Carly's WMAF Fantasy Pt. 28

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I leaned over and kissed her gently, "I love you," I whispered.

Carly smiled at me and leaned across to look out the window, "I love you too, Master. But plenty of time for that later. I want to see!" I joined her in looking out the window as we made the transition over the first bridge.

"It's more built up than I realized," I said, noticing the long rows of tightly packed houses.

"In parts. But if you're willing to go a little further out you can find some really special stuff," Kyrsten said.

"How much further out?" I asked.

"Louise would have about a 90 minute drive," Kyrsten said, answering my unvoiced question.

"That's not too bad," I said.

"I didn't think so either. A little annoying but she won't be making the trip every day. And she'll always be close enough that if you need a booty call you can make it," Kyrsten replied.

We pulled into our first stop, a little house on, what was essentially, a private island. That's where I got my first look at the real estate and our real estate agent. It was pretty clear which was the more spectacular.

Standing in front of a bright yellow sportscar, there stood a gorgeous specimen of womanhood. She had light brown curly hair that contrasted intriguingly with her caramel skin and large pink lips. I couldn't see her eyes behind the sunglasses but her hourglass figure was far from hidden. She was wearing a business suit that was just a little too tight and a little too revealing to be considered appropriate. But it worked on her. I could see the brown thigh underneath thanks to a nice slit up one side of the skirt. And the heels she was wearing were almost comically impractical for beach sales. She was projecting every bit the image of a powerful real estate woman with all of the sex appeal of a porn star baked in.

"That's Zedra," Kyrsten said, pointing unnecessarily. "Did I do a good job?"

"Absolutely," I said, giving Kyrsten a quick peck on the cheek as we hopped out of the vehicle. I held my hand up for Carly who gently took it and stepped out. Kyrsten was already holding our door, maintaining the game of being our chauffeur.

"Kyrsten, great to see you again. And nice to finally meet the legendary, Jay Simpson and his lovely new bride, Carly." I couldn't help but feel like I was being sized up. It wasn't uncomfortable and Zedra managed not to send off the predatory vibe that a lot of real estate agents in the City had. Nevertheless, I did feel like I was being judged and I didn't want to be found wanting. I took the offered hand and shook it.

"What has Kyrsten been telling you?" I asked casually.

"Not much... just enough to ensure I'm not surprised by her outfit," she said tactfully as she gestured to where Kyrsten was standing. "By the way, you look smoking hot, K. I'm sure he liked it."

"I did," I said at the same time Kyrsten said, "I wasn't worried."

We all laughed, the tension defused, and Zedra gestured towards the house. "Shall we?"

It turned out to be a lovely property but not quite what we were looking for. It was a little bit worn down and needed a lot of work to fix it up. I liked the idea of a private island like this but Carly didn't like the fully isolated feeling. "On to option #2?" our agent asked. She seemed all business and I couldn't help but wonder what Kyrsten thought might happen.

I nodded and we all hopped in our cars and drove to the next stop. We repeated that pattern three more times, each time finding a perfectly lovely option that just wasn't quite right. I knew this might be a long process so I wasn't really worried but Carly, who'd never shopped for a home before, seemed despondent.

"I didn't realize it would be this hard, Master."

I stroked her silky, thin, black hair and told her, "It's fine. We might have to look at 15 or 20 homes, you know."

"Really?" she asked, "That's not how it is on TV. Look at three houses. Pick one. Bam!" she said, smacking her hands together with a loud clap.

"Easy back there," Kyrsten said, "Didn't your mom ever tell you not to startle the driver?"

"Sorry," Carly said and leaned up to kiss Kyrsten's cheek sweetly. "I thought you liked it when I'm loud?"

"Not when I'm driving, bitch," Kyrsten said with all of the snark she could muster.

Carly feigned insult but flopped back next to me unphased. "Whatever you want, Master. I want this to be a perfect home for us and I'll take however long we need to make that happen."

Turns out, fifth time is the charm, though. We stepped out of the SUV and I think all three of us knew this one was a real contender. It was one of only five homes on a long, narrow road leading off Route 1. We were plenty far from the road so road noise wasn't a problem and we backed up to, essentially, our own private beach as this house was the last of the five on the street. Coming from my tiny apartment, the size was immense. The sheet of paper that Kyrsten had handed me in the car said 5500 square feet but it might as well have been twenty thousand compared to my place in the City. "Holy shit," I whispered to Carly. She just stared slack jawed and nodded.

