Painting Ms. Belding's McMansion Ch. 09

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Mike is now Carol's Apprentice - Learning New Skills.
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/* Note to Readers:

All characters in this story are fictitious, over 18 and consenting in their actions.

The story is told by Mike. He's just finished his second year at college and he's home for the summer, living with his parents.

Mike was introduced by his mother to the next-door neighbor Ms. Belding; she likes to be called Carol.

Carol is an attractive mid-thirties realtor who has purchased the large house with the intention of flipping it. She needs to repaint the exterior because the current pea green color has no curb appeal. She hires Mike to do the painting.

Mike is now painting Carol's house as his summer job.

Last Chapter Recap

Carol has offered to teach Mike how to make a fortune in real estate. In return for her "mentorship", Mike has agreed to let her fuck him anyway she wants any time she wants while he works for her this summer.

Their first session opened Mike's eyes to the new sexual pleasures available with a woman like Carol. She used her big cock to give Mike the best orgasm of his young life. Since Mike first met Carol, he's been hoping to get a chance to fuck his beautiful milf customer. Now, it was clear that he was the one that was going to be getting fucked, and he was surprised that he kind of liked it

.

Unfortunately, Jen had witnessed the entire session. Now Mike was going to have to strike a deal with Jen so she would keep her mouth shut.

We catch up with Mike as he finally gets started on his painting job.

*/

Back to Painting

I was back out on the scaffolding about 40 minutes behind schedule. To make matters worse, the paint gun jammed. While I was working to clear it, I managed to spray my stomach and chest with paint.

"Son of a bitch!" I yelled, frustrated with the situation, and still upset that Jen and Mary were both privy to the fact that I'd basically become Carol's cock whore.

Not only did Jen see it, but she also likely heard me calling myself a cock whore as Carol fucked me like an animal. Now Jen and Mary were going to leverage me to keep my secret. I hated being leveraged, I was struggling with the knot in my stomach created by my anger and frustration.

An hour later I had calmed down and was again making good progress. The sun was getting high in the sky causing the heat and humidity to clime rapidly. I had cleaned of the paint that I shot all over myself earlier in the day and I almost forgot that I was working while completely naked. I had my earbuds in, cranking away in a good rhythm when I felt the someone banging on the scaffolding.

"Hey Painter," Jen called, "come on down here and talk to us."

I looked down to see Jen and Mary looking up at me from the lawn below. Carol was nowhere to be seen.

"Where's Carol," I asked, removing my earbuds.

"She left to go look at a property with Kimber," Jen said smiling, "She's gonna be gone for a while."

"Fuck," I thought to myself, "Here comes the ultimatum."

I climbed down the scaffold to talk to the two well-dressed woman.

"What's up?" I asked, as I got to the ground and walked their way.

"Let's go sit by the pool and have a little talk," Jen said with a Cheshire cat smile.

I followed the two women across the backyard to the pool area. I couldn't help but watch Mary's shapely ass sway back and forth in her tight dress slacks. I was amazed at how thin and fit her waist was compared to her beautiful round hips. I couldn't stop watching her walk; it was a welcome distraction.

We all took a seat in chairs around a table near the pool. As soon as we were in our seat, Jen started in with her ultimatum.

"So, Mary and I know that your sensitive about what we saw this morning," Jen said, starting the conversation.

"Carol agreed to take me on as her apprentice," I replied, "She agreed to teach me how to sell high end homes, and in return, I agreed to provide her unrestricted access."

"Sounds like a good deal," Jen said, "you can make great money if she teaches you enough to join the team. But I'm pretty sure you don't want your arrangement to become public, right?"

"You're going to blackmail me, aren't you?" I said, shaking my head in disgust.

"C'mon, Mike, Mary and I are reasonable people," Jen continued, while Mary watched me intently, "We just want a little taste of what you gave Carol and we'll keep everything quiet so nobody ever finds out."

"I'm not going to give you two a damn thing unless I'm financially motivated like my deal with Carol."

"Hmm," Jen said, looking over at Mary, "I think Mary and I would be willing to strike a deal like that. But you'd need to be willing to give us the same access you're giving Carol."

Mary and Jen stepped away from the pool for a moment to discuss a proposal. I stepped away to go into the kitchen to grab a bottled water. When I walked into the air-conditioned house, the chill reminded me that I was covered in perspiration from head to toe. I snuck into the freezer and took two long pulls off Carol's bottle of tequila. I needed the edge to negotiate my deal with the two women who were still scheming in the back yard.

