Jen & the Gloryhole Ch. 03

Story Info
Jen and Roxy bring the staff in on some fun...
3.9k words
4.19
29.8k
29
1

Part 3 of the 3 part series

Updated 06/08/2023
Created 05/13/2017
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

It had been an exciting month since Jen started her "job". Two weeks in, she brought the girl who hired her over for dinner. After dinner, me, Jen And Roxy had an amazing threesome that ended with me dumping my cum in Roxy's tight little ass. After that, Roxy would come over on the nights she was off and on nights that Jen was working and we would fuck like rabbits. Then last night, after another satisfying three way, we started talking.

"You know, I've always wanted to throw a customer appreciation event," Roxy mused.

"What? Like free drinks and burgers?" I asked with a chuckle.

"No. Something more like what Jen does at work."

"Oh really?" Jen asked, intrigued.

"I was thinking, maybe, get you and the other two girls, and myself, rent a suite at the nicest hotel, and... Oh, I don't know... It's dumb, just forget I brought it up."

"No, keep going," I encouraged. "I think I see where you are going, but I want to hear it."

"Do tell, Rox. Or I might have to keep my husband's cock out of your ass for a while," Jen threatened with a smile.

"Ok, us four girls from the store, in the suite, and invite our twelve biggest customers, and we have an..." she mumbled the last word, but Jen and I clearly hear orgy.

"I think that's an amazing idea!" Jen yelled.

"Really? I thought that maybe I was pushing the boundaries a little far."

"Well, it is pushing," I said, "but let me make some calls. I'll check prices, and if we can get a good enough price, we book it. Say it is for a private function, and leave a guest list at the counter. The customers check in, get the room number and come on up. Everything remains discreet."

"Well, bless your heart!" Roxy quipped, letting a little Southern Belle come into her voice. "I swear, you should have been an event organizer and not a soldier!"

"Comes with the job actually. I'll get prices on drinks, and see if the room will have a stocked bar or not. Then we charge a cover, make up for room and drink costs, and you girls split the rest."

"Take that back, you should have been a pimp."

Reaching over and kissing me, Jen quipped "Only if I can be his bottom bitch."

So, for the next few days, I found the cost of the room, and yes, it was stocked with alcohol (for an extra $300) and my wife and the other girls were giving out invites to what the store owner was calling the First Annual Customer Appreciation Celebration. As the husband of one of the employees, and head organizer, I received the first and only no-cover invite.

The date was set, and the owner sent Roxy and the girls with the store credit card to Frederick's of Hollywood to shop for the event. After the girls were done shopping, and took the card back to the store, and the boss gave them all the next couple days off to prepare for the big night. With nothing else to do for the evening, all the girls came over to our house for dinner and a couple drinks.

It was not the über erotic affair one would imagine. Just me and four lovely ladies enjoying a nice meal and drinks. A couple hours in, the girls decided to model their lingerie purchases, to get a feel for how their customers would react.

"Mostly naked women strutting around my living room? I'd have to be blind, dead, or gay to say no to that!"

So the girls all went to our bedroom with their purchases, then one at a time, would show off their sexy unmentionables to me.

Jen was first, and she came out in a black, faux-leather corset, black crotchless panties, garter belt, with fishnet stockings and sleeves and stiletto heels. The way her D cups tried to wiggle out of the top of the corset with every step had my loins stirring. Roxy came out next. She was in bridal lingerie. A long bone, cupless corset that made her exposed C cups seem to float, matching white thong, white thigh high hosiery, and white stilettos, she was the polar opposite to my wife. She walked up to Jen and wrapped her arms around her and they shared a long wet kiss.

"Opposites attract," I said with a smirk, before adjusting my growing cock.

Marci, one of the other girls, came out wearing a sky blue baby doll top, her smaller and firm B cup tits showing their hard nipples through the lacy material. She had matching sky blue lacy panties that were really no more than a waist band with enough fabric to cover her pussy and a little of each ass cheek. She walked up next to Roxy and turned around and bent over, showing me her perfect ass. She spread her legs enough to reveal her dampening crotch, and slowly stood up, letting her finger trace the back of her leg. When she stood all the way up, she threw her long black hair over her shoulder, and let it cascade down her back.

