Carly's WMAF Fantasy Pt. 27

I thought I'd finished this story. And then I wrote a honeymoon chapter as kind of a "for fun" exercise. But then I was definitely done. And then my supporters begged me to finish out the honeymoon. But then I was DEFINITELY done. And then people asked me to keep writing and they kept giving me good ideas. So now I'm four chapters in to the next book of the Carly and Jay saga. Damn you guys! I'll be writing chapter 3,012 of this on my deathbed!!

Seriously though, the outpouring of support for this to continue has been really heartening. So I'll definitely keep writing the epic story of Jay and Carly for awhile longer.

My wife and I... and boy is that weird to type... My wife and I went straight to the airport from the reception. Neither of us wanted to hang around long. We were packed and already mentally checking onto the plane. As Carly said her goodbyes to her family, I took a moment with some of the girls.

"I'm going to miss you," I told Kyrsten as I held her close, our foreheads pressed together and our lips merely inches apart.

"Me too. You guys deserve some time alone though," she said back to me softly before giving me a quick kiss. "Just come back with plenty of energy to fulfill your manly duties." Her pink lips smiled up at me and I couldn't help but grin back.

"I promise," I told her before turning to Louise who was standing next to us with her hands behind her back looking very anxious.

"You aren't going to forget about us are you Mr. S?"

I smirked at the faux coquette voice she sometimes adopted. She knew the effect it had on me. "Of course not, babe."

"I just worry that a whole week with the new Mrs. S and you will realize how good you've got it."

I laughed, "A whole week of Carly reminding me that I need to seduce other women? She'll have me so brainwashed I'll be wanting to recruit half the island into a new age harem."

Louise smiled and leaned in to give me a kiss, "Only if I get to help, Mr. S." I kissed her back and gave her a little smack on the ass causing her to yelp cheerily.

I looked over to Carly who was still deep in a discussion with her sister, Sherry. I turned to Victoria who was close by and gestured for her to come over. She practically hopped over to me sporting a beautiful smile across her pretty face. Victoria had changed a lot since she'd declared herself my "work wife". She'd become more open to things and also proven how attuned to my wants and desires she could be. She wore a little more makeup now. Dressed a little bit sluttier now. Acted a little more sexy now. Case in point, she came up to me and before I could say anything she daintily placed her hand on my shoulder, "My feet are killing me Mr. S. These five inch heels are brutal." She leaned forward to take off her shoe but never took her eyes from my face. Her dress gaped open giving me a view straight down her unencumbered cleavage and down her loosely draped dress to the treasure below. She repeated the show with the other shoe, again looking me in the eyes (or she would have been if my eyes could remove themselves from the bountiful valley she was exposing). I could see her lick her lips out of the corner of my eye which caused me to snap back and see her smiling at me, knowing that she'd caught my attention for her little show. "What do you need, Mr. S? I'm happy to help with... anything."

I smiled and stroked her cheek gently, "I'm going to take you up on that in a week or so when I'm back. Meanwhile, I need you to take care of things at the office, okay."

She frowned slightly but nodded, "Of course, Mr. S. Are you still planning," she dropped her voice and looked around, "on leaving soon?"

I nodded.

"Am I coming with you?"

"We'll talk about it... but if you want, yes," I said.

She smiled and the look of concern on her face washed away. I gave her a little kiss and shooed her off so I could gather up my new bride. Carly finished kissing her sister goodbye. A kiss that, on momentary reflection, might have been the most chaste kiss I'd ever seen the two give each other. She walked up to me and practically melted in my arms, hugging me tightly as our arms wrapped around each other. I kissed the top of her head and whispered, "I love you."

"I love you too, my Master. My husband. My love."

"Carly... how would you like this honeymoon to play out? A last week of normal romance before a lifetime of sharing or a start to a grand adventure of permanent miserable arousal?"

I felt her shudder in my arms at the words and, as if that shudder wasn't enough, she whispered back, "Whatever you want, Master. WHATEVER you want."

I fished the keys out of my pocket and pressed them into her hand, "You're driving." I looked up and saw my parents talking to Sasha, my ex-girlfriend. "Sasha. Time to start paying up," I said. She didn't hesitate. She waved goodbye to my parents and jogged towards me as fast as her heels would allow. My Mom got a funny look on her face but before she could say anything, Max walked up and introduced them to Starla.

