The Boss Had Me

This happened decades ago but I still recall it fondly. I was 20 and had moved to the big city from my home town. In those days jobs were easy to find. Found a job as a junior sales guy in the tv stereo electronics section of a major department store.Lived in a bachelor apartment.

I had slept with my high school girlfriend a couple times but we broke up when I left. Discovered singles bars in the city and had several one night stands.

My boss was a tall slim quiet guy in his early 50's with slicked back greying hair and soft manner. I liked him and he was very supportive and a good mentor.

Al was often glancing at me right from when I started. At first I thought he was curious about me but over time realized he was attracted to me. One of the older ladies that worked nearby in another department confided in me that Al was single and gay, and she warned me to be careful about his intentions.

One Saturday he and I were closing up as I thought about grabbing a bite and hitting one of the bars. He turned to me and asked me if I had plans. I was caught off guard and mumbled not really. His eyes lit up and he suggested we hit this out of the way diner he knew for some food. I did not have a car at the time and took the bus home. Not wanting to reject him overtly I hesitated then said okay. I got in his big Ford sedan and off we went. We had a big dinner at the diner and the evening went on. He opened up and I found myself listening a lot. We got in his car and he suggested drinks at his place.Now his intentions were clear and my own curiosity took over. I suppose being young and horny had a lot to do with it and I agreed.

Sure enough at his place after a few stiff drinks I felt both my inhibitions slowly disappear and his attention on me increase. He felt me up and kissed me as my cock hardened in my pants. It was different than being with a woman but I could feel my arousal intensify. Once in his bed he was all over me with his mouth and hands once our clothes were off. I felt so horny he brought me to orgasm easily with his hand and mouth. He satisfied me that way 4 or 5 times before masturbating beside me. I felt sexy and desired in a way I never quite felt before. I fell asleep with him. In the morning he sucked my cock again. This night changed everything for me. I surrendered myself to him and slept with him regularly. I learned that I loved sucking his juicy cock as well. Within a year I moved in with him. I was addicted to the sex and we also fell in love. We were discreet at work but that older lady who worked there smiled knowingly at me so I realized she knew we were an item. He was my first man and I knew I was gay after that.

Comments

Anonymous

by Anonymous on Dec 28, 2024 at 10:35 AM

I’ve a few bosses I’ve wanted to fuck me, but it never happened. To bad too, I’m told I’m very tight.

(0)  (0)
Anonymous

by Anonymous on Dec 28, 2024 at 12:36 PM

I was fem cute and not sure of my sexuality and lied my age with my mom's ok between 8th grade and freshman year to get a fast food job within walking distance from my house. My parents were separated and money was tight.
I was totally fresh meat for two of the employees there, the college age part time night manager 20 and a junior in high school 17 year old called "Skeeter." The 17 year old found out that I was so young though I actually looked way younger than I was and blackmailed me into submitting and I was sucking him and him my still hairless prepubescent little cock. I got to liking it, my dry orgasms and is sweet n salty good loads of cum I'd swallow per his requests.
He could tell I was starting to like it and he made his next move. My well shaped cheeky boy's butt in tighty-whitey underpants became his with a stinging spit lubed thrust. The back of my boy boypanty's yanked down in the fenced in dumpster area on a stack of knockdown boxes. He'd came as he penetrated and I whimpered "it hurts" as he worked it in all the way. His heavy breathings rhythm matched his hot cum lubed thrusting as I relaxed and went into spasming my first cumload filling my boypanty uncontrollably as I squealed as soprano squeak squeezing his cocks second orgasm. His nickname "Skeeter" was because of his real skinny little dick and lucky for me
Pat the manager was soon to find out because "Skeeter" had to brag about my cherry little ass and my real age. Pat had been fucking skeeter for some time and welcomed some fresh meat. I was sucking his large, thick 6 and half inches and compared to Skeeters 4 and half inch needle dick I hadn't given it a thought till a few weeks later when I was on my tummy underneath him with it all in me. I surprised myself by actually getting through it mostly because Skeeters good advice on how to relax worked. I enjoyed it by the time I quit in the fall and definitely missed it.

(6)  (0)
Anonymous

by Anonymous on Dec 31, 2024 at 12:38 PM

Boss cock has always been a thing for me since my first job as a twink bi teen.
It's not like I was forced in any way I was 15 and dating boy's and my boss was 22 and kinda hot so my innocent flirting became productive.
He was my first over 20 cock that got in my tighty-whities which made me feel special.

(4)  (0)

Comment this

Can't read the image? Click here to refresh