Finally, it was Dani's turn, and she was a head turner. She came over wearing a long sleeve blouse, but in her ensemble, she could have been a member of the Suicide Girls. She was sleeved out on both arms, and wore a sheer half cup bra that proudly displayed her C cup tits, and let her pierced nipples be displayed to the world. Her toned flat stomach was adorned with a beautiful koi tattoo that wrapped around her left hip. She had on a matching pair of tight boy short style crotchless panties, and I could see her clit ring and the ring on each pussy lip glinting in the light of the living room. More intricate Japanese style tattoos adorned her legs and tapered off to her perfect toes. Add to it her pixie cut red hair, and she was absolutely stunning.

I clapped as the girls continued to strike poses, and giggle with each sexy position they got in. "Girls, I think you're gonna make them cum before they even touch you," I told them. They all seemed pleased as they grabbed me by the wrist and pulled me back to the bedroom. I the bedroom, I was given a preview of all their "assets" as they changed back into the clothes they came in. Once they were all dressed, Roxy, Marci, and Dani all kissed me as they grabbed their stuff and went home for the night. I tried working up my wife, hoping to get some before the big orgy, but she rebuffed my efforts.

"You don't want me to be all worn out before the big night do you?"

"Babe, I could never wear you or that pussy out."

"Well, I guess you're right but maybe you will settle for this instead," she said as she pulled her panties off, and got on her knees. She inhaled my cock, and started sucking me for all I was worth. As she worked her mouth on my cock, she reached behind her and started fingering her ass. As her finger would penetrate her tight ring, she would moan around my dick, and it felt so good. She was soon taking my whole dick till her nose was buried in my pubic hair, and would swallow, allowing her her tongue and throat to massage my cock. She pulled her mouth off my saliva coated dick.

She stood up and bent over the end of the bed, sliding two fingers in the back door. "Fuck my ass, Baby. Loosen it up so when all those fat, hard cocks use it, it will be loose enough they can slide right in."

Without waiting for her, I walked up and pushed my hard cock through her tight passage.

"Fuck," she moaned, "your cock feels so big in my ass! Fuck me hard and deep! Use me like the guys at the orgy will!"

Hearing her beg for me to use her like the men will drive me crazy! I started slamming my dick home in her ass! Each thrust was accented by moans and grunts as I violently fucked her rosebud.

"Oh...oh...Uh...uh...fuck...God...fuck...me..." Jen moaned in time with my thrusts. "Cum...ing...I'm...cum...Ahh!!"

I stopped for a second as I felt the walls of her rectum start squeezing and gripping my cock, and while she was still in the throes of her orgasm, I starts drilling into her backside like a jackhammer. There was no concern for her comfort or pleasure, as I was trying to get mine. Jen was a screaming, moaning wreck as I plowed into her, begging for me to dump my load in her ass. More than willing, I gave one final thrust, burying my cock as deep as I could, and started blasting my spunk deep in her rectum.

"That's it. Cum in me. Fill your slut wife's ass with cum," Jen panted.

"Too easy," I panted back, pulling my cock from her wrecked ass hole, watching my cum dribble out.

With unsteady legs, Jen stood up and kissed me, and went about taking off the rest of her lingerie. With a sheen of sweat, we collapsed in bed, holding each other as we fell asleep.

The next two days were uneventful. Jen didn't work because the owner of the store placed an "Out of Order" sign on the booth, and let all the girls get rested up for the big show. Jen walked around the house nearly naked both days, teasing me. I tried to at least get a blow job out of her, but she held firm.

"C'mon! Why are you doing this to me?" I asked indignantly.

"I'm just trying to make sure you have a great big load. Besides, I saw the way you were ogling Dani. Just imagine playing with her piercings. Flicking your tongue on her nipple rings, and licking at that cute little clit ring..."

"Jesus, you aren't helping."

"Yes I am...to build you a big load"

"And the price is blue balls."

The second afternoon, Jen and I went to check into the suite. The concierge assured us everything was good to go, as he walked us up to the room.

"If I may ask, what is the private function?"

"Well, we are celebrating record sales with our biggest customers," Jen informed him.

"Sales? What kind of sales?"

"My wife works in the entertainment business. The last month or so she had been breaking in, and her numbers are amazing," I bragged. "Taking the whole industry by storm."

"Well, congratulations, ma'am. I hope your party goes well. Sometimes these thing can get quite troublesome when it comes to the other guests, so I made sure to keep the connecting rooms and the rooms below you empty. That way, other guests won't intrude by asking to keep the noise down."

