Gone with the Winns Ch. 04
This is part 4 of a story about a couple who have a YouTube channel, I have spelled their last name differently.
During the telling of the story the narrator changes a few times, this is made clear by a line of dashes and the name of the new narrator.
Word of warning, English is not my first language; I don't have any editors, just Word spell checker.
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Jason Winn:
The last few months have been hectic. Not only because of the brand new catamaran we had built, but mainly because a fan with too much money (John) chartered our boat for basically a floating orgy. A few days after we decided to accept his crazy proposal my wife (Nikki) was contacted by Ana Foxxx, one of the pornstars that would be part of the charter trip. They seemed to hit it off and started messaging each other a few times a day. She also gave us a free subscription to her website and we started to watch porn. Which usually meant reinacting what was happening on screen. Whenever it was Ana with more than one male partner Nikki would get very vocal and would edge men on with how hot it would be if it was her and me and another man.
The day after I walked in on my wife masturbating to one of Ana's videos, which resulted in us having a very passionate afternoon, we got the request for a video call with Ana and John. When we connected the call, our screen was split in 2. On the left was John (from his house in Seattle), on the right was Ana (who lives in southern California) and a brunette and a petite blonde. Ana gave us a wave and John started talking:
"Hi guys, thanks for taking this call. I've asked Ana to help me invite two other people for our trip and I'm glad to report that earlier today they both agreed to my proposal. I'd like you to meet Natalie Mars and Chloe Temple."
Based on when each of them waved to the camera, the brunette was Natalie and the bottle blonde was Chloe. John continued:
"Ana knows these ladies very well, having acted with both of them. And I gather Natalie and Chloe have not worked together, but know each other from various functions."
We spent some time getting to know one and another. Talking about their hobbies and favourite sports. I was glad to hear that they all loved swimming and did some laps at least once a week. Which was a load off my mind, as we would be at sea for 8 weeks. On the off change that something might happen, it was good to know they all could swim. They told us that Ana had showed them some of our videos and they were really looking forward to the trip.
Nikki told them a little of our story, how John had approached us, how I almost vetoed the entire trip, but that piercings where my kryptonite. We all laughed at that and then Chloe spoke:
"Well Jason, you might have already spotted these."
As she pointed to her b-cup breasts contained in a tight tank top, that clearly showed the outlines of barbells going through her nipples. And yes, I had already noticed them.
"But you might also like these" she said as she moved her shoulder length hair behind one of her ears, revealing a one inch tunnel in het earlobe. My dick was already hard, but somehow it got even harder.
Nikki looked at and grabbed my dick and started laughing:
"Yep, full on boner!"
They all started laughing whilst I sat there wondering about the fact that she just said that. Nikki from 6 months ago would have never used the word boner in public. Once again, I was pleasantly surprised about this new more care free version of her, something I just loved.
Once the laughter had died down, I saw Natalie give Ana a look and a slight elbow nudge. Ana gave her a quick nod and said:
"From my new budding friendship with Nikki I know that the two of you haven't watched much porn before. So, I am guessing that you have not seen either of these two beautiful ladies in action. In order to avoid any surprises along the way, we figured it would be best to explain something to you. The fact that Natalie was born with a male body and still has a penis."
Now that was certainly a surprise for me, I would have never have guessed. A quick look to Nikki on my right told me that she was as surprised as I was. She was quick to say:
"No way, I would have never guessed that. You are just so beautiful."
I saw Natalie relax after that statement, but I figured that I'd reassure her some more:
"She is right, all I see is a gorgeous brunette with mesmerising light blue eyes, what a combo! Now I will admit that you are the first trans person that we have met, but we are pretty open minded. One of my cousins is a lesbian and she and her wife are such a cute couple."
John then responded:
"I was pretty sure it would not be a problem, but I do think it was a good thing to inform everybody beforehand. Especially with the dress code on our trip."
We chatted for a few more minutes, the ladies told us they had just decided to take some sailing lessons as they wanted to get the full experience. We gave them some pointers on where to find a good teacher.
.
A week later the shipyard contacted us, a lot of the supplies they had ordered to finish our new boat had come in early and it might actually be possible to finish our catamaran before the Chinese New Year. This was a big deal, as most of the country shuts down for 2 weeks. People who live in the big cities go back home to the countryside to their families for this holiday. It meant that we had to spend a lot of time at the boatyard, to finalise the last details of the interior layout, oversee the work that was going on and to source all the things we would need to buy ourselves to outfit the entire boat. Things like bedding, cutlery, pots, pans and more technical stuff like tools and jerrycans. And somehow we also had to produce a weekly video for our YouTube channel.