Kyrsten came up to the other side of me, "This one was my second favorite," she said. Kyrsten had REALLY liked the private island that she'd first taken us to.

The house had a tennis court and a basketball court out to the side and a pool in the back. We walked around it and I didn't see a thing wrong with it. I steeled myself and looked over at Zedra who was watching us smuggly. She knew she'd found a winner. "How much?" I asked.

"They're asking 3.5," she said.

"What can you get it down to?" I asked.

She took us inside as we talked. The inside was somehow even nicer than the outside. Everything was new and modern looking. The house had tons of glass and felt very open and inviting as well. "Florida agents work for the deal," she said.

"What's that mean?" I asked.

"We're not supposed to get involved in price haggling," she said. Something about the way she said it sounded less categorical than the words might otherwise have been.

"What are you supposed to do then?"

"Well, my responsibility is to ensure that the deal gets done and all parties are... satisfied." She walked towards me and now I did feel a little hunted. "So tell me, Jay." Her voice was a throaty whisper as she stood just inches from me. "What can I do to make this deal happen?"

"I... uh...," I stammered.

"I REALLY need this deal to happen," she said. I could feel the heat practically radiating off of her. I looked over at Carly who licked her lips and had a twinkle in her eyes. Kyrsten was watching us with a self-satisfied grin.

"What are you offering, Zedra?" I asked. I felt like there was a game here but I wasn't sure what it was.

"I'm very desperate, Mr. Simpson. I'll do ANYTHING to get this deal done. I need that commission, Jay."

"Your 2%?" I said.

"2%? 3.5% is my going rate, stud."

"3%, final offer," I said as I stepped closer. She kissed me suddenly, tongue invading my mouth with lust.

She whispered quietly into my ear, "For three and a quarter, you can have my ass."

I pulled away and looked at her. Her big pouty lips were pursed together in a grin. I thought for about two seconds before grabbing her shoulders and spinning her around. "Fine... but if I'm paying you a hundred grand..."

"One hundred thirteen thousand seven fifty," she said smartly.

I smacked her ass, "Whatever. You better be the best whore I've ever had," I said. She groaned as I pulled her dress up revealing a lacy black thong underneath. She moved her ass almost hypnotically as she showed it to me.

"Yeah, stud. Show me what a whore needs to do to earn all that money."

Kyrsten stepped up and handed me a bottle of lube from her purse. I winked at her and blew her a little kiss and she laughed and gave me a little smack on the butt for encouragement. I didn't need any more encouragement, however. I turned my attention back to the gorgeous, caramel ass that was being exposed inch by inch. Zedra was slowly sliding up her too short, too tight skirt revealing the round, plump ass underneath. I wasn't surprised to see a lack of underwear, nor was I surprised when her well manicured fingers reached back to spread her ass accommodatingly.

"All the white boys like my ass," she said, sensing that that's where my fixation lay. It wasn't a big logical leap. It was the kind of butt that demanded attention. Carly came up behind me and unbuckled my pants. She loved the ritual of all of it. Her, my wife, undressing me so that I could make another conquest. Kyrsten nibbled at my ear and one hand was squeezing her plump tit. The two of them were practically salivating. Cuckqueaning hadn't been Kyrsten's kink when we first got together. In fact, she'd really struggled with it. But she'd eventually taken to it like a fish to water and now seemed almost as into it as Carly was.

"Fuck her good, my master... my husband," Carly said from behind me before giving Kyrsten a kiss.

"Oh yeah... fuck your whore good you big, rich stud. Get your money's worth from this whore ass," Zedra roared with lustful intent.

I walked forward, positioning my cock at the entrance to her tight, brown hole. It flexed at me and gaped slightly, obviously not the first time she'd been taken this way. "You like whoring your body out for money, bitch?"

"Fuck yes. It's even better when the bastard is an egotistical rich prick fucking my ass for pleasure."

I smacked her ass. Egotistical? That pissed me off. I didn't know what I'd done to make her think that but if she wanted an egotistical prick to sodomize her than by God that's what was going to happen. I pressed the tip into her and snarled into her ear, "Tell me what you want, bitch?"

