Off the bow I could see land just becoming discernible on the horizon. GPS and navigation computers made trips like this so easy. After eight hours at sea with no sight of land, the island of Nassau appeared perfectly centered on the bow. Another two hours and we would be entering port for a good dinner and a light night on the town with Tana. I intended to let her experience for the first time how it felt to be a submissive in front of people.
The trip had gone well, better than I could have expected. I suspected better than she could have imagined. Her cuckold husband approached me and after a few weeks of discussion we had agreed he would send her to me for a week. He knew nothing of what would happen on the trip, but trusted me enough to send her on. He knew I would give her not only a great week but an exploration of her submissive side she had been wanting.
And though David knew little of the trip details, Tana knew even less. She kissed him goodbye and stepped on a plane knowing only that he had arranged something for her which he thought she would love. Both of them would have gone along willingly had they known my plans. The fact they both were daring enough to go through with it despite having so little information made me happy.
My experiences as a Dom have brought me many pleasures over the past twenty-five years, but it is the mental aspect that gives me the most enjoyment. I have always loved learning what drives people. Examining their pleasure triggers and then using them to help give them great pleasure was always fun for me. But delving into their yearnings, curiosities and fears and then using those emotions to help them grow in ways they wanted or needed made me feel powerful. Yes, that’s an ego thing, but that’s part of what makes me the Alpha I am. Being able to figure out what people really want and to push them to not be afraid to explore and enjoy those things gives me an intense mix of pleasure and self-fulfillment. This trip was no different.
David had given me enough information about Tana to give me a start. From there I know she would enjoy this type of trip, sailing the Caribbean with a man her husband had chosen. If there was nothing more to the trip, that would have been enough. He knew she had submissive tendencies and desires but had no clue how to draw that out or let her enjoy it. That didn’t surprise me, knowing he was a true cuckold.
I knew they loved each other deeply, but I was impressed in how much David wanted this for her. Not once did I sense he wanted it to feed his own cuckold desires; he put everything into this for her. That led me to want to reward him and feed his wants just as much as hers, well, almost as much. The secrecy I kept forced him to live through wonder and apprehension. The pleasure and emotional uplift I gave Tana, would be passed from her to him in time making it a win-win-win situation for us all.
The information David gave me about Tana was enough to get me started, but I knew I would have to get further information myself. He didn’t know enough about a woman’s submissive inclinations to determine what was important, or to recognize the signs and signals I would. But that was okay, I would have Tana alone on a boat in the middle of the Caribbean. She would enjoy the vacation and the beauty all around her. She would have in the back of her mind at all times that David had set this up for her and wanted her to have fun. Without arrogance involved I was certain she would enjoy her time with me as a friend and as a lover. All of those things would make for a great week.
Before we shoved off yesterday she had learned that we would explore her submissiveness. I fully suspect when the week is over that will be what she thanks me for most. We were just on day two and already she was growing. The first day was relaxed, filled with a lot of talking and building of trust. Last night I told her we would go further today.
Her first words this morning were, “Good morning, Sir.” I didn’t have to remind her, and that made me smile.
Tana had gladly carried out the tasks I had given her so far today, simple tasks like preparing lunch and what to wear. She didn’t hesitate to do what I had directed sexually. All of this was between her and I, though, and we have a lot more to explore. By week’s end I intend to have her comfortable with her submissiveness both sexually and emotionally. Taking her into public as a sub was tonight’s experience. It will bring about a mix of emotions for her; the level or intensity of each emotion will be unique to her.
She slept against me, still naked from the day’s earlier events. We had talked and enjoyed each other more than we had played. With Nassau on the horizon it was time to get her up. I kissed her forehead and ran my fingers through her hair. That did the trick. Less than an hour from port we had just a few things to do, but the preparations we made now would let us get off the boat that much sooner. I told her we would have dinner ashore tonight. I talked her through the radio call to the harbor master, which is a simple task that many women are afraid to do. She handled it with a smile. A few miles from the port we turned into the wind and we brought in the sails and started the engine. I sent her down to get dressed as we motored in the rest of the way.
