Fetish Sissy
Mens swimwear and male to female transformation designs

A Working Week in the Life of a Fetish Sissy
I’ve had some partners with some very odd fetishes over my life time, but perhaps that’s because I’m inadvertently drawn to those guys with a kinky side. I’m pretty rare in that I’m into almost anything as long as I’m the dominant one, so I counted myself pretty lucky when I met the man that I’m in a sexual relationship with at the moment. He’s willing to do pretty much anything I ask of him, and there’s never been anything that I’ve tried that he hasn’t been completely aroused for! That’s pretty rare in a subservient guy – there’s usually something or other that they don’t want to do – and it’s always inspired me to find more and more extreme sexual practices to surprise him with.
I won’t reveal his real name, but I call him my fetish sissy, which I think implies the appropriate amount of obedience and loyalty that he shows me, no matter what I do to him. We met at a bar, and I knew straight away that he must be into some pretty unusual stuff, as if by a sixth sense. I think he recognized it in me too, because we ended up in bed together on the very first night we met. I started slow just in case I rushed into it too fast and put him off, but my fetish sissy behaved just like the perfect slave, eager to do whatever I could suggest. He was so bright eyed and enthusiastic that I knew he was the perfect fetish sissy!
What we get up to in a week usually varies, but on an average week when we both have to work, I try to make sure that I give him a few surprises and do a circuit of all our favorite practices, both his and mine.
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Monday
Today my fetish sissy showed up on my doorstep, dressed in perfectly casual clothes. The only way that I could tell what he was wearing beneath them was because his cheeks were flushed and he looked excited; his eyes were wild and enthusiastic. And, of course, the fact that the last time I saw him on Friday night I had sent him away wearing the Man Cave chastity device with his solemn promise that he wouldn’t remove it until I next saw him. I locked it with a tiny but sturdy metal lock and kept the key myself just to make sure that he wasn’t tempted to relieve himself when I wasn’t there. The Man Cave is a piece of art in its torturous design, because even if my fetish sissy is hard it bends his erection downwards so that nobody will notice it beneath his clothes. It’s also designed to fully cover his dick from shaft to head with smooth metal, leaving only an unscrewable cap at the head for him to remove if he needs to piss.
I allowed my fetish sissy to remove the male chastity device but tied him bent over the end of my bed for a couple of hours while I teased his hole with various implements. That bed features a lot in our... ‘romantic endeavors’ together, because it’s a four poster which of course means I can tie him in all number of positions that he can’t get out of. Eventually when he was practically sobbing for me to let him cum, I plunged into him and fucked him until he came without anyone being able to touch his dick. He was so well behaved that for once I decided it was acceptable to let my fetish sissy sleep curled up at the end of my bed like a dog.
Tuesday
This morning I sent my fetish sissy off to work in the Ass Invasion Semi Thong. It’s technically a swimwear product from Koala Swim, but it’s a part of the new range that they’ve just released and I couldn’t pass up the chance to use it. If you’ve never seen any of the Koala Swim range of swimwear before, let me tell you that their fetish micro swimwear is some of the best out there. I haven’t found anything better in terms of quality or originality, and this latest purchase for my fetish sissy is designed to be worn with an all-in-one ass hook and cock ring to keep him stimulated all day.
He has to go to work, but it’s up to him to make sure that nobody notices how hard he is beneath his clothes before he comes back home to me later tonight. It’s not my responsibility if someone sees the bulge in his pants caused by the Ass Invasion Semi Thong now, is it?
By the time he got back, my fetish sissy was practically begging for me to pay him attention. I ordered him to accompany me to the local pool, wearing his thong, and then demanded that he take off all his clothes and walk without covering himself to dive into the pool. It’s not exactly a revealing piece of swimwear – it doesn’t hint at the fact that he has a hook in his ass unless he bends over for example, but I could see how humiliated he was when he walked out in front of everybody and then how relieved his expression became when he was in the pool.
After a few laps I called him out as it was nearing closing time and the pool was getting empty, and then ordered him to take off his swimwear in front of everybody and then come to meet me in the showers. By that time I’d already slipped twenty dollars to the janitor, so I could fuck him in the pool showers after closing time without being disturbed.
