CulDeSac Kelly, Next-Door Whore Ch. 05

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Wendy shows off her tits, Kelly gets a strap-on fuck.
6.1k words
4.71
2.8k
3

Part 5 of the 5 part series

Updated 02/26/2024
Created 11/14/2023
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CHAPTER THE FIVE

Hey there, glad you're back! How's it going? Hey, guess what, I wrote a fuck-story about a neighborhood whore. Wanna read it?

So far most of the stories I've told you about Kelly have been in the empty house in our cul-de-sac. But we had a number of gigs off premises, so to speak. You have no idea how perverted the suburbs can be until you give them a hot, slender 19-year old woman to fuck.

So if it's the abandoned house that gets you off ( as they do me ), then skip this story. But rest assured, there is still nasty fucking and sucking with Kelly and Wendy, and a nice neighbor lady joins in as well! So drop your socks and grab your cocks, 'cause my little Kelly is a total whore.

But she's not the one sucking my dick right now, that's my 18-year old slut in training, Wendy. She's currently on her knees in front of me wearing an especially trashy polyester knit tube top, a jean skirt cut way too short, fishnet hose and black fuck-me-pumps. She was wearing extra make-up, doing her best to copy Kelly's 'prostitute look' with thick mascara, blue eye shadow, red lipstick and rouged cheeks. Her hands were on my shaft, jerking it up and down as her lips caressed the head of my dick. Then, instead of letting her do what she liked with my thick eight inches I took myself a big handful of her shoulder length bottle-blonde hair in my fist and began to fuck her mouth.

She whimpered and moaned with pleasure.

"Ahhh yess, dat iz good. Yes, fuck the little tramp's hot moutt." Mr. Dropolis, the Greek widower, was sitting on his couch in front of us. He was stroking his cock through his open bathrobe and smiling at Wendy and me. Wendy turned her body out a bit towards Mr. Dropolis and met his eyes with hers, just like I taught her.

"Oh my goodnezzz, you are such a naughty little slut, aren't you?", he gasped out, his hand jerking his thick cock even harder. Wendy nodded and mumbled an assent around my dick shaft. Mr. Dropolis was a special case. He couldn't have sex with another woman, due to his hangups about his dead wife, and he couldn't use pornography because of his religious beliefs, but he could voyeur the shit out of a girl doing stuff to other guys. Now even though Kelly and I went incognito, Wendy didn't. We both knew Dropolis as a neighbor, though I donned my Vernon Mangripp pimp disguise when I visited. He had been lusting after Wendy all summer, and when I started fucking her, she clued me in, and after a little man-to-man talk, I had hooked up a 80$ special every Tuesday night. That was Kelly's night off anyway, and besides, Wendy wasn't a prostitute, she was a slut. I kept all the money, and Wendy got the training she needed to become a more bankable slut to the rich old man market. And speaking of training....

I reached down and signaled Wendy by giving her cock-filled face a little slap and she began to slowly take down her halter top as I pulled my cock almost all the way out of her mouth. I left the tip resting on her thick lips, giving her tongue full access to flick and tease it like a snake. Her hands continued to pull down on her halter top, ever so slowly, just like I showed her, inch by inch revealing her 38 D tits. The effect was amazing, as the halter crammed far more tit in there than you would expect. They just kept coming out, and as her milky whites spilled forth, Mr. Dropolis' eye got bigger and bigger. Saliva began to drip down from her chin as a result of her incessant licking of my cock, and it dropped onto her tits, just after her nipples popped out like two pink suns at dawn. Dropolis moaned like a ghost and his cock tensed up and twitched.

I tapped Wendy's face again and she rubbed the saliva into her tits, giggled and then with a lunge deep throated my entire cock. She squeezed her tits and pinched her nipples, keeping my cock deep in her throat, her eyes locked on Mr Dropolis who groaned again as his hand flew up and down his swelling tool. Then he grunted, arched his back and came hard, sending a jet of white cum flying onto the floor in front of us.

Wendy pulled my cock out of her mouth. "Ohmigawd, Mr Drops, you came so hard! You almost hit us, even though you were way over there!"

"Oh yezzz indeed I did. You haff been practizing, 'avent you?"

Wendy grinned like she just got an A in math. "Yeah, Vernon's been showing me stuff."

"My compliments to the teacher! I did not expect to finish so soon."

"I hope you are satisfied?", I asked, genuinely concerned.

"Oh yes, yes yes, I am very satisfied. And now dat I know how truly slutty you can be my dear, I will be ready, and get even more of my money's worth next time." He smiled and waggled his finger at us both. Wendy and I got dressed as Mr. Dropolis put his robe on and then showed us to the front door, where we left carrying empty 'Meals on Wheels' bags, just in case anyone was spying. As soon as the door was shut, Wendy turned me and grabbed my arm.

