Sort by
Relevancy

Free Stories

100%
Dress Up For The Girls Next Door
I’m just your ordinary guy, you know the type, women love me, I’m an electrician by trade and there isn’t a single or married woman out there who hasn’t asked me, “Can you really install my ceiling fan for me.” 6’, 200 lbs, brown hair, blue eyes, I keep acti... Read full Story
shemale lover 2012-11-18 3,879 Fetish jerking oral domination Sex Toys swallowing tit licking
100%
My sex education from my hot aunt pt 3
We became very close by the conversations that were shaping my adult development and boosted my maturity. The truthfulness about things that are unspoken and can confuse you. I noticed comments from the boys my age that were assumed due to what they heard. She set the standard for the physical attri... Read full Story
Pabloduro 2024-04-25 2,701 taboo fantasy exhibitionist high heels cocksucking upskirt Masterbation ts girl hosiery family uncle aunt
100%
Debbie Part 8
Moira sat in her booth at the entrance to the subway station and saw people pass by. She sat there every day selling tickets, and although several thousand people passed her during a shift, she could now recognize many of the regulars and she even knew when to expect them. It was now almost 9 o'cloc... Read full Story
shemale lover 2011-12-23 7,343 transgender toys bondage and discipline heavy
100%
True story tv first dogging
I am a mature TV living in the north of the UK. I have been dressing since I was 7 and having nylon led sexual fun since my early teens. The result today I have a very large wardrobe of clothes and shoes, am 100% smooth apart from a landing strip and have manicured nails and shaped eyebrows and with... Read full Story
shemale lover 2012-01-08 3,670 first time shemales Group Sex
100%
Becoming a Cock Worshipper
I first realized I was bi the summer after high school. Up until then I had only been really interested in girls. Like any high school guy I watched a lot of porn and soon realized that I really liked really nasty deep throat blow job scenes. I especially enjoyed watching a girl choke and gag and... Read full Story
shemale lover 2012-02-29 3,867 Fetish crossdressing
50%
A Perfect Life
The reasons I am not writing this myself. I have finally convinced someone to do it for me. She promised to post it on the Internet, but only as fiction. I suppose it is a bit unbelievable. It all started with the best of intentions. I had married my love while we were still in college. She... Read full Story
shemale lover 2012-05-05 12,590 transgender
88%
Mom's girlfriend has a fat cock
When I was a teenager, my mother got remarried...to a woman. At first it was odd, because their roles in the relationship were so clear. My mother was the "bottom", and Jamie was the "top". They're great to each other, and I have grown to love Jamie unconditionally. I'm eigh... Read full Story
TripFontaine 2012-05-14 15,669 anal cock shemale cum tits lesbian
83%
The Making of A Sissy Part 12
Bella tried not to look too downhearted as Sandy dropped the pretty sissy back at her Aunt Jane’s. She told her to keep her chin up, keep the phone well hidden and use it to call her whenever she liked, regardless of what time it was. Her aunt smiled wickedly at the now primly dressed sissy as... Read full Story
shemale lover 2012-05-31 4,383 anal Fetish little cock sissy
100%
Bike Shed Rendezvous
Chapter 1 A meeting you can't refuse The sun is shining brightly, but the ground is still damp from the morning's rain and the air is very cold. It's lunch time and you quickly walk across the College car park to the sports pavilion. Becky your sweet heart has told you to meet her and she's been ... Read full Story
shemale lover 2012-06-11 3,204 Fetish oral sex crossdressing sissy
87%
The feeling you get,when wearing female attire
Since I was 14,I started wearing women clothesborrowing my sister;s bra,and panties,putting them when I would shower,how the felt against my body,pantyhose,clinging to my legs,the cool sensation as I would walk across the floor.I even tryed on her majorite out fit,with thigh high boots,it was hot.no... Read full Story
shemale lover 2012-08-04 2,786 Fetish crossdressing porn
66%
The Night With A Transgendered Angel
Her name was Steph. She stood about 6'5 in her heels. She was white very mature she was 50 years young. She wore a blond wig with seductive red well manicured nails. Gorgeous for her age,tall and slender with b cup natural breasts she developed from hormones. When I thought it couldn't get any bette... Read full Story
shemale lover 2012-09-21 2,771 anal oral domination black cock
72%
First Time Sissy Maid
I had been fantasizing for many years about serving a dominant Mistress, watching lots of movies online, and generally lusting over the doms I saw posting ads. At the age of 28 I finally found the courage to answer a rather intriguing post by an older woman and her trans partner who were looking for... Read full Story
shemale lover 2012-10-27 16,932 first time Fetish Big Cock domination sissy
100%
Threesome fun
We had invited friend over who has big cock --he arrived and we sat around for awhile talking about sexual encounters of the past --I'm a bi part time shemale cross dresser who is very kinky --anyway it got around to looking around the house and as it happened we stopped in the bedroom , and all o... Read full Story
goodgurl34 2019-01-08 4,424 Stockings Crossdresser Amateur Big Tits threesome Blowjob Big Cock Lingerie domination Guy Fucks Shemale Mature Homemade threesome sex
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 11,870 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%
Hello!
