Part 1

I’m Robert, 22 years old, just graduated from College. As a boy in a foster family, I did pretty well. Grade point average B+. I worked in several Jobs to make money during my College Time, and saved enough money to reward myself with a Flight in Business Class to Hawaii. My “reward” started when I entered the Business Lounge at JFK Airport. I just sat down and ordered a Whiskey Sour when 2 Women and a Man entered the Lounge. One Lady was about 60-something years old but still extremely attractive for that age. It was obvious that she paid a lot of attention to her fitness and her body. She was dressed sexy but not revealing. Her outfit hugged her body and defined her well-formed curves, with not too much cleavage of her still firm C-Cup Tits, with her silky non-see-through blouse and her skirt going over her knees.

Her Peep Toe heels, about 2-3 inches high in a nonprovocative dark red, matching her nail polish, completed her elegant Ladylike Look. The other Lady was in her late thirties/early forties and was something different. She was also incredibly attractive, and it was obvious that she loved to show off. She wore a slightly see-through white Summer dress, with buttons in the front from Top to Bottom and showing the outlines of just a micro mini-G-string. The top buttons were open almost down below her breasts, showing a fantastic cleavage of her D- Cup Tits and revealing that she didn’t wear a Bra. Since the dress was sleeveless, it also revealed a sexy view of sideboobs.

The dress stopped well above her knees and gave a nice look of her very sexy long legs ending in 5–6-inch High-heeled Sandals, revealing the sexiest feet with neon pink nail polish I’ve ever seen. As long as I can think back and started to be sexually active (jerking or fucking), I was into sexy women’s feet. I’m a foot fetishist, my cock jumped to full attention immediately, and I was glad that I chose to wear some tight jeans, which prevented building a tent in the front.

The guy was somehow average, making a shy, submissive impression. Whenever one of the Ladies asked for something or gave him an order, he obeyed immediately without discussion. It seemed like the word “No” didn’t exist in his vocabulary. They sat down at a table across the Lounge and ordered their Drinks.

I caught myself staring at the younger Lady’s feet and following some dirty fantasies when I recognized her looking in my direction and smiling at me. She crossed her legs and started to dangle her shoe and caress her calve with her long Fingernails. What a sexy view. I took my phone and pretended to read some Messages and News by scrolling up and down the screen. Then I tapped the Camera App, held my phone in their direction, zoomed in, and shot some nice pics of her feet. When I looked back at them, she smiled at me again with a bright grin.

She got up and went to the counter to talk to an Airline official. I couldn’t hear what they were talking about, but she thanked the Airline official for that favor at the end of that conversation.

Going back to her place, she gave me a bright smile. A few more people entered the Business Lounge, and one man was paged to come to the desk. What did he do? A little later, I was paged and told there had been a mistake with the seat allocation, and my seat number had been changed.

Shortly after that, the Aircraft was ready for boarding. One after the other entered the Aircraft, while I finished my Whiskey Sour. I was not in a hurry and had a good feeling, who’d be my Seat Neighbor during that long flight. And I was right. When I arrived at my seat, I was happy to be next to the younger Lady. The Man and the older Lady were in front of us. “Hi, I’m Robert, and I am lucky to have such a beautiful Lady on my side during that long flight.” With a wink, she said, “Hi, I’m Janet. Thank you for the compliment. In front of us is my Hubby’s Mom, Kate, and my Hubby, Bryan.”

They greeted me, and Kate wished me a pleasant flight with a wink. I was curious where this would lead. The Stewardess offered us our Welcome Drinks and familiarized us with the Seats’ features and surroundings. She showed us how to lower the center armrest in case we needed more room and how to lift the surrounding wall for more privacy. That little cabinet even had a sliding door so you could be out of sight of the other passengers. One can only look inside from the top.

The Stewardess explained that this was for safety reasons. For takeoff and landing, the walls have to be down, and the door has to be locked in the open position. After Kate and Bryan were informed about the features, Kate turned around with a bright grin: ” Those are neat features,” and then winked at me. Janet and I started to talk. So, Robert, what will you do in Hawaii? Are you meeting friends or family, and which area of Hawaii will you stay?”

“I’m going to stay in Waikiki, and no, I won’t meet with someone. I’ll be all on myself. I’m rewarding myself for graduating from College.”

“Waikiki? That’s great. We will also be in Waikiki. And you will be there alone, even with no Girlfriend?”

“No, I had no time for a Girlfriend. I concentrated only on my graduation. Life starts now.”

