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For a list of all the Devil’s Pact Chapters and other stories click here

This is a revised version of the story that I published on Smashword starting back in 2014. It is rewritten with much-added material. However, I did have to age up some of the characters so no one is underage in this version.

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Click here for Wicked Temptations, Chapter 7.

Click here for Tales from the Orgy Chapter 3.

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Tuesday, June 11th 2013 – Kevin Mattock – South Hill, WA

Yesterday had been so amazing. I made love to Jessie Smith, and I had never been happier. I had fallen in love with her on the day—January fourteenth, five months ago—she started working at the Buy Best. And thanks to the Buy Best Incident, the orgy Mark Glassner caused at our work last week, Jessie had finally noticed me, and I finally had the courage to ask her out for coffee. And that somehow led to me making love to her in the Starbuzz’s restroom.

After work today, I took her out on another date. Once again we had coffee, and once again we slipped into the bathroom. Jessie was lithe and warm in my arms as we kissed, her tongue wiggling in my mouth as we made out. I fumbled at her pants, pushing them down her hips, followed by her purple thong.

“Damn, you are hung, Kevin,” she moaned as I sank into her wet pussy. Her blonde hair tumbled about her shoulders. Her blue polo molded to her braless, perfect breasts.

Her pussy felt just as amazing today as it did yesterday. Tight and wet, squeezing pleasantly on my cock as I plowed into her hot hole. Jessie wrapped her legs around my waist, pulling me deeper and deeper into her velvet sheathe as she nibbled on my ear.

“Jessie, oh, you feel so good!” I panted into her ear before I nuzzled at her neck.

“Mmm, love your cock in me!” Jessie moaned between nibbles. “Fuck me harder, Kevin! Oh yes!”

I pumped faster and faster into her wonderful, wet pussy. Her soft, velvety walls sweetly rubbed against the head of my cock. Jessie moaned louder and louder, her breath hot on my neck. Her hips humped against me as I fucked her.

Her thighs clenched about my waist, pulling me in tight. Her moans were so delicious in my ear. My balls smacked into her flesh. I might have thought yesterday was a dream, but this was my new reality.

I, the world’s biggest nerd, had a girlfriend, and she was sexy and hot.

I pushed up her polo shirt, part of her uniform, and bared those perky, round, wonderful tits topped by pink nipples. My right hand grasped her left, giving her pliant flesh a squeeze. Her pussy clamped down on my cock and she let out a delightful squeal as I pinched her nipple.

“Mmm, you’re driving my poor, little pussy crazy!” Jessie moaned. “I love your thick cock inside me!”

Someone knocked at the bathroom door and a woman demanded, “What’s going on in there?”

“Go away!” Jessie panted. “Mmm, I’m so close to cumming!”

I was about to cum, too, so there was no way in hell I was stopping. My hips had a mind of their own, pumping my dick in and out of Jessie. The person kept hammering away, the door rattling. It was exciting. Someone knew we were having sex. Jessie’s pussy seemed even hotter, even wetter, about my cock.

“We’re almost finished,” I panted. Didn’t this woman understand I was fucking my goddess?

I pumped faster, enjoying the silky feel of her tight hole. Jessie hugged me fiercely, working her hips on my cock. I squeezed her ass, pulling her hard against my groin as my balls were about to boil. I groaned, a frantic, desperate rhythm entered my hips.

“Oh, yes!” Jessie moaned as she bucked in my grip, her pussy spasming on my cock. “Oh, yes! Fuck yes!”

“Oh, god!” I moaned as Jessie’s orgasm sent me over the edge. Her pussy spasmed about my cock. I buried into her writhing depths and unloaded my cum. It burst out of my cock in a hard, powerful blast.

Cumming was the best, especially into Jessie.

“Get out right now or we’re calling the cops!” the person hammering at the door shouted.

Giggling, Jessie pulled up her thong and pants as I put away my wet cock away. We opened the door to find a disapproving woman in a Starbuzz uniform glaring at us. Jessie and I were both flushed and sweaty—there was no denying what we were up to in the restroom as Jessie pulled her shirt over her beautiful, perky breasts.

“Get out!” the woman shouted. “Don’t ever step foot in this place again.”

We laughed as we left the Starbuzz. I felt so alive and intoxicated. I had never drank in my life, but I imagined this is how it would feel. This warm, fuzzy feeling that made it hard to think of anything other than my beautiful Jessie. I was drunk on her, and I felt this growing excitement that just had to be released.

“Jessie Smith is the most beautiful woman in the world!” I shouted out to the cars streaming by on Meridian.

Jessie blushed and smiled shyly. She could be both so bold, so worldly about sex, and then blush only the way a young, innocent girl could. During the Buy Best orgy she had been gangbanged. But despite all her experience, it didn’t change who she was at her core.

“You are so cute,” she finally said, then threw her arms around my neck and kissed me one last time. Brakes squealed as the 402 bus arrived to take her south to her apartment. “Damn.”

“Yeah,” I nodded, wanting to keep kissing her. “Take care.”

Jessie smiled, then sauntered to the bus, her khaki pants clinging to her ass. She climbed the steps and sat down, waving at me. My phone rang as the bus pulled out. I smiled, eager to keep talking to my girlfriend.

I talked to Jessie during entire walk north back to my apartment. I went into my room, ignoring my roommates playing Xbox, and just enjoyed talking to her. She eventually had to get to bed; unlike me, she had work in the morning. My head still swam with thoughts of her as I lay down to sleep.

For once, I was disappointed that I didn’t have to go to work tomorrow.

The next day, I waited at the Buy Best for when she got off work. She smiled happily when she saw me, and kissed me on the lips. She wore a hot-pink thong today, her hair was tousled, and she was flushed from a long day of work. We had been texting all day, whenever Jessie could get away with it, and we were planning on seeing a movie down at the South Hill Theaters.

“Thanks again,” a Black man said, walking out of the store, leering at Jessie. I glared at the guy; that was my girl he leered at.

