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Chapter 25 (Bachelor Party)
🕑 Added 2019-11-21 22:19:29 +0000 UTC
I don't think this chapter is finished (I literally just finished typing the last sentence and wanted to post it to you guys ASAP). I want to flesh out a couple of sections and spend a little more time at the party itself. But I was really excited at how it came together. Also, if anyone guessed THIS ending, more power to you. You should buy yourself a Lotto ticket ;)
Chapter 25 (Bachelor party)
The day after our little sex romp was the day of the big bachelor party. Guests were beginning to arrive and Carly’s nervousness was boiling over. I’d tried to reassure her but I was quickly learning that there’s only so much a fiancee can do to reassure the one who’s flipping out.
“Carly, take a deep breath. We’re going to get through all of this,” I told her for the eighth time that morning. Someone unfamiliar with our lifestyle might have found the scene comical but this was pretty much everyday for me. Carly was leaning over the counter, wearing a studded leather collar emblazoned with the word “SLUT” along with a lace garter belt and stockings and five inch heels. She was working on her wedding planner and making phone calls to, I think at that moment, a florist as I recall. Meanwhile, I was getting a blowjob.
My girlfriend, Kyrsten, was currently deep throating my cock, sucking harder and harder while looking up at me with the most submissive eyes imaginable. I went back and forth with my eyes, watching Carly’s ass as it shifted back and forth subconsciously then watching Kyrsten’s eyes as she looked at me pleasingly.
I felt hands stroke my chest from behind. My secretary, Victoria, pressed her big tits against my back. I could feel her rock hard nipples poking into my shoulder blade and I turned around to pull her head forward for a tender kiss while my other hand held Kyrsten down on my cock. I broke the kiss with Victoria and yanked Kyrsten off my cock before standing up and padding over to Carly. I put my hands on her shoulders and massaged them lightly, “It’s going to be great, babe.”
“I know, Master. I know. But I’m so worried. And I want to do it right and have everything be great but also honor us and not keep secrets but also not bother people and definitely not offend people and…” she said all without taking a breath.
“Shhh…,” I told her and hugged her tight, “You’re rambling like Rebeccah, babe.” That broke the tension and we laughed. I stroked her back as I held her in my arms. “If it helps, I’ve got the bachelor party all planned.”
“I’m glad, Master. But that doesn’t really help me.”
“Oh trust me, you’re going to love it. You’re kind of the center of attention.”
“What? Master… You’re not going to… you know… share me…”
“Of course not you silly slut. We established that fact last night pretty clearly didn’t we? You’re my fiancee, mother of my children and soon to be my wife. No other flesh and blood cock ever gets your holes.” She looked relieved, “But you’re going to love it, I promise.”
---
I walked around the room and surveyed everything. We’d rented a penthouse luxury suite for the night at the Ritz. It cost… well… it was fucking expensive. But I needed the space. There was going to be a lot going on tonight and it was important that it come off perfectly. I’d had to pay a lot of money for the room and even more for all the accoutrements but it was worth it. Tonight would be a party that everyone would remember.
I checked on the last few items and then made my way downstairs and grabbed a cab to the office. Saturday work wasn’t unusual and many of the party attendees were working. I checked my watch, noting that the pre-planned time was fast approaching. I’d already coordinated with the partners to make sure that the Saturday work didn’t extend too far. Since it meant a little less overtime paid, they were okay with it.
When I got to my office, Victoria was sitting at her desk, smiling up at me, “Ready for your big night, Mr. S?”
“I am. Everything looks great at the hotel. Thanks for your help,” I said. I quickly glanced around and made sure nobody was around before reaching down with a finger and pulling her shirt down so I could see her well presented breasts resting atop her shelf bra. Nestled in between those massive mounds was the little gold crucifix that she always wore. She was very religious. A fact you’d never guess if you saw the way she begged to be fucked.
“Anything for you, Mr. S,” she said, teasingly emphasizing the “anything”.
“You know what you’re supposed to do tonight?”
“Of course, Mr. S.”
“Natalie will be there around 5 to help you. Everyone else has already been informed of their arrival times and you’ve got all their contact info in case anyone is late.”
“Yes, Mr. S. I promise that you and the future Mrs. Simpson will have a perfect evening and an unforgettable bachelor party, Sir.”
Victoria was the only person that really knew the full extent of what I had planned tonight. She’d helped me orchestrate and kept me sane as what I was doing was, while not as complicated as planning a wedding, required a level of stealth that wedding planning rarely contained. The fact that she’d done all that while also helping Carly plan the wedding showed how wonderful she truly was. “Thanks, Victoria. If all goes according to plan, you won’t be able to forget tonight either.”
“You figured out my secret motivation for making it a good night, Mr. S,” she said with a warm, flirty smile. She must be really turned on because that wasn’t very like her. I returned the grin and went into my office to tie up some loose ends at work so that next week I could just relax.
Right at 5:15, Tabitha came in exactly as planned. As planned, the general staff was long gone and the only people left on our floor were people coming to the party. Which was good because Tabitha’s performance was spectacular. She was wearing a tight fitting suit jacket and ultra short mini-skirt along with a little cap. She looked like a chauffeur in a porno. Which is, exactly what she was going to be tonight. “Your ride is downstairs, Sir,” she said formally. Her smile and knowing twinkle in her eye told me she was pretty eager for tonight.
“Did you pick up the other guests?”
“Yessir, they’re all loaded up and ready.”