She stood on the deck taking in the sights of the city. After a small trip down the channel between Nassau and Paradise Island, we were at the docks. It took little time for us to make up to the dock. The harbor master approached and immediately had eyes all over Tana. I told her to keep him company as I went below to get our documents and payments for the overnight slip. She was perfectly comfortable flirting with him and it never hurts to have the law, at any level, on your side. After our business was concluded I approached him and asked if the Aura nightclub was sill the place to go at night. He smiled and said yes, and then winked at Tana saying perhaps he would see us there tonight.
I told her I was going to go take a shower so she could have it to herself later to get ready. I suggested she call David and give him as much or as little detail as she wanted. I told her, however, that she should make sure he was prepared to receive some further updates later tonight. And I went below. I was quick to get ready, dressing in slacks and a shirt. Before I went back up on deck I laid out the black dress on the bed. Next to it I put a sexy pair of heels and white silk panties.
I went back on deck and she came to me immediately. She put a hand on my cheek and kissed me. She smelled my cologne and sighed; at least I think it was from that. I kissed her again and sent her down to get ready. I told her to take her time, we were not in a hurry. I made a few small preparations for the night in port, and for the next day at sea.
There already had been many times during this trip that I thought Tana was simply stunning. Watching her as she climbed up the steps from the cabin added one more time to that list. My mind was thinking, “Wow!” and it took a moment for me to realize I had said it out loud. Her smile was evident, but I could tell there was a bit of a blush behind it. I asked her why she was smiling.
“Because I want to look good for you and I am glad you like what you see.”
I went to her and hugged her and whispered my response in her ear. “I not only like what I see, I like who you are, and the type of woman you are becoming.” We kissed again. Our kisses had been passionate since the very first one. She kissed me back with an eagerness that I suspected was from a mix of happiness, the feeling of acceptance, and the desire to please. Any of those reasons would have made me happy, but if my suspicions were right the trip was succeeding. My suspicions about the desires and emotions of my submissives were rarely wrong.
I told her to grab her small purse and her phone. When she returned with them I locked up the cabin behind her. We took a quick selfie and sent it off to David, her as close to me as she could get.
I jumped to the dock and offered my hand to help her. “Come with me.”
She took my hand, saying, “Yes Sir,” and I helped her to the dock.
I took her hand and walked down the pier. We passed the guards and they all looked at us, more at her. I paid them no attention, but as expected Tana smiled back at them; her manners and overall friendliness made her. I normally would have as well, but I wanted her to feel the attention on her. The way the guards looked at her would build on her emotions.
Every other man we would see tonight would look at her the same and deepen those feelings. She’d know they all wanted her from their looks. But the way they stood back would show her and tell her they all knew she was with me.
A short cab ride later and we were at dinner. I had picked a nice restaurant on the water with a great view of the coming sunset. A great seafood dinner and a great bottle of wine can be had in many, many places. The beautiful view we had sitting by the fire as the sun set could be found in a fewer places, but still many. But no one on earth had this spectacular lady sitting next to them, allowing them to guide her through her own submissive exploration, and she was giving herself more and more to me alone. As much as this trip was about helping her and giving her pleasure, I sat and watched the sunset with her, soaking in how great I felt. We sipped the last of our wine as the sun set and had one of the waiters take a few pictures of us. I’m sure David would see how happy we both were.
The club was just getting started when we arrived. We explored a little, danced a little, and people watched a bit. As the crowd grew I became more outward with how I showed her off. I danced closer and sexier. I touched her and kissed her more, and she responded to it all. It didn’t take long until people were watching her, and us.
After dancing several songs I took her hand and headed back for the bar. I ordered us both drinks and as I waited she was still dancing to the music. I pulled her close and whispered in her ear, “I want you to place one hand on me and the other hand on your own body and to dance for me. You can move your hands but you cannot lift them.”