"Well, aren't we a good boy. Dear tip the good man," Jen said as she let herself into the suite.

I slipped him a $50 bill, and said he should really check out the store on the edge of town, and told him to do it on a night Jen was working. "Check out the booth, you won't be disappointed."

I followed Jen into the room, and was impressed. There were several plush chairs and sofas that would be perfect for tonight's festivities. There was also a mobile bar stocked with alcohol and a recipe guide for different cocktails for people to make. Jen immediately texted the girls and sent them the room number. She also said to dress in business casual clothes like they would be going to an actual function and not arouse any suspicions.

About an hour later, the girls and the owner of the store arrived, all looking like they could be going to a sales convention,m. The girls all had a bag with what I assumed could only be their lingerie.

At around 7, the guests started to arrive. While the girls mingled, I started working a lottery to decide who was going to be fucking whom. I numbered 11 slips of paper 1 to 4 and threw them

in an empty ice bucket. Once all the guests arrived and had a drink or two, the owner made his announcement:

"Welcome to our first annual customer appreciation event. I am Jeff Fredericks, owner of the establishment that invited you."

He went on to thank them for their patronage, and explained how the evening would work. He would introduce all the girls, and then they would all draw a number, and that would be which girls they would celebrate with. He then introduced me as the organizer for the event, and that I had my pick for whom I would get to be with.

The girls came out one by one, walking to a different piece of furniture in the order of the their numbering. Without waiting I went straight to Dani, and sat her down on my lap. Slowly the guys went through drawing numbers, till they were all matched to a lingerie clad woman. Once they were situated Jeff walked to the door and bid us a goodnight, and not to have too much fun, and promptly walked out.

As soon as the door closed, hands started feeling up the girls, my own reaching around Dani and playing with he pierced nipples. She was grinding her pussy against my growing erection. As the girls started getting aroused, they started rubbing the cocks of their men through their pants. After a couple minutes, I heard the first zipper go down, and watched as Jen fished an exceptionally large horse cock out of a pair of pants.

Soon, all the men started pulling out their dicks, and I realized what Roxy meant by "biggest" customers. This whole crew, with the exception of me, measured on average 10 inches! They were a mix of different races, white, black, and Hispanic. I was amazed that these were what my wife seemed to enjoy sucking, and occasionally fucking while she worked at the gloryhole.

When all the meat was out, the girls were striking and sucking the cocks presented to them. Dani was going back and forth between the men in front of her while still grinding her dampening pussy against my now throbbing member. Moans from the girls began filling the room as the men continued to grope, fondle and tease the vixens. I kept squeezing and pawing Dani's left tit, and reached down with my right to her crotchless panties, and started reading he clit. I would run her ring against it, maki ing her squirm with delight, then I would hold it out of the way, and rub her clit directly with my fingers, making her moan around the massive black cock in her mouth. Then, I would grab the rings dangling from her labia, and pull them enough to make her squeal, the release them again. Soon I had her dripping, and wanting more, so she knelt down facing me, and fished my cock out.

"So this is the legendary cock that made Roxy walk funny for two days. I expected 13 or 14 inches," she mused before sucking my 8 inches all the way to the hilt.

"Sometimes it's how it's used, Dani. Give me half a chance, and I'll prove it."

"Ooh, feisty. I can't wait," she answered, before staring me in the eyes as she took me to hilt, sticking her tongue out, and tickling my scrotum with it.

I surveyed the room, and was happy to see the girls being given their satisfaction. The other three all had legs wrapped around someone's head as they were getting eaten out while still handling the cocks with their hands and mouths. One of the other men with Dani was fingering her ass and pussy while the other stroked his dick and played with her tits. I was in heaven as she moaned around my cock.

"Here, baby, climb on this dick," said one of the men, and I looked up and saw Marci move out of the way so the well hung Latino could sit down and she climbed on top of humans started to slowly lower her cunt onto his giant tool. Other men were taking places in front of and behind the other girls, stoking their massive tools as they lined up on their pussies.

Moans filled the room as the large cock heads split the lips of the girls and started pushing deep into their wombs. I pulled my cock out of Dani's mouth and lifted her up and faced her away from me. I grabbed he waist with one hand, and held my cock with the other, as Dani started to lower herself into my dick, I adjusted my aim and pulled her down, sinking her tight rosebud all the way to the base of my dick. She screamed at the sudden penetration of her ass.

