• Trending Stories Stories gaining momentum this week
  • Recently Updated Latest chapters and branches
  • New Stories Fresh starts from authors
  • Deep Stories Stories with long published paths
  • Many Paths Stories with lots of reader choices
  • Deep & Branching Stories with long paths and many choices
  • Most Liked Stories readers liked most
  • Most Viewed Stories readers return to
  • Customizable Stories with reader variables
  • Game Mode Stories with rules and state
  • Story Categories Find stories by genre and theme
  • News Feed Public activity across CHYOA
  • Active Polls Open chapter polls across visible stories
  • Leaderboard Awarded community writers
    • Random Story
    • Story of the Week
    • CHYOA Guide
    • CHYOA Forum
    • Sign Up
    • Log In
  • Trending Stories Stories gaining momentum this week
  • Recently Updated Latest chapters and branches
  • New Stories Fresh starts from authors
  • Deep Stories Stories with long published paths
  • Many Paths Stories with lots of reader choices
  • Deep & Branching Stories with long paths and many choices
  • Most Liked Stories readers liked most
  • Most Viewed Stories readers return to
  • Customizable Stories with reader variables
  • Game Mode Stories with rules and state
  • Story Categories Find stories by genre and theme
  • News Feed Public activity across CHYOA
  • Active Polls Open chapter polls across visible stories
  • Leaderboard Awarded community writers
    • Random Story
    • Story of the Week
    • CHYOA Guide
    • CHYOA Forum
Write Sign Up Log In

Story tags

Filter the chapter branches in this story.

crossdressingfemboygayblowjobdeepthroatsubmissive maledominant malepictureshigh heelscaughtfacialmasturbation
Back to story

Chapters tagged crossdressing

Tagged branches inside Your Sister's Boyfriend.

Search this tag site-wide

Tagged chapters

Explore the chapters in this story that use the selected tag.

  1. Introduction

    by TheLowKing

    Chapter 1

    The house is quiet. Your parents are off visiting old friends, and Sabrina, your older sister is either just starting her shift at the restaurant she works at, or she's watching her boyfriend Derek's football game. Either way, you have the place to yourself for a few hours. You'r...

    2 years ago 621 Words 42 Likes 10,205 Views
    crossdressing pictures femboy
  2. Why not?

    by TheLowKing

    Chapter 2

    You look at that last picture again. You feel yourself growing warm. _Why not? Just this one time. Just to get it out of my system. And if I end up looking ridiculous... well, at least I'll know what it feels like._ Fuck it, let's do it! You ascend the stairs, your heart drummin...

    2 years ago 463 Words 28 Likes 5,252 Views
    crossdressing femboy
  3. Oh, God...

    by TheLowKing

    Chapter 3

    Your cheeks burn with humiliation. How did you not notice that before you put it on? God, what would people think of you if they saw you now? And yet... it does look kind of nice on you. Sabrina doesn't have much in the way of breasts—you snuck a peek at one of her bras once and...

    2 years ago 670 Words 29 Likes 4,882 Views
    crossdressing femboy
  4. What you really need is some high heels.

    by TheLowKing

    Chapter 4

    You bite your lower lip. Do you dare? It feels like it's a point of no return. It's silly, obviously. If you don't like it you can take them off just as easily as you put them on. But what if you _do_ like it? _ So what?_ You put the sneakers back and turn to the high heel sect...

    2 years ago 557 Words 41 Likes 4,598 Views
    crossdressing high heels femboy
  5. Fuck!

    by TheLowKing

    Chapter 5

    Your boner shrivels to a flaccid nub in an instant. _ Fuckfuckfuckfuck!_ In a panic, you scan the room. _Gotta hide! Underneath the bed? No, there's 2 large drawers there. Underneath the table? Wide open to 3 sides, useless! Think, dude, think!_ There, behind you! The closet!...

    2 years ago 675 Words 31 Likes 3,985 Views
    caught crossdressing femboy gay
  6. by TheLowKing

    Chapter 6

    You look at the huge cock with barely disguised revulsion. You're not gay. You've had several girlfriends, and had sex with a couple of them, and you've never had the slightest interest in guys. And yet... _what choice do I have?_ You lean in reluctantly, forcing yourself to clo...

    2 years ago 751 Words 35 Likes 2,377 Views
    crossdressing femboy blowjob gay
  7. Deeper!

    by TheLowKing

    Chapter 7

    "That's amazing, baby! Did you finally watch those videos I sent you?" Derek breathes, grinning broadly. _God, I fucking hate that knowing smirk._ ...but then why does it now fill you with satisfaction? You can't hold on any longer and draw back, gasping for breath. A thin stra...

    2 years ago 749 Words 34 Likes 2,453 Views
    crossdressing femboy blowjob deepthroat submissive male dominant male gay
  8. Ready?

    by TheLowKing

    Chapter 8

    You don't even think of pulling away. He does, though. Just when you feel his cock begin to pulse against your tongue, he pulls you off his cock with a savage yank, wraps a hand around his cock and gives the spit-and-cum-lathered shaft a quick stroke. You barely have an instant...

    2 years ago 832 Words 42 Likes 2,384 Views
    crossdressing femboy blowjob deepthroat facial submissive male dominant male gay masturbation

CHYOA is a community library for interactive adult fiction, where readers choose the path and authors keep the branches growing.

  • CHYOA Guide
  • CHYOA Forum
  • Supporters
  • DMCA
  • Take It Down
  • Contact

No part may be reproduced in any form without explicit written permission. All characters in all stories on this site are over 18.

Adult stories ahead

CHYOA is a community library for interactive adult fiction. Please confirm that you are at least 18 years old and allowed to view adult content where you live.