"Vernon, I am so fucking horny, you need to fuck me right now."

Now, I know she meant let's go the the empty house, or to any nearby bed, or any place inside four sturdy walls. But my cock was harder than Roman cement, and Vernon Mangripp was a pimp and a rough and tumble guy, so....

I grabbed Wendy by the arm and pulled her around to the side of Mr. Dropolis' house. A high wooden fence wrapped all the way around his back yard. I opened the unlocked gate and pulled Wendy through it. Just there on the other side was an air conditioning fan running full blast. I dragged her to the large metal box, and made her lean on it, so that her ass was sticking out towards me. The fan blew her hair upwards, making it flow all around. She giggled for a second, and shook her head back and forth like a fashion model, and then I pulled her skirt up and shoved my cock into her dripping, panty-less pussy. She cried out in satisfaction and surprise, a cry that was drowned out by the constantly blowing exhaust fan. I slid my entire length into her and she bucked backwards as I did, rubbing her chubby ass against my pelvis.

"Oh fuck me, Vernon. Fuck me like Mr Drops wanted to. He wanted me so bad...he wanted to fuck me." She was cooing, her voice sounded far away and lost and I kept stirring my cock deep in side her until I felt her shake, tremble and then watched her knees buckle as she orgasmed hard on my dick. I then grabbed her hips and steadied her and commenced to slam my cock in and out of her cunt, pulling almost all the way out each time.

"Ohhh god yessss. Do it! Do it! DO it!" She looked over her shoulder at me as I kept relentlessly fucking her. I held her chubby pale body tight in my hands, keeping her totally still as I worked my dick in and out of her sweet cunt. Damn! She may be a dumb slut, but she was becoming a great fuck. And then, as if she was reading my mind, she said, "You like that pussy, Vernon? Huh? does the big, bad pimp like that 18-year old pussy?"

"You'll do for now, you nasty little slut." I started slamming her harder, knocking her into the air conditioner. She whisper-screamed through gritted teeth, "Oh shit yeah, big daddy! Fuck your little slut!"

"You don't wish I was your Mr. Dropolis? With his fat cock and big bank account?"

She laughed out loud. "I wish you were fucking Bill Gates, since you're asking. But please, just keep fucking me! Fuck me like a little slut. Show me what a fucking slut I am!"

I pulled out and turned her around. I then sat her fat ass on the edge of the air conditioning unit and then slide my cock back into her.

"Oh shiiiit!", Wendy breathed out like a snake, "I can feel the vibrations in my pussy. It feels so fucking good! Oh fuck, I'm gonna cum from an air conditioner!!!"

"No, you're going to cum because I am fucking you on an air conditioner." I said as smooth as Burt Reynolds. Her arms were wrapped around my neck as I slid my cock in and out of her wet pussy with ease, barely jostling her at all. With a growl she leaned into me and came like a freight train, gushing all over my dick and the air conditioner itself. After about twenty seven more strokes, I was ready to cum myself. I pushed her down, making her kneel on Mr. Dropolis' backyard lawn while she took my cock in her mouth. I came instantly, and as she greedily gulped down every drop, I could see her other hand down between her legs, flicking her clit while she greedily kept sucking on my pulsating cock. Oh, yes, she was certainly going to make some rich, old, fat bastard a happy man.

After we fixed ourselves up as best we could, I walked Wendy to her house and we talked about Mr. Dropolis and his strange condition. As we did, Wendy mentioned a few other neighbors who were, strange, a little off. In that way we Never thought Mr. Dropolis would be. There were certain folks who were the subject of gossip or just consideration as they seemed... different. One person she mentioned in particular caught my attention. Mrs. McCluskey from five houses down, on the corner. Wendy said she thought she was staring at her tits the last few times they had passed on the street. My cock re-stiffened when she said her name. Mrs. McCluskey had been a crush of mine for a while. She looked like a traditional housewife in most every way. Her medium length chestnut brown hair with bangs in front and a motherly smile for everyone she met was classic and iconic. She also had a great set of 36C tits and ass that was nigh perfect. All the guys talked about it. And she behaved as if she was unaware of her amazing ass, never showing it of with tight clothes or skirts. The few times she did wear something that displayed her ass were whispered of amongst the boys and men in out little Cul-de-shit with reverence and seriousness. She didn't have kids, and her husband seemed to be an average joe. But she was lusting after slutty little Wendy, eh? Hm. Even If she was game, it would take a little convincing to get her to become a paying client.