“It was a tight fit, but we got it in there,” Jessie giggled at the man.

“Yeah, it was great to see it slide on in,” the man grinned. “I never would have thought of using the rear hole.”

“Well, have a nice day, sir, and please, come again!” Jessie said to the man, then turned and gave me another kiss. “Let’s get going!”

“What was that about?” I asked, feeling a little jealous. It was like they were flirting or something.

“Oh, you know, customer service,” Jessie giggled as we walked out to the bus stop. “Just doing everything I could to make sure he was happy. You know, the number one rule of retail.”

I laughed, relaxing. Jessie was just being friendly to a customer; after all, it was what she was paid to do. At every team meeting, Oscar, our General Manager, would go off on a rant about the number one rule. We even had this lame, corny poster hanging up on the breakroom door that showed an Asian girl helping a young couple buy a TV, with that slogan captioned on the poster’s bottom.

“Well, let’s get going,” I told her, putting my hand around my waist. She didn’t object when it slid down and groped her ass.

She even returned the favor.

When we climbed off the 402 bus, we quickly stopped by her apartment so that she could change out of her work clothes. Jessie lived in an apartment behind the Safeway, which lay across the street from the South Hill Theater. I had never been in a girl’s apartment before, and it was surprisingly messy.

“Sorry,” Jessie muttered when we walked in. “My roommate’s a bit of a disaster.” She held up a pair of frilly, red panties sitting on the couch and shook her head. “She leaves her clothes all over the apartment. And doesn’t understand how to use the dishwasher.”

“Yeah, I live with two other guys. I get it.”

“So, just hang out, make yourself at home,” Jessie smiled.

I plopped myself on the couch and watched a little TV while Jessie took a shower.

She came out changed into a tight pair of jeans and a red, loose top that she called a peasant blouse. When she bent over to tie her shoes, and I could see right down the loose neck. Her breasts hung bare topped by pink nipples.

I couldn’t help the hungry growl that escaped my throat.

“Enjoy the view?” she asked archly as she stood up.

I grinned, my cock stirring in my pants. “I love looking at your breasts, Jessie.”

We saw the Purge. I hoped a suspenseful thriller would let me “comfort” Jessie. And I did a lot more than comfort her. We sat in the back corner and when the movie started getting suspenseful, Jessie clung tightly to me. Then we were kissing, her hands rubbing at my cock. My zipper came down, and she drew me out, hard and throbbing.

She broke the kiss, and bent her head down. I groaned as she engulfed my dick.

“Damn,” I muttered, savoring my first blowjob.

Jessie’s mouth was warm as she sucked at my cock. And her tongue was just amazing. She swirled it about the tip of my cock, tracing the rim of the head. Then her mouth bobbed up and down on my shaft, sucking hard as her delicate hands began to massage my balls.

“Holy shit,” I whispered, throwing my head back. “Oh, wow, that’s nice!”

Good thing the movie was loud and no-one sat near us, because I could not stop moaning. Her mouth just felt so wonderful—hot, wet, fantastic. I ran my hand through her silky, blonde hair, and thrust my hips up, bracing my feet on the sticky floor of the theater.

I never wanted it to end.

She varied what she did. Sometimes she just held the tip of my cock in her mouth, her tongue swirling around the crown. Other times she would rapidly bob her head up and down, sucking hard. But what I really liked was when she took as much of my cock as she could in her mouth, the tip brushing her throat, then slowly rose, letting me savor every wonderful moment of her blowjob.

And the entire time, her hands massaged and played with my balls. I never realized how nice it was to have my balls played with. They were always just something that hurt when I was hit down there, but Jessie’s fingers made them feel wonderful.

I felt that familiar stirring in my balls, and I wanted desperately to fill Jessie’s mouth. “Fuck, I’m gonna cum! Oh, fuck!”

Jessie sucked harder, like she was eager for my cum. Well, I was eager to give it to her. I groaned as my cum spewed out of my cock into her sucking mouth. The pleasure rippled through me as she swallowed every blast.

“Wow,” I groaned as the last blast flooded her mouth.

She sucked a little bit more, her hand squeezing up and down my cock to get the last of the cum out. “Delicious,” she whispered, her breath smelling salty, then she kissed me. “Was that your first blowjob?”

I flushed, feeling a little embarrassed. “You’re my first everything.”

She smiled happily. “I can also be the first girl you go down on,” she whispered in my ear. “Sucking you off got me all horny. And I got my pussy nice and clean for you when I took the shower.”

“Yes,” I groaned.

We slipped out of the theater and, when no one was looking, Jessie slipped into the men’s room, and I followed her into a bathroom stall. I kissed her again as she shimmied out of her tight jeans, and pulled off a frilly pair of pink panties, exposing a pussy dewy with her arousal.

“No thong?” I asked.

“Thongs are for work. For you, I wanted something different. Something special.”

I smiled. Her panties were special.

She sat on the toilet and spread her legs. I knelt down and stared at her pussy up close. She had a tight slit that gaped open as she spread her thighs. A small nub, her clitoris, peaked out of its hood. I stared in awe.

“You have to touch it to make me cum,” she giggled.

“Just admiring your beauty.”

“Admire later, I’m so horny.”

I leaned in, her musk filling my nose. I had watched a lot of porn, and I tried to copy what I’d seen. I licked up her slit, and found the flavor to be a tangy musk. She tasted so delicious I dove in for seconds and thirds. Her flesh was hot and silky on my tongue.

“Mmm, that’s nice,” she moaned. “Try sucking on my labia and clit. And don’t be afraid to stick a few fingers inside me.”

I followed her instructions, sucking where she told me, licking all the parts of her pussy that brought her pleasure as I slid two fingers into her velvety depths. The entire time, men were walking in and using the restroom. Jessie had her hand clamped over her mouth until they were gone, muffling her moans. When they left, she would gasp and moan again.

I enjoyed discovering every little fold and crevasse her pussy had to offer. I rubbed my lips, my cheeks, even my nose against every part of her. I loved every bit of her. I nuzzled and made love to her pussy with my mouth, tongue, and fingers.

