I love it when my boyfriend puts on my lace panties and some stockings and heels. Seeing his cock swell against the fabric right before he takes me and fucks my brains out. Here’s why I think more men should explore cross dressing, and why cross dressing is sexy.
Cross Dressing – Letting A Man Be A Man
First off let me just say that there is NOTHING emasculating about enjoying the feel of women’s clothing against your skin. A lot of people confuse cross dressing, with other forms of feminization, such as the roles played by sissies. You can wear a skirt and heels and still fuck me out of my mind. As a matter of fact I’ve had some of my best orgasms when me and the Mr. were playing role reversal and he wast my crossdressing slut. I wore his clothes – he wore mine. I’ve explored many fantasies with callers where they wanted to be dressed like a woman and then fuck. I’m all for that kind of party. And I have total respect for men who – as a way of getting in touch with the feminine – enjoy cross dressing, but aren’t necessarily wanting to be dominated by a woman.
Kinky Cross Dressing Fantasies
Many moons ago I had a regular client who enjoyed role playing a lesbian fantasy, where he was a woman involved with myself, and engaged in lesbian sex. Cross dressing can bring out many unexpected feelings and desires that I am open minded about exploring. No need to be shy or reluctant to share your fantasy, as stated I don’t do kink shaming. I want to learn about your cross dressing kink, if you have one. What’s your favorite color? Dresses or skirts? Pantsuits? Tell me all about your women’s clothing passions! And then put that sexy outfit on, because that’s when the real fun begins, for both of us. Mmmm… don’t be scared, we can have great sex while you’re wearing your “girl” clothes.
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This is what I want you and the other mistresses to do to me everytime. I must tell you that yesterday I went for my massage and my massuse had party for 25 women at her place last Friday with one of her friends introducing women’s clothing line. She said she tried on green dress and was thinking about me. She told me that I would look great wearing the dress. During my massage she showed me the dress and called me her women. She said with my girlish waxed kegs and my butt I have perfect build to wear dresses/women’s others. After my massage I bought 2 more purses from her along with the dress/women’s tank tops/halter tops. Wage has clothes that I ordered shipping to her place so I can try them on in front of her. She also wants me to bring 6 of my dresses this Friday to see me in them. OMG Ms Brighton she’s taken lead in our relationship to next level as I’m her cream puff sissy girl. I was told when we go shopping she wants me to wear dress when we go. This is for real as I’m really in female lead relationship and she said she’s going to look after me. I’m her cream puff sissy boy as she’s dug her nails into me with no intention of letting me go.
Sounds like you’ve got a thiiiing goin on with your masseuse and she knows how to push your buttons and make you her little cream puff sissy! Can’t wait to see what she picks out for you. 🙂
It’s picked up for sure but she is married and last thing I want to do is ruin marriage or get in trouble. Clothes she ordered for me will be in this Thursday/Friday. I’m thinking Friday will be day I’ll try them on for her to see and decide what she thinks. She ordered dress/women’s tank/ couple tops along with slacks/shirt/necklace she thinks I will look cute in. With this happening I can’t back out now I’m really her cream puff as she told me she was thinking about me in dress as she wants me to wear it when we go shopping later this year. She did say she’s going to look after me and watch what I spend so I won’t go broke. Needless to say I’m in female lead relationship with her taking charge of me. I’ve never had this happen but now it has and I’ll do whatever she asks/says and wants.
I agree Ms Brighton, every now and then we need something totally different kink wise, and a panty boi is so fun to play with. To make them up, powder their nose, and spank their little pantied bottom is so delightful. I remember having a few sissy boyfriends that loved to play lesbian. Thanks for this post!
It is a wonderful change of pace and scenery, especially men in panties!
My sexy mountain man just recently revealed to me that all of his enthusiasm for my lingerie wasn’t limited to just ME wearing it. I have no idea why it has taken him years to tell me his secret, especially when he knew I’d get his little fetish, but I’m so glad he finally did. I bought him his own panties and stockings for his birthday and things have been getting quite naughty since then! My man in panties is hawt, and I love that he shared his little secret with me. 🙂
Your mountain man sounds like loads of fun. Honestly I’m eternally grateful for men who cross dress, they are soooo kinky and I love it!
There are so many reasons to love fucking a man in drag. He doesn’t have to be Tim Curry either. Lingerie is more than just bits of lace and nylon. It’s transformative. What a single pair of thigh high stocks does to soften those leglines alone is art. So I agree, bring on those crossdressing males.
Mmmmmmm leg lines… Sorry I was actually thinking of YOUR legs and got distracted. Hehe but yes, I love seeing some sexy man legs in nylons as well!
Brighton, so true. I totally get why anyone of any gender would love wearing soft silky “lady” intimates. Makes you feel so sexy and sensual and for those who are turned on by Taboo, it’s the atom bomb of titillation! Did you see the series Str8MaleWearsLingerie posted on EE earlier this month? If you missed it you HAVE to go check it out!
Erika! No I did not! I will have to check that out. Not to mention silky intimate feel soooo good and teasing on a raging hard on. 😉
The thought of crossdressing for me is to understand what it feels to be a woman and but to have sex with her in the her clothes or my clothes and have her watch me dress is so exciting and then to have her do my makeup would be the frosting on the cake. Then to sit down and talk like girlfriends and then start touching and feeling each other which lead to sex would be my fantasy.