I talked to Kelly and we hatched a plan. The next day I sent her over to Mrs McCluskey's in a business slut attire; a skirt long slitted, jacket, and a button-up blouse, low cleavaged. Kelly had only done a couple girls, but the idea of opening a new market stream of housewives appealed to her. Two hours later she came back, grinning.

"She wanted to fuck me so damn bad.", she said dropping her purse and licking her lips.

"No shit! You think I could set something up for you?"

Kelly thought for a bit. "Hm. you better let me do it. I assume you'll want to watch, you big fucking perv?", she teased.

"Fuck yes I do!"

"You'll probably have to sneak your peeks. She may be gun-shy about fucking in front of a guy. I think her husband's queer too. Or impotent. Anyway, I'm gonna go over tonight and see."

"Yeah, well, whatever happens, the money comes through me."

"Through Vernon, yeah, right, I know. Don't worry you'll get your cut. damn, relax."

I tried to relax, but I couldn't keep Mrs. McCluskey out of my mind. The next day Kelly told me she had arranged a date for that very night.

"I'm going with you, and I'll be waiting nearby." I expected her to argue, so I said all that with a super serious tone, like the way I imagined a real pimp would.

"Oh, no sir. You'll be coming inside and keeping an eye on this chick."

"Yeah? Why? What's she into?"

"You'll see. We're charging her 500 for the session.", Kelly said with an evil grin. That was our top price, that was the price Kelly charged for her ass! She had only had her as fucked a couple times, but never with a girl. My imagination was boiling over as we walked to the car that we kept a few streets over, and then drove back over to the McCluskey's, getting into costume an character as we drive. As Vernon, I knocked on the door and Mrs McCluskey answered wearing a baby blue terry cloth bathrobe and a tense expression on her smiling blue-eyed face.

"I'm Mr. Mangripp. I believe you have arranged a session with my partner." I said in my redneck drawl.

"Um, yes, I believe I have. Please, come in." She opened the door further and led the way to her empty living room. There was a tastefully arranged couch, loveseat and coffee table. You know, the standard suburban set up, except Mrs. McCluskey had lain towels over the couch and the love seat, and there was a leather doctor's bag on the coffee table that had an intricate lock on it's clasp.

"Hm, I've never seen a bag like that." I blurted in an Un-Vernon Mangripp manner.

"Why would you have?" Mrs McCluskey answered with a sweet but icy formality. Her fingers stroked the caramel brown leather of the bag as she spoke "It's an antique, a Baudelaire Mannhiem leather bag from 1914, just before the war. It's lined with a fine mesh steel, which in addition to the formidable lock, made it the most impregnable satchel on the planet, at least in 1914." Her words seemed out of place in her housewife's mouth, and my preconceptions about Mrs. McCluskey became full-fledged Conceptions.

I put the character of Vernon back in charge of my mouth. I shrugged " 'nkay. So I understand you and Mandy ( Kelly's working name ) have an understanding. 500 was the amount." I paused, and did nothing. After a brief moment, Mrs McCluskey got the hint and retrieved the cash from her robe's pocket. I counted it, looked at her hard through my sunglasses. She looked back right through my shades with those huge blue eyes.

"Is there a nearby room I can stand a watchful ear?", I asked.

"I feel I can tolerate you being in the kitchen. Just through there."

" 'nallright. Just remember to abide by Miss Mandy's conditions. I will act swiftly to protect her."

"Oh, Vernon, I forgot to tell you, she knows it's me.", Kelly interrupted.

I blinked twice. Kelly kept going. "She's knows you're my pimp I met on vacay and that we're going to quit at the end of the summer."

I turned to Mrs McCluskey. She shook her head in mild astonishment. "I'm surprised you two fooled anybody. I mean, c'mon!"

I smiled. "It's usually a lot darker, and the guys are a lot dumber than you."

"Small praise."

"No praise. If I was praising you, I'd be praising your sweet ass before anything." I was a little shocked to hear me, well, Vernon say that. But it totally was something he would say. Mrs McCluskey shook it off like it was nothing. "You keep your eyes on the prize, boy and go sit. I have me a little tramp to fuck." Hearing that innocent, up-the- block, cookie-baking, laundry doing, always proper housewife swear like that made my cock twitch so hard I almost tripped on the way to my post. Holy shit, was I going to get to see the famous McCluskey Mountains!?

As I left, I saw her staring at Kelly's slender body that was dressed in her schoolgirl outfit, complete with plaid skirt, knee socks and saddle shoes. Her hair was up in a pony tail and she was wearing minimal makeup.

