Sort by
Relevancy

Free Stories

100%
Cat hat einen riesen shemale Schwanz
In meinem zweiten Studienjahr fing ich an, mich mit einem der heißesten Mädchen auf dem Campus zu verabreden. Wir hatten uns in meinem Kurs Geschichte des Römischen Reiches kennengelernt und verstanden uns von Anfang an Ich brauchte fast ein ganzes Semester, bis ich den Mut aufbrachte, sie um ein Da... Read full Story
jimyblue 2021-11-22 3,962 Bareback Shemale Fucks Guy Big Cock cum in mouth
100%
CD/TS Shemale Chrissy Fucked On the Ranch
I met John on the swinger site AdultFriendFinder. He was everything I was looking for: old, in his late 60s, and not rich, but financially stable and independent, owning a ranch that has been in his family for generations. Maybe he could become the Sugar Daddy I am looking for? I am a shaved-smooth ... Read full Story
Chrissy Tunnell 2022-03-04 4,102 Crossdresser Amateur Bareback Fetish Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Mature
100%
FOUTAREICH
Le Parti de l'apothéose féminine, ou FAP, a reconnu les différences physiques entre les hommes et les femmes. Cependant, la FAP a affirmé que même si les femmes pouvaient être physiquement inférieures aux hommes, elles étaient moralement supérieures. Tant que les hommes seraient plus forts que l... Read full Story
Femboy 2021 2023-02-11 1,517 Crossdresser Cumshot Shemale Fucks Guy Shemale and Girl Futanari cum in mouth
50%
Dame et jardinier
Piotr se tenait sur les escaliers de la villa de Klonowa Street, située dans le quartier à la mode et riche de sa ville. Il était environ midi par un chaud samedi de juin. C'était son dernier arrêt ce jour-là. Il avait déjà collecté l'argent des autres clients avec lesquels il traitait des jardins, ... Read full Story
Femboy 2021 2023-01-24 1,265 Stockings Crossdresser Cumshot Shemale Fucks Guy Fetish Blowjob Guy Fucks Shemale
50%
UNE FAVEUR INOFFENSIVE
Cela a commencé comme une faveur inoffensive; Je n'avais aucune idée que cela changerait toutes nos vies. La colocataire de ma femme à l'université et son mari avaient emménagé dans notre communauté et dominaient bientôt notre vie sociale. Nous étions à peine sortis de l'université de... Read full Story
Femboy 2021 2023-02-07 1,409 Stockings Crossdresser Fetish Shemale and Girl domination Guy Fucks Shemale
50%
💞 KELLY 💗 ⚧️
Fraîchement sorti d'une relation, à 27 ans, je me suis retrouvé au milieu de ce qui semblait être une crise de la quarantaine. Je sais je sais; toute l'idée d'une crise de « quarantaine », c'est qu'elle est censée se produire au milieu de votre vie. Généralement dans la quarantaine, ou du moins c'es... Read full Story
Femboy 2021 2023-02-17 1,202 Crossdresser Cumshot Shemale Fucks Guy Fetish Blowjob Big Cock Guy Fucks Shemale
50%
SISSY JESS, COCU PAR MAMAN ⚧️ ⚧️
"Jess, Jess, j'ai besoin que tu m'aides à porter les courses." Jess gémit et, coupable, il souhaita que sa mère demande à quelqu'un d'autre de l'aider. Il voulait juste regarder toutes les autres filles sissy sur Twitter et obtenir son petit « excitation » dur. Il desc... Read full Story
Femboy 2021 2023-03-21 1,498 Stockings Crossdresser Fetish Shemale and Girl Guy Fucks Shemale cum in mouth
95%
Mai
When I was twelve I met a new classmate named Dave, he and I became great friends hanging out, joining clubs and what ever else high school kids do. His family was from the Phillipines and he and his sister were the first generation born in this country. His sister Mai is the focus of this story. ... Read full Story
Zöe from Kingston 2018-08-09 11,637 Cumshot Bareback Shemale Fucks Guy Blowjob Asian Guy Fucks Shemale Interracial cum in mouth
90%
Sissy Slut and Stepdads