“Excellent. Alright folks, who’s ready for a helluva party?” I asked to cheers all around. It wasn’t a large group, Victoria had already left to go get things ready. Daphne was the only woman from the company coming, along with Hideo and Dave. I’d invited all three partners out of courtesy but I’d made it pretty clear what was going to happen so Ms. Blake had tactfully declined. Mr. Wade and Mr. Ryan, however were quite happy to participate. Four other guys were also coming. Derrick and Tony were two of our best salesmen. When I’d first met them, I thought they were stereotypical frat guys from the Ivies. Both of them would mention their alma mater (Princeton and Dartmouth) reliably less than a minute into meeting a new person. And the way they talked about the secretaries and (female) junior analysts was pretty… locker room let’s say. But once I got to know them, I realized they were actually pretty good guys. Just a little dickish at times.
The other two guys were Tyrone, a geeky young black guy from IT and Herman, a hispanic kid who just finished his internship. Normally, I wouldn’t have invited someone so junior but he was remarkably mature for his age and he’d just smacked around everyone in the March Madness bracket that I run. This seemed like a good reward.
The ten of us went downstairs. At this point, only Dave and Hideo really knew anything about my lifestyle so Daphne kept a little apart from me though I could see her hands twitching with arousal. “So, Daphne isn’t it?” asked Mr. Wade in the elevator.
“Yes, Sir,” she said nervously.
“Bit unusual for a young lady to come to a bachelor party, isn’t it?”
“Well… uhmm… Jay… err… Mr. Simpson invited me and I didn’t want to refuse.”
“Simpson, you didn’t demand your subordinate come to this did you?” he snapped.
“Uhh… no sir… This was her choice,” I told him.
“Good… good… Well Daphne, I’ll be watching you tonight. If you are uncomfortable, you just let me know,” he said. I wasn’t really sure if it was white knighting, flirting or just an older man trying, albeit awkwardly, to comfort a young woman.
“Don’t worry sir, a couple other… young ladies… are also attending.”
“Well, Mr. Simpson. I’m already intrigued by this little soiree you’re throwing,” Mr. Ryan said and the two partners nodded at each other.
We followed Tabitha out to the curb. I think there were ten sets of eyeballs all staring at her ass as she swayed sexily back and forth. Even Daphne looked entranced. When we arrived outside, the party bus was waiting. It was a large purple bus with blackout tinted windows. I’d rented a it for the night, knowing that some people were going to get completely plastered. I figured it would definitely be necessary. The idea had actually come together when I found out Tabitha’s courier company also did limo and party bus rentals and Tabitha helped out on the weekends. The door opened and Roland was there, fist outstretched as he took my hand.
“Brother… this is awesome. We are gonna have fu-un tonight, my man!” he pulled me up the stairs and my eyes started to adjust to the dim interior. My little brother, Max, was there along with Jenn, Roland’s girlfriend. Maureen, my neighbor whom I’d started fucking a couple weeks ago, was also there, flirting with Max, and so was Jackie, Carly’s college roommate and former mistress. They all greeted me warmly, and I took a spot between Maureen and Jackie. Maureen instantly detached from my brother and leaned into me while I put an arm around each girl possessively and gave them both a long, tender kiss.
“Damn, player,” Tony said with a whistle.
“You got some stones, my man,” Derrick said and extended his hand for a friendly fist bump.
“Guys, this is Maureen, my neighbor and this is Jackie, Carly’s college roommate and former lover.”
Mr. Wade’s eyes twinkled mischievously as he appraised me. Mr. Ryan simply sputtered, “I’m a little confused, Simpson…”
“You could say that Carly and I have a… semi-open relationship. I can date whomever I want and she can’t.”
I put my hand meaningfully high up on the thighs of both girls as I watched the two partners exchange a glance. Clearly they didn’t know what to make of all of this.
“All the girls you meet tonight are my lovers,” I said simply.
“Hey… almost all the girls,” Roland interjected, putting his own arm around Jenn possessively. She leaned away from him slightly and gave him a meaningful look, “Well sure… fine… once… but it’s not like you’re ‘lovers’,” he said making half-hearted air quotes.
She grinned back at him and gave him a kiss, “That’s all in the past, lover. You’re the only one for me.” Her voice was sweet and tender and Roland melted.
“You two used to date?” asked Herman, somewhat skeptically, I thought.
“Oh no,” Jenn said and Herman looked surprised for a moment, “He just fucked me good last night is all.”
Roland scowled but then let it pass over. He knew why it happened and I hoped he’d gotten past it. He’d traded Jenn to me for a chance at two of my other lovers. One of whom was Jenn’s little sister, Rebeccah. So he didn’t really have any room to complain. I leaned over to Herman and whispered, “My life is weird and wonderful, man. Don’t try to figure it out. Just go with it tonight.”
Herman nodded, still trying to process how someone like me could have landed all these girls. Plus others. Maureen caught his eye and held her hands up, separated by nearly a foot and a half as if to indicate a mammoth size. Herman’s eyes bugged out and Tyrone choked on his drink, spluttering. “Stop,” I said to Maureen and she and the other girls started laughing. Daphne as well which didn’t go unnoticed by the partners.
“Her too?” Mr. Ryan added, pointing to my blonde co-worker.
I simply nodded.
“Very interesting young man working for us,” he said.
“Hey… I’m a partner, now. Working WITH you,” I said with a wink.
“Fair enough,” the man said and went back to sipping his drink.
Tabitha started the car and we all chatted, getting to know each other. Daphne was a little put out with Maureen and Jackie seated next to me but that quickly stopped being a problem when I pulled her onto my lap.
