Cruising the Sis Seas

A Short Story by way of a Promotional Brochure

By Maryanne Peters

Themed cruises are the new travel sensation. It is just a question of meeting a demand. In the travel business we have discovered that there are some “kinky” cruise options which may not be able to fill a whole ship, but if we charter for a whole bunch of different sexual proclivities in a single voyage, the only common and required ingredient is tolerance.

That was what we did for our “Open to Experience” cruise last year, and by far the most successful package on that cruise was “Sis Seas”. Some who signed up were in doubt, but with the profiles we categorized on the applications to sign up, we were able to match our sissies and their masters so well that even our experts were surprised.

Just have a look through our success stories and consider whether you might want to sail into excitement this year or next.

Mike is an extremely wealthy bond trader and was until recently, happily married with three adult children, but there was a huge hole in his life, and it could only be filled by the right ladyboy.

“My wife put our family first, and looking back I am grateful that she did that,” explained Mike. “I guess I always knew that an ordinary woman was not how I was oriented. It just took meeting Kimberley to show me what I have really been looking for. She is more of a woman than an born woman, probably because she feels that she needs to be, but she doesn’t have to prove anything to me.

The pair were matched for the cruise and since they have been sharing a stateroom they can’t seem to get enough of one another.

“Mike is great!” says Kim. “He has so much experience of life that I am just in awe of him, and he is great in bed too! We are already planning our lives together. It is a dream come true.”

Scott had experimented with cross-dressing for a good part of his 71 years, but he could never be the convincing woman that he craved being.

“I became trapped by the frustration,” said Scott. “I never wanted to be a transvestite, and I sought out all manner of treatments to stop the urges, and then I learned about how I might fulfil my fantasies vicariously, through another. What I really needed was to find a sissy, which is why I booked a cruise on Sis Seas and how I met Pamela.”

“There is a feminine side to Scotty that I really appreciate,” said Pam. “He is warm and sensitive, but he is too much of a man to ever go as far as I have. My job is to be the woman that he can never be and by doing that make him feel like the man he is. It is good for both of us”

“I enjoy shopping with Pam, but the clothes look so much better on her,” laughs Scott. “And she has all her hair, and is growing a wonderful pair of breasts. She is my girl, in every sense. We have a very special relationship.”

“I love being Scott’s woman,” says Pam. “He wants me to be gorgeous for both of us. It's hard to imagine a relationship being more fulfilling than ours. So, of course, I cannot recommend Sis Seas highly enough. Maybe others should try it out.”

At 63 Jeffery is athletic and active, and following the tragic death of his wife he was looking for somebody ready to share his life with interested in similar things.

“I am not gay, and I had never thought about exploring a relationship with anybody other than a woman who had always been female. It was just that the kind of woman that I wanted seemed to have disappeared off the planet,” said Jeff. “I was looking for somebody intelligent, sporty and with spunk, but somebody with perhaps and old-fashioned view of a woman’s place in a relationship. I was endlessly teased by my family that such a woman did not exist – she was a man’s dream of what a woman should be. Like a creature out of the mind of a man. Well, Lisa is just that.”

Lisa clings to her man, beaming from ear to ear. They make an attractive couple.

“I have always been effeminate,” explains Lisa. “I was a gay tennis pro and I performed in a drag show in the evenings, but my use of hormones put an end to my future as a man. I have been living and working as a female for years, but I still qualified as a sissy and was approached to try out another kind of cruising. Until Jeff I had never been with a straight guy before, so I guess that makes us both heterosexual. For the first time in my life, I feel normal.”

“I would like to pay for the last bit of surgery to make that true,” says Jeffery. “But it is up to Lisa. We are enjoying an active sex life at the moment and her body is her body, but I want our relationship to continue after we finally dock. As I have tried to explain, I am an old-fashioned guy, and I have at last met an old-fashioned lady, with a tiny imperfection.”

“Jeff is right,” says Lisa. “I am a man’s view of what the perfect woman should be, evolved over many years. I want to be perfect for him. I have a decision to make.”

Georgette is a sissy who sought a master of similar age, but she had some concerns.

“I heard about Sis-Seas - a holiday on a cruise boat where sissies don’t pay,” said Georgette. “It seemed too good to say no to. We get our hair done daily and we wear pretty clothes, and even swimsuits despite not always having the bodies to fit. But most importantly, we get to be ourselves. We get be overly feminine and as pretty as we can be. The only problem is that we are to be paired with men who want to try out life with a sissy partner, and I was a little uncomfortable about that.”

So, Georgette invited her oldest friend Todd to go along with her, with the both of them splitting the fare he needed to pay.

