Most women, at some point or another, wonder if they could make it as a prostitute. Not just the am-I-attractive-enough part—I’m in my early thirties, and I’ve still got a good body, maybe even a great body, so I wasn’t worried about that.
It’s the slut part—putting myself out there, offering myself, having to hustle for the bucks to pay the rent or buy the cat food. Could I turn off the little voice that says yes or no when I’m approached? Could I take any man, just because he’s a man and he wants me? It was my biggest fantasy, but did I have what it took to turn it into reality?
Thinking about all that boosted my confidence about this evening’s upcoming fuck frenzy. I would be torrid. Men would fight over me. I’ll be the hottest woman in the bar. Tonight, I would find out if I had what it took to be a whore.
We pulled up about half past ten. It was on the industrial side of town—gritty factories and cheap motels. The air smelled bad. The lot was mostly full. Tommy had appropriated some rich customer’s car, a Mercedes about half a block long. I might have been dolled up like a cheap slut, but I was being delivered like a high-end escort.
Tommy cut the engine, and I slunk into the depths of the crushed leather seat, shivering. “Tommy…”
He half turned in the driver’s seat and put his hand on my knee. Other than a “Hi, doll” and an approving nod, we had hardly talked.
“Here’s what you do. Walk in front of me. Walk slow and confident. Swing that round ass. Push out those magnificent tits. When you go through that door, a hundred sets of eyes are going to devour you, and a hundred hands are going to grab their cocks. You look magnificent.”
“What do I do?”
“Walk straight ahead to the bar. Fred’s the owner and he’s expecting us. He’ll set you up at the end, on the right. Swirl that ass and put it down on the stool. I’ll be nearby to manage the stampede.”
“But, Tommy. Where do I, uh…?”
“Guy’ll walk up and there won’t be much chitchat. Tell him your price, which is zero, stand up, and you’ll see me. It’s a small storage room in the back with a busted pool table. There’s a roll of paper towels and some hand sanitizer. Tell him to drop his pants, and then roll on a rubber. Got ’em?”
I dug in my purse. I had picked up a dozen pre-lubricated condoms.
“There’s a table there if you want to use that. Easiest is just to grab your ankles and let him take you from behind.”
It’s what I signed up for, and I was more than ready.
I pulled out a bottle.
“May be better to lube a little now. Just in case the rubbers make you dry.”
I spread my legs and worked some liquid into my hole. I was already a little wet. Tommy handed me a tissue, and I dried off.
“Hand me the remote.”
The buzz exploded in my crotch. As the vibrations moved down my clit and labia and to my pussy, my body remembered why I was here. A jolt of sexual energy made my hips buck and my nipples stand out through my flimsy top. Liquid gathered at the base of my spine. That would be orgasm number one, already building inside me.
The buzzing stopped.
“I’ll keep you at a slow boil. You’re gonna have fun. Big fun. And seven guys are gonna think they died and went to heaven.”
The pep talk had worked. I kissed Tommy hard on the lips. We hadn’t kissed in months. “Eight lucky guys,” I whispered in his ear.
I took a deep breath and walked in. Shoulders back, I swung my hips and strolled toward the bar. A hush fell across the dimly lit room, and just about every man in the place—which was just about everyone—drank me in. I passed a table with three star-struck guys licking their lips. I dragged a finger along the table top as I sauntered by. Their eyes were glued to my breasts, just about popping out of my low-cut top.
The vibrator lit up my pussy. I inhaled involuntarily as another burst of sexual energy blasted my pelvis. My pussy, freshly lubed, got wetter. Tommy switched it off. Thanks to the device, my body was responding faster than my mind. It wanted to fuck. And that feeling was delicious.
Fred, the bartender, nodded to me and moved to the right. I stood across the bar in front of him, slowly swung my hips around, and settled on the stool.
“What’ll it be, miss?
“No got. Beer?”
I nodded. I hated beer, but it didn’t matter. I wasn’t thirsty. Turning to say something to Tommy, I was surprised to discover he wasn’t with me. I thought he was right behind during my sexy sashay to the bar. Looking over my shoulder, I saw him leaning against the wall near the door, with a barely suppressed grin on his face. I got another burst in the crotch. That remote had good range.
The next thing I knew, a guy was sitting in the stool next to me. “Excuse me, but you’re just too good looking to sit here all alone.”
Thirty-ish, medium build, not bad looking. Okay, showtime.
“I hate to be alone, too,” I said, doing my best to purr. Tommy hit the remote and my pussy throbbed. “Let’s go someplace.”
“Special offer, good only for the evening. I’m going to be the cheapest piece of ass you never paid for. Free.”
“Lady, whatever you say. Your place or mine?”
