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  1. Are you willing to try this? by Wolf Keeper

    3 weeks ago

    You and your wife have always been adventurous, and willing to have fun together in and out of the bedroom. While you're not exactly the peak of masculinity, you're not complete enfeminate. You won't get called buff, but you won't get mistaken for a women when dressed as a guy. You've always been willing to accept the kinks your wife introduces, as they've always led to fun for both of you. Are you going to make decisions that will push you quickly through the changes, or will you need a longer time to accept the changes that your wife is introducing. This story will involve minor and , and will involve the main character taking on the role of a sissy. Either in all or some situations depending on the choices you make. For now I'll be keeping this as a private story, but may allow others to submit chapters in the future. I'll try and make sure updates are semi regular, but as this will be done in my free time they will probably be every few months.

    1,369 Likes
    398,801 Views
    59 Chapters Deep
    English
    Transsexual
    1st Person, Both
  2. Creation of a sissy by CyntheDim

    1 month ago

    Hey there I'm Cyn and I'm a bit dim this is my first story so please feel free to post criticism or praise and I'll be sure to read it all! So far it is only one path and its M/M! Holy hell 2,000 plus people viewed, 20 likes, and not to mention all the favorites and book marks. You people must really like my story ;) I hope y'all enjoy as i take it further and further for y'all! I am so sorry for being gone so long my lovely readers! Im back and im gonna try to be more consistent with the story until it reaches a good end cause UGH i hate a good story that just stops! <3 ;)

    180 Likes
    22,903 Views
    25 Chapters Deep
    English
    Transsexual
    3rd Person, Both
  3. Master's Story by Krevmh

    1 month ago

    Jack is a billionaire failson whose life is steadily being wasted with parties and use until his family trust sends him to an unconventional rehab in the middle of nowhere. One where all the staff have a very similar 'secret' they're keeping, and all of whom have the same idea of what to do to cure him.

    6 Likes
    2,320 Views
    2 Chapters Deep
    English
    Transsexual
    3rd Person, Male
  4. A Sissy in the 22nd Century by JerkGently

    3 months ago

    In the year 2192, automation and AI have removed humanity's need to work, they instead seek only to fulfill their baser desires. Raising a family is no longer deemed important or fashionable, so instead most children are raised in large group 'Homes'. Their entire lives and even bodies are governed by algorithms and hormonal engineering. When they come of age, they are sorted into roles within society which 'fulfill their heart's deepest desires' and, coincidentally, allow the older generations and richer citizens to explore their own perversions further and further. Jesse is one of these young people, purposefully grown effeminate and submissive over years of subtle manipulation. Now he has graduated into a prestigious school specifically for the training of 'Sissy Slutwives'. An entire lifetime of loyal service awaits...

    6,172 Likes
    1,505,944 Views
    171 Chapters Deep
    English
    Transsexual
    3rd Person, Both
    Blowjob, Sissy, Inexperienced, Shy, Nervous, Gay, Bisexual, AI, Self doubting, Cute, Human Pet, Twins, Leash, ENM, Short Skirt, Public, Old, Domination, Paralysed, Ejaculation, Electro-shock, Shock collar, Anal, Deepthroat, Gagging, Poem, Poetry, Femdom, Dominatrix, Headmistress, Perfection, Spanking, Punished, Punishment, Tied up, Ruler, Desks, Teacher, Students, Bath, Shared, Bathroom, mindcontrol, Train, Gloryhole, Public use, Cumdump, School, Rules, Embarrassed, Voyeur, Caught, Submissive, Futanari, Schoolgirl, Hermaphrodite, Schoolboy, Butt plug, Buttplug, Chained, Rectum, Masturbation, Porn, Bukkake, Street, Ignored, Used, Biting, Feminisation, Future, boyslut, girlslut, BJ, Casual, Impregnation, Virgin, Virginity, Male, Premature, Spitroast, DP, Strap on, Femboy, mindbreak, mindbroken, Rich, Couple, Cousins, Servants, Pool, Swimming, Swimsuit, Groped, Mind-control, Mind Control, Hypnotised, Boarding house, Home, Institution, Hormones, Hormone Treatments, Feminization, Prostitution, Photographs, Prostitutes, Electric shocks, Cunnilingus, Oral, Pussy, Licking, Intimidating, Intimidation, Father, Son, Mindwipe, Bought, Sold, Mindwiped, Amnesia, Farm, Breeding, Gangbang, Orgy, Breastmilk, Breastfeeding, Clothed girl, Naked boy, Panties, Crossdressing, Crossdresser, Friends, Best Friends, Comfortable, Shared room, Slutwife, Etiquette, Lessons, Lesson, Rimjob, Under skirt, Team, Group, Cooperation, Thanks, Pregnant, Free use, Freeuse, Breeding Slut, Slut, Naked, Teen, Peeing, Friendly, Unisex, Cum covered, Cum, Stained, Stripping, Stripped, ENF, Collared, Collar, Uniform, Transexual, Scifi, Dystopia, Gender fluid, Gender bender, Dominant, Schoolgirls, Programmed, Algorithm, Fucktoy, Breeder, Breeding Sow, School uniform, Exhibitionism, Confident, Whores, Tomboy, Gothic, Heels, Stiletto, Toys
  5. Your femboy roommate by paulox5x

    4 months ago

    These are images I generated of a semi-realistic femboy character. I call him Alex. You and other authors can use all images posted here for other chyoa.com stories. I initially just wanted to share the images but the chyoa guidelines expect you to write at least one chapter. So I wrote a short introduction of a scenario that I had in my mind when I generated these images. I hope you like it! I will try to add at least one new chapter and image every day. If you want to download the full set of this character's images (148) and use them for any of your own projects, you can find them on my patreon: patreon.com/Paulox5x Thank you!

