Learning The Ropes In The Underground World

After college I started working as an Internal Audit associate at a large company with several divisions. I was good at my job but I had always been reserved, or shy, when it came to social situations. I was a virgin, I had never had sex with anyone. I was also a prolific masturbator, I beat off two or three times a day. But of course never outside my room. I started masturbating in my early teens and my mother had to put a mattress protector on my bed, and my sister who did the laundry had to deal with my underwear. I masturbated into my underwear. A habit I still have today.

I had discovered Penthouse in my later teens and bought it every month, read it till it fell apart and then tossed it into the trash. Again, it was my sister who had the responsibility of making up my room and taking out the trash. Now that I was at work, in my first apartment and I had to deal with my messy underwear and the porn I threw out. It was in those early months of working downtown that I discovered this free paper on the corners. I picked one up one day and read it, mostly city stuff, but in the back it had personals and adds of every kind. I read the personals, with adds looking for company, roommates, lots of codewords because they repeated time after time. I also noticed how many strip joints there were, and clubs. One of the clubs was a block away from my apartment, it was insignificant in the strip center, with a small sign on the door.

One Friday after work I braved myself to go see what the club was about. I parked and watched, I had a Penthouse with me and was reading the Penthouse letters as I staked out the joint. In the early evening it was men dressed in suits, of all ages, as the night wore on it was a more blue collar crowd. By then I had masturbated twice in the car, beating off. I had just beat off and was sitting back in the zone when a man knocked on the window. It was a security guard and he asked me what I was doing there and he didn't want me beating off in the parking lot. I left, and went around to the back. I saw these men kissing and making out, and one guy was blowing another guy by the dumpster. I watched, before going home and laying on my bed with my head spinning. I had forgotten to have anything to eat.

I became addicted to the place, I had to park and leave my car and stand around. After dark I went around back to watch the men suck each other and make out. Over the weeks I saw situations where one man fucked the other one. I didn't realize these were male prostitutes with hookups they picked up in the bar. I got up the nerve and went in, it was dark and smokey, men chatting, some in booths, some at the bar. I bought a beer and went and stood against the wall. My beer was warm by then and a man came up and asked me to dance. He told me he had seen me around outside, and pulled me onto the dance floor, and put his hand on my shoulder and danced me around. When a slow piece was played on the jukebox he took me to his booth. He put a twenty on the table and told me to get under the table and suck his dick. I stared back at him and he said to do what he said and we would get along fine. And to suck his dick.

It was the most scary thing I had ever done, but once I had his dick in my mouth I settled down. He took me back to his apartment and we got naked on his bed and he didn't finish until he had fucked me, and kept me there overnight. He knew it was my first time. He was nice enough to me as long as I did what he said. He took me to this store in the seedy part of town and bought me a dildo and a butt plug and lube and told me to go home and practice. He took me out, we went to clubs which were strictly gay, we danced and made out, he took me to parties. I went to work in my three piece suit and at night I wore clothes for the night out. I learned that there was porn for gay men and I bought as much as I could. I masturbated to naked gay men, and used my dildo and butt plug when I was alone.

That part of town is still pretty much the gay area of town. I was a queer slut for those early days, but if I wanted to get ahead I had to be careful. There were gay men at work, but everyone pretended there weren't. It was an inside club, with secret signs and code words, Sex wasn't at work, we met after work at anyone of the many clubs.