This is a totally true story.
My first time was about 6 months ago. I was out of town on a business trip, and was just getting out of a marriage. I had always fantasized about sucking a cock, and had looked at Craigslist and jacked off thinking about it. While I was away, I got drunk one night and passed out in my hotel room. When I woke up, I was horny as hell, and still pretty buzzed. I checked out CL, and created a fake email address. I finally got up the courage to reply to one of the ads, and I got an email back in 10 minutes.
I couldn't believe I was going to reply back, but I said "fuck it" and just replied. The guy said he could be at my hotel in 20 minutes, and I said ok and gave him my room number. When he knocked on the door, I had no idea what to do. I just let him in and sat on the bed with my laptop out and a porno playing. Without looking over, I told that we should just go ahead and take our shorts off. When I turned my head, he was totally naked with a nice, 7" cock that was already hard just hanging there. Right next to me! I thought it was now or never, and reached over and wrapped my hand around it. It was so hard, but soft at the same time. I've never felt my own dick like that before! I leaned over and licked the underside of it. It felt so good against my tongue. I repositioned myself onto my knees and elbows and finally took as much as I could into my mouth. I couldn't believe my mouth was full of hard cock! I wanted to cum right there...
I stroked his shaft with my right hand while I bobbed up and down on his hard dick with my mouth. I loved the feeling of it reaching the back of my throat, but took time to lick it from base to tip every now and again. As I kept going, I looked up at him, and his closed eyes and open mouth told me he was enjoying my mouth on his cock.