Hello everyone,
For 3 of the last 4 years (we took a year off for reasons not related to his cross dressing) I have been dating a man who has gradually increased his need to cross dress. Or maybe he's gradually revealed his need to cross dress to me would be more accurate. At first it was just during sex when he would want to wear some of my lingerie. From that it increased to wearing panties under his pants when we went out, then to stockings. He has a strong fetish for high heels and eventually I got him a pair and some lingerie of his own as well as a skirt. He drops hints now of other things he wants to wear but makes it look like I make his do it - this comes from his attraction toward a submissive sex life. On a recent weekend away he showed me a corset and another pair of high heels he bought and stayed in them the entire time we were in our room. He's also expressed interest in being more public. I took him for a much needed pedicure and he had his toe nails painted to match mine after he had me ask the the gal to do it for him. He kept it on for a month until he got another one. He indicated that he is considering shaving off his beard and asked several times (under the influence of alcohol, but seemed genuine) if I would get him a wig, dress, make-up and stick on nails and take him to bar. Hmmm....this may go a bit further than I am able to go. I understand his need to for this helps him relax - and I truly see how it does, but to be honest beyond that it doesn't really turn me on. We have a satisfying sex life but the clothes don't do it for me, it's seeing him relax. Frankly there are times when keeping up with his fantasies is exhausting to me as it constantly challenges my imagination. He has many fetishes beyond cross dressing and I wonder how do I tell him that even asking the nail lady to paint his toe nails caused me tremendous anxiety because the poor lady was very embarrassed doing it. I absolutely appreciate that amount of trust it took for him to share this with me and I would never betray that trust, but it would be nice if we could have a night together when the only one wearing high heels and lingerie were me.
Thanks for listening!