Fem Boy Loses Anal Cherry Story Stories

214,958 results
Orientation
Length
Source
Infinite Scroll

Cuckolding: My Analysis

by Vulcan_in_Ohio on Dec 24, 2019
Reviews & Essays

Note: This is my first submission and for now, I will not shut off comments, as I'm interested in other people's ideas as well as suggestions for improvement in my writing. I felt a need to provide an extended comment rather than saying the same thing over and over again in the comment section after various stories. Maybe this is just a male point of view fr...

B'n'B with Laundry Thrown In

by wordyone on Nov 20, 2018
Fetish

My name is Fam and having spent a couple of years as an online camgirl I had enjoyed so much fun answering the demands of visitors to my private room. It really turned me on playing with the minds of submissive puppies who were seduced by my feet and legs dressed in stockings, pantyhose and sexy little ankle socks. Many guys longed to grovel at my nylon enca...

A Young Man's Sexual Odyssey Pt. 02

by erectus123 on Sep 16, 2017
Transsexuals & Crossdressers

Note-All characters are mature adults who participate in consensual sex, there is no sexual violence and all scenes conform to Literotica guidelines. * A Young Man's Sexual Odyssey - a 3 part series Part One -The Faithless Fiance and The Spider Gals Part Two -The VibratingTranny Hooker Part Three -The Korean Love Fandangle * Note - this is the second...

High and Low Ch. 04

by bisexualsmoker on Sep 12, 2017
Erotic Couplings

Brenda was so glad she'd found Simon. He spent almost all his time at her place in Long Beach, rather than that smallish apartment in West Hollywood. They were soul mates and Brenda paid for everything. The thing was, Simon wasn't any good at anything at all. He wouldn't work, refused to learn how to drive, and had a lack of confidence that would of seemed...

High and Low Ch. 08

by bisexualsmoker on Sep 12, 2017
Transsexuals & Crossdressers

Simon was definitely getting addicted to cock. This femboy needed it more and more! As usual, dressed as a total slut in painted on low rise jeans, skimpy light blue halter top, wearing gypsy bangles and barefoot with toe rings, his wind swept now brunette hair just wild, this barefoot boy was looking to play. He looked club slut cool. A sexy sluttish fem...

3X DVD Review Issue 2

by a_scoundrel2000 on Sep 16, 2017
Reviews & Essays

Genre: Seduced by porn Featuring: “Changes” and “Being Porn Again” Changes (Cal Vista) Headliner: Jessica Drake What do affluent Californian women do when they need to raise cash? Get into the sex industry. Cash poor Nancy just lost her husband and is about to lose her really nice house. Her wealthy friend, Ann, who is not as uptight as she dresses, con...

Adventures with Alex

by Hungry4aman on Apr 21, 2020
Mature

I'm an "old guy." Much of my coming out had to do with sex rather than lifestyle, but now lifestyle has just about caught up. I may be bi or gay or whatever, as if I even care. As the saying goes, where the dick leads, the heart will follow. Or something like that! After many years of hiding in the straight world, including two marriages, I have evolved, and...

Jackpot

by puzziboi on Sep 13, 2017
Transsexuals & Crossdressers

Larry pulled a crisp one hundred dollar bill from his shiny gold money clip and tossed it towards the check. "Will you need change, sir," asked the long haired waiter. "Yes please." "I'll be right back," the server offered. Marlene, Larry's wife of 21 years, shifted uncomfortably in her seat. "I need to use the ladies' room. I'll meet you at the car." "...

High and Low Ch. 01

by bisexualsmoker on Sep 12, 2017
Fetish

Simon loved wearing tight jeans. He loved going barefoot. He'd also recently started wearing club wear. He wanted to look like a club kid. Many people thought he was a bit of a fem, but he felt too insecure to try anything. He was twenty-five now and he'd just moved out of his mom's place and he was still cherry. "You like getting fucked by guys?" Karen...

College "Boy" Loses His Cherry

by davidinwc on Aug 29, 2017
First Time

Mostly non-fiction story. My woman led a diverse and active sex life starting at a youngish age. I get highly aroused when, on occasion, she relates some of these adventures. The story below happened when the summer after her sophomore year at University in Tennesse a few months after her 19th birthday. Go back about 25 years. Steve and Sue had decided,...