I headed back outside and took my seat just as the two women were done discussing their approach. They slowly walked back and took chairs across the table from me. Jen was clearly going to be doing all the talking, while Mary just continued to use her eyes to intimidate me.

"Mary and I think we have an attractive offer that might even be better than Carol's," Jen said, speaking in her super-fast aggressive nature.

"We will also take you on as our mentor," Jen continued, "you will learn how to sell from us by working all our open houses over the weekend and providing the two of us the same access to you that Carol enjoys."

"What, so now I'm supposed to let both of you fuck me AND you want me to do your weekend shit work! Fuck off!"

I got up to go back to work when I heard Jen yell, "You didn't hear what we were offering to pay you!"

I stopped and turned around to walk back. "You should have started with the money," I said, crossing my arms.

"Sit down and listen," Mary said, quietly, "I think you'll like the offer."

Mary and Jen Propose Another Mentorship Program

Out of respect for the tall beauty, I sat down in the chair to listen to the rest of their proposal.

"In order to compensate you for access and for your time, Mary and I agree to pay you three percent of our commissions while you're here this summer," Jen said, watching my face to read my expression.

"Give me an example of how that would work," I said, my arms still crossed.

"Our average commissions each month are roughly fifty thousand," Jen said, "so, that's about a hundred K between the two of us."

"So, you'd be paying me three grand a month?" I said, my eyebrows raised, killing my poker face.

"Yes," Mary said stoically, "over the three months of summer you'd make roughly nine grand, maybe more. I don't know how much Mary is paying you to paint her house, but this is real money we're offering."

"And you'd learn how to sell homes in the process," Jen said, smiling, "If you're good, Carol might add you to the team so you will have a six-figure job the day you finish college."

"On top of all that, you have two hot women available to give you pleasure pretty much anytime you want," Mary added, smiling for the first time.

"I think you mean anytime you want," I added with a sarcastic smirk, "how do we document this deal, with just a handshake I suppose."

"That's good enough for me, if it's good enough for you," Jen said, holding out her hand.

"I think some earnest money is in order," I said, "say five-hundred dollars?"

"Look at this, Mary, our boy is learning already," Jen laughed, she looked in her purse and pulled out a couple hundred-dollar bills.

"How about four hundred," Jen said, "Mary do you have two-hundred?"

Mary reached in pulled out two hundreds as well. She handed them to Jen who handed them to me.

"I guess this will work," I said, "I don't have pockets, so I'm going to go put this in my car."

"So, we have a deal?" Jen asked.

"We do," I said, shaking both of their hands and then standing up to walk to my car.

"I think he likes the deal," Mary said, "he's wearing that hard-on again."

I ignored Mary's comments and walked to the house so I could get to my car. I was thinking about the money I was going to make this summer. Carol was paying me almost nine grand for my naked painting, and now Mary and Jen were going to pay me the same amount. I'd be making almost twenty grand over the summer, which was more than enough to pay for next year's tuition.

It then occurred to me that I'd also sold myself as a sex slave to three aggressive women. Carol had already promised to fuck me every day and now these two wanted the same access. At this rate, I'd be spending more time getting fucked than I would be painting the house. My cock was rock hard thinking about my fate.

I put the money in my glove box and walked back through the house to the pool. I stopped at the freezer again to take a few more pulls off the tequila bottle. When I opened the patio door, I wasn't surprised to see Jen and Mary lounging naked by the pool.

Jen's bronze Asian skin was incredibly attractive. Her tits were perfectly proportioned and perky. They looked natural, but I was suspicious that they may have been augmented. Jen's cock was partially erect and a little larger than mine. She was uncut, which fascinated me because I'd never seen an uncut cock before.

Mary's porcelain skin was a stark contrast to her dark hair. Her tits were easily double D cups. They hung perfectly from her shoulders forming perfectly symmetrical tear drops on her chest. I looked down her long flat stomach to see her erect cock. It wasn't a cock; it was a monument. It was easily nine inches tall and as thick as a beer can. I couldn't believe it was attached to such a voluptuous beauty.

"I suppose, the new agreement commences immediately?" I asked, standing in front of my two new mentors.

"The world moves fast, stud," Jen said, "why wait for tomorrow when you can start now."

