Confessing Our Deepest Crossdressing Fantasies

Coming to understand and love our own crossdressing can take many years for many of us. It is a path that can have many obstacles, many of which are society’s “standards” that pave the way for a boring and unremarkable lifestyle. But all of us here were born with a special spark that irradiates powerfully and cannot be dealt with: femininity.

That feminine energy that we all manifest in a variety of ways also has a sexual side that needs to come out. But as you may know, it can be difficult to “translate” this passion we have to outsiders. It may not be easy coming out and getting to live out our fantasies, but it is not impossible either!

Fighting Our Insecurities

We might not be able to be that person who looks like has everything under control at all times. There are people, environments, or specific situations that make us doubt ourselves. Even so, we must find confidence in who we are and what we love. By doing so, we are allowing ourselves to be free to enjoy whatever we want. Take it from a crossdresser that has been insecure about who I was after my dress-up sessions.

I felt an extreme liberation when I got around the fact that I am who I am. After this, it becomes a matter of meeting people with whom you can share your love for crossdressing. It is important to know that there are not only a lot of crossdressers like you and me hiding in the shadows but also many people who fancy us, even if they don’t know it yet.

Open Up But Take It Slow

In the most common scenario, you would want to confess your deepest fantasies to your partner or someone you are dating. It is worth mentioning that even if you have known your partner for a long time now, there is no way of telling how they would react. That is why I think it is best to tread lightly with this matter. I think it is perhaps a harsh truth that you never finish knowing someone, but a true fact in the end.

Introducing the conversation can be a puzzle that you will have to put together as you are the one who knows your partner. Try to introduce the topic of sexual fantasies indirectly whenever the opportunity arises. This will bring the topic into existence, and you will have your partner wondering about it and perhaps your intentions. Don’t be surprised if the next time you touch the subject may be the next day, that same night, or the following month.

The Right Person

Confessing to someone your kinkiest crossdressing fantasies can profoundly shock that person and create a wrong and unwanted impression. In most countries and communities, femininity in men is seen as a sign of weakness and perhaps even of homosexuality. All of us know that sexuality has nothing to do with gender, but we should not think that it is common knowledge. Crossdressing accentuates this perception in others, and if you are dating a woman, some chances of telling her you would love to wear her clothes might scare her. That is why you will need not only to ease the confession but also to help her see how much you enjoy it and the benefits your partner will also receive. Sadly, whether you can share your crossdressing with your partner or not will ultimately become a matter of personality. But there are a plethora of situations you can start…

Creating the Right Moment

I think we all make a mistake at some point in expecting the perfect moment to take action. I came to realize that in life, it is better to take a proactive stance and try to create that perfect moment instead. Watching a show that features a character that crossdresses or has crossdressing as a topic in its plot can be a good starting point. Probably you all love costume parties and wish you could dress up in your sexiest outfits. If that’s the case, prepare in advance and introduce your partner to your fantasies.

Perhaps you can go in a role-reversal couple¡s costume! Wouldn’t you love that? When trying to communicate your fantasies to your partner, be considerate about theirs. Opening up this channel of communication will not only make your relationship stronger but also your sex life spicier! Remember that you need to take it slow unless you are sure they will love your crossdressing as much as we!

It is a scary leap of faith that we must take when confessing to others our deepest and most secret fantasies. There is no way to tell if our interlocutor will feel the same way about our crossdressing as we do. But with a little bit of perceptiveness and caution, we can start to realize whether we can make our partners love this experience or not. As always, I would love to know your experience or thoughts about confessing your crossdressing fantasies to your significant other. Be sure to write a comment below telling us all about it!