“Sounds good and like a plan. So, maybe we can spend some time with you if you don’t mind?”

“I would like that. I just wonder what your husband’s thoughts will be about that?”

“Don’t worry about him, I’ll convince him.”

During that conversation, Janet made sure to have her feet in sight for me at all times. She recognized every glimpse I took, and she made sure to lean forward now and then to give me a pleasant view of her cleavage just to tease me more and more. I was rock-hard in my jeans and wondered how I could handle this for the next few hours.

Shortly after Take off, the fasten Seatbelt signs were just turned off. Janet stood up and wanted to go to the Restroom, when suddenly there was a little turbulence, and she stumbled and fell into my lap. I caught her and felt her sideboobs. She leaned in my lap, and her hand landed on my rock-hard cock.

“I’m sorry, Janet, I didn’t mean to touch you. I just wanted to stop you from falling on the floor.”

“Never mind, Robert. I guess we both touched something we like.” She grabbed her purse, smiled, and winked again before going to the Restroom.

When she came back, she had opened another button of her dress down to her belly button and several buttons from the bottom, which showed even more of her sexy legs.

“Do you mind raising the walls and closing that sliding door? I’d like to have some privacy.”

I was only too happy to obey.

“Robert, would you do me a favor?”

“Whatever you wish, Janet, it will be a pleasure for me to make you feel good.”

“I’ve been in those heels for hours now, and my feet are sore. Would you mind to give them a gentle rub?”

“Not at all. If that makes you feel better, I’d be pleased to do that for you.”

I lowered the Armrest. She took her heels off and swung her feet over into my lap, landing on my still rock-hard cock.

I grabbed one foot and started to massage it very gently, making sure to get it close to my nose now and then to steal a sniff of that gorgeous scent. Her other foot rested directly on my hard-on, slightly massaging it.

“I hope my feet are not too sweaty and smelly?” she asked with a girlish grin.

“Oh no, don’t worry, you have gorgeous feet. I love your nail polish, and the scent of your feet is just wonderful. I could rub your feet forever.”

“Oh, that’s so nice of you. You’re a real gentleman.”

When I switched to her other foot to rub it, she spread her legs a little apart and gave me a look under her dress. The G-string was gone, and I had a pleasant view of the most desirable, completely shaved pussy you can imagine. She was so wet. Her inner and outer lips were glistening, and she started to touch herself. Like a little shy girl with her index finger in her mouth, she smiled at me. “Do you want to do that job, too?”

She took my hand and guided it to her pussy. It was so hot, wet, slippery, and soft that I slipped to the floor, kissed my way up her inner thighs to her pussy, and eagerly started to lick her pussy. She tasted wonderful. Everything about this woman was just wonderful. I was in heaven. She started to moan, and her pussy became even wetter, then she exploded in a squirting orgasm. My face was drenched in pussy juice, and she had to bite on her lower lip not to scream out in ecstasy. She tasted like a honeypot, and I licked up every drop of her juices. I wanted to get up, but she held my head in place and begged me to continue.

“Please, keep going. I promise you won’t regret it.”

I looked at her: “For as long as you wish, Janet. It’s a pleasure to satisfy your needs.”

With that, I continued to let my tongue do magic things with her pussy. She came three more times until she finally released my head and let me get up to sit back in my seat. I wiped my face clean with the blanket, and when Janet calmed down from her last orgasm, she leaned in and whispered into my ear: “Take your jeans off and cover up with the blanket. It’s your turn.”

She winked at me, and I hastily obeyed her. I stood up, quickly looked around, and found most passengers asleep or watching one of the countless movies on their big screens. No one was paying attention to us. I unbuttoned my jeans and pulled them, including my boxer briefs, down, and my 9.5″ cock jumped to full attention. Janet’s eyes got big, her jaw dropped, and with a gasp, she said: “Wow, that looks even better than it felt in your pants. Now, sit down and cover up with that blanket.”

She turned sideways in her seat and lay her feet on my chest.

“You love my feet, don’t you? Kiss ‘em, lick ‘em, smell ’em, they are all yours, while I take care of your beautiful big, fat cock.”

