible to tell just by looking at a man, or even spending a little time with him, whether or not he is a decent performer.
No, the only true way to find out if a man knows what he’s doing is to get him in the sack. Test-drive him, so to speak. Sure, you’re going to get your fair share of duds, but better to waste just one night with them then weeks, or even months.
With this in mind, Brenda sleeps with pretty much every man she can find. Which isn’t hard at all, considering she is a very attractive young women with a killer body honed from spending almost all her teenage years as an Olympic-level gymnast.
Getting laid is Brenda’s goal, and she is damn good at it. And if she stumbles across a man who can handle himself in the sack? Great, she’ll just add him to her list of regulars. Which is pretty small at the moment. Non-existent, actually. She’s had a couple but they are no longer available, which means it’s time to reload.
She’s been trying to find a couple more regulars for over two months now, but has so far come up empty. Tonight, however, her luck is about to change.
#
“Do you like what you see?” Brenda asks, spinning in place.
Hank nods, trying not to look too excited.
Brenda is wearing only a g-string and a bra and is standing in the middle of her living room while Hank sits on her couch, drinking a beer. She met him in a bar a couple hours ago, and after sharing a few drinks with him, has invited him over to her place to get nasty.
Hank is a pretty good looking guy in his early 30’s, ten years her senior (which is how she likes her men) with the well-maintained body of an ex-athlete. Dark hair, brown eyes, a nifty little smile. He’s well-groomed, which is a must in Brenda’s book, but not too perfect. It looks like he spends the appropriate amount of time making sure he’s presentable and clean but isn’t in love with how he looks. All in all, from what Brenda can gather, he stands a decent chance of being pretty good in the sack.
“It’s the result of twelve years of gymnastics,” Brenda says, proud of the way she looks. As well she
should be. “I’ve got some other things I’ve been doing for a few years,” she adds, offering him a wry smile. “Do you want to see what they are too?”
“Absolutely,” Hank says.
Brenda flashes him a dirty little smile and drops to her knees. She starts crawling towards him with her ass up in the air, her eyes locked onto his.
She comes to a stop a couple feet away from Hank then sits on the floor, facing him with her legs spread wide. After pulling off her bra, she yanks her black panties to the side, freeing up her freshly-manicured pussy, then sticks two fingers inside her snatch. Brenda fingers herself for a few seconds then pulls her fingers out and sticks them in her mouth. She cleans them of her juices then sticks them back into her pussy.
“Do you like watching me play with myself?” Brenda asks.
“Hell yeah,” Hank says.
“Good, because I love touching myself,” she says. “Of course, at some point, I’m going to want you to join in, but for now, you can just watch.”
“Sounds good to me,” Hank says, his cock getting harder by the second.
Smiling, Brenda goes back to work. Fondling her breast with one hand, she fucks herself with the other, slamming her fingers deep into her pussy. Juices are pouring out of her, drenching her hand and pooling on the floor beneath her. Her head is thrown back, showing off the slim hollow of her neck.
While Hank watches, Brenda slips her fingers out of her pussy. She smacks her pussy a couple times, sending her juices spraying and forcing little gasps of pleasure out of her mouth. Then she turns her attention to Hank.
“Before we move on, I have to ask you something,” she says.
“Be my guest,” Hank says.
“Are you an ass man?”
“Very much so,” Hank replies.
“So if I started playing with my asshole, that wouldn’t weird you out?”
“Not in the least,” Hank says. “In fact, I’d enjoy it quite a bit.”
“What about fucking it,” Brenda says. “Is that something you’d be up for?”
“Without a doubt,” Hank replies, his smile growing wider.
“Wonderful,” Brenda says, matching his grin. “Because I really, really, really need to get fucked in the ass tonight.”
“It would be my pleasure,” Hank says.
“It’s a deal then,” Brenda says. “But later. First I want to do some other things.”
“Whatever you want.”
“Thanks baby,” Brenda says. Then she moves her hand down and slips her middle finger into her asshole. She slides it in and out, moving slowly, getting herself loosened up.
After she’s nice and warmed up Brenda adds her index finger into the mix, squeezing it into her asshole alongside her middle finger. A soft moan escapes from her mouth, followed by gasp. She works her fingers in and out of her asshole, sliding them deeper and deeper inside with every pass. It isn’t long before they are both completely disappearing inside her.
“Fucking-A that’s so fucking incredible,” Brenda says as she bangs away at herself. “Do you like watching me fuck my asshole with my fingers?”
“I fucking love it,” Hank says. His cock is pressing hard against his pants but so far he’s resisted touching himself.
“Are you sure?” she asks. “Because normally the guy has his cock out by now if he’s excited.”
“It’s hard as hell,” Hank says. “I’m just holding out for your pretty hands.”
“Fair enough,” Brenda says. “But it’s still going to be a little while until I get to it.”
“Not a problem,” Hank says. “You take your time.”
Smiling at his reply, Brenda takes the fingers that were previously planted in her asshole and sucks on them, cleaning them of her ass juices and coating them with saliva. Then she runs her hand across her back to her ass. She slaps her own ass hard enough to leave a red mark, then plunges the same two fingers back into her asshole and starts working them around.
Brenda stares directly at Hank as she drops her other hand down between her legs and starts rubbing her clit. She’s breathing hard now and her moans are rising in intensity.