“So here’s the rules for tonight, folks. Follow my rules, everyone will have an amazing time. If you want to get laid tonight, it’ll definitely happen,” I said and the group cheared. “All you have to do is pay attention to the system. Red collar means they’re off limits to anyone they’re not dating. Yellow collar means you’re free to touch and kiss them but you have to ask for anything beyond that. Green means anything goes.”
There was a chorus of nods and affirmatives. Maureen, Jackie and Daphne all pulled out yellow collars and put them around their necks seductively. Jenn’s was red which Roland smiled at as he helped her clip hers into place.
Again, nods and acceptances from everyone which I fully expected. “Has everyone got their forms?”
I’d organized a group discount for STD tests from a doctor near the office. Everyone had a clean bill of health as of Wednesday when they took the tests so everything looked good. “I’ll let you know the rest of the rules as we go. But don’t worry… You’re gonna have all the fun you can handle tonight.”
The group started to loosen up after that as the booze began to flow. Maureen went back to flirting with Max and Jackie started talking to Derrick and Tony. Daphne and I went and talked to the partners, while I’d said the girls were free to do what they wanted, and I truly meant that with Maureen and Jackie, I really didn’t like the idea of anyone fucking Daphne. I kept my hand on her back or her thigh, making my intentions clear.
“So this… uhmm… lifestyle of yours,” Mr. Ryan started.
“It’s called polyamory, Sir. And specifically my fiancee is what’s called a cuckquean… sort of the opposite of cuckold,” I said as I looked over at Dave and caught his eye. He’d heard me say that word but not the rest and I’m sure he wondered if he was being outed already.
The senior partner’s eyes widened, “And she’s just… okay with it?”
“All of my girlfriends are okay with it. You’ll be able to meet them later, Sir.”
“You’re definitely an intriguing young man,” Mr. Wade said admiringly.
“Thank you, Sir. I think. I do want to assure you both that this in no way affects my work performance. In fact, would it be fair to say you knew none of this was happening?”
They nodded and I continued, “I’m very discreet and I wouldn’t want to bring anything bad onto the company.”
“We understand, appreciate and agree with you, son.” Mr. Wade said. I really liked the man. He’d been my mentor since I arrived and really helped me grow at the company, giving me lots of opportunities and shielding me from internal politics when I was younger.
“What about you two? How much are you going to partake tonight? I don’t drink so I’m happy to be designated watchdog if either of you needs me to be.”
“I’d appreciate that Simpson… or maybe I should get used to calling you Jay. But yes, my wife is fine with me going to these so long as I don’t, and I quote, ‘stick my dick in some young thing’ end quote.”
“No problem, Sir. I’ll make sure you dick stays dry,” I told him and we laughed.
Mr. Wade shook his head, “I’m good. My wife is okay with my… dalliances. Just as I’m okay with hers. I guess we have a more reciprocal open relationship.” He smiled at me and I returned it.
“You’re going to feel so good after tonight you’re going to feel guilty for not calling her and inviting her,” I joked. All four of us laughed at that and I gave Daphne a light kiss before leaving the three of them to talk while I went back to Roland. Jenn was sitting between Tyrone and Roland talking and laughing with both of them.
“What are you guys up to?” I asked.
“Dude… you’ve really brought out the tiger in Jenn. I’ll give you that.” His voice was a low whisper. It didn’t sound like he was upset and for that, I was very grateful.
“Why… what’s up?”
“She wants to have a threeway with my boy Tyrone here. She can’t stop talking about being the cream in the middle of an Oreo.”
I laughed, “And you’re cool with that? I mean… we’re cool, right?”
“Look, brother. I was pissed. I ain’t gonna lie. But I always wanted her to get a little freaky and she’s been in steady ‘good girlfriend’ mode since you nailed her. So who am I to complain.”
“Good to hear it, man. I never wanted to come between you guys.”
“Yeah, right. You’d add her to your little harem in a heartbeat if you could.”
I laughed, “Well… maybe if things were different. But not while she’s dating you. I promise man.”
We gave each other a hug and I truly knew things were cool between us. When we turned our attention back to Jenn, she was breaking away from a kiss with Tyrone and looked like she’d got caught with her fingers in the cookie jar. “You okay with this, baby?”
Roland nodded and she gave him a quick peck before leaning back to kiss Tyrone some more.
The party bus rolled down the street and about 30 minutes later, we got to our first destination. We had VIP access into the nicest gentleman’s club in Manhattan, Platinum Doll’s. We walked in and were greeted with a very friendly, “Welcome, Mr. Simpson,” that made me feel like fucking royalty. Our little crew went straight to the champaign room and were told that the girls would be in in just a moment.
Tabitha had accompanied us and immediately started stripping, much to the group’s surprise. I think they thought she was just there as sexy eye candy. Her long, thick athletic legs wrapped around the poll and made it obvious that this wasn’t her first time. She twirled around the spining metal cylinder, seductively stripping off what little clothing she had until she was nude except for her heels and a bright yellow collar. Derrick and Tony were whistling loud and throwing ones at her which I could tell was getting Tabitha particularly hot. Suddenly, the music changed and out walked two absolutely beautiful blonde bombshells. Alex and Rebeccah both came out from the curtains looking breathtakingly beautiful. Alex was wearing a lace corset, garter belt, panty set and Rebeccah was dressed in a sexy school girl outfit. The two were holding hands and started dancing as soon as Tabitha cleared a spot for them.
