A sweat drenched Sam was led naked back into our room by Mistress Kelly. I was sitting naked on the balcony as they stepped outside to join me.
"How did she do?"
"Her effort was much improved. Looks as if your motivation has helped her effort," Mistress Kelly said, motioning to Sam's ass. Sam's gorgeous ass was covered with deep colorful bruises from the paddling the previous day.
"I'm happy to hear." Mistress Kelly stepped up to me, kissed me, before grabbing Sam and kissing her with plenty of tongue before leaving the room.
I ordered Sam to shower and freshen up when the phone in the room rang. "Master Jay, you have a lovely guest waiting for you in the lobby."
I stopped Sam as she was about to get into the shower. "Babygirl, I don't know Riley's intentions, or what you are hoping from her visit. But, if anything happens today, we need to make it all about her pleasure. I will not set rules, or expectations and will not discipline her in any fashion today. All your rules and restrictions remain, except I will permit you to cum whenever you like today. You are also permitted to speak freely." Sam smiled. "What are you hoping to get from young Riley's visit?"
Sam paused and thought for a moment as she contemplated her response. "If she's interested and wants to learn how wonderful, freeing and fulfilling it is to be a submissive, I will happily enlighten her of the lifestyle. If she wants to experience being a submissive, I hope you will be willing to teach and guide her as you have and continue to do for me. If she isn't interested in the lifestyle, then I would like to acquire a new friend."
"What if she wants me to simply fuck her?"
"Please fuck her, Sir. Show her how incredibly wonderful sex with you can be."
"Will you fuck her if she is interested?"
"If it pleases you and you permit me to do so, I'll happily fuck her."
"What if she wants to submit to me full time?"
"I loved being a co-submissive with Mrs. Harper. I honestly have missed having a fellow submissive to join me in my journey and joy. If Riley would like to join us, I would welcome her with open arms."
I nodded and motioned Sam to get into the shower. I quickly laid out Sam's attire for the day, threw on a pair of swim trunks, a short sleeve button up shirt and headed for the lobby. I didn't know what to expect from the young woman and decided I would go into the entire situation with an open mind.
I entered the lobby to find Riley standing in the corner of the lobby looking around the resort nervously. She was more attractive than I remembered from the airport. She was tall, about 5'7" and very thin. She wore a light colored bare midriff tank top that showed her toned stomach and her pierced navel. Despite having rather small tits, it was obvious she was not wearing a bra underneath her tank top. She wore a very short blue jean skirt that left most of her long, well toned legs exposed.
She had her long black hair pulled back in a ponytail exposing her swan-like neck. Her dazzling ice blue eyes lit up when she saw me enter the lobby. Her thin lips were covered with blood red lipstick. She must have noticed Sam wearing the same shade in the airport.
It seemed she was following some of the same rules Sam had followed while at the airport. I was impressed.
"Hello, Mr. Johnson," she said and stepped into me for an embrace.
"It's great seeing you, Riley. Sam is getting ready, follow me."
I began to head back to our room when a hostess called me to the front desk. "Sir, all guests must be leashed, or wear a choker."
I had forgotten this rule. I hadn't brought a collar or a yellow "neutral" choker for uncommitted guests to wear. As if reading my mind, the hostess handed me a yellow choker.
"Riley, this may seem weird to you, but you must wear this choker while you are here visiting the resort."
"Will you put it on me, Sir?" Riley asked. She turned and held her hair up as I placed the lace choker on her beautiful neck.
As I led her to our room, Riley's head was on a swivel as she took in the action of the resort. We passed numerous clientele in all sorts of undress and a sea of both female and male workers. I smiled as Riley practically drooled over the muscular male workers in their tiny loin clothes. She was still scanning her surroundings when I pushed open the door to our room.
"Riley!" Sam cried out in joy when she saw the young woman. The two women embraced tightly.
"Riley, did you bring a bathing suit?" I asked.
"Absolutely."
"Please get changed. I rented a boat for the day. I'm going to show you both a very special place."
Riley grabbed the bag she had brought with her and rushed into the bathroom. "She's more beautiful than I remember," Sam said, smiling brightly.
I agreed and placed a white lace collar around Sam's neck as Riley stepped out of the bathroom wearing the same black cover up Sam wore.
The young woman watched wide eyed as I attached a leash to Sam's collar. I looked at the young woman. "Riley, Sam is my submissive and by resort rule she must be on leash and collar when outside of our room. Just so you are aware, I often lead Sam around with a leash and collar when we are not visiting the resort."
Riley looked at Sam and then back to me. "Do you want to lead me by a leash as well, Sir?"
I smiled. "I don't need to. You are a guest. Your yellow choker works for now."
I led Sam out of the room and Riley fell in beside Sam. We walked silently through the resort, then outside and past the pool. Riley stared in awe at the action at the pool. Finally, we reached the resort's dock where a 35 foot catamaran was docked.