Her hand disappeared under the blanket and started to massage my cock, scratching my balls with her fingernails and squeezing slightly my glans. I took a deep breath of her foot scent, almost drifted away, and fainted as that perfect smell of her feet intoxicated my brain. I kissed and licked, smelled, and sucked on her beautiful, sexy feet while she played with my cock. She was a real goddess of handjobs. She kept me on edge for I don’t know how long. Every time I was so close to cumming, she knew to stop for a moment, to let me calm down for a while, just to start teasing my cock again and make me edge again. I lost count of how often she edged me when I couldn’t stand it anymore and begged her to let me cum, and she did. Spurt after spurt ejaculated from my cock and wetted the blanket, and I pressed her feet on my mouth to avoid moaning out loud. That was the most intense orgasm I ever had up to my youthful age. Janet removed her feet and leaned in for a passionate kiss.

“Clean yourself up, and get dressed. I guess it’s about time for service, and we don’t want to make the Stewardess jealous.”

I had just closed the last button on my jeans when the Stewardess arrived and asked if there was something she could serve us. Janet ordered a glass of Champagne, and I said, “I need a Whiskey sour.” I lowered the walls for the service and recognized that the Cabin started to come back to life.

After we finished our Drinks, Janet got up: “I need to talk to Kate for a bit. Don’t run away,” she giggled.

“No way. I’m enjoying our time together as long as possible.”

She left our cabinet, talked to Kate, and both walked toward one of the Restrooms and disappeared for a few minutes. When they came back, Kate looked at me with hungry eyes and seductively wetted her lips with her tongue.

When the service was over, we raised the walls of the cabinet again, closed the door, and chatted, saying ambiguous things, and Janet would now and then lean forward for a laugh to give me nice views of her tits. I wasn’t hiding my looks after what we did before the service. “Do you like my boobs? Want to touch ‘em, play with’ em and suck on my nipples?”

“Yes, Janet. You have beautiful boobs, and I would love to caress them.”

My hand slid into her dress and cupped one boob. It felt so soft and warm and perfectly shaped. I leaned over, and my mouth found her hard nipple. l circled it with my tongue and gave it now and then a soft bite. Janet started to moan quietly, and when she closed her eyes, I could feel how a tremor ran through her body. She looked me in my eyes: “You’re unbelievable, I guess, you just gave me my first Breasts. No one did that before, and I didn’t know that I could cut from getting my tits sucked.”

Her hand landed in my lap, and she felt that I was rock hard again.

“And you seem to have good stamina. You’re all hard again for me. Open your jeans, and get that Monster cock out. I’ll take care of it.”

I obeyed, and Janet sank to her knees on the floor. While looking me deep into my eyes, her tongue circled my glans until she sucked it into her warm mouth. Her tongue and her teeth did wonders to my cock, and then she started to take me deeper and deeper. When my cock touched the back of her throat, she gagged for a brief moment but then deep-throated all of my 9,5,” and her lips reached the base of my cock. It didn’t take too long, and I shot an enormous load down her throat. She sucked every last drop out of my shaft and swallowed it.

“Janet, you’re also unbelievable. I never had a girl that deep-throated my cock like you did. Thank you for that new experience.”

“My pleasure, Robert.”

We corrected our clothing. Janet took her Slip out of her purse, slipped it back on, and then fixed her Makeup. We looked like nothing had happened.

“Robert, we should exchange Phone Numbers to keep in contact in Waikiki.”

“Yes, let’s do that.”

We exchanged Numbers, and the Captain announced the approach to the Airport. Later, we found ourselves at the Luggage Claim, waiting for our Bags. Janet, Kate, and Bryan were discussing something I couldn’t understand, but Kate ended that discussion with an unmistakable: “Go, ask him now!” and pointed her finger in my direction.

Bryan came towards me and looked at me, shy and insecure.

“Robert, may I ask you a favor? Would you spend your vacation with us? You can stay with us in our suite. I’ll cover your expenses for your hotel.”

His face blushed deep red when he continued, and his voice started to tremble.

“My wife told me how good you took care of her during the flight and that you are very well endowed. Since I’m noticeably short on that part, and I’m not able to satisfy my wife’s needs, I’m asking you to take care of her sexual needs in the next two weeks. And maybe you can also take care of my Mom. Could you please be our guest?”

My jaw dropped. Did Bryan just ask me to fuck his wife for him and invite me into their suite? And he wants me to also fuck his Mom? Am I in a Porn Movie? Is this a “Hidden Camera”? The flight already was unbelievable, but now we are talking about 2 Weeks fucking some incredibly attractive Ladies, and I don’t have to be shy and hide anything. Bryan seriously just asked me to do that. I needed a few seconds to let that question settle before answering: “If you want me to do that, Bryan, I’ll be happy to be your guest. And I promise, I’ll do my best to satisfy all your wives and Mom’s needs.”