I stood and there was Tommy, around the corner of the bar, against the back wall. A hallway led off the barroom.
I took my new friend by the hand and walked past Tommy. I was leading with my tits, my ass swinging. Down the hall to the left was a doorway. Tommy opened the door, and we walked in. It was a small storage room with boxes piled high on one side and the pool table facing the door, paper towels on top. A single bare light bulb on the ceiling lighted the room.
I turned to him and put my hands on his crotch. He was already hard. “Let’s make this fast, cowboy. I want you to fuck me right now. And hard. Okay?”
He grinned from ear to ear. In a flash, his pants and shorts were around his knees. I rolled a condom on, turned, and put my hands on my knees. I flipped my skirt up to my waist and wiggled my ass.
Thanks to Tommy and the bursts of energy from my strap-on vibrator, my naked and exposed cunt lips were sticky and sodden and hot. His dick slid right in. The guy put his hands on my waist and started grinding. I thrust my hips to meet him, flexing my thighs. We eased into a steady rhythm. The walls of my pussy clenched his cock.
In less than a minute, my fantasy had been fulfilled. A complete stranger was reaming my cunt with his rock-hard dick. Each thrust of his cockhead was hitting my G-spot, and I could feel an orgasm building. This was what I craved—hot, crazy, anonymous sex.
His tempo picked up and his cock surged in size, getting harder and thicker. His balls slapped against my ass, and I opened wider for him. I yelped as his cock slammed into my cervix. My juices slathered over my labia and dribbled down my thighs as he fucked me like a crazed animal.
“Fuck me, fuck me harder,” I yelled. “Fill my slutty pussy with your cum. Harder, harder!”
With my enthusiastic exclamations ringing through the air, he exploded, sending shock waves through my pelvis, up my ass and back, and to my shoulders. My large breasts bounced as he pounded me. I nearly lost my footing, but his hands held me tight. Every jarring thrust sent waves of pleasure through my womb. I pushed back on his cock as he rode me. The pressure inside me built and finally exploded, erupting like wildfire up my spine and crashing through every fiber of my body. I cried out as the powerful climax washed over me.
He pulled out of me with a wet, sloppy sound and staggered back. I turned and leaned back on the table, gasping for air. My voice finally came back.
“Nice job, sailor. Let me clean you up.”
Back at the bar, my pussy tingled, and this time it wasn’t Tommy with the remote. I had pulled off the vibrator for better access to my cunt. I had been fucked hard and good.
“I heard you’re looking for company.”
His voice was deep and smooth. The first guy was white. This guy was black, a big man with broad shoulders. Heavy, but not fat. A nice face.
I looked up at him and smiled. “I’d like to fuck you. Would you like to fuck me?”
“Young lady, lead on,” he said, sliding off the stool. He followed my rocking ass to the back room.
This time, I undid the pants and pushed them down past his knees. Huge black dicks might be a cliché, but that’s the thing with clichés. They’re usually right. This man was huge. I gripped it and hefted it with both hands. I must have looked worried.
“Miss, you an amateur?”
“Yeah, this is more like a hobby,” I said and laughed. “I like sex too much to charge for it. Wow, you’re really big.”
I was fumbling with the condom. He took it out of my hand and deftly rolled it on his long, stiff cock.
“I won’t hurt you,” he said. “Just relax.”
In one swift move, he hooked my knees with his arms and pulled me to his waist. I wrapped my legs around him as he gripped my ass and lowered me onto his cock. I held my breath as the tip of his massive manhood pushed against my labia.
“Breathe, darlin’,” he whispered.
I relaxed and he slowly inched his cockhead into my pussy. I arched my back and spread my knees farther apart to help ease him in. His cock slowly filled my expanding hole. I dug my fingers into his broad back, clinging onto him as if I was afraid to lose him on what was sure to be a crazy ride.
Slowly, he began to thrust, my pussy lips riding up and down his enormous shaft. My breasts were heaving, my breath coming in short spurts as he buried his cock into my deepest recesses.
Carrying me to the pool table, he lowered me to the edge and set me down. This huge mass of manhood enveloped me, his legs spread, arms on the table pinning me underneath him with my legs splayed, feet waving in the air. He mashed his lips into mine and buried his tongue in my mouth. His spicy man odor filled my nostrils.
I now had his cock fully sheathed in my cunt. This enormous black man was balls deep in my wet, hot depths. His every thrust jarred me, sending shock waves through my body. I moaned and cried out in ecstasy as he rocked me. I dug my heels into his back and held on for the fuck of my life.
As he jack-hammered my pussy, pumping out his pleasure, I was getting off, too. I exploded, a wall of white-hot convulsions ripping through me. Consciousness fled. I was just a mass of jangled nerve endings exploding in delight, falling, turning, spinning out of control.
