Deep Anal Stories

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Anal Sex: The First Time

by PositiveThinker on Sep 15, 2017
Anal

"It won't go in. You're too tight. Bend over more and stick your ass up higher so that I can get more of a straight line run at it. Yeah, that's it. Now hold that position. Fuck! It's not working, it just bends. Every time it starts going in, it bends itself out." "Try it again but be more forceful, but gentle this time." "Okay, try spreading your ass chee...

Dawn's Anal Awakening Ch. 02

by kinkbugs on Nov 12, 2019
Anal

This story is the third in the Dawn series. The first being Dawn's Orgasm Awakening, and Dawn's Anal Awakening. You don't have to read both to understand or enjoy this one ;) Disclaimer: All characters in this series are 18 and over! Also, although I write about Dawn Simmons going bareback with Eric, safe sex is very important! Please use condoms! -----...

Monica Ch. 2

by billyt98366 on Sep 12, 2017
Anal

After that first morning with Monica my life was changed, increased to a new level of lust. Having had her young willing body once my driving goal was to experience her body in ever way possible. For most of my waking hours I dreamed of feeling her pressed against me and feeling the warmth of her inner body as my cock penetrated her ever opening. During tha...

A Girl's Guide To Anal

by Goey on Sep 12, 2017
Anal

Even today anal is still a bit of a taboo, more with the older generations then the younger but most girls will simply say "No" to anal and that'll be that, which is a great shame as I think anal is probably the pinnacle of all sexual acts and a sign that a couple love each other enough to do it correctly. Anal takes a lot of trust, communication and knowl...

All Women are Bitches Ch. 14

by Samuelx on Sep 14, 2017
Anal

The name is Jeremiah Clyde Harold. I am a tall young black man living in the state of Massachusetts. College life is not turning out the way I thought it would. Hell, it's turning out to be better than my wildest dreams! I'm having so much fun on my college campus, it's almost criminal. You know a man's got to do his thing. High school basically sucked in a...

The Warlock & the Wizardess Ch. 02

by ZenZerker on Sep 18, 2017
Sci-Fi & Fantasy

Author's note: This is a work of fiction. All characters are eighteen years or older. This story features anal sex, so be warned in case that's not your cup of tea. Consider this just a silly, smutty parody of a few fantasy cliches. Don't expect epic tones or anything even vaguely resembling seriousness and you won't be disappointed when you don't find them!...

Tales of Velvet City Ch. 01

by ZenZerker on Sep 13, 2017
Anal

Author's note: This is a work of fiction. All characters are eighteen years or older. The characters in this story are original creations of the erotic artist Shiin and appear here with his approval. In this story, like in Shiin's comics and drawings, the women are exceptionally curvy, the men are impossibly well-endowed, erections last for hours and veris...

Assmacher

by MTL17 on Sep 17, 2017
Celebrities & Fan Fiction

Brooke Tessmacher was more nervous than she'd ever been in her life. So nervous she almost stayed home, almost sent a text with some lame excuse to explain her absence, almost chickened out when she reached her destination, when she found herself facing the door to the apartment of the TNA Knockout simply known as Tara. It took a lot for her to knock on that...

Anal Rendezvous - Ingrid's POV

by libidinal on Sep 12, 2017
Anal

(Note to reader: Point-of-view makes such a difference in how a reader relates to a story, especially when one moves from third person to first, as I have here. I've decided to re--write a few of my stories, shifting the narrative to another point of view, and hopefully providing a fresh and exciting reading experience. The below is one such rewritten story....

Buttfuck Buddies Ch. 02

by ZenZerker on Sep 16, 2017
Anal

Author's note: This is a work of fiction. All characters are eighteen years or older. Don't expect realism and you won't be disappointed when you don't find it! Enjoy! ***** Ashley's heart was pounding as she stood outside the door, holding a shiny key in her hand. Biting her lips, feeling excited and deliciously scared, she tried to pull herself together...