Together, we returned to Janet and Kate, staring questioningly at me.

“Thank you for your invitation. It’ll be a pleasure to spend time with you Ladies. I can’t wait to find out what you have in Stock.”

“You’re very welcome,” Kate said and kissed me. Janet just smiled at me.

By the time our bags were on the baggage belt. We grabbed our stuff, stored it on some baggage carts and headed towards the counter of the limo service. Bryan explained what we needed, and 5 minutes later, we were sitting in a limousine, holding a glass of Champagne in our hand. We took a detour to my booked hotel, where Bryan and I explained that I didn’t need the booked room due to recent events. Bryan paid the cancelation fees, and we returned to the limo. The driver took off, and I was curious about what awaited me for the next 2 weeks.

*****

Part 2

We arrived at a 5-star+ Hotel around noon. Bryan took care of my additional booking for the suite, and our luggage was delivered to our suite, which was very generous. There was a Master Bedroom with a more than king-size Bed, a second Bedroom with a king-size Bed, and a smaller Room with a queen-size Bed, which I think would be for possible Guests.

After we checked everything and Bryan gave the personnel a more than generous tip, I took my bag and headed to the smaller room with the queen-size bed. But Bryan stopped me and said, “No, no, Robert, you’re staying in the Master Bedroom together with my Mistress Janet. My Mom takes the other bedroom, and I stay in that small room.”

“Wait a minute, I think I need some explanations now. Your wife is your Mistress? I mean, I understood that your relationship is some kind of “weird.” You asked me literally to fuck your wife for you, and now you take the smallest room of the suite, and you played for my expenses. You want me to take care of your Mom. What kind of guy are you?”

Kate wanted to answer, but Janet interrupted her.

“Tell him, Bryan, what kind of a ‘man’ you are. Tell him everything so he knows what a pathetic loser you are in bed.”

Bryan’s head sank to his chin, and he blushed deep red.

“By all its means, I’m not a man. My cock is only 2.5″ when erect. I can’t satisfy my wife or any women’s needs. I don’t deserve to be married to such a beautiful woman as Janet. I deserve to be humiliated and ignored. I don’t deserve an orgasm, and my pathetic excuse of a cock should be locked in a cage at all times.”

Bryan had tears in his eyes and was crying. I felt sorry for him, but it was not my fault or decision, and I would have the best 2 weeks of my life. So, I answered: “Okay, Bryan, if it’s your wish that I do as you told me before, and if Janet and Kate want the same, I’m your man. But I want to clarify one thing: I don’t want to be drawn into family disputes between you and Janet or between Janet and Kate. Can everyone accept that?”

Bryan answered: “I accept that and won’t criticize anything that happens.”

Kate answered: “As much as I heard from Janet, you have enough cock and stamina for both of us, right, Janet?”

“Definitely.”

Janet hugged me and gave me a passionate kiss.

We unpacked our belongings and then planned where to get dinner. We decided on a fancy Seafood location, and Bryan ordered another limousine. Janet disappeared in the bathroom, and Bryan was busy in his little room when Kate called me in for a talk.

“I think I need to give you some background information. This must be all very crazy for you. You being asked to fuck my son’s wife, and even me, his Mom. See, in my family, all males for generations were ridiculously small dicked, if you know what I mean. Bryan’s Dad was a wonderful husband outside of the bedroom, but he could never do the job inside the bedroom because of his micropenis.

And the same was true with his father. Luckily, they all were submissive and accepted to be cuckolded by their wives. My husband, for example, God bless him, loved to watch me get fucked by a really big fat cock. It made him horny as hell when he was sitting in his chair, his cock in a cage, watching another man fucking my brains out. He loved to get humiliated in public.

He always blushed dark red, but his little cock got rock hard. The more embarrassment, the harder and hornier he got. I teased him long after I got fucked, before I allowed him to lick my pussy and jerk his little cock for me. We found our way to have freedom in our marriage. And it’s the same with Janet and Bryan. Bryan is a wonderful husband if he does not enter the bedroom. He does everything for Janet, and she appreciates that. They love each other, and both accepted that Janet needs to fulfill her sexual needs, and they both accepted their role in their relationship.”

“Well, that means I’m only a toy boy, only a piece of meat with a big cock. Who is supposed to fuck you ladies whenever you’re up for it?”

“If you want to say it like that, yes, you’re only here to fuck the two Ladies of us. Don’t get it wrong, we like you, but I don’t think you could break in between Janet and Bryan. They were born for each other. Do you think you can handle that?”