“Ooh, so close,” she purred.

Another man walked in. her thighs tightened on my head. She grew even more excited when we might get caught. Her juices flowed, covering my lips while she squirmed on the toilet and bit her lip, stifling her moans.

The man left and she let out a an explosive breath followed by a wordless moan. Her thighs squeezed my head as her body shook. Her face contorted and she let out a whining groan of delight. Her hips bucked from the toilet seat.

Fresh juices flooded my mouth. I eagerly drank them down as her pussy contracted on my plunging fingers. Her thighs spasmed and tightened on my cheek while she bucked and gasped, cumming hard.

“Oh, fuck, Kevin!” she moaned when her pleasure finally past. “Where did you learn to eat pussy like that? I thought I was your first?”

“Porn,” I answered with a smile and she laughed.

I went home with her that night.

It wasn’t long before we were making out. I had just slipped my hand up her loose top and found her breast when the door to the apartment opened and a woman, presumably the roommate, walked in talking on a cell phone.

I froze, my hand clenching about Jessie’s tit.

“Ooh, what do we have here?” the woman asked with a mischievous grin, interrupting us.

“Go away, Anne!” Jessie ordered in annoyance.

“Is this Kevin?” Anne asked.

“Yeah,” I answered, pulling away from Jessie. Anne’s green eyes twinkled with amusement and winked at me.

Anne was not what I expected in Jessie’s roommate. She was tall and blonde, her hair cut short. She dressed like some sort of pervert’s wet dream; a white corset with black lacings cupped her breasts nicely, and her shapely hips and ass were covered by a short, pink-and-white plaid skirt, the kind a catholic schoolgirl would wear in a porno. It barely covered her ass, and I’m sure her panties would peak out if she bent over. Knee-high, white socks completed the look.

My eyes drank in the sight.

“He is cute,” Anne purred, looking me up and down.

“You stay away from my boyfriend,” Jessie glared.

Anne gave a challenging laugh. “Only if he can stay away from me.”

Jessie threw a small pillow at Anne. “You know the rule!”

Anne gave me a sultry look before retreating to her bedroom.

“Ooh, she can be such a slut,” Jessie hissed.

Then she fiercely kissed me.

* * *

Jessica “Jessie” Smith

Kevin was a stud. He may be a nerd, but that boy could make my body cum. After Anne’s painfully obvious attempt at seduction, I dragged Kevin to my bedroom and fucked him hard. I hoped Anne heard every last word I screamed.

Now I savored my orgasm as I lay tangled in my sheets while Kevin spooned me from behind. That was nice. I had never spooned with a boyfriend before. Not that many of my relationships had lasted long. A few weeks and they flared out.

Maybe Kevin was different.

“You called me your boyfriend earlier,” Kevin suddenly said.

I blinked, then smiled, “I guess you are.”

“I’ve never had a girlfriend before.”

I wiggled back into his embrace. “Well, you’re doing great so far.”

He kissed my neck. “I love you.”

“I love you, too, Kevin,” I murmured back.

A happy warmth drifted through me. I closed my eyes and smiled.

I thought it would be hard to sleep with someone in my bed, but it wasn’t. I fell right into sleep. Maybe it was all the sex I had to day—besides the three great orgasms Kevin gave me, I satisfied many customers, including a Black man that fucked my tight ass.

Or maybe it was being held by Kevin. It felt right. I was glad the orgy gave him enough confidence to ask me out.

* * *

Thursday, June 13th 2013 – Kevin Mattock – South Hill, WA

Jessie and I both had this Thursday off—our schedules changed weekly—so we decided to spend the day at the Point Defiance Zoo in Tacoma. It was all Jessie’s idea—she loved the zoo. Since I loved Jessie, I didn’t have a problem being dragged around the park while she enjoyed all the sights.

When dinner came around, Jessie and I walked down the hill to Antonio’s. The restaurant was built on the dock overlooking the Puget Sound. Jessie loved it; when she was a kid her family always ate here after visiting the zoo. I was having second thoughts though. It looked pricey, and I worked minimum wage at the Buy Best.

“Umm, Jessie,” I said, my cheeks burning with embarrassment. “I don’t know if I can afford this.”

“It’s my treat,” Jessie said and gave me a kiss. “You bought lunch and the tickets for the zoo.”

“But…” I tried to protest.

“It’s the twenty-first century,” Jessie scolded. “And feminism has given me the right to buy my boyfriend dinner.”

“Fine,” I sighed, my stomach rumbling.

The dinner was great, and Jessie didn’t even balk at the bill—I could eat for a week on how much our meal cost—she just pulled out a wad of twenties, and tipped the waitress handsomely. I almost asked her where she received all the money. I remembered seeing that same wad of cash on Monday.

Maybe she cashed her paycheck?

The question of her money puzzled me on the bus ride back to my place. Where had she gotten it? At my place, she impressed both my roommates that I managed to snag a real, live girl. We disappeared into my room. Making love to Jessie drove away my questions.

But they came back as she fell asleep beside me. She had a lot of cash in her pocket. Easily a weeks or more pay, and she was so casual with it. Her apartment was as cheap as mine. She couldn’t be making more than me.

So where did it come from?

Jessie left my apartment early the next day so she could ride the bus to her apartment and get ready for work. The question still ate at me. While my roommates were pestering me on details of being with Jessie, I was consumed with her money.

I headed to work and clocked on. Jessie arrived not much later. She looked very sexy in her too small Buy Best polo that molded to her perky breasts, while a pair of low-riding and very tight khakis—a neon green thong peaking out the back like a whale’s tail—drew the eyes to her gorgeous ass.

“Hey, cutie,” she smiled and gave me a quick kiss before heading to the breakroom.

During work, my eyes kept drawing to her. After about fifteen minutes, I spotted her helping a customer in the DVD section. I first thought it seemed innocuous until I realized just how close she was standing to the man.

