Sort by
Relevancy

Free Stories

80%
Meine erste Erfahrung Teil 2
Ich knüpfe hier direkt an meine andere Erfahrung an, da ich glaube ich kann vielen die Angst nehmen ihren ersten Schritt zu wagen ;) Ich war zu diesem Zeitpunkt 16 und habe einen Tag vorher meinen ersten richtigen Schwanz im Mund gehabt. Diese Erfahrung die mir ein Bekannter meiner Cousine besche... Read full Story
beginnertranny 2023-06-18 1,954 anal Stockings Teen (18+) Crossdresser Amateur Creampie Blowjob Lingerie sissy
85%
My Little Queen
I worked at a school in the northeast years ago and there was a longhaired emo boy, chubby and shy with a sweet ass. who was always giving me the eye in the halls. I made no mistakes or untoward moves but would catch him with his shirt up a little to show me he was wearing panties, or see him eyeing... Read full Story
Giantsquid 2016-10-05 12,407 Teen (18+) Blowjob cd
92%
A Hidden Surprise
Winter term at uni means thicker clothes which enabled me to hide some surprises under my clothes. The thicker blouses and tights would conceal anything from a thin g-string or a heavy lace pair of panties. And, me being me, I took this change of wardrobe to my full advantage. I’d been Matt’s fuck b... Read full Story
ATC97 2016-12-20 13,714 anal Teen (18+) Crossdresser Big Cock doggy style
83%
Dressing with my cousin
My First Time When I was about 16, I would spend my Summer vacations, from school, at my Uncles’ house. My cousin and I would sleep in one bedroom, with two beds. He was three years older then me and always knew what we could do, to have fun. I looked up to him and wanted to be like him. We had... Read full Story
Topazsteve 2018-01-04 13,434 Stockings Teen (18+) Crossdresser Blowjob Lingerie cum in mouth
71%
The story of how I became what I am now...
I was on a trip to Germany with some of my friends. I was 16 when this happened. We went to a club one night and I got really drunk. They challenged me to approach a cute girl and ask her for a drink with me. I was drunk so I didn't really care so I went there and bought her a drink. We talked and I... Read full Story
FeetQueen 2019-01-08 5,115 Stockings Teen (18+) Small Tits Amateur Shemale Fucks Guy Lingerie Homemade cum in mouth
85%
My Orgasm at work
I finally found my sexual fantasy come true at work. I always fantasize about one of my female co-workers (and sometimes all of them) dominating me, pegging me, brutalizing me. That every time they walk by my office, they would pour their coffee on my floor next to my feet and i'll get on my knee... Read full Story
Chickzdigmeyup 2019-06-21 6,689 Teen (18+) Crossdresser Cumshot Latina Bareback Fetish Uniform Lingerie domination Sex Toys
100%
Sissy Slut and Stepdads part 2
My mother kicked Frankie out and swore that he was the last loser she would ever date. She believed that we were still having sex, and she was right. Pure raw animal lust drove us, and It was even better when we sneaked and got. That nervous adrenaline mixed with my passion and made me super horny a... Read full Story
Regina10 2021-02-15 3,856 Teen (18+) Crossdresser Big Tits Cumshot Masturbation Fetish Blowjob Big Cock Lingerie Guy Fucks Shemale Homemade Ass to Mouth
81%
A pervy uncle invited me to his house at 10 PM..!
