Stories Of Crossdressers Given First Blowjobs Stories

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Life's Changes Ch. 14

by Scribler on Sep 19, 2017
Fetish

I awoke to a gentile kissing of my neck. It felt so good that it brought a smile to my lips. I was almost positive that it was Bill kissing me, but I couldn't sure. I enjoyed the feeling so much that I made believe I was still asleep so whoever it was would continue. I next felt my sides being touched then a hand on my tummy "I can see you smiling, you snea...

Failing to Hold On

by JimBob44 on Mar 26, 2019
Loving Wives

Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. Disclaimers: This story has been edited by myself, utilizing Microsoft spell-check. You have been forewarned; expect to find mistakes. *.*.*.* "What? We're just friends. Nothing is going to happen. It's just, I mean, really, like you'd ever be able affor...

Pam's Gangbang Experience

by majicman21 on Oct 14, 2017
Group Sex

Author's Note #1: This is a continuation of 'Pam's Shemale Experience' from the Transsexuals/Crossdressers category. Although reading those stories is not necessary to appreciate this one, it will enhance the experience. Either way, enjoy. ***** The splashing in the hotel pool provided an aural backdrop as John read his Kindle, learning about the history...

Eyes Like The Ocean

by JimBob44 on Sep 16, 2017
Anal

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. **Author's Note: This is a follow-up story to 'Almond Eyes' in the Transsexuals & Crossdressers category. It is not necessary to read Almond Eyes but it wouldn't hurt. Disclaimers: Yes I need an editor and no I do not want an editor. Yes it jumps around...

How to Write Realistic Transsexual Characters

by TGirlNerd on Sep 1, 2017
How To

Table of Contents [1] Introduction: [2] Who are transsexuals? [3] Who are cross-dressers and transvestites? [4] What are cross-dressers and transvestites like? [5] How can I relate to my transsexual characters and get into their heads? [6] What terminology should I use? [7] What terminology should I avoid? [8.1] What do trans women look like naked?...

Heather Jenkins

by mindwiper on Dec 18, 2018
Sci-Fi & Fantasy

Fear isn't something I let control me. Sure, I'm not a bodybuilder, I'm kind of small for my gender, but I can handle myself. One on one. Being the target of a lynching had never crossed my mind until my girlfriend dragged me along to Las Vegas to attend a convention of the National Lesbian Alliance. I was thinking about this new-found fear when my girlfrie...

Relatives from Out of Town - A Hall

by The_Technician on Oct 9, 2018
Humor & Satire

I think the wee folk are playing with me, but this is the story the Pixies gave me for this year's Halloween specials. It rolls some Celtic traditions in with some other traditions from the old times to present a tale of a witch who isn't really a witch... except that she is. I'm putting it in the Humor category because it doesn't really fit anywhere, and t...

Life's Changes Ch. 09

by Scribler on Sep 16, 2017
Fetish

I woke up at noon, knowing that we would have to leave before two. Leaving Ginger to sleep I took my morning shower and applied my make up in the bathroom so as not to disturb Ginny. I put on an almost too short white skirt and a crop top short sleeve sweater, A pair of half sox's and tennis shoes. This outfit was too provocative to wear during the day, but...

Swinging for Beginners

by Whitesocks on Sep 13, 2017
Group Sex

Our first sexual experiences were with each other when we were both eighteen. Today that would be unusual but in those days censorship was strict, the Internet didn't exist and DVDs hadn't been invented. I owned a small and very rickety old Ford car and I'd park it around the corner from where she lived and we would climb into the back seat. The first time...

Literotica Monthly Awards 2020: April

by Literotica on Jul 14, 2020
Erotic Couplings

Manu and I would like to thank all the authors who submitted during the month, and all the other months for that matter! We've tallied the reader's votes, and are happy to announce the winners of April Reader's Choice Awards. First Place ($150 Cash Prize Winner):The Rask Rebellion by SnekguySecond Place ($100 Cash Prize Winner):Matchmaker 03: March by Sanit...