I had just checked into my hotel room in Phoenix after a long day and a flight in from the east coast. When changing planes in Dallas, I had gone to the short-term executive office suite operation in the terminal, logged onto Craigslist and posted an ad in the man for man personals in Phoenix indicating that I'd be there that night and would be interested in some safe play.
Upon arriving in my hotel room, I logged onto my email and found about 20 responses to my post. The great majority didn't appeal as some were one-line statements to the effect of, "Let's do it!", "I want to suck you dry" or some other meaningless statement that made me certain I did not want to even reply to the message. Others were indicating that the guy wanted to do a whole lot more than the safe play I had described. Deleting those as soon as I saw them, I went on to the remaining ones that held some promise and found one from Jim.
Jim described himself as a 31-year-old bi white guy who lived in the Phoenix area and said he was seeking a role play with an older guy. He indicated that he only wanted safe play and that he had a girlfriend who he had good sex with and that she didn't have any idea that he had a desire to experience something sexual with a guy. He said he had wanted to explore some guy-to-guy fun for quite a while so long as it would be all safe and not pose a risk. My cock immediately twitched as I thought it sounded promising.
Jim said he was a guy-next-door type of guy, about 6 feet tall, clean cut, trim build, in good shape from sports, smooth body, no facial hair, with a 6" cut cock and shaved balls. Attached to the message was a naked photo of him standing with his back to the camera that was shot in a bathroom mirror reflection. He was indeed in good shape, smooth, slender and looked very attractive to me. I emailed back to him with a few pictures of myself saying that I was interested and could host in my hotel room.
As the night went on, I did not hear anything further from Jim and I assumed that maybe what he saw in my pictures didn't interest him or that he had just changed his mind. That was a bit disappointing but OK with me because I believe this kind of play needs to be a situation where both guys are into what they see and what each other wants to do. Nothing else appealed in the responses that night so I used the turn on I got from looking through Craigslist at other posts and pictures as something to help me get myself off before I went to bed.
The next day I checked my email and found that Jim had replied to me earlier that morning. He said that his computer had gone down after he replied to my post and he didn't see my email until he was able to log back into his special account. He was very sorry he had not seen my response because he would have definitely wanted to get together and wondered if I might be in town that night. I replied saying I was heading out of town that day and only there the one night but that I thought I'd be back in Phoenix at some point and if he wanted, I'd be glad to let him know. He replied immediately saying that he wanted me to do that and thought we might connect well for some safe play. I responded that I would definitely let him know if would be back and asked if he would feel comfortable sending me a picture of him from the front.
Shortly after sending my reply, I got an email with a great photo of him, shot in the same bathroom mirror as the first one he had sent, showing him from his shoulders down. He sported a really nice shaved, hard cock sticking straight up that was exactly what turns me on. His message said he hoped I liked what I saw and he inquired on whether I had ever done a role play.
I replied, "I really haven't done any role playing but I'd be game to give it a try." I added, "Maybe something like a coach and player scenario could be good."
"That sounds like it would be a lot of fun! I'd be up for that!" was his response.
After a bit more back and forth between us I told Jim that I had to board my plane and needed to sign off. We wrapped up the conversation agreeing to connect when I had my next trip there.
A couple weeks later I found that I needed to go back to Phoenix and I took a chance that Jim might pick up on me approaching an email to him written in role play character. I composed an email from "Coach Turner" to Jim, saying in it that I had received his application to play on the league baseball team I was coaching in his area. I said that I was looking to be in town on a certain day in couple of weeks and, if he wanted to go forward, it would be good for him to meet with me.
I suggested that I come to his house since Jim had said in our previous email exchanges that he worked from his home and that he had the house to himself all day while his girlfriend worked at an office in the downtown area. I added that my interview and screening method was a bit unique and he would need to be very open-minded about it.
Jim replied a couple of hours later saying, "Coach, it's great to hear that you are going to be here and I'd be really glad to meet with you here at my house." Over the next few days, we exchanged emails in which I said things like I wanted to make sure he was comfortable in a locker room setting with guys or that team travel and guys sharing a room would put people in close proximity and I wanted to know if he had a problem with any of that. He came back saying he was really fine with the locker room atmosphere with guys changing and sharing a room on the road would be no problem.
The back-and-forth emailing really raised the excitement level of the situation and when I confirmed my trip, Jim said he was really looking forward to the meeting and he would do anything I wanted in order for him to make the team. He gave me his location and said he would need to come get me from somewhere to escort me through the security point at the community gate so we agreed that I would call him from a shopping center in his area.
The day for my trip arrived and I flew to Phoenix and drove to the location Jim had indicated. Getting there a bit after noon, I emailed to him that I was at the shopping center and about five minutes later a sports car matching what Jim had described pulled up next where I told him I had parked. Jim got out and we shook hands. "It's great to meet you, coach. Thanks for making time for this. I'm really looking forward to doing whatever it takes to make your team."
"A pleasure to meet you, Jim. From the looks of you I think you may be just right for what I'm thinking and I'm looking forward to us getting to know each other."
"Coach, you can follow me to my house and when we get to the security gate, I'll tell them to just let you come through with me."
He was wearing shorts, a t-shirt and tennis shoes and had a youthful and next-door-guy type of look about him which I found to be very attractive. We got in our respective cars and I followed him back to his community, past the security entry point and to his house. He drove into the garage and closed the door behind him and I parked on the street and went up the front walkway. When I rang the doorbell, he opened the door and invited me to come in saying again how glad he was that we could meet.
He suggested that the guest suite off the front foyer area would be a good place to sit as it had a full conversation area with chairs, a couch and coffee table. He led the way and entering it I saw the conversation area and a room off it that was a bedroom area with a large bed. Jim got us some bottled water and then sat down on the couch and I sat in one of the stuffed chairs. We made some initial small talk as we both sat there, a bit nervous as we knew what we were looking to do.
I initiated things by saying, "Jim, I've worked out a unique system of determining if a guy has the right kind of body to play baseball well. It involves me measuring various parts of your body. Would you be OK with that?"
"Absolutely, Coach," came his reply.
I asked him to get up, took a tape measure from the briefcase I had brought and walked over to him. I had him hold his arms out to his side, unrolled the tape and measured them from a few perspectives, then measured his legs and down his back. I told him the waist was an important measurement and reached around him from the back and pulled the tape around him, sliding my hands all around his waist as I did so. I could feel him tense when I first put my hands on his hips and he stood there motionless with his arms stretched to the side as I felt around his waist and also ran my hands down his legs.