Sort by
Relevancy

Free Stories

100%
A week in Germany
It's been about a week since I came to Germany from the UK. It's my first time in Germany, so everything is unfamiliar and not easy. It's especially difficult because I don't speak German at all. I will try to learn German little by little. I decided to live in Mannheim first, and I plan... Read full Story
cdmisato 2024-10-22 1,173 Crossdresser Amateur Asian sissy
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 4,401 Crossdresser Cumshot Latina Creampie Shemale Fucks Guy Blowjob Interracial cd Homemade sissy cum in mouth cum swallow amatuer cd
75%
Sissy and Horses
The scariest and best day in my sissy life, was when I was put in a box, tied up, an anal plug in my mouth and a huge bbc dildo in my ass. I was put in the box by my BBC master, who promised me a day of surprises.... I stayed in the box for some hours, my ass hurts of the giant bbc dildo, my mouth ... Read full Story
brunasissyslavedolrj 2024-09-06 2,679 anal Crossdresser Amateur Cumshot Latina Fetish Ladyboy gangbang domination Interracial femboy Ass to Mouth double anal
42%
Black Man Becomes A Sissy Maid
My name is Anderson James Crawford. I'm a big and tall young Black man living in the City of Ottawa, Province of Ontario. I presently attend Carleton University, where I'm studying Criminal Law. I originally hail from the City of Atlanta, Georgia. Yeah, there are African-Americans living in the Conf... Read full Story
shemale lover 2012-07-01 4,298 Cumshot oral Sex Toys crossdressing
88%
Ivana Pushing Sissy's Limits
"You look ravishing," my wife Ivana said as I stood before her in a short red velvet dress with white tights and black Blahnik mary janes heels. She walked over to put a hair band in my long black hair. It was down to my shoulders now, flat-ironed straight. We stood together in front of... Read full Story
shemale lover 2013-03-19 6,940 Crossdresser Cumshot sucking Creampie ass fucking
93%
Sissy Experience - Episode 1: The Beginning
Hello All, Hope you’re all doing well!! This story narrates the beginning of my crossdressing and sissy adventures. Before I begin I’ll tell you somethings about my family. We are a family of four consisting of me, mom, dad and an elder sister. I am currently 20 years old and in college. My da... Read full Story
brownsissyboi 2020-05-15 8,412 Teen (18+) Crossdresser solo Amateur Cumshot Masturbation Fetish Asian Lingerie Homemade
71%
My Asian fetish
I have a ongoing fetish and desire to dominate and have as my wife a petite asian sub t girl. I meet her online and fly her here and in the car she reaches over and pulls out my stiff cock. She coooes as she strokes my shaft and tells me how it is just the right size and thickness. She sucks me slow... Read full Story
shemale lover 2012-08-25 4,014 anal sex Cumshot Fetish Asian oral sex
96%
Fucking A Cute Asian CD
I've always wanted to fuck a cute young tranny. I love their femininity - those gorgeous gurl bodies and the way they are into the lifestyle. Such a turn-on. I pulled my cock out of my boy Kevin the other night and the two of us collapsed in a heap, satisfied with what we'd just done. As we lay in... Read full Story
shemale lover 2014-01-29 9,321 Cumshot suck Asian jerking oral fingering
100%
My Asian Boy dresses for me
I asked my 18 year old Asian Boy James if he would consider dressing up for me? He seemed reluctant at first but the next day he told me he would only wear a little makeup and panties , that was good enough for me cause within 20 minutes I had him bent over and I was licking his tight hole getting i... Read full Story
shemale lover 2012-07-13 2,909 anal Cumshot Fetish oral crossdressing
68%
Daddy looking for his sissy sub
You come over. Your cock is in a cage from last time. I go exercise so you can shower and dress up. You make sure your ass is clean. You put on lingerie, miniskirt, stockings, sexy top. Makeup. Wig. You now look like the woman you always wanted to be. You get ready for dinner and cook for ... Read full Story
funexpat36 2017-01-02 6,515 cumming kiss cd sissy daddy
100%
Sissy Beginnings Full
Part 1 Jasmine was ruined. As she lay on the bed, the salty bitter semen tainted her taste buds, her cheeks resisting movement due to the dried loads smeared over her face, and her tight hole was flinching after the excessive period of hightened activity. The shame washed over her as she rea... Read full Story
My6889 2022-04-04 3,294 cum sissy group
50%
LE PROGRAMME D'ÉCHANGE SISSY ⚧️ ⚧️
Kristy a travaillé pour Le Matriarcat. Cela semblait plus officiel que ça ne l'était vraiment. Comme si c'était un "Nouvel Ordre Mondial". C'était en fait un club dirigé par des femmes spécialisées dans certains services que les hommes paient grassement. Cela pourrait être appelé prostitution selon ... Read full Story
