Sort by
Relevancy

Free Stories

100%
Exposure, Disclosure
The Greatest Liar, Exposure, Disclosure © Alexandra Rios 2019 Author’s Note: This is a continuation of the narrative which commenced with “My Awkward Phase”, which I posted here previously. Readers may wish to read that before continuing, although I have written them to stand alone. Natives s... Read full Story
the greatest liar 2019-06-18 7,645 Teen (18+) Small Tits Amateur Group Sex Latina Blowjob gangbang Guy Fucks Shemale cum in mouth
100%
2nd date with Latina Sissy Destiny
So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... Read full Story
AllenB 2022-04-05 4,091 Crossdresser Cumshot Latina Creampie Shemale Fucks Guy Blowjob Interracial cd Homemade sissy cum in mouth cum swallow amatuer cd
80%
Mis inicios y los vecinos mirones.
Hola chicas, mi nombre es Sandra, recuerdo que en secundaria era de los primeros que tenía computadora e internet por lo que me inicie viendo las primeras páginas porno, algo que me gustaba mucho era ver a las chicas vestidas con minifaldas, pantimedias y tacones. Tenia cierta atracción hacia las pr... Read full Story
sexycd176 2023-04-15 1,164 Stockings Teen (18+) Amateur Latina Homemade
85%
My Awkward Phase
My Awkward Phase ©Alexandra Rios 2019 The greatest lie is that what happens in high school doesn't matter, because life begins in college. I pretended to agree, although I never believed it, for I was the world's greatest liar. Wannabees I was hanging out with my friends Quinn, Barb and Anne ... Read full Story
the greatest liar 2019-06-14 11,871 Small Tits anal sex Latina Masturbation Bareback Creampie Blowjob Big Cock transformation gangbang Shemale and Girl Guy Fucks Shemale Sex Toys Ass to Mouth cosplay hormones high school real life situations
100%
The Opening of Villa Olivia
All Stories are 100% true. Names and Locations might be altered to protect the privacy of myself and others. In my last blog post I have given you an overview of what happend in the past months. In the beginning of January we have finished the works on my new "working environment". We call it "Vi... Read full Story
TV_Whore_Olivia 2022-02-21 2,577 Crossdresser Amateur Group Sex gangbang Guy Fucks Shemale Homemade escort sissy prostitute hooker slaves owned Hooker cd
100%
My 1st Time was Not the Only Time.
One late night after hitting the slopes and partying I left my friends birthday party feeling extra horny. It was about 6 or 7 in the morning now and after having no luck finding an escort I responded to an ad on craigslist posted by a trans woman. I figured two things, this dick isn't going to suck... Read full Story
LesFuax 2019-02-16 9,133 first time Small Tits Amateur Latina Bareback Creampie threesome Blowjob Big Cock ass fucking barebacking barebackedshemales first time with a tranny raw anal raw dick raw fucking firsttime
81%
My secret.
I have always felt like a sissy but I kept it a secret. I had 2 encounters with men in my life when I was a teen. One time a black guy told me he liked my lips, I wasnt dressed as a girl at the time but I wish I was. I sucked his huge black dick and loved it. Ever since all I can do is fantasize abo... Read full Story
Raquel Rodriguez 2019-10-21 5,166 Crossdresser Amateur Blowjob Homemade
100%
A Perfect Pandemic: A Transsexual Transition in a Troubled Time
A Perfect Pandemic A Transsexual Transition in a Troubled Time A Novelette by Alexandra Rios Text Copyright Reserved © August, 2021 Dedication Transgender Day of Remembrance is a solemn occasion. I am offering “A Perfect Pandemic” for free as an antidote to the fear, phobia, discrimination, d... Read full Story
the greatest liar 2021-11-16 5,178 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
100%
Emily's First Daddy
This is a story how a curious male can become a sissy slut seemingly overnight. So I was in an online adult chat just talking with random people and happened to mentioned where I live. Then all of sudden, I got a message from a man calling himself bear daddy. He introduced himself and said he was ... Read full Story
User Removed 2019-10-21 8,979 Crossdresser Amateur Creampie Homemade cum in mouth webcams
50%
SOUS LA DIRECTION DE MAMAN
Jaime n'avait jamais eu beaucoup de chance avec les filles du lycée. C'était venu et reparti, et maintenant il en profitait un l'été dernier avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un crétin ou un crétin, c'est juste que la vie et la... Read full Story
Femboy 2021 2023-01-06 1,299 Teen (18+) Crossdresser Amateur Fetish Lingerie
100%
First Time I Experienced Eating a Tgirl Out
