[FM] My wife is encouraging me to explore crossdressing.

One day last summer my wife and I were enjoying a three day weekend away at our family cabin in the woods. We had been enjoying some sexy time, catching up on hardcore fucking, and just generally enjoying being away together. At some point in the early afternoon on Saturday, she sat next to me and playfully asked if she could put lipstick on me after reapplying her own.

I resisted at first, but she was insistent. She was not being sexual, more like playfully mischievous. I finally relented and my wife painted my lips a dark red. When she finished she looked at me, and I saw her shift from playful to sexual in an instant. She told me to close my eyes as she closed hers and we very slowly began light tender kissing, each tentatively exploring the waxy feel of one another’s lips. Before long we were fucking, but I was slower and more deliberate. And we talked a lot.

My wife and I are both vocal during sex, we like fantasizing about dirty nasty things when we fuck. But this particular day all we could talk about was me cross dressing. She was impossibly turned on and my cock wouldn’t quit. We fucked hard and came several times that afternoon into evening.

We both realized that this new kink was one that got both of us going really hard. And so we decided to explore this further. We started really simple, a pair of slutty shoes in my size, some stockings and a garter, and some thongs.

I am an avid cyclist so my legs are already shaved during the summer months, but I never thought of it as sexual until I slid stockings on my shaved legs. In a word, the feeling is electric. When I begin putting sexy things on, it’s not like a wild sexual hunger that I feel, but more a simmering sensuality, a slow burn of eroticism sort of just flows over me, like warm blanket of eroticism.

My wife’s enthusiasm for me dressing up helped to fuel my desire to do so. She truly gets off on fucking me when I’m dressed like a woman, and that turns me on almost as much as dressing like a woman.

But fall into winter are busy times and our progress on project ‘crossdressing hubby’ was halted. Then the pandemic hit and we were quarantined with our adult daughter and her fiancé. Travel to our cabin was not allowed and so my wife and I both had to hold off on play time beyond super quiet fucking late at night.

But now, with restrictions lifted, but my wife and I still working remotely, we are back at our cabin and we’ve begun to explore this side of us more. I kicked it off my painting my toenails. Well, I also shaved my toes and shaped my toenails (for the first time ever). Then I shaved my ass. Finally, just the other day, I shaved my chest and belly.

I tried applying makeup when she was napping, the same day I shaved my chest, I was going to surprise her, but I ended up looking like the fucking Joker. My wife, bless her heart, tried not to laugh, but it was pretty horrifying so I encouraged her honesty. She finally admitted that in all her years of sexual fantasizing, psycho clowns literally never came up. ?

So I washed off my joker face and we decided that she would help me apply makeup next time. But I did spend the rest of the evening lounging around in sexy lacy things. We fucked that night for the first time since I removed my chest hair and the feeling of our naked torsos pressed together was fucking sublime.

I asked her if she liked the feeling as well and she enthusiastically replied that she did. I asked her if she liked it when I dressed up, she admitted that she did very much. I told her that was good because I wanted to do it a lot more this summer. And then my wife asked me a question that makes my cock tingle every time I think about it, she asked “Do you want to be my girlfriend this summer?” When she asked, her pussy gushed.

As an aside, my wife’s enthusiasm for any sexual variation can be measured by the volume of moisture between her legs. This is true for many women, but when I’m fucking her and I bring up something dirty, if she’s into it, she floods, if she’s not, she’s still wet but the flood gates are not opened. This is how I’ve come to understand what turns my wife on the most. Twenty years of field research measuring her moisture with my wang has given me pretty clear insight into her loves, likes, ho hums, and no fucking ways.

So when her pussy gushed as she asked me to be her girlfriend, I knew that this was for real something that turns her on. I enthusiastically accepted her invitation.

And that’s where we are at this moment in time. I have a few frilly things, one pair of sexy shoes, I’m getting better at shaping my toenails and painting them, I am shaved from head to toe, and I can make myself look like a psycho clown with my wife’s makeup bag.

Today she is going to help me apply makeup and I believe she’ll want to peg me, at least she has mentioned it several times in the past few days. I’m not sure where our adventures in feminization will take us, but so far it has been a transformative experience, pun intended.

To Be Continued…..

[our secret](https://imgur.com/a/QogVEy6)

Source: reddit.com/r/gonewildstories/comments/gtya1u/fm_my_wife_is_encouraging_me_to_explore

3 comments

  1. This was such a fun and lighthearted read. I’m happy for both of you. Have fun!

  2. Your description of how it feels to dress up is spot on. It makes me feel so sexy. Just wish my wife was into like yours. Have fun.

  3. This was a great read :) As you say, it makes all the difference having someone who’s genuinely excited to dress you up that way! :)

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