Jealously flashed through me. “Just doing her job,” I muttered to myself. “It’s nothing.”

Jessie threw back her head, thrusting her tits out at the guy while she laughed at his joke.

“Couldn’t have been that funny.” My hand clenched and my stomach twisted. There was just something…off about it.

She leaned into him and her breast, almost accidentally, brushed his arm. Then she leaned up and whispered something in his ear. The guy grinned and she let out a giggle that made her breasts bounce in her top.

The guy ogled them.

“Calm down,” I muttered. “It’s not what you think. You’re just being jealous. She’s just helping the customer out.”

Jessie broke away from the customer. I frowned as she sauntered off to the restrooms. Jessie used the bathroom a lot at work. She must have some sort of medical issue.

“Can you tell me what’s the difference between LED and LCD TVs?” a fussy looking man asked, pulling my attention away.

Helping the man took forever. When I finished, I looked around but didn’t see my girlfriend. Was she still the bathroom? I hesitated, concern for my girl twisting me. I was her boyfriend. I should find out if something was wrong.

I walked to the back of the store. There were two single-occupancy, gender-neutral bathrooms in a small corner of the store down a short hallway that led to one of the emergency exits. One of the doors was ajar, the other occupied.

I was about to knock when a low moan passed through the occupied door.

I frowned, listening.

There was another moan and a grunt. I could hear a faint, rhythmic sound, like flesh slapping together. I flushed; it sounded like someone having sex. My heart suddenly clutched. Was Jessie in there? No, that couldn’t be right. My girlfriend wouldn’t be having sex in the bathroom. She wouldn’t cheat on me?

She told me she loved me. All day yesterday we had a great time at the zoo.

My heart hammered in fear as I stumbled out to scan the store. She had to be anywhere but in that bathroom. I almost ran through the store as panic gripped my heart. She worked the DVD and Video Game sections, but I didn’t spot her as I walked briskly through the aisles.

Where could she be?

I looked back towards the bathroom.

No, Jessie couldn’t be in there. She loved me. That couldn’t be her in there getting fucked.

The memory of her flirting with the customer burned through my mind. Then an even worse image sprang up—Jessie bent over the toilet as the man fucked her from behind, her asscheeks rippling every time the man buried into her pussy.

I wanted to throw up.

“No, no, no,” I muttered as I paced back and forth “That is not Jessie in there. Get a grip, Kevin.”

I had to know. I had to prove my fears wrong. Steeling myself, I walked back to the restrooms. People shouldn’t be fucking in there, and I would put a stop to it and prove that my girlfriend wasn’t in there.

“Can you help me?” an Asian woman asked.

“Sorry, ma’am, I’m helping someone else,” I lied as I walked by. I didn’t care about doing my job right now. I had to prove that my girlfriend wasn’t getting plowed in the bathroom by another guy.

“Fuck me, Mr. Beckam!” a muffled, woman’s voice came through the door. “Oh, yes! I’m gonna cum!”

My heart sank; that was Jessie’s voice.

“Here it comes, whore!” the man grunted.

“Yes, yes, fill me up, sir!”

My girlfriend was getting fucked by a strange guy. He was shooting his cum inside her cheating pussy as I stood out here in the hallway. My emotions were all mixed up—hurt, betrayal, anger, and…arousal.

My cock hardened in my pants.

I pictured her bent over the toilet, the man slamming his cock into her. Memories of a week ago, when she was bent over the Geek Squad desk getting fucked by a long line of men during the Incident, flooded my mind.

It had been exciting then. But that was while we were under Mark’s gas.

The door opened, startling me, and a man walked out, his face flushed, his shirt half-untucked. He nodded to me as he slipped by, trying to act natural. I caught the restroom door and pushed it all the way open to see Jessie, naked and flushed, her blonde hair mussed, wiping the man’s cum out of her pussy with a wad of toilet paper.

“Hey, Kevin,” she smiled.

Why was she smiling? Did she even care that she just cheated on me?

“Get in here and close the door before someone sees me. Wouldn’t want them to get an eyeful of your girlfriend.

Not sure why I was listening to my cheating girlfriend, I entered the restroom, closed, and locked the door. My stomach roiled. Confusion racked my brain. I thought Jessie loved me, and yet here she was fucking this guy. My stomach churned. And she just kept cleaning up that guy’s cum out of her pussy like it was the most normal thing to do.

“Why…I…what?” I stammered. “I…Jessie…fuck!” The last word came out as a loud shout and Jessie frowned at me.

“Is everything all right, Kevin?” she asked, a concerned look on her face.

Did she not care at all that she cheated on me? How can she just act so matter-of-fact?

A grin broadened her face, “Did you want to mess around? We really shouldn’t when we’re at work. But just this once, okay.”

“Are you kidding me?” I finally untied my tongue. “You just fucked that guy at work? I thought you loved me, Jessie! I don’t understand.”

Confusion marred Jessie’s face. “Of course I love you. What does that have to do with this?”

“You were cheating on me!”

A smile danced on her lips as a look of realization appeared on her face. “Oh, Kevin. I thought you of all people would understand. I was just giving good customer service.”

I gaped at her. “What?”

“You know, the number one rule of retail—keep the customer satisfied.”

“That doesn’t mean you have to fuck them!”

“It does though. That’s what I learned last Thursday, during the Incident,” Jessie answered, her voice full of hurt, like I was the person out of line.

My shoulders suddenly shrank. Why did I feel like the bad guy all of a sudden? How did she do that?

“You were there. Mark taught me that my tiny, little pussy was supposed to satisfy the customers.”

I frowned. It had been thrilling to watch the girl of my dreams getting fucked over and over. And Mark had mentioned something to her about satisfying the customers.

My cock was hard in my pants, and I found myself eying her naked, just-fucked body. She reached out, and picked up several bills, twenties, that rested on the top of the toilet. Then she picked up her pants, and pulled a wad of cash out of a pocket.

“Where did you get all that money?” I finally asked, even though it was so obvious. I just needed her to say it out loud.