So this is likely going to seem tabboo for some and if this is not your thing, I respect that but everyone is different. Eating pussy came natural to me like it does for most guys once they start having sex with girls. Other than one time 69ing with a female and having what I would call "incidental ... Read full Story
AllenB 2022-10-21 5,129 Amateur Big Tits Cumshot Latina Creampie Fetish Blowjob rimming Homemade cum in mouth latina ts
93%
Sissy Maddie's New Apartment Gangbang
I’d just moved into the big city. Me on my own in a cheap apartment block. The flat was nothing special by any means, and the room next to mine seemed to be noisy with parties. But I was glad to be on my own. I had almost finished unpacking my belongings when I came across my stash of female clothi... Read full Story
sissymaddiex 2020-09-25 10,026 Crossdresser Amateur Group Sex Cumshot Bareback Creampie Blowjob gangbang Lingerie Homemade sissy cum in mouth double anal
100%
CONOCIENDO A ENRIQUE EL FOTÓGRAFO CHILENO (parte 1)
Era verano, y acababa de terminar el colegio y salí a dar una vuelta por la plaza, era una mañana calurosa, me senté bajo la campiña un buen tiempo haciendo hora, y entonces oigo una voz poco común que se dirige hacia mí, era un caballero de nacionalidad chilena, lo note por la voz, de 30 años aprox... Read full Story
katiMelendez 2020-12-14 1,975 Teen (18+) Amateur Latina Bareback Fetish Ladyboy domination Homemade
66%
Awesome day at class =)
Sooo i'm in college. and one of my professors is really hot. he's older but looks like he's in his 30's. anyway, every single day in class i would notice his huge bulge under his pants and just couldn't help but wonder =P so i figured, hey maybe i should start flirting with ... Read full Story
Amanda Lips 2018-03-02 3,565 Teen (18+) Mature Homemade pov Ass to Mouth cum in mouth webcams
72%
Wie sich schlagartig mein Sex Leben änderte... Teil 1
ich war nun schon einige Zeit heimlicher Crossdresser. Nie wurde ich von meiner Freundin erwischt, auch wenn es manchmal wirklich knapp war! Ich hatte ein sicheres Versteck für meine schönen Sachen und meine Sextoys und konnte hin und wieder meine geheime Neigung ausleben wenn sie nicht da war.Trotz... Read full Story
Holly Swallow 2019-03-20 7,794 Stockings Small Tits Crossdresser Amateur Group Sex Cumshot Fetish threesome Blowjob blonde gangbang domination Interracial Sex Toys humiliation Homemade sissy girlfriend chastity cage Ass to Mouth cum in mouth chastity sissy amateur crossdresser fendom
50%
SOUS LA DIRECTION DE MAMAN
Jaime n'avait jamais eu beaucoup de chance avec les filles du lycée. C'était venu et reparti, et maintenant il en profitait un l'été dernier avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un crétin ou un crétin, c'est juste que la vie et la... Read full Story
Femboy 2021 2023-01-26 1,478 Stockings Teen (18+) Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys cum in mouth
50%
SOUS LA DIRECTION DE MAMAN ⚧️ ⚧️
Jaime n'avait jamais eu beaucoup de chance avec les filles au lycée. C'était venu et reparti, et maintenant il profitait d'un dernier été avant de partir à l'université avec sa virginité intacte. Ce n'était pas vraiment sa faute, il n'était pas un salaud ou un douchebag, c... Read full Story
Femboy 2021 2023-03-18 1,068 Teen (18+) Crossdresser Cumshot domination Sex Toys cum in mouth
54%
hi is me
im happy later of much time im a verified model , because other person have much videos of me and is not good look your videos in other page is not your .... thanks shemale for give me the chance to be verified love you... Read full Story
Kimberly Polizzi 2019-08-21 3,495 Amateur Latina Big Cock Shemale and Girl Compilation webcams
50%
HAPPY NEW YEAR
stream 28 dic 2022 , Primero que nada quiero agradecerte por estar otro año mas conmigo , mi familia y yo te agradecemos de corazón toda la ayuda que nos han bridado en todo este año , quiero deserte que pases una hermosa noche que tomes una cerveza o un trago por mi , que yo lo haré por ti , este a... Read full Story
Kimberly Polizzi 2023-01-06 959 Amateur Latina Asian webcams
100%
HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story
CDDIXIE4U 2019-01-08 13,906 Teen (18+) Crossdresser Amateur Cumshot Masturbation Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Homemade Compilation Vintage cum in mouth
100%
Camming down the rabbit hole Ch4
It was the morning after the night before, and as I stretched under the bedsheets, a smile spread across my face. Remembering last night’s events, I felt myself stir a little and pressure from the panties I had on adding to the arousal. It has been a while since I had morning wood after a big show, ... Read full Story
Dani_does_Dallas 2021-09-06 3,810 Crossdresser solo Amateur Cumshot Lingerie Sex Toys Homemade pov webcams
50%
She also conquered my soul...
