The Island Retreat

The Island Retreat

As her cab passed along various piers by the water, Grace wondered if she was out of her mind to be doing this. On the one hand, she was as excited as she could be, but on the other hand, she felt a little apprehensive. She had already traveled all the way here though, so maybe it was past the point of turning back.

The cab finally pulled up to a secluded pier where a small ferry, accommodating perhaps 40-50 people, was already docked. Grace paid the driver and stepped out, her eggshell-colored summer dress swaying gently in the ocean breeze. She carried just a small travel bag, which contained her essentials for this short island trip. She noticed a harbor house nearby with a sign that read, "Registration Inside - The Island Retreat." As nervous as she was, at least she knew she was in the right place.

Upon entering, Grace's gaze immediately landed on the reception desk. The woman behind it wore a badge that read 'Event Coordinator - Island Retreat'. Grace approached the desk and introduced herself.

"Hi, I'm Grace. I'm here for the Island Retreat," she said. The woman glanced down at a sheet of paper in response.

"Welcome to the Island Retreat by the Kink Club! Let me see. Grace.... I see that you have put your role down as "Submissive", and that you are 'Single - Open to partnering' Could you confirm that this is correct?"

"Yes," Grace answered.

"Great. As you may already be aware, the Island Retreat is a 2-day-1-night BDSM-themed vacation package. Though the majority of our guests are couples, we do have quite a few single people looking for a fun time like you. We will be hosting a lot of activities throughout the retreat, both educational and more sexual in nature. Participation in any of the events is on a voluntary basis. We ask that you please respect everyone's consent at all times. If you ever feel unsafe or overwhelmed, please safeword 'RED', and one of our staff will step in to assist." Grace nodded as the staff member continued speaking.

"To indicate each person's role and availability, we ask that you please wear this locking necklace," the staff member explained, handing Grace a necklace with thin delicate silver chains and a heart-shaped padlock in the front, serving as the pendant. The piece was both elegant and well-crafted. Grace draped the necklace around her neck and secured the padlock at the front.

"This necklace signals that you are a single submissive open to partnering. Those wearing a different style of collar are partnered submissives. For doms, an orange wristband indicates that they are available and open to partnering."

"Also, we have a fun little game planned for single submissives like you. Please head to the changing room behind me," the staff member said as she handed Grace a cardboard box.

Grace went into the changing room, which was essentially an empty storage room in the back. When she opened the box, she found a shiny metal device inside; it was a chastity belt. Next to it was a small printed card.

=====

The Chastity Game

The Island Retreat is a gathering of kinky minds like you -- including many who are looking for a partner! We, the staff members of the Island Retreat, think that this little device could help you lose some reservations and enjoy your experience more.

The keys that can unlock this chastity belt have already been given to the single doms.

(Every key works with the padlock on your belt)

You are also free to opt out of the Chastity Game.

Please let our staff know if you need any assistance.

=====

Knowing that the company asked for detailed measurements at registration, Grace expected quite a few things for this kink-themed Island trip, but this was not among the things she had imagined. The idea seemed a little daring to her. What if there was no one she wanted to partner with? Would that mean she would be stuck in the belt tonight? The excitement from the thought turned her on a little. She had already come all the way here though, might as well enjoy the experience as it was designed. Grace undressed and wrapped the device around her waist. She held her breath as she pulled all the pieces together, padlocking it at the front. The belt fitted snugly around her waist, exerting a steady, gentle pressure. She put her dress back on and went back out into the waiting area.

Quite a few people have already arrived. There was a man and a woman in their fifties. The woman was wearing a thin steel ring around her neck so they probably were a couple. There was a group of 3 boys in their twenties talking loudly together. All of them were wearing orange wristbands, so Grace knew that they were the single doms -- her potential partners for tonight. Grace saw another girl sitting alone. She was white, with short messy brown hair, and looked to be in her early to mid-twenties, maybe 24 or 25. Grace noticed that she was wearing a heart necklace similar to her own, so she decided to sit down next to her and introduce herself.

"Hi, I'm Grace."

"Oh hi. I'm Jess. How're you doing?" Jess replied.

