Pam's Shemale Experience Stories

113,758 results
Orientation
Length
Source
Infinite Scroll

Overcoming Reluctance

by Soazoldman on Oct 8, 2018
Group Sex

Jim and Jacqui were first introduced in the story "Over One Hundred Degrees" in the Mature section. This is an entry in the 2018 Halloween Contest. ................................. Sunday evening found Jim and Jacqui relaxing in bed after a tiresome weekend of moving Jacqui's things from her apartment to Jim's house. The lease on Jacqui's apartment was ab...

A Night with a Sexy Shemale

by MajesticLVR87 on Sep 13, 2017
Transsexuals & Crossdressers

This is a true story which goes deeper into my explorations of my sexuality in my younger years many people may not have the guts to share so much about their past I don't have that problem because I have met the love of my life and plan on sharing the rest of my life with her my adventures with other partners or random partners is over I have settled down s...

Adventures of a Drycleaner Ch. 3

by Hcstuds on Sep 14, 2017
Mature

I stayed away from the plant for about a week. Things were getting complicated and I needed some time to sort them out. Nothing had really happened with Sarah; however, more had happened than I would have ever thought would happen. Was I seducing her, explicitly or implicitly? Whichever it was or if it was, I could end up losing in the long run. She could le...

All by Myself

by perna on Sep 16, 2017
Toys & Masturbation

I had posted this to an anonymous website before but really want to know what others think of it and had no replies. If you are just looking for the juicy part to get your rocks off to, skip to the second large paragraph... First off, let me say that I consider myself straight and have never had sex with anyone but women. I'm 28 and very physically fit. I f...

Brazillian Punsihment

by Ravenarioch on Feb 7, 2018
Transsexuals & Crossdressers

Frank Shepard a private detective who is trying to find his luck in Rio de Janeiro awakes in his bed during the day of Carnival, the sun's rays hitting his eyelids he turns himself over in bed and looks at the sky on this lovely day. His sky blue eyes thinking about what a horrible day to be a private investigator, his case was to find the little brother of...

Lake Group Playing

by glory_first on Oct 30, 2018
Exhibitionist & Voyeur

(Though with various real elements, the story is fictional.) *** The weather was unusually warm for April, with even the water warming up enough after several days to be comfortable, at least for several minutes. I had arrived around noon, after enjoying a bowl. The day was glorious while walking to my normal spot carrying a ground blanket and towel. Two...

Confessions of a Sex Addict Ch. 2

by TopGun115 on Jul 14, 2020
Loving Wives

Next morning Pam was up and showered before I awoke, I joined her in the kitchen and she made me coffee, she was still very quiet, again I bought up last night, "Pam, we need to talk, didn't last night make you feel horny? I know I did, can you honestly tell me you weren't turned on?" I asked, "I would be lying if I told you that Peter, sure I enjoyed the ex...

Craving Shemale Cock Ch. 01

by jeritza on Oct 22, 2019
Transgender & Crossdressers

I stood nervously on the dark cobblestone alley street, in front of the unmarked door, running through the possibilities in my head, speaking under my breath. I was thinking of all the events that led me to this moment - the perverted path I had gone down. This is it. This is finally happening. No turning back now. Dear god, no turning back now. *** I was...

My First Shemale encounter.

by luv2getnaked on Apr 20, 2020
Transgender & Crossdressers

Only recently I had developed a strong desire to be with a hot looking shemale. I really did not know how to make contact with anyone in the small city I lived in, and figured it would likely never happen to me. One day at work at my computer support job, I was informed that another branch of our firm in Las Vegas had experienced a server failure, and I was...

Kim's Journey

by lilyandstoney on Sep 19, 2017
Erotic Couplings

It has been several years since I have written about my life. Not that I haven't had some great new experiences to write about – I've just been busy with living life and haven't taken any time to write. Lately I've been wanting to get back into sharing my experiences with our dear readers and my husband is always wanting me to recant past experiences so I de...