Shemale First Time Stories

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Infinite Scroll

Under a Crescent Moon

by KuroshioX on Sep 17, 2017
BDSM

The smell of dinner still hangs thick in the air, filling the bedroom with the fragrance of spicy potatoes. My hands are chained to the bedpost, my ankles tethered apart, leaving me spread eagle on my marital bed. I'm blindfolded and gagged but I can still hear the children playing after jumah, running in and out of the house in a bizarre game of racetrack t...

8 Hours

by OnlyByMoonlight on Sep 15, 2017
Non-Erotic

I remember sitting there in the hospital, staring at you hooked up to all those machines, and realizing that I did really love you. It had taken me so long to admit that to myself. Because of all the negative pressure from my family, I tried to convince myself that you were someone that would just bring me down in life. But the more and more I spent time wit...

Might Have Been Ch. 07

by Ironiclaconic on Sep 12, 2017
Sci-Fi & Fantasy

Author's Note: Warning, for those of you who care not a jot for chapter order. Do not start reading this story with this chapter. If you haven't been reading our witty romp so far, this chapter will confuse the bejesus out of you, and may cause seizures, hiccups, and necrolepsy. No that last isn't a typo - you may indeed experience random moments of death. D...

Literotica

by komrad1156 on Sep 13, 2017
Mature

"Dear RomanticGuy05, I'm not sure why I feel the need to apologize for writing you, but if you knew me, you'd understand. That's just me. I suppose it's because sending you an email makes me feel like I'm intruding into your personal life, and since you don't know me, I'm sure you see me as some stranger butting in without an invitation. So I hope you'll fo...

The Du Page Affair Ch. 10

by Zeb_Carter on Sep 15, 2017
Sci-Fi & Fantasy

This is an original work by Zeb_Carter and is protected under (c) copyright by U.S. copyright law. It is only being submitted at Literotica.Com and any submission to any other site has not been authorized by the Author. House Calls -- Part I In the aftermath of destruction that had hit the city by the lake, there stood a beacon of hope and safety. Even tho...

My Monster

by Sexiebatman on Sep 16, 2017
Anal

This story is mostly fictional. Some of this story is true, but it is extremely embellished. Thanks for reading! Feel free to leave comments at the bottom!! ***** Roxi stood above her lover. He was in front of her, on the bed. His face was resting on a pillow. His ass was in the air. Freshly cleaned, his tiny asshole sat exposed. They had discovered a few...

Susie Ch. 15

by secret_admirer72116 on Sep 16, 2017
Exhibitionist & Voyeur

Chapter 15 -- Susie Strips for Peter and Jim Susie went down on him in the car after her performance. As she sucked his cock he was thinking about what had just happened and what he needed to do. He came very quickly and then they drove home without saying anything, both lost in their own thoughts. Jim contacted Peter a few days later and they met in the f...

Tonight was the Night

by *Twisted* on Sep 13, 2017
Erotic Couplings

Tonight was the night. A year to the day after their first "date" they would finally meet. At least that was the plan. He sat in the chair in the hotel lobby wondering if she'd lose her nerve. He'd positioned himself so he could see the door and was watching carefully, each time it opened his eyes snapped from watching the tourists as they made their way out...

All She Wanted

by Willing2Do on Sep 14, 2017
Fetish

Rodney thrust his hips back and forth in time with Jackie rocking her body up and down. His cock pounded into her slick, hairy cunt. Her ample buttocks, thick thighs, saggy tits bounced and swayed as they fucked. The long, black hairs in her armpits moistened with sweat. Jackie moaned into a pillow her face buried in the soft cushion as she knelt doggy, fuck...

Cock Sucking Experiences Pt. 03

by kunstundbild on Apr 13, 2020
First Time

This is a Five part series about 'Cock Sucking Experiences'. All sex is between 18+ males. I have these stories elsewhere on the internet and decided to put them here on literotica. I have re-edited them, mainly due to finding silly mistakes. I have posted them under 'First Time' because they are 'Memories & stories of people's first times.' Enjoy! **...