“I was ready for a holiday, and it was George who came up with this idea,” said Todd. “But it was made very clear to me that I would not be seeing George again for the whole time we were away. Instead, when I came aboard, I met Georgette for the first time, and I found myself totally smitten! I could not believe that this was the same person who I had known for years, probably because it was not the same person. Georgy is new to me completely, but she knows all about me. I am just learning about her – this beautiful woman who has been hiding in plain sight all this time. She is so wonderful I can hardly believe that this is happening.”

“I have realized that I am hopelessly in love with Todd, and I probably have been as long as I have known him,” sighs Georgy. “It is just that our love could never be while I lived as a man. Now it seems that phase of my life might well be over … for good. The cruise has changed our lives.”

Here is a story of a lonely man living with his secret desires for most of his 65 years.

“I experimented with sex with men, shemales and with transwomen but nothing seemed to fit,” said Keith. “Sissies are different. We are talking about partners who are totally subservient to their men. They exist only to please in their appearance, demeanor and actions. When I first saw Diane, I knew that she was the one I wanted. Her eyes begged me to pick her, and ever since then she has been out to prove to me that I made the right call in going with her. I think I have.”

“I could see that he was a newbie,” teased Diane. “I think that it is a crime that so many men live their lives without ever tasting sissy juice. There was a longing visible in his face. He had come as far as signing up for the cruise but he needed to be brought on board by the right kind of girly boy – that would be me.”

“She is right,” says Keith. “A big part of my life has been wasted in pursuit of relationships with people that have little in common with me. I have always preferred the company of men, and when it comes to intimacy I could buy the attentions of some young man and then hate myself for doing it. What I really needed all along was what I have now – a sissy like Diane.”

Some sissies come to the ship with more money than some of our masters, and that is certainly true of Nancy.

“I have always wanted to be as feminine as a woman could be, and I spent my entire working life nursing that dream,” said Nancy. “It was only after a successful career in currency trading that I was able to retire early and pay for everything I wanted. I paid for the surgery to get the body of a woman, and for some other work too, but not to hide my age. I had everything that I had craved, except for somebody to enjoy it. A woman needs to have somebody to admire her and to have a body he worships and wants to use. So, I signed up as a sissy with Sis Seas just to see what was out there in my age group and I was paired with Charles. We haven’t looked back since we met, just as he can’t stop looking at me!”

“It’s true that she fascinates me,” says Charlie. “I love the way that she carries herself. She exudes class and I have always valued classiness in a woman. It is that mixture of power and femininity that I find intoxicating, and a mind that is best reflected with maturity. But look at that body! An athletic build with the breasts of a teenager. I am still sexually active entering my seventies and this is my dream woman – nothing is sagging – nothing.”

“I need to be on the lookout for gold-diggers, but with Charlie I like what I am getting,” explains Nancy. “I have spent my whole life searching for the chance to be adored by a man, and he does that. Like he says, he will never match my wealth, but he appreciates the finer things in life, and I like to think that I have turned myself into just that.”

“For me it is really about the sex,” says Eric. “I find women of my age attractive, and to be honest, I seem to have nothing in common with much younger women. But the problem is that it is hard to find a lady, and I mean a lady, of my age who can keep up with me between the sheets.”

“But now you have!” the stunningly beautiful Amy butts in. “The thing is that girls like me have the libidos of the men they once were. I just can’t get enough of Eric. I have recently invested in a vagina and I have pointed out to him that I have a program of required dilation. He is up for that.”

“Yes, some of the sissies available on Sis Seas Cruises have completely abandoned maleness, and I am glad of it,” says Eric. “I used to say that hungry tigers like me can’t just feed on cows, but now I understand that what I really needed was a hungry tigress. Now I have found her.”

“You can call me old fashioned, but I came looking for romance,” says Alan. “I never thought that I would find that in the arms of a woman who used to be a man, but that was because I never really knew anything about gender change. I just looked at the brochure and saw all those beautiful hyper-feminine women clearly having fun, and I wanted a piece of that. So I figured what is the harm in trying out something different. Then I stepped aboard and I was introduced to Debbie. We have never looked back.”

“I guess I had the same motivations,” says Debbie. “ Sure, I wanted to express my feminine side without inhibitions, but there is no way better to do that than to have a man on your arm. I wasn’t so sure about the sex – I was an anal virgin before the cruise, but once I was done, I was done completely.”

“We are talking about what happens next,” said Alan. “But whatever it is I know that we have to be together. We have both found what we are lookin for … in each other.”

Yes, Sis Seas Cruises can allow our special customers to step aboard a real “Love Boat”.

Is Sis Seas for you?

Why not book a cruise and find out?

© Maryanne Peters 2024

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