I was uncertain if she knew I was a man dressed as a woman. Dr Jen turned to the nurse and asked “is everything ready for me?” The nurse said back...to her “no, there’s not much there.” Both turned towards me. I thought to my self what is going on here? Dr Jen asked for me to get back on the exam table in the position I had been in when she came in. I cautiously got back up and got comfortable again. Dr Jen now put on a rubber glove and slid her fingers in my ass feeling my prostate gently. She. There was no hint of a smile on his lips and his eyes looked cold and steely. My skin went cold and I tingled with goosebumps, I was rapidly going from nervous to scared. Where are we going? I asked again, and again got no reply. Youre scaring me I giggled nervously, still trying to make light of what was happening, but still didnt elicit a response. I was beginning to shake, and my hands were clammy. Please speak to me I pleaded, this isnt funny! When he still didnt acknowledge me I began to. So off we went, two boys looking for an adventure, hiking all those miles to reach our destination. By the time we arrived we were hot, sweaty and covered in dust.“Last one in’s a rotten egg,” yells Stewart as he removes all his clothes and jumps in.I was a bit shocked as I thought we would be swimming in our undies but took them off and jumped in too. We swam and played, jumped in and out, slid in the mud and were having a great time when he said “Matt, what’s that on the end of your dick?”I. Up4fun?"I almost creamed myself there thinking about it, without much thought I eagerly responded giving him my number and arranging to meet. I wasn't too sure about letting him up into my place so he responded with "My vehicle is big enough for some fun ;)" It was on and I was excited as can be, I changed into a sweat jacket and sweat pants with some black uggs on my feet. No bra or panty and dashed downstairs to wait for him. Within 5 minutes of our online correspondence he was in the carpark.