“Tips,” Jessie answered.

“From the customers who…fucked you?”

She nodded.

“You’re a prostitute?”

“No. They’re just tips, Kevin, for giving good customer service.” She looked me up and down. “Listen, I should have told you about this. I’m sorry, Kevin. I just didn’t think it was that big of a deal. Let me make it up to you.”

“How?” I asked.

She bent over the sink, the wad of cash still clutched in her fist. “How would you like to try anal sex for the first time?”

I stared at Jessie’s naked, curvy rear. Could I forgive her? I wanted to as I stared at her ass. But it was the wads of cash that drew my attention. “How much cash is that?”

“Oh, I don’t know,” she shrugged. “I haven’t counted yet. But Monday I made over $1000.”

I blinked in surprise. That was more than I made in two weeks. I swallowed; my cock was so hard in my pants, and I so wanted to fuck a girl’s ass. And it was not like Jessie was dating these other guys. She was just…providing them with a service. Just another of the many things we did for customers. And her ass was just so round and firm and pink.

I moved up behind her, unzipping my pants. Jessie cooed, her voice thick with delight, “Stick it in my pussy first. Get that big boy all nice and lubed.”

I moaned as my cock slid slowly into her velvety cunt. Could her ass compare to how great her pussy felt? I stroked in and out two times, not wanting to leave her tight, hot hole. But her ass shifted, waiting for me to plunder Jessie’s backdoor.

I yanked my cock out her pussy. The throbbing shaft drenched in her flavorful juices. I spread her asscheeks. Her anus was brown and wrinkled, a little mouth that was hungry for my cock. I moved my tip to the puckered hole, savoring the soft feel of her asscheeks as I pressed between her.

“Go slow, please?” Jessie asked, suddenly nervous and cute. “The customers were all too rough when they fucked me there.”

“You don’t like anal sex?”

“No,” she answered with a shake of her head. “But I’m happy to let you do it, Kevin. Just go slow.”

I could forgive her. I could feel how much she loved me as she let me push my cock against her tight sphincter. Her asshole resisted, so I pushed harder and harder, and then I slipped into her hot, tight depths.

“Kevin,” Jessie gasped.

She felt so wonderfully tight inside her ass. A warm, velvety grip that clenched and relaxed about my shaft. My tip ached in her depths. My hips moved. I pumped slowly in and out of her bowels, groaning the entire time.

Her ass squeezed hard on my cock, her body tensing at my intrusion.

“Relax, Jessie,” I whispered. “I won’t hurt you. Trust me.”

“I do trust you, Kevin,” Jessie answered. The tension left her body, her ass lessened its hold on my cock, and I slid in deeper and deeper. A purring moan escaped her lips. “Mmm, that kinda feels good.”

My cock bottomed out out in her bowels, my balls brushing against her taint. I hugged her from behind, and she turned her head. I stared into her gray eyes. She licked her lips, trembling while squeezing her bowels on my cock.

Was she a whore or my girlfriend?

I leaned in an kissed her as I slowly drew back my cock, then I pushed back in again. Her hot, tight, velvety flesh felt even more amazing on my second thrust, shooting bliss through my body as I moaned into her lips.

Jessie shuddered as I fucked her with a slow and steady pace. I delighted in the pleasure radiating through my cock and into my body. My hands found her tits. I squeezed them. She squealed into the kiss then broke it.

“Oh, yes, Kevin. You’re hardly that boy too shy to talk to me know. Knead my tits.”

I squeezed them and groaned, “This is nice.”

Jessie panted, “Oh, yes! Your big cock’s making my ass feel great. Oh, yes, go a little faster.”

I pumped faster. I squeezed her tits harder before letting my fingers slide up her pliant flesh and to her hard nipples. Jessie squealed in delight as I rolled her nipples between my fingers. Her neck arched as the pleasure filled her.

Such a lovely, ivory neck with a single, errant curl spilled gold across it.

I brushed the curl aside as I nuzzled and kissed at her throat. My teeth nipped as my fingers rolled her nipples. Her hips undulated as her gasps grew louder, adding a delightful twist and stirring my cock through her asshole.

My thrusts grew harder. The slap of flesh echoed about the bathroom as I fucked her ass. Her gasps became groans as her body matched my rhythm. I sucked harder at her neck while my fingers pinched and pulled at her nipples.

“Mmm, that’s so nice!” Jessie panted. “Ohh, harder! Mmm, ream my naughty ass!”

Her hand reached up, still holding the wad of cash, and caressed my face. Crisp twenties rubbed down my cheek, filling my nose with their papery scent—an idea sprouted like a weed in my mind. The depravity of it made my balls churn with lust.

I released Jessie’s breast with my right hand, slid it down her flat stomach, and pushed it between her legs. Her pussy was sopping wet, and her little clit was hard. Jessie jumped when I brushed her pink nub. Her ass clenched hard on my dick as I rubbed at her clit.

“Oh fuck, I’m gonna cum! Oh fuck! There’s a cock up my ass and I’m cumming! Oh, Kevin! Oh fuck, that’s so amazing! Fuck! Oh, I love you!”

Jessie shook in my arms as her orgasm rippled through her body. Her ass was a vice, squeezing my cock while her body writhed in my arms. Her moans echoed, spurring me to thrust harder and harder. Juices squirted out of her pussy, coating my fingers.

“That’s it,” I growled as I made her cum.

My dick ached. Every thrust into her asshole brought me closer and closer to erupting. I was frantic as I fucked her tight ass, needing that explosion of pleasure. My hips thrust with a mind of their won.

I grunted. My cum boiled out of my balls and exploded into her tight bowels. The pleasure whipped through me with each blast. I groaned through grit teeth. My left hand squeezed her breast tight as I held my girlfriend.

“I love you, Jessie,” I moaned in her ear, holding her tight as we enjoyed our afterglows.

I blinked; I did still love her. It didn’t matter that she fucked those other guys. What mattered was that she loved me and I loved her.

