Anal Virginity Stories

60,432 results
Orientation
Length
Source
Infinite Scroll

Mistress J's Stepmother!

by Bi_Siamese on Sep 17, 2017
BDSM

(I met Judi when she was twenty five years old and I was twenty. Judi of at the time was a hot 5ft. 4in. tall blue eyed curvaceous blonde with 36C breasts with suckable nipples. Getting her sex education traveling back and forth to New York City on weekends I knew there was a lot that she could teach me sexually and also there were things she really didn't w...

A Kitten's Tail Ch. 09

by wolfdragon76 on Sep 25, 2017
Anal

"Well little kitten, are you sure you are going to be able to handle me being home all the time now?" I could hear her contented purr as she smiled up at me, and detect the faint smell of my semen on her breath as her tongue snaked out to lick her juices off my face. It was probably not the best thing to bring up right after we had just finished orally plea...

Her Journey Begins

by Steve1613 on Sep 12, 2017
BDSM

It was after their third date that she succumbed to her desires and let him take her to bed. He proved to be a vigorous, imaginative, and considerate lover. Their first night together they made love for hours and only stopped when the sun's first rays lit up the bedroom. After that night, they had sex every time they met, sometimes they would just meet for a...

Friends Become More Than Friends Ch. 02

by Ph03n1x028 on Nov 16, 2020
Loving Wives

Authors notes: Please read Chapter 1 of this series to help you understand the context of the story and the characters. Once again, your feedback is highly appreciated but if you can't understand that this is story purely fictional or can't comprehend that something like this is quite possible, then please don't read further or even bother to comment. I...

An Erotic Fairy Tale, Part 4

by Kveldulf on Oct 8, 2019
Sci-Fi & Fantasy

Author's Note: Part 4 of Tink and Tave's erotic fairy tale focuses on anal sex. If this is not your thing, you may want to skip to page 2. Something truly magical happens then, setting up Part 5. *** An Erotic Fairy Tale, Part 4 (of 7): Backdoor Voodoo "I bet your mouth could get me ready in no time," I suggested to the naked, short-haired blonde girl...

Before Chuck

by MTL17 on Sep 11, 2017
Celebrities & Fan Fiction

Author's note: This story is based on Chuck and takes place just before the series began. * Sarah Walker was currently face down, ass up and feeling extremely nervous. Well, she was actually feeling what felt like a thousand different things all at once, but nervousness was the most recognisable emotion, and rightfully so considering Carina was kneeling...

Cumming to Terms with Her Pt. 01

by contactsteph77 on Sep 4, 2018
Transsexuals & Crossdressers

My first experience of anal intercourse was a pretty traumatic one. I had been dating my girlfriend for about 6 months, and we had yet to consummate our relationship. Being a horny 21 year old man I was gagging for it. Don't get me wrong we had fooled around with oral play, and mutual masturbation. But I was 21 and still a virgin; the term "Blue Balls" did...

The Pledge

by Vanessa Von Sex on Feb 14, 2019
Amateur

“Ahhh fuck, little bitch, take that…” “Ay! Dios mío! No más, no más!” “Ahhh… Yeah… Like that…” “Ayyy! Yes! Ahí, en el culo, en el culo!” Your dick twitches as a load of cum shoots through your dickhole and into your favorite white Nike gym sock. You let out a big breath as you slide the sock off your cock. With clean hands, you close the laptop’s lid. The vi...

Open in Reader

Camilla Ch. 024

by MawrGorshin on Sep 13, 2017
First Time

Camilla removed the come-soaked paper towels from the bed and threw them away; then she slept for a few hours, waking up around 4 PM. She looked at the hidden camera in the hole in the wall above the head of the bed, and saw the camera move slightly. "He's ready for yet another show," she said, then she put more paper towels in the middle of the bed. After t...

Curse of the BBW Anal Invader

by Samuelx on Sep 16, 2017
Sci-Fi & Fantasy

My name is Jamal James Wilkins. I am a tall young black man living in the city of Boston. Right now, it's late December and I'm finally on vacation from Northeastern University. I'm a Criminal Justice major and I've finally earned my B.A. I feel like celebrating. It's a good feeling when you accomplish what you set out to do, you know? I went to the downtown...