The International Society of MILFs

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

~~~

He was unsure how long he was out, but when Jack awoke, he found find Dana next to him, wiping sweat from his forehead and his body.

"There you are, Jack. All you all right? I was worried about you."

"Release me now. I want to go home."

"I know Jack, I know. First let me say I'm disappointed that you tried to escape earlier. But, I'm more disappointed in the way Stella handled things. She will be disciplined for her actions. And, you will be getting a couple of days of rest, or more specifically, your cock will be getting a couple of days to rest after how much semen you ejaculated last night. I've never seen any of our men produce ejaculate in such quantity and stay so erect. Even now, you're still hard and you haven't had the Viagra hooked into you for hours."

"Just lucky, I guess," Jack said snidely.

"You are lucky. Not all of the men qualify to travel, but you could very well be one of the lucky few who get to see the world on us. Think of all the beautiful and romantic places you will be able to please our women."

"Oh, joy."

"Now, now Jack. You just rest up. In a few weeks, the president of our society will be coming to see you. She read my glowing reviews of you and your fantastic cock, and she would like to meet you. And, of course, try out your cock. Look at it. Still hard, just amazing. In the meantime, your cock will be thoroughly tested by our members. Hmm, our members will test your members." Jack remained stoic as Dana laughed at her own joke. "Well, bye for now, Jack."

"Yeah, whatever," Jack muttered. He lay there wondering if would ever be able to escape from wherever he was. He refused to become a sex slave.

~~~

Over the next few weeks, Jack's cock did indeed get a workout. Women of different shapes, sizes, colors, and religion sucked, fucked, and stroked large amounts of cum from his body. There was only one hiccup during that time. Gerta wanted Jack to fuck her and he flat out refused. Needless to say, Gerta went ballistic. She had the Swedes restrain him in his bed and then fucked him against his will. Jack remained completely stoic the entire time, refusing to look at Gerta. Once Gerta had an orgasm, she commanded Jack to cum, but he wouldn't and didn't. Despite how hard he was and how much precum was rolling out of his cock, he somehow managed not to ejaculate. By now, Greta was ready to scream bloody murder. She hooked Tracy to his cock and cranked up the pumping machine until he finally ejaculated. She walked out of the room with Tracy still pumping on high, but much to his surprise, Inga unhooked it and then left the room.