Hello, I am posting this as a story because I couldn't couldn't  say everything I wanted to in me profile. I have just joined AShemale, I am a mature chap who had been on XHamster for nearly two years,  I love crossdressing and gurls, I have been dressing regularly for many years and before that... Read full Story
LanaLouissa 2021-11-22 2,547 Crossdresser
50%
Not your usual birthday present
So here we go again “Happy Birthday” to me, at 51 it’s not that great really it’s just a reminder your getting older!! Anyway here I am 51 having an absolute ball and fulfilling my wildest dreams, Justina likes being out of the closest and loooooves cock.. So for her birthday she hopes someone has ... Read full Story
Samantha Jewels 2022-01-12 2,801 Stockings Crossdresser Amateur Blowjob Big Cock gangbang Lingerie domination Sex Toys Mature cum in mouth
50%
municipal worker
We met him on Twitter for a long time, we chatted on the phone and on Twitter for a long time, then he invited me to his house and I went and he fucked me but it wasn't good, he ejaculated inside me and I went to the room and masturbated in front of the large mirror it was a different experience... Read full Story
Beyza_Trans_Girl 2022-02-01 1,768 Stockings Crossdresser Amateur Masturbation Creampie Fetish Lingerie Guy Fucks Shemale Mature Homemade
50%
Son fils se fait «punir» par maman
Les parents ont divorcé après que mon père ait été surpris en train de tricher. Après la séparation, j'ai choisi de vivre avec ma mère. Ma mère était très mécontente de la perte de son mari. Elle a commencé à fréquenter des hommes pour avoir des relations sexuelles. Tous les jours, je l'entendais se... Read full Story
Femboy 2021 2023-01-20 4,127 Stockings Crossdresser Fetish Big Cock Lingerie domination Guy Fucks Shemale Mature Ass to Mouth
84%
The Making of Erica - Sperm Loving Crossdresser
Confessions of a Crossdresser I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I have only sucked cocks, but over a hundred at my las... Read full Story
shemale lover 2015-09-03 16,618 shemales Masturbation Fetish
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 7,793 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
100%
First fuck in public ;)
You’re only wearing a coat, I find a place where, I can kiss you then slide my hand between the flaps of your coat. I expose your breasts and slide my hand down across your tummy down to your pussy. My fingers start to explore your soft bush, working there way to your soft pink lips surrounding your... Read full Story
BalkanLoco91Ri 2019-08-26 3,843 Stockings Teen (18+) Amateur Big Tits Cumshot Outdoor Masturbation Bareback Creampie Blowjob Big Cock Uniform domination Homemade pov cum in mouth
50%
Minha segunda experiência como CD [PORTUGUESE]
Olá, antes de mais nada quero avisar que minhas histórias são verdadeiras e que eu me descrevi na minha primeira história, por isso não o farei novamente. Minha segunda experiência aconteceu 6 meses depois da primeira, não disse qual idade eu tinha na época, então vou dizer agora, nessa história ... Read full Story
Nyxie 2020-05-04 1,464 Stockings Teen (18+) Crossdresser Amateur Cumshot Latina Masturbation Blowjob Lingerie cum in mouth
50%
Let me introduce myself
Hi everyone this is my first time cumming out to the public. I been cross dressing for about 20 years now. I’m 30 years old now. I started dressing up in my mother’s and older sisters clothes every chance I got. Both of them had swag so I dressed cute af lol. Now it’s my girlfriends clothes. I love ... Read full Story
Wet boy kitty 2021-02-01 1,827 Stockings Crossdresser Amateur Cumshot Creampie Fetish blonde Ladyboy Lingerie
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 3,661 Stockings Crossdresser Big Tits Cumshot Bareback Creampie Blowjob blonde Lingerie Guy Fucks Shemale Ass to Mouth cum in mouth
100%
Ho incontrato una Dea
