First time Crossdressing

Ray continued, "Good; I am straight man, and not interested in sucking any cock. So you'll do fine." Ray continued his questions; he asked, "Did you find a chick with a dick yet?"
I responded, "No, not yet; I will check Craigslist today. You know that most she-males charge money. I am willing to split the cost with you."

Ray scoffed, "No, not fine. I do not pay to get my rocks off. You need to find a chick with a dick to meet us, and one that does not charge. I want to see her sucking your cock; I take her from the rear. Then I want to see her cock fucking your ass."
After Ray's phone call, I started my search on Craigslist for a chick with a dick. I found several and sent them all an e-mail. The next day, I received an e-mail from Crystal, a thirty-five-year-old transvestite with silicone breasts. Crystal lived about thirty miles from the town I was living in. Crystal provided her phone number to call confirming our meeting arrangements. When I called her, it rang six times, and I wondered if I had the correct phone number. Finally, when someone answered the phone, I said, "Crystal, Roger."
Crystal answered in a low, soft whisper, "Oh, hi sweetie; I'm Crystal, so nice of you to call."

I did not want to catch her at a bad time, so I asked, "Crystal, is this a good time to talk?"
Crystal replied, "Sure Roger; I just got out of bed and fixing my first cup of coffee."
The conversation was going as planned, I continued, "So, are you OK meeting Ray and me on Friday night?"
Crystal stretching her words, "Oh yes sweetie; I have two holes that loved to be filled."

I was beginning to be excited about having a threesome with Ray and Crystal, but needed to check, not sure how to ask I blurted, "Crystal, I have to ask. Do you charge when you meet someone?"
Crystal replied, "Oh no sweetie; I am always free."
I replied, "Great Crystal, Ray and I are not looking for a professional, just someone who likes to meet men and have fun."