Showing results for prison

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  1. The Trade-Off

    The Trade-Off by Mr Nice Guy

    11 months ago

    Tim was lonely. Tim was . Tim made a decision that might lead him down some unexpected paths. Will he live a life of regret? Or will he get everything he ever wanted? Sometimes you have to give a little to get a little.

    8,905 Likes
    1,302,752 Views
    171 Chapters Deep
    English
    Transsexual
    3rd Person, Male
    Dude looks like a lady, Polygamy, sex, finally, Spicy, harem, greedy, penis in panties, reward, breast enlargement, tits, jugs, gazongas, honkers, hooters, boobs, boobies, be, boots, sexy boots, kinky boots, femme, gender bender, Jail, prison, persuasion, Oral fixation, lollipop, hot For teacher, teacher, affair, Threesome, masturbation, police, public indecency, public, blowjob, control, power, mind control, authority, trait swapping, magic, Rescue mission, underboob, sexy pink dress, coles notes, Spin the bottle, sister, Milf, cougar, hair, professor, Tight jeans, Motherson, taboo, no-no, justification, love, romance, reality, marriage, footjob, foot job, footsie, foot fetish, Feminization, flirt, showoff, 34dd, Supernatural, maid, french maid, crossplay, clothes, clothes make the man, kissing, cuckhold, grinding, coworker, willpower, mommy issues, daddy issues, immortals, luck, justice, crossdressing, crossdress, crossdressed, tg, genderbender, sexy, attractive, swapping, cuck, cd, transformation, mother son, wifes clothes, submissive, sub, dom, cognitive dissonance, Messy, under the table, blowie, finished, complete, done, stick a fork in it, sharing, sharing is caring, jealousy, update, Facial, First time, reality change, altered reality, Lust, desire, swap, trade, avatars
  2. Submitting with Step-sister

    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
    241,315 Views
    79 Chapters Deep
    English
    Transsexual
    2nd Person, Male
    Step-sister, Feminisation, Feminization, Femboy, Oral, Schoolgirl, Teen, Sissy, crossdresser, crossdressing, feminised, feminized, free use, freeuse, Prostitution, Prostitute, Stepsister, Bath, cum, Blowjob, Public, Risky, Under Desk, Exhibitionist, Exhibitionism, femdom, caught
  3. Trapped in a Futa Prison

    Trapped in a Futa Prison by FutaLover6934

    2 years ago

    You end up in a Futa prison because of one reason or another, regardless how you're now trapped here with only one option: Keep yourself safe as long as possible.

    102 Likes
    82,410 Views
    6 Chapters Deep
    English
    Transsexual
    2nd Person, Both
    Futa, Futanari, Futa on male, Futa on female, Futa on Futa, Gay, Lesbian, Orgy, Prison
  4. Secluded Asylum

    Secluded Asylum by Padrino

    3 years ago

    Based on the world of Futadom. You are a man in a world where the futa's have not yet taken dominion of your country. In this story, your country seems to be left alone by the forces of the futa army. You imagine it must be because your country doesn't really post a threat as it's population is low and the goverment corrupt. Your think your friend is in trouble and decided to break him out of the asylum. Will you succeed or will you succumb to what ever it is that holds sway over the secluded asylum. It is up to you!

    34 Likes
    13,595 Views
    2 Chapters Deep
    English
    Transsexual
    1st Person, Male
    Futa, Shemale, Futadom, Futa on male, Futa Prison, Futa Asylum
  5. Trapped in a Shemale Prison!

    Trapped in a Shemale Prison! by waelator

    6 years ago

    i dont own the story just bringing it from writing.com so if u like it go theree to check You're stuck in a prison intended for "hardened" shemale criminals! How will you survive?

    230 Likes
    123,219 Views
    13 Chapters Deep
    English
    Transsexual
    2nd Person, Female
    shemale

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