If it weren’t for the music, you could have heard a pin drop in the room because none of us were talking. We were just staring in rapt attention as these two goddesses twirled and pranced seductively on stage for our benefit. Even Jenn was mesmerized despite the object of lustful desire being her little sister. They swayed to Ke$ha’s Timber with each chant of, “It’s goin’ down” accompanied by one of the girls doing a slut drop and licking the other one’s thigh. Tyrone and Herman looked like they’d died and gone to heaven. Derrick and Tony were licking their lips. Even Dave and Hideo, whipped though both were, couldn’t stop staring.
I pulled Tabitha to me, handed her a twenty and unzipped my pants. She smiled and simply started sucking my cock while I watched these other two move seductively around the room. The two girls started making out as they shook their hips against each other, Rebeccah’s bronzed skin contrasting to her partner’s much paler hew. Their tongues were dancing between each other and their hands exploring. Alex was expertly stripping off bits of Rebeccah’s clothing, carefully leading the less experienced girl into greater and greater nudity. The effect was perfect. When Alex strutted behind Rebeccah and reached around to violently rip the ditzy bimbo’s shirt off, the guys all cheered. It was like a damn broke and suddenly the guys were back to being rowdy and boisterous. Cheering and yelling in crude, bachelor party fashion. Eventually, Rebeccah was nude, gyrating on the ground as she licked at Alex’s pussy. The dance gave the impression of a seductive woman seducing a young girl which was very hot.
When the song ended, the two girls circled the room, giving lap dances to everyone. Tabitha pulled off my cock and joined them and, eventually, so did Daphne. The four sluts made it their mission to get every cock hard and every pussy wet in the room. Rebeccah was even kneeling at Jenn’s feet at one point, hands on her older sister’s knees as she displayed her gorgeous, naked body to her sister while she play acted at sucking her pussy. I heard Jenn say to Roland, “Still not happening, stud,” but her tone was playful.
The party was going really well and everyone was having a great time. They were getting bolder and bolder with Tabitha and a couple had even asked for blowjobs which she’d been happy to oblige them with. Truthfully, I didn’t think any of the girls were going to be declining anything tonight but I wanted to make sure everyone fully understood just in case someone did. After about an hour of this, I stood up and asked, “Okay, you guys ready for the real party?”
“Yeah!” shouted Derrick.
Tony just looked at his friend, “It gets better than this shit?”
I winked at him, “You better believe it buddy. You girls ready?”
Alex and Rebeccah nodded and reached into a drawer to put on their collars, a green and a yellow respectively.
“Wait… so they’re with you?” Herman asked, eyeing his first green collar of the night. I nodded. “And green is… anything goes?”
“Green means, ‘I’m a free use fuck toy for anyone who wants me tonight,’ yeah,” Alex said. Herman smiled and walked up to Alex. He put his hands on her shoulders and pushed her down.
“Suck it, slut,” he said. Alex simply smiled and fished out his cock. It was short but thicker than a coke can and she had to stretch to get her mouth around it.
“She’s got other holes, guys,” I said. Derrick shoved Tony to the ground as he raced to get behind Alex who pushed her knees back and wiggled her ass invitingly. Derrick didn’t waste anytime and stripped out of his pants quickly. His cock was massive and when he roughly rammed it in, Alex screamed and came loose from Herman’s cock.
“Holy fuck… is that a fucking baseball bat… geezus.” The petite Asian girl said, reaching back to spread herself wider for the massive invader.
“Enjoy his cock on your own time, cunt. Get back to sucking Herman’s cock,” I barked with a laugh.
“Yes, sir,” she said then sucked down Herman’s cock again.
Meanwhile, Rebeccah was sitting between the two partners, flirting with Mr. Wade while Mr. Ryan simply stared at what had to be the most beautiful woman he’d ever seen nude. Jenn was now furiously making out with Tyrone and Roland, alternating between the two. She clearly had developed a case of jungle fever and was determined to enjoy it. It didn’t take long for Derrick to finish inside Alex’s tight cunt and Tony instantly replaced him. He wasn’t quite as large as Derrick but still above average and Alex just took it all. Herman and Tony came almost at the same time, both of them pulling out and shooting their cum all over her face and back while she twitched with uncontrollable arousal. I just sat there, watching the debauchery unfold. I knew that it was going to get much, much more intense soon though.
“Okay, if you three are finished, we need to get to the real party. C’mon girls,” I said simply. Tabitha quickly threw on her uniform again and the other girls grabbed some thin silk robes that were hanging on the wall for exactly this purpose. We made our way outside through the back entrance and back into our bus.
“Shit man… I don’t know what else you’ve got planned but I’m 100% all-in,” Tony said as he pulled Alex to his lap and fingered her. Rebeccah was now sitting on Herman’s lap, making out with him.
My eyes flicked to Daphne who said, “Fuck that thing is a giant fucking meat stick, Derrick. Too bad you’re an asshole or I’d have been fucking you all year,” as she straddled his lap and simply sat down onto his cock. I knew Daphne was a slut but seeing her embrace it so fully and completely was still a little jarring.
“Okay guys, first we have to pick up Hideo and Dave’s significant others. They’ve been good boys all night and deserve to have some company, don’t you think?”
They all cheered but Dave and Hideo looked terrified and nervous. I knew both of them were fine with this, however. We’d talked about it in the abstract but this would be the moment of truth. We drove a couple of blocks away to where the two girls were supposed to be waiting for us. Both of the guys walked out to go get them and returned with Madison and Sherry in tow. Both girls were wearing loose dresses that flowed around them. As they got onto the bus and we started moving again, each of the two women kissed their significant others and whispered something to them. Both guys nodded and reached into their pockets, pulling out three collars. Red, yellow and green. There was symbolism here and it was powerful for them. As we all watched, the guys both tossed the red and yellow collars down to the ground and clipped the green collars in place around their partners’ necks.