Initiation in a new era... Almost three months since I offered my virginity to a wonderfull he-woman, Selmi... unfortunately I had to cancel the second day we planned to spend together with my LORDESS because I quitted the town where we met the day before. Since, only few summer fling messages...... Read full Story
hippocampus_171 2022-11-22 4,045 Crossdresser Amateur Cumshot Masturbation Creampie Blowjob redhead domination Sex Toys Mature Homemade Ass to Mouth cum in mouth
100%
Lola Chapter 4
We sat at the table. I had made the effort to cook a small three-course French-inspired dinner. I was in love, but Lola’s mind seemed elsewhere. - How nice… She was chewing absent-mindedly. - I have to ask you something. - Shoot baby. Ask away! Lola looked deep into my eyes: - Could you ima... Read full Story
BellaBeau 2023-10-30 5,691 anal Cumshot Latina Bareback Creampie Shemale Fucks Guy Frottage Homemade Lola
100%
Lola Chapter 5
Lola chapter 5 Summer vacation was coming to an end. Most of the time we had been to ourselves, mostly at home but also a couple of shorter trips. Beer tasting in Stockholm's archipelago, a trip to the west coast, overnight stays in hotels, everywhere we were received like any other couple. A fam... Read full Story
BellaBeau 2023-10-30 5,752 anal Cumshot Latina Bareback Creampie threesome Shemale and Girl Lola
66%
Becoming an identical twin part I
My name is Cody and I recently turned 19 years old along with my twin sister Cassidy. She is older by 4 minutes and is the apple of our parent's eyes. She is in almost every aspect a goddess. Her beauty, intelligence, humor, sex appeal, and just about any other trait you can think of she is flawless... Read full Story
Chloe6942 2018-08-23 7,496 Teen (18+) Amateur Fetish
80%
Mi primera vez
Pues me presento, mi nombre es Ayline Julieta soy de Coacalco en el Estado de México, actualmente tengo 34 años y no tengo mucha experiencia, pero ya tuve mi primera vez y deseo platicarles como fue, espero sus comentarios y críticas constructivas. Iniciare como muchas de nosotras contándoles com... Read full Story
Tv Ayline Julieta 2019-04-10 4,867 Crossdresser Amateur Latina Blowjob Guy Fucks Shemale Homemade
92%
MY TS FOXXY & VENUS LUX FANTASY
Alyssa Gomez and Venus Lux were visiting Newark, NJ and decided to have lunch in the restaurant that I work in. It was a rainy day. The seductive pair were returning back to their suite in the Courtyard Marriott, but not before grabbing a bite to eat. Alyssa and Venus sat the bar and ordered a coupl... Read full Story
I_GO_3WAYZ 2021-03-02 11,290 Latina Creampie Shemale Fucks Guy threesome Blowjob Ass to Mouth cum in mouth double anal
88%
Mi primera vez de travesti con mi novia
¡Hola a tod@s! ¡De nuevo estoy aquí contándoles una nueva aventura con mi novia y como cada vez me vuelvo mas nena! Bueno, les voy a contar la primera vez que me vestí con ella y tuvimos sexo como niñas.... mmmmm.... ¡delicioso! Después de enseñarle mis fotos mas lindas, vestida de nena lin... Read full Story
Sofia Luna 2019-09-19 4,563 Crossdresser Amateur Latina Fetish Blowjob Lingerie Shemale and Girl Homemade
100%
Destreza oculta
Pocas cosas me enloquecen tanto de pasión como una buena verga, me gustan de todas las formas, colores y tamaños, desde esas vergas gorditas y cortitas, hasta aquellas vergas enormes curvas y venosas, me encanta tocarlas y hacer que poco a poco se pongan duras, me gusta comenzar por acariciar y masa... Read full Story
