Oldest Gay Historical Sex Stories

Historical Story: Hunter's Return

The older guy, you well know, is me--and always will be, podner-- and my hand is not just lyin' on your shoulder casually, but graspin' in a gesture of possession, need, and protection, just like it has been ever since both sets of our parents died on the wagon ride from the east and the party decided we'd have to continue the trek in each other's company, me in charge. The watch on my vest in the photo catches your eye. Your hand instinctively goes to that same watch in your pocket. With a look of relief and familiarity, you pull it out, wind it, and place it on the bedside table. Then you turn to me.
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Cracking A Fat

My friend was 35. A tall, ruggedly masculine man with skin as hard as leather, from working outdoors. He had done this ride more times than he probably cared to remember. Whereas I was just 18 years old and this was my first time working the cattle run. The year was 1947. I was small for my age and skinny because of food rationing during the war. Sean had served with the army in North Africa but he did not care to talk about that. As I got up to put more wood on the fire, Sean's big hand touched my backside.
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Billy Historical Sex Story With Anal And Spanking

That shed hand did me every night for a week but, when there was no more work for him, the itinerant worker moved on to another farm. He left me both sore and lonely. There had been no one else after him. Most nights I jacked-off in my bunk. The tight, taut jeans-covered rump which flashed into my mind just before I ejacqulated, belonged to Billy.
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Clearing A Debt With Anal Sex And Rimming

"I won't keep you. Ask Mr Grace to drop by the Supervisor's office. I'll be waiting". The big man padded off down the badly-lit corridor. The woman sighed and went to tend to her baby.
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Adventures of gay Robinson on the Island

He already knew these men were cannibals and therefore he had to be very careful! What if the guy he chose and finally seduced ate him after they had finished making love? But then he was so desperate he didn't much bother about that part of the scenario yet. Again maybe, he could save one of those prisoners. Surely those guys weren't cannibals?! As he thought all these things he climbed to the top of the little hill above his 'fortress' and saw thirty men dancing around a fire down below on the shore. Something was cooking in a huge pot, but Robinson couldn't be sure what it was or whether it was indeed human meat. As he watched the lean and strong figures of the dancing men his cock hardened with his long pent-up lust and he slowly pumped his hips into the ground.
3 beginnings & farm twink

Encounter With A Slave

"He went into town, he just left." When he stood I saw the size of him, and I felt a little scared. He walked over to me, and I stepped back. "Well, he ain't here right now is he?" he said. "Gives me just enough time to work on you." He grabbed my arm and threw me to the ground. My heart started racing, imagining what he was going to do to me, I had no idea. He looked down at me and started untieing the string he had on his pants to hold them up. He untied it and let his pants fall, and revealed his enormous black cock. I had never thought of being with a man before, but I was mesmerized by his beautiful dick. It dangled down almost to his knees. He walked towards me and his meat bounced back and forth on his legs. He grabbed me by the hair and forced his big black cock in my face.
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Cousin Will

She flung my suitcase in the boot of the Hillman and we drove along the winding gravel road to the farm. I collected my suitcase and followed Auntie Dottie inside the farm house.
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Historical Sex Story Above Athens

We liked having sex, in the vestibules of town houses, in the public baths, next to the statues of naked gladiators with their idealized body parts, better-looking than us, no pimples, but we were alive and could do what they could't, what they would never do.
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Ancestor's Sex Diary

"My name is Oliver Jefferson, the fourth. I write this diary for no one other than myself. I am 69 years old, set to turn 70 in just a few days. I often think back on a time in my life when I was the happiest, yet at the same time it was a very sad time in my life. I try not to think about a certain person I knew, but if I were to be honest with myself I think about him every day, many times a day. If I could see him today I would tell him that I don't regret knowing him. Yet, I am full of regret. Regret for not being stronger, regret for not being a real man, regret for letting him out of my life.
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Fergus And Tom - Gay Male Historical Anal Sex

My knuckles whitened and I grimaced at the pain as his big baby-maker invaded my brown-hole. I yelped after each hard thrust and squeezed my stretched sphincter around his fleshy monster in a vain attempt to make him spunk. He just pounded my arse even harder, his manly thighs slapped against my boyish-looking buttocks.
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