by Evan Harder
I quickly yanked my throbbing cock out of her pussy and gave it a couple of hard smacks to bring it back from the brink.
Natalie was looking back at me with a huge smile on her face, giggling like a schoolgirl. She knew exactly what had just happened.
“Pretty close, huh?” she said, taunting me. Not only did she like talking shit during actual intercourse, but she loved talking in between the deed. It never ended with her. Which is exactly why I liked her so much.
“Nah, not really,” I lied, not wanting to give her the satisfaction of knowing how close she came to making me cum in such a short time.
“Yeah, right,” she said, not buying it one bit. “You were just moments away.”
“No I wasn’t.”
“Then why’d you pull out so quickly?”
I shrugged, playing out the string, although I wasn’t really sure why. “I just felt like it.”
“Then stick it back in,” Natalie said, smacking her pussy with her hand. When I didn’t put my cock back in her right away, she added, “Come on, what are you waiting for?”
“In a minute,” I said.
“See, I knew it,” she said. “If you stick your hard cock back in me right now you’ll cum within seconds.”
“It isn’t that,” I lied again.
“Then what is it?”
“I just wanted to get something out of the way, that’s all. I don’t like having a debt over my head.”
“What do you mean?” Natalie asked, looking genuinely confused.
Instead of answering, I dropped down to my knees and buried my face in her ass.
“Oh,” she said, groaning softly. “That’s right. I almost forget that you owed me that.”
I started working her pussy with my tongue, licking it up and down a few times before sliding it deep inside her, tasting her sweet and salty muskiness, breathing it in, letting it engulf me. She reached down and grabbed the back of my head, pulling my face deeper into her, practically smothering me, then bounced up and down, grinding on my face as little moans of exertion and joy escaped from her mouth.
As I continued working Natalie’s pussy with my tongue, the amplitude and intensity of the sounds coming from her mouth increased. For as much as she enjoyed getting fucked, she loved getting her pussy eaten even more. Which meant she made even more noise, which turned me on even further. But luckily for me, while I was eating her out, there was absolutely no danger of me cumming, so I could do it all night long. And I often did.
But not tonight. On this evening, I had other plans. Plans I’d been making for a while now, but so far had been unable to make good on, for fear of how Natalie would react. Tonight, however, I was ready to move, to turn up the heat a bit.
I got my fingers into the act, slipping three of them into her pussy while I continued using my tongue on it, slurping up Natalie’s juices that were dripping from her as she continued moaning and groaning intensely.
Banging away at her pussy with my fingers, I decided to make my move, lifting my head upward just a bit, running my tongue from the top of her pussy to her asshole.
As my tongue made contact with her anus, she let out a groan like no other I’d heard from her before. It started off high-pitched like normal but quickly dove into a deep, guttural growl.
Startled a bit by the new pitch in her voice, I glanced up the length of her body, my tongue leaving the surface of her asshole for just a moment. I wasn’t sure if her reaction was a good one of a bad one, but I quickly found out.
“Do it again,” she said desperately. “Please do that again.”
So I did, smiling as I went after her asshole with more vigor, licking and tonguing it while I continued hammering my fingers in and out of her pussy.
Once her asshole was nice and wet and warmed up, I slid the tip of my tongue inside it, penetrating her anus just slightly. She let out another shriek and her entire body quivered and she pushed her ass back against my face.
“Deeper,” she said between gasping breaths. “Stick your tongue deeper inside my asshole.”
With pleasure, I thought to myself as I pressed my face further forward, forcing my tongue deeper inside her.
Natalie got into the act too, reaching back to grab her asscheeks and spreading them wide, allowing me even deeper access to her asshole. I yanked my fingers out of her pussy to give myself a better angle to work with and then dove in with abandon, reaching under her body with my arms to grab ahold of her tits while I squished my face against her flesh as forcefully as I could.
