πŸ“š unexpected-adventure Part 4 of 4
unexpected-adventure-pt-04
GAY SEX STORIES

Unexpected Adventure

Unexpected Adventure

by Smoothandlovely
19 min read
4.88 (1400 views)
crossdressingtransgendergay romancegay sexoral sex
Loading audio...

Every adventure must end. This thought kept creeping into my mind at inopportune times over the past few days and while I didn't entertain it willingly, in fact, I worked very hard trying to banish it from my consciousness, I was never quite successful. Reclining on the upper deck of my brother's boat and hiding behind sunglasses, with eyes closed and earbuds masking the sound of the waves and seagulls with music, I found my mind drifting back to New York, soon followed by reality's virtual punch to my chest. "WWOD" helped me break the spell of what was coming in less than a week, and the words ran like a chyron under the video of time that played before my eyes. 'What Would Odysseus Do?' His long adventure came to an end, and he faced his future without fearβ€”I thinkβ€”but maybe there was some apprehension although the realization of what he had in front of him and where he was in his life, sustained him. I look at Adrian and my apprehension fades, but it comes back in the darkness when I am alone with my thoughts.

A shadow covered my face, blocking the sun in front my sunglasses and bringing me back to the present. "Earth to Nicki," said Adrian softly while handing me a Cuba Libre. "You have been drifting away a lot, my love, is everything okay?"

"Now yes, thanks to you," I replied with a smile. "You make everything better."

"Nicki, you would tell me if something was really troubling you, wouldn't you?" said Adrian in a serious tone. "You know that you are not alone anymore so if you are troubled by something, you can share it...unless I am the cause of the trouble and you're thinking about telling me to leave, then you had better think again my dear." She gave me a kiss and a smile...it always works.

"Adrian, you have a way with words, and I love you in spite of them," I said with a smile.

Adrian sat in a chair near me and sipped a drink while looking around the marina and out to the water. "Nicki, I have come to the conclusion that you have gotten lazy, and we have not taken full advantage of this vessel whose use will be coming to an end very soon. As caretaker under agreement with the Owner, I have an obligation to make sure that the staff is doing their duty and keeping the ship in proper order. You have not exercised the engines in a couple of weeks, you have not made sure that the electronics, steering gear and other gizmos are doing what they should be doing, so I think a voyage is in order. I do not want to report you for dereliction of duty but I will if you disobey me. Now, I am going to the marina store for some provisions while you prepare the ship, and then we will embark on a voyage to the open sea in the east and stop when we reach the French coast. Any problem? No? Good, I didn't think so. Now, get off your back, finish your drink and get to work. When I return I expect to see everything ship-shape with the engines running and lines ready to be cast off."

After barking her orders, Adrian stood up and kissed me, put her phone to her mouth while pretending to hit a number, "Master Jack, we have a potential problem with the crew, and I think punishment may be in order. I have given them a final warning but if my orders have not been followed by the time I return from obtaining provisions for an upcoming voyage, there may be lashes involved and I assume you have no problem with my means of discipline. I will handle it sir, no worries. He is not very tough."

"Captain, I trust I will not have to repeat myself," she said waving her phone at me and began walking down below to leave.

"Yes, mistress, I understand and please do not call the Owner again. I don't want to lose my position, and I will do better in the future."

"See that you do, this is your last warning," she replied with a smile. God, she could play a real bitch when she felt like it, but I loved her idiosyncrasies and sense of humor.

When Adrian returned she had a couple of large sandwiches, pickles, olives, chips and potato salad, six cold beers and a bottle of sauvignon blanc for the end of the cruise. I had the boat ready so once everything was stowed away, we cast off the lines and headed east from the marina toward the Monomoy Islands. It was a beautiful day, very little wind and calm seas with small waves. Adrian took off her top when we left the marina and looked like she belonged in the South Seas, wearing only a small bikini bottom, baseball cap, and sunglasses. It was a nice trip to the Islands and once we passed the bend of the elbow, we turned north. We ran along the coast toward Chatham and Eastham for a about a half hour but the waves in the North Atlantic were a little rougher than expected, so we soon turned back and found a place to anchor in the shallows to the west of the Monomoy Lighthouse.

