Gay Petticoat Punishment Stories

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Length
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Infinite Scroll

The Ingram-Lewis Chronicles Pt. 06

by JASONSHOMOEROTICA on Oct 15, 2017
Gay Male

PART 6 - PATRICK'S FINAL TERM AT RIGBY ***** CHAPTER 1 Patrick Ingram-Lewis, the Head Boy had just returned to Rigby School after the Easter holidays. It was the last time he would be returning to the school at which he had been a pupil since the age of thirteen. At the end of this, his final term, he would be leaving the place for ever to start the next...

Shores of Tripoli Ch. 03

by KeithD on Sep 23, 2019
Gay Male

Uncle Charles proved to be as dense about identifying men who wanted men in choosing a vessel captain to entrust with his recalcitrant nephew, not to mention one of his precious merchant ships, as he had been about Billy's behavior—and, more pointedly about the Reverend Andrew Apsley he fawned over. Billy's uncle never did seem to latch on to what the good c...

Switch Ch. 03

by Varian P on Sep 14, 2017
Gay Male

Warm thanks to habu for giving me a firm hand and plenty of encouragement. ***** Usually, I don't sleep all that well when someone's in the bed with me, especially in the beginning. With him, I slept great. Better than I sleep alone, actually. I woke up once in the middle of the night, my arm aching from how I was lying on it, and I extracted myself from o...

The Farm Ch. 10

by SumacandIvy on Sep 14, 2017
Gay Male

Dear Readers, A few of you asked me about Tom from the last chapter. Where did he come from? Remember the charge on the sheep and the boy from the stable, the one Gordy kissed in chapter seven, that's Tom. Thank you for all your encouragement, suggestions, close readings, and critiques. Chapter 10, Gone a Hunting "Come to the table, Danny." Nanny stood...

PIXIE Sissy Stripper Ch. 03

by EROTICbearscribe on Jan 6, 2020
Gay Male

Darryl Powers was on his way to one of the two popular nightclubs he owned. His new sissyboi, Benji, was beside him. The boi looked pensive and vulnerable, especially sitting next to Darryl. At 6'5 and a muscled but well-sculpted 230 pounds Darryl dwarfed the, for lack of a better word, 'petite' college boy sitting next to him. Anyone seeing the two pass b...

My Little Rose Ch. 02

by UndertakerKiryu on Aug 18, 2017
Gay Male

Authors note: sorry for the wait. The last version was rejected for smut. And the one afterwards. ***** I lay in bed naked and panting, feeling the traces of orgasm pulse through my veins, better than what usually pulsed through there. I turned over and saw the sleeping face of my boyfriend of six months, Garland. His naturally feminine features were beaut...

Julius and Tom

by Turbidus on Nov 27, 2017
Gay Male

Reader alert: this is not an erotic story I am conflicted about publishing this story. I do not mean, in any way, to trivialize the horrors a man like Julius would have dealt with. The idea came to me when I was half asleep, on a plane coming home from a meeting. I tried several times to tell it from Tom's point of view but I couldn't make it work. I am a...

Simon And Sam's Second Weekend Pt. 01

by thameswatcher on Oct 6, 2020
Gay Male

A week had passed and the two mothers where again working combined shifts at the hospital, because of covid they were sleeping in a converted dormitory so Sam knew he had a whole week end with Simon alone. His mother was only too grateful that Sam volunteered to look after the boy, and also she'd noticed some changes in him lately, he was showering more and...

Little Sex Toy Ch. 07

by keptsissy on Sep 26, 2017
Gay Male

The cum all over my face mixes with the tear smeared eye makeup. It's running down my cheeks. It's in my hair, on my neck, I'm covered with cum. The first man that came in my face came huge. He choked me too, deep throat fucked me and made me cry. I've been crying and tearing up ever since. That was three hours ago. He had very large spurts that soaked me,...

While the Wife's Upstairs

by timmywells on Sep 14, 2017
Gay Male

I remember how hot it was that day in August as I delivered the paper on my route in the unforgiving heat of the afternoon. It wasn't a very lucrative route delivering the Knickerbocker News, a paper than was published in the afternoon in Albany, not nearly as profitable as doing the Times Union in the mornings, but it was better than nothing and at least I...