I held my tongue deep inside Natalie’s asshole for a full ten seconds, wiggling it around a bit and loosening it up for what I hoped was to come next.
And sure enough, just seconds after I finally let my tongue slide out of her asshole, she turned her upper body towards me and looked at me with a mischievous grin.
“Now that you got my asshole all nice and wet and loose, what are you going to do with it?” she said.
“I don’t know,” I replied, returning her grin. I stood up so I was towering over her, my cock resting atop her perfect little ass. “What do you want me to do with it?”
“I want you to stick your hard cock in it and fuck my ass until I cum,” Natalie said, her eyes full of need.
“Is that right?” I said, just playing with her at this point.
I love it when Natalie talked dirty to me and I always tried to get as many words out of her as I could, even at the expense of immediate gratification. After all, letting one’s excitement level get too high is a sure sign of a short session. The key lasting longer in bed is to maintain a lid on your excitement, to keep a handle on it, so to speak.
Natalie nodded.
“And what are you going to do for me if I give you what you want?” I said, grinding my hips slowly against her, my cock riding the crack of her ass and my balls pressing against her asshole.
“Anything you want,” she said between deep breaths.
“Anything?” I asked, raising one eyebrow.
“Anything,” she repeated, more desperately this time. “Fuck my ass and I’ll do whatever you want.”
“All right,” I said as I grabbed ahold of my cock and smacked it against her asscheek a couple of times. “But I’m going to hold you to that, okay?”
Biting down on her bottom lip, Natalie nodded.
I stared down at her sexy face, made even more attractive by the desperation painted on it, and slid my cock into her asshole. My excitement level was off the charts, partially because of my cock in Natalie’s asshole, and partially because I had her thinking I was doing her a favor but giving her exactly what I had been seeking all along. It was the best of both worlds.
At first, I didn’t even move. I was so fascinated by the look of my cock planted halfway in her ass all I could do was stare at it. Not to mention the fact that it felt like if I moved even a little bit I was going to cum instantly. Something about the psychological impact of fucking Natalie in the ass had me right at the point of orgasm. I figured it was the taboo as much as the physical sensation that was threatening to spill me over.
Natalie sensed (not to mention, felt) my trepidation. She looked back at me and saw my face and uttered an evil-sounding laugh. “Is my tight little asshole too much for you to handle?” she said, gently taunting me. “Are you going to bust your load without even having the chance to fuck my ass proper?”
I didn’t answer. It was taking all my concentration just to avoid doing exactly what she was talking about. Natalie’s asshole was so tight, and the pressure was so much more intense than vaginal sex—her sphincter muscles seemed to squeeze every part of my cock at the same time, providing constant stimulation—that I wasn’t sure how long I could hold out for. I felt like if I moved at all I was done for.
And then she started slowly moving her ass back against me.
“Holy fuck,” I groaned as she worked my cock deeper and deeper into her asshole.
“Do you like that?” she asked. “Do you like th
e feel of your cock in my asshole?”
“I fucking love it,” I said.
“It feels good, doesn’t it?” Natalie said. “So tight and tense and nasty.”
This time I just nodded my head. I was afraid to speak.
“Give it to me deeper,” she said. “I want to feel your cock deep in my asshole.”
Figuring I didn’t have much time left anyway, I bit the bullet, pushing my hips forward, forcing my cock further into her asshole.
Natalie let out a little gasp, followed by a low moan of pleasure. “Just like that,” she said softly, mostly to herself. “Fuck that tight asshole with that hard cock of yours.”
My cock was working in and out of her asshole now, moving fairly quickly but not penetrating her too deeply. It was disappearing about halfway in before I was forced to pull it back out but the way things were going that was more than enough.
Natalie had dropped her head to the bed, altering the angle of penetration a bit and giving an even better look at her ass.
“Holy fucking shit,” she said, groaning with every thrust. Her breath was ragged and her voice was high pitched. “Don’t stop, don’t fucking stop. I’m gonna fucking cum!”
