Gay Pregnant Sissy Stories

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Orientation
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Infinite Scroll

Granddad at Play Ch. 01

by Chris7sw on Oct 3, 2018
Gay Male

This is the story of how a whole bunch of locals, almost all of whom were over 60, found ourselves renovated, refreshed, rejuvenated and freshly horny. Oh we weren't all physically transported back in time and neither were we truly rejuvenated but we certainly had years knocked off our mental ages and years added onto our sex lives too! I'm not entirely cer...

Pandora Ch. 03

by Carizabeth on Sep 14, 2017
Gay Male

Part Three of what looks like will be five or six total posted here. This story was originally written as a serial on my blog, and I've compressed numerous chapters into each particular installment. While you read it, please keep in mind that it was originally meant to be read either in bite-sized chunks or in one fell swoop, but with over 90k words I couldn...

Opposites Attract

by Pelaam on Nov 12, 2019
Gay Male

I walk indolently towards my new temporary workplace. I do not *have* to work, but I am good at what I do and so I take on the occasional placement; this one in a large software company. I will be one of their internal IT specialists. The company has Sales, Finance, Customer Service, HR; a full complement of areas where a faulty PC could cause big problems....

I Know What I'm Doing Ch. 03

by AzanianHeat on Sep 25, 2017
Gay Male

~Aiden~ "Bloody hell!" "Yes, I agree." Seven out of nine Montgomerys were in my study. I was seated on my leather chair, my head on my desk. The last time I'd spoken was about ten minutes ago. As far as I could tell without actually lifting my head, the other six were having a hard time sitting still. They moved about as much as they talked. "What just h...

Unbreakable Bond Ch. 06

by adjoaq on Sep 25, 2017
Gay Male

Comments, critiques and tips are welcome. Chris Donovan vs. Shane Lewis Dedicated to All of you lovely fans. I adore you guys. Wishing all of you a Merry Christmas & a sex-filled 2015. Sizzling encounters! *** When Chris got to his office that morning, Kyle was already there, waiting for him. "Dude, what the fuck do you want here this early morning?...

Destined Hearts Ch. 08

by vanalas on Mar 12, 2019
Gay Male

Comments, critiques and tips are welcome. Welcome to this lovely chapter of one of your favorite stories. I would like to thank you guys for making this story a big success, even better than I imagined. Both of my ongoing stories, "Wild Flower" and "Destined Hearts" are going successfully and it is because of you guys and your love. I am back to school now...

Of All the Little Coffee Shops. . .

by EventualRain on Oct 3, 2018
Gay Male

'No , no, no,' I thought frantically 'Not today, not today of all days'. He was here, my french vanilla dream man. In all his gorgeous glory, he was here. And I was a mess, a literal hot mess. It was the hottest day of summer so far and the air conditioner had blown ten minutes after I arrived to start my shift at the coffee shop I co-owned with my best frie...

House Cat

by NRMathis on May 23, 2018
Gay Male

+++++ Author's Note: This is a direct sequel to the previously published story "Stray Kitten." +++++ There's several distinct kinds of "exhausted," and we have all experienced several. There's "I just spent the last 18 hours on planes" exhausted, "I just finished cramming for an exam tomorrow" exhausted, and others, but for my money there's nothing qui...

Just Scratching an Itch

by MindTrip412 on Jan 14, 2018
Gay Male

NOTE: This is my first attempt at writing a story after years of enjoying the work of other authors on this site. All feedback is welcome - please be gentle with a first-timer! ***** "I am going to fuck you until you've had enough, and then I'm going to keep on fucking you." That was the sentence that had sealed it. It was the closing seduction in a serie...

Toledo's Turn

by toddstop on Aug 18, 2017
Gay Male

Chapter 1 "Hey, Tol, get your ass moving! I need to get home." Uncle Dan's voice boomed from behind me like an old-time radio baseball announcer. I could just imagine him lugging the giant cooler he brought his lunch and snacks in as he headed for his truck. He'd seen me and knowing that I was caught, even though there was nothing to catch me at, I felt a b...