"Gimme that big white dick, stud!" she urged.

"I can't hear you, you fucking useless cunt."

"Your fucking cock... please...," her voice cracked a little as I slid another couple inches into her. She tried to push back a little but my hands on her back held her in place.

"That's what I like. A begging whore," I said. "Beg some more bitch. I like to hear an anal whore beg."

"Please... Just fucking fuck me. Fill me up... use me... please," she whimpered. I rewarded her pleas by sliding the rest of my cock into her. Both of us let out a satisfied sigh. I dug my fingers into her soft hips and she squirmed back into me, trying to get every little bit she could in her tight little tushy.

"So you want your ass fucked, Zedra?" I asked as I gripped her hair and pulled it back, forcing her back to arch sexily in front of me.

"Yessss," she said.

"Good," I said. I shoved her head down and slammed into her three or four times. She gasped in sheer joy, giving a little squeal of delight as I pounded her thighs into the counter top. No more words were spoken, instead I hammered her and focused on two things, how insanely hot and tight her ass felt and how sexy her grunts of pleasure were as I slammed into her.

I pounded into her slick little ass for fifteen or twenty minutes before I felt Carly's warm, naked body behind me. She wrapped her arms up under mine and across my chest, pressing her hard nipples into my back. "Fill her up baby. Give her that cream that knocked your slut wife up."

Hearing Carly's sultry whisper in my ear sent me over the edge. I gripped Zedra's hips hard and hammered into her again. And again. And one final time, shooting into her ass with a surging cock. Her ass tightened around me as she had her own orgasm and cooed softly while her body spasmed and legs shook behind me. I'd pounded her so hard, her feet were no longer on the floor but just flailing in the air as the pleasure overwhelmed her. It took a minute to catch my breath but eventually I pulled out and Carly knelt at my feet to carefully wash me off with a damp cloth. She was almost reverent as she gently took the now only semi-hard shaft in her hands and delicately cleaned it, sealing the act with a kiss on the tip and a saucy wink up at me.

Zedra, on the other hand, simply reached into her purse and grabbed a large butt plug which she jammed into her slick, stretched ass. "MMm... I love being full of all that delicious white cream," she said with a grin. "And gettin' paid to get it? The best."

Carly rode back with Zedra so the two of them could discuss offer terms for the house. That gave me some much needed alone time with Kyrsten as we drove back to our Miami hotel.

"I've missed you," I said as I looked at her. It's funny how much you can forget about a person in a week. I took a moment to rememorize the couple little freckles on her right cheek and the tiny hint of a dimple that formed as she smiled.

"I missed you too," she said softly.

"You okay?" I asked, noting a hint of melancholy or sadness.

She nodded and looked at me, "I'm fine. It's just that my life is now so weird. I'm pining away for a married man and woman. I never thought my heart would be pulled in the directions it's going." I took her hand as she continued, "But I'm insanely happy and it's all so crazy. Part of me is convinced it'll all come crashing down on me. That I don't deserve it after everything."

"Because of the stuff with Jenn's Dad?" I asked gently.

"No... no... not really that. I mean, I don't know if I'll ever be fully past that. But it's part of who I am now and I'm okay with that. No... just, every guy I teased, every girl I stole a boyfriend from, every Roland I infuriated. I've been a bitch for most of my life, Jay."

I squeezed her hand, "You've never been a bitch to me. And I don't know anyone who thinks that. Remember what I said to you months ago? When we first got together?"

She nodded but whispered, "Remind me."

"Even on those days where you think you were being awful and hateful, it's not what anyone saw. Maybe inside you were thinking mean things. But on the outside, you projected warmth, compassion and friendship. I didn't know your heart then, Kyrsten, but I think I do now, right?"

She nodded, "I've tried to be completely honest with you, Jay. I think I've done it."

"Then I've seen you be passionate and considerate and kind and loving. You're all the things that I want which is why I'm going to figure out a way to make you my wife in every possible way. I want you with me forever, Kyrsten. With us."

Kyrsten blushed, "I love you, Master."

"I know. I love you, too," I told her. She smiled warmly back at me and it made me happy to think that maybe she was finally starting to believe it all truly. Just then, my phone buzzed. I looked at it and saw the email that had come in with an attachment.