Sasha walked up beside us as Carly and I were still hugging, "Sasha, you're riding to the airport with us."

"Yes, Master," she said without hesitation. The grin on her face was easy to read. She was happy to finally be asked to do something. I could see the curiosity and mischievousness in her eyes and was briefly reminded of the good times while we were dating. Carly and I waved goodbye to everyone and ran to the car, being showered with bird seed and laughing the whole way. Carly zipped around to the driver side while I reached back to beckon Sasha to join us. The people outside of our inner circle all watched in confusion while all of our friends simply laughed as I ushered Sasha into the back seat and then slid in next to her. I closed the door behind me and pulled Sasha down as I was already unzipping my pants. Carly put the car in drive and started out of the parking lot, adjusting the mirror so she could see my eyes. I winked at her and she blew me a kiss back just as Sasha's lips enveloped me.

My expression must have changed because Carly asked, "Is she good, Master?"

"Oh yeah," I said, "I'd forgotten how good at sucking cock she was."

"Really? I had just assumed she was kind of a prissy, too-good-to-suck-cock, kind of girl."

"Nope... for all her faults, that wasn't one of them," I said as I gripped her ponytail and controlled her pace. "Maybe I should bring her on our honeymoon as my personal fluffer? To keep me hard for all the girls I'm going to be fucking."

Carly laughed, "If you want, Master. Though I'm happy to provide those services as well."

"Sure... but then you could also have someone to lick your little pussy all week while you watch me make conquest after conquest."

Carly shuddered at the thought but said, "I'd prefer to not cum, Master. I would rather only ever cum from you for the rest of my life."

"I love you, Carly."

"I love you, too Jay."

"But who said anything about you cumming this week?"

Her eyes got wide, "You'd bring your EX-girlfriend," she said with emphasis, "Make her suck your cock to get it hard for other women. Then you'd have her edge me but not let me cum while you made me watch?"

I nodded then leaned my head back as I continued pushing Sasha up and down on my shaft.

"That's so deliciously cruel, Master. I would be totally okay with that, you know."

"I know, slut. And maybe my next honeymoon you can serve that role for Kyrsten. But I don't want this cheap whore on our honeymoon," I said. This time I held Sasha down on my cock until she started to sputter. When I let her up, she looked up at me with a worshipful, submissive look. Her eyes were a bit of a teary mess already.

"Thank you, Master. This worthless cunt doesn't deserve to share in your honeymoon, Master."

I looked at Sasha and my heart went out to her. I had to remind myself that her biggest crime was being naive and getting manipulated. To manipulate her more seemed hardly fair.

"You do deserve happiness, Sasha. But not yet. Not with me yet."

"Yet?" she asked hopefully.

I laughed and guided her back down to my cock. "We'll see." She wordlessly engulfed my cock again, sucking it into the back of her throat with renewed passion and vigor.

"So Carly, how many women do you think I will hook up with this week?"

"I think the over/under for the group pool is 6, Master."

"You guys started a betting pool for women I'd bed?"

"Yes, Master. The girls thought it would be an excellent idea. There's two grids that the girls made. One is number of new women and number of new girlfriends. I have 7 women and 1 new girlfriend. The other is number of orgasms given vs. received. I put that one at 30 given and 15 received."

"You think I'm going to give 30 orgasms to 7 women this week?"

"You're a very generous lover, Master."

Sasha murmured her agreement with that sentiment as she continued to bob up and down on my surging cock. "How much is in the pool?"

"It's not that kind of pool, Master."

"Huh?" I said. The blood was rushing away from my brain and I thought I might have misunderstood.

"Well we all have pretty different income levels so we decided money wouldn't be fair to wager."

"What did you decide?"

"The winner of the orgasm pool gets to be your plaything for a week. The other one gets to set you up on a date... I really hope I win the second one."

I couldn't help but laugh. The idea that these girls were betting for sexual favors for me just seemed too preposterous for words. Of course, looking down at Sasha's dusky brown hair as she furiously tried to suck all of my cum from my balls reminded me I was living in the craziest timeline.

"Hrmm... which one of my sluts has the hottest group of friends with untapped potential?"

Carly frowned, "You don't want me to win, Master?" Her face looked sad but I could tell from her tone she was amused.