“Mmm, I didn’t know getting fucked in the ass could feel that good,” she sighed, rubbing back against me.

“Jessie, have you ever thought of cutting out the middleman, so to speak?”

She frowned, “What are you talking about?”

“Well, why satisfy customers for Buy Best when you could work for yourself?”

“What, like be a prostitute for real?” she asked skeptically.

“Sure,” I answered. “Technically, you’d be an escort. One who just applies the first rule of retail—to satisfy the customer.” I paused, kissing at her neck. “Let’s form a business together.”

“And what would your role be in this business?” Jessie asked. “My pimp?”

I kissed her neck. “Yeah. Every whore needs a pimp.”

Jessie turned around in my arms, my cock popping out of her ass, and kissed me. “Alright. Let’s do this, Kevin.”

I kissed Jessie again, my thoughts full of dollar signs, racing with the possibilities. We could find other girls to work for us—like Anne. I remembered how slutty Jessie’s roommate looked in that Catholic schoolgirl outfit. I bet she would be down for being a whore. And I would have to try Anne out, to make sure she was giving our customers a quality experience.

I smiled; maybe it wasn’t so bad having a whore for a girlfriend.

I kissed Jessie; my hands found her thighs and pushed them apart. My cock was still hard, and I found out her pussy was still wet when I slid into her. I thought about Anne and all the other girls that were going to work for us, imagining what it would be like to fuck them. Would their pussies feel different on my cock? Would they be tighter or wetter? I was going to enjoy finding out.

There were definitely some great perks to dating a whore.

* * *

Tuesday, June 18th, 2013 – Jessie Smith

It had been only a few days since I quit my job so Kevin, my boyfriend, and I could found our “escort” company, Divine Escorts. Our motto—the prettiest girls to keep you happy. I was the only pretty girl, for now, and things were going great. Kevin was right. Over the weekend we made far more money going into business for ourselves.

Why should I use my tight snatch to satisfy Buy Best’s customers?

Many of the men that I satisfied in the bathroom were eager for another taste of my snatch, becoming the basis for our business. It was a good thing they kept giving me their numbers. Then Kevin had the great idea to offer discounts to clients for referrals, and now my cunt was getting quite the workout. I had a full schedule ahead of me this week.

Could I keep up?

“This is the last client for the afternoon,” Kevin said as he pulled up to the brown house in Sumner, a small town east of Puyallup along Highway 410. He bent over and gave me a kiss. “You’re gonna blow him away, Jessie.”

I giggled, “You know I will.”

I checked my makeup one last time in the passenger visor-mirror, gave Kevin one last kiss, and slid out of his new Honda CRV. He bought it yesterday with a down payment from the money I made on Saturday, my first solo day.

It was a flashy car, and quite expensive, but we were raking in the dough, and we did need a car. My boyfriend had changed a lot since he found out just how dedicated to customer service I was; he became more assertive, more commanding with me over the weekend.

He was my pimp, and my boyfriend. I liked it.

“You look hot,” he called out as I walked away. I wore a tight, purple miniskirt and a matching halter-top. The push-up bra made my breasts seem nice and round in the low-cut top. I smiled at Kevin’s comment, and swayed my ass to give him a sexy view as I walked to the door.

I rang the doorbell. Hanging on the door was a carved, wooden sign that read: “Philip’s Residence,” and underneath, “Eric + Beth,” surrounded by a heart. A pang of guilt fluttered about my heart; I didn’t know the client was married. I guess that was not my problem. If Beth didn’t want to keep her husband satisfied, well, that was what Divine Escorts was all about.

The door opened and a handsome, muscular man stood there. His hazel eyes glinted with nervousness, and he rubbed at his short, black hair. He wore a wife-beater, showing off his muscular arms and hairy chest, and a pair of gray sweatpants. I smiled at the bulge forming in his crotch as his eyes took me in.

“Hi, I’m from Divine Escorts,” I smiled, toying with my hair and bouncing on the balls of my feet to let my boobs jiggle.

“Come in, I guess,” he said, rubbing his hand on the back of his neck. Eric was a referral and clearly was nervous about hiring a whore for the first time.

“I’m Jessie,” I said as bright and bubbly as I could, walking past him into the living room.

“Um, I’m Eric,” he answered, his eyes on my ass.

I looked around the neat living room—a mauve couch draped with a crochet dolly, a shelf full of Hummel figurines, a glass coffee table on which rested a single book—and noticed a hallway leading deeper into the house, to the bedroom. I crossed the living room, heading for the hallway, when I realized he was still at the door.

Heading back, I grabbed his hand, letting my fingers gently stroke him, and said, “C’mon.”

“I’ve never done this before,” he muttered as I pulled him across the living room. “Umm, well, it’s just my wife hasn’t seemed interested in sex lately. She just hasn’t seemed the same since we went car shopping.”

“Ohh, I’m sorry to hear that,” I purred as we entered his bedroom. Clean, neat. Matching, dark furniture; cream comforter with small, pink flowers; pillows in lacy cases; a woman’s hairbrush resting on a nightstand next to a thin, brass lamp.

I reached down and boldly stroked his cock. “Let me take care of everything your wife’s been neglecting. If you have the money.”

He flushed. “Right.” He pulled out a wad of twenties.

There were five bills I saw, and slipped the money into my purse. “What would you like to do, Eric?”

“Um…I…eh…well,” he stammered.

I pushed him gently down onto the bed, knelt before him, and pulled off his sweatpants, exposing a small cock. Well, they couldn’t all be the size of Kevin’s.

I ran my tongue up the length of the shaft, flicking my tongue across the tip. Eric moaned as I lapped at his cock. Salty precum leaked out of the tip, my tongue collecting it into my greedy mouth, then I sucked his cock into my hungry lips.

“Oh, fuck!” Eric moaned as I bobbed my head slowly, rubbing his cock against the inside of my cheek. “God, it’s been awhile since Beth blew me.”