It was a mad rush to get everything finished in time for the big holiday, but 2 weeks before the final sea trails started and luckily no major problems where found. Our plan was to sail south toward the Philippines as the factory had a service center there. It would take us about two months to get there and by that time we most likely have a long list of items that should be fixed. This is a normal procedure when buying a new boat, but it was still a dauting task to sail this far with a boat that might have a bunch of teething problems.
Back in 2020 we spent a lot of time in New Zealand as our old catamaran needed some repairs, but Covid meant long delays on these repairs. So, we spent some time touring this beautiful country by car. Along the way we made friends with Joshua, an airplane engineer who had a B and B rental as his side hustle. Our shared passion for sailing and nature cemented our friendship. His background in aerospace maintenance combined with his sailing experience was the reason we decided to invite him along on our maiden voyage.
So, on the day before the Chinese holiday started the 3 of us docked our brand new boat at the customs dock and a few hours later we were on our way towards the Philippines. It had been a long time since we had sailed on our own, but after 48 hours we had gotten back in the groove. Of course we had to get used to this new ship, a lot of the controls are slightly different. But all went well. After about a week of traveling south along the Chinese and then Vietnamese coast we had to cross the South Chinese Sea towards the most western part of the Philippines. Along the way a few small problems arose and we started our to-do-list for the warranty work.
The weather became a lot nicer, we switched to shorts and t-shirts. Nikki had bought a bunch of new outfits. We don't have that much storage on the boat, so most of her old clothes got replaced by the new stuff. Both Joshua and I were happy to see these new, slightly more revealing, outfits. Although I don't think Joshua realised it so much, as the last time we had spent together was during winter in New Zealand. I must admit, he was trying to be discrete about ogling my wife, but her new carefree flirty self sometimes made it hard not to look. A few times he gave me an apologetic look, but I just winked at him and gave him a shrug. Can't blame the man for enjoying the view.
We slowly made our way along the west coast of the Philippines. At the north end of the most westerly island we stopped for a few days, it was a good place to shoot and upload a new YouTube video. From there on we still had to sail all the way across to the south east end of the country. So, we decided to stock up on provisions. The 3 of us went ashore via the dinghy. We did our shopping, which involved a lot of walking though the city center. We finally managed to find a restaurant that had some vegetarian friendly dishes on their menu (Nikki and I are vegetarians) and we enjoyed a well-earned lunch.
We had to make 2 trips back to the boat in order to carry all the provisions we had bought. It was another hot a humid day, so after all the shopping was stowed away, we jumped overboard for a refreshing swim. We then enjoyed a beer sitting in the shade on the back deck. After he finished his beer Joshua asked us:
"Do you mind if I borrow the dinghy to go back ashore? I want to buy some more climate appropriate clothes and that steakhouse at the marina looked very nice."
We laughed and told him to enjoy himself. After a quick shower and change of clothes he was off. I got us some more drinks and snuggled up to Nikki on the big bench.
"He is a nice guy and I'm glad to have him onboard for this first trip, but it is nice to have some alone time."
She hummed in agreement with me and moved even closer into me.
"We have come a long way in these past few months. Ever since John approached us about this charter trip, I have seen you evolve into a more care free en sensuous version of you."
She started to say something, but I cut her off.
"No, that's a good thing, even a great thing. I just adore this new extra confident version of you. I don't know if you realise it, but you dress just a bit more daring and you are a lot flirtier with people. I just love it. You have always been a beautiful woman and sure other men have looked at you before. But the last few months it's ramped up a notch or two. I've even seen some women look at you with lust in their eyes. Now the old me would have probably become jealous, but the new me is proud. Proud that the woman that wants to spend the rest of her live with me is so attractive and sensual that other people can't take their eyes off of her. And I know you have been teasing me about me sharing you with another man. Reading all these erotic stories about polyamory and compersion have changed my outlook on life and love. So, before we jump into this crazy charter adventure I would like to explore a few things without the added peer pressure from that group scenario. My question is, do you find Joshua attractive?"
She was silent for a few seconds and sat up straight so she could look me in the eyes.
"You mean, you me and Joshua?"
"Yes darling, I trust the man. I have caught him a few times ogling you, but those new bathing suits of yours don't leave much to the imagination, so I can't hardly blame him. I figure we get him to sign that Non-Disclosure Agreement that John sent us, that way we can tell him about the charter trip and ask if he wants to play."
I don't know how I had expected her to react, but I was surprised when she jumped on her feet and ran over to her laptop.
"I'll print a copy of that NDA right away!"
After discussing the upcoming charter trip with Joshua, Nikki excitedly prints a copy of the Non-Disclosure Agreement sent by John, expressing her interest in including him in their plans. Later, as they continue their journey, Nikki confesses to Jason that her feelings of compersion towards their potential threesome with Joshua have grown stronger, reflecting her evolution and newfound confidence.
