Read 54 stories in the category Tranny/Shemale @ Menonthenet.com's Gay Erotic Stories

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Category: Tranny/Shemale

54 stories available

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2023

A Pussy for Dad

by WellFuckD

Jun 08, 2023

My parents divorced when I was a child, and from the age of 6 I grew up living with my mother. When I turned 18, she said she was sending me to live with my father so he could help me “man up,” as she worried that I hadn’t learned how to be a man living with her. My father lived in Texas near the Mexican border. We didn’t have much of a relationship, and I knew that he questioned... read more

Cockslut

by Alleykat69

Feb 20, 2023

I’m a pretty femboi nice clean naked body 5’5” 100lbs I’ve become addicted hypnotized like to suck strangers in public places… parks rest-stops restrooms usually wear panties short shorts my sweet ass- cheeks slightly showing it turns me on feeling sexy slutty like…flirting teasing.. I heard that old men hung out at this mall looking for young boys like me. Checked myself out... read more

2022

New panties

by eroticlust_1

Apr 23, 2022

I'd bought some new pink lacey G-strings online and they'd arrived in the mail today. I tried them on and i looked so cute in front of the mirror. I spun around checking myself out. The material was so soft on my skin. I couldn't help but touch myself, feeling all sensuous and girly I rubbed the clit of my cock in my new panties. I was fully erect in no time, stroking the clit of my cock... read more

2021

Pimped Out Pt. 4

by WellFuckD

Dec 10, 2021

My learning that night was that dancing was the least important skill I had. Once I entered, Master and LeRoy left the room, and left me alone with the group of men. As I began to untie my robe, a large black man came up behind me and yanked it open. My large breasts were exposed and bounced a bit. I stood, stunned now wearing just a G string and heels. The man who had disrobed me, just... read more

2017

Doppelt eingelocht

by FreeBird

Nov 07, 2017

Doppelt eingelocht Ich war alles andere als begeistert, als mich mein Wecker um 6:00 Uhr aus dem Schlaf riss. Es war schon lange her, dass ich das letzte Mal so früh aufstehen musste. Seit dem ich nicht mehr zur Schule ging, gab es kaum einen Tag an dem ich vor 12 Uhr aufstand. Ich drückte die Schlummer-Taste und drehte mich wieder zur Seite. Meine Morgenlatte drückte ordentlich gegen... read more

Time To Pop Your Cherry

by sissy

Oct 21, 2017

In school I was not what you would call masculine. In fact, I was small people would say I was cute like a girl. I hated gym class not so much P.E. itself I was pretty agile but the locker room while changing. I was a freshman and we just got done playing dodge ball and I ran into the locker room and tried to get a shower before most of the boys come in. I just got done... read more

Well, well, well I finally caught you. I finally caught you in the act and what you didn't know was my best friend was helping me. I suspected you who has tried to pass yourself as a Straight Man was a really a little fag sissy. Ya, that is what even those in the gay community call you. Now, you have 1 of 2 choices and that is to submit to your nature or I plaster the pics... read more

2016

Strange Adult Theater Fun Part-1-of-1 I was feeling kind of horny and didn’t wanting to jerk off so I decided to go to a place where I’d heard a guy could get sucked off with no problem. In fact there were a couple places in town that was rumored would accommodate a guy’s cock. One was a bookstore with private viewing booths and a couple of glory holes. The other was a small adult... read more

One thing I've never been able to resist is Transvestites. Mature TV's are my kryptonite, when ever I see one I get an instant hard on. One thing that really gets me hard, is seeing a Mature TV dressed up with her cock hard and exposed. One day I was visiting the local adult theater, and jerking off to the movie. It was mostly empty except for a few guys around 30 or 40 = not to my liking... read more