“Wait… what?” Tony asked, confused.
“Tell them,” I said simply to Hideo and Dave.
“Uhmm… our girlfriends… they can fuck anyone they want,” they sheepishly said together. Though the obvious erection in their pants told everyone what they really thought.
“Hideo doesn’t even fuck her,” I said, causing the young Asian man to blush with embarrassment.
“Yup, we’re fucktoys for the evening if you’ll have us,” Madison said saucily, giving her husband a quick peck on the cheek. The guys cheered at the news that the cock to pussy ratio was improving, especially with two such attractive specimens.
I lost track of all the craziness that happened as we drove to the hotel. I know at least Sherry and Madison got fucked because they both thanks me as we all stumbled out of the bus upon arrival at our final destination. Alex already looked a mess with cum covering her hair, face and tits. Rebeccah too looked a little cock drunk as she giggled like a good little bimbo and made out with Mr. Wade.
We parked in the garage and took the express elevator to the penthouse. When the doors opened, the guy’s expectations were completely blown open. First of all, the room was huge and opulent, just like you’d expected. But your eye couldn’t linger on the general fanciness to the room because right in the middle was a blindfolded woman bent at the waist. Her hands were tied together and stretched backward, secured to a hook in the ceiling and her legs were held four feet apart by a metal bar and ankle cuffs. The position of her arms was such that her whole body was bent forward and her head was right at cock level. She had a ring gag in her mouth that kept her mouth gaping wide and she was already drooling on the floor. Starla had never looked more beautiful. Other than the green collar and a pair of heels, she was completely naked.
As the guys stood there, mouths agape, I grabbed Maureen’s hand and led her to a wooden contraption next to Starla. I roughly pushed her into it, securing her firmly in place before I took out my pocket knife and cut her clothes loose. She too got a green collar. “Jay, you sure about all this? Are they cool?”
In answer, I picked up the remote off the nearby bar and hit play. The TV flared to life and you could see Starla sitting there looking nervous. “My name is Starla and I give all the men in the room permission to use me in literally any way they see fit. No matter what I do or say. Even if I protest. Actually, especially if I protest. That’s my fetish,” she paused for a moment before Maureen entered the frame.
The two women kissed in the video which caused a little whoop of joy from the guys before Maureen added, “Same with me. Only I don’t even want you to treat me like a person. This bitch wants to be raped,” she said pointing at Starla who blushed both in the video and real life, “I just want to be a fuck doll. That’s my fetish.”
“This is some kinky shit,” Tyrone said, looking at me before glancing at Roland and Jennifer.
“Just remember the rules and it’s all good,” I reminded them. They all nodded. You could tell what they were thinking though. They were all ready to obey basically any rule because they didn’t want to take even a tiny chance of ruining tonight.
We walked a little further in and the last surprise of the evening became instantly apparent. There, against the wall, were three St. Andrews Crosses I’d had constructed. Each one had one of my girlfriends tied securely to it. Carly, Kyrsten and Louise were already staring at me with wild eyed expressions. Victoria had prepared them perfectly for me. Each one was completely naked, wearing only a ball gag… as if that could even be called ‘clothing’. Each one had a vibrator strapped to them, buzzing away. They’d obviously already cum a couple times each and they were looking deliciously broken. Carly’s eyes found mine and I could see the desperation in them. I simply winked at her and she groaned as another wave of pleasure washed over her.
I clapped my hands together, “Well guys, I think that’s everything… oh… no… two more girls are here to help out.”
Victoria and Natalie walked out wearing skimpy little french maid costumes that showed off their asses and tits well. Natalie’s green collar and Victoria’s yellow collar drew the guy’s attention and interest. I could see the hungry look in their eyes as they surveyed the delights in front of them. I’d managed to accumulate quite a collection of homemade porn and I had it on a continuous loop playing. I’d mixed in various confessionals of each of the girls. I was inspired by Natalie’s original one but, in honor of Carly, I made each girl shoot a new one where they were performing some perverted sex act for me and wishing Carly marital happiness at the same time. My favorite was the one where I was plowing Sherry while she begged me to breed her. Her voice shrieking, “Give your cum, Master. Breed me and make me useful,” played out causing her to blush in both arousal and embarrassment.
As the video played, the guys loosened up. Predictably, Derrick and Tony were the first to act.
Derrick started stripping off his shirt and Tony was only slightly slower. “So this little bitch wants some cock?” He said as he walked over to Starla.
Starla thrashed and murmured a vague “No” through her open mouth.
Derrick grinned and smacked her ass, “Shut up bitch. We all saw the video. We know what you really are.” He lined up his cock and slammed it into her cunt hard. She screamed an exultant scream that was quickly muffled by Tony’s cock sliding through the “O” her mouth was forced into. The two quickly found a rhythm as they fucked her hard. I knew these two would be perfect for Starla and Maureen and I wasn’t surprised to see them start with those two. I looked over to see Tyrone was making out with Jennifer as Roland watched. I could see the war in Roland’s eyes as he tried to figure out what to do.
Jennifer must have seen it to because she came up for air from making out with Roland and said to her boyfriend, “Tell you what, baby. You go flirt with those girls and figure out who you want to sample tonight but then you come back and you tag team the shit out of me with Tyrone. Then you can have all the pussy you want after I get that first big load.”