I popped his cock out of my mouth. “Where would you like it?” I asked with a grin. “Do you want to finish in my mouth or another hole?”

He swallowed. “Could I fuck your, um, your butt?”

I flashed him a sultry, wanton smile. “Of course you can.” I grabbed my purse, pulling out my lube. “Do you want me to undress, or just hike my skirt up and fuck me?”

“I have to see those tits,” he panted. “But…keep the skirt on.”

“Naughty,” I purred, pulling my halter top over my head, and exposing my lacy, black, push-up bra.

He suddenly stood, looming over me; I suppressed my instinct to run, and instead smiled seductively up at him. He reached behind me, his fingers fumbling with the bra’s clasp. Cloth tore and the bra came loose. Great, he tore it. I liked that bra.

Embarrassed, Eric pulled the bra off my shoulders, holding the broken clasp in one hand.

“Sorry,” he muttered, then his eyes saw my perky breasts and dark, pink nipples. “So lovely.” He reached out and fingered my nipple.

“It’s okay, Eric,” I said gently, keeping my irritation out of my voice. “It’ll be an extra twenty for the bra though.”

“Sure,” he answered, still fingering my nipple.

My pussy grew wet as his finger traced my areola. His head bent down, and he sucked roughly at my boob. He sucked as much of my tit as he could into his mouth, slobbering all over my breast. He released that tit with a loud, wet sound, and sucked my other boob into his hungry mouth.

I mewled, letting the guy think he was making me feel great. Usually, I got off on satisfying the client, but his titty sucking technique left something to be desired.

“Ohh, suck my hard nipples,” I cooed; like all working girls, I was learning how to fake it convincingly. But when I didn’t have to fake it was the best.

I loved cumming while being a man’s whore.

“You like that, slut?” he asked, his nervousness vanishing as his lust took over.

“Oh, yes, I’ve never had a guy suck on my nipples like that,” I purred. It was the truth—he was the absolute worst at titty sucking. But I couldn’t tell him that; it wasn’t good customer service, and I always followed the number one rule. So I lied, “It was amazing! You got me so horny. Why don’t you stick that nice, big cock up my ass and make me cum.”

“Fuck, that sounds great.”

I coated his cock with a nice bit of lube from my purse, then got on all fours on the bed, shaking my skirt-covered ass at him. “Come fuck me, big boy!”

He lifted up my skirt, exposing my lacy black panties. He yanked my panties down my ass until they bunched around my knees. I shuddered as he ran his finger across my tight slit. Then he spread my asscheeks apart, and his cock prodded my tight sphincter.

“Fuck me,” I purred.

Thanks to the lube, he slipped right into my ass; I moaned in appreciation as he slowly fucked me. Pleasure tingled through my body as he worked his cock in and out of my asshole. I gasped and shuddered, gripping the sheets as I bucked back into him.

“God, that’s amazing!” he groaned. “Beth never let me fuck her in the ass!”

I rolled my hips and panted, “Oh, yes, your cock feels so big up my tiny ass!” Another lie. Kevin’s cock had been up there a few times, and he was far bigger than Eric. “Fuck me, stud! Make me cum with your big cock!”

The room filled with sound of flesh slapping on flesh as he pounded my ass. “Slut!” he would pant over and over. “Fucking slut!”

My ass felt good as he reamed me, a rippling warmth spreading to my pussy. I reached underneath to finger my clit. That felt better, but it was too hard supporting my weight with one arm against his thrusts, so I had to stop. His hips fucked me faster and faster, his heavy balls slapping against me. Eric gripped my hips, and slammed harder into my bowels.

“Fucking slut!” he shouted as his warm cum shot into my bowels.

“I’m cumming!” I lied, moaning and gasping loudly. “Your big cock made me cum so hard!” I purred as he pulled out of me. He had the largest grin on his face. Every guy loved to think their cock made me cum. Sometimes, they even succeeded.

“That was great,” he panted. “We have to do it again sometime.”

I smiled, “Just call the number, and we can set up another date. I’m going to get cleaned up in your bathroom, and I’ll need that extra twenty for the bra.”

“Oh, yeah, sorry again about that.”

I shrugged, patting his cheek. “It’s fine. These things happen.”

I went into the bathroom, sat on the toilet, and frigged my clit. I had been so close to a nice cum when he shot off inside me. It didn’t take much; I rolled my clit between my fingers with one hand, and pinched my wet nipple with the other. I moaned quietly through clenched teeth as my body quivered on the toilet.

When I was all cleaned up, I returned to find my halter-top. Eric gave me the extra twenty, and I stuffed it and my ruined bra into my purse. He walked me to the door, his hands awkwardly at his side.

“Thanks,” he muttered. I could tell he was embarrassed now.

“Mmm, I can’t wait to do this again,” I purred into his ear. “I loved your cock.”

He grinned, pride replacing embarrassment. “Yeah, we should do this again.”

Smiling, I headed back to the car. Kevin was on the phone when I slipped in.

“Yeah, I can meet you in an hour or so,” he said into the phone. “Listen, I got to go.” He paused. “Looking forward to it, too. Okay, bye.”

He smiled at me, and bent over to give me a nice, lingering kiss on the lips. My heart fluttered.

“What was that about?” I asked when we broke our.

“I have a meeting about the business,” he told me. Things were moving so swiftly. “I’ll drop you off at the mall so you can buy that outfit for tonight. Can you take a cab home? This meeting’s in thirty minutes.”

I smiled; a man had hired me to play the babysitter for him. He wanted me dressed in a naughty schoolgirl outfit, and would pay triple the normal rate for the entire night. I was a little nervous at spending the night, but he was one of the first guys from the Buy Best, and seemed like a nice man.

“Yeah, okay, Kevin,” I said as he started the car.

“So everything went well?”

“He tore my bra,” I sighed. “But, he paid an extra twenty to replace it. And he was very satisfied. He’ll definitely be a repeat.”

Kevin grinned, “That’s my girl.” He rewarded me with another kiss.