"Who is it?" Kyrsten asked.

"Irene," I said.

"Who's that?" she asked curiously. No jealousy. No concern.

"One of those two new girlfriends I found on the honeymoon," I said as I tapped the attachment to download it. It was a video file and I was intrigued.

"I like that you seem to have this knack for finding women?"

"Really? Sometimes I'm surprised by how okay with it you've become," I told her as I watched the progress bar.

"Don't get me wrong, I still wish I could have you all to myself... well... maybe Carly could share in Kyrsten's ideal playland. But nobody else."

"But you said..." I started, confused.

"That's purely a physical wish, Jay... Master. You are such a good fuck that I don't want to go without. But what's freeing with you is that I don't have any emotional concerns. I know you love me. I know you'll keep me safe and won't hurt me. I know you'll always come home and kiss me and then remind me of why I love being fucked by you. And because of that, I can enjoy the benefits to your philandering. Yeah, I don't get to be fucked by you every time. But I get all these other playmates to play with and enjoy. I never would have realized how much I love pussy without you and Carly leading that charge." Her face beamed as we coasted to a stop. The draw bridge into Miami had come up and we were stopped, waiting on the road. Kyrsten turned and looked at me with those wide, innocent green eyes. I leaned over and kissed her, tasting her lips on mine, savoring the intimate moment. Somehow talking to Kyrsten about her emotions always felt like this weird catharsis for me. Like I was getting to know her deeply in a way that I craved. She pulled away from our kiss and whispered, "While we're stopped, show me what your new slut sent you!"

I laughed and grabbed my phone, turning it on its side as I hit the play button on the video. Suddenly, Irene's face was in view and she was saying, "Fuck... I already miss you, Master. I know I won't see you for months but just these two days have been IMPOSSIBLE. I feel like a bitch in heat, Master."

"Holy shit, Jay. What did you do to that girl?"

"Fucked her every morning for a week?" I asked with a wide smile.

"Oh... that makes sense," Kyrsten said and gave me a little smack on the shoulder. "I'm already jealous of the bitch, Master."

We watched as Irene's face contorted in pleasure. We both thought she was pleasuring herself but then she panned the camera down and said, "Someone wants to say 'hi', Master." Lying between Irene's legs was, perhaps not surprisingly, the fiery red hair of my other new girlfriend, Lisa.

She was lapping intently at Irene's slit and we heard her muffled voice say, "Hoi, Maffer."

Kyrsten, "Damn you... ANOTHER redhead? How EVER am I going to compete?"

"Guess you'll have to try real hard to please me," I said and stroked her leg sending a little shiver up her spine.

"Yes, Master. You make sure to train me properly, Master. I want to always please you." She put the car back in gear as the traffic started to move again. I closed the video and we drove on, talking about logistics of the move and timing. Her employer was chomping at the bit to get her moved and selling into the lucrative Miami / Lauderdale market. And Louise was only three weeks from finishing her first year and she planned on moving down for summer school as soon as that was done. Victoria had put in her two weeks at my old company and would also be joining us soon. She'd offered to help pack stuff up and had been working during the honeymoon in anticipation of a speedy move south. Thus far, it seemed like everything was going pretty well. Little did I know, bumpy roads lay ahead.


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12 Comments
DreaMajorDreaMajorabout 1 month ago

Good story, good characters, generally well enough written.

Except for instances like this:

“She only had eyes for Carly and I.”

This is illiterate. Would you say, “She only had eyes for I”?

GoldDust0402GoldDust0402over 3 years ago
Oh no

This has been an excellent story so far, I dare say one of the top 20 ever since clearwinston took everything down from their account, but that last sentence fills me with dread. There is nothing that spoils a great story quite like an author suddenly deciding there needs to be Drama! Conflict! Tragedy!

Here's hoping things don't turn out the way I'm worried they will.

AnonymousAnonymousover 3 years ago
Hope you update this soon

This new part of the story is just getting started and I can’t wait to see what happens next.

AnonymousAnonymousover 3 years ago
my favorite story

this is by far the best written story I have seen on this site, the characters are all so well written, Sherry is the MVP of the series for me too.

AnonymousAnonymousover 3 years ago
so good

agreed sherry is my favorite too

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