Roland smiled and nodded before drifting away and leaving Tyrone and Jenn getting busy in the corner. I looked over at Herman and my brother, Max, who were just standing there awestruck. I walked up to them and patted both on the shoulder. “A bit much, guys?”
My brother’s jaw was about three inches off the floor. “I had no idea this was your life,” he said while staring in awe. Sadly, he and I hadn’t gotten much time together. With everything that had happened over the last couple days and the general business of planning this soiree, I’d managed only to confirm he’d gotten to the hotel okay and nothing else.
I patted his shoulder, “I’m still surprised, man. I wake up most days and think it must have been a dream.”
My little brother looked at me with still wide eyes. He’s six years younger than me and had recently graduated. A quiet young man, I knew he hadn’t exactly led a party life at the small college he’d gone to. As he looked at me, he started to smile before saying, “Then you realize Carly is giving you oral?”
I laughed out loud, “It’s not always Carly, little man!”
He laughed back at me nervously then looked around, “Do I… I mean there’s all these guys here.”
I understood what he was asking, “You can do as much or as little as you want. If you just want to hang out, that’s fine. If you want to enjoy the fun, do that too. It’s all good,” I said. Out of the corner of my eye, I watched as Victoria brought some drinks and set them on the table next to where the two guys were getting increasingly physical with Starla.
As I watched, Tony pulled his cock out of her mouth and shot his cum all over her face. “Fucking stupid whore,” he said as he wiped it off in her hair. As she gasped for air, her eyes met mine and I could see the twinkle in her eyes. Tony signed his name across her forehead while she continued to get pounded by his friend. Then he walked over, surveying Maureen’s predicament before smacking her ass hard. The redhead stayed still and silent, the only sign that anything at happened was a tiny curl at the corner of her lips. “Okay, bitch. I’ll make you squeal,” he said. He smacked her ass again and again, causing it to glow a bright red. He was determined to make her scream but she wasn’t complying and her silence spurred him on.
Meanwhile, Max had walked over to Starla and was looking at her. He walked around her, appraising her. As he tentatively reached out for her she shuddered as his fingers scraped her back. Max looked at me, “She really wants this?” Derrick was still pounding her and her eyes were rolled into the back of her sockets.
“You saw the video,” I said with a shrug. I walked up closer to Starla and grabbed her hair, yanking her up. “She wants to be a good girl. She needs to be a cumrag.”
Max winced slightly at my crude language but nodded. Derrick finally made a gasping noise and pulled out, shooting his cum all over Starla’s back. “Take a turn if you want, the slut is nice and tight.” Starla shuddered and moaned at the words. That was enough to reassure Max.
My brother started stripping off his clothes. “Be rough and forceful with her. She likes to feel completely owned and dominated,” I told him, then leaned in, “Fuck her ass… she’ll love it.”
He nodded but took my suggestion and slid his long hard cock into her cunt one time before pulling it out and shoving it into her ass. Starla screamed a half hearted protest but that didn’t last long. She couldn’t ignore the pleasure and arousal she was feeling and soon she was screaming with abandon at the newest violation. I watched for a minute longer before looking over to where Herman, Roland and Jackie were currently enjoying the other girls on the massive leather couch that dominated the middle of the room. Alex was dancing for them while Rebeccah, Natalie, Daphne and Madison made out with them in a big tangle of arms and legs.
I stood there with my arms folded, only dimly aware of my hardened cock as I watched the group enjoy themselves with laughter, giggles and more than a couple moans. Suddenly I felt a pair of arms wrap around me as a huge pair of tits pressed into my back. Victoria’s voice was hot and needy in my ear, “Master, everyone is having such fun. Don’t you want to have some… fun?”
I smiled and spun around, kissing her, “Yes, let’s.” I drug her over to Carly who was shaking her head back and forth as yet another forced orgasm washed over her. I placed Victoria’s hands around Carly’s wrists and leaned her forward, making her stick her ass out to me and putting the two girls face to face. I lifted up her lacy black skirt and felt her slickness. My touch caused her to moan and I slid my finger along my work wife’s moist gash. “Tell Carly what I’m doing,” I said quietly.
“He’s… he’s sliding… oh… he’s sliding his fingers along my pussy,” she said. I rewarded her by slipping a finger into her tight hole. It squeezed at my fingers in desperation and I could feel the heat radiating from her core. “Now… oh Carly… he’s fingering me Carly. It’s so good.” Carly’s eyes were alight with a lustful twinkle I’d grown to love. She looked at Victoria with neither jealousy nor anger. But when her eyes saw mine, that’s when I fell in love with her all over again. She locked onto me and forced a tender, “I love you,” through the rubber ball her mouth was stretched around.
I winked at her then smacked Victoria’s ass. “I think you need to be punished, Victoria. Do you know why?”
“N… N… No, Master,” she said.
“Because I want to,” I told her as I slid my thumb into her tender ass. Both of her holes squeezed my fingers tight as I undid the belt from around my waist. When I took my hand away, she whimpered but then quickly changed her tune as I lashed down with the leather strap of my belt. I smacked her ass several times, leaving red stripes on her ass.
With each slash of the belt, she looked at Carly and simply counted, “One, Carly. Two, Carly. Oh… ow… three Carly,” she continued until she got to 15. Her ass was bright red now and I ran my fingers along the hot cheeks, “He’s running his fingers on me. It hurts so good, Carly. You’re so lucky. We’re so lucky.”
“Would you have shared a man like Carly does?” I asked.