It's been 8-10 years now, I had this amazing experience. I was standing at the bus stop in my area/street(my daily routine), one uncle was watching me but I ignored eye contact as I feel awkward the way he was looking at me because I act straight in public and I felt that he's seen my girly ... Read full Story
Cindy Sky 2021-07-20 6,897 Teen (18+) Small Tits Amateur Cumshot Outdoor Bareback Creampie Fetish Blowjob Asian Ladyboy Mature
66%
Samantha sissy TGTF
Theme and genre of the story: The genre is about gender bender, futanari, gay, physical transformations of the body, magic and biology, the kink in particular that must excite in the story is the perversion of the transformation of the body and mind through a magical element that manipulates biol... Read full Story
Samantha sissy world 2022-09-20 4,155 Teen (18+) Crossdresser Big Tits transformation transgender feminization pov sissification Cartoon magic Gender Bender
50%
Tante Rose m'a habillé comme une fille
J'étais à cet âge entre les chiffres célibataires et l'adolescence, assez vieux pour avoir remarqué le sexe opposé mais pas encore capable de comprendre quoi faire avec la raideur entre mes jambes. En tant que seule merde, ma curiosité pour le sexe opposé était aux mieux limités. C'était des vacance... Read full Story
Femboy 2021 2023-01-24 528 Stockings Teen (18+) Crossdresser Fetish Lingerie domination
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 2023-01-24 628 Stockings Teen (18+) Crossdresser Fetish Blowjob Big Cock Lingerie Shemale and Girl domination Guy Fucks Shemale Sex Toys cum in mouth
50%
HypnoSissy partie 4
FRINGALES Cum Cravings Dès que je suis rentré chez moi, je suis allé directement dans ma chambre pour voir ce qui se trouvait sur la nouvelle clé USB. Malheureusement, maman finissait juste de préparer le dîner, alors j'ai glissé la clé USB dans la poche de mon jean. Nous avons dîné, parlé de ... Read full Story
Femboy 2021 2023-01-26 764 Teen (18+) Crossdresser Fetish Blowjob Big Cock domination
100%
gang bang
Oramai ogni fine settimana ,significa gang bang. Ogni fine settimana è lo sballo più totale, il lasciarsi andare e prendere una quantità di cazzi incredibili . Sono entrata in questo circolo vizioso (meraviglioso) ,in cui sono una sissy oggetto ,un vero e proprio contenitore di sperma per gli uomini... Read full Story
LilyRosePinkSissy 2023-03-21 640 Teen (18+) gangbang Lingerie domination Ass to Mouth cum in mouth double anal
50%
Becoming a Chrissy - Chapter 2
I had always felt like I had a hot body for a girl. I was naturally blonde and smooth; I guess I had been blessed by my parents’ Scandinavian genetics. My pubes were always just a small fuzz—easy to shave and keep a clean bikini line. Same thing with my armpit hair. And my ass? Completely smooth and... Read full Story
mindlessrobot45 2024-05-13 137 Crossdresser gangbang Shemale and Girl cum in mouth shemale fucks female teen (18+)
80%
Brazilian Discovery Chapter 4
John, the husband of Susan (see Susan and John series) has travelled to Brazil for a one year training session. Mr Gupta has sent him as the pretty little Joan, in the hope he would lose any interest for Susan and leave him totally free to deal with his senior accountant! The corset maker had bee... Read full Story
shemale lover 2012-08-25 3,947 cum oral huge cock brazilian
100%
Brazilian Discovery Chapter 1
Joan arrives in Brazil The plot from Susan and John series : Mr Gupta, the wealthy businessman had built his empire from scrap, starting from a small greengrocer shop in B'ham. He had slowly bought similar shops throughout England, federating them in a company that was powerful enough to build it... Read full Story
shemale lover 2012-08-24 5,071 Cumshot fingering Sex Toys feminization
90%
Panty Town
Chapter One -- Jamie Jamie Sanders did not think he was a sissy. Growing up, he played with trucks and showed his innate male aggression though soldiers games with the other boys. He climbed trees and watched baseball with his Dad and brother. Unfortunately, by the time he was in eighth grad... Read full Story
shemale lover 2012-01-29 19,004 Big Tits sucking ass licking fucking
95%
Family Frolic
FRIDAY My sister and her husband wanted to take a few weeks off in the sun and asked me to look after their kids for a while. I'd move out of my tiny apartment and into their house for the duration. As I was still living off my severance and they had a nice spread with an indoor pool and a h... Read full Story
shemale lover 2012-01-14 30,462 strapon porn
100%
LE CONTRAT DE MARGOT
Madame Margot Elizabeth Stott était l'objet de mes désirs, des désirs très secrets ; désire que je n'aie jamais eu l'intention de la laisser - ou qui que ce soit d'autre - le découvrir. Mme Margot Elizabeth Stott avait, au moment où je l'ai connue pour la première fois, environ 45 ans, peut-être ... Read full Story
Femboy 2021 2023-02-16 911 Stockings Crossdresser Cumshot Fetish Lingerie domination Sex Toys cum in mouth
50%
LE CONTRAT DE MARGOT ⚧️ ⚧️
