As a forty something married business professional I really haven't had time to explore the curiosities I had about sex with other men. Sure I fooled around as a kid, but not really with anyone other than my wife since puberty. That didn't stop multiple solo sessions while reading the exciting stories on the Nifty Archive.
While visiting Salt Lake City I decided to post an ad on Craig's list for someone interested in helping explore my curiosity. I posted a few ads and got a couple responses, mostly from bots that fill your mailbox with spam. Just when I was about to give up hope I checked my mailbox and found a response from someone who was curious like me and was willing to meet.
We set the time and he met me in the gym area of the hotel. I wanted to soak in the hot tub and talk a little bit before we got down to business. I just felt safer this way, meeting a stranger and taking them straight to your room seemed a little dangerous. Its easier to scope out someone in a locker room and a bathing suit than behind a locked door.
We sat in the hot tub and he told me he was really into oral, but would like to try anal. I had limited experience with oral and had never tried anal. As we sat there I felt his foot slowly slide up my leg and started massaging my cock through the bathing suit. It only took a few seconds for my cock to respond and come to attention. I slid around and rub his cock with my hand through the bathing suit and told him I think I had enough of the hot tub and it was time to go to my room.
We dried off and headed up stairs. When we entered the room I barely got the door shut and we were both out of our suits. He grabbed me in a forceful but caring hug and pulled me to him. I felt his cock rub mine just as his lips pressed against mine. The kissing caught me off guard and I hesitated for a minute, but then realized I REALLY liked it and allowed his tongue to enter my mouth and start a wrestling match with my tongue.
We made it to the bed and rolled on to it, each humping the other as we rolled. My hand instinctively went down and grabbed his rigid 9 inch cock and slowly massaged it back and forth. We turned around into a 69 position and just as I started to take his 9 inch cock into my mouth he swallowed my entire 7 inch cut cock. Electricity raced through my veins especially the dorsal vein that runs along the bottom of my cock. I tensed up and not thinking I took his entire 9 inches and tried to swallow it. I gagged and almost threw up. He took my cock out of his mouth and laughed. He told me "slow down we have all day". I shot him a glaring stare and remembered my task.
I licked his cock head going in circles then up and down the top and bottom. I then took him into my mouth and tried to get as much in as I could. After swallowing a little over half of it I started to gag and backed off a little. I got a good rhythm going and before I knew it his pubic hairs were tickling my nose and I had swallowed him down to the hilt.
Just as we both had a good rhythm going and I thought I was doing well for an amateur... he took a finger and lightly brushed my the crack of my ass, before I could even think of saying anything his finger slipped inside. I had put my own fingers up there in the past and a few other small objects while experimenting, but I never felt anything that good. He got another finger inside and reached deep into my rectum until he hit pay dirt. He brushed my prostate and my entire body quivered. Then he started to slowly massage it and it only took about 5 seconds and I was spraying the inside of his mouth with my cum. I didn't even have time to warn him it was coming. He didn't seem to mind and swallowed it all.
As he nursed the last bit of cum out of my balls the sensitivity threw me into overload and I applied as much suction as I could. After a few seconds I felt his balls tighten up and his cock throb. Then the cum started flowing. I swallowed as fast as I could, but there was just too much. I had to pull off just as the 3rd or 4th volley came out and hit me in the eye.
I turned around and we embraced each other with a long french kiss and mixed our cum together. He asked if he could stay awhile so we pulled the sheets up and I layed on my side with him spooning behind me. He layed his arms across me and slowly massaged the area just above my cock. I felt his cock resting on my crack and when he moved it slid up and down the crack. I joked and told him, "Hey, I'm going to give you just about an hour to quit doing that". He laughed and continued with a little more intensity.
Before I knew it he was totally hard again and knocking at my back door. I told him I wanted to but wasn't sure if I was ready. He told me to trust him and slowly started to slide his cock into my ass. It felt really good at first and then he got more than the head in. The pain was horrific as he stretched my virgin hole. When I yelled he stopped and held it there for a few minutes, then he pulled back slowly and then started in again. He told me to push like I was using the bathroom and as I did he slid all the way in. Oh my god I have never felt anything like it. I felt like his entire arm was up there. He started to slowly move back and forth and then either hit my prostate or something near it. I had my second orgasm of the night, this one making my whole body lock out. It felt like I grabbed a high power electric line. I sprayed the bed sheets with cum and almost couldn't breathe (it really was that strong). As I was experiencing the most mind blowing orgasm of my life he filled my ass with his seed.
We pulled the covers up to go to sleep. He stayed inside me until he softened up enough and fell out.I was so exhausted at this point I slept like a baby. I woke up the next morning and decided a 9 inch breakfast for me would be a good way to return the favor......