Carly's WMAF Fantasy Pt. 26

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The wedding that Carly has been waiting for is finally here.
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Part 26 of the 32 part series

Updated 06/13/2023
Created 08/13/2018
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Sorry for taking so long to get this up (and yes, I appreciate the soft kicks in the butt from the three of you that reminded me I was slacking ;). The world's been a little crazy lately and I haven't been thinking about these things lately. No excuse for not putting up something that was finished and ready to go though. I hope you guys enjoy this "end" to the story. It almost certainly won't be an end completely. I love these characters too much but at least it's the completion of the story that has been building. Thanks for all the wonderful feedback and I hope you enjoy.

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I stood there completely dumbfounded. It wasn't often I was truly caught speechless but there I was. Let's examine the scene objectively here. I'm completely naked. Three beautiful women are surrounding me also naked except for thick, red leather collars. Each of those girls physically looks like a mess. Their hair is ragged and sweaty. Their face and neck covered in drool from the several hours of forced orgasms while gagged that they'd just experienced. But their expressions were all positively giddy at the surprise they'd given me.

That surprise was my ex-girlfriend Sasha. She was bound, spread-eagled on a bed in a dimly lit bedroom in a Manhattan penthouse hotel room after my bachelor party. A bachelor party that had a level of decadence and debauchery unusual even for me and my weird lifestyle. On top of that, the words "USE ME - S" were scrawled in lipstick across her smooth, flat stomach. The letters were unmistakably hers and the "S" contained the little hearts that she used when signing her initials. This wasn't my girlfriends going psycho and kidnapping my ex for some sort of revenge kick. This was my ex offering herself up to me willingly. Or at least it appeared that way.

I turned to Carly who, despite the hours long ordeal, seemed to have found sufficient energy to be literally hopping up and down, clapping her hands together like a child who was just told she could have a fifth helping of ice cream. "You like it, Master?"

"How, did you...?" I stammered not really able to formulate my question.

Carly walked over to Sasha and sat down on the bed next to her. The look on her face startled me as it was positively evil looking. I mean... not really, I guess. "Evil" is too strong a word for Carly in any context. It just struck me as so unusual for her. Sinister. Scheming. Machievellian? I don't know. Whatever it was she looked delightfully devious for a moment as she spoke. "You've done so much for us, Master. Helped all of us overcome a variety of issues." She paused and looked at the girl tied up on the bed. Sasha was blindfolded but not gagged. Her mouth was closed until Carly traced her fingers lightly up and around her perfect tits. I watched the nipples harden visibly as Sasha writhed and let out a desperate moan. It occurred to me that she'd been like this all night. Listening to the activities everyone engaged in while she was stuck like this. Sasha continued, "We wanted to help you. I know this bitch," she paused and pinched Sasha's bare nipple lightly. The girl writhed and moaned on the bed, bucking her hips up lightly. "I know she hurt you. Helping you get past that hurt seemed like the only comparable gift to repay you with."

"So you thought that revenge fucking her would help me get past all that?" I asked. To say I was dubious would be an understatement.

"Oh no, Master. That was her idea," she said with a snicker. She traced her hand down and used two fingers to spread an obviously dripping cunt wide. A cunt I knew all too well though had rarely seen in this explicit a manner. "I went to talk to her. She didn't want to talk to me at first, of course. She recognized me from one of your Facebook posts. That told me she was still paying attention to you, though," Carly said with a wink.

Carly's middle finger dipped ever so lightly into Sasha's gaped hole and then slid the wetness out across her vulnerable clit. Sasha squirmed more but still kept mostly quiet. "But I persisted and we spent several hours talking. She has a lot to tell you but the gist of it is three things. She listened to two idiots she worked with about what guys should be like. She didn't cheat on you but she slept with both of them the day after you broke up. They were crap but they did help her realize how utterly repressed she was about sex. She's dated a bunch of men but she's been pining for you ever since. She knows you don't want her back. But she still hopes you'll take her back."

I could see silent tears rolling down the side of Sasha's face beneath the mask. All of the old feelings came tumbling back all at once. Both the good and the bad. I instinctively hated seeing her cry. But I also hated that I cared. It was like having my heart broken all over again. Louise and Kyrsten came up and flanked me as I still stood there watching and lost in my thoughts.

