The Company We Keep

For over a year recently I tried the online apps to meet women. I would have 1 or 2 dates with them and it would be going nowhere. So frustrating and the dinners out were not worth it as I always paid.

I was on a second date one Saturday evening at my favorite restaurant. The woman appeared detached and I could tell it was going to be another lost night. The waiter looked at me knowingly when I picked up the cheque. He had often seen me with these awkward dates. His name was Wayne and he was in his early 50's,a short slim man with what my date said was colored chestnut hair and a lively manner. She had said earlier he was obviously gay and I told her what does that matter if he is an attentive server which he was. She gave me a dirty look and I thought she is high maintenance for sure. My date later said she was tired and for me to drive her home as Wayne arrived. I paid the check as she went to the washroom. Wayne smiled at me and thanked me for the tip. He then said softly" If you would like some company I get off work in less than an hour". I stared at him in surprise but before I could answer my date returned.

I dropped my date off then started driving home. The waiter's offer swirled around in my brain. I made a turn and headed back to the restaurant. I sat in the parking lot for maybe 15 minutes then there was a tap at my window. The waiter smiled and got in. He told me where he lived and off we went. He led me into his apartment. It was clean and cozy. We sat down on the couch and he handed me a joint. He lit it up and passed it to me. It was powerful stuff and very soon after a few tokes I was quite high. I told him about my dates and he laughed in sympathy.," You deserve better" he said. The second joint hit me like a ton of bricks. My inhibitions disappeared and Wayne's arm had found its way to caressing my neck. Next thing I recall is a feeling of abandon as Wayne's mouth found mine. He kissed me long and deep as time seemed to stand still. Then somehow we were naked together in his bed making out feverishly until his mouth now found my cock. Wayne sucked me so well I knew I would orgasm if he continued another minute. He stopped and then after grabbing something to put in his ass he lowered himself onto my hard cock. He rode me up and down as I could feel my orgasm building up. He was calling me hun and telling me how much he loved my cock inside him. His little round ass felt sexy in my hands as I drove into him. My body then went into a long slow spasm as my orgasm seemed to go on and on. Finally it subsided and Wayne slowly moved off me. He lay beside me caressing my chest. Sometime later in the night I was inside him again. I am not sure who initiated it but I was facing him and as he looked at me sluttily with his legs wrapped around me I blasted another load deep inside him. My first gay sex at 35.

It was Sunday morning and he was kissing me awake. I was still a bit high but feeling frisky again. We had intercourse again and this time I rammed him from behind.

This is how I got off the apps 6 months ago. Basically I am sleeping with a middleaged gay man as he looks after my sexual needs. No more frustration. I have sucked his cock and now love doing that too.