So I continued fucking her asshole at the same pace, a nice, solid rhythm, not too fast and not too slow, not too deep but not too shallow. I was ready to cum too but forced myself to hold out until she did. It was the least I could do. But she had to hurry.
Luckily for me she did, cumming shortly afterwards, her entire body shaking as a high-pitched scream escaped from her throat.
A few seconds later, I came too, pulling my cock out of her asshole and shooting my seed all over her back, drenching it in white, a couple of the bursts reaching her neck.
“Goddamit that was fucking good,” Natalie said, flipping onto her back.
“Hell yeah it was,” I said, dropping onto the bed next to her.
“You liked it, huh?” she said.
“I fucking loved it,” I replied. “I only wish I could have lasted longer with my cock in your ass.”
“Next time,” she said, leaning over and giving me a kiss. “Next time I’ll get more warmed up before hand and get some lubed involved. That should loosen things up a bit and let you fuck my ass for a while longer before cumming all over me.”
“Sounds good to me,” I said, marveling once again at my luck in someone finding Natalie.
“You ready for a shower?” she asked.
“Yeah,” I said. “Are you?”
She nodded. We stood up.
“Did you decide what you want me to do for forcing you to stick your cock in my ass?” Natalie asked as we made our way to the bathroom.
“Actually, I did,” I said.
“And what was it?”
“You’ll find out after we get ourselves all cleaned up,” I said, flashing her a grin.
“What about dinner?” she said.
“That can wait.”
“It’s that good, huh?” Natalie said, peering at me with one eyebrow raised.
“Oh yeah,” I replied. “It’s a doozy.”
“I can’t wait.”
“Neither can I.”
#####
HIGH CLASS WHORE
For those of you who don’t already know, I love escorts. For many reasons, but mostly because you always know what you’re getting. Namely, laid. Without any hassle, without any bullshit, without the slightest worry. Just a phone call and a few hundred dollars and you can make any of your wildest fantasies a reality. One of the few certainties in an increasingly uncertain world. That being said, even a complete control freak like myself occasionally likes a little uncertainty. Not enough to wonder about whether or not I’m going to get laid, mind you, but sometimes I don’t want to know beforehand exactly how the night is going to go. Believe it or not, every once in a while, even I like a little mystery. So on this night, when I call that special number I tell the familiar voice on the other side of the line that I don’t have a specific preference for that night. Looks, attitude, style, body type; it doesn’t matter. Surprise me. I know it doesn’t sound like much, but for me that’s going out on a limb. Curious to hear how it turns out? Then continue on.
I’m just finishing my fourth Jack and Coke when the doorbell rings. I jump up and head towards the door, more excited than usual to see what I have waiting for me. Usually I take a nice long look out of the peephole to satisfy my curiosity—not to mention make sure I like what I see before I let them in my hotel room—but on this night I decide to continue with the uncertainty theme and open the door without taking a look.
As I watch her enter the room my uncertainty grows even further. I’m a creature of habit, and even though there’s a certain level of variation with the girls I order, it’s generally superficial; their hair color, the size of their boobs, their personalities, that sort of thing. At their core, the girls are always very similar. They’re young, they play up their slutty side, and their bodies are either tall and athletic or small and petite. That’s just the way I like them. But not this girl. She’s different.
First of all, she’s older. 27, maybe 28. Not old by any means but older than what I’m used to. Second, she’s got enormous tits. Practically the size of my head. Not that this is a bad thing, mind you, but again, it’s different. She’s very tall—practically my height even without heels—and built like a brick shithouse. She not fat, not even close, but she’s definitely healthy, from her huge rack to her midsection to her relatively large (but admittedly sexy) ass to her powerful, figure-skater legs. She’s wearing normal clothes; blue jeans, a partially open leather jacket revealing a black bra underneath and black shoes. She’s got a gorgeous face, with big brown eyes, full lips and long, wavy brown hair. Her makeup is subtle, accentuating her features but not drowning them, making her look more like a movie star than a slutty escort, which there’s absolutely nothing wrong with, it’s just not what I’m used to.