"Tell me, babe. If I wanted to have the hottest slut servicing me in the future, who do you think would do the best job of setting me up?"

"Hrmm... I don't honestly know, Master. Kyrsten or Rebeccah... oh... or Alex with all of her dancer friends. But they're not local... I guess neither are Kyrsten or Rebeccah's friends."

"They'll be more local when we move down to Florida. Or maybe I should bet on the future. You, Kyrsten, Louise and Victoria will have to make all new friends in Florida. Who will have the hottest friends when we move down there?"

"So Victoria is coming too?"

I smiled, "You caught that, huh?"

Carly nodded, "That's good. I really like her. And she is head over heels for you. But to answer your question... Louise. She'll be going to school and can provide you with an endless string of eager to please coeds. Just imagine the parties we'll be having," she said. I did and the litany of mental images made the damn burst. I erupted without warning into Sasha's sucking mouth. She made happy, pleasant sounds as she slurped it all down, not letting any of it go to waste.

"You swallowed?" I said. As good as her blow jobs had always been, swallowing was never her thing. She was disgusted by it. Or so she used to say.

Sasha sat up, wiping her mouth in the process and smiled a small, tight smile. "Yes, Master. I was told I should always either swallow your cum or wear it."

"Told by whom?" I asked with curiosity.

"Uhmm.. Carly, Kyrsten, Louise, Sherry, Rebeccah..." she said listing off my girls and not showing any signs of stopping.

"We're always looking out for our Master... Master." Carly caught my eyes again in the mirror and smiled.

"Okay... then what does Louise have in the pool?"

"That's not really in keeping with the spirit of the bet, Master," Carly said. Her eyes sparkled in the rear view mirror and she squirmed a little.

"Does the idea of me cheating at the game, so that my girlfriend can win a bet that lets her set me up with other sluts to bed turn you on, Carly?

Carly's eyes rolled in her head and Sasha answered for her. My ex-girlfriend's voice was deep and breathy in my ear, "It turns all of us on, Master. Do what you want to take what you want. That's all we desire."

I slid my hand up Sasha's thigh until I felt the warmth emanating from her core. She resisted the urge to squirm towards my thick, teasing fingers. "So tell me, Carly. What do I have to do to obligate Louise to be my little slut seeker while she's going to school?"

Carly composed herself and chuckled, "I'm pretty sure she'd do that no matter what, Master. We all would."

"Yeah... but I like the idea of her being required to."

"7 girls, 2 girlfriends, Master."

"Perfect. I'll shoot for that and if I don't get there, you'll take home the prize."

"Mmm... No I'm going to be so torn when you're at 7 and 1, master. Whatever will my little bimbo head decide upon?" She said the last with a sing song, vapid voice that made my cock twitch slightly. Sasha noticed and leaned down to nuzzle my cock a little more while we finished our ride to the airport.

When we arrived, it was, as always, a zoo. We got our bags and Carly gave Sasha the keys before leaning over to whisper something in my ex's ear. Sasha shuddered and blushed as her eyes flicked over to me. She smiled and nodded back to Carly who came over to join me. "What was that all about?" I asked as I wrapped my arm around her slender waist.

"I'll tell you if you want, Master... but I think it would be better as a surprise."

"A sexy surprise?"

"Always, Master. You know how sneaky us Asians can be," she said with a playful smirk. I gave her ass a little pinch and she giggled before snuggling back into my shoulder as we walked. The rest of the airport trip and the flight were uneventful. Unfortunately, the flight was absolutely packed both on the first leg and the second. Fortunately, I was absolutely blown away by my wonderful new wife's honeymoon plans. I was a little surprised when our flights had us heading for Paris. When Carly handed me my final destination ticket that said "SEY" on it, my eyes bugged out a little. "The Seychelles?" I asked.

She nodded and smiled, "Not just any old random Seychelles luxury resort either, Master. Only the best for you. North Island." Her tone clearly indicated she'd know what that meant. I was baffled.

"Fill me in?"

"It's where William and Kate had their honeymoon?"

"So I'm guessing it's nice?"

"And private and only populated by super high end individuals. Only the best for my Master," she said the last a little too loudly and we got a funny look from a security guard. I had a momentary panic that we'd be arrested on human trafficking charges or something but Carly just giggled and waved to the man with a friendly, disarming smile.