Madame Margot Elizabeth Stott était l'objet de mes désirs, des désirs très secrets ; désire que je n'aie jamais eu l'intention de la laisser - ou qui que ce soit d'autre - le découvrir. Mme Margot Elizabeth Stott avait, au moment où je l'ai connue pour la première fois, environ 45 ans, peut-être ... Read full Story
Femboy 2021 2023-03-25 680 Stockings Lingerie Sex Toys fellatio plug anal poule mouillé cage de chateté femme dominante Soumis
75%
Flowers in the Heart
Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... Read full Story
shemale lover 2012-11-11 10,187 anal tranny Cumshot oral
87%
Feminized By My Mother
Hello. My name is Dan. I'm doing okay, you? I see. Well if you are going to be listening to my thoughts please keep the volume down, I am trying to think. Some things are going on that have got me very mixed up and I have to concentrate. Like most overly complicated things in life, a woman is inv... Read full Story
shemale lover 2012-07-24 66,825 Fetish shemale oral feminization
100%
Daddys Little Slut
I have been living with my dad for the last year after my mum who is Indian, found out that I was doing lots of drugs, and that I was bi and also a cross dresser. We never talked about it as for me, the cross dressing was on and off and usually when i was high. When i turned 25, I tried meth, and fo... Read full Story
aishacox 2023-01-31 4,949 Crossdresser Cumshot Fetish Blowjob Latex
80%
Jacqui
John and his wife had gone to a party at the home of Barbara, one of their friends. Barbara was tall and statuesque. A very striking divorcee who gave every indication of being eager for sexual activity. John had met her before his marriage at a time when his finance was living in another city.... Read full Story
shemale lover 2011-11-05 6,804 Stockings asshole shemale
100%
Danielle Works a Saturday
It had been a few months since his wife left him. Well "ex-wife" as the divorce had been recently finalized. It was her choice; she walked out on *him*. She said she got tired of "Danielle", even though she was entirely responsible for Danielle's "birth" to begin with. ... Read full Story
shemale lover 2012-06-18 5,413 anal sex Creampie oral sex cum swallowing
65%
Marcia Goes Back to School
Marcia was painfully nervous. She hadn't been able to eat very much in days. The upside was she was even skinnier which would make Mistress and her husband very happy. She'd always been thin and on the diet Mistress Carol had her on she was already thinner than she dreamed possible. Her anxious stom... Read full Story
shemale lover 2012-12-19 10,314 Masturbation Blowjob blonde ass fucking big boobs
76%
Open Wide
"Turn your head slightly to the right," she told me. I turned and my face bumped up against her left breast. "Oops, don't you bite that now," she said. "I wouldn't do that," I replied. "You better not 'cause you'd make a hole and I'd fly backward ar... Read full Story
shemale lover 2012-09-01 10,104 Cumshot Blowjob Big Cock Uniform cum swallowing
100%
Flowers in the Heart Part 2
Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... Read full Story
shemale lover 2012-11-11 6,057 sucking oral sex facefucking
100%
Eve Quest Part 2
Chapter 6 I tossed and turned all night sleeping for short periods, but afraid I would oversleep or that the clock wouldn’t go off. About 4:30 I got up. I reasoned I’d need some extra time anyway so I got started. I sat on the toilet thinking about my douche. Somehow a douche seemed s... Read full Story
shemale lover 2012-04-21 4,012 bdsm domination transvestite
100%
Feminized by My Girlfriend Chapter 2
I followed Brook and Linda out of the spa onto the sidewalk and I looked around for the limo but it was no where to be found. As the girls started walking down the street and talking to each other, I asked where the limo was. Neither of them responded and just kept walking. I followed behind as clos... Read full Story
shemale lover 2012-07-14 13,422 Fetish oral Sex Toys feminization
71%
Headmistress' Favorite Sport Part 2
Over the next week the twins trained him further. He was taught how to apply make-up and how to behave in a properly feminine and submissive manner and they trained his movements to be properly feminine. So as not to wear the skin of his ass, the twins introduced a new punishment tool for these trai... Read full Story
shemale lover 2011-12-12 4,704 torture toys bondage and discipline heavy
100%
Story for adults Part 7
Life settled into a routine for Mistress Catherine and her sissy-slave. Alice would mince around in skyscraper heels wearing hotpants and doing her best to look like an oversexed pre-teen with huge tits. Mistress Catherine took her out once in a while, always making sure that these excursions were i... Read full Story
shemale lover 2011-12-21 3,134 bondage and discipline heavy feet reluctant
100%
Bitch Maker Part 3
"Alex bring me some juice." Sammie said, rolling over in bed and hugging her pillow. "Yes mistress!" I replied, with enthusiasm. I crawled out of bed and walked down the hall, on the way past Tim's room I looked in on him. He lay there silent, his cock trapped in it's new c... Read full Story
shemale lover 2011-09-23 3,807 anal sex licking facial domination
50%
I am Baaack! Part 1