Word quickly spread that Jack refused to fuck Gerta, but Dana protected him knowing that Society president was extremely interested.

~~~

A few weeks after initially telling him, Dana as promised, brought in the president of the Society to meet Jack. The duo was accompanied by Dr. Peterson. Jack was unshackled but his clothes had already been taken away. They tested his blood and determined he didn't need a steady influx of stimulant to remain hard. In fact, his hefty erection stood out in front of him as the women greeted him.

"Jack, I would like to introduce you to Allegra, the president of the International Society of MILFs.

"It's very nice to meet you, Jack. I've heard so many good things about you and your cock," Allegra said, with the slightest hint of a Mediterranean accent. Jack grabbed her extended hand and shook it.

"Nice to meet you as well," Jack replied. All the anger, all of the rage, suddenly dissipated in Jack. Allegra was the most beautiful woman Jack had ever seen. Her skin had a slight olive complexion. She had amazing blue eyes, full red lips, and long black hair. She wore a tight black blouse with hints of silver in it and no bra. Her breasts were full and round. Her nipples were pressing to be freed against the material while she showed a good deal of cleavage. Her tight black leather pants were molded to her fit, shapely ass. She wore a pair of black high heels that boosted her to eye level with Jack.

"Dana wasn't kidding about your cock. "Just look how hard it is right now with no pharmaceuticals needed," Allegra said, shaking her head in amazement." She knelt down in front of Jack's erection and inspected it closely. She took it in her hand and examined the length, girth, and heft. She grasped each of his large balls. Though it seemed impossible, Allegra's touch made Jack even harder and his erection began to twitch. Precum leaked from the top. "Someone's very excited today," Allegra said, licking the precum off the head of Jack's cock and in doing so, sending a shiver up and down his spine.

"Do you think Jack deserves a reward?" Dana asked.

"Definitely, and that's why Dr. Peterson, excuse me, Patricia, is here," Allegra answered.

"Remember what I told you a few weeks back, Jack?" Patricia said speaking for the first time.

"Um, not really."

"Well, I said something to the effect that in a few weeks, your cock was going to fill my ass. Today is that day. We're going to go to a warm, inviting room in a few moments. You're going to go balls deep into my ass and, as a special gift, you can cum anytime you want, as long as it's in my ass. Sound good?"

"Yes," Jack said, though he was thinking about how much he would like to fuck Allegra. The three women left Jack's room to prepare. Nurse Katelyn came in a short time later.

"Hi again, Jack."

"Hi, Katelyn," a suddenly buoyant Jack said.

"I'm here to clean up your pubic area and lube your cock. Lucky you, getting to fuck Patricia in the ass."

"Yeah, what do you know about Allegra?"

"So that's why there's a pep in your step today. You want to nail Allegra don't you?" Much to his surprise, Jack blushed. "Looked at that, you're so cute. All right, lay down now so I clean up your pubic area." 10 minutes later, Katelyn finished her cleaning process and spread lube over his cock. For her own amusement she sucked on his ball and tasted some precum that rolled down his shaft.

The door opened and Inga and Stella entered. "Time for you to come with us," Stella said. Both women looked angry, a clear sign to Jack not to try anything today. The sisters led Jack down a long corridor to a private suite area. The name Allegra was painting on the door in an artistic font. Ingrid opened the door and motioned for Jack to enter. Once he was through the doorway, the door closed behind him. Both women stood guard outside. Jack could smell lavender in the air and there was a low amber light in the room. He heard moaning and talking and followed the sound to another doorway, which he opened to find Patricia, Allegra, and Dana.

"Please come in, Jack," Allegra said. Patricia was naked on all fours on the floor, looking back at Jack with lust in her eyes. Two fingers from her right hand probed her ass, which had begun to gape. Dana was between Allegra's legs, eating her pussy. Jack felt like he was being watched and he was right. He looked up to see several women watching through the room's glass viewing area. Some just sat there, some played with themselves, while others were riding or sucking a cock.

"Down here, Jack," Patricia said and grabbed him by the shaft of his cock. Just like Jack's cock, Patricia's ass was well lubed and ready for him to enter her. "Remember what I said earlier, Jack...balls deep. She turned her back towards Allegra and Dana and placed her hands on the mat that lay beneath her. Jack pressed the head of his cock into Patricia's stretched asshole and pushed forward. Patricia gasped and moaned simultaneously. Jack pressed onward as inch after inch of his cock disappeared inside of Patricia's ass.

"Oh, fuck yes Jack. I want to feel your balls on my ass." Jack continued on, his nine inches and his girth stretching Patricia's opening even more. Jack looked up to see that Allegra and Dana were now sitting side by side, both masturbating as they watched the sex act playing out in front of them. Jack couldn't help but continue to stare into Allegra's eyes; she was that captivating. He momentarily lost his focus, but then abruptly shoved the rest of his thick cock into Patricia's ass.

"Fuck.....that's it Jack. Oh my God, that cock in my ass. I love it. Fuck me, Jack...fuck my ass. For tonight's it's yours." Jack started rapidly thrusting into Patricia's ass. He reached under and squeezed Patricia's right breast, causing her to loudly moan. As Jack pounded Patricia's ass, he continued to make eye contact with Allegra. It was as his he was performing for her in addition to desiring her. Allegra couldn't take her eyes off of Jack either. Her fingers were deep inside her pussy, thrusting as she stared at Jack. She was clearly hungry for him too. At that moment, Dana came hard; her fingers had successfully done their work to her clit.

Suddenly feeling emboldened, Jack spanked Patricia's ass.

"Oh yes," the doctor shouted. Jack spanked her again and got the same reaction. Soon, his hand had reddened the right side of Patricia's ass as his cock continued to pummel her asshole. Overcome by ecstasy, Patricia body shook as she reached her climax. And, in that moment, she got her wish; Jack unleashed a flood of cum inside of her ass. He came again and again. Whatever they had mixed into bloodstream had worked. At the point at which he would normally be done ejaculating, more cum rushed out of Jack's cock. Some of it seeped out of Patricia's ass. Then when Jack slid his cock out of Patricia's asshole, his cock unleashed even more cum. It splattered all over Patricia's ass, back, and even into her hair. Allegra let out a gasp, having never seen such a display of ejaculation before. Jack eventually collapsed to the floor, having run out of both steam and semen.

Patricia stood up on a pair of wobbly legs, cum running out of her asshole like water from a faucet. It mixed with the cum sliding off her back as it slid down her legs and settled in a large pool on the floor.

Allegra told Dana, "Get the science department in here to get a sample. I want to know how/why Jack is able to produce so much semen.

"Yes, Allegra," Dana answered. Jack was accompanied by back to his room by Inga and Stella, who upon seeing the lake of semen on the floor, looked at him in a whole new light.