Frank was pumping me hard and his huge cock seemed to have grown and become extra hard. I am so thrilled that way he enjoys fucking my ass with such passion. I would almost think he was in love with me if this relationship wasn't so bizarrey. It’s ironic that as a male I always get total humiliation... Read full Story
Regina10 2020-11-30 9,733 Crossdresser Bareback Creampie Fetish Blowjob blonde Big Cock Ladyboy Lingerie Guy Fucks Shemale Ass to Mouth double anal
91%
Aby my trans daughter
I am 50 and great shemale fan. I met Aby through PlanetRomio during covid lockdown. I was alone at home that time and i was searching for some good trans or shemale. So Aby so my profile and sent me message. I immediately replied. we exchanged our contacts and then shifted our chat to Whatsapp. ... Read full Story
Stud4Shemale 2022-01-03 4,852 Crossdresser Cumshot Bareback Shemale Fucks Guy Blowjob Big Cock Asian Guy Fucks Shemale cum in mouth
76%
The Guy At The Pool
The Guy At The Pool Stepping out of my hotel room for a smoke I saw two young guys at the swimming pool which my room overlooked. One of them was standing outside the pool speaking to the other guy who was in the pool. The guy beside the pool immediately caught my attention, his shirtless bo... Read full Story
pennypenny 2019-10-21 7,137 Crossdresser Bareback Creampie Blowjob redhead Guy Fucks Shemale Ass to Mouth cum in mouth
50%
FONDANT À LA VANILLE ⚧️ ⚧️
Je vois ma cible assise au bar, en quelque sorte à la limite d'un des groupes de commerciaux. Il prend une bière mais il ne boit pas aussi vite que les autres et il regarde nerveusement autour de lui de temps en temps. J'ai une préférence pour l'homme plus légèrement construit. Il doit être plus ... Read full Story
Femboy 2021 2023-02-21 1,089 Stockings Crossdresser Shemale Fucks Guy Fetish Blowjob Big Cock Lingerie domination cum in mouth
50%
EXPÉRIENCE TRANS ⚧️ ⚧️
Ma famille a déménagé en Jamaïque avant ma puberté. Nous n'étions pas la seule famille blanche là-bas, mais ce n'était pas bon pour moi d'être un garçon blanc à l'école. J'étais une cible facile à intimider comme les autres enfants blancs. Après la puberté, ça s'est aggravé p... Read full Story
Femboy 2021 2023-03-24 1,607 tranny Big Cock Interracial humiliation cum in mouth shemale + shemale frer
100%
TO BE OR NOT TO BE – PART 6
TO BE OR NOT TO BE – PART 6 by Spanky de Bautumn Part 5. Sunny and Antonio got frisky at the bar, Sunny moved in with Mel and Shari, and opening night was a success The only other dress that I brought was one that I hoped I would get a chance to wear but didn't think I would. It was a black ... Read full Story
SpankydeBautumn 2021-02-26 2,851 Crossdresser Cumshot Masturbation Bareback Creampie Blowjob Big Cock Lingerie Guy Fucks Shemale cum in mouth
100%
Sissy Femboy Chrissy in Drag 2: At the Apartment
This is Part 2 to the article I wrote called "Sissy Femboy Chrissy in Drag at the Club." In that story I explained how I am 41 but look, feel and sound younger, that I shave myself smooth and like dressing in gurly panties and other female clothes to be a sissy femboy for older guys. A guy I met on ... Read full Story
Chrissy Tunnell 2022-02-03 4,142 Crossdresser Amateur Bareback Creampie Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature
85%
THE WEATHERGIRL BY B-MAN
PART 1: A COURTESY CLIENT BLOWJOB Three weeks into my gig at Coxon & Dicster had been a blast. At first, a few of the girls had some reservations about me working there because I wasn't transgendered myself but I guess I won them over with my naturally cheerful personality. At least,... Read full Story
bennyx709 2015-07-29 8,065 Crossdresser hardcore ass fucking cd
100%
Slut /W Bad Boy
I was excited as always because I was about to go out in public and hopefully I will meet some horny man with some money and get laid. Now, to make sure that I am a picture of femininity, I double checked my makeup in several mirrors from many angles. My lips were perfect and I made sure my cheeks b... Read full Story