“N… N… No, Master,” she said as I caressed her ass cheeks. “I can’t believe Carly lets you… uhh… fuck other women, Mr. S… Master.”
“You let me fuck other women too, slut,” I said.
She replied as if the idea was truly new to her, “Yes, Master. You’re right. I’m just as pathetic as your fiancee.”
“Nobody’s that pathetic,” I said as I reached around and pinched her nipples hard. She groaned and stuck her ass out as she pressed her tits into my hand. Her butt pressed into my groin. I looked to either side of Carly at Louise and Kyrsten who were both shaking and twitching as they watched me torment my good little Christian work wife.
My fingers traced her tattoos. Kinky perversions of scripture that she’d gotten not because I’d told her to but because she wanted to. I dropped my pants to the ground and moved up behind Victoria. I pressed my cock against her cunt, teasing the entrance with my fat cock head. “He’s going to… fuck me, Carly. Our Master is going to fuck… me!” the last was punctuated with a squeal as I slammed into her. She fell forward, face pressing against Carly’s chest before she pushed herself back into me and grunted. “He’s in me. Oh God… it’s so fucking good. He’s in me and he fills me so perfectly.”
“See what you’re missing, slut,” I said to Carly. “You could have been a normal girl getting this cock all to yourself,” I said as I shoved my hips hard into Victoria. “But instead you’re going to be just a breeding hole and two fuck holes for the rest of your life.”
I’d carefully constructed this whole party based on her two darkest fantasies. I’d been planning it for months ever since she told me about them on the trip to Orlando to visit our parents. I continued pummeling Victoria harder and harder, causing the brunette’s thoughts to break down to the point where she could no longer narrate what was happening to her. I pulled Victoria’s hair hard and forced the two sluts to make eye contact. “See how happy she is? That could have been you, Carly. I’d have been a devoted husband dedicated to pleasing just you. But did you want that?”
Carly shook her head side to side emphatically. “No… you didn’t,” I said for her. “You want me to plow other sluts. To love other sluts. To breed other sluts.”
Now she was nodding as another orgasm washed over her. Carly’s muffled whimpers caused my already hard cock to surge inside of Victoria who screamed anew at the pleasurable invasion.
“So I’ve got all the pussy I need. I’ll fuck your useless cunt once every nine months so you can have a baby in you and the rest of the time, I’ll spill my seed in actual good pussy.”
Her eyes were wide and I could see the hint of tears in the corners. “Oh, don’t worry, baby. You’ll still get my cock in your other two fuck holes. I mean… if I can’t find something better to sink it into,” I said as I looked meaningfully between Kyrsten and Louise. “Of course, since my two girlfriends will be around all the time, I probably won’t ever suffer for a lack of holes.”
Carly came again, mere moments after her last one. They were getting closer and more painful as her overstimulated clit was being assaulted by the vibrator without reprieve. “Cum for me, bitch,” I said to Victoria. She didn’t hesitate. Her right hand flew to her clit and within 15 seconds she was cumming. Her contracting cunt did its job and I shot into her, filling up her cunt with my load.
“Next?” I said snapping my fingers. I’d taken a viagra before this night, knowing what I had planned. My cock was still hard as Daphne walks up, already completely naked. She assumes the position Victoria had and I slide into her moist cunt. Daphne’s only response is a long, satisfied groan.
I start hammering her hard, grabbing her tiny waist and pulling her fat ass back into me over and over. “You like that, Daphne?”
“Fuck yes, Master. Fucking hell that’s amazing cock,” she says in awe while staring at Carly. “How much of a stupid little bitch do you have to be to give up this cock. I’d never share this.”
I smacked her ass, “You are right now you little bimbo,” I said as I slammed my hips hard.
Daphne grunted, “Yeah, but I don’t want to. It’s just the only… ughh… way I can… ughh… get your fat fucking cock… oh God,” she said as she started cumming. I hadn’t fucked her for more than 90 seconds and she was spasming in orgasm.
“Next!” I shouted.
The parade continued through every girl in the room, each one taunting Carly with her new role as my breeding bitch. I could see it all piling up on Carly as the orgasms broke her down. I knew she wasn’t thinking straight and when I slid into Jackie, whom I’d saved for last, she was nearing her breaking point. And Jackie was absolutely brutal. Jackie might be the only person in the room besides Louise and I who understood Carly’s fetish and she pushed every button she could. She rubbed Carly’s belly, taunting her about her one useful attribute in life. She reminded Carly that my superior white cock was going to breed anyone I wanted. She made sure Carly understood that she was worthless, pathetic and not even as useful as Maureen, the redheaded human fuck toy.
When I finally came inside Jackie, it was my fourth load of the night and I was getting close to the limits of pharmaceutical magic. Carly was sobbing and spasming. She was a bundle of overwrought emotions and a seemingly endless series of painful orgasms. Jackie slunk away, giving me a little wink as I moved in close to Carly. “I love you,” I whispered into her ear.
She just sobbed and nodded. My hand reached down and adjusted the vibrator to be more firmly pressed to her clit. She screamed a ragged, desperate scream and looked at me. Her eyes were wide and dilated like she was high as a kite. Which, in a sense, I guess she was. “I love you and you will ALWAYS be my THREE holed slut, Carly.” I kissed her cheek tenderly and she breathed a sigh of relief, letting all of the tension out. She knew it was a game. She knew I knew it was a game. But hearing me say it gave her that last bit of reassurance.
I pulled the gag away from her mouth and she whispered, “Thank you, Master.”