Grocery Store Pick-up Part-1-of-1 I’d bought a load of junk at a garage sale for resale. When I got the stuff home I went through the boxes sorting out what was sellable and what was trash. As I pulled things out of the boxes they went into two piles, to keep and discard. Several items later I found a pair of sexy, black lace panties. These too went into the discard pile. I sort about half... read more

My Neighbor

by rledge11

Jan 05, 2016

Every day she would fly into the parking lot in a shiny new BMW, throw on the brakes, and back into the carport next to my truck. She lived above me so I could hear her going up the stairs to her room where she lived by herself. She usually turned on some music with a good beat to it and by the sounds of it was going through a pretty good workout.When I would see her walking to the... read more

2015

Ich hatte ein langes Wochenende vor mir, denn ein Projekt war sehr erfolgreich abgeschlossen und der Chef gönnte uns zwei Tage am Wochenanfang zusätzlich frei. Schon die ganze Woche stieg meine Geilheit Tag für Tag an und ich wollte unbedingt geile Action am Wochenende.Ich bin ein TV und ich liebe ausgiebigen Analsex passiv, das kann auch gern mal die härtere Tour sein. Wovon ich allerdings... read more

2014

I moved to the great city of Las Vegas in mid-summer of 2012. Being in a new place is always a challenge but finding a man or men who like using a married cross-dressing slut seems even harder. As funny as this seems, I have been unsuccessful in finding cock on my AFF site so when the wife planned a summer trip to her parents I decided to try Craigslist. Yeah I know, Craigslist is not really... read more

By now you may have noticed that I really don’t get out much and the only way I can curve my cock craving is by going online and having cyber or phone sex. Well this time was no different, 2 years later and another move I had another chance to play with some cock. I was 30 years old now and living in Alaska when I met him on the AFF site. He was 56 years old, gray hair, a bit overweight... read more

My second time with a man was a long time after my first. I ended up curving my cravings with phone sex and online chatting. That is when I really learned of my desire to wear women’s lingerie. I had this one guy who I was chatting with online who wanted to do phone sex but he wanted me to wear panties. Well I know I could have lied about wearing them but of course I am submissive in nature... read more

my second encounter

by jeff4381

Aug 27, 2014

Finally i had masturbated in front of another guy he told me he was fifty eight years old i was still eighteen and when i masturbated for afterwards he asked me if i would do it for him and two of his friends it made me nervous but i said yes i went to this house and there three older guys sitting there and they asked me to touch myself in front of them i hesitated doing it for one guy... read more

Stright

by gobisex

Jan 28, 2014

O živjo, kaj pa ti tuki« »Ah, kr tako sem se mal oglasil, že dolg ?asa nisem bil pr teb na obisku« »Lepo, lepo, kr naprej« Šment, njega pa res nisem pri?akoval. Pa ne, da me je spet prišel dražit. Kot da bi vedel, da me njegova prisotnost vznemirja in da bom spet potreboval tedne, da ga bom iztisnil iz svojega spomina. Dons zve?er si ga bom spet vrgel na roke. Tokrat ne bom potreboval... read more

2013

Harmony and Dissonance

by Habu

Dec 02, 2013

“Are you sure this is the address?” Lars Krieger asked, as the hotel car stopped in front of a massive, carved-wood, two-panel door in an otherwise blank concrete wall on Bangkok’s Soi 51 Sukhumvit. The road was narrow, almost an alley, it seemed, to the young German engineer, with one, long stuccoed wall running down its full length on each side with doors like this and wider garage doors at... read more

Sperma-Cocktail

by acide1

Aug 26, 2013

Ich habe einen Spermafetish, genauer gesagt, ich bin süchtig nach Sperma. Ich esse fast jedes mal wenn ich es mir selber mache mein eigenes Sperma und das schon seit dem ich denken kann.Ich habe auch schon von anderen das Sperma geschluckt und es macht mich total geil einen Schwanz zu lutschen bis dieser in meinem Mund explodiert. Nicht dass ihr jetzt denkt ich bin schwul, naja vielleicht bi.... read more