    91 Likes
    16,614 Views
    7 Chapters Deep
    English
    Transsexual
    1st Person, Male
  6. Blaire White - The Queen with a Peen (Public) by DamianFreeUseLover669

    7 months ago

    In this story, conservative shemale Blaire White is yours to have your way with!

    17 Likes
    18,668 Views
    2 Chapters Deep
    English
    Transsexual
    3rd Person, Female
    Freeuse, free use, porn, trans, trans woman, shemale, Blaire White, fan fiction, small dick, bimbo, Hollywood, social media, Instagram, slut, whore, sex, cum, semen, ass, tits, gifs, BBC, pornstar, kinky, fetish, daddy, orgy, famous, celeb, celebrity, sex tape, nipples, anal, anal sex, cowgirl, femsub, domination, submission, actor, actress, mansion, ignore, bored, car sex, femboy, naive, wealthy, rich, bubble butt, big tits, big dick, humiliation, creampie, horny, maledom, patriarchy, blowjob, alternate universe, male superiority, big butt, twerk, twerking, big ass, deep throat, pussy, aliens, alien abduction, mind control, cum dump, cum dumpster, pregnancy, doggystyle, female inferiority, submissive, 69, obedience, master, dominatrix, tomboy, polygamy, polyamory, monogamy, bisexual, bikini, beach, gay, straight, celebrity sex tape, Facebook, YouTube, TikTok, 18, casual sex, public sex, public use, rough sex, open marriage, huge tits, cocksleeve, asian, casting couch, birthday, conservative, cumshot, dirty talk, alternate history, sexy, slutty, always horny, cheating, ignore sex, stripper, escort, hooker, ddlg, blue balls, ladyboy, harem, double penetration, triple penetration, breeding, bred, ebony, bondage, furry, porn with plot, porn without plot, twitter, doctor, nurse, hardcore sex, true love, housewife, nympho, nymphomaniac, breeder, body modification, office slut, casual nudity, stepmom, stepson, secretary, dumb blonde, bimbofication, sissy, dog collar, degeneracy, alpha wolf, snapchat, OnlyFans, stupid bitch, leashed, passed around, thot, cheerleader, cock worship, college, schoolgirl, gloryhole, supermodel, BWC, job interview, sexwork, sex worker
  7. Submitting with Step-sister by JerkGently

    1 year ago

    Jo and Jenny are two 18 year old step-siblings on the cusp of adulthood, raised in an uncaring household of luxury and expectation. Determined to flee this gilded prison, they formulate a plan to escape, aided by an unsavoury ‘acquaintance’ of Jenny, known only as Skeg. Seen through the eyes of Jo, a shy, polite young man with a possibly unhealthy devotion to his step-sister, you will be swept along as he is to play the part of her ‘twin’. Learning to dress, live and satisfy all manner of wanton lusts as a member of the opposite gender. For the boundaries of Jenny’s ‘deal’ with Skeg seem ever changing, and her own eagerness to explore this grimy new world of slums, sex and submission; unquenchable. Will poor Jo be able to keep up with her insatiable vision for their new life? Will he be able to retain some sense of self and innocence amongst all this debauchery? Read on for a tale of taboo lusts, bisexual prostitution and finding one’s true place in the world.

    1,455 Likes
    241,399 Views
    79 Chapters Deep
    English
    Transsexual
    2nd Person, Male
  8. My life by Monalott

    1 year ago

    Note - This story is told from a submissive sissy/femboy/tranny perspective and I try to write it so you, the reader, are the protagonist. So if you are more into being a top or domineering character, this probably won't be for you. Note - As always the way I write is rather erratic and I'll often return to and amend already published chapters to fit in with the direction a story arc has taken, so apologies for that. Note - please feel free to comment and message about anything. Prologue - Born to a pair of addicts I was a veritable crack baby addicted to the substances my parents abused. My early childhood was dire and dismal being 'brought up' in a home of neglectful and abusive parents. After my mum dies and my dad is turned into a vegetable from overdosing, I am taken in by my one time babysitter and adopted by her parents. She becomes my BFF and role model, grooming me to become her sister. Since my eleventh birthday she has secretly been feeding me a regiment of puberty blockers and female hormone therapy medication to ensure my transition but not make my development so obvious that it contributed to the bullying I already faced on a daily basis at school. For seven years I have publicly identified as a boy, with the last two years having to use restrictive undergarments and a permant exclusion from P.E lessons to hide the feminine characteristics that I am developing due to a rare genetic disorder that was caused by developing in my addled mothers womb and would be far more prominent if I was taking the meds that they've been feeding me, or so they tell me. Unbeknownst to me my emotional struggles stem from the fact that I am now more physically a girl who is masquerading as a boy and a boy still trying to deny he's mentally and emotionally a girl, but that's all about to come to a head.

    34 Likes
    14,959 Views
    7 Chapters Deep
    English
    Transsexual
    1st Person, Both