Era una tiepida sera di primavera, erano da poco passate le 8 di sera ed io avevo già cenato, era tutto il giorno che mi sentivo eccitata e la voglia aumentava dentro di me, volevo divertirmi un po' con i miei giocattoli anali, però era troppo presto, la serata era troppo bella ed invitante per rima... Read full Story
Sissy Mari 2022-03-17 2,319 tranny Stockings Crossdresser Amateur Cumshot Creampie blonde Lingerie Homemade shemale + shemale sexy shemale sexy tranny
100%
Meine erste Erfahrung
Ich schildere hier meine Erfahrungen und wie aus mir die wurde, die ich jetzt bin. Es ist 1993, Ich bin zu diesem Zeitpunkt 8 Jahre jung und lebte in einer normalen Familie. Meine Eltern sind an einem Freitag Abend zum Essen gegangen mit anschließendem Kino Besuch. An diesem Abend sollte meine Cou... Read full Story
beginnertranny 2021-10-07 3,056 Stockings Crossdresser Amateur Cumshot Blowjob cum in mouth
100%
Lope
Je suis une salope C’est un des fantasmes récurrents de la majorité des hommes qui aiment se travestir. Et j’avoue que l’idée m’a souvent excitée. Alors que j’étais avec ma femme dans une boutique de lingerie à Pigalle , des dessous très sexy entre les mains, un homme d'un certain âge a surpri... Read full Story
osvp75 2021-11-12 1,392 Stockings Crossdresser Cumshot Outdoor Masturbation Fetish Ladyboy Lingerie domination Premium HD
84%
She never saw it coming
When I was 19/20 I used to frequent LGBT bars roughly twice every month. Most nights not much would happen but I found myself going to the trans nights more often. Until I eventually had some experience with trans girls. It was mostly fairly soft fun. Me getting oral and occasionally topping th... Read full Story
chris1989r 2022-02-01 5,150 shemale gangbang facial
100%
Десять правил для шлюхи.
1. я шлюха , я блядь, я соска , я пизда так ко мне обращаются я шлюха 2. мой член это ошибка природы я шлюха 3. мой, анус это пизда для ебли я шлюха 4. мой рот это спермоприемник плевательница и вторая пизда я шлюха 5. я не имею право голоса и прав в обществе я шлюха 6. меня шлюху можно продава... Read full Story
Dina744 2022-02-22 2,304 Stockings Amateur Cumshot Creampie gangbang Guy Fucks Shemale double anal украина шлюха motivator росиия
100%
Regina and Tommy
I was getting fucked hard and aggressively by a certified bad boy named Tommy. I've never been the kind of girl who liked bad boys until I met Tommy. Tommy like doing all kinds of wild crazy things to me and I was under a spell and couldn’t object. Tommy was like the asspussy whisperer and he gave m... Read full Story
Regina10 2022-03-02 2,979 Stockings Big Tits Cumshot Bareback Creampie Fetish Blowjob Big Cock Ladyboy Lingerie Guy Fucks Shemale Ass to Mouth
100%
Regina" s Love session
As Tommy entered the apartment, I couldn’t help but notice that his cock was suddenly excited and outstanding tonight and I knew the reason. I smiled to myself with confidence because my l attire was getting the job done. I was wearing my shocking pink sheer lingerie with the frilly top that accen... Read full Story
Regina10 2022-04-01 2,414 Stockings Big Tits Cumshot Bareback Creampie Blowjob Big Cock Lingerie Guy Fucks Shemale pov Ass to Mouth cum in mouth
50%
LA NOUVELLE VIE
Mon histoire commence très normalement, un samedi soir, des amis et moi nous sommes retrouvés dans un club de style de vie alternatif local en ville. Nous nous sommes amusés, avons pris quelques verres et nous nous sommes amusés avec quelques filles comme moi, même si elles n'avaient aucune idée que... Read full Story
Femboy 2021 2023-01-19 1,121 Stockings Crossdresser Amateur Cumshot Fetish Big Cock Lingerie domination
50%
DEVENIR CASSIE
L'argent était difficile à trouver dans notre foyer. Être l'aînée de quatre enfants et ma mère étant une mère célibataire mettent nos ressources à rude épreuve. Nous avons rarement eu de l'argent supplémentaire dans notre famille à dépenser pour des choses comme manger au restaurant ou aller au ciné... Read full Story