She placed one hand on my shoulder and began to move. I watched her intently. She closed her eyes and began to let herself go, and I had to fight the urge to touch her. I was completely turned on. There were others watching her too; I noticed a several men and a few couples.
As I scanned the crowd watching us, one young female and I locked eyes. She was dancing with a man but had been watching us intently, ignoring him. When our eyes caught she looked away at first then brought her eyes right back to mine. She saw me watching her and bit her lower lip. As the song ended I turned my eyes back to Tana and handed her the drink.
I leaned down and told her how sexy she was and how many people were watching her, watching us. She immediately looked around as if she was embarrassed. We took a few more sips and went back to the dance floor together. This time I told her to dance while keeping her hands higher than her shoulders. She quickly was into the music and dancing in front of me. She realized I had her hands up so I could put my hands where ever I wanted. I had started with one hand on her waist, but my hand had moved as I pulled her close or spun her around.
The song started and I spun her back to me and wrapped one hand around her. My hand on her flat stomach was pulling her ass into me. She had kept her hands up and reached them back to touch my neck and run her hands through my hair.
I knew Tana had been dancing with her eyes closed or looking at me, so I told her, “Look at the young girl in the blue dress in front of you, watching us.”
The girl who had locked eyes on us before was again watching us. This time I paid a little more attention to her. The ring on her finger, the bit of sunburn on her face and shoulders, and similar things on her man made me think they were probably newlyweds. Tana did not stop moving as she looked up at her. The girl obviously saw Tana’s eyes looking at her and smiled. The night I had planned was simply teasing and testing Tana’s willingness to do as she was told. Perhaps now I would have to push it a little further.
The song ended and I took Tana back to the bar. I saw the other couple head to a table, and caught the young woman watching us again. I grabbed Tana’s hand and began walking towards their table. She was hesitant at first and I was pulling her by her hand. Eventually she gave in to me and caught up and walked beside me. I watched the young couple as I approached. She was clearly nervous, but her husband was smiling and laughing at her.
I said hello and John introduced himself and offered to let us sit. I introduced us and John introduced his new wife, Katie. They were on their honeymoon just as I had suspected. We passed a few more pleasantries and I ordered a bottle of champagne for them to celebrate. John invited us to share it with them so of course we did.
After the first glasses were poured and a quick toast I started explaining why I brought Tana over. “I’m sorry to be so blunt, but I had noticed Katie watching Tana dance. The funny thing is, I was pushing her to dance sexy so people would watch her. I knew a beautiful woman like her dancing that way would draw attention.”
I looked at John. “Please don’t be offended by this but I am pushing Tana to explore her submissive side.” Both women gasped but I did not stop. “Tana would have danced, and she would have been sexy, but she would never have danced the way she was had I not made her. You can tell she’s embarrassed for me to talk about her this way, but I can promise you she will smile when I tell you both how happy I am to have her here with me.” Right on cue she beamed.
“But here’s why I brought her over. I think Katie noticed something different in us, maybe even that I was pushing Tana. I know she saw me make Tana look at her. And Katie didn’t look away embarrassed, she smiled. I wanted Katie to know that I am controlling Tana and she will do anything I tell her. Won’t you, pet?”
I looked at Tana; she hesitated, but she finally answered, “Yes, Sir.”
John and Katie were both surprised. John was smiling almost to the point of laughing, Katie put a hand up to cover her mouth. John started in with a hundred questions, and we answered as much as we could quickly before I stopped him.
Katie was quick to say, “I don’t know how we could help,” but John cut her off and asked what I had in mind.
I explained that Tana was a Hot Wife. “Her husband had shared her with men before, but now he has asked me to control her and Tana has given herself to me. She has had group sex before and has let her husband watch most of the time. I’m not asking you two to swing on your honeymoon. If you two are willing to let me bring Tana to your room, I would like for you to see her give herself to me, especially Katie. I want Tana to know another woman is watching and that that woman may one day be in the same position as she is now.”