We had a naked lunch and enjoyed a relaxing afternoon sunbathing before our return trip. While we sipped our beer we took the time to talk about what was ahead for us and Adrian addressed this subject when she asked what has been bothering me lately. She saw how preoccupied I was and was getting concerned that I was having second thoughts about moving to Connecticut although I never mentioned it in so many words. She snuggled next to me and ran her hand across my chest, speaking quietly while the breeze drifted over the deck and music played in the background. "Nicki, I want you to be happy and I know that all vacations come to an end and life changes, but there still should be an underlying happiness. If that is missing, then eventually everything that came before will evaporate, leaving only sadness because of what is lost.

"You are important to me, and I want to believe that you share the same feelings but if I am misreading something, or if your feelings have changed, I prefer to face it sooner rather than later." She kissed my chest and got quiet while the boat gently rocked on the waves. I stroked her hair and kissed her head but didn't say anything in response for a few minutes.

"I find myself thinking and wondering about the future a lot," I said. "The time that we had together this summer was wonderful, is wonderful, and I wouldn't trade it for anything. In fact, it has been so good that I am concerned that we are being unrealistic in expecting it to continue forever."

"Do you love me, Nicki?" she said softly.

"Of course I do," I answered quickly. "Why do you ask?"

"Well, I love you and even knowing my own feelings, I am a bit apprehensive, so I imagine that I know how you are feeling too," she said. "Being apprehensive doesn't mean that what we have isn't real. It doesn't mean that we wouldn't come together to help each other work through our concerns and problems and come away stronger.

"Every time we go out together and socialize, I never feel uncertain or uncomfortable, and I know that at the end of the evening we will be in each other's arms, and I will feel safe. I have never had this feeling with anyone else in my life, so I am convinced that whatever crap comes our way doesn't stand a chance against what we have when we are together. So, when I ask if you love me, I simply want confirmation that we are truly in this together. I will not force you to feel something that you don't feel on your own, but if you love me like you say you do, then we will get through the nervousness together. There is no doubt in my mind about it."

I pulled her toward me and kissed her deeply. Her body fit comfortably against mine, like something split apart and placed back together with all nooks and crannies aligning perfectly, and our hearts beating in unison.

Adrian excused herself to use the head and I stretched out on the sun mat in the aft portion of the upper deck, enjoying the sun and warm breeze. I felt better after the conversation with Adrian, so the only concern left was one of logistics, a minor point in my opinion.

When Adrian came back she joined me on the mat and straddled me, moving her breasts against my warm chest. It did not take long for me to get aroused, and she started rubbing against my erection and kissing me tenderly. She worked slowly down from my lips to my neck, chest and nipples, from my stomach to my abdomen, and ultimately taking my cock in her warm, wet mouth, sucking gently while going up and down on it, and letting it slide into her throat.

After a few minutes I gently helped her rotate and position herself so that her dick was right over my mouth, and I took it into my mouth for a classic '69'. We worked on each other, and it didn't take long for me to climax, my cock pulsing semen into her mouth. The warm semen was the catalyst to bring about her orgasm as well and soon my mouth was filled with her cum.

When we were both drained, we shifted ourselves so that we lay in each other's arms again and kissed gently in the warm sunshine. "I love you Nicki, and I am yours forever," she said. "If this is not what you want, tell me now while we are on the high seas surrounded by water."

We had a pleasant afternoon and easy cruise back to the marina, sitting together naked on the comfortable bench seat at the upper helm position. We only slowed for a couple of minutes for me to slip on my bikini bottom and to allow Adrian to get her bikini on before we went into the marina.

πŸ“– Related Gay Sex Stories Magazines

Explore premium magazines in this category

View All β†’

As we pulled into the channel, we saw that Rafael's boat was in port and Adrian suggested that we give Ali and Rafael a call. As we spoke, Adrian's phone buzzed with a call from Ali, "Out living the good life I see," she said.

"Hey lover", replied Adrian with a laugh, "are you spying on me? I missed you and I was just thinking about calling. It has been so dull here when the only company that I have is the bitch, who has been in a fog lately."

"Poor baby," said Ali. "If you want someone to take her off your hands for a few hours, I think Raffy would gladly oblige. As for you, you're mine so maybe an afternoon delight with me is what you need to end the monotony."

"Christ, you have me hot already. Nicki, Ali wants to fuck me so can we please see them tonight?"

"Let's discuss it over dinner at the restaurant in the marina," I replied. "Your treat!"