Femboy 2021 2023-03-25 1,478 Teen (18+) Cumshot Big Cock gangbang Interracial Sex Toys gloryhole cum in mouth femination forcé poule mouillé Maitress bdsm poule mouillé
100%
The Making of A Sissy Part 3
Before the audience at Aunt Jane’s house, Bella cowered before the man, who gently put his hand behind her head and pressed against her soft hair as he coaxed the sweet pale complexion of her pretty face and pink lips toward his stiff and excited member. The man so wanted to slap Bella’s... Read full Story
shemale lover 2012-05-16 4,697 anal Cumshot Fetish domination sissy
90%
A Sissy (S)exercise Fantasy
I stopped going to the gym about six months ago, when money got tight and I had to find ways to reduce my expenses. I usually don't get to the gym much in the spring or summer months anyway, so it was an easy expense to cut. I hate going into the office all sweaty, so I avoid working out in the morn... Read full Story
shemale lover 2012-06-14 9,652 Cumshot Fetish domination oral sex sissy
75%
From manager to sub sissy
Cindy was a co-worker; well actually I was Her manager. Even though I was Her manger, W/we were very close friends. As a matter of fact I still consider Her my best friend. Everyone in the office was sure that we were having an affair, but we were just friends. I must admit that I would have loved t... Read full Story
shemale lover 2012-09-12 10,439 Cumshot Fetish bdsm sissy
93%
Proud To Be A Sissy Chapter 7
"You're being really dirty little sissy slut today," daddy chuckled and asked, "What's gotten into you?" "Making up for the last few days I guess," I giggled hugging him tightly, "and I missed you too." "I missed my little sissy too." He repl... Read full Story
shemale lover 2012-12-24 8,020 Crossdresser Cumshot Blowjob Big Cock ass fucking
50%
ÊTRE UNE SISSY POUR VIV ⚧️ ⚧️
"Même moi, j'ai dû gronder ma fille pour avoir consulté un site de sexe sur Internet hier. Dommage, ça avait l'air plutôt intéressant. Mais même si elle a presque vingt ans, je ne pourrais vraiment pas lui dire maintenant, si." « Oh, qu'y avait-il de si intéressant là-dedans ? J'ai demandé. Vi... Read full Story
Femboy 2021 2023-03-24 1,156 Stockings Cumshot Lingerie Shemale and Girl feminisation cum in mouth soumission poule mouillée et fille
66%
The Making of A Sissy Part 2
As Bella blossomed physically, Jane ensured the girls took control of her; she was made to know her place amongst females and was still subjected to their choosing her outfits. Bella was habitually made to pose before a full length mirror as Jane and the girls scrutinised her feminine shape; the gir... Read full Story
shemale lover 2012-05-16 4,502 Cumshot Fetish spanking sissy
85%
The Making of A Sissy Part 4
After an exhausting evening Bella was made to wait at the door and humbly kiss the guests as they left; some of the males groping her pretty arse as they departed. She was glad of the alcohol she had been treated to as this masked from her the ugliness of some of the brutes she had been forced to en... Read full Story
shemale lover 2012-05-24 3,831 Group Sex Cumshot Masturbation little cock sissy
100%
The Slave and the Sissy Part 6
After watching the African depart with his new sissy, Ella turned to Slave. “On the subject of Africans, you have an appointment to honour with Mistress Ayesha the day after tomorrow; make the most of your sissy tonight, I shall cage your manhood again in the morning in preparation for your... Read full Story
shemale lover 2012-08-15 3,126 Cumshot orgasm little cock
100%
Proud To Be A Sissy Chapter 4
As usual, Mr. Clark was sitting in his recliner when I went into his house. "Good morning daddy," I beamed kneeling before him. "Morning," he grumbled but smiled and said, "more like afternoon." But you do look sweet." "Thank you daddy," I rep... Read full Story
shemale lover 2012-12-24 8,408 Cumshot sucking Big Cock gangbang bukkake
100%
Proud To Be A Sissy Chapter 5
I awoke in almost total darkness, only a soft glow came into the hall from the kitchen. At first wondering where I was, my bed at home wasn't as soft as where someone, probably my new daddy had carried me after falling asleep on the floor. I shivered in delight remembering how my daddy had shared me... Read full Story
shemale lover 2012-12-24 6,486 Cumshot sucking Lingerie ass fucking cd
100%
Sissy Crissi Chapter 1
Chapter 1 -- One Dreamy Night Like most Friday nights, my roommate Erika would be gone tonight. She and her new boyfriend, Leroy, were taking off for a private weekend. Erika and I had met about two years prior, when we were introduced by a mutual friend. Being fresh off a divorce, I was in need ... Read full Story
shemale lover 2013-01-30 8,212 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
