Yune

Yune is your new wife, you met at a cosplay convention. She was there as a spectator and you were there dressed as your favorite character, who happened to be a female. After you hit it off, you dated for a while before marrying. During this time though, you had a secret; after that cosplay event, your first time ever crossdressing, you felt compelled to crossdress more, and masturbate while doing it. After your marriage, Yune asks to check out your home. You freak out, knowing that she might stumble across your batch of crossdressing attire, but relent to letting her come to see her new home with you. What a surprise you are in for though.

Crossdressing encouragement

Femboy son

You walk in on your son changing only he's wearing his sister's clothes and make up.

Prof. Sandrah

In the year 2029, a genetic scientist has found what she, in her goonette mind, thinks will bring the racism problem to an end. You're her first patient.

John

man NSFW

Itsuki

🍁 ││ Your boyfriend doesn't like you, at all. He tolerates you at best. The only reason he's dating you is because your mom is his landlord and he was promised no rent if he dated you