"Ali, the bitch said she would be happy to get rid of me for a while and would gladly entertain Raffy as well. She's such a slut! Dinner on us at the marina restaurant at 8:30."

"Perfect," said Ali, "see you later my sweet. Best to NSB."

No sooner did I get the boat into the slip than I received a text from my brother:

"Hey Nicki, I stopped by the marina this afternoon to say hi and invite you to a BBQ at the house tomorrow, but you were out. If you don't mind spending some time with your family, come by around 4 pm. Let me know and I will do my best to control the kids if you can manage the same with Adrian. Hugs & kisses."

Our social calendar was filling up and these events will make for a nice conclusion to the summer. I had noticed that Jack took a liking to Adrian very quickly since he was usually more reserved when he first meets new people. Adrian's spirits were lifted knowing that we were seeing Ali and Rafael this evening and while she may be a little apprehensive about a family BBQ tomorrow, she put on a happy face for me. Adrian to it on herself to send a text to Jack confirming our plans to attend:

"Hi, Jack. Thanks for the invitation and we look forward to seeing everyone tomorrow. Nicki made a fuss about having to leave the boat but I told him that you promised Cuba Libre's just for him and he stopped whining. Best, Adrian"

As I washed the boat Adrian went into the village to get a few essentials: a bottle of Tequila Ocho Anejo, six fresh limes and a two-pound bag of sugar. When I asked why she considered these 'essentials' she said that good guests always bring a gift for the hosts and since she is meeting Jack's family tomorrow for the first time she wanted to make a good impression. I understood the tequila and the limes, but I questioned her about the sugar, and she smiled and told me it was for the kids. "Let's see Jack control them now."

We showered and Adrian picked out a short black skirt, a semi-sheer white top with spaghetti straps and Roman lace up sandals for me, and a low-cut white mini-dress and white heels for herself. She looked gorgeous as always and I looked fairly hot myself, so we anticipated a good night with friends.

We arrived at the restaurant just as Rafael's Mercedes pulled up and Ali could hardly wait for the car to stop before she jumped out and ran to Adrian, grabbing her and kissing her passionately on the mouth. "God, I have missed you so much, Adrian. If that jealous bitch kept you from me, I will never forgive her! Well, you're mine tonight and don't forget it."

Turning to me, she said, "Hi, Nikki my sweet, nice to see you," and then kissed me on the lips.

"I've missed you too, Ali. There is a certain energy that has been missing without you," I replied, hugging her and kissing her back.

Rafael threw his keys to the attendant and walked up to me, hugging me and kissing me on the lips. "Forget them. Ali will not leave Adrian alone tonight so we must make our own fun," he said with a sly smile.

I kissed him back and replied, "That suites me fine. We will survive and we will make tonight special."

The four of us walked into the restaurant arm in arm, Ali with Adrian, and Rafael with me. We may not have seen them for several days but you would never know it by looking at us. Rafael ordered double tequila shots to get the night started and the conversation was lively and full of silly stories. True to her promise, Ali couldn't keep her hands off Adrian, and they interrupted dinner a few times to kiss and so Ali could fondle Adrian's nipples and vice-versa. It was like watching high school kids who managed to get away from adult supervision. Rafael was very attentive too, and I honestly believe that he had strong feelings for me as evidenced by his kisses on my neck and the gentle touches on my back and thigh. Dinner was fun and Adrian smiled at me a lot and I wanted to hold and kiss her more than ever.

When we finished, Adrian nodded to the waiter in a secret signal indicating that the bill was already paid, and then said, "Let's go someplace to dance."

"I know of a party on one of the boats that we could crash," said Rafael as he started to get up from the table and, taking me by the hand, called to the valet for his car.

Before getting into the car, Adrian hugged me, gave me a passionate kiss and whispered, "I love you no matter what, Nikki, you know that, right?"

"Yes my love," I replied.

"Good, let's not forget what we have," she said and kissed me again before getting into the car next to Ali, grabbing her by the sides of her head and kissing her on the lips.

πŸ”“

Unlock Premium Content

Join thousands of readers enjoying unlimited access to our complete collection.