Regina10 2020-12-04 7,482 Stockings Crossdresser Big Tits Cumshot Bareback Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale pov Ass to Mouth
91%
HOW MY AUNT AND SISSY NEPHEW CHANGED MY LIFE FOREVER! (fictional
It was the very first night of my month long North Carolina July summer vacation stay when my Aunt Meg suddenly entered the bedroom that I was temporarily sharing with my younger cousin Rudy. Being so openly effeminine in his body language,voice and looks, I had already planted such dirty thoughts ... Read full Story
CDDIXIE4U 2019-01-08 34,909 Teen (18+) Crossdresser Cumshot Masturbation Bareback Shemale Fucks Guy Fetish Blowjob Big Cock Ladyboy Lingerie domination Homemade Compilation cum in mouth shemale + shemale
50%
DU VILAIN PETIT CANARD À LA PRINCESSE SISSY ⚧️ ⚧️
Être un mec très petit 1 mettre 60 avec une petite carrure a été un handicap majeur dans ma quête de compagnie féminine. Avoir un micro pénis était le clou de mon cercueil. Tout au long de ma jeunesse, j'ai été ignoré ou rejeté par les filles. J'ai eu ma première petite amie à l'unive... Read full Story
Femboy 2021 2023-03-23 1,199 Stockings Lingerie Shemale and Girl Guy Fucks Shemale Interracial cum in mouth shemale + shemale
66%
intimate Cousins
My favorite cousin and first lover, Billy, was just released from prison and I was anxious to see him. I am ecstatic that he is out, and I am thinking about all the past fun we had as I prepare to revisit those good times. Tommy knows all about my relationship with Billy and he understands my need t... Read full Story
Regina10 2022-05-13 6,515 Stockings Crossdresser Cumshot Masturbation Bareback Blowjob Big Cock Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth double anal
100%
Santa & Mrs. Claus
In my story called "Santa Likes Fembois" here I explained that I discovered that last Christmas when Santa Claus visited my house then made me suck on his cock before fucking my boypussy. He also gave me an actual present: a winning lottery ticket. Well, with that multi-million dollar winning ticket... Read full Story
Chrissy Tunnell 2022-12-01 4,058 Crossdresser Amateur Bareback Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature cum in mouth
50%
Ma femme et maintenant elle va me transformer en Sissy
Karen et moi sommes mariés depuis 28 ans. Nous avons eu nos hauts et nos bas, mais nous sommes restés fidèles et avons produit deux excellents sexe en conséquence. J'ai toujours été secrètement bi. J'ai été pris au piège de quelques accessions, mais j'ai résisté aux tempêtes et j'ai visité des relat... Read full Story
Femboy 2021 2023-01-24 1,366 Stockings Crossdresser Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys
50%
Maman se met en colère contre son fils Pussyboy
Histoire d'un fils de pussyboy qui est transformé en putain de bite par sa mère. À 31 ans, je ne devrais pas envisager de retourner vivre avec ma mère, mais j'ai récemment divorcé, mon ex-femme m'a viré et j'ai dû me mettre à genoux pliés vers ma mère pour un toit sur ma tête. C'est avec un sentim... Read full Story
Femboy 2021 2023-01-24 1,329 Stockings Crossdresser Fetish Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys
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 1,952 Stockings Teen (18+) Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys cum in mouth
100%
DÉBUTS INNOCENTS
"Avez-vous pris votre vitamine, ma chère ?" Ellen a appelé de la salle de bain. Je me frottai le sommeil des yeux et ramassai le flacon de pilule, roulant un gros comprimé dans ma paume. "Ma pilule de cheval ? Je le fais maintenant." "Avez-vous déjà remarqué une différence ?" "Non. Les vitamines ... Read full Story