babydolltv 2021-01-04 2,189 Small Tits Crossdresser Amateur Latina Blowjob Big Cock Mature Homemade mexican Babydolltv
100%
The Next Level
Nitromethane It's been a couple of weeks now since I sucked my last shemale cock and swallowed her load, and with enough distractions, it hasn't been too difficult keeping myself preoccupied and my mind off of satiating my new fixation. Still though, I do have my moments when I sit back and imagi... Read full Story
Gwapo67 2022-02-01 5,787 Bareback Creampie Shemale Fucks Guy Blowjob Big Cock gangbang domination cum in mouth
100%
Lola Chapter 2
Lola Chapter 2: A couple? It wasn't as if we were together. We had jerked off together once, and of course we slept in separate rooms, but I slept restlessly that night. Dreamed something scary that I couldn't remember in the morning. I didn't have work scheduled that day so I took it easy. When ... Read full Story
BellaBeau 2023-10-05 5,429 anal Cumshot Creampie Guy Fucks Shemale Homemade latina Tgirl
100%
How I was accustomed to a penis
Как меня приучили к члену Часть 1 Раз в несколько лет мы ездим на родину к отцу повидать родню. Отец заезжает к брату к матери, сестре, старым друзьям, везде изрядно выпивает, и мы едем домой. Только раньше я был маленьким, а сейчас мне 19 лет, и я мог выпить со всеми за столом. Приехали к брату,... Read full Story
Sara 69 2022-04-25 3,870 Group Sex Creampie threesome Blowjob Big Cock gangbang Homemade cum in mouth
80%
Physical exam that embarrassed the fuck out of me.
Hello and welcome. My names safebet1980 aka Dug if you want a easter name to remember lol.. Right about now some of you are saying to your selfs that name sounds familiar and it might. If your looking at porn I'm on a lot of sites both as a user and a uploader of Amateur videos I both shot and sta... Read full Story
safebet1980 2022-10-11 4,662 Amateur Homemade
100%
From a 50's virgin to a Mature good for all
***Prologue - Confessions: Every day since I offered my virginity, I put myself in the shoes of a woman. The little town where I live forbids me to show myself socially. However I made myself an accomplice, my epilator who receives me after closing. Since my new beginning, male masturbations are not... Read full Story
hippocampus_171 2023-01-11 4,362 Stockings Crossdresser Amateur Group Sex threesome Big Cock domination Mature foursome Homemade cum in mouth shemale + shemale milfs
60%
Hago otro oral
Antes de empezar, quiero aclarar que soy un hombre y en el momento que viví lo que aquí cuento, yo tenía 16 años. Todo comenzó un jueves a las 7:00 pm. Yo estaba en la casa de una amiga que había conocido unos meses antes en un centro comercial, me gane la confianza de ella porque decía que hablar ... Read full Story
jessyca_nal 2017-10-03 2,623 Teen (18+) Amateur Latina oral ts
100%
Entrevistando a la hermosa Vanessa Guzman
Hola Vanessa, gracias por tu tiempo para esta entrevista, comenzamos. ¿Por qué escogiste llamarte Vanessa? Escogí ese nombre porque en uno de mis viajes a Guadalajara, conocí a una chica trans que se hizo mi amiga y fue ella quien me bautizo con ese nombre y desde ahí decidí llamarme Vanessa.... Read full Story
Vanessa Guzman 2020-01-06 2,633 Teen (18+) Crossdresser solo Amateur Latina