My orgasm triggered his. His cock erupted, squirting jets of cum like hot lava into me as I screamed. I felt the juices from my stretched pussy run down the crack of my ass to the table. I had never been slam-fucked so hard in my life.
I watched in amazement as he slowly pulled out. It was hard to believe my pussy could contain that huge of a cock. A loud squelch escaped from my pussy lips as he sprang free and his enormous cock slapped against my wet stomach. My entire vulva, mound, thighs, and abdomen were covered in my slick juices. I laid back, legs splayed, and watched him pull off the jism-filled condom and hike up his pants.
“Maybe you should wait here,” he said, zipping up. “I’ll send the next dude in.” He pulled out his wallet. “How much?”
I waved him off. “I should pay you,” I replied. He smiled and left.
I was dazed from the intense banging. My body throbbed as the sexual tension slowly ebbed. I heard the door open.
“You okay?” It was Tommy. I must have looked a mess.
“Yeah,” I said, sitting up on the edge of the table. My top was pulled up to my throat and my mini-dress was scrunched up around my hips. My nipples poked out through the flimsy fabric of the push-up bra. My pussy lips, engorged with blood, were a deep red. “I’m slowly coming back to earth.”
“Maybe you should stay here. I’ve got a recruit that might be a little easier to handle.”
Anyone would be easier than that man mountain. “Send him in.”
A few seconds later the door opened. He looked to be about twenty. And shy. I waved the guy in and stood to welcome him. He was attractive, with blond hair that fell over his ears and into his eyes. I liked him.
“Ever make love to a woman before?” I asked, pulling him closer as I undid his belt buckle. I was really playing the harlot now.
His face lit up. He was probably worried about making small talk with a whore. I was doing all the work.
“Sure I have,” he said. “No one like you, though.”
“You mean you’ve never fucked a slut on a pool table in the back of a bar?” I pushed his pants and tightie whities down, eager to see what dick number three looked like.
“No, I mean I’ve never had sex with someone as beautiful as you,” he said. It sounded like he meant it.
“Isn’t that sweet! And look at your cock. So handsome.”
His circumcised penis was long and smooth, and so hard it pointed at the ceiling. I ran my hands over it, resisting the urge to take him in my mouth. Instead, I rolled a condom on and massaged his balls.
After the last round, I wanted to be in control. “Hop up here, big boy.” He sat on the pool table. I pulled his pants off and swung his legs around, stretching him out on his back. Clambering on the table, I got on top cowgirl style and guided his dick into my glistening, wet pussy.
My young man arched his back and groaned as he slid in. Bucking, he thrust his hips, but I rode him up. I was controlling the fuck.
“Easy, big boy. You just lay back while I fuck you. ‘Kay?”
Leaning forward with my hands on either side of his head, I looked back between my arms and watched as I slowly rode his cock, my pussy riding up his long, glistening shaft. My cunt muscles, stretched by the huge black cock, easily adapted to his relatively smaller penis. I gripped tighter as I rode up, then relaxed as I settled down. I was giving him a slow hand job with my pussy. The cunt-deep undulations filled me as my consciousness blocked out everything except the deliciousness of the slow fuck.
I pushed his shirt up and leaned forward, brushing my breasts against his hairless chest. His hands gripped my hips as I slowly fucked him. He started to writhe beneath me and his cock got even stiffer. My handsome young dude was about to explode.
As good as it felt, I wasn’t ready to come. I sat up and put a finger to my clit. I attacked my stiff little nub, swirling around it and spreading my labia. I reached back and felt the young man’s cock sliding in and out of my hole.
My clit swelled and an orgasm gathered in my womb. I thrust faster as I jerked my finger against my cunt. A few more circles and strokes and I exploded, crying out. My pussy spasmed as I came.
A moment later, my young man’s cock erupted. He nearly threw me off with the force of his orgasm. I pinned his shoulders to the table as he drilled me, thrusting wildly. Another orgasm ripped through me, jolting all my tangled nerves.
After climbing off the pool table and wiping him down, I refused yet another offer of money. He was so cute that I gave him a quick kiss on the lips before sending him on his way. Tommy stuck his head in the door. “Number four?”
So far I had managed to keep cum and pussy juice off my skimpy outfit. But I didn’t want to risk getting them ruined. I took everything off but my shoes and sat on the table facing the door, heels up on the edge, my knees spread. The next guy who walked in was going to get a full-on shot of my swollen pussy and my big breasts, nipples fully erect.
The door opened and I grabbed my tits.
“Holy shit!” This guy was a salesman-type, mid-thirties, tie loose at his neck, a short-sleeved shirt and a bulge in his suit pants. Not that it really mattered—I was clearly willing to take all comers.