Femboy 2021 2023-01-26 1,481 Stockings Teen (18+) Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale
50%
HOSPITALITÉ DU SUD
Ash regarda sa mère, incrédule quant à ce qu'elle venait de dire. Il comprenait la prémisse de base de ce qui s'était passé, mais le raisonnement qu'elle avait dû le déconcerter. "Pourquoi ?! Pourquoi ferais-tu ça ?!" Il a plaidé, la voix légère et désespérée. Elle haussa l... Read full Story
Femboy 2021 2023-02-05 1,503 Stockings Crossdresser Shemale Fucks Guy Big Cock Lingerie Guy Fucks Shemale
50%
IODE VIOLET ⚧️
Meranda avait fait partie du projet militaire d'Athéna. Elle était, très grande pour une femme, environ six trois. Elle se réveillait toujours à six heures sans problème. Ensuite, elle faisait ses cent pompes. Malgré son conditionnement, elle avait toujours une taille de poitrine substantielle q... Read full Story
Femboy 2021 2023-02-11 1,314 Teen (18+) Crossdresser Fetish Futanari cum in mouth shemale + shemale
50%
LA CUPIDITÉ DE LA MÈRE ⚧️
Nicholas a sorti son téléphone et a pris une dernière photo de sa maison. Nicolas emménageait dans une nouvelle maison aujourd'hui. Nicholas était un garçon de 18 ans, il était le plus petit et le plus maigre de l'école, il gardait ses longs cheveux blonds. Il n'était pas bon en sport et n'a jamais ... Read full Story
Femboy 2021 2023-02-16 1,351 Stockings Crossdresser Cumshot Fetish Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys
50%
SISSY AWAKENING
- Trou de gloire du sex-shop - "Hey bébé, quand est-ce que tu rentres à la maison?" le message texte bourdonnait doucement. Sortant discrètement le téléphone de ma poche, je tape "Même heure que d'habitude, juste après 5 heures, pourquoi... quoi de neuf ?" C'est mon amante Sarah, ma meilleu... Read full Story
Femboy 2021 2023-02-17 1,719 Stockings Crossdresser Outdoor Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys cum in mouth
50%
LE PATRON DE MA MÈRE
Comme tous les seniors de 18 ans, je vivais vite et chassais le cul. Ma vie avait été une ligne forte entre ce que mon esprit pensait que je devais faire et ce que ma bite voulait que je fasse. C'est pourquoi je suis chez la fille la plus salope de l'école. Elle suce ma bite comme si c'était un Toot... Read full Story
Femboy 2021 2023-02-17 1,285 Teen (18+) Crossdresser Shemale Fucks Guy Fetish Blowjob Big Cock Shemale and Girl domination cum in mouth
50%
RÉVEIL SEXUEL SISSY ⚧️ ⚧️
Si ses histoires étaient vraies, non seulement beaucoup d'hommes ont eu des réveils sexuels entre la fin de la trentaine et le début de la cinquantaine, mais beaucoup d'hommes de mon âge étaient curieux de se féminiser, de sucer des bites et peut-être même d'avoir des fesses. Mais je ne peux pas ... Read full Story
Femboy 2021 2023-02-17 1,611 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale Interracial Sex Toys cum in mouth
50%
SECRETS ET ABANDON ⚧️ ⚧️
Aller dans une nouvelle école pour ma dernière année de lycée était plutôt nul. C'était toute la tribulation de changer d'école, ce qui n'était jamais génial dans le meilleur des cas, plus le fait de savoir que tous les amis ou connaissances que je pourrais me faire iraient tous dans des... Read full Story
Femboy 2021 2023-03-20 1,087 Teen (18+) Crossdresser Shemale Fucks Guy Blowjob Guy Fucks Shemale cum in mouth
50%
AMANDINE ⚧️ ⚧️
Le lycée n'était pas un endroit amusant pour moi. Étant plus un outsider geek, plus intéressé par la science, les ordinateurs et la culture pop associée à ces intérêts, cela signifiait que j'avais peu d'amis. Cela signifiait aussi que j'étais si loin de l'échelle sociale que je n... Read full Story
Femboy 2021 2023-03-20 1,402 Stockings Crossdresser Shemale Fucks Guy Shemale and Girl domination Sex Toys
50%
T PARTY ⚧️ ⚧️
