This happened over a four year period, until I moved out of my fathers home. At the age of fifteen my father entered my room and told me my mother had left us, to live with a younger guy. Eight weeks later he entered my bedroom to tell me I had to earn my keep. I was sixteen by then and had not long taken my exams.
Not having any idea of what he meant by what he said, he walked over to me, pulled the duvet back and spun me over. In seconds my underwear was ripped off and I felt his hot breath on my asshole. I tried to protest, I tried to fight back, but my father was and is much much larger than myself. Pinning me down he carried on tonguing my rear hole for some time. He then rose quickly telling me he had to get me ready to earn my keep. Not able to move I heard him lowering his shorts (He always wears shorts) and then felt his cock nudging at my asshole. Seconds later I was no longer a virgin, anal or otherwise.
It wasn't pleasant at all at first. Not only because it hurt like hot coals up my asshole, but because it was own father fucking me. Yet after some time, and it was some time, the feelings changed up my ass and throughout my body. I didn't tell my father but it began to feel really really good. Not stopping to consider my feelings, he thrust his cock into me and I heard him building up to his orgasm. When his cock exploded up my ass, I'd already cum but didn't let him know.
Pulling out of me, my father told me from then on I'd earn my stay by entertaining him, and other men for money.
The first guy arrived only a week after my first initiation into gay sex. By then my father had fucked me every night, and to be truthful I'd already begun to enjoy his cock fucking me.
The guy was a little older than my dad, and had a larger cock. In my bedroom I sucked on his cock, something my dad had not had me do, then he fucked me in the missionary position. Slamming his cock into me, my own cock became hard and he started to toss me off. Leaning over he kissed me and I kissed him back, something else my father and I hadn't done. After only a few minutes, I felt his cock pulse up my ass and then his cock let go filling my ass with his cum.
Ten minutes later I was sat in the kitchen watching my father count out fifty bucks for himself and twenty for me.
And so it went from then on. Most weeks I'd entertain five to maybe eight men, and always my father would have his fun at night.
I soon learned to enjoy men with larger cocks, yet I still loved my father taking his fun with my ass. We never once kissed and still don't, but I did begin to suck him off once he watched me sucking off a really well endowed older man. That night I had sex with three men, one being my father. The first guy was a regular and had fucked me countless times. He was a businessman who's marriage he said, was sexless. Fucking me in the kitchen somewhere he loved to screw my tight ass, he dumped his load quickly and paid my father who was sat only feet away. The older larger cocked man called by on the spur of the moment. My father wasn't going to allow him in, but he offered a lot more than usual. So nearing midnight, I was on my knees sucking on the largest cock I'd had up to that point.
My dad stayed in the lounge with us, but kept himself quiet. Sucking on his dick, I learned that night I could deep throat as he rammed his cock hard into my mouth. All the while my father watched and kept quiet. Lubed up and ready I was bent over the arm of the sofa, and had my asshole fucked as hard and as long as any of my "Clients" had ever fucked me. I came within minutes, but the man who still to this day I see around, fucked me on and on and on until eventually, finally, I felt his cock erupt up my ass.
Telling me to stay where I was, my father took the money, saw the gent out and returned to slide his cock up my well greased asshole. It was the one and only time he fucked me after another man had fucked me. And the reason I remember it so well.
Over the next four years I earned my keep and more than paid my way. I also began to earn money from men outside of our home. Men who paid a lot lot more once they knew I could pleasure them far better than their wives or girlfriends. Often the men were wealthy people and some became regular clients. The money they paid me enabled me eventually to move out of my fathers home, and I soon began to earn a hell of a lot more money.
A year ago today I gave up my lifestyle and began a relationship with a beautiful woman. She knows about my past life and how I earned my money, and she knows the one man who sometimes still has his pleasure with me, is my father. Yet that has become far less often, maybe once or twice a year.
I have my own business now, which has nothing to do with sex, and my girlfriend accepts me for who I was and are now. With my business interests and my new life, I don't see me indulging with men again, but then you never know in life. What I do know is, I love my father dearly and know at that time it was the only way for us to earn money and still be together.