Get Premium Access

πŸ›οΈ Featured Products

Premium apparel and accessories

Shop All β†’

So, after a short ride to the end of the marina, we walked aboard a 50-meter yacht that had music blasting from the upper deck and crowds of people dancing and drinking. Rafael was greeted like an old friend by a middle-aged gentleman who appeared to be the owner and made a quick introduction that was warmly acknowledged. We spoke for a few minutes and Rafael suggested that we have lunch sometime over the few days so I could get better acquainted with our host. The gentleman agreed without hesitation and Rafael winked at me as a sign that I should accept as well.

The fellow left to see a few people who just arrived, and Rafael whispered to me, "One day I hope that you will thank me for this, but I will leave that to you. Now, let's have a drink and enjoy the music and dancing. I am interested to see if the ladies are still decently dressed." We both laughed and I took his arm to walk toward the dancing.

After about an hour of dancing and occasional drinking, Rafael leaned close to my ear, "Nikki, you excite me, you know that don't you?" he said.

"Yes, just like you do to me," I replied, while letting my hand rub the front of his slacks. "What shall we do from here?"

"I would like to take you to bed," he said softly. "I will tell Ali that we are going to my boat, it's a short walk from here and she and Adrian can meet us there later."

I smiled and replied, "Please let me tell Adrian first, Rafael."

"Of course. You would disappoint me if you were not courteous to your lover," he responded, "I will meet you at the gangway."

I kissed him and walked to where Adrian and Ali were dancing and said to Adrian, "I am going back to Rafael's boat with him, and I will meet you there if that's okay."

She smiled and kissed me, saying, "Of course it's okay, my love. I will see you there and we will go home together in the morning."

"Adrian, I don't deserve you."

"You don't...but neither do I deserve you. Now, tell Rafael that you will turn into a pumpkin if you're not ready to leave at daybreak."

I smiled at her and said quietly, "Of course, mistress. And no doubt you will be prepared to leave with me at that time?"

She looked at me sternly and replied, "No more of your lip, insolent bitch. Leave before I change my mind."

"You know that you're not as tough as you think," I replied while turning to walk away.

Adrian walked over to Ali and briefly told her the plan for the evening, and Ali put her arm around Adrian's shoulder to console her, saying quietly with a big grin, "She is truly a cheap hussy, a tramp, a harlot, a slut beyond compare; she sickens me! Come my sweet thing, let me dance the pain away," and they walked back to the dance area holding hands and laughing.

As I reached the bottom of the gangway, Rafael reached out his hand and commented with a laugh, "I see that you are safe, having escaped the dragon's grasp."

"Yes, but more a frustrated pussycat than a dragon tonight thanks to Ali. I believe that they have plans as well but I didn't ask what they were. She made me promise to tell you that if I am not ready to leave for home at daybreak I would turn into a pumpkin."

"How quaint," he replied.

"Better than threatening to feed me to the sharks," I joked.

We walked back to his boat which was only about 100 yards away, and the night was beautiful. There were visible stars and a gentle warm breeze, and you could hear the soft lapping of small waves against the boats. This was like a scene from a film that happened by chance, and I hoped for a repeat in 24 hours when I could share it with Adrian.

As we got onboard, Rafael told the steward to bring two brandies to the upstairs sundeck and to place a robe for me in his cabin. He then suggested that we take in the night sky before we go below. He was a perfect gentleman, and I could see why Ali was so in love with him. It wasn't just money and power, but he was genuinely a nice person to those he cared about, a rare combination in the world of today.

We lay in a sunchair for two with a blanket over us, plus brandy coupled with lust and enjoyed the stars oblivious to any chill. Rafael stroked my hair and kissed me on my neck while we spoke softly, finally stating, "Nikki, I think that we want the same thing. Tonight I will have you for myself and I will have difficulty letting you go."

"I know, Rafael. If I were being totally candid, I would tell you that I have wanted this since we first met. I find you erotic and charismatic but you knew that." I took a sip of brandy and smiled before continuing, "Even understanding your power over me, you were never aggressive and always polite to me and Adrian. When I agreed to come to the boat tonight, I knew that this would be the perfect night for us and that I would not say no to you. Adrian knew it and Ali knew it, but we are lucky in that we have found people who truly love us and allow us to be who we are. I am all yours tonight and tomorrow's dawn will turn me back into a pumpkin as stated by the Witch of the West."

Rafael stared into my eyes and whispered, "You really are a sexy bitch, Nikki...and a very lucky one at that, and I mean that in the nicest possible way."

Enjoyed this story?

Rate it and discover more like it

You Might Also Like