Crossdresser Stories

While on holiday in Thailand just last week with my wife and our friends, I had three massages. Each massage was a double one in a bamboo hut on the beach with my wife less than two feet away also having a massage. There were several massage therapy facilities along our two-kilometer stretch of beach, most of which were connected to hotels or bars. We decided on the one that was the furthest from our hotel because it appe...

The meal was simple, just the main dish, desert and coffee. As the women lingered over their coffee I began to quickly eat my meal. I had just managed to finish when I heard Jenifer call, “Mitsy.” When I entered, she said, “We have decided to have our coffee in the living room. Top up our cups with fresh and bring them to us.” I started to collect the cups when she asked, “Did you hear me, Mitsy?” I knew what she wanted s...

John had finally done it. He had started an online self-sustaining store that would help him quit his 9-5 job. He was only a few weeks away. This store would help John focus on something he had always wanted to give time and effort to, becoming a Sissy. John, for the better part of five years, had two lives. The one where we got up in the morning, put on a suit, and worked a stressful job and his nightlife, where he would...