Tag: sissy
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Short Sweet Sissy Story by ReneeRCS
4 months agoRandom short story where sissies having sweet relationship with real men.
- 10 Likes
- 2,727 Views
- 2 Chapters Deep
- English
- Transsexual
- 1st Person, Male
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The Marriage Contract by Seahawker
4 months agoA newlywed couple come up with an interesting way to spend their life together. (Contributions to the story are most definitely encouraged!!!!)
- 853 Likes
- 180,793 Views
- 15 Chapters Deep
- English
- BDSM
- 1st Person, Male
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The Captive Prince by Haoro
4 months agoPrince Marcus has spent his life coddled by overprotective parents in the lap of luxury. He's a quiet, sensitive boy, embarrassed by how weak and girly he's grown up to be and worried he doesn't live up to the crown he thinks he'll one day inherit. Lost in his books and stories, he doesn't realize his weak and feeble kingdom is on the verge of collapse. When that day of reckoning does come, Marcus is caught up in events, his life now intertwined with one of the many figures who have an interest in the young, submissive prince.
- 21,109 Likes
- 4,451,490 Views
- 43 Chapters Deep
- English
- Fantasy
- 3rd Person, Male
More Cowgirl, First Time, Gentle Femdom, Pregnancy, Pregnant Sex, Happy Ending, Strapon, Pegging, Blowjob, Femboy, Collar, Femdom, Sub Male, Bondage, Training, Anal, Prince, Wriggling, Squirming, Yandere, Older Sister, Feminization, Sissy, Spanking, MILF, Petplay, Pet Male, Pony play, Petboy, Futa, Orc, Breeding, Humiliation, CFNM, Romance, Hypnosis, Transformation, Magic, tentacles, Monstergirl, Arachne, Spider, Mother, Cum, Prostate Orgasm, Face-sitting, Rimming, Futanari, Twins, Ponyboy, Pony, Riding Crop, Mother-Son, Mommydom, Teaching, Cunnilingus, Pussy-licking, Orgasm Denial, Denial, Edging, Facefuck, Rough Oral, Futa Cock, Piercings, Tattoos, SPH, Chastity, Boobjob, Titfucking, Impregnation, Threesome, Mother and Daughter, Oyakodon, Gay, FMM, Handjob, puppy-boy, catboy, Gender-Bender, Cuckquean, Lesbian, Harem, Maledom, Brat, Uncle, Discipline, Oral, Wedding, Cross-Dressing, Bride, Strap-on -
Accidental Femboy Harem by Rambrofizmo
5 months agoPlay as a young man who after a break up accidentally find himself sleeping with his Femboy best friend. Before you know it your looking to add more into your new found harem.
- 501 Likes
- 63,342 Views
- 13 Chapters Deep
- English
- Transsexual
- 1st Person, Male
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Being Play Boy's by mrdree
5 months agoA funny story that deals with life of two young men...
- 14 Likes
- 7,112 Views
- 5 Chapters Deep
- English
- Transsexual
- 3rd Person, Male
More #sissy, #female, #men, # transformation, # shemale, #pussy, #dick, #gender bender, #boy, #m2f, #male, #trans, #shemale, Milf, Blonde, Girl, Pussy, Flirting, Humiliated, Spanking, Ass, Boobs, Tites, Crossdressing, Crossdresser, Husband, Wife, Roleplay, Transformation, Sissy, Trans, Croosdresser, Female, Male, Shemale -
Girls only costume party by latexdoll
5 months agothe main character dresses like a "slut" and is to become one, do they submit or fight back?
- 2,802 Likes
- 2,001,883 Views
- 33 Chapters Deep
- English
- Science Fiction
- 2nd Person, Male
More Huge anal, Gender swap, Huge cock, monster, sex, anal sex, tight anal, Thick cock, Shaving, humiliation, Double anal, femdom, chastity, Cum shot, demon, sci fi, reality change, anal, sissy, oral, threesome, body change, Triple penetration, Futa on female, demoness, Dp, Anal ravaged, demons, transgender, feminization, monsters, here goes my..., pleasure, Body swap, Strap-on, 69 -
Catching New Feelings by SomeoneYouKnow
6 months agoTaking an opportunity to crossdress, you discover new feelings about yourself that you never felt before. But you’re not the only one who is discovering new feelings. With your new appearance, your friends start having a new perspective and feelings about who you are as a person.
- 1,132 Likes
- 358,867 Views
- 39 Chapters Deep
- English
- Transsexual
- 2nd Person, Male
More Feminization, Crossdressing, Sissy, Gay, Highschool, Romance, Nerds, Jock, Bully, Dare, Submission, Submissive, Confident, Unwilling, goth girl, Goth -
Are you willing to try this? by Wolf Keeper
6 months agoYou 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.
- 1,008 Likes
- 262,219 Views
- 53 Chapters Deep
- English
- Transsexual
- 1st Person, Male
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Sissy can be princess too! by ReneeRCS
6 months agoYou are John, an ordinary streamer wannabe that has no followers in any social media. One day you heard that Disney is making a live action version of Frozen. You think it's a good youtube video idea to troll the internet, by telling them you want to cast as the beloved ice queen, Elsa.
- 61 Likes
- 12,734 Views
- 8 Chapters Deep
- English
- Transsexual
- 2nd Person, Male
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Escape from transformation tower by rodspode
6 months agoYou awake in a strange room that appears to have no escape. Your choices will determine if you find a way out and how much of your masculinity will remain when you do.
- 430 Likes
- 60,312 Views
- 6 Chapters Deep
- English
- Transsexual
- 2nd Person, Male