Pam's Shemale Experience Stories

113,758 results
Orientation
Length
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Infinite Scroll

Pam's Sexual Awakening Pt. 02

by DanaGordon on Jul 11, 2018
Celebrities & Fan Fiction

Authors Note: This story is an extension of the American version of The Office. Specifically, it chronicles the sexual awakening of Pam Beesley, one of the main characters. The story will come in three parts, this being the first installment. This being my first attempt at erotic literature, and thus my first attempt at fan fiction, I welcome constructive cr...

The Cherry Poppers Ch. 15

by BlewWater69 on Sep 12, 2017
First Time

"You sure you gals are ready for this?" Jason asked pulling his car into the parking lot behind the Theta Chi fraternity. "We've been thinking of nothing else for days. I can't wait," Stephanie boasted. "I'm ready too," Pam responded but sounded a little less convincing than Stef. "Okay ... we'll get you two situated in the room before I get the other guy...

Mature Bisexual MMF

by sparktj on Sep 11, 2017
Mature

This is a recent swinging experience of mine and relates a very intense play session with a lovely couple. I'm a 53yo bi-sexual male and my favorite form of sexplay is with MF mature couples who enjoy the company of a bi-male. I've played with many couples over the past 2 years and have had my eyes opened wide to the wonderful pleasures that 3 very sexual pe...

Learning to Love Pam's Cock

by Astroman72 on Sep 18, 2017
Transsexuals & Crossdressers

Several years ago, I was in my early 30's, single, and was working in the back office of a local insurance agency in a sleepy suburb of Boston. I had been an English major in college, and had decided that I wanted to do something more interesting for a career than insurance. I decided to go back to grad school at a local university to complete the courses I...

Amanda and Me Ch. 02

by Tallnhard1 on Sep 11, 2017
Transsexuals & Crossdressers

I rolled over after reading Amanda's note with a big smile on my face. I couldn't believe that after all the time I had spent masterbating to shemales and fantasizing about meeting one it had actually happened. Not only had it happened but it had been the most amazing sexual experience of my life. As I lay there thinking about the night before I was surpris...

Used To Excess

by DVS on Sep 12, 2017
BDSM

Coming home from a busy day, all Kathy wanted was to sink into a hot bath and then into bed. Tomorrow couldn’t be as bad as today had been. Soon the bath had the stress of the day melting away. Steam on the mirrors and mountains of bubbles floating on the surface of the water began to take over, and she started to sink into little subconscious thoughts. She...

Pam & Her Neighbours Son

by Tomray10 on Sep 19, 2017
Mature

Pam is a 32 year old woman that had many boyfriends over the years but had never settled down with anyone. She is happy with her single life and lets men pick her up on occasions. She had just bought her own house and shifted into it a week after the keys were picked up. It was exciting for her and something she never thought would happen. She had rented all...

Destroyed by text. Pt. 06

by Need_to_serve on May 12, 2020
BDSM

Saturday: Walter 2:12am: 'Hi John. You don't know me, but Goddess Pam instructed me to text you. If you don't respond within 5 minutes to my texts, I have to report you to Goddess Pam. Regards, Walter.' John 2:16am: 'Hi Walter. I've responded. Now can I go back to sleep? Pam's got me working 8/8 shifts every single day, so I really need to get some sleep....

First Group Experience

by Johnsexlife on Sep 14, 2017
Group Sex

John's Story My wife Amy and I always read Literotica stories usually Group Sex stories every night as she strokes my cock while inserting her vibrator in her cunt. After several minutes of reading she's having one orgasm after another. We usually finish it off by her sucking me off while she's fucking herself with the vibrator pretending it is one of the c...

Pam

by lckscknfck7 on Sep 13, 2017
Illustrated

Pam didn't start to have a mid-life crisis until she was in her early forties. She divorced her first husband after learning of his affair with his secretary. She didn't meet her second husband, Arthur, until her thirty-fifth birthday, almost fifteen years later. She was looking at birthday cards at a local card store, wondering which ones she might receiv...