"Great thanks. Have you done anything like this before?" Grace asked.

"Actually yes. I did a retreat just like this one last year, also by this organizer. They rented out a farm and organized a pony-themed camp. It was pretty fun. What about you?"

"Oh, it's my first time here. So yeah I'm a little excited"

"That's awesome! I'm sure you'll have a blast. I didn't expect much because they didn't charge that much for this, but I heard that this is quite generously sponsored by the organizer. Did you get belted?" Jess asked, her tone slightly curious.

"I did," Grace said, feeling a bit caught off guard by the directness of Jess's question.

"I think you made the right call. I did too." Jess swiftly pulled up her shirt, revealing the steel band of the chastity belt around her waist.

"They always have some surprises planned to spice things up. Last year, they surprised all the subs by not letting us out of our pony gears and making us sleep in a repurposed barn! We could choose to opt out -- of course, but nobody did. I know this seems just like another vacation for now but trust me things will get more exciting"

Grace thought to herself that well, this was already not a typical vacation for her. At least she had never been on a trip with a steel chastity belt locked around her waist.

Grace and Jess continued talking as other guests arrived. Most of the guests were D/S couples with ages ranging from very young adults to couples in their fifties. Jess mentioned that they actually did pretty heavy vetting of the attendants. Most of the accepted guests were active in their local kink communities and had someone who could vouch for them. Grace guessed that it was her local munch organizer who vouched for her as he was also the one who told her about the Island Retreat in the first place.

After a while, the staff invited everyone to board the ship. The ride was fairly normal. Grace sat with Jess, who continued to share her kink experiences. Grace thought to herself that this kind of event probably attracted more adventurous and open-minded people--like Jess. Grace herself was far from shy though.

---

After two hours at sea, the ship approached a small island. The soft golden sandy beach stretched out before her, fringed by swaying palm trees and kissed by turquoise waters that sparkled in the tropical sun. A three-story white resort building loomed ahead in the distance, its colonial architecture and lush greenery exuding a sense of serenity and luxury. The gentle lapping of the waves against the hull signaled their impending arrival, and she could already feel the warm tropical breeze caressing her skin.

The ship docked at a small wooden pier. After disembarking, everyone gathered as the organizing team made an announcement. There were about ten staff members, all wearing matching shirts and hanging identical badges around their necks.

"Welcome to the Island Retreat -- a 2-day-1-night kink-filled vacation!" An Asian woman from the staff stepped forward. She's likely in her mid-thirties. She wore her black hair in a neat ponytail.

"We have rented out the whole resort, and this is a private island. Everything will be run by our team, so it's all kinky people here. Please feel free to engage in kink as you like. However, please do respect other people's consent if you plan to involve them beyond seeing your activities. We have a universal safeword policy. Please say RED if you would like anything to stop at any point and our team will assist you."

"We'll now be distributing the room keys," the female staffer announced. "Lunch will be served at 12:00 p.m., and we have a range of exciting activities planned for this afternoon!" She handed out keys and folders with the day's schedule and additional details. Grace made her way to her room on the second floor, where she found a familiar and cozy space typical of resort settings. After unpacking her bag, Grace headed back downstairs to the open-air dining room nestled in the garden, ready to enjoy lunch and start her island stay.

---

Lunch was served as a typical buffet. While Grace waited in line, the man in front of her turned around.

"Hi, I'm Tom." Tom introduced himself. Tom was a friendly-looking white guy with dark brown hair. He's a little older than her. Maybe 28 or 29. He's a little on the shorter side, but he's pretty well-groomed. Grace spotted the orange wristband on his wrist. At the same time, she noticed him staring at her necklace.

"I'm Grace. Nice to meet you, Tom. How do you like things so far? "

"It's far more 'normal' than I was expecting," Tom said. "but I guess the fun stuff begins this afternoon. Hope to see you!" Tom turned back to get his food, and soon it was Grace's turn.

She found the food to be fairly standard for a buffet, with options like tropical fruit salads and grilled chicken skewers. She helped herself to a little bit of everything and then looked around the garden for a place to sit.

