But I only share that part to bring you up to speed on the next BIG step. And that is, of course, my wife taking me. I can't explain adequately the way I felt throughout this whole process. At first it was mostly fear and shame. Eventually it was slightly erotic but still shameful. Eventually it was fun, erotic, special. but after the next step, it went beyond. I went from feeling like a man who dressed as a woman for sex and who gave my wife control "most of the time" to a man who barely recognized himself as a man. A man who's wife had 100% control of him. A man 100% submitted in everything.
My wife had hinted for a LONG time about fucking me with her strapon. I think secretly we both were nervous for it. It could be painful... it could be gross, it could be a turn off. But we took our time and went slow and neither one ever openly said anythig about it although we knew it was coming soon.
One day, while my wife and I were enjoying ourselves, she asked me if I would be interested in taking a trip up to the mountains. She had some time to take off of worka nd wanted to go away with me. I was surprised, because usaully every extra minute was spent with Brady. But she said that she wanted to spend some time with me and that she thought it would be a special weekend for us.
We got a condo and had plans all set. That week, she told me that she wanted me to look extra beautiful for her. She told me to go buy a new outfit for myself. Preferably something with a skirt bottom or dress bottom. She told me to get a full brazillian wax. I asked her why, and she said that she wanted me to find the outfit that I wanted to "lose my virginity in."
It made me so excited and nervous. She told me she wanted me to feel like a girl going on a prom date, knowing that I was going to be fucked. She wanted me to think carefully about how I was going to look. What perfume, waht panties, what makeup and lipstick. The only place I could go was a place 100 miles outside of my city, for fear of being seen by someone I know. I spent all day looking at outfits. I was so afraid to try things on in public. I would hide outfits inside jeans as I headed to the dressing room. I found a very sexy dress. Nothing too elaborate, since elaborate dresses still looked strange on my figure, but somethign simple and sexy, taht zipped in the back.
I also bought a new lotion, a new lipstick, and a new wig. i wanted to surprise her with a new look. I didn't put the entire outfit on at the same time until I got home but I was stunned at how good my taste was. I really thought that I looked the best I ever had in drag.
That Saturday night we drove up to the condo. it was 3 hours away, in a resort town. We arrived in the evening and went straight to the hotel. I was dressed in jeans and a sweater. We went to the pool for a bit and had a great time. Later she had scheduled massages at the spa. I always loved messages but we got the whole ordeal. Mani, pedi, face cleanser and full body couple massage. She requested a man for both of us!
After 3 hours at the spa, we went back to the hotel, cleaned up and she told me taht I could dress casual (not in drag) to dinner. We went out for dinner, had a few drinks and a delicious, expensive seafood meal. She wore jeans and a swaeter and once we arrived at our table, she had me reach down and feel the strapon. I couldn't believe she wore it out. But she told me she was very horny and couldn't wait to put it on.
We ate, had a great time, and then went out to the patio area of the hotel and danced, sat, cuddled and just enjoyed the beautiful scenery and atmosphere. It was as romantic as our honeymoon. Few people around. Perfect Fall weather, gorgeous scenery, light music, a fire nearby. We told each other over and over that we loved each other. She told me she was very excited to fuck me.
Gotta go. TBC....