“Well, that’s a lot of new stuff for me. I mean, I heard, and yes, also watched, cuckold porn clips, but I thought it was about fantasies and not reality. You guys live that style, and for me, it’s still weird, a man who wants to watch another man fucking his loving wife. But you know what, it’s better for me than someone else. I can visit the Psychiatrist afterward to get my brain rewired. Now I’m looking forward to the next 2 weeks. What else can a 22-year-old wish for than two fucking attractive women asking him to fuck them, hahaha?”

“That’s very true, Robert, hahaha, that’s how to handle it. And I think there are a few things I still can teach you about women and sex.” She winked at me.

“Would you please get ready for dinner? The limo will be here in a few minutes.”

When I returned to the Master Bedroom, Janet sat bare-naked in the makeup mirror. I went behind her, cupped her tits, and whispered into her ear: “I’m getting hungry.”

“Well, you better jump under the shower, refresh, and find some nice clothes for tonight’s dinner.”

“That’s not the hunger I’m talking about.”

She smiled at me and said, “Dessert is served after the main dish.”

I ran into the shower to refresh quickly, found suitable clothes, and dressed in time. Meanwhile, Janet dressed up in a super sexy neon pink tube dress, which perfectly matched her nail polish. It was barely long enough to cover her ass cheeks, her nipples poked out like coat hooks, and her tits were ready to jump out of the top. Her 8″ high-heeled platform stripper mules also matched her nail color; she wore a necklace with a little silver key. I was speechless and overwhelmed by her beauty.

“Wow, what a sight. You’re gorgeous. I’ve never seen anything more beautiful than that.”

“Thank you, Robert, you are a real charmer.”

Then Kate entered the room, and my jaw dropped open once more. She wore a back-free dark red cocktail dress, matching her nail polish, with an amazing cleavage in the front. Now it was sure that she didn’t wear a Bra, and her tits were amazing. Her nipples were also poking out, and the dress gave a beautiful view of sideboobs. Her 5″ heels were some matching sling-back sandals, matching her nail polish and giving me a beautiful view of her sexy toes.

“Kate, I don’t know what to say. You just look fucking beautiful. It’s an honor that I’m allowed to go out with two of the sexiest women alive.”

“Oh, come on, you’re exaggerating.”

“Not at all, Kate. I can’t think of having seen someone sexier than you two. I guarantee you two will turn heads tonight, male heads, and one or the other will get an elbow check from his wife, hahaha.”

“Thank you, Robert. You look good, too.”

“I’m sorry, I was not prepared for this. I think I’ll have to go shopping tomorrow.”

“Don’t worry, you look fine, and we will take care of your shopping.”

Then Bryan entered the room, wearing a dark suit, light blue shirt, no tie, and matching leather shoes. Janet just tapped on the key on her necklace without saying a word, and Bryan nodded. I wondered what that was about now. Then I remembered Kate talking about a cock cage on her husband. Maybe Bryan is also locked up. Bryan received a call, which meant that the limo had arrived.

We took the Elevator to the Lobby, where the driver awaited us. He greeted us politely but didn’t take his sunglasses off. He checked the Ladies out. I guess he was hoping that one or both of Janet’s boobs would “accidentally” pop out of her tight dress, but Janet denied him this favor. We arrived at the famous Seafood Restaurant and got seated promptly. A beautiful young Lady introduced herself as Michelle and handed us Menus. She advertised the lobster as freshly arrived and left a little electronic gimmick on the table.

“Whenever you’re ready to order or need something, just press the button, and I’ll be at your service immediately.”

“Thanks, Michelle, very nice of you,” Bryan answered.

“What do you think about the Lobster?” Kate asked me. “I haven’t had Lobster for quite a long time, and I always loved Lobster.”

“Honestly, I never had lobster before, and when you say you love it, I’m in. I love seafood anyways.” Janet and Bryan agreed to lobster, and Bryan asked if we would like an Aperitif. Kate chose a Margarita, Janet a Blue Martini, Bryan a Bourbon on the Rocks, and I chose my classic Whiskey sour. Bryan pressed the button, and Michelle was present within seconds.

“We’d like some Aperitifs. A Margarita for my Mom, a Blue Martini for my wife, a Whiskey sour for the young gentleman who kindly is going to fuck my wife for me, and I take a Bourbon on the rocks.”

I don’t know who looked more shocked, Michelle or myself, but neither of us commented on his Order. “I’ll be right back with your drinks,” Michelle stuttered, a little uncomfortable.

