First Time Pegging Stories

351,034 results
Orientation
Length
Source
Infinite Scroll

Sissyhood of Travelling Panties Ch. 01

by daddyslittlebitch on Sep 14, 2017
Transsexuals & Crossdressers

Chapter 1: Alex A pair of red satin panties lay on the bed. They were boyshort style with little red lace bows above the crotch. Very sexy and very slutty. Helen ran her fingers along the soft, smooth material. She was dressed in a black lace garter belt holding up thigh high stockings, her large, round breasts, still firm at the age of 45, stood out naked...

Ness "Does" Judo

by PB2019 on Nov 12, 2019
Group Sex

Ness had made sure the sports bra she had on didn't have any padding in it. She knew this would allow her nipples to show through if they got hard, which they normally did in class. She also knew Jack might notice if her nipples got hard, the thought of it made her quiver. As she got to the gym she only saw another 2 cars outside. "Must be a quiet night...

New Explorations

by DoctorSocrates on May 11, 2020
Group Sex

"Hi, professor!" you say as you bounce into my office. "Hi, there." I grin. Seeing you always brings a smile to my face. But then I see that you look a little pensive. "What's wrong?" "Nothings wrong, really. But I have a bit of a problem I was hoping you could help me with." It's hard for me to imagine anything I wouldn't do for you at this point. "Ok, w...

Kiss of the Spider Woman Pt. 05

by voluptuary_manque on Sep 25, 2017
Sci-Fi & Fantasy

"Jared!" Jared Andrews froze in mid-rant just as he was about to take the keyboard from his computer and throw it through the offending monitor. For the umpteenth time he had checked his work, for the umpteenth time he had sent 'execute' and for the umpteenth time it hadn't worked. He turned around to see Melissa Koenig, matriarch of The Farm commune, stand...

Create a Shemale

by wsauthor on Sep 29, 2018
Science Fiction

*Author’s note: This story is Public, if you have an idea, start writing!* Robots, science and chemistry have all advanced further than the public is aware of. Due to patents and trade secrets, nobody knew it was even possible to create a sex bot. They can have gravity defying shapes and sizes. They can even alter their owner with chemical cocktails. Cockbot...

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A strange night

by latexdoll on Oct 19, 2006
Science Fiction

Sitting home for another boring night of surfing the internet, you are about to give up on finding anything new when an odd link pops up at the bottom right of your screen. "Click here for the night of your life." Assuming it has to be some sort of virus or spyware you go to delete it. But something makes you pause, be it boredom, or simply the kno...

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The Futas World

by Senahouas on Jul 1, 2020
Fantasy

(Authors note : hey guys this is my first work ever in writing, I'm open to all kind of suggestions and ideas! Just hmu) You are Jake, a 20 years old student at university, you have a job at the weekend to pay some of the university expenses so it won't be too much for your parents. You are 5'9, a slim yet curvy pale body, brown eyes and light brown hair, an...

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Stress Relief

by majicman21 on May 2, 2018
Anal

The clock hit 5 pm, and Kevin sighed triumphantly. His second week here had been especially busy, with the entire office stressed due to a series of projects commissioned by the upper echelons of management. The boss, Eric, usually a calm and relaxed type, was perhaps the most stressed of them all. All those projects had been completed, and now it seemed t...

Kiah The Black Goddess

by Samuelx on Sep 17, 2017
BDSM

What's up dear readers? My name is Kiah Halls and I'm a young Black woman living in the City of Atlanta, Georgia. After completing my bachelor's degree at Spelman College, I enrolled at Georgia State University for my MBA. When I'm not in class, or at work, I'm having wicked fun in the realm of BDSM. I've become a dominatrix, kind of, and I'm really enjoying...

The Shameless Slut Fails Her Exam

by erinyahn on Sep 12, 2017
Group Sex

This is the second story in the "Shameless Slut" series. Each of the stories is standalone, but you may appreciate this one better if you read the other one as well. The nature of these stories is that the protagonist is trying new things as she discovers her sexuality, so each story will touch on different kinks and genres. So, some stories might be your th...