She noticed many couples were sitting together, and saw a table with the single men, including Tom, along with a blonde girl. Then she spotted Jess, who was sitting with two other girls. Grace decided to join Jess and took a seat at their table. One of the girls is East Asian, probably 23-24. Shoulder-length black hair. She seemed to be quite small and a little shorter than her, maybe 5'1 or 5'2. The other was a Latina with long dark brown hair, around the same age as Grace at 26-27. Both were wearing heart-shaped necklaces like Grace's so she knew they were both single subs like her.

Grace introduced herself. She learned that the short Asian girl was Alice, while the Latina girl was Isabel. Alice seemed to be pretty nervous and quiet. Isabel and Jess on the other hand seemed to be pretty comfortable and talkative as they discussed their kinks.

"So what do you plan on doing this afternoon?" Jess asked.

"Not sure about this afternoon, but if tonight then 'that'" Isabel gestured at the table of the dominant boys playfully. She looked at Alice. "What about you? Anything you're interested in?"

"For me, probably the Shibari class. I've wanted to try Shibari for a long time" Alice added.

"Oh I love Shibari too, but I'm also looking forward to the pet play session. I saw a staff member carrying a dog suit earlier and I want to try it." Jess said.

"I haven't really looked at the schedule yet. I'm just going to go with the flow and see what catches my eye." Grace said then took a sip of her orange juice.

The four new friends continued to chat during lunch. Grace learned that Alice was relatively inexperienced with kink, at least compared to Jess and Isabel whose years of experience matched her own.

"Now that you are all done with lunch, we'll finally begin the Kink Fest!" One of the staff members announced. "We will be hosting various classes, play sessions, and fun contests all around the island."

"Here are the resort maps and the schedule for the events. Enjoy!"

Grace grabbed a piece of the event schedule. She saw that the first event, the Shibari class, was starting soon. Grace had done Shibari before, but nothing else at this time on the schedule interested her, so she might as well just check it out. Grace went back to the table and walked to the class with Alice.

---

The Shibari class was held at a pavilion on a cliff by the water. The instructor was the Asian female staff member who made the announcement earlier.

"Alright, we'll get started. This is Shibari 101: Basic Shibari Class. Today we'll be practicing some basic ties like the single-column tie and the box tie. More advanced classes will take place later today. 'All About Harness' at 3 pm, and "Suspension" at 5 pm."

"First, riggers please pair up with a rope bunny. We will not be switching so make sure you pair up with someone with the opposite role" Grace and Alice looked around the room. Out of the eight people present, four were couples, which left two guys who were also looking towards Grace and Alice.

"Would you like to pair up?" The Asian guy asked Grace.

"Sure"

"I'm Peter by the way"

"I'm Grace"

Peter was possibly around the same age as Grace. He was much taller than her though, perhaps around 5'9 or 5'10. Meanwhile, Alice partnered up with a Hispanic guy, who was also quite close to Grace's age. Both of the men were wearing orange wristbands.

The instructor then demonstrated the single-column tie. Grace had seen this many times by now, and possibly could even tie it herself as she had seen it being done so many times. Grace watched as Peter practiced the tie on her wrist, completely in silence -- seemingly pretty focused. As it was a beginner class though, most of the participants were rather slow, though everyone could get it right after a few tries. The instructor moved on to the box tie. As Peter moved closer to Grace to begin the box tie, he was caught off guard by the sight of Grace's chastity belt. which was barely visible through Grace's thin summer dress. He didn't make any comment though, but Grace noticed his lingering glances.

Peter became quite focused as he worked through the rope work on Grace's breast. The box tie would usually not be considered part of the beginner's class. Grace guessed that the reason they were including this in this session was that it was a good chance for some intimacy between the rigger and the rope bunny. Peter was quite gentle. In fact, he was doing really well for a beginner. Grace glanced at Alice, who was then also being tied up by her partner. She seemed to be enjoying herself, chatting with her partner as he pulled the rope over her arm. Peter seemed rather focused though, so Grace let him focus on the rope.

After 10 minutes or so, everyone was done. Grace turned around, allowing Peter to see his work.

