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Transsexual — The third gender

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  1. Submitting with Step-sister by JerkGently

    4 days 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.

    1,413 Likes
    199,709 Views
    79 Chapters Deep
    English
    Transsexual
    2nd Person, Male
  2. Befriending my girlfriend's Ex by Jaylyn28

    1 month ago

    This is a story of how in order to stay with the best and only girlfriend, certain boundaries are broken and new horizons explored.

    960 Likes
    217,660 Views
    51 Chapters Deep
    English
    Transsexual
    1st Person, Male
  3. Die Mädchenschule für Jungen by Redboom

    2 months ago

    Leon lernt seine leibliche Mutter nach 18 Jahren kennen. Doch diese hat kein Interesse an einem Sohn, sondern möchte ihn lieber zu einer hübschen Tochter umerziehen. Zum Glück leitet ihre Freundin dafür genau die richtige Schule.

    461 Likes
    256,855 Views
    63 Chapters Deep
    German
    Transsexual
    3rd Person, Male
  4. Runt of the Litter by grimbous

    2 months ago

    You're family has a few BIG secrets. A Futa-SPH- Story.

    45,045 Likes
    16,584,482 Views
    135 Chapters Deep
    English
    Transsexual
    2nd Person, Male
    Futa, Futanari, Cuckold, SPH, Futa on Female, Aunt, Niece, Sister, Brother, Bath, Dog Girl, Mutual Masturbation, Sisters, Body Modification, Transformation, Femboy, Androgynous, Penis Enlargement, Cock Growth, Male on Futa, Shibari, Bondage, BDSM, Lore, Impregnation, Bound, Humiliation, ENM, Gay, Threesome, Nephew, Masturbation Race, Cross Dressing, Lesbian Love, Milf, Yoga, Dick Growth, She cums so much that the condom breaks., The condom holds on..... barely, Love, Romance, Futa on Male, Anal, ENF, Embarrassed, Bullying, Rough Sex, Submission, Fisting, Feminization, Master, Dominance, Flogging, Drama, Gifs, Doggystyle, Mom, Size Queen, Futa on Futa, Blowjob, Massive Cock, Hyper, Frotting, Futa on Femboy, First Huge Cock, Hardcore, Oral, 69, Fight, Daughter, Father, DDlg, Bukkake, Captured, Kidnapped, Public Sex, Anal Fingering, Taboo, Fear, Mutant, Watched, Foot Fetish, Circle Jerk, Boy Pussy, Male Impregnation, Exhibitionism, Audience, CFNM, Cross Dresser, Body Writing, Ass Eating, Spanking, Caged, Handjob, Gentle Femdom, Gentle Humiliation, Bathed, Creampie, Copulation, Knocked up, Group Masturbation, Futanaril, Silly, Humor, Stupid, Cousin, Sissy, Breakup Sex, Cucked, Bull, Big Cock, Loud Sex, End, Fivesome, Captive, Tickling, Trans, Fingering, Sissification, Slut, Ass to Mouth, Huge Cock, Analingus, DP, Slut Awakening, Spit Roast, Petplay, Pet Play, Kitty Play, Footjob, Cock Comparison, Daddy Issues, Mother, Son, Masturbation, Pregnant, Foursome, Submissive Male, Boypussy, Teasing, Sci Fi, Muscled Woman, Trap, Emotional, D/s, Trample, Trampling, Multiple Orgasms, Gangbang, Trickery, Switched, Blindfold, DubCon, Insane, Orgy, Dream, Daddy, Father's Day, Boy Breeding, New Year's Eve, Massage, Sensual, CBT, Femdom, Unprotected Sex, Quickie, Twins, Male Fisting, Bottom, Cum Swallowing, Gender Swap, Bussy, Fingered, Dub Con, Horror, Knife, Stripped, Futa Reveal, Broken Mind, Dominant Futa, Vibrator, Cuck, Christmas, Christmas Carol, Dirty Talk, Aftercare, Feel Good, Voyeur, Crossdressing, Subspace, Stretched Pussy, Cousins, Playful, Strip, Double Blowjob, Countdown, Facial, SciFi, Gentle Teasing, Dark, Mean, Collar, Tricked, Lesbian Orgy, All Women Orgy, Gender Fluid Woman, Roleplay, Time Stop, Watch, Melodrama, Submissive Sister, Domination, Human Doll, Sleep Sex, Peeping, Fondling, Orgasm Denial, Big Dick, Break Up Sex, Intense Orgasm, Toy, Cunnilingus, Age Play, Deep Throat, Cum Control, Powerbottom, Ruined Orgasm, Yandere, Anal Orgasm, Medical, Cock Hero, Women's Orgy, Cuckquean, Butt Plug, Nipple Clamps, Degrading Talk, Nurse, Refractory Period, Second Time, Cuckqueen, Streaking, Deepthroat, Blindfolded, Gagged, Submissive Boy, Dildo, Anilingus, Small Penis, Kitten Play, Make Out, Panties, Virginity, Anal Virginity
  5. 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...

    5,640 Likes
    1,348,601 Views
    163 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, 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
  6. Are you willing to try this? by Wolf Keeper

    4 months 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.

    1,005 Likes
    253,317 Views
    53 Chapters Deep
    English
    Transsexual
    1st Person, Male