First time Crossdressing

I was jesting, was not inclined to play dress up for anyone, not even Ray. I tried to talk my way out of his demands, by offering an excuse, "What, are you kidding, right? I have never dressed, ever. You have to be crazy to want to see me in pantyhose. Ray, I don't have any pantyhose to wear."

Ray insisted, "Well, go out and buy some pantyhose. While you are at it, get a matching bra and panty set. Make it something sexy."

I continued to offer every objection not to dress, but Ray continued to press the demand. Resigned by his persistence, I agreed, "Well all right; I will find pantyhose, panties, and a bra. I am not going to buy a wig and a dress, or wear makeup, OK."
My agreement to play dress up for Ray excited him about our meeting. Ray urged me on by saying, "Yeah that will be fine; I want to feel nylon stockings rubbing on my legs." Ray agreed I would wear pantyhose and anything else I could find on short notice. I would meet him at his hotel room Monday night at seven PM.

I went to Walmart that Saturday. Walking around the woman's department, spying at the panties and bras' sets from a distant, my heart was pounding. I felt self-conscious about the thought of buying woman?s clothes. Someone from work or my church might see me with large woman garments when they know my wife is small. I knew that husband's shop for their wives, so why would anyone notice or care what I was buying.
Embarrassed, I walked down the panty display, grabbed a red lace ruffle panty with matching bra. Next, I walk to the stockings and selected several pantyhose; I made sure they were large. I raced to the automatic checkout; I did want a cashier to remark what I was buying. Quickly, I left the store. Five minutes later, I could still feel my heart pounding. I had an Adrenalin rush caused by buying woman garments as directed by a stranger named Ray.

In my e-mails and chats with Ray, we talked about me giving him blowjob while I was dressed in pantyhose, panties and a bra. Ray called them sissy clothes. The date, time was set, and everything confirmed; I would wear the pantyhose, panties and bra. I would rub my nylon-clad legs against Ray's legs, and Ray would get hard. I would perform fellatio for him, and we would both be happy.