“You’re disappointed, aren’t you?” she says in a slightly scratchy, smoky voice. The smirk on her face implies that she’s not bothered at all by this, merely amused.
One of the best things about hiring escorts is you don’t have to worry about lying to save their feelings. It’s much easier to tell the truth to a woman when you’re paying for her services.
“I wouldn’t put it that way,” I say. “I’m just . . . uncertain.”
“Why’s that?”
“You’re just different, that’s all. I mean, don’t get me wrong, you’re hot and all, you’re just not what I’m used to.”
“That’s kind of the point, isn’t it? You wanted to try something a little different, right? At least, that’s what I was told.”
“Actually, it is.”
“So why are you stressing over it?” she says. “You’re getting what you wanted, right? Even if you didn’t know exactly what it is you were getting?”
I offered a little chuckle. “Yeah, I guess so.”
“Then just relax,” she says as she steps in closer and places a hand on my chest.. “I promise you’ll have a great time. Possibly even the best time you’ve ever had with a girl.” Her hand runs down my abdomen and over my crotch. My cock flutters a bit and her smirk grows into a knowing smile. Her voice drops to an alluring, nasty whisper. “Because while those young little sluts may have tighter bodies and prettier faces I guarantee they don’t know half the things I do. Or enjoy fucking nearly as much as I do.”
A tingle goes through my body and settles into my cock, which is growing more stiff with every word she utters. Suddenly I realize I’m no longer uncertain about this night, merely excited. Excited as I’ve ever been. She senses it too, or perhaps she just feels it filling up her hand, but either way she grabs my arm and leads me to the couch on the other side of the room.
Once there, she turns me around so my back is facing the couch and gives me a little push in the chest, sitting me down. She leans in towards me, her face mere inches from mine. I can smell peppermint
on her breath.
“Now just sit back and relax and let me do my thing,” she says as she unzips the rest of her jacket and slips it off. She then flicks her hair to one side and unclips her bra and lets it fall to the ground, setting free her glorious tits. She grabs one, starts playing with it, then brings it up to her mouth and starts sucking on the nipple.
She looks at me, sees me staring at her, pops her nipple out of her mouth and gives me a wide smile.
“You like these, do you?” she says, squeezing her tits together.
I nod.
“You want to suck on them and slap them and fuck them, don’t you?”
“Yes,” I manage to squeak through my dry throat.
“I bet you do,” she says with a laugh.
She undoes her belt and then the buttons on her jeans, one at a time, slowly, savoring each one, building my anticipation. Once all the buttons are free she turns around so her ass is facing me and bends over at the waist, her legs straight. She wiggles out of her jeans slowly, revealing her round, perfect ass an inch at a time, deliberately torturing me.
Finally her jeans are off. The only clothing still on her body is a tiny black g-string. She drops onto all fours, her ass still facing me. She reaches around with her left hand and starts rubbing her pussy through the black panties. She turns her head and looks over her shoulder at me.
“What about my pussy?” she says. “Do you want lick it and slap it and fuck it too?”
“Very much so,” I say. The words sound pathetic coming out of my mouth but I’m beyond caring.
She laughs again and turns and crawls towards me. When she reaches me she stands up and steps forward and straddles me—one leg on each side—then leans forward and shakes her tits from side to side, her nipples brushing up against my mouth. I grab one tit in each hand and squeeze. She grabs the back of my head and pulls it forward, pressing it into her chest. With my head between her massive tits, I squeeze them together, smashing my face between them. I stick out my tongue and lick her chest, tasting the sweat off her skin. She releases some of the pressure and I pull back, sliding my mouth over to her rock-hard nipple. I take the nipple in my mouth and suck on it greedily, still squeezing her other tit with my free hand. She moans and throws her head back.