"Ce serait génial ! A bientôt !" J'ai répondu avec enthousiasme avant de me déconnecter de l'appel Zoom. Je me suis souri lorsque l'image d'Ivanka a disparu de mon écran. Ivanka (en fait appelée Ira IRL) vient de m'informer d'un week-end de rassemblement pour les T ; Transsexuels et travestis. C'... Read full Story
Femboy 2021 2023-03-24 1,077 tranny Stockings Crossdresser Fetish Lingerie shemale + shemale sex anal
50%
De la pucelle quinquagénaire à la mature disponible...
***Prologue - Confessions: Depuis que j’ai offert ma virginité, je me mets chaque jour un peu plus dans la peau d’une femme. Le petit bled où je vis m’interdit de m’exhiber socialement. Totefois je me suis faite une complice, mon épileuse qui me reçoit après la fermeture . Depuis mon nouveau début,... Read full Story
hippocampus_171 2023-01-11 2,193 Crossdresser Amateur Group Sex threesome Big Cock Mature Homemade cum in mouth shemale + shemale milfs Foursome Bi
50%
Closet Sissy Son fait en fille
Pourquoi étais-je à quatre pattes avec la bite de mon père dans le cul et la chatte de ma sœur dans mon visage? Je ne savais pas que ma mère était au courant de mon secret. Elle savait que je portais sa lingerie et celle de ma sœur. Cela a commencé lorsqu'un jour j'étais seul à la maison et que j... Read full Story
Femboy 2021 2023-01-24 1,176 Stockings Teen (18+) Crossdresser Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys cum in mouth
50%
DE QUOI UN HOMME A-T-IL BESOIN ? ⚧️
"Tu es marié, n'est-ce pas ?" L'employé a demandé alors qu'elle prenait mon argent. "Pourquoi tu demanderais ça ?" "Évitant la question, oui marié et depuis un bon bout de temps." Elle l'a dit avec un tel sourire que je n'ai pas pu m'empêcher de répondre. "Oui, en fait je le suis." Bon je s... Read full Story
Femboy 2021 2023-02-17 1,016 Stockings Crossdresser Fetish Big Cock Lingerie Guy Fucks Shemale Sex Toys
50%
Secrets débloqués
Je surfais sur mon PC quand ma copine s'est faufilée sur moi. Normalement, j'étais plus consciente, mais j'étais absorbée par mon regard sur les femmes; puis les femmes en lingerie; puis des hommes en lingerie, puis des hommes en lingerie se faisant fourrer le cul. J'avais assez raide et je la fr... Read full Story
Femboy 2021 2023-01-20 842 Stockings Crossdresser Fetish Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale
100%
Shawshank affair
Courtrooms can be a scary place. They smell like older leather, the wood paneling has been polished with oil and each sound penetrates your body like a loud smack from a cap pistol, which echoes in the forest, especially the gavel smacking on a block from the Judge. I felt strongly that I would be f... Read full Story
Jon Paul 2018-08-20 7,019 Stockings Crossdresser Cumshot Bareback Creampie Shemale Fucks Guy Blowjob Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth
100%
The Only One
After talking to her online for several hours she invited me over to her house. I got dressed, jump in the car and drove over. I must have been overly excited because my cock was raging hard the entire drive over there. The house was gorgeous, and huge. I thought to myself that this house had to ha... Read full Story
okctshunter 2012-08-18 6,322 Bareback threesome Big Cock
100%
Gemini Sluts and Gang
My good friend Renee and I had set up a double date gang bang for tonight now that she was finally out of the closet and ready. She has decided that life is too short to remain in the closet and miss out on all the fun. Renee and I have so much in common. Besides loving sex, we both have a fetish f... Read full Story
Regina10 2021-04-09 4,889 Group Sex Big Tits Cumshot Bareback Fetish Blowjob blonde gangbang Lingerie Guy Fucks Shemale Ass to Mouth cum in mouth
94%
The Girl Next Door Ch. 01