"Hello Mr. Johnson," a large black dockhand said as I stepped on the dock. The dockhand's body was covered in well defined muscles and the small loin cloth he wore did nothing to hide the enormous penis hidden behind the cloth. I turned to see both Sam and Riley staring at the young man's cock and practically drooling.
"Is the boat stocked?" I asked.
"Yes Sir. If you would like, you could spend the night on the water."
"Excellent. Ladies, onto the boat."
I allowed the dockhand to assist the women onboard. I saw Sam act as if she stumbled and brushed against the young man's cock. I would make sure she was punished for her actions later.
I stepped on board, fired up the motors as the dockhand threw off the lines. As I steered the boat toward open water, Sam and Riley moved to the front of the catamaran and laid down on the netting that spanned the two hulls of the catamaran.
As we left the harbor I shut down the motors and raised the sail that filled with the stiff wind. As the catamaran sliced through the rolling waves, Sam stood and removed her cover up. Underneath she wore a pristine white one piece bathing suit. The suit hugged Sam's beautiful body, and did nothing to hide the fact she had jewelry attached to her nipples. The back of the suit only had a string running up the crack of Sam's ass before splitting to run up over her shoulders.
Riley stood and removed her cover up as well. She wore a neon pink bikini. The young woman's body was incredible. She had small tits, especially in comparison to Sam's large tits. I was very pleased to see the bottoms she wore was a thong, exposing her firm, well sculpted tan ass.
Riley gasped when Sam turned and saw the bruising to Sam's ass. Sam smiled and pulled Riley back down onto the netting as she began to talk to the young woman.
The ride was about a half an hour cruise. I kept an eye on the ocean and the girls as they huddled together as they talked. I noticed it was Sam who was doing most of the listening, as Riley did most of the talking. As the cruise continued it seemed Riley had begun asking numerous questions. I couldn't hear what was being said, but I was happy to see the two women getting along.
As I expected, the well concealed cove was empty as I anchored the catamaran. The water in the cove was calm, crystal clear and deep. I could easily see the sandy bottom of the cove 30 feet below the surface.
The sun was high, bright and hot. I took off my shirt and dove into the cool, glorious water. As I surfaced, I looked up to see Sam dive into the water. She surfaced near me, swam over to me and wrapped her arms around me and kissed me hard in the mouth as we treaded water.
"This place is gorgeous," Sam said, breaking the kiss.
"I've been hearing about it for a long time. I figured it was time to visit. Did you have a good conversation with Riley?" I asked, as we treaded water.
Sam smiled brightly. "We had an excellent conversation, Sir."
"Learn anything interesting?"
"Our young friend is very, very interested in bondage. She asked me repeatedly how often and how you tied me up. It seems since she met us at the airport she has been spending most of her free time at night researching the BDSM lifestyle. She seems to be extremely intrigued.
"She informed me she has a high sex drive and is extremely horny. The poor thing was so sheltered while growing up, she's aching to experience life. Especially sex. She mentioned multiple times how limited her sexual experiences have been. She did tell me she discovered she liked to be choked during sex. It seems the one guy she's had sex with choked her a bit. She loved it, but the guy freaked out when she asked him to choke her harder the next time they had sex. And finally, she asked if I've ever had sex with another woman. She also wondered if I enjoyed having sex with women. She once kissed a girlfriend when they were both a little drunk. She liked it and was interested in going further with a woman."
"Are you two talking about me?" Riley called. I looked up to see Riley standing on the edge of the boat.
"Of course. It's not too often we are in the company of young, beautiful, interesting women. Join us?"
She jumped gracefully into the water and surfaced nearby. "Thank you for bringing me here, Sir. I love the water."
"Yes, thank you for taking us on such a beautiful boat to this amazing area, Sir," Sam said. She swam over to me and kissed me passionately. I was surprised when Sam broke our kiss and swam away from me, Riley immediately replaced her and kissed me. At first, her kiss was tentative, but as she pressed her nubile body against me her kiss became hungrier and more intense.
We frolicked and swam in the beautiful, warm water of the cove until we all began to get tired. "Why don't we have lunch on the boat? Once we're done with lunch, we can explore the beach, it looks like we have a run of the area," I finally suggested.
The ladies agreed and the two women swam lazily toward the boat. I let Riley be the first one up the ladder. I happily watched her incredible ass as she climbed the ladder onto the boat. Sam followed Riley onto the ladder with me bringing up the rear.
Once we were on the boat, Riley and I realized Sam's white bathing suit had become completely transparent when wet, giving us an unhindered view of her body.
"Oh my goodness," Riley exclaimed upon seeing Sam's body. She was eyeing Sam's pierced nipples, then noticed the barcode tattoo on Sam's mound.
"Do you like my nipple jewelry?" Sam asked. Riley silently nodded and continued to stare at Sam's body.
The two women huddled together and talked quietly as I prepared lunch and opened a cold bottle of white wine. We dined on chicken and salad and drank excellent wine. When we finished eating, Sam and Riley cleaned up.