~~~

Dana and Jack were having breakfast together the next morning when Allegra approached them.

"Dana, do you mind if I speak to Jack alone?"

"No, of course not," Dana said, though she felt a pang of jealousy.

"Thank you, Dana." Once Dana walked away, Allegra continued. "You look well this morning, Jack. Did you have a good night's sleep."

"I did. Yesterday's performance took quite a bit out of me."

"I bet it did. Interesting that you call it a performance. Why is that?"

"Even though I was in Patricia's ass, I felt as though I were deep inside your pussy." Allegra was taken aback by Jack's frankness, but continued.

"Interesting. I was imagining you were in my pussy as well. How would you like to be in my pussy in France?"

"What does that mean?"

"I have to fly to Paris tonight. I would love it if you would come with me. Have you ever been?"

"No, I haven't."

"Marvelous. I could show you all the sites. The Louvre, the Eiffel Tower, the Seine. What do you say?"

"I guess so. Why not?"

"Fabulous. I'll have Dana pack a suitcase for you and provide you with any supplies you need. Wheels up at 1900. I'll see you later." Jack couldn't help but stare at Allegra's incredible body. She wore another outfit that accentuated all of her assets and once again, she wore no bra and possibly no panties. Jack also couldn't help but think this was also how he was going to escape.

That evening, the society's private jet took off promptly at 1900, just as the sun was setting. This was the first time since he had been taken that Jack knew exactly what time it was, or did he? He realized 1900 hours could have just been a ruse to keep him confused. Despite the confusion, he mentally kept time in his head as best as he could. The pair dined on filet mignon and wine served by a flight attendant by the name of Vanessa. She had short red hair and beautiful green eyes. She had a beautiful figure, especially her legs, and she spoke with a French accent. Allegra later explained that Vanessa had been a ballet student when she was younger.

A couple of hours after eating dinner, Allegra told Jack that it was, "Time for dessert."

"I'm still a little full actually."

"I don't think you will turn down this dessert," she replied. At that moment, Vanessa appeared wearing merely a thong and a see-through bra showed off her pert breasts and hardened pink nipples. She sat on Jack's lap and held her face in her hands as she kissed him, and he kissed her in return.

"Bonjour, Jack. Allegra tells me you have something for me. She proceeded to unbutton and remove his dress shirt. She undid his belt and unzipped his dress slacks and pulled them and his underwear down to his ankles. "Take off my panties, Jack. As he did, Vanessa removed her bra and let it fall to the floor. She kneeled on the floor and grabbed Jack's cock in her hand. Her long fingers tightly squeezed the shaft, which emitted a groan from Jack.

"You were telling the truth, Allegra," said Vanessa, who then devoured Jack's cock with her mouth. She bobbed up and down on it as if she hadn't seen a cock for months. She spit on it and let her saliva run down its length. The she licked it from balls to head before devouring it again.

"I think you are ready, Jack," Vanessa said, and mounted Jack's cock. "Suck on my nipples." Jack took each of Vanessa's breasts in his hands as she bounced on his cock. He licked, sucked, and nibbled on each nipple as his hands eventually moved to Vanessa's hips so that he could slam her down on his cock in a harder and faster motion. After several minutes, Jack started to moan as he neared an orgasm.

"Not yet, Jack. You mustn't cum," Vanessa said, but Jack was getting even closer. Vanessa slid off of his cock, took it in her left hand and slapped the shaft with her right. She repeated the maneuver several times and then severely twisted the head and shaft until Jack was far from ejaculating. Only then did she slip his erection back into her pussy.

"Well done, Vanessa," Allegra interjected. Jack hadn't noticed that Allegra's blouse was open and her breasts were out in full view. She played with her nipples and licked and sucked them as she watched Jack fuck Vanessa.

The sexy French redhead started fucking Jack harder and played with her clit until she came twice. "All right, Jack. Now you may cum." Jack's orgasm hit as the jet's wheels touched down on the runway. In mid-orgasm, he was unable to see out the window to get an idea of the time. Distracting him further was Allegra, who had squatted down behind the duo and began rubbing and licking Jack's balls and the underside of Vanessa's vagina. She lapped up the absurd amount of cum that Jack had shot into Vanessa's pussy and was now flowing out of it.

Vanessa went to use the on-board shower while Jack cleaned himself up with a towel. He was about to get dressed when Allegra stopped him.

"Jack, we're not deplaning just yet. I promised you to someone else first. Lana, we're ready for you." A tall, striking woman in a pilot's uniform entered the cabin area.