Janet had a big grin and said to Bryan: “Good boy. Humiliate yourself, and let Michelle know, that this young stud here is going to fuck your wife tonight. That’s the way you like it. That’s the way we like it, right, Cucky?”

Michelle returned with our Drinks, and Janet said: “I guess I have to explain something, right, Robert? See, Bryan’s little pinky cock is locked up in a cage because there’s no use for it tonight. Your big cock is going to do the job he’s not able to do. And for being equipped with such a pathetic excuse for a cock, he deserves to be humiliated, and that pathetic perv loves it. It turns him on. It makes his tiny cock jerk in its cage. The more I humiliate him, the more I make him humiliate himself, the hornier that perv becomes. And he does everything for me when he’s horny, don’t you Cucky?”

“Yes, Mistress, that’s right,” was his answer.

Michelle blushed deep red and didn’t know how to react.

“Don’t worry, Michelle, he’ll be okay with it. If you want to ask him something, go ahead, feel free to ask, whatever you want. Nothing’s too intimate.”

“Ohh, no, thank you. Please press the button when you’re ready to order.”

“Oh, we’re ready to order. We all take the lobster,” Kate answered.

“Okay, it’ll take about 30 Minutes. Enjoy your Drinks.”

“Wow, what a day! I’m learning a lot today. I have to adapt to that to believe what’s going on.”

“You’re going to learn a lot more, Babe. I promise you won’t forget your stay in Hawaii,” Janet whispered to me and placed her hand on my lap, directly on my hard cock, and gave it a gentle squeeze. “And how this big thing feels, I think you’re getting into it, hahaha.”

Bryan’s deep red blushing of his face faded away as we turned back to “normal slippery” chatting, and pretty soon, Michelle and two guys from the kitchen arrived and set our table with delicious-looking lobster. Kate was kind enough to show me how to handle things, and we had a wonderful time together, talking smart and enjoying our dinner. The evening became late, and Janet headed for the Restrooms before someone wanted to ask if we were ready to leave.

On her way, she stopped at the counter to talk to Michelle, handed her a 100$ bill, and disappeared for some minutes in the Lady’s Room. When she returned, Michelle came to our table and asked for any further wishes. Janet took my hand and guided it underneath her dress to her now naked wet pussy. I started to gently circle my fingers around her swollen clit, and she became even wetter.

When we all answered Michelle’s question with, “No more wishes, thank you for your great service,” she asked if she could still ask Bryan a question. Bryan blushed red and said, “Of course, what do you want to know?”

“Well, I never really knew a man wearing a cock cage, why do you do it? How does it feel? Are you comfortable with it?”

“My dear, as you heard before, my manhood is not well endowed. I learned to be submissive because my little cock was nothing that could satisfy any women’s sexual needs. And if it can’t satisfy a woman’s sexual needs, why should it satisfy my sexual needs? Mother Nature planned for me to serve a woman, and I was happy enough to be picked to serve my hot-as-hell wife, Janet.

And if I serve her well enough, she decides to give me sexual relief, even though I can’t give that to her. And today, on our flight to Hawaii, I was lucky enough to meet this gentleman who’s well-endowed and has stamina like a young bull. He’ll do the job on my wife I can’t fulfill, and if he’s good enough, my wife will thank me for letting her fuck this nice young gentleman and give me some relief even though I don’t deserve it.”

“Hmm, that’s quite a detailed explanation of your situation, but it’s still hard to believe that a man can have such a small cock, that he can’t fuck a pussy to orgasm and that you’re locked up. May I ask you to show me your caged cock?”

Bryan’s face got even deeper in red, but he agreed. We all stood up and followed Michelle into a small Room, where the employees normally could have a quick smoke or have something to drink. I was curious, too, because I’ve never seen a Chastity cage in reality, either. My experiences were based on Porn Movies.

“Okay, Cucky, drop your pants for Michelle. Let her see how pathetic you’re little dick is,” Janet said.

Bryan obeyed with a dark red face, and in total embarrassment, he dropped his pants and a less than 1-inch-long steel chastity cage came into sight, and Michelle gasped: “Oh my God, that’s small. I haven’t seen a cock that small before. I’m sorry.” She laid both her hands on her mouth and kept staring at Bryan’s tiny, caged cock. Although he got humiliated and embarrassed in the worst way I could imagine, it looked like he was aroused, and his little pecker tried to get hard in his cage.

Janet observed the scenery and giggled with amusement, and Kate checked my reaction and saw me speechless.