"How much did this cost?"

"Less than you think," she said a little defensively as we handed our boarding passes to the attendant.

"Well... I'm thinking 50 grand."

"Pretty close actually," she said, "48 with the plane tickets. Although my new wardrobe pushed it over 50 if you make me count that."

"You bought a whole new wardrobe... wait... you only had the one bag," I said in confusion.

"Of course, Master. It turns out sexy, slutty things pack very well."

She looked at me with such a sweet, innocent expression that I had to lean over and kiss her. Our new life together was starting out almost as interestingly as our dating life had begun. We both slept on the flight from Paris to the Seychelles. Upon arrival, we were greeted by a car service that took us privately to a boat that took us out to our final destination. "People usually take helicopters but a boat seems so much better, don't you think, Master?" she asked me, not caring that the driver of our small seagoing vessel could hear. When she knew she had my full attention, she peeled off her shirt revealing the tiniest, sheerest bikini top I'd ever seen. It was white and nearly transparent. It barely covered her nipples but did nothing to obscure one's view of them. I momentarily forgot all plans of bedding other women and simply wanted to spend a week fucking this beautiful woman who was the love of my life. Carly's eyes twinkled knowingly before she flicked them slightly back to the boat's driver.

With all that had been happening over the last hour or so, I really hadn't even noticed. Apparently being in a tropical paradise really messes with your radar for these kinds of things because the driver was stunning. She looked young, maybe 22 or 23, with light brown skin that had been honed to a gorgeous bronze by the sun. She might have been latino or Indian, it was impossible to tell. She was wearing a tight blue polo shirt and short brown khaki shorts that showed off her gorgeous legs. She caught me looking and smiled before saying, "You're very lucky, Sir. Is this your honeymoon?"

"That obvious?" I said returning her smile.

"A safe guess more than an educated one, Sir. Honeymoons are about 40% of our clientele."

"What's the other 60%?"

She shrugged, causing her small, pert breasts to rub against her shirt. I was grateful for the sunglasses I was wearing that she couldn't see my eyes flick down as I studied her. "Bachelor and Bachelorette parties, the occasional family vacation or corporate retreat. We also get a fair bit of repeat business because people love it so much here."

I can imagine, I said as I looked out at the gorgeous open ocean. The small town of Victoria seemed to exist almost purely to support tourists. Not surprising given how close to paradise this all seemed. I turned my attention back to Carly who sat there smugly looking at me and holding up a single finger. "That's your first one," she was saying silently.

"What's your name?"

"Irene," our driver said over the loud roar of the speedboat's engine. "Irene Adler."

I raised my eyebrow, "Like the Sherlock Holmes character?"

She laughed, "My mom liked the character and thought nobody would ever notice."

Her infectious laugh sounded lovely despite the competing noise, "How's that working out?"

"It was fine for about 15 years. Rarely ever came up. Then Benedict Cumberbatch came along and suddenly everyone knows it."

"Bummer," I said.

"It was right up until he came for a trip to visit last September. It was nice to have a conversation starter with someone like that."

Carly and I busted out laughing, imagining the scene. Irene's blush indicated that maybe there was a little more to the story than she'd indicated but I didn't want to press. That was her business.

"How long have you been working here?"

"This is my first year. I wanted to have a gap year after college before going into the real world. This seemed like an amazing opportunity."

"I bet. You probably meet all kinds of people."

"Yes, Sir. Some of them have very interesting lifestyles," she said with a crooked smile as she nodded towards my wife who was sitting there watching us. She wasn't being at all subtle about her interest.

"Well we're no exception," I said, deciding to go with the direct route for once. Honesty being the best policy and all, "We're hoping to have a pretty unconventional honeymoon."

"How unconventional?" Irene asked. She flipped her curly brown hair back to the other side of her face, giving me an unobstructed view of her beauty.

"No sex for my wife," I said. Carly simply smiled and nodded her agreement.

"I assume that restriction doesn't apply to you?"

"Why would it?" I asked as I stepped just a little closer to her. I didn't want to loom over her but stood about a foot from her, drawing myself up to my full height. She was only about 5'4" so it forced her to look up at me which she did without hesitation.

"It shouldn't, Sir. I suspect you'll find all kinds of interesting things... and people... to do here."

"Are you the one that will show us around this week? I'd like to see more of you?"