"What do you think?" Peter asked Grace.

"It's beautiful," Grace said sincerely, looking at the rope around her body. "I think you did a great job, Peter. Thank you." She hoped her words would encourage him, and she found herself enjoying the restraint.

"So," she continued, trying to make conversation, "what made you want to give this a try?"

Peter hesitated for a moment before answering. "I've always been interested in the aesthetics of it, I guess. The artistry of it. And I thought it'd be a fun way to get to know someone better... you know, in a different way." Peter paused.

"And if I may, I think the rope looks really good on you."

Grace flustered a little. Peter seemed shy and polite, so she was not expecting this. Quiet guys have their ways of flirting, she guessed. He might have taken a little long to tie her up -- typical of a beginner, but Grace found his shyness and sweet nature pretty cute.

The instructor let the attendants chat with one another for a little while before ending the session. The attendants then untied each other.

Grace walked over to Alice who was the last person still tied up.

"How was it, Alice?"

"It was super fun. It was a lot of trial and error, but we got through. I kinda want to stay tied up, so I asked Luis to leave me tied and I will have one of the staff untie me later. I told him I would be attending the 3 pm session. He promised me that he would also attend, so I might go take a walk around and come back. What are you doing after this?" Alice asked.

"I'll probably check out other sessions. Kinda want to see what other things they have." Grace then separated from Alice, whose hands were still tied behind her back as she explored the garden near the pavilion.

---

Looking at the schedule, Grace saw that the "Pets & Paws" session was about to start, so she returned to the main building to check it out as she remembered that Jess said she'd come to this one.

The session was hosted in a large empty ballroom of the resort. Grace immediately noticed Jess and Tom. There were also three other couples in the room.

"For this session, we will do some play activities after some demonstrations. We seem to have an odd number of people though, can one of the submissives volunteer to be my helper?" A male staff member in his forties announced.

Before Grace could even consider it, Jess stepped out and volunteered herself.

"Alright. There are many styles of pet play and many kinds of animals. The most popular are probably dogs, cats, and ponies. Which interests you the most?" The event host asked Jess.

"I want to try the dog suit you have over there!" Jess answered.

The event host then asked Jess if she wanted to take off her dress, which she did, leaving her in her bra and her chastity belt. The male staff member then helped her get into the dog suit, which was a leather contraption binding her lower leg and upper leg together, her lower arm and upper arm together -- forcing her to crawl like a dog on all four.

"Another very popular gear is the collar. Instead of the regular collar, you can also use an actual dog collar if you want it to feel more real" The male staff member then put a black leather collar on Jess, then attached a leash to it. "The leash allows you to guide your pet. I'd have to say it's one of my favorite parts of Pet Play" He then led Jess around the room. Jess crawled around, trying to match his pace, and stumbled onto the floor as the male staff member yanked the leash a little harder.

"In addition to proper dog suit gear like this, you can also use rope or mittens. Restraints are not an integral part of pet play, but you could also add them if you want to add some extra challenges. Now I'd like you to partner up before we begin our free play activity."

As the other people in the room were all couples, Grace's eyes met with Tom's. This meant they were partners for this.

"We will do some pet play activities. Please decide what gears you'd like to put on among you and your partner."

Tom turned to look at Grace.

"I'll let you decide." Grace preemptively told Tom before he could ask. Tom grabbed a few gears from the desk in the front. The first thing Tom took was a collar. It was a nice red leather collar, and Grace liked it. He quickly wrapped it around Grace's neck, then he clipped a leash to it.

The next item Tom took out was a pair of leather mittens. They were like gloves, but without the finger part, forcing Grace's hands to remain clenched. Tom then taped Grace's upper legs and lower legs together with a bondage tape. Once done, Grace saw that Tom still had a few more items he had taken.

"What about those?" Grace asked.

"Well I saw that they also have this, but I don't know if you would be down to --"

Tom then showed Grace a fluffy fox tail plug. Grace noticed that he also took a small bottle of lube from the toy desk, so at least he knew what he was doing. Grace smiled and gave Tom an approving nod.