“Thank you for explaining it to me. It’s a new experience in my life that I’ll never forget,” Michelle stuttered with a little laughter. “May I take a picture? Otherwise, my friends won’t believe me.”

“Go ahead,” Janet answered, “get your phone and take some pictures.” When Michelle was done, Bryan pulled up his pants with a bright red face and was ready to pay the bill. Meanwhile, Kate called for the limo, and we returned to our hotel.

We entered our suite. Kate hugged me and kissed me while she checked my cock with her hand.

“It was a long day, and I think I must go to bed and sleep. I’m tired, and I think you guys will have some fun where I’m not needed. But tomorrow, Robert, I want a piece of that Cake.” She squeezed my cock once more, winked at me, and disappeared into her room. Janet looked at me with lustful eyes.

“Are we going to have some fun, Robert, or are you also too tired?”

“I’m never too tired for some fun,” I smiled at her, “but I need to know your rules. I mean, Bryan, are you watching me fucking your wife? Do you jerk off while I pound her? Or are you going to your room and only listen to us having sex?”

Bryan wanted to answer, but Janet took the word.

“That’s not his decision, my decision, and yours in this case. You’re new to this and have no experience with real cuckolding, so you decide if you want him to watch his wife getting fucked by your big cock, you decide if you want me to let his cock out of his cage and let him jerk off. Or you can send him into his room and let him suffer while he listens to our sounds of sex. Your choice.”

“Well, as you said, I’m all new to this, and I would feel bad, if I make a decision that Bryan doesn’t like. I know, I know, he is into humiliation, and all that stuff, but his inappropriate cock size is the reason why I’m here, and will be fucking the most beautiful woman of every man’s dream. So, Janet, if you’re fine with it, I want Bryan to decide what he wants. I guess it’s humiliating anyway, watching his wife getting fucked, or being only forced to listen to his wife getting fucked, okay?”

“Yes, Robert, I understand that and thank you for the compliment. This time, I let Cucky decide what he wants. But Cucky, you know the rules, there’s no exception, keep that in mind.”

“What rules?” I asked Janet.

“Oh, it’s just, when I let him watch me getting fucked, and he jerks off, he has to catch his cumshot in his hand and eat it, and he has to clean the creampie from my pussy.”

” Really? Ohh, Bryan, then it’s a tough decision.”

“At least this time, he can decide by himself. As I told you, normally it’s my decision. So, what’s your choice, Cucky?”

“I would like to watch you. I need to cum so badly. It doesn’t matter at what cost.”

“Okay, get naked, and I open that cage. Then, sit on that chair beside the bed and shut your mouth. Just enjoy the show quietly.”

Bryan did as he was told and sat down, waiting for Janet and me to start his “Entertainment.”

I grabbed Janet by her ass cheeks, pulled her towards me, and gave her a long, passionate kiss while my hands explored her body. Her hands did the same on my body, and it didn’t take long when she found my rock-hard cock.

“Mmm, it seems like someone’s ready for dessert.”

My hand found its way up her legs and found her soaking wet pussy.

“Seems like there is someone else hot for dessert.”

She started to unbutton my shirt, I unbuckled my pants to avoid her breaking a fingernail, and then I started to peel her out of her dress. There she was, standing in just her sexy High heels. She looked amazing, and my cock grew even harder. She stuck one finger in my boxer briefs and pulled me towards the bed. She sat down, pulled down my briefs, and kissed the tip of my cock.

Her lips and her tongue explored all of my cock and balls, and I knew I had to be careful not to unload too early because I wanted this to be a fucking moment lasting forever. I had to watch for the right moments to give my cock a break to let this night last for hours. At first, she had to gag, trying to deep-throat my cock, but she adapted to my size and took my cock into her mouth and throat. I let her do that for a minute or two, then pushed her back onto the bed and sank to my knees.

Her pussy was glistening with wetness, and I kissed my way from her calves along her inner thighs to her pussy, where I found her swollen clit in a sweet honey pot. My tongue circled it just so gently, and then I started to suck it. Her moans became stronger and louder, and the more she moaned, the more I sucked and licked. Her sweet juices were all over my face, and when my hands found her tits and my fingers massaged her nipples, her orgasm exploded in an amazing strong squirt of pussy juice.

It was delicious. She gasped for breath, and I took a look to the side and saw Bryan lapping up his cumshot out of his hand. I stood up and took Janet’s heels off her feet. I kissed her toes and inhaled the scent of her feet. They smelled so good it felt like even more blood was running into my cock. Janet looked me deep into my eyes: “Fuck me, Robert, fuck me. I need your big cock stretching my pussy. Push your cock into areas, Cucky could never reach. Fuck me.”

