Hello Girls, I got the biggest surprise on a recent vacation. A little over a year ago my girlfriend asked me to stop cross-dressing if I wanted to stay in a relationship with her. She had wanted this in our relationship and encouraged it for more than a year. I had been cross dressing in my own home privately for many years. I know being in a cross dressing relationship can be hard on the woman. She just couldn’t deal with it anymore. So I did a purge and decided I would rather be in a relationship with her.
We were on vacation last month at the beach. The nice part about going to the beach during that time of the year is the fact that the beach is not overly crowded in October and the weather is still really nice. So the first night there, we had gone out to eat and had gotten back from dinner rather early.
I was sitting out on the balcony of our condo drinking some bourbon when my girlfriend came out and she said, “Could you come in and help me with something?” So I walked into the bedroom she had some dress stockings and heels on the bed she asked me if I’d like to put them on. I just kind of looked at her. So I went ahead and got dressed for her in those items and we went out onto the balcony where we sat and finished a bottle of wine together. It just felt so nice being dressed again!
The next day we talked about it because she knows it makes me happy, however, she doesn’t know if she wants to let me do it full-time again.
The second day we were there, she painted my toenails and my fingernails She had brought a wig for me to on. We pretty much stayed in all that day and it was nice being seen as a woman again! She has told me when we are on vacation that I will be dressed as a girl all the time, she just doesn’t know if she wants me to bring it into the house again. She knows how happy it makes me feel. She loves me and I love her. It’s the first time she called me Sandra in over a year!
The rest of the vacation I was dressed every night in either a dress or some lingerie.
Please take time to send in comments to my article or answer one or more of the questions I’ve posted you below:
- Have you gotten mixed messages from your wife or significant other pertaining to your thrill of cross dressing?
- Are there certain limitations your wife or SO puts on your cross dressing which you find difficult to adhere to?
- Has your wife or SO come forward positively with her acceptance of your cross dressing?
Thanks girls for reading my article and I look forward to reading your comments pertaining to my article or to any of the questions noted above!
Sincerely, Sondra
I could only dream of a vacation like that.
Xoxo
We can still do similar…only very privately.
Hi Sondra you will have to take more vacation’s , lol X
Hugs Roz X
Xoxo
A nice article. I’d like to answer your questions but being a private cross-dresser I feel unable to comment. However, I would like to add that maybe this is the way forward – on your partner’s terms. That way you get to hang onto both. You were prepared to give up cross-dressing for her while at the same time she is prepared to indulge you from time to time for you. It’s very sweet and shows that you deep down you love each other very much.
Good Morning Sondra, My wife and I started dating 33 years ago because of my cross dressing. We started out as coworkers and became friends. I opened up to her about my cross dressing after about a year of being friends. My wife asked if I would consider dressing up for her. I invited her to my house for dinner. I modeled lingerie, dresses, and all kinds of different clothing that night. My wife has always been supportive of my cross dressing. I under dress everyday. I have not worn men’s underclothes in over 30 years. I am still a… Read more »
Xoxo
Wow! You are one lucky girl.
Xoxo
Very pleased for you
Liz
You certainly have quite the lady there. Most wives would have thought you had given it up for good, but she seems to recognize your need. Vacations now will be all the more special by the sounds of that! I am one of the fortunate ones whose wife is extremely supportive of my dressing, and we do out together with me dressed up. I never hid this from her, and she was always alright with my dressing but it wasn’t until a few years ago my dressing took on new dimension. I finally gave into the decades long desire to… Read more »
Im going to try to answer all three of your questions. Mixed messages -Yes of course after the initial shock of finding my secret we would get dressed together and have some wine talking and I thought enjoying, after a couple months sadly my love broke down saying she couldn’t continue in a relationship like this so i completely purge. Sometime after that I came home to a cute sweater dress (black and red in one of my photos) on the bed and she explained she loved me to much to keep me from something i enjoy so much but… Read more »
Very different from any experience I’ve ever had…thx.
I would be so happy to have that vacation! What a dream!