More time in gurly things
Update 5-28:
During my trip, I was able to wear the panties, bra and pajamas for three nights - the entire time of my trip away. Each day as I returned to my hotel room after dinner, I stripped off my male clothes and put on the lingerie and pajamas. I usually had four or 5 hours in them, doing paperwork before it was time for bed.
The panties were a blue and white print hipster. The bra was a comfortable white Playtex full coverage brassiere. I put tissue paper in the cups to fill them to about a "small D" size. The pajamas were a shorty set with "tap pants" and a pullover top. They had a blue, white and red tie dye print on them. As I said in my previous post, they were cute and I like how they looked on me.
The first night, I had some difficulty sleeping. The feeling of the bra on my chest and the padding to make "breasts" was strange to me. It had been nearly three years since I slept in a bra and I needed to get used to it again. In addition, the enjoyment of wearing panties and pajamas kept my mind spinning. The sleep was fitful, but I did manage to get enough sleep so I could perform my work duties the next day.
On evening #2, after my paperwork was completed, I slipped into bed and put on some music, playing from my iPad, to help calm me and put me into a soft slumber. It worked. I slept well and awaked afresh, and surprised a little that I was in a bra. (It was a nice surprise to wake up with.)
On evening #3, I felt completely at ease all evening in the gurly clothes. I put more tissues in the bra to make them a "full D cup" appearance. I like how that looked when I gazed into the mirror - and when I just looked down to see the projection from my chest. At the end of the paperwork needs, I again slipped into bed and put on soft music. I closed my eyes and slept well all night.
For those who are curious, I only masturbated one time during the trip. I do not usually get hard when I dress in women's clothes "just because I wear the clothes"; It takes other stimulation for that to happen. On the second evening, I watched some lesbian porn and let myself fondle my clitty. After a while, it got hard and I stroked it as the women licked and sucked each other's breasts and their pussies. It felt good to be stroking myself-- imagining one of the women was doing it. In one of the last scenes, one of then fucked the other with a strap-on and I let myself speed up the strokes on my clitty until I sprayed my own cum juice out. The release was sublime.
All too soon, my business trip was coming to an end and I would need to return home, where my dressing is a secret. But I will remember this trip for quite a while.
During my trip, I was able to wear the panties, bra and pajamas for three nights - the entire time of my trip away. Each day as I returned to my hotel room after dinner, I stripped off my male clothes and put on the lingerie and pajamas. I usually had four or 5 hours in them, doing paperwork before it was time for bed.
The panties were a blue and white print hipster. The bra was a comfortable white Playtex full coverage brassiere. I put tissue paper in the cups to fill them to about a "small D" size. The pajamas were a shorty set with "tap pants" and a pullover top. They had a blue, white and red tie dye print on them. As I said in my previous post, they were cute and I like how they looked on me.
The first night, I had some difficulty sleeping. The feeling of the bra on my chest and the padding to make "breasts" was strange to me. It had been nearly three years since I slept in a bra and I needed to get used to it again. In addition, the enjoyment of wearing panties and pajamas kept my mind spinning. The sleep was fitful, but I did manage to get enough sleep so I could perform my work duties the next day.
On evening #2, after my paperwork was completed, I slipped into bed and put on some music, playing from my iPad, to help calm me and put me into a soft slumber. It worked. I slept well and awaked afresh, and surprised a little that I was in a bra. (It was a nice surprise to wake up with.)
On evening #3, I felt completely at ease all evening in the gurly clothes. I put more tissues in the bra to make them a "full D cup" appearance. I like how that looked when I gazed into the mirror - and when I just looked down to see the projection from my chest. At the end of the paperwork needs, I again slipped into bed and put on soft music. I closed my eyes and slept well all night.
For those who are curious, I only masturbated one time during the trip. I do not usually get hard when I dress in women's clothes "just because I wear the clothes"; It takes other stimulation for that to happen. On the second evening, I watched some lesbian porn and let myself fondle my clitty. After a while, it got hard and I stroked it as the women licked and sucked each other's breasts and their pussies. It felt good to be stroking myself-- imagining one of the women was doing it. In one of the last scenes, one of then fucked the other with a strap-on and I let myself speed up the strokes on my clitty until I sprayed my own cum juice out. The release was sublime.
All too soon, my business trip was coming to an end and I would need to return home, where my dressing is a secret. But I will remember this trip for quite a while.
4 years ago
