Halloween

Halloween is a great Holiday for sissies, it’s often an opportunity to feminize yourself in public without getting bullied. It’s also a great moment to come out of the closet as a sissy.

I know a husband of a cuckold couple I play with sometimes told me that he admitted to his wife that he wanted to be cucked after convincing her to go out at a Halloween party dressed as slutty twins from The Shinning. After the initial shock, his wife grabbed a black friend of hers at the party and they ended the night sucking his fat cock together.

After that fateful Halloween night, the power dynamics of their couple changed, he has been feminized and cucked by his wife since. He told me that he would have never had the courage to admit this to her if it wasn’t for the excuse of a Halloween dress-up party.

For young sissies still living with their Mommies, Halloween, is a great opportunity to open about your feminization desires. By example, using the excuse that you lost a bet and that you have to dress up as a girl for a friend’s party might be a great opener.

You could ask your Mommy to help you with your girly costume. If she’s a modern feminist Mother, she will probably jump on occasion. Slowly but surely, you could admit her that it’s not a one-time thing for you and that you want to transition.