PROLOGUE: Ross Thorn, aka Nick Mitchell, paced back and forth in his office high up in the Hancock Building. He glanced out the corner windows. North you could see out over Chicago's North Side to almost as far as Wilmette, and east out over the lake almost to Michigan. It was a perfect spring da... Read full Story
shemale lover 2011-12-15 5,131 crossdressing erotic encounters
75%
Bitch Maker Chapter 3
"Alex bring me some juice." Sammie said, rolling over in bed and hugging her pillow. "Yes mistress!" I replied, with enthusiasm. I crawled out of bed and walked down the hall, on the way past Tim's room I looked in on him. He lay there silent, his cock trapped in it's new c... Read full Story
shemale lover 2012-06-24 2,989 anal sex Cumshot jerking oral sex
80%
Becoming Alanna Part 2
Walking into room number one, she told me kindly to strip nude and climb into the chair. I did as I was told and hopped in to the chair. I fit my feet and legs into the stirrups and she spread them apart exposing my cock balls and asshole. She looked me up and down and smiled "not much work wit... Read full Story
shemale lover 2012-07-12 3,615 sucking Fetish Ladyboy rimjob
100%
My Fantasy Story
My first time, Sissy Cuckold for BBC After ten years of marriage, my wife and I wanted more. First we went to some strip clubs together. One night one of the girls my wife liked told us about a swingers club. So we gave it a try. Best decision we'd ever made. We went, at first just wallflowers, ... Read full Story
Mikky666 2020-10-09 9,425 blonde Big Cock Interracial Ass to Mouth
100%
First Cross-dressings Loosing Anal Virginity
It happened after a month of me blowing that guy twice...I mean I was so damn excited and was craving for his cock....I was blowing him every weekend in his car after the school...his cock was almost 7 inches and was so thick and that I like so so much the gagging he was giving everytime, that chock... Read full Story
Trapbomb1 2022-07-29 6,427 Teen (18+) Crossdresser Bareback Creampie Blowjob Big Cock virgin virginity sissy cum in mouth double anal sissy slut virgin ass
50%
MON NEVEU GOUJON ⚧️ ⚧️
"Daadddd, est-ce qu'on doit vraiment faire ça ?" ma fille pleurnichait. "Je suis aussi mécontent que toi, Tracy, mais je ne pouvais pas dire non. Tu es stagiaire dans leur magazine l'été prochain, tu te souviens ? Un bon tour en mérite un autre." Elle m'a juste fait la moue. Tracy est une étud... Read full Story
Femboy 2021 2023-04-16 917 Teen (18+) Blowjob Big Cock domination sissy sissification cum in mouth sexe anal féminisation Sissy
44%
Halloween Disguise
an original story by me. its not true more of a fantasy... this story starts october 14th. first of all i am a 23 year old boy, i just moved to a different state to go to college, i dont have many friends and have only been her a couple of months. today was like any other day, had to wake up e... Read full Story
shemale lover 2011-08-07 4,340 first time shemales gay male
57%
Transsexual Actresses Part 1
The adult entertainment market includes thousands of videos and DVD's featuring transsexual actresses. Some of the more popular of these celebrities have their own web pages. Brief profiles of some of these actresses, including a list of their films, appears after the initial list. Adriana Ventur... Read full Story
shemale lover 2011-09-08 8,947 shemale transsexual porn star
76%
Nylon teasers
They came into the video store where I worked as a clerk. Almost every day. Teasers. Both of them. What made it both great and terrible for me was that it fed my deepest fetish -- stockings -- as it denied me any fulfillment other than frequent and frantic "self-gratification."... Read full Story
shemale lover 2012-01-30 9,659 Stockings Big Tits fucking foot fetish
71%
Cross romance
I wake up in the middle of the night. I have psyched myself into such a state that I just can't go back to sleep. Thinking back over the years, everything started with a size 32A bra. It happened on one morning when I just turned 13. In my locked bedroom, I clipped on a flimsy unpadded white cott... Read full Story
shemale lover 2012-02-04 6,552 Fetish crossdressing romance
77%
SE LA CHUPE A UN AMIGO
Me hago llamar jesisca, vivo en Colombia y soy travestí de closet. Todo comenzó un viernes por la noche, yo salí de estudiar y luego fui a la casa de mi madre. yo de pequeño siempre me puse la ropa de mi medre, primas y amigas, pues no tengo hermanas, incluso he llegado a robar ropa interior esc... Read full Story
jessicanal 2017-03-15 3,874 Teen (18+) Amateur cd sissy travesti
50%
I and the old man's story 后面中文
I am from Chongqing, a boy who loves his father. When I was young, my neighbor aunt always said I looked like my sister, like a beautiful girl. At that time, my family was relatively poor. My Sister, my parents, and my family of four lived in public rental housing of less than 30 square meters. Star... Read full Story
Oldslut Sissy 2024-04-15 6,999 Crossdresser Amateur Masturbation Asian Ladyboy Guy Fucks Shemale Mature small cock Homemade sissy chinese teen (18+)
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 4,894 Crossdresser Amateur Blowjob Homemade
88%
A hole new world unfolding before my eyes.