I spread my knees wider. “Get over here and fuck me. Now. I’m a special-offer slut. Free if you’re fast.”
He pushed his pants down and they fell to his ankles. I rolled a condom on his erect cock. I was getting good at it.
Leaning back, I grabbed his penis, and pulled him into my pussy. My insides throbbed in anticipation.
My salesman pushed inside me as I wrapped my legs around his waist. This wasn’t going to take long. As the hard pounding started, his eyes rolled back in his head, and gurgling sounds came out of his throat. Jesus, what if I fucked him to death?
I reached down and rubbed my clit. But the poor guy came so fast I didn’t have a chance to jill myself off. He looked embarrassed as he pulled his pants up and fled.
Five and six weren’t much different. Ready to come as I pulled on their condoms, I guided their cocks to my eager snatch. Slam bam, thank you ma’am. It was okay with me. My confidence level soared, and I wanted more. My pussy lips, alas, was getting tender. I didn’t want to overdo it. I wanted to save myself for Tommy. Only one more fuck to go.
Number seven was a teenager, tall, hot and eager. He wore a Ravens t-shirt and was poured into his scruffy jeans. I eyed him cautiously. Now that I was over thirty, judging the age of young dudes was tricky.
“Nineteen, ma’am. Wanna see my license?”
I laughed, undid his belt, and pushed his jeans down. No underwear. I like a man who doesn’t wear undershorts. His gorgeous young cock—long and slim and virtually hairless—popped out. It was stiff and jutted up, his cockhead pointing to his waist.
This handsome cock was begging to be sucked. I fell to my knees, enveloped his penis in both hands, and started licking and sucking his smooth cockhead. I reached back and found his ball sack. I gently fondled his testicles, separating and rolling them between my fingertips. He moaned as I gave him an expert dose of oral stimulation.
Working his dick with my mouth, I ran my tongue up and down his shaft, slathering it with spit. I took my sweet time sucking him off. The young man placed his hands on my head as I rocked back and forth on his throbbing organ.
My licking and slurping of his quivering dick gave me an erotic thrill I hadn’t experienced during my back-room fuck fest. The squelching sound his cock made as it slid in and out of my mouth made my pussy even wetter. Nothing says control like sucking a man off.
Grabbing both sides of my face, he fucked my mouth. I dropped my hands to my cunt, spread my soaked labia, and fingered my clit. An orgasm started to build deep in my pussy. The salty taste of pre-cum filled my mouth. I pulled back, and his cock popped out. I wanted him to come in my cunt. Right now.
I rolled a condom on his throbbing dick and hopped up on the table on my hands and knees, presenting my ass. “Fuck me senseless,” I ordered. “Fuck me now.”
The young man grabbed my hips and thrust his eager cock into my hole. Putting my head on my arms and looking back, I watched my tits bounce in rhythm with his pounding. He penetrated me deep, really deep, nearly as deep as my black lover. That young, white cockhead hit bottom with each punishing thrust.
I cried out as pleasure-pain swirled in my belly. A huge wave rose inside me, a wave that was about to sweep me away. I rocked on my hands and knees, my hips thrusting back to meet the charge of his raging cock. He fucked me harder and faster, pushing balls-deep into my hot depths with every thrust. My ass cheeks bounced as he slammed me with his hips.
My pussy gripped his charging cock in a tight, throbbing embrace. Every thrust took me closer to the point where my body dissolved upon itself. He reached around and pressed down on my distended clit. I writhed as he fingered me and pumped out his own pleasure in my cunt.
The next climax didn’t take long. I exploded with a bestial moan. Prickly energy spread from my cunt to my breasts and then up to my scalp. White-hot convulsions swept through me as I spasmed on his engorged cock. I could feel the throbbing of his orgasm. He groaned in short bursts, lifting me off the table as his spasms pumped jism inside of me.
After he pulled out, I rolled on my side and watched him pull up his jeans. His pounding echoed inside me as I recovered by breath. My pussy, violated by seven, count ’em seven, hard cocks, felt like jelly. Every inch of my skin tingled from my evening of continuous fucking.
“You’re going to make a lot of women happy,” I told the handsome young dude.
“Yes, ma’am, I sure hope so,” he replied, pulling out his wallet.
“No charge. Buy a present for your girlfriend. Got a girlfriend, right?”
“Several,” he said. “None of them are anything like you, though.” And he was out the door.
I had done it. I had fucked seven men. I had made seven men extremely happy. There was some soreness between my legs, but I didn’t feel too damaged. Tommy had pulled the car around to the back entrance, and he took me home.
Excerpted from Upping the Ante.