derezzed Michael was your average 21-year-old college student. He was on his way home from college for summer break after finishing his finals and looking forward to a few months of relaxation. Driving home Michael reflected on his past three years of college. It had been a great junior year. H... Read full Story
Gwapo67 2022-05-13 7,282 Bareback Creampie Big Cock shemale + shemale
100%
Tight Spot
XtinaSmith2017 Cody bit his lip as he looked over towards the shop, a little anxious about their planned endeavor but not wanting to come off as uncool to his friends, "Are you sure this is a good idea?" he asked. His friends grinned and laughed, playfully nudging him as they made their way ... Read full Story
Gwapo67 2022-07-22 6,351 Big Tits Bareback Creampie Shemale Fucks Guy Fetish Blowjob Big Cock Lingerie domination cum in mouth
80%
How it started
What got me started off watching shemale porn was actually meeting a very beautiful shemale at a beach party. I already knew she was a guy but she was so beautiful. So at one point I asked her if she wanted to go for a walk and after a few minutes and let her know that I was down. Her response was ... Read full Story
PNPFUCKBOY 2019-02-12 12,421 Teen (18+) Small Tits Crossdresser Amateur Big Tits Outdoor Latina Bareback blonde Big Cock Ladyboy domination Guy Fucks Shemale Interracial Sex Toys Mature Homemade Ass to Mouth
77%
Slut indiscretion
At 17, I had reputation among the people in my world. I had sucked more dicks than the average hooker. I had slept with men of every race creed and color. You can even throw in a mentally challenged lad or and autistic child as well. All because I loved getting sex. I think that a penis is the sexi... Read full Story
Regina10 2020-09-16 5,828 Crossdresser Big Tits Cumshot Bareback Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Ass to Mouth
100%
Surprise Ending (Part One)
My wife is the picture of professionalism from 8 to 5, but after hours she is a sexual dynamo who loves men and women. Throughout our relationship she has introduced several of her gal pals into our bedroom, hot tub, shower, etc...you get the idea. Anyway, two weeks ago she let me know that one o... Read full Story
Chantel13 2022-08-23 5,955 Crossdresser Amateur Group Sex Outdoor Bareback Shemale Fucks Guy threesome Big Cock Shemale and Girl Guy Fucks Shemale Ass to Mouth cum in mouth
85%
50 Shades of A Bookseller
So, I finally got a "proper" job and managed to move out of my parent's house. It was a damn good job too, as my crossdressing was becoming increasingly difficult to keep secret. Numerous times my Mum would try to talk to me through my bedroom door, whilst also slowly creeping it open to ... Read full Story
shemale lover 2012-08-14 4,264 Cumshot Fetish oral sex crossdressing
94%
Crossing lines
It had always been a fantasy of mine. I have very feminine features and long natural straight brown hair. Which recently I had shortened to chin length. I have been dressing in womens clothing now for many months and had decided that this was the night in which I get made up totally and head ou... Read full Story
Zöe from Kingston 2019-02-04 11,558 Stockings Crossdresser Cumshot Outdoor Bareback Shemale Fucks Guy Blowjob Big Cock Ebony Guy Fucks Shemale Interracial
75%
Honeymoon Suite 2
Jason is on the phone with room service, while I am about to change out of my wedding gown. I had just got married, and I was now the blushing bride. Yes I got married. I was nervous now and my pussy was burning, because of the crazy bet we had made about not having sex a week before the wedding. We... Read full Story
Regina10 2021-02-22 4,041 Stockings Crossdresser Big Tits Cumshot Bareback Creampie Blowjob blonde Lingerie Guy Fucks Shemale Ass to Mouth cum in mouth
92%
Caught Before My Brother and Friends Could Use Me.