Mike Delivers His Side of the Bargain

I took a position on my knees next to Mary and started to worship her beautiful big tits. Her figure was even more fantastic than Carol's. I couldn't wait to have her long hard nipples in my mouth.

"Sure, go for the big tits first," Jen said, laughing, "or maybe you're just racist."

I pulled off Mary's big breast and turned to kiss and suck on Jen's tit.

"Good boy," Jen moaned, "Mary and I are equal partners, but you might want to start with my cock before you try to take her monster."

For the next 5 minutes, I alternated between the two woman's tits. Worshipping each of them for a minute or two before returning to the other. The women seemed to enjoy my machinations, moaning, and stroking my hair as I sucked and licked their nipples. I allowed my hand to work its way down to each of their cocks, stroking them slowly as I sucked on their tits. Both were rock hard, clearly anticipating further attention from my mouth and ultimately my ass.

I couldn't wait any longer and slid myself down Mary's stomach until I was face to face with Mary's "big dog". I was amazed at its length and girth. I took her big purple head into my mouth and started to get it wet.

"Sure, go for the big cock first too," Jen complained, slapping my ass as I bent over to take Mary's cock into my mouth.

"Don't worry, I'm sure you're going to get his ass first," Mary said, quietly, "he is going to want to warm up with you before I re-plumb him."

I couldn't believe what I just heard. Mary was going to be in uncharted territory, she was going to be taking me at least an inch deeper than Carol had. I moaned and hummed as I sucked Mary's cock deeper into my mouth. I loved having access to such a monstrous cock. Not only had I become a cock whore for Carol, now I was becoming a size queen for Mary.

I tried pushing myself down on Mary's big dick. It was so much thicker than Carol's that I had trouble taking it in my throat. Mary's hands were on the back of my head, helping me take more. I took a little more than an inch into my throat and pulled off gagging and coughing.

I switched to Jen's cock. I sucked on her uncut head, running my tongue around the tip, playing with her foreskin. Then I dove forward and took Jen all the way to the base. My nose was resting on her shaved pubic bone.

"Sure, throat the Asian chick cock after gagging on the big white one," Jen moaned sarcastically, "nothing like making me seem inadequate."

I bobbed up and down on Jen's cock, taking it balls deep with each stroke. She stopped complaining and started moaning. Her hands where on my head, driving me down and up at her desired pace. She was moaning and groaning giving me good indication that I was doing a good job.

While I was focused on sucking Jen to oblivion, I felt what felt like a baseball being pressed against my anus. I pulled off to look behind me. Mary was kneeling behind me trying to shove her huge cock into my ass.

"I've got to work up to you," I said with a terrified look on my face, "and your cock isn't wet enough to go in there without ripping me apart."

"Then get it wet," Mary said, walking around toward my face.

Mary stood in front of me while I took her cock in my mouth from my knees. Her hands clamped on my head and her hips started thrusting. There was no foreplay here, Mary just wanted her cock in my throat, and she wasn't going to let up until she got what she wanted.

"I can see the imprint of that big hog in his throat," Jen laughed, "this is obscene."

Jen didn't waste any time climbing out of the chair and approaching me from behind. Without any warmup, she lined her cock up with my asshole and drove herself in.

"Hmmm!" I moaned, with Mary's huge cock still being thrust into my throat.

"He's still nice and tight," Jen huffed as she started pounding away at my ass.

"Teeth!" Mary said, loudly, "Open wider or curl your lips."

I couldn't open any wider. I already felt like a boa constrictor trying to swallow an alligator. My mouth was stretched to its limit and saliva was pouring out the sides due to Mary's rough treatment of my throat. She was over halfway in, but I was still a long way from taking it to the base.

"If I'm paying three grand, I expect him to take it balls deep," Mary huffed as she continued to drive her cock into my overly stretched throat.

"Relax," Jen reasoned, "It may take him a few times, but I saw him throat Carol completely and you're only an inch or two longer."

I was out of my mind with lust. It felt so dirty and degrading to be sucking Mary's cock while Jen fucked me in the ass. In my mind I thought about the fact that if I took them both, I'd have over 16 inches of cock in me at the same time. I fantasized that if Jen were a little bigger, their two cocks might meet somewhere in my torso. I moaned and groaned as my two new mentors used me with abandon.