I smiled and kissed her, “I love you, Carly soon to be Simpson.”
She smiled and shuddered in happiness before I put the gag back. “Now enjoy the rest of my bachelor party.”
The night descended into a regular bachinallia after that. The guys fucked the girls. The girls fucked the girls. The girls fucked the furniture. Basically girls got fucked in the widest variety of ways imaginable. Jenn got tag teamed by Roland and Tyrone while Rebeccah and I cheered them on. Herman fucked Sherry while Daphne road his face on the floor in front of Hideo. Derrick and Tony fucked pretty much everyone they could, particularly enjoying Starla and Maureen. Starla was covered in a whole host of obscenities from the multiple fuckings she’d taken. Her whole body was covered in cum but she couldn’t even hide her smile as she remained bound in the center of the room, still eager for more cock. Around 4am, the party started winding down. By this point, all the guys had so much sex that they probably wouldn’t be able to jerk off for a week. Everyone said their goodbyes and went home, leaving me alone with my three girls and Victoria who was cleaning up like a true little maid.
She came over to me as I was standing in front of the three bound girls on the wall, “I think they enjoyed tonight, Mr. S.”
I looked at them and they were all hanging there looking very ragged and completely broken. There bodies were twitching involuntarily and their clits had long since gone past sensitive, past the land of painful and were now just numb to the vibrations happening. Victoria and I started unbinding the girls, starting with Kyrsten and Louise. I looked over at Victoria who looked really good. “Who did you fuck tonight, slut?”
“Just you… Mr. S,” she said.
“Nobody else wanted to fuck you?”
“I turned them down, Sir,” she said.
I unclasped Kyrsten’s ankles as I asked, “Why?”
“Because I belong to you,” she said.
“I wanted you to entertain our guests though. Isn’t that obeying my wishes?”
She nodded, “Yes sir. And if… uhmm… well yeah… and if you asked me, I’d have done it. But you didn’t give me an order and you said the yellow collars meant you can turn people down… so I did. Are you mad?”
I looked at her, “Not even a little.”
She beamed and resumed untying Louise. When we finished with the first two, I started working on Carly. Louise and Kyrsten had other ideas. “Master, I love you so much,” Kyrsten whispered in my ear. “This was the hottest thing I’ve ever done, seen or heard of. I swear to God there’s nothing I wouldn’t do to please you right now. Just… fuck… anything.”
“MMmm… Mr. S. I couldn’t agree more. You want to rape all my holes? Done,” Louise whispered in my other ear, “You want me to find you another submissive whore to fuck I’ll go do it right now. I feel blissfully broken right now, Master.”
I smiled at the two girls then carefully untied Carly. She collapsed into my arms, “Everything they said and more, Master,” she whispered into my ear.
I smiled and kissed her, our tongues dancing in each other’s mouths as if they were long lost lovers themselves. Kyrsten cleared her throat after a moment and Carly broke our kiss, “Sorry… I’m hogging him,” she said and she pulled my face and Kyrsten’s together. We shared a long, sensual kiss before Carly’s hands guided me to turn to Louise who repeated the process. While I was kissing Louise, I felt Carly move and then more guiding of my head, this time to Victoria who was kneeling where Carly had just been. I kissed Victoria and she cooed softly into my mouth as we made out, the symbolism of the moment not lost on anyone.
When we finally stopped making out, Kyrsten said, “That was nice and all. But it’s not what I meant. I was reminding him of your gift, Carly.”
“My gift?” I asked.
Carly hopped up, surprisingly peppy considering her hours long ordeal. She danced around for a moment then held her hands out to mine to help me off the ground. “Yes, Master. Your gift. I had to have it flown in special.”
“Sounds expensive. I hope you didn’t waste any money,” I said. The girls all giggled as Carly led me to one of the back bedrooms.
“No, Master. It was surprisingly cheap,” another giggle from the girls. I looked at Victoria who was smiling knowingly. She was obviously in on this as well.
Carly practically drug me back to the last room in the small hallway. It was the designated coat room and I hadn’t looked at it since this morning. Carly hopped in front of it and put her hand on the door knob. “I know you’ll like this, Master. Just have an open mind, okay?”
“Oookay,” I said slowly as she opened the door. The room was lit up with multiple TV screens showing the penthouse we’d practically desecrated this evening. “You guys filmed this all?” I asked confused. I mean, that’s a gift but it wouldn’t involve flying anything here. I looked at Carly again and the three just laughed.
“Yes but that’s not the gift, Master. Look at the bed.”
I returned my eyes to the dim room and let them adjust a little. A woman was tied spread eagled to the large king sized bed. It was a naked body I’d have recognized instantly even if I couldn’t see her face. Across her chest in a familiar block scrypt were the words “USE ME - S” As my eyes traced up her gorgeous body, I knew what I was going to see. The curvy hips, the perfectly perky B Cups, the dirty blond hair. My eyes fixed on the thin pink lips that were stretched wide around a rubber ball gag.
Apparently, my fiancee’s wedding gift to me was my ex-girlfriend, Sasha. Well that’s interesting.
Comments
master
this is one of my favorite chapters
I'm working on it... Just took a little Christmas break but I'm back at it. I have three or four things in various stages. I need to clean up some pieces of this story and then write the wedding chapter. That may or may not be the last piece of this one for awhile. I haven't decided whether I want to time jump forward, finish Carly's side of the story or do something else with the characters.
Hey, any updates on the next chapter? I can't wait
J B
Yep, I woulda hadda been psycho to guess that ending! Psychic? Something like that... 🤪