Femboy 2021 2023-01-20 1,513 Stockings Crossdresser Amateur Cumshot Fetish Blowjob Big Cock Lingerie domination
50%
RETOUR ANTICIPÉ DE LA FEMME
Nous étions mariés depuis quatre ans lorsque ma femme a pris un nouveau travail, elle allait être la directrice d'une nouvelle maison de courtage d'assurances dans notre ville mais a dû passer quelques semaines d'orientation et de formation au siège social à 180 milles de là avant qu'elle pris la re... Read full Story
Femboy 2021 2023-01-20 822 Stockings Crossdresser Amateur Cumshot Fetish Big Cock Lingerie domination
50%
Bikini garçon
J'étais le garçon que mon père avait espéré après 3 filles avant moi. La vie dans notre maison à deux étages de la classe moyenne de banlieue était aussi normale que celle de n'importe qui d'autre. Mon père était un père aimant qui m'élevait et faisait les choses qu'un père aime faire avec son fils ... Read full Story
Femboy 2021 2023-01-24 1,046 Stockings Teen (18+) Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale
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 1,102 Stockings Teen (18+) Crossdresser Cumshot Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale
50%
Histoire d'une fille qui n'en est pas un
Les années d'enfance Je suis née le 25 décembre 1993, à 11h45 du soir. Je commençais donc par gâcher le réveillon de mes parents. Non ils étaient heureux disent ils. Ma sœur était née depuis 2 ans. Je ne me rappelle plus mais j'ai du être choquée quand j'ai vu tout ce bleu pour m'habiller, dans... Read full Story
Femboy 2021 2023-01-27 989 Stockings Teen (18+) Crossdresser Cumshot Blowjob Big Cock Lingerie domination Guy Fucks Shemale cum in mouth
50%
SISSY GIRL POUR TOUJOURS
L'appel de Maîtresse Andrea a fait ma journée. Je ne l'avais pas vue depuis plus d'une semaine et j'avais hâte de jouer avec elle et de voir enfin ma chasteté retirée. Vous devez savoir que Maîtresse et moi nous connaissons depuis de nombreuses années et j'ai toujours aimé être son poule mouillée. ... Read full Story
Femboy 2021 2023-02-16 754 Stockings Crossdresser Cumshot Fetish Lingerie domination Sex Toys
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 2023-02-16 993 Stockings Crossdresser Cumshot Fetish Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys
50%
L'ESCLAVE SEXUELLE DE MA COPINE ⚧️
Je me présente chez ma copine après qu'elle m'ait envoyé un texto me disant à quel point elle me voulait. Je frappe à la porte et elle répond. C'est une beauté aux cheveux corbeau, d'environ 5'10 avec des yeux marron clair et une carrure assez mince mais athlétique. "Je suis tellement contente qu... Read full Story
Femboy 2021 2023-02-17 778 Stockings Crossdresser Cumshot Fetish gangbang Lingerie Shemale and Girl domination Sex Toys cum in mouth
50%
A LA DÉCOUVERTE DE L'AMBRE ⚧️
J'ai toujours aimé la lingerie féminine. De regarder des catalogues à voir des copines le porter, j'ai adoré le look et la sensation de la lingerie sexy et soyeuse, mais pour moi, cela a toujours été plus profond. À 18 ans, j'ai essayé ma première paire de culottes, oh mon Dieu, c'était merveilleux ... Read full Story
Femboy 2021 2023-02-17 1,046 Stockings Crossdresser Cumshot Bareback Fetish Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys
100%
FILLE DE RÊVE ⚧️ ⚧️
« Alors, à quoi ressemblerait ta petite amie parfaite ? » « Toi », pensa Steph, regardant dans les yeux noisette avec des reflets dorés à l'intérieur. Il lui fallut quelques secondes pour se rendre compte qu'il devait répondre avec sa bouche. « Oh, euh… quelqu'un d'attentionné je suppose ? ... Read full Story
Femboy 2021 2023-02-17 992 Stockings Crossdresser Cumshot Fetish Blowjob Big Cock gangbang Lingerie domination Guy Fucks Shemale Interracial Sex Toys cum in mouth
50%
💘 SES CADEAUX ⚧️ ⚧️ ⚧️