"The three of us have no specific wish for you and her, Master. Take her back or don't. Either is fine with us. But we thought... well... we KNOW that you deserved the chance to make the choice that she took away from you. And she's prepared to do literally anything... and yes... I've made sure she is FULLY aware of what 'anything' means in this context. She's prepared to do ANYthing if you'll take her back." Carly was now pumping her finger in and out of Sasha's cunt and I could see the pussy lips squeeze around my fiancee's middle finger as it plunged in and out. "She's also prepared for you to simply use her tonight and ban her from your life. She understands that's a very real possibility after what she did." Carly looked a little sad at that thought but quickly wiped it away. "So what will it be, Master? What would you like to do with your present?"

I looked over at Kyrsten and she gave me a little kiss, "It's your choice, Jay."

Then I turned over to Louise on my right, "Anything, everything or nothing. It's all fine with us... and her, Mr. S."

"Can you three give us a minute?" I asked. My voice was cracked and uncertain. The war within me was really raging now and I didn't trust myself to have this conversation in front of onlookers. Louise started to say something but Carly understood completely. She hopped up and grabbed Louise by the arm. Damn I loved her. Both... all three of them really. It was funny to see Carly so in charge but I loved that about her. She knew things were a game and she could turn it off when she needed to.

Once they'd gone and closed the bedroom door, I went over to Sasha and stood over her, just staring at her. She was every bit as beautiful as I remembered her being. In many ways, she'd been my ideal girl. Fit. Perfect tits. Tight body. Dirty blonde hair that ran halfway down her back. She struck that perfect balance of muscle and fat that really rang my bell. On top of that she was smart and fun and we shared so much terrific history. But then there was the other stuff. All that hurt and angst. All the repressed sexuality that manifested itself as anger. Hearing that she'd been taking relationship advice from a couple random guys at work just further reinforced how little she'd ever really opened up with me. It's easy when you're dating someone and sharing intimacies and histories to think that they're being completely open but people can always compartmentalize. She'd kept huge parts of herself hidden from me and it had led to a terrible, hurtful end to our relationship.

I reached out and touched the cuff at her wrist. She flinched but then relaxes as my fingers picked at the velcro. When I started to tug it loose, she whispered for the first time. Her voice was dry and ragged from lack of use, "Please not yet."

"Why?" I asked as I walked over to the bathroom and filled a glass with water.

"If you want to... to... fuck me," she said with a pause. She rarely used that word outside of the throws of passion, "I'd rather you do it like this... you know... like my note to you says," she tried to say it as a joke and her lips quirked into a tight smile before she rambled on, "But if you want to talk... I kind of want to still be like this."

"Uhmm... okay," I said in confusion. This was so out of character for her but I was willing to let things play out a little bit. I brought the water to her lips and she smiled before lifting her head to sip gratefully at the cool liquid.

"Thank you, lo..." she started to say 'lover' but checked herself, "Jay... or do you prefer, Master now?" She wasn't asking as a joke or mocking me. It was a sincere, if somewhat bizarre, question.

"Jay is fine," I said. "Why are you doing this, Sasha?"

"Carly explained it pretty well," she said.

"No she didn't. Carly barely explained anything," I had to restrain myself from shouting. Carly's story was the briefest of outlines. The barest bones to a story that I hadn't known was eating me up until I'd seen her in front of me like this.

"What do you want to know?"

"The same thing I've always wanted to know... what the hell happened to us?" I asked in exasperation.

Her lip quivered a little at the harshness in my voice but I steeled myself from giving her a break. She needed to understand how much she hurt me just like I needed to understand why it had all happened. "I started that new job at the mortgage company, right? And things were great. I was making a ton of money and I really felt like things were taking off for me and my career. My bosses really took me under their wings and... at least I thought... they were trying to mentor me. Only they weren't JUST trying to mentor me, you know? They also were trying to get into my pants pretty much from day one," she said. I could see now why she wanted the mask on. Her voice was more relaxed as she continued the story, almost forgetting I was the one she was telling it to. "They started by building me up. Telling me how great I was and how amazing a hire I'd been already. Then they started very carefully talking about how guys should treat girls. I didn't realize it at the time but they'd played it very smart. They never talked badly about you... not at first at least. Not until I... uhm... complained about you later. But at first, they just listened and then would later say something or tell a story or whatever that undermined you and who you were."