I slapped my cock several times on her pussy lips and her clit. She was so wet drops of pussy juice sprayed away. Then I entered her hole gently at first, but not pulling back. I entered her in one slow but steady movement until my balls touched her ass.

“Oh my God, you’re so big, that feels so fucking good.”

Slowly, I moved back and forth, increasing my speed and, occasionally, the depth intensity.

“God, you’re so fucking good, fuck me deep and hard, I’m cumming, I’m cumming, don’t stop, don’t stop, keep fucking my pussy. I’m CUUUMMMMIIING.”

Another squirt exploded from her pussy, and I was glad that she came in time, so I could give my cock a little rest because I was almost on the edge of orgasm. Bryan did not take that break. He was lapping up his second load. Janet pulled me down to her face and gave me a deep kiss.

“You’re unbelievable, Robert, I’ve never been fucked that good before, and you’re still not done. Your cock is still rock hard. You’re a God. You are my God of cock.”

She was still breathing hard when my mouth started to play with her nipples, my hands cupping her tits. Then I kissed my way down to her belly button, my fingers now slightly squeezing her nipples. My tongue played a short while with her belly button before I moved further down and found her wet pussy again. I started again to lick and suck, and Janet’s hips twitched as her next climax built up.

I stuck my finger into her and sucked her clit, when she screamed again: “Oh my God, I’m cumming again, you’re crazy, I’m CUUUUMMMIIING.”

She grabbed my head and pulled me slightly up to her, flipped me on my back, and lowered her pussy down my shaft. Then she started to ride me and bounced up and down, with each movement the entirety of my cock. When I was coming close, I tried to hold her down, not to move, but she whispered: “No, Robert, I’m riding you home now. You did great tonight and no longer need to hold back. I want you to unload deep in my pussy, unload a huge load of cum for my cucky to clean up.” As she said that, I moaned out and shot uncountable spurts of cum deep inside her pussy.

That was the moment when Bryan lapped up his third cumshot from his hand. Janet rolled me off and gave Bryan a sign that it was time to clean her up. Wordless, he obeyed, buried his face in her freshly fucked pussy, and sucked as hard as he could my cum out of her pussy. He even managed to give Janet one more little orgasm, and then he was done. Without a word, he disappeared into the bathroom, cleaned himself, and when he returned, he put his cage back on and locked it. He grabbed his clothes, wished us a good night, disappeared into his room, and closed the door.

Janet and I took a quick shower together and then went to bed naked and cuddled. Janet kissed me passionately and said: “You’re amazing, Robert. I’m so glad I met you at JFK and took the chance to change your seat next to mine. Thank you.”

“Hah, I knew it was you. I saw you talking to that Airline Official. But when did you decide to have me as your Seat neighbor?”

“Well, you stared at my feet and then took pictures of me. I thought it could be a kick to tease your fetish during the flight.”

“Oh, you recognized me taking the pictures? I thought I had it done very inconspicuously.”

“Hah, yes, I recognized it. But I also expected it after I caught you staring,” she giggled.

“But I was very surprised when that turbulence occurred, and I fell into your lap and felt your big cock. I didn’t expect that a foot fetishist has a big cock. It wouldn’t have surprised me if I’d only felt something like 5″. That turbulence was the kick-off for me. I wanted to see what I just had felt.”

“Thank God for the turbulence,” I laughed. “When I had the feeling that you changed my seat, I wondered where that would lead. And I’ve to say, it couldn’t happen anything better than this.”

We had another deep kiss, cuddled in spooning, and it didn’t take long till we fell asleep. I woke up in the middle of the night with my hard cock pressing against Janet’s thighs. I didn’t want to wake her up, but then I felt her hand moving to my cock and then stroking it. She slightly turned and whispered: ” Hmm, someone’s hard again.” She turned around to lie face to face. “Do you want a foot job or a blowjob?”

“And you? What can I do for you?” I asked.

“Hmm, how about 69? I go on top.”

“Sounds good. A delicious night snack,” I said, smiling at her.

She rolled off the blanket and sat in sixty-nine on my face. Immediately I started my licking and sucking job, and she deep-throated me. It took us both not too long, and we had a shivering orgasm together. I swallowed every drop of her juices, and she swallowed my load. Then we went back to sleep again.

 

To Be Continued…

 

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