"Hi Jack, I'm Lana. Mmm mmm, and you must be Jack's cock," Lana said, grabbing said cock and shaking it as if it were a hand.

"Jack has amazing rebound ability," Allegra said.

"I can see that. Please sit back down, Jack." Jack followed his orders and sat back in his leather seat. Lana got down on her knees and started stroking Jack to full hardness. She then started sucking on the head of his cock as she unbuttoned her shirt. She deftly removed it and then her bra, unveiling an impressive pair of breasts. Lana appeared to be in her mid-forties, but her natural breasts had the firmness of a twenty-something.

"I want you to fuck my tits, Jack." Lana spit several times on the head and shaft of Jack's dick and let saliva run out of her mouth and into her cleavage. She rubbed the spit all over Jack's cock and then rubbed the head between her tits. Then, she encased his cock within her tits and started an up-and-down motion. Jack thrusted upward, enabling Lana to lap at his cock as it emerged from between her breasts. At times, she would suck his cock again and spit all over it as well. Then she would begin titfucking him again.

"You can cum any time you want, Jack. I want you to splash it all over my tits and face." Despite having cum not too long ago, Jack could feel his orgasm building quickly. "That's it, Jack. I can see it in your eyes, you want to cum all over me." No sooner had Lana finished her sentence, that the first shot of ejaculate ricocheted off her chin. Spurt after spurt followed. Off of Lana's jaw and face, into her hair, and all over her breasts. As cum continued to shoot out, Lana pointed Jack's cock at Allegra, who took two blasts of cum to her face.

"Lana!" Allegra exclaimed and laughed at the same time. Lana took Jack's cock in her mouth and drank in anything he had left in him. Meanwhile, Allegra removed the cum from her face with her fingers and sucked and licked it off, swallowing everything that had landed on her

"Jack, you taste remarkable," Allegra said, as she ingested the last of her facial cum. Jack said nothing, unable to speak at that moment after back-to-back powerful orgasms. Lana thanked him and excused herself, as she returned to the cabin, a towel in hand.

"Now you may get cleaned up, Jack. Please quickly rinse off in the plane's shower and get dressed. Then will take the car to our accommodations and our adventure will begin. Jack no longer had any idea what time it was or how long the flight actually was. As he showered, he was more determined to notice everything little thing that could help him escape.

~~~

He and Allegra stepped into the Rolls Royce that awaited them on the tarmac. Though he had never been there, Jack could tell this wasn't a major airport like Orly, but a private space, perhaps owned by the Society. They drove, not to a major hotel, but to a private chateau in the country. As they pulled up towards the house, Jack could see the area was heavily fortified and likely was under video surveillance. Once they got settled, Allegra gave him a tour of the house and grounds. Then they joined several other members of the Society for dinner. Each of the women fit the age classification he was told by Dana upon his initial orientation. They were all attractive in their own way and all had eyes for Jack. For now, they had to settle for feasting on pheasant, salad, asparagus, and cheesecake. There was plenty of wine and champagne flowing as well.

After dinner, they settled with glasses of cognac by an outside firepit. One of the members was the first to say what they all were thinking.

"Allegra?"

"Yes, Mia?"

"May I..." Mia was afraid to finish her question.

"Of course, you may, Mia. With the contingency that you enjoy yourself right here in front of us."

"Yes, of course. Thank you, Allegra," an anxious Mia said. Jack had been introduced to all of them prior to dinner. Mia approached him. "Jack I want your cock in me now. And, I want it from behind." Then, Mia called out the name Pierre. A large man, taller than Jack appeared with a mat, which he placed as close to the firepit as possible.

"Thank you, Pierre. Now, take off your clothes and kneel down. You will fuck my mouth while Jack fucks my pussy." Jack was a bit taken back. He had never participated in a threesome before. Pierre seemed to be completely at easy though. Before Jack was even done removing his clothes, Pierre's fat cock was already slamming into Mia's mouth. Jack began fingering Mia's pussy to get her wet and ready for his cock. Another of the women grabbed Jack's cock and started stroking it. Her name was Xena and she started sucking Jack's cock to get it nice and slippery. After a few minutes, she returned to her seat and Jack entered Mia's now slick pussy. Mia preferred a slow and steady fuck from Jack, but had no problem with Pierra ramming his cock to the back of her throat. Occasionally, she stopped to pull his cock out of her mouth to let a flow of saliva escape. Then Pierre would go right back to fucking her mouth. Jack wondered how he was able to not cum considering the speed in which he was fucking Mia's face.