Elle lui réservait plusieurs surprises... Nous venions de rentrer du mariage d'un ami. Ils ont organisé une belle cérémonie sur un terrain de golf sous des arbres, puis une fête à l'intérieur du club house. C'était un bar ouvert et ils avaient engagé un groupe. Nous avons passé la majeure partie ... Read full Story
Femboy 2021 2023-02-21 611 Stockings Crossdresser Cumshot Creampie Fetish Lingerie Shemale and Girl Sex Toys
100%
UNE HISTOIRE DE SISSY BIMBO ⚧️ ⚧️
"Qu'est ce que je fais ici?" Ce n'était pas la première fois que Max se posait cette question ce soir. Il détestait les rassemblements avec beaucoup de monde, il détestait les fêtes et il détestait particulièrement les soirées costumées. Et pourtant il était là. Pas seulement lors d'une soirée costu... Read full Story
Femboy 2021 2023-02-21 908 Stockings Crossdresser Cumshot Shemale Fucks Guy Fetish Blowjob Big Cock Lingerie domination Futanari cum in mouth
50%
ENTRAÎNER MON CORPS DE POULE MOUILLÉE ⚧️ ⚧️
Son profil était assez simple sur le site. Il ne semblait rien vouloir pour lui-même, bien que je sois sûr qu'il apprécierait énormément le processus. Je suis tombé sur l'annonce lors d'une de mes nombreuses sessions en ligne de fin de soirée. Vous connaissez ceux, vous avez un peu de vi... Read full Story
Femboy 2021 2023-03-20 541 Stockings Crossdresser Cumshot domination Sex Toys cum in mouth
50%
CHÂTIÉ, FÉMINISÉ, SODOMISÉ ⚧️ ⚧️
Je m'appelle Kim Lee. Je suis à moitié coréen et à moitié chinois. Mon prénom m'a beaucoup taquiné quand j'étais à l'école. Cela n'a pas aidé non plus que je sois un peu petit et mince. Par conséquent, j'ai grandi plutôt timide et réservé. Je n'ai jamais vraiment eu beauc... Read full Story
Femboy 2021 2023-03-20 590 Stockings Crossdresser Cumshot Shemale and Girl domination Sex Toys
0%
Cruising for Cock!
Cruising for Cock. Not my Story But very hot for you all. A few years back now I took a drive to a dogging & cruising hot spot in the Haldon Hill Forest on the A38 in sunny Devon. I'd been once b4 with a trucker who picked me up hitchhiking. (That's another story) WOW his cock was huge 8.5" @ lea... Read full Story
Streethawk75 2023-04-18 4,211 Stockings Crossdresser Amateur Cumshot Outdoor Masturbation
100%
Vanarama Pt1
I had a Monday off work,went shopping and on the way home it hit me. The urge. The urge for cock. I think we all know, when it gets us, there's no point fighting it. So I diverted slightly and headed for my local cruising spot. Normally, I just go cruising at weekends, the layby on this Monday was p... Read full Story
Streethawk75 2023-06-16 5,062 Stockings Crossdresser Cumshot Outdoor Masturbation Big Cock
50%
Αλλη μια βολτα στην Λ. Καβαλας.
Γεια σας. Θα σας πω μια ιστορια που διαδραματιστηκε λιγες μερες μετα την γνωριμια με την Αντζελα οπως σας ειπα στην προηγουμενη ιστορια μου. Μια μερα που εφυγε η γυναικα μου για κατι δουλειες και θα γυριζε την αλλη μερα, δεν εχασα την ευκαιρια. Μολις τελειωσα τη δουλεια μου πηγα σπιτι εκανα ενα μπαν... Read full Story
crossofia 2023-07-29 3,539 anal Stockings Amateur Cumshot Masturbation Lingerie pantyhose cum in mouth
100%
Two CD's the first time we meet.....
We are meeting for the first time since talking online. I want to dress for you gurl, I want to feel as you do, I want to be your slut, your slave of desire. My panties are a sheer white, my hard cock can be seen ever so pressing against them, I rub myself for you as you watch, drooling now. Hand... Read full Story
kelliecdgirl 2024-04-10 3,899 Stockings Crossdresser Cumshot Masturbation Fetish blonde Big Cock Lingerie pantyhose Frottage sissy femboy shemale + shemale
100%
My Fantasie: I am a sissy slutty stripper
My favorite fantasie: I am myself but with a feminine body, but with my cock and with real breasts and a pussie, dressed in heels with lacy anklets, white hose and garter belt, white high-cut lacy panties, white lacy bra with nipples exposed, pageboy short blonde haircut, rhinestone necklace/br... Read full Story
kelliecdgirl 2024-06-27 2,758 Stockings Crossdresser solo Cumshot Ladyboy Lingerie sissy