First time Crossdressing

I put the panties on first then the bra. Ouch, the Bra was unyielding. I bought a large, but the straps pressed into my skin restricting. The bra around my chest restricted my ability to take a deep breath. I covered up my sissy things with my pants, shirt and shoes. I drove to Ray's hotel dressed in woman underwear and had the filling others watching. I prayed not to have an accident or pulled over by the police. You could not tell I was wearing pantyhose, panty, and a bra. Nevertheless, I was self-conscious about my sissy condition.

I did not want to be late, and arrived at Ray's motel before the scheduled time. I sat in my car, feeling how smooth and silky the pantyhose were against my shaven legs. The bra was still tight and restricting my breathing, or maybe I was excited about being dressed.
At seven o' clock, I arrived at Ray's motel room door. I knocked on the door; I heard an answer, "Come in." Pushing on the door, I found it unlocked. Once I entered the motel room, I closed the door behind me. As instructed, I took off my shirt, pants and shoes to reveal my male body wearing black sheer pantyhose, red ruffle panties and a red under wire bra. I do not have big breast, but the bra did giving the appearance that I had small breasts.

A stranger appears out of the bathroom with a towel wrapped roughly around his waist. He said, "Well helloooo, I am Ray."
We shook hands; I replied and said, "Roger."

I lifted my arms, and twirled, so he could see all of me. He sat on the bed and asked me to stand in front of him. The pantyhose were sheer and black, but you could see my moderate erection bulging off to one side. He undid the towel exposing his genitals. His cock was limp. He turned me around, so I was facing away from him. He pulled on my hips causing me to sit on his lap.

I was in the typical lap-dancing position; my butt was hovering above his crotch. Moving my butt in circles, I pretended to grind his package with my cheeks.