"I don't understand."

"Like the chinese takeout? Remember our first fight?"

"Of course," I said. The memory was still fresh in my mind. Every Thursday for 2 months of dating she'd gotten Beef with Broccoli and white rice from the same Chinese place. So when I took over ordering it on Thursday's, she was appreciative and grateful and thought it was sweet. Right up until one day when she interpreted it as an affront to her womanhood or something.

"I'd mentioned how much I loved that to them and how sweet it was. So they knew they couldn't go against that directly. They were smart and devious though. They would tell stories to each other about how they would NEVER choose things for their girlfriends. They talked about clothes or movies but never food. They never made that connection fully. But I did... at least subconsciously. I didn't realize their intent but I started to rethink things. They made it sound so awful. The idea that a man would ever presume anything about a woman. And the resentment started to build. I didn't even realize it. And then that day, on the way out, Harry said something like, 'Enjoy your beef with broccoli, I guess' and it sounded so awful the way he said it. Like I was to be pitied for my poor, mundane, rote existence. A routine that was imposed upon me from someone else."

"But I never..." I started.

"I know, Jay," she said and cried out a little, "I know. It was stupid but I was so high on life from this job that was opening so many doors that I didn't realize what they were doing and I was too stupid and immature and idiotic to talk to you about it."

I looked at her as she said this and I tried to imagine myself in her place. Some of it I could picture but the not talking to me about it? Why? "But you know I would have been happy to talk," I said.

"I know... and I was all those things. Stupid, immature, idiotic... but I was also afraid. I thought you wouldn't love me anymore if I tried to be my own person." She was truly crying now and the wall inside of me that I'd built up was starting to crumble. "Because that was the very first fucking idea they'd put in my head those sick fucks." I was taken aback by the vitriol in her voice. "The first day. The very first fucking where all they knew about you was that you vaguely existed. They had a whole conversation. It sounded so earnest and real but I think it was completely staged. They kept Harry's door open so I couldn't help but hear the whole thing. They talked about how bad it is when someone changes in a relationship. How hard it is when you love the routines you've developed and then someone disrupts them. They made it sound like the person who changes can expect resistance, hostility and ultimate rejection. It didn't mean much to me at the time but when I became that person. When I felt like I needed to change things... I know... things that I didn't really want to change but they made me want to change... but... but I still felt like you were going to leave me."

"I don't really understand," I said.

"I know... I don't understand either. But that's how naive I was. I got so twisted up by their little game."

"So you... you what? Broke up with me before I could break up with you?"

"Partly... partly I was angry at you for holding me back. I didn't realize how unfair that was of me at the time. I just saw you as this controlling, domineering person in my life..." she trailed off and was silent for a moment. I let her gather her thoughts before she continued, "And the irony is that not only were you not that person... but I came to realize later that I wish you had been."

I couldn't help but laugh, "So you dumped me for being controlling? Which I wasn't. But you also secretly wanted me to be controlling?" She returned my laugh with one of her own though hers was accompanied by soft sobs.

"Yes... pretty much that. I didn't want what they were selling. I didn't want some guy who doted on me and treated me like a precious doll. I wanted someone to bring me out of my shell and challenge me. You tried to do it and I shut you down hard. I basically whipped it out of you then used that against you later. It's taken me the last month of therapy to even realize that's what I was doing. When my therapist pointed it out to me in stark terms... Well... that session had a lot of crying in it."

I traced my fingers along her wrist, toying with the velcro. "So where do we go from here, Sash?"

"Wherever you want, Jay. Truly."

"I don't know what I want," I told her with complete honesty. "I don't even know if I want to go anywhere."