John looked at Katie and said he wanted to do it. Katie was still a little shocked and asked why.
I told her, “There is a difference to how you feel when people know. You were watching Tana, and I’m sure you enjoyed that. But you knew I caught you looking at her and you didn’t stop. You were embarrassed but couldn’t stop watching. I am pretty sure it turned you on knowing I knew you were enjoying watching Tana dance for me. And honestly, it’s probably turning you on right now knowing I am describing all this in front of both John and Tana.” I watched her squeeze her thighs together and looked her in the eye and she knew she could not deny it.
I stood up and took Tana’s hand to help her up, then looked back at them and gave them the questioning nod. John leapt right up and grabbed the bottle.
Katie looked at Tana and asked if she was okay with this.
“Everything Bill has said or done has made me feel wonderful. I am his more and more, and I have no problem admitting that, or showing that. I would love to show you just how much I want to be his.”
When Tana held out her hand for Katie I had to kiss her cheek for the perfect touch. And Katie did not hesitate to take her hand and we all four headed to the exit.
Katie was still holding one of Tana’s hands as we walked through the lobby to the elevator, repeating over and over, “I can’t believe we’re doing this.” John was all smiles walking ahead, drinking from the bottle.
“Katie, I won’t make you do anything you don’t want to tonight. I may suggest things to let you feel more a part and less just a voyeur, but what you do is up to you. My one request, however, is a picture of you and Tana in the elevator for her husband. I took Tana’s phone as the door opened and we stepped into the elevator. Tana pulled Katie to the back and they put their arms around each other and smiled on cue for the picture. Tana snuck in a quick peck and I caught that as well. John pushed the button for the eighth floor and we were on our way up, just the four of us. A few quick taps of the phone and David had another picture.
I moved Tana back to the wall and kissed her, John and Katie on either side of us watching. I then stood back and said, “Take your panties off and hand them to John.”
She never took her eyes from mine as she put her hands on her thighs, ran them upward, pushing the dress up as she went, and snagging the waistline. She then pulled them down as seductively as any stripper could, legs together and straight, bending at the waist. Out of the corner of my eye I saw John’s eyes glued to her ass as she did. She handed them to him and gave him a quick peck on the cheek as the door opened to their floor.
Tana grabbed Katie’s hand and they almost bounded out of the elevator. John was close behind, still holding Tana’s panties and looking as happy as the first two. The three of them were allowing the drinks from earlier to help them act brave, but their giddiness did not hide their nervousness from me.
Once inside the door it was time to take over once again. The room had a small seating area with a chair and a couch, and further back a king-size bed. The women had moved past the bed to the sliding glass door and onto the patio. I followed intently and grabbed Tana, spun her around and pulled her to me. I kissed her hard and rough. She responded just as I wanted. She moaned and melted in my arms. Her fun and teasing with Katie had turned to lust and surrender.
There was no resistance from her when my hands moved from her cheeks to her thighs, lifting her dress upward. I hadn’t unzipped it but the material and my force let it rise over her curves. She raised her arms and let me lift the dress completely off her. I pulled her in front of me, and spun her to face Katie and John, naked except her heels and jewelry. She knew I was putting her on display and made no effort to cover herself. I leaned down to her ear, but didn’t whisper because I wanted John and Katie to hear as well.
“They are looking at every bit of you now. Watch their eyes as they inspect you. They not only see your body, but they now have seen the start of how much you give yourself to me. I know you are not ashamed of your body, and from now on you will not be ashamed of giving yourself to a man, a man like me.”
Then I whispered to Tana “Choose one of them, walk to them and ask them to hold you as I take you tonight.” I knew she’d pick Katie.
She realized I was doing this because Katie was intrigued. John was excited and horny as any twenty-something young man would be, but he could not yet grasp what was happening, either with Tana or with Katie. By making Tana choose I was making her take an active part in exposing Katie to this world. I was sure she realized it, but we would discuss it later to let it sink in further.