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Wednesday
My fetish sissy seemed exhausted last night, so I decided to give him the day off today, just to recover. The only thing that I asked him to do was to make sure that he went swimming in some micro swimwear again, although something a little less invasive this time. He emailed me a photograph of himself at the pool in the Ass Market Bikini, which leaves little to the imagination but at least didn’t show everyone between his cheeks every time he bent over. Fortunately, I have plenty planned for him for tomorrow!
Thursday
Before my fetish sissy had even drawn breath when he arrived today, I had him naked, blindfolded and tied spread eagled on my four poster bed. He was instantly hard – it’s become a little like Pavlov’s Dog because he’s hardly flaccid at all when he’s near me now – so I alternated between dripping hot wax across his chest, nipples, dick and balls, and with whipping him when he least expected it. These sexual punishments always work best when he doesn’t know what I’m using, and I could hear him whimpering and yelping when I dripped wax on him even though his erection only got harder.
When I finally had finished with him, I pushed a vibrating dildo into him and ordered him to give me oral while he suffered from the torturous vibrations without anyone touching his cock to relieve him. It’s moments like this, where my fetish sissy is slurping noisily around me and trembling obediently as he tries to keep his hips from moving, that I feel I should congratulate myself for having him so well trained. I know for a fact that when he’s not with me he’s always thinking about it, because he’s never late for when we have to meet. There have been occasions where he’s been half an hour early because he can’t bare the suspense any longer, which makes it all the more tempting to be late on purpose! Perhaps out of fondness, this time I untie him completely and let him cum while I fuck him.
Friday
Mens swimwear
I like to call today ‘Feminine Friday’. To begin with, I make sure that my fetish sissy wears women’s underwear beneath his work clothes. I started off with just the panties, but now he wears a bra and stockings too, usually with a cock ring on beneath his panties. It keeps him hard, but because the panties aren’t made of the material he’s used to, he says that he just pulls his penis upwards so that nobody notices.
When he gets home from work, I ask him to wear the Sexy Bitch swimwear to the local pool, which can be adjusted to make his package look as small as possible. It’s one of the best male to female products I’ve ever seen – so successful in fact that I’ve heard that cross dressers use them as everyday where rather than just for the beach. It works on two levels with my fetish sissy; firstly that because it’s nude it looks at first glance like he’s not wearing anything at all, and secondly that because he has quite a thin frame, you see people taking a second look to see if he’s actually a topless woman with short hair.
The illusion never lasts for long, but it really arouses me to see other guys around the pool double checking to see if he’s a hot girl rather than a guy with a small dick, especially when I can see how embarrassed he gets by it. I have a sneaking suspicion that Feminine Friday is actually one of my fetish sissy’s favorite days of the week. He’ always been turned on by simple things that emasculate him, and although I’ve never entirely dressed him up like a girl, I reckon he’d get off on that too. I’m attracted to guys though, so for the moment I don’t see any point in doing that yet, and he would never presume to suggest anything to me. I make the decisions around here!
I don’t do anything to him at the local pool this time – although I do occasionally ask him to pee sitting down just to get the total effect – but once we’re back home I get him naked and fuck him so that we’re facing, just like if he was a real girl. It embarrasses him to do it like that, which I know because he always turns away. It’s a bit like how dogs never look directly into your eyes because they’re subservient.
The End of the Week
For the weekend, we usually both need a break. Being a fetish sissy and master isn’t as easy as it sounds, and the weekend is our time to recuperate and get excited about the coming week. Occasionally we spend it together doing the usual things that people do together when they’re in a relationship, but often we’ve found that we’ve occupied each other’s time so consistently for the rest of the week that there are other people we have to catch up with!