Caught Before My Brother and Friends Could Use Me. By TVTrinity As a boy, I was fascinated by the petite little girl I saw in the mirror when crossdressed. When I got caught dressing by my uncle. I experienced the effect it had on men firsthand. He looked at me the way a man looks at a girl. I... Read full Story
Tvtrinity 2021-04-07 6,503 Teen (18+) Crossdresser Amateur Bareback shemale Guy Fucks Shemale sissy forced young faggot Trinity uncle Richie Budd
100%
Sissy Femboy Chrissy in Drag at the Club
"Can you wear a dress tonight?" "I can't crossdress in public, I'm not 'out' and don't want to be seen that way." "That's okay. We're going to a gay-only club that has a drag queen show tonight, so you'd fit right in." "Cool, but I'll have to change when we get there." "Awesome! See you tonight!... Read full Story
Chrissy Tunnell 2022-02-03 5,679 Crossdresser Amateur Bareback Shemale Fucks Guy Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature Homemade cum in mouth
50%
Lady Regina
I know that many say that I I’m a coward because I am comfortable living in the closet as a part time female and not expressing my special female side completely. My friends all tell me to go out and have fun and not worry about what people say or think. In spite of that, and because of the prudish... Read full Story
Regina10 2022-07-01 5,497 Crossdresser Big Tits Masturbation Bareback Fetish Blowjob Ladyboy gangbang Lingerie Guy Fucks Shemale Mature pov
100%
Santa Likes Shemales Femboys
Did you know Santa Clause is real....and he likes shemales femboys??!I It happened last Christmas Eve. I fell asleep watching the snow fall just outside my window. I was comfy under my layers of warm blankets I clutched tightly, in the black lace panties and red lingerie night dress or nighty I wear... Read full Story
Chrissy Tunnell 2022-12-01 4,084 Small Tits Crossdresser Amateur Bareback Fetish Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Mature
60%
Shemale Chrissy Fucked by a Demon
I wanted to write this the night it happened, Halloween, but I was still so traumatized. I was at my fictional fantasy Sugar Daddy's house alone and already spooked out by the noises of this old hundred-year-old wooden house in this loud thunder storm on what some call "Devil's Night." I had to turn... Read full Story
Chrissy Tunnell 2022-12-01 4,550 Small Tits Crossdresser Amateur Bareback Fetish Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale cum in mouth
100%
Sweet Encore
I was alone tonight and feeling just a bit paranoid as I listened to the soft music. The soothing sounds put me in a seductive mood, but It seemed that all my lovers were too busy for me, or they had other plans. Uncle Barney and my detective were probably home being dutiful husbands. Bo was under h... Read full Story
Regina10 2024-05-09 3,792 Crossdresser Big Tits Bareback Creampie Blowjob blonde Big Cock Guy Fucks Shemale big ass Ass to Mouth
100%
My Noisy Upstairs Neighbors Part 4: Getting Pimped Out
"Hey bitch," Paul said with his now routine greeting to me standing at my apartment's front door. "Lets talk." And as also routine with him now, Paul just marched passed me like a boss to my bedroom. I closed the front door and joined him there. "First off, get naked," he demanded. "Um..what?"... Read full Story
Chrissy Tunnell 2024-07-21 3,887 Crossdresser Bareback Fetish Ladyboy Lingerie domination Frottage sissy femboy shemale + shemale