“Yes, Sir.”
Tana walked up to Katie and looked her in the eye, taking both her hands, and asked her to hold her just as I instructed. She held both her hands and walked her into the bed. I handed John Tana’s cell phone and asked him to take pictures. I told him I would send him copies of them, and we followed the women in.
Tana reached the foot of the bed and asked, “How would you like me, Sir?”
“I would like Katie to sit at the head of the bed, and I would like you to lean back against her.“
Tana whispered something to Katie. I would have guessed it was something about enjoying this, but when Katie removed her dress I realized I was wrong. Tana watched her as she did, then kissed her and placed her hands on Katie’s panties and pushed them down. Katie gave a worried look towards John, but he was still all smiles and already taking pictures.
Katie climbed on the bed and arranged pillows to let her lean back comfortably.
Tana came to me and whispered in my ear, “I told her that I would enjoy feeling her skin against mine, and that I knew you would enjoy seeing her as well.”
She kissed me and turned and crawled onto the bed. She crawled between Katie’s legs and right up to kiss her. “I am happy you get to see me give myself to him; he makes me feel so wonderful emotionally and sexually that I am eager to share this with you.” She kissed her again and then shifted to lie down in Katie’s arms.
I stripped quickly and stood there in front of them. My cock was hard; in fact, it had been hard for some time. Tana watched me and grabbed Katie’s hands. Despite the fact that Tana and Katie were together on the bed, both naked and beautiful, what Tana said next was much more a turn on. “I’m yours, Sir!”
I climbed onto the bed and between Tana’s legs and she brought them in to touch my sides; she wanted contact badly. My cock was not far from her but I reached back and touched her. I was not surprised to find her soaking wet. I moved my fingers up and down her slit a few times and watched her mouth open. I noticed Katie’s eyes were locked on my hand, so I pushed one finger into Tana and then quickly a second. I pushed them in as deep as I could, soaking them. Tana’s head tilted back towards Katie, her mouth still agape. I took my fingers out and moved them towards Tana’s mouth, but Katie leaned forward so I re-directed and let her taste them.
After Katie had cleaned my fingers I put my hand back on the bed and now hovered over Tana. I moved my hips up and let my cock land on top of her mound then lowered them, pushing my shaft against her lips. I moved slightly and let my cock move up and down, spreading her lips along the shaft as my cock began to soak up her wetness. A few more strokes and I wanted her too badly to hold back. I let the head of my cock now find its way between her lips and paused just for a moment before I pushed into her.
Tana was very wet, and the wetting of my cock in advance left no resistance to entering her. I was deep inside her in one push, my groin pushing against hers. In doing so I pushed her back against Katie. Tana exhaled as if I was pushing every bit of breath from her lungs but it was more from feeling what she had been longing for. She grasped Katie’s hands tighter and absorbed me. Katie had a look on her face of excitement too, which meant the intensity I was trying to build had worked. She was turned on.
I took Tana hard, pushing into her over and over, building up the pace. Katie felt every push. She watched us and wrapped her arms around Tana with their hands still interlocked. Tana let herself go and let herself be taken. Her sounds were louder and her physical reactions were more intense; her back arched further and her legs raised higher than she had these past two days.
I moved one hand between them and grabbed Tana’s hair. I pulled her up and guided her around to her knees. I had not pulled my cock from her but she quickly moved knowing how I wanted her. It took a mere second and I was behind her and pushing my cock into her again. But she was now facing Katie and put one hand up on her shoulder. As I pounded Tana I was forcing her closer and closer to Katie.
Tana’s hand moved from Katie’s shoulder to the back of her neck and pulled her close to kiss her. I am sure the kiss was unsteady as Tana continued to gasp and moan, and her body moved both to meet my thrusts and recoiling from them. I leaned down amidst my thrusts and bit the back of Tana’s neck.