So that’s a typical working week for my fetish sissy and I. I always keep it fresh by introducing new things that we’ve never done together – especially if I haven’t even mentioned it to him before. One day I think that I will find something that he won’t get turned on by, but it hasn’t happened yet! I’ll keep taking it to new and exciting areas of fetishes and see how he responds, and perhaps we’ll find something new that neither of us expected to be a success. If I was ever asked to offer up one piece of advice to absolutely anyone, I would strongly advise them to experiment. If you don’t try new things, you’ll never know if there might be some activity out there (sexual or not) that you really enjoy and you’re completely missing out on because you’re too scared to try it. Don’t be held back by your fear and assumptions about new activities, especially if the only reason that you’re not trying them is because you’re worried what other people will think. That’s not a good enough excuse to keep from living your life to the fullest!
Why Yes Sir I Am A Fetish Sissy
I have been a fetish sissy for my entire life it seems. I’m not exactly sure when it all started, but I have been dressing up as a sissy in the privacy of my own bedroom since I was a teenager. Of course, it was difficult at first to sneak the clothes into my room without anyone noticing, but I was able to do it on many occasions, and have been enjoying myself ever since. Most people think that being a sissy is something that you are just born into, but that really isn't true at all.
I am not a fetish sissy in my normal daily life. In fact, I am a professional that maintains a fairly manly exterior to anyone that might be looking at me. But when I get home I go straight into sissy mode and start throwing on all the playful little items I have bought from koalaswim.com. I love the feeling of being able to take a break from reality and become something that most guys would never think about becoming. I guess you could say that only a real man could do what I do and still enjoy it after all these years.
Becoming a fetish sissy these days is much easier than when I started all those years ago. You see, I didn’t have the internet to rely on and I basically had to go about finding all of my items on my own. I even went as far as making some of my own sissy items out of clothing I found around the house. I guess it's a good thing that I had a sister that was a couple years older than me, and she tended to throw out a lot of her clothes whenever she bought new ones.
These days, you can be a fetish sissy by just visiting a couple of websites and seeing what they have for sell. I found koalaswim.com and have been purchasing from them for years. Granted, they don’t really cater to the sissy aspect as a whole, but some of their swimwear is perfect for wearing when you want to go out to a club and be the sissy you know you are on the inside. Most people wouldn’t even know that you were a man when you are wearing some of their swimwear that tucks everything back and makes you look nice and smooth down there.
There are quite a few clubs that I love that allow me to be the fetish sissy I want to be out in public. Of course, growing up in a small town didn’t allow me that comfort. I would have to plan my weekends around some school project that I never actually had and lock my bedroom door so that I could wear my sissy items and not be disturbed. I guess it's a good thing that my parents weren’t the type to barge in and check on me all the time.
I could just imagine what would happen if my father had walked in while I was in full-blown fetish sissy attire. I'm sure he would have been extremely upset to find out that I was wearing some things he would never have let me wear. My mother might have been a bit more understanding as she had always wanted girls and no boys, but she loved me anyway. I guess it would have been interesting to see the looks on their faces, but I think it is better that they never did find out what it was I got up to when I was alone.
Now, I am able to wear my fetish sissy items whenever I want to, and I don’t have to worry about anyone sneaking into my bedroom. These days, I can go out to my private pool and wear whatever I want to wear and no one can say a thing about it. The best thing is that I can wear some of my swimwear that I purchased through koalaswim.com and be as comfortable as I could ever be. It brings the whole sissy aspect of my life into perspective when I can do it whenever I want to.
For any guys out there that are looking to become a fetish sissy, there are some things that you might want to think about before diving head first into a fetish you may not end up liking. The first thing you will need to think about is whether or not you want to have a relationship with someone in the future. You will have to find a very special person to be with that can handle the fact that you are a sissy, and those people are fairly rare and hard to find.
If you happen to live in a large city, like I do, then it's much easier to find other fetish sissy people to hang out with and you can usually find a partner that way. There are some fetish clubs in my area that I have gone to and found some people that are willing to date a sissy. If you already have a partner and they don’t know that you are a sissy, then you will need to break them in very slowly. This isn't something that everyone out there can handle and you have to be careful when you tell someone the types of fetishes you enjoy.