"That's fine, Jay. I mean... it's not... it kind of breaks my heart to even hear you say that... but I understand. I knew it was a possibility tonight. Carly... she loves you SO much, Jay. More than any woman has ever loved any man as far as I've ever known. It took me 15 minutes of talking to her to realize she loves you more than. What you have is weird and crazy and unconventional and... beautiful. You and I never could have had this because I never would have let you. Partly because I was jealous and irrational and wouldn't talk to you. But primarily because I didn't love you enough. But... but I'd like an opportunity to try."

Sasha had never spoken so openly about her feelings before. It made me think about my own emotions during our time. Nobody likes hearing that someone didn't love them enough but truthfully I hadn't loved her as much as I love Carly. Or Kyrsten. Or even Louise. Carly had taught me that the heart can love more broadly than I'd considered. But also that you can love more deeply than I'd ever experienced. The question was, could I get past all the stuff from the past and give Sasha a second chance?

"How about... how about we start over Sasha? Both of us are different people, right?"

"Yes," she said, nodding slowly. "I think that's fair to say."

"And both of us managed to hurt each other."

"You didn't hurt me," she protested.

"I did... even if it was unfairly ascribed in your mind. I did. And you need to acknowledge that and understand it and move on. We both do."

She silently nodded this time but I could see she was getting a little excited. My hand trailed down her arm causing her to flinch again but only for a moment. "So let's start over. Fresh. Let the past be gone. And let's agree that A, we'll talk to each other and B, we'll agree that if we're going to change, we change together, okay?

She nodded again, "Thank you."

"So let's talk about some things. You said you wanted me to be... what? More controlling?"

"Yes," she said with a husky whisper. I glanced down and saw her nipples harden again. My fingers itched to tease them but I held back, simply stroking her wrist which I knew she loved.

"What does that mean?"

"Like you are with Carly... but... but?"

"Not as much?" I asked with a smile.

"No... More," she whispered.

"More?"

"Much more."

"Tell me," I said, confused but also a bit aroused.

"If you made literally every decision for me for the rest of my life I would be happy."

"Seriously?"

She nodded, "It took me a long time to realize it. I... I had a lot of sex after we broke up. A lot of bad, drunken decisions. I let myself go and tried all kinds of new things. And it was all bad. Awful. Terrible. I had no connection. No trust. I couldn't relax and when the alcohol helped me relax I still couldn't enjoy it because I hated the person I was with and I hated myself."

"What does this..." I started but she interrupted.

"So I started imagining the last bit of sex we had. The last good fucking I'd gotten which was you. I started to think about YOU doing all those new things to me and it was WONDERFUL. I would come home after work and play with myself for hours and hours imagining you bending me over. You licking me. Me licking you. You holding me down. You slapping me. Even... even you spitting on me," she said quietly leaving me a little shocked.

"Someone spit on you?"

She nodded, "Yeah... and I kicked him in the balls and left. When he did it he was an asshole. When you did it... you know... in my mind... you this perfect mix of cruel and loving and I came so fucking hard, Jay. You have no idea."

"So I lovingly spit on your face?" I asked with a chortle.

She laughed back, "Something like that. But that was the night I realized what I'd done. When I came down from my high, I realized what I could have had with you. And then when Carly showed up and I found out about you guys and how you were... I realized I could have easily had it all."

I shook my head. This whole situation was bizarre. "So messed up."

"I know, right? And from that, I started imagining you telling me what to wear each morning. It became an obsession. I started wearing the same kinds of clothes that your girls wear in some of their newer Facebook posts. It's pretty obvious what you like," she said with a smile, "I imagined getting dressed each morning and you watching me. Telling me what to wear. I started eating different things at restaurants, imagining that you were telling me what to order. I've actually lost 10 pounds and have never felt better. Imaginary Jay is a great dietician it turns out."

Now I laughed. Some of the old friendship and romance felt back to me and I didn't even think about it. I just reached down and slid my finger into her. She gasped at the sudden touch and arched her back, rubbing her cunt into my palm as she moaned out a lusty, "Thank youuuu."

I pulled my finger out, surprised at what I'd done. Sasha whimpered a sad little pout but continued, "I knew it was fucked up but it got me through the last couple weeks while I knew Carly was planning this. My therapist told me it wasn't healthy and I've tried to stop but it's become a bit habitual so I still sneak some fantasy instructions into my days."