"C'mon college boy," Mary growled, "open that throat and give me what I paid for."

I tried to yawn like I did with Carol to relax my throat and let more of Mary in. It wasn't the length; it was the thickness. Her big thick cock head was lodged in my throat, and I just couldn't open myself up to take it any further. Mary's big balls hung so low that they swung up and hit me in the chin with every thrust.

Jen was up on her feet now, burying her cock into my ass, "Fuckin' take it slut," she barked.

Jen wasn't wrong, I was a total slut for these two women, but at least I wasn't a cheap slut. I was counting on making over nine grand by letting these two women use me for their pleasure.

"He's not going to be able to take it," Mary scoffed, "let me have that ass, I need to take full strokes."

Jen plowed my ass for a few more stokes. Then she pulled out and slapped my ass.

"All yours, big dog," Jen laughed, "I guess I'll have to finish in his throat."

Mary pulled out of my drool covered face and slapped me with her wet dick. She was fully engorged now, and I was shocked at how thick and veiny her monster cock was.

"There's still some virgin territory in there at your depth," Jen continued, "I can't wait to see if he survives this."

Jen knelt in front of me and shoved her bronze, uncut cock into my open mouth. I was glad I cleaned out as well as I did, but I could still taste the remnants of my well sexed ass on her cock as she took thrusts into my throat.

Mary was behind me now, grabbing my hips with both hands. She lined her cock up with my hole and started pushing. As the head opened me wide, I groaned onto Jen's cock. Mary pushed just the head into my ass and held it there, waiting for me to stop howling on to Jen's cock.

"Don't be a baby, college boy," Mary said, "once I start smashing that prostate, you're gonna cum like a geyser."

"If you survive," Jen chimed in, "Keep making him groan like that it feels good on my dick."

Mary was feeding her cock into my ass more rapidly than I could take. I was trying to crawl away from her, but she just kept pulling my hips back so I couldn't escape.

"Oh no you don't," Mary said commandingly, "I need this too badly. You're gonna take it all."

I continued to howl onto Jen's cock while Mary worked herself in to the hilt. My hard-on was completely deflated from the discomfort of Mary's rod being shoved up my ass. I was groaning like a woman in labor.

"I love these athletic guys with broad shoulders and narrow waists," Mary said softly, "It's so fun to watch them struggle."

"You're one twisted chic," Jen groaned as she continued to use my throat to massage her cock, "Don't kill him before I get to cum down his throat."

I felt Mary's thighs hit my ass as she announced, "I'm all the way in, bitch!"

Then she started taking long strokes, pulling almost all the way out and then slamming back in. My nose crashed into Jen's pubes every time Mary took another stroke.

"This is so fucking dirty," Jen panted as she worked my throat nearly as hard as Mary was working my ass.

I was concerned that I may have agreed to something I wasn't going to be able to deliver. At least my session with Carol turned me on and gave me the best orgasm of my life. Now I felt like I was being ripped in half by Mary's monster cock.

"I can't wait to unload in you," Mary groaned and panted as she took long stokes into what used to be my bowels, "I'm going to fill you up with so much cum this summer, you'll think you're a human condom."

Who knew that quiet Mary was such a twisted freak. She was genuinely enjoying my discomfort.

"You have to admit, he's being one top notch pussy boy for his first time," Jen moaned as she continued to fuck my throat.

"When we're done with him, he'll know exactly what his purpose is," Mary growled, "I'm about to unload in his tight ass."

"Fuckin' do it!" Jen yelled, "I'm gonna feed him my load!"

Jen grabbed my head and held it tight. She thrust her cock balls deep into my throat, crushing my face against her shaved pubes. Meanwhile, Mary was still slamming my ass; fucking me to oblivion. I felt Jen's cock start to fire missile after missile of hot semen down my throat. I didn't even need to swallow, she was past my glottis, pumping her cum directly into my stomach.

"Here comes a week's worth of cum," Mary bellowed, as she held herself deep in my ass, taking short strokes to finish herself off.

I felt like a complete whore being filled with semen at both ends. Mary's huge dick was delivering what felt like a warm gush deep inside me.

"Oh my God!" she moaned, her cock continuing to throb as she pumped the entire contents of both balls into my ass.

Jen finished in my mouth and fell back on her haunches, taking my head with her. My body fell forward with both women's cock still impaling me. I was exhausted, sore and full of semen.

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