Kevin dropped me off at the mall. I found a new bra, purple and lacy, and the slutty schoolgirl outfit at Goth Topic. I had hoped to see Anne, my roommate—she worked at Goth Topic—but she must have had the day off. I could have sworn that she was working today.

As the surly clerk—Becky, according to her name tag—rang me up. Then I called for a cab. Ten minutes later, the yellow cab pulled up in front of the Mall. Not too long after that, I was back at my apartment.

I gave the cabbie a generous tip and my card.

I grabbed my shopping bags and climbed up the outside stairs to reach my apartment door. I fumbled for the keys in my purse when I heard a low, girlish moan.

I frowned. Did Anne have one of her boyfriends over? She was quite a slut, having four or five different guys she called her “boyfriend.” Usually, she fucked them at their places, but sometimes I would come home to find them going at it in the living room.

“Harder, harder!” Anne moaned as I opened the door. Yep, definitely one of her “boyfriends” was over.

Ann was bent over the couch being fucked from behind. She was dressed in one of her slutty, goth-schoolgirl outfits she loved to wear. Tartan skirts, obscenely short, and a tight, white blouse. Her long legs were clad in white, knee high socks. She was every pervert’s wet dream. Her short, blonde hair was flying about as she was fucked hard from behind by—

“Kevin!” I gasped in surprise.

Tears brimmed in my eyes. My Kevin was cheating on me with Anne. I didn’t understand. Things had been going so great between us. Kevin smiled when he saw me, not caring at all that he was buried to the hilt in my roommate’s whorish snatch.

“Hey, Jessie,” he smiled.

Didn’t he care that he was cheating on me? Hurting me?

“What the fuck are you doing?” I demanded, anger rising inside me.

He frowned, “Well, fucking Anne? What’s the problem? You get fucked all the time.”

“For our business!” I screeched. How could I have so misjudged him? “To support us!”

He finally stopped fucking Anne and pulled out of her. He walked over to me, his cock hard and glistening with that hussy’s juices. “And I’m fucking Anne for the same reason.”

“Oh, did she pay you?” I sarcastically demanded. “Are you her gigolo?”

A frown crossed his face. “Are you forgetting who’s in charge, Jessie? I’m your pimp. You agreed to be my whore.”

“I didn’t think you were going to fuck other women!” I screeched, my anger making me shrill. I sounded like my mom when she fought with her disgusting boyfriend. “And I’m your girlfriend, too. Not just your whore!”

He smiled, caressing my face. “Yeah, you’re my girlfriend. I love you. That’s why you’ll be my bottom bitch.”

“Your what?” I asked, frowning at him. Bottom bitch didn’t sound that appealing.

“My number one whore,” he smiled. “It’s a pimp term. Anyway, Anne wanted to get in on the business. So I had to fuck her. You know, to make sure she could satisfy our clients. All part of the job interview.”

I frowned, glancing at Anne.

“Yeah,” Anne smiled, her lip piercing glinting gold. “I’m tired of working at Goth Topic for minimum wage. I want to make some real money.”

“Well, I guess, that’s fine,” I told Kevin, relaxing in his arm. It made sense. “I guess you do need to make sure she’s a good fuck and can give good customer service.”

“I love you, Jessie,” Kevin whispered, and kissed me. “Why don’t you let Anne lick your pussy? Make sure she can satisfy a female customer.”

Anne licked her lips at me; a flush of warmth spread through my pussy. “I’ve always wanted to munch on your twat,” she purred. “I’ve been prancing around in next to nothing for weeks, hoping to attract your attention.”

“I thought you were just a slut,” I answered with a nervous laugh. What would it be like to have a woman lick my snatch?

I pulled off my black panties, curious to experience a woman’s caresses, and laid down on the couch before her, spreading my legs. Anne eagerly licked at my cunt, her lip piercing rubbing deliciously about my labia. I gasped; it was so different—soft and gentle, her tongue and fingers knowing just where to touch me.

“Oh, yes, that’s nice,” I moaned as she nibbled at my clit, pleasure sparking through me.

Kevin groaned as he plowed Anne again. Every stroke shoved her face back into my pussy. Anne was my whore, I realized. Our whore—and there would be others. Beautiful women that would make us so much money. I smiled at my boyfriend, my pimp, and enjoyed Anne’s tongue on my pussy.

“She’s got a nice, tight cunt,” Kevin panted as he fucked her. “Really knows how to work her hips.”

I moaned back, “She’s got an agile, little tongue. Mmm, she’s making my pussy feel amazing. Fuck, you’re a whore, aren’t you?”

“I am,” Anne cooed back. “And loving every minute of it!”

Anne slipped two fingers into my cunt. I gasped in pleasure at the sudden intrusion. My pussy clenched down on her fingers while the pleasure shuddered through me. Her fingers were slimmer than a man, her touch lighter.

More exciting.

Her soft lips sucked at my clit, then her tongue danced across my sensitive nub, sending waves of pleasure flooding through me. Her fingers pumped rapidly in and out of my pussy, wiggling against my sensitive flesh, while Kevin pounded faster and faster at her cunt, hands gripping her hips. He fucked her so hard her asscheeks rippled.

“Oh, fuck!” he moaned, and pulled out, quickly walking around, presenting his cock to my lips. I tasted Anne’s tart flavor as I swirled my tongue around the head of Kevin’s cock. He groaned and filled my mouth with his tasty cum. “Thanks, Jessie,” Kevin moaned. “Love ya.”

I swallowed his tasty load, “Oh, I love you, too, Kevin.”

My orgasm crashed through me.

I rode Anne’s lips and face as I stared up at Kevin and his broad grin. I was so happy that Mark Glassner came into the Buy Best. Without his orgy, I never would have gone out with Kevin. I never would have become his girlfriend or his whore.

Standing up on wobbly legs, I hugged him tightly and kissed my boyfriend, my pimp, my love on the lips.

To be continued…

Click here for Passionate Reunions, Chapter 1.

Click here for Tales from the Orgy Chapter 5.

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