Ich war gerade mit meinem Ka auf dem Weg zum Orthopäden in das 40 Kilometer entfernte Kiel. Ich hatte ein paar Probleme mit dem Rücken und sollte zum Strecken kommen. Ich hatte drei Termine in dieser Woche. Meine Freundin war zu Hause und passte auf unseren einjährigen Sohn auf. Punkt elf Uhr stand ich in der Praxis und durfte noch im Wartezimmer Platz nehmen. Nachdem ich einen Stern und eine... read more

Tanz der Gefühle

by storywriter

Jun 19, 2013

... read more

Ernestine

by Habu

May 18, 2013

I’m not sure why I went to Club 216 that night. I’d joined months before but had gone only rarely. Joining put me on their e-mail list, though, and I kept seeing announcements go by of their semiannual beauty contest. It didn’t pay much attention to it—or at least I didn’t think I had—but that Saturday night found me there, just a couple of table rows away from the stage. I was by myself at the... read more

2012

diese Story ist natürlich reine Fantasie. Ich hoffe trotzdem, dass sie euch gefällt. Falls ja kommen natürlich Fortsetzungen :) Ach ja und für die, die die Kategorien nicht lesen, das ist eine Story mit und über einen jungen Crossdresser und einem älteren Mann :)----------------------------------------------------------------------------------------------------Da stand ich nun vorm... read more

My Fantasy

by nudedon66

Aug 06, 2012

I just started college at age 19. One Friday night I stayed over my grandpa’s house and he told me that a man is coming over tonight to offer me a chance to become a shemale. He said he will come at midnight in the bedroom. Well I fell asleep as I slept on the couch in the living room where it was cool that summer night. He woke me up and said the man is here waiting for me. So I got out of bed... read more

A true story by Johnny Fox email: foxybiguy4u@hotmail.comA MORE THAN A PLEASANT SURPRISEA true storyI was recently divorced, 39 years of age and living in an apartment in Sydney’s inner eastern suburbs not far from the famous red light district of Kings Cross.After two failed marriages, I was footloose and fiancé free and as lusty as a rampant bull on speed. I chased... read more

I had just turned 18 and graduated high school. My Mama and I lived alone, on the wrong side of town. She told me it was time to earn my keep; and she'd found a job for me. Good pay; easy hours; and time to go to Community College.Sounds good to me Mama. When do I start?You have an interview in 2 hours so take a shower while I lay out your clothes.I did as instructed; and went... read more

I am drinking a coffee at the local mall when my eyes spy her walking by. Simple skirt cut just above the knees, black stockings, 3/4 length coat hiding everything else...but for her darker hair and the fact that her walk is stiff...like her shoes are too small. Something always get my radar going when I see a transvestite. The coffee is what I need...but my focus is drifting to the... read more

Da stand ich nun vor seinem Haus und merkte wie ich vor Aufregung etwas zitterte. Die ganze Fahrt über wechselten sich Vorfreude und Unsicherheit ab, schließlich kannte ich den Mann gar nicht, bei dem ich nun eine Woche bleiben wollte und endlich meine Vorlieben und Fantasien ausleben wollte.Einige Wochen war es nun her, dass ich Klaus im Internet kennengelernt hatte und schnell hatte... read more

2011

Note: Early Sunday morning...not much to do, lets write a story.Enjoy.Must have been two weekends ago that I first noticed her. Got home very late that night and found her waiting for the elevator. Did not check her out too much but did notice that her miniskirt let lots of legs showing. The door opened and we both got in. She pressed my floor and this got me looking at her a little... read more

I spend a lot of time in adult theaters and I’m always amazed at the quirky, unusual people I see there. At first, everyone seems pretty average, but as the dynamics of the situation evolve, you find that people have extraordinary tendencies.Take for instance the friendly coed and her studly boyfriend:This guy came in the theater with his pretty girlfriend. They looked just like a young... read more