“Holy shit that feels so fucking good,” Brenda says through gritted teeth. “Fuck, fuck, fuck! I’m gonna fucking cum!”
A few seconds later, Brenda does indeed cum, her body tensing up for a moment before releasing with a gasp and a spray of her pussy juices as the orgasm rips through her.
“My god that was good,” Brenda says as she slides her fingers out of her ass. “Did you have fun watching?”
“Hell yes,” Hank says.
“Are you about ready to get involved on a more . . . personal level?” Brenda asks.
“Whenever you want me to,” Hank says.
“Soon,” Brenda says. “Real soon.”
“You just tell me when,” Hank says.
“Don’t worry,” Brenda replies, smiling wider. “I will.” She spins on the floor so she’s facing away from Hank. She climbs onto her hands and knees, doggy-style, her ass sticking up in the air a few feet in front of him. Turning her upper body so she’s looking back at him, Brenda says, “How about right now?”
“My pleasure,” Hank says. He climbs off the chair and walks over towards her until he’s standing over her, his groin hovering right above her head.
Smiling, Brenda looks up at the huge bulge in his pants. “You weren’t kidding, when you said you were excited, were you?”
Hank shakes his head.
Laughing softly, Brenda negotiates his cock out of his pants so it’s sticking out through the zipper hole, her hand gripping the base of it tight enough to restrict the blood flow.
“Very impressive,” she says, staring at his cock.
“Thank you,” Hank says.
“Do you mind if I get a little more intimate with it?” Brenda asks.
“I’d love that.”
Holding the foreskin of his cock tight, Brenda takes the head of Hank’s rock hard cock in her mouth and starts to suck.
After exclusively working the tip of his cock for half a minute, Brenda starts dropping further down, taking Hank’s cock in her mouth until her lips touch the top of her hand, which is still gripping tightly at the base of his shaft. Making an airtight seal with her lips, she thrusts her head forward and back, not quite letting his cock out of her mouth before bobbing her head back onto it.
Wet, slurping sounds escape from Brenda’s throat as she sucks Hank off, her hand still gripping his cock tightly, keeping his foreskin from moving while her mouth works his shaft, heightening the intensity.
Eventually Brenda comes up for air, leaving Hank’s cock soaked with her saliva, glistening in the light. She jerks him off, using her saliva as a lubricant, which allows her hand to quickly rub up and down on his cock while still maintaining a good amount of pressure.
“Are you enjoying yourself so far?” Brenda asks.
“Fuck yeah,” Hank says.
“Do you like how I suck your cock?”
“I fucking love it,” he says.
“Do you want me to suck on it some more?”
Hank nods.
“Yeah, I bet you do,” Brenda says, smiling up at him.
She releases Hank’s cock, undoes the top button of his pants, and slides them off, boxers and all, leaving him naked from the waist down.
“There we go,” Brenda says. “Now I can go to work for real.” And with that, she goes back to work on his cock, wrapping her lips around it and taking it in her mouth.
This time, Brenda’s hands are on Hank’s hips, allowing her to go all the way down on his cock without anything in the way. She does so with ease, taking his entire cock in her mouth until her lips are touching his balls. She holds his cock deep in her throat for a few seconds before coughing once and then pulling off, leaving a ton of saliva on his cock.
Brenda takes a couple of deep breaths, then goes back down on Hank’s cock, her hand cupping his ballsack and massaging his balls as she blows him
. He bends over and smacks her ass a couple of times, then slides two fingers inside her pussy and starts banging away at her.
With his fingers inside of her, Brenda goes after Hank’s cock with more intensity, her hand squeezing his balls more tightly and her head bobbing faster and faster. In return, Hank slams his hand in and out of her pussy more aggressively. Brenda replies by blowing him with even more forcefully, gagging and coughing on his cock.
And then Hank can’t take it anymore. If he doesn’t pull back, he’s going to blow his load. And it’s much too early for that. He lets his fingers slip out of Brenda’s pussy then quickly backs away, yanking his cock out of her mouth as he does so.
“What’s the matter?” Brenda says, looking up at him with puppy-dog eyes, feigning ignorance.
“You know what’s the matter,” Hank says.
“Let me guess, you were going to cum,” Brenda says. It isn’t a question.
Hank just nods his head once.
“Ooops,” Brenda says, smiling wickedly.
“Yeah, yeah, yeah,” Hank replies.
“So what are we going to do now?” Brenda asks.
“Something that leaves me in no danger of cumming,” Hank says.
“And what might that be?”
“Eating your pussy,” Hank says.
“And my ass?” Brenda asks.
“If that’s what you want.”
“It is, it is.”
“Then follow me,” Hank says, helping Brenda to her feet. He takes her hand and leads her over to the couch.
When they reach the couch, Hank drops onto the floor right in front of the couch. He turns so his back is against the base of the couch, his ass on the carpet and his head against the base. Then he leans his head back so it’s lying on the cushion, his face turned up towards the ceiling.
“I like where this is heading,” Brenda says, giggling under her breath as Hank pulls her towards him.
Hank spins her around so she’s facing his feet, spreads her legs wide, and pulls her back so her ass is poised directly above his head. Then he grabs ahold of her hips and pulls down on them, dropping her pussy and ass right on top of his face.