It's not only the fetish sissy out there that has to be careful when telling someone they care about what they are into. Any person with a fetish knows that it is rather difficult to tell someone the sexually based aspects that you prefer as it might flip them out or scare them off. Some people couldn’t care less, but others would have no problems with telling you how wrong your fetish is as they were packing their clothes and heading out the door, never to be seen or heard from again. I know this because I have had it happen to me a couple of times.
There are plenty of people out there that love the idea of being with a fetish sissy, and you just have to do some work to find them. As I said before, the internet was something I never got to deal with when I was younger so it was much harder for me to find anyone that would actually accept me for who and what I am. Since I have been using the internet these last few years, I have found that there is a rather large community of sissies out there that I can count on.
Purchasing your fetish sissy clothing and other items can be done on the internet as well, and this makes things a lot easier on you. You don’t have to come up with excuses as to why you are buying certain items in the women’s section any more. Just go to sites like koalaswim.com and start browsing through what they have until you find something that you like. Ordering online is simple, and you can usually get your items within a few days in the mail. Sure beats walking out of an adult store and running into a co-worker that you don’t particularly like anyway.
There are times when I have been ashamed of being a fetish sissy, but those times have long since passed from my life. They were back in high school and I haven’t really thought of them much anymore these days. That is the best thing about having a fetish like this; being able to let things go that may have bothered you at one point in time, but don’t really mean all that much to you now. I have found that being happy and accepting who I am is much more important than living in the past.
You can't really understand anyone until you try out fetish sissy aspects in your own life. You get to see things from a much different perspective when you are comfortable enough in your own skin to wear these types of items and actually enjoy it. There are no words that can describe the feelings that you will find raging inside you once you give in to your fetish and accept it for what it is. All things in this reality are connected together, and having a fetish like this is just another way to experience your life on a different level.
The first thing you should do is find some great fetish sissy clothing and swimwear that you can enjoy wearing around your home until you are ready to take it to the next level and go out in public. This might take you some time to accomplish, but if you head over to koalaswim.com right now, you can get a jumpstart on this by finding some awesome swimwear. Once you have that perfect pair of swimwear, then all the rest of your world will fall right into place and you can start enjoying your life.
There is nothing I would change about my fetish sissy ways. I find that they are some of the most entertaining aspects of my life, and I wouldn’t give them up for all the money in the world. You may not understand how someone could feel this way about something as strange as being a sissy, but once you put those items on and delve into the lifestyle that you crave so badly, you will. It's just another part of my life that I enjoy and get a lot of satisfaction out of on a daily basis.
You can try to cover up your fetish sissy lifestyle by acting more manly than you actually are, but it won't work for very long. I tried doing that when I was in college and all it did was alienate me with everyone I ever came into contact with. That is when I decided the hell with it, I was going to enjoy my life the way I wanted to and I didn’t particularly care what anyone else thought. So I started being a sissy at night and my everyday normal self the rest of the time.
Now, that may not work for other fetish sissy men out there, but it worked perfectly fine for me. I gave up trying to outdo myself in the “man department” and just started living my life the way I wanted to. I ended up losing some friends and gaining some others in the process, but that is how life works out sometimes. You will get see who your real friends are when you start sporting sissy apparel from places like koalaswim.com out in public; that’s for sure. Once they understand and accept you, they might even get a kick out of seeing you wearing that stuff.
I have found good people in the fetish sissy scene and I have lost quite a few good friends in the process, but I have not regretted a single day of my life in any way, shape, or form. I believe that everyone should be allowed to live their life the way they want to as long as they aren't hurting anyone in the process. I also believe that every man should be opening his mind by purchasing items from koalaswim.com as often as they possibly can just because they are an awesome site, and have some pretty interesting items to choose from.
Go out there and find out why being involved in a fetish sissy is such a great thing for so many guys. You know there must be something to it if that many guys out there love to dress up and act like sissies all the time. Just think of what you could be missing and try to do something so that you aren't missing it anymore. Go to koalaswim.com and pick out some of their sissifying swimwear so that you can see what it would be like to become the sissy that you know you are deep inside. You know you want to, so what are you waiting for? It's time to get your fetish sissy freak on the best way that you can.