“Ooooh, Sir! Ughh! Take me!” came from Tana.
Take her I did. There was no slowing at this point. I fucked her for my pleasure. I fucked her to fill her. And I fucked her to claim her in front of others. I came inside her, thrusting still. I emptied into her as deep as I could, and when I was done I pulled my cock from her and climbed from the bed. Standing beside them I grabbed Tana’s hair again and pulled her to me softly.
I guided her head towards my cock. It was no longer hard but was still full and long. What cum of hers and mine that clung to it shone in the little light in the room. She moved from Katie and leaned down to clean me, just as I had wanted. This sexy slut had already become a good sub. Tana begin to lick my cock, still breathing so hard that I knew she could not afford to take me in her mouth. To my surprise, Katie rolled over next to her and did for me what Tana could not.
I had no intention of touching Katie, but I did not stop her from taking my cock into her mouth. She took just the head at first sucking and cleaning it. The pressure was almost too much for my now sensitive cock. I looked at John and he was still smiling, so I put my free hand on Katie’s head and pushed her mouth further onto me. As Tana caught her breath she kissed Katie’s shoulder, perhaps out of lust, perhaps out of thanks.
I pulled Katie off me and turned to sit on the bed, climbing into the position Katie had been. I pulled Tana between my legs just as she had started with Katie. My hand found its way to her pussy. She shuddered at my touch, still tender from how I had fucked her. I made her already wet and sloppy pussy more a mess as I smeared our wetness around her. With just a little touching, Tana was breathing hard again and arching her back as high as she had been earlier. “Tell Katie why you are so wet, Tana.”
Her moaning made it difficult to speak but she answered, “You filled me, Sir! Your cum has filled me!”
Katie’s hand was there with mine now and I could feel her moving it, So I pulled my hand away and let her take over.
Tana spoke again but this time not to me. “You feel how wet I am, Baby, he did that. He made me wet, then he filled me with his cum. I love that he let you feel how hard he fucked me.” All the while Tana talked, Katie was fingering her and staring directly at her crotch.
My hands had been roaming all over Tana but I had settled now with one hand on her neck holding tight but not squeezing, the other gripping a handful of her hair. I felt her getting closer and closer to orgasm and then watched Tana put a hand on Katie’s head and pulled her in. From what I could see, Katie did not hesitate, and appeared to be licking her; in just moments, Tana came.
She tried to moan and exhale as I had come to recognize, but I planted my mouth over hers and kissed her. She tried to kiss back but was moaning and exhaling into my mouth as much as she was kissing me. I was perfectly happy with that. Katie did not stop until Tana had come down from her high. Tana pulled her up and kissed her passionately.
When their kiss finally broke, Katie unexpectedly leaned to me and kissed me. It was a short, passionate kiss, but I was happy she did. When she broke the kiss she spoke softly to me saying, “Thank you, Sir, for showing me all of this. I know I could feel like Tana does with you.” Then she backed off the bed and went to John and kissed him.
Tana and I kissed again then moved from the bed to find our clothes. Tana was still winded so Katie helped her dress.
As she put her heels on I took Tana’s phone from John and shook his hand. “I hope you are okay with all that, but Katie seemed to enjoy it.”
He was all smiles and was ready to get Katie in bed for himself. There was no doubt she was ready for it too. I looked to see that he had taken several pictures and videos. I handed Tana her phone to let her look, and she quickly started sending them to Katie’s phone.
I kissed Katie on the cheek and wished both her and John luck. She stated that she wished we had been staying for a few days. The thought of adjusting our plans and playing with them more was a great thought, but this trip was about Tana. We had a lot more ground to cover and it would start with the talks about tonight. We said our last goodbyes and walked out the door.
The cab ride back to the boat was filled with quiet time, hand holding and making out. We checked out the pictures and sent a few more to David. He wanted to know details but I told her simply to tell him not yet. We were both tired but clearly each as happy as the other.