"I told you," I growled in her ear, "give me half a chance. Now you'll see what Roxy loved about it."

I gave her no time to adjust, and started bouncing her on my cock, getting it as deep as I could. Dani proved to be game, as she sucked one of the other two men into her wonderful mouth. The other man was still playing with her pussy, so I pushed Dani's legs apart, opening her pussy up for his cock. He stepped between her legs and started working his three inch wide head into her hole.

I looked around the room, and took in the sights before me: my wife was bent over the arm of her chair while a massive black dick was pumping in and out of her pussy, while she sucked on a white guy who was equally hung, and was stroking the dick of her third man. Roxy was having her asshole stuffed by a Hispanic cock while a black guy was eating her out, and she was sucking on a large white cock. Marci was being DPed by two large black cocks while sucking in the Latino guy who she was fucking just a minute ago. The black guy who was starting to fuck Dani had worked about 4 inches of his 11 inch cock into her pussy.

"Bitch, your pussy is so tight! I can only imagine how tight your ass would be around my nigger cock," he told her as he continued to stuff more of his anaconda into her. I stayed still while he worked his cock deeper and deeper into her pussy. Finally he stretched her pussy till it all fit inside of her. Dani was a load moaning mess, as the pressure from the two cocks in her pulled her open.

"So fucking... Full! Fuck my ass and pussy! I want your cum deep in me!" she cried.

Happy to oblige, we started roughly pounding her. We got into a rhythm, thrusting and withdrawing opposite of each other. Dani in turn, put her pleasure into the cock in her mouth, sucking it down as far as she could, gagging on it as she hit the back of her throat.

I looked about and listened to the moans of the girls as they all hit their orgasms, had cocks shoved into new holes, and were thoroughly stretched. Dani's own orgasm hit her like a wrecking ball, and her body seized on the two cocks in her. Her rectum clenched around my cock, drawing my own orgasm even closer.

Soon, men around the room were grunting as they started building closer and closer to their peaks. Ready to cum myself, I yelled out, "Fill 'em up! Leave all their holes dripping cum!"

All the men started driving there rods into whatever holes they were fucking, and soon they were all grunting as they pumped there loads into asses, cunts and down throats. I looked up and saw that the guy Dani was sucking had grabbed her short red hair, pulling her head back as he stroked his cock, till he sprayed a massive load all over her face and in her mouth. I felt my nuts boiling, and me and the black guy thrust deep into her ass and pussy, and we simultaneously blew our loads deep in her. I could feel his cock pulsing as jet after jet of hot cum coated her cunt, as I'm sure he could feel my cock jerk while I dumped my load deep up her ass.

As the men started to regain their composure they started getting their clothes back on, thanking us and telling us they couldn't wait till next years get together.

Dank just laid back on me, cum dripping on my shoulder from her face, and cum running out of her pussy on to my balls. The other girls laid about the room, cum leaking from their asses and pussies, and dripping from their chins. Dani found her strength and stood up, pulling her ass off of my softening cock.

"Well, that was exciting," Jen panted. "I've never had all three holes filled at once, let alone two with actual cocks."

"I feel you," Roxy agreed. "I've had some cock before, but never anything like that!"

"Jen, does your husband like taking anal cherries?" Dani asked. "I've fingered my ass and had it fingered, but I've never had a cock before."

"As far as I know, I was the only cherry he ever busted. Anal or pussy."

"Second time for everything," I joked. "How about we get cleaned up, and put those beds to use? I need to recharge some batteries."

As the girls headed for the shower, they stopped and licked the cum off each other's faces. Marci, Jen, and Roxy, working together to get the cum off of Dani's face and what had dropped down on my shoulder. They bypassed the shower, and went to the king bed in the master bedroom of the suite and laid down in a pile, and started eating cum out of each other's pussies.

As they started to moan and thought "What the hell?" And climbed into the pile and found a certain pierced clit and lips and dove in. I was surprised at the relative blandness of the cum dripping from her cunt, and joined the girls as they cleaned the jizz out of each other. For the next hour, we reveled in the oral sex as we made sure we were thoroughly cleaned. After several small orgasms from the girls, and me getting sucked to a second orgasm, we piled into the shower where we slowly washed each other, then got in bed and passed out in sex comas.

12