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 34,642 Teen (18+) Crossdresser Cumshot Masturbation Bareback Shemale Fucks Guy Fetish Blowjob Big Cock Ladyboy Lingerie domination Homemade Compilation cum in mouth shemale + shemale
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 10,466 Crossdresser Amateur Group Sex Cumshot Bareback Creampie Blowjob gangbang Lingerie Homemade sissy cum in mouth double anal
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 2023-02-16 982 Stockings Crossdresser Cumshot Fetish Lingerie domination Sex Toys
100%
Diary of a Sissy
Dear Diary, This time I fucked it up for good... I am completely lost in the viscous cycle of sissy hypnosis. My beta girl nature was starving to be controlled by superior men. The desire to be owned was so intense that made me do something I have never done before in my whole life.. this time I ... Read full Story
KittyHot 2023-12-21 8,128 Amateur Cumshot Fetish domination climax sissy chastity cage sissification master daddy teen (18+) mental domination
62%
A Sissy's Reward
Every time he does this to me he drives me crazy, keeps me addicted to his hand. I feel my sissy-like penis strain to escape from between my legs. I'm very small, only about 3" when hard. I keep it tucked for him, hold it tight between my legs at all times...except for when he does what he's ab... Read full Story
shemale lover 2012-06-19 5,698 Cumshot oral sex sissy
90%
Professor to Sissy Slut
I had just turned thirty-four and I was miserable. My wife of twelve years had left me for another man and was living with him. We were not yet in the process of filing for divorce and I was hoping she would have a change of heart. I was still in love with her but I understood why she had left. We h... Read full Story
shemale lover 2012-09-04 5,162 Stockings Cumshot Blowjob fingering ass licking
92%
Del's 1st sissy
Sometimes an occasion just pops right up for me to satisfy my sissy side. My wife had decided to take the kids on a mini weekend vaca up the coast. I had a lot of daytime work to do, but I remembered her friends Del and Ceci were around. Del is so horny all of the time, he's a bit of a perv, but I f... Read full Story
smtmsbrianne 2020-09-01 5,672 Crossdresser Cumshot Blowjob Ass to Mouth cum in mouth
50%
Comment sissy apprend à aimer le goût du sperme
La plupart des poules mouillées veulent entretenir une bite et apprendre à la prendre dans leur précieuse petite chatte de poule mouillée. Ils ont aussi besoin de goûter, voire de manger, le sperme. Bien sûr, comme toute autre chose dans la vie, cela nécessite une formation. Manger du sperme conc... Read full Story
Femboy 2021 2023-01-12 931 Crossdresser Amateur Cumshot Creampie Fetish Blowjob Big Cock cum in mouth
100%
Dating my Sissy-sister (English)
You are wearing women's stockings and a thigh-high transparent top, the thin shoulder straps of which leave your arms and shoulders elegantly exposed! You're the real lil bunny to me in that girl outfit of yours... How about, should I teach the little one about the naughty girl? You're giggling a... Read full Story
LulaSissy 2024-09-24 3,031 anal Stockings Crossdresser Cumshot Bareback Fetish Big Cock Ladyboy Lingerie femboy shemale fucks shemale cum in mouth shemale fucks female fucking sissy
100%
My wife doesn't believe I'm a sissy maid
It was our normal evening routing. My wife had gone to bed to watch some of her TV programs and I was left downstairs to watch my TV programs. As usual, I was soon logged onto FetLife, chatting with my sissy sisters and a few select men. I am a closeted crossdress, well a closeted sissy crossdres... Read full Story
DeniceD1975 2024-10-23 1,429 Stockings Crossdresser Cumshot Blowjob Uniform Lingerie sissy cum in mouth
72%
Black Man's White Sissy
I started jerking off to ejaculation when I was around 18. Once I started doing it, it was all I thought about, 27/7 it seemed like. I collected fuck mags and porno tapes wherever I could find them, to use as visual aids. Just looking at those sexy nude women being loved up by their hot men made my ... Read full Story
shemale lover 2012-07-03 9,773 Cumshot oral sex sissy
0%
A Working Sissy Girl
I look up at my boots. Cute! Received delivery just day before yesterday, my boy friend hasn't even seen them yet. He'll like them, know he will. 3" spike heel ankle boots, very shiny patent leather, I look up at the one on my right foot. I run my hand down the thigh-high lace top seamed nylon ... Read full Story
shemale lover 2012-07-29 4,048 Cumshot oral sex sissy
60%
A Sissy Boy is Made
By any measuring stick Greg Martin was a wimp, and a very submissive wimp at that. His wife of 14 years, Jaclyn, had discovered this even before the two of them were married. Actually, Jaclyn wouldn't have taken a second look at Greg, as most women didn't, had it not been for his submissive nature. ... Read full Story
shemale lover 2012-06-15 8,729 Cumshot oral sex sissy