Oldest Gay Historical Sex Stories - Page 2

Authoritarian Boot At Folsom Street East - Historical

A guy from the crowd who was wearing 30 hold black Ranger boots stepped up to Lars and asked: "Is this your bootslave?" Lars replied: "I haven't collared him yet, but if he does a good job on my boots, he will be. Hey, the slut seems to be slowing down. Would you mind kicking his arse a few times with those heavy duty Rangers?" With that the man took two steps back and kicked Pete's ass with his powerful right boot. The force of the kick sent Pete's face flat against Lar's boot shaft. "Harder!" Lars commanded the onlooker, who then let fly with a powerful kick that made Pete grunt. A few guys in the crowd shouted encouragement as he kicked poor Pete three more times. Everyone had a good laugh as Pete intensified his bootlicking.
3.4 1800 words 8 mins blowjob

Gay Anal Experience during the Night Shift

The year was 1946. Colin was a fresh-faced 21. Sid was ten years his senior and a veteran of the Desert campaign. They worked the night shift at a small railway station in a former colony of Great Britain.
4.5 1358 words 6 mins

Lord And Squire

To one side of the circular room was a bed of great size heaped with thick skins and furs; Sir Gawain and I smiled at one another, for we knew we had found a place to fend away the cold. There was also a great fireplace which to our fortune was supplied with firewood alongside, and I immediately busied myself in building a fire. While I was thus occipied my lord was skirting the room, examining the tapestries, armaments and other devices which were hanging on every wall. When I completed my task and came up behind him, he was examining a small tapestry on its own, which hung from a simple leather strap. Though somewhat faded, it clearly depicted two comely men embracing in a Greek manner.
4.1 1300 words 6 mins deepthroat

Meet at the Rise of the Moon

Just two more places to go, and then he'd be done with his round. He slowed down. Listening intently, he continued at a crouching walk. "Pssst! Sean! Sean O'Farrell!" In a flash, he was over by the person who had hailed him. "It is tonight, then?" asked the young girl. "Aye!", said Sean. "Captain's orders: All must be ready at the rising of the moon. " "Ah. The old place by the river?" "The same.
3.5 1247 words 6 mins

Rambone Gay Cowboy Story

It was late evening, we sat in front of the roaring fire. Harvest Rambone, U. S. Marshall, sitting in the big armchair, his belly full of my good cooking. I sat on the carpet by the hearth, gently laying my arms on his broad thighs, my head in his lap. The fire lapped us with bright orange gleams, and it was time for stories.
3.7 2991 words 13 mins

Gay Western Showdown

Fuckin unbelievable. What am I doin here? I should be home on the range giving head to a ramrod or trail-boss, or even a chuck-wagon cook, not stuck out here, in the middle of the street wilting under a high noon sun with some fucking barn-boy ready to blow my fuckin' brains out.
3.4 2696 words 12 mins

Torpedoed

At the age of 18, I was the only member of my family to have survived the bombing of Dresden. After the war I was repatriated to Australia to live with my mother's only brother. Uncle Kurt was in his late twenties. A friendly, outgoing man, he helped break down strong anti-German feelings, still present in a country which had lost so many of its sons.
3.7 2001 words 9 mins

The Trial

It wasn't a dream. He's still here. That's his hand stroking my penis, trying to wake me up. I better pretend to be asleep. He's stroking from the base to the tip and I'm getting hard. I daren't look. He's blowing warm air up my spine, wants to fuck me again. I've forgotten his name. I've forgotten what he looks like. I think he has sandy blond hair, tied at the back like a pony's tail.
4.1 2944 words 13 mins

Plantation Slave Fucks White Guy

I am a slave on a cotton plantation, I live with my woman called Portia and my child. Life is hard but good for us slaves, master Johnson up in the big house is good to us all. Well, as good as a white master can be to his slaves, but his no good white trash overseer is hard and cruel.
3.7 3420 words 15 mins

Prince And Pauper

A little too much of London's grimy streets. " Prince Hal couldn't be punished for being bad, after all, he was the boy-king to be. But I could be punished in his place. I had this great job inside the palace; I was the whipping boy. If Hal forgo a royal prerogative and broke etiquette, like farting and giggling in front of the Spanish Ambassador, I'd be in for it.
3.7 2409 words 11 mins

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