"Good...yes...", whispered McCluskey as she walked around Kelly, eyeing her up and down. "You have dressed as I asked. You are usually such an obnoxious person when I've seen you on the street, and you have such a dirty mouth. I hear you cussing out the other boys all the time."

"They deserve it. They're all dickwads and assholes." Kelly said with a casual sneer.

McCluskey reached down, unlocked the bag and pulled out a wooden paddle. "Lift your arms." She commanded Kelly. As Kelly's arms went up, her skirt lifted, and McCluskey's hand reached back and lashed forward like lighting, giving Kelly a mighty blow on her ass. I stood quickly, but Kelly nodded assent to me. Well then, it looked like her first BDSM scene was about to unfold.

"That was for Dickwad. This is for Asshole." McCluskey gave her another swat on her other asscheek. "Now say you're sorry and give me a little kiss."

"I'm sorry I swore, Mrs. McCluskey.", said Kelly in a contrite and sexy voice.

She gave her another swift, but less painful swat. "Call me mistress."

"Yes mistress." Kelly said quickly.

"Now, come over here." Mistress McCluskey moved over to her couch and sat down. She pulled Kelly down to her knees in front of her. Lowering her bathrobe, Mistress McCluskey revealed her breasts, which had a little droop form her age but were still magnificent examples of C cup tits. "Suckle me, little tramp. Lick my tit.", said the Mistress as she pulled Kelly to her body. Kelly leaned forward and started sucking on her Mistress's tits, making loud slurping noises. To make it easier, Mistress was holding her tit out with one hand and grasping Kelly's ponytail with the other, keeping her small mouth bulging with as much tit flesh as she could.

"Get it all in there, come on, that's it!", McCluskey commanded. Kelly kept trying to get more and more into her mouth She gasped, choked and snorted from the effort. McCluskey's eyes were closed and her head was thrown back in an obvious state of ecstasy. "Yeesssssssss...deep throat that titty, mmmmm."

McCluskey pulled her off her an audible POP. Kelly's mouth was ravaged from the effort, and she was gasping for air. But her eyes were on fire, I could see she was totally turned on. McCluskey began to remove Kelly's shirt, slowly, carefully, one little button at a time, as if she was slowly revealing a painting instead of taking off a woman's clothes. Her hands caressed Kelly's body as she reached behind and unclasped her bra and then continued to run her hands all over the 19 year old brunette's lithe arm,, sides and stomach.

"You are a lovely little thing...." McCluskey murmured, her eyes never leaving Kelly's body. "I'm going to make you do some very naughty things. And if you misbehave, I'll have to spank you again. Do you understand?"

"Yes mistress."

"Good. Scoot back a bit.' She stood up and threw off her robe and flung it in a corner. She was naked from the waist up, and from the waist down she was encased in a pair of shiny black latex tights that ended at a pair of menacing black fuck-me-pumps. She had a leather belt clasped tightly around her middle that had extra straps going between her legs, like the way a jockstrap does. It was like a Bill Ward cartoon come to life! The housewife hairdo with a BDSM bod! But there was just one thing. The latex tights were so tight they seemed to bind in, and thereby hide, her amazing ass. I was sitting in a far corner of the kitchen, and as I leaned closer trying to figure out how tight clothes could HIDE an amazing ass, my chair made a scooting sound on the floor.

Mistress McCluskey sent the smallest of looks over her shoulder as she said. "Oh, that's right, you expected to see my ass, didn't you? I had these specially made when I lived in Germany. Now and then, I get tired of all the men forever ogling. But usually..." She turned to Kelly, grabbed her hair and turned to face me while making Kelly kneel in front of her crotch, and with her eye boring into me from a room away she finished, "...all those neighborhood men staring at my ass turns me on. But I like it better when the women stare." McCluskey then reached down and pulled open the zipper on her tights. The sound of her slowly pulling it down filled the room, turning me on big time. I could tell by Kelly's twitching hips she was also massively turned on.

"Use your tongue on my pussy, Kelly." McCluskey calmly ordered. Kelly's head practically lunged forward and her hands flew to McCluskey's hips. The sounds of Kelly's tongue lapping and probing McCluskey's cunt made my cock grow another inch in my pants, and the sight of that Latex Clad Housewife standing stock still, orally dominating little Kelly was one of the hottest things I had ever seen.

McCluskey grunted a few times, and then adjusted her stance to swing one leg up on the couch and one on the floor; spreading her pussy wide for Kelly. The extra height allowed Kelly to crawl between her legs to right under McCluskey's pussy. McCluskey smiled evilly and moved the scene to side a little, apparently to make sure I could see what Kelly was doing. She was looking right at me with that perfect little smile.

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