When i was still a little boy, i was always surrounded by women, i was raised mostly by them, so i always was in touch with that feminine side of mine. In addition my sexual desires and cravings developed actually kinda fast. I remember loving the feeling of watching my mom's wardrobe specially her ... Read full Story
stranger696 2020-11-06 4,050 Crossdresser solo Cumshot Fetish Ladyboy Lingerie Frist time Closeted
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 5,478 Teen (18+) Crossdresser Amateur Bareback shemale Guy Fucks Shemale sissy forced young faggot Trinity uncle Richie Budd
80%
Манифест сисси-девочки.
Я ощущаю себя девочкой, и это делает меня счастливой . Я чувствую как феминизирюсь, я чувствую как становлюсь все более красивой! Мне нравятся мои ощущения, когда я стараюсь быть девочкой послушной и милой. Мне нравится не иметь собственного мнения, быть безвольной и абсолютно пассивной. Я в мы... Read full Story
ALLA_off 2022-02-14 1,869 Teen (18+) solo sissy slut
66%
Я сисси-девочка.
Глазки, губки, ноготочки, туфли, юбочка,чулочки... Грациозно и покорно я стою перед тобой. С позволения Хозяйки, молчаливо и покорно Открываю нежный ротик, чтоб порадывать её. По приказу встану раком, широко раздвинув ноги, Подогну чуть-чуть коленки, чтоб открыть своё нутро. Я теку и наслаждаю... Read full Story
ALLA_off 2022-02-14 956 Teen (18+) solo sissy russian
100%
Sweet Stephen Wears A Slip.
Stephen is a 'petite' boy, just a little smaller than his Aunt Melanie. Petite figures ran in the family in both the females and males. Stephen cut quite the girlish figure in his Aunt Melanie's pastel-pink full slip. 'Oh, my, don't you look just so simply darling, pretty missy!" Melanie cooed, ad... Read full Story
ALEXEAMES 2024-01-14 4,472 Stockings Crossdresser Amateur blonde Lingerie Shemale and Girl small cock sissy femboy teen (18+)
100%
Bobbie the Ballerina Boy!
Bobbie Lynn looked absolutely adorable in the pink ballet-leotard, shiny white tights, and teensy pink dance slippers his mommy had just bought him as an early surprise for his birthday. Fastening the fluffy, frilly pink tutu around his waist, she cooed smilingly, "Looks yummy like cotton-candy, doe... Read full Story
ALEXEAMES 2024-01-14 4,083 Stockings Crossdresser Amateur Lingerie pantyhose small cock Homemade sissy femboy teen (18+)
100%
Andy In Pantyhose
He had the house to himself for a few hours. Andy slid his older sister Kelly's taupe nylon pantyhose slowly up his nice, smooth legs, wriggled them up around his narrow boyish waist the band snapping in place. His penis was so stiff against the wispy fabric! He sighed happily. Sitting down on ... Read full Story
ALEXEAMES 2024-01-18 4,544 Stockings Crossdresser solo Amateur Masturbation Fetish Lingerie pantyhose Homemade sissy femboy teen (18+)
100%
Dress-Up-Girly Time!
"Let's go, 'Little-Missy,' it's our 'dress-up-girly time.'" Sandy knew better than to argue. Besides he really didn't mind being dressed up as a girl. It was kind of weird at first, when he first started playing 'dress-up-girly time.' His mom had brought home several boxes of clothes that no lo... Read full Story
ALEXEAMES 2024-01-27 4,611 Crossdresser Amateur Lingerie small cock Homemade sissy femboy teen (18+)