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Please join me for my my next Sketch Stream on Saturday, December 4th at 2PM Pacific time.

This month's theme is "Winter Holiday" so bring me your winter and/or holiday and/or winter holiday suggestions.

You can give me your suggestions as comments on this post and do feel free to give more than one suggestion. And you can bring your suggestions to the stream on Saturday.

I will post the URL for the stream when I am ready to start.

Comments

Connar Woodhead

Santa/Ms. Claus and his/her workshop of sissy elves

Toonmancer

Christmas wind-up toy soilder sissy

Gnome-oo

I have to say the last couple images you posted were credible. Very sexy stuff!

David Reilly

I have a few ideas, so I’ll list them for you: 1. One of Santa’s elves gets ‘promoted’ to Mrs Claus (could be done as a reluctant elf having to take on the role forcibly for a dominant Santa, or an elf willingly/happily doing so in order to be with Santa/escape from the sweatshop-like conditions of Santa’s workshop). 2. Similar idea, but Santa’s naughty/wicked elves use their workshop to build/feminise Santa the perfect sissy Mrs Claus. 3. Santa pays a visit to a home on Christmas Eve night and discovers that the occupant of the house is waiting up for him, all sissied up and daring Santa to do something to him because he’s been ‘naughty’ this year. X

Phillip Kettless

How about a row of sissies all being lined up for a spanking by Madam Clause for not being good little sissies this year.

Connar Woodhead

How about a winter holiday in the Southern Hemisphere (like Australia, New Zealand) which is in June, July and August, also pretty so they don't get snow so a sissy force into snow gear outside as a punishment/or for doms entertainment

Connar Woodhead

Sissies are forced to attend school during winter, even when its a snow day (might even get snowed in)

Regan

Naughty boys being given as sissy gifts to the good boys and girls. By the way, can we assume november meant december?

Andrew

This idea could be done a lot of ways. Someone finds something embarrassing in the long hung up winter coats. Sissy could find the chastity key after going a year locked. Mistress could find some lost panties she punished sissy for losing. A party host finds a sex toy when taking sissy's coat. Endless combinations. Have at them Dov

Anonymous

A Sissy feeling cold and a helping Girlfriend searching all her old Winter stuff, like Earmuffs, Hat, coat, and so on

Eelco

Maybe a sissy standing on a pallet wrapping machine being wrapped in a material with a holiday/Christmas print on it. Next to the machine lay one or more rolls with the label still on them saying it is, or is from, decorated linen. On a table lays a roll of red ribbon and a pair of scissors.

Anonymous

I was so enamoured with your April Fools Prank of a sissy leaving the plane all dressed up, that I thought perhaps you could do a similar one, with a sissy in transit in the airplane to her winter destination, all dressed up in her furry coat or skiing gear while also being tightly secured to the seat and gagged. You may even add some air hostesses and travelers poking fun at the pouting and sweating sissy.

Anonymous

Another piece featuring your Krampus. Perhaps her taking a sissy on Christmas? She could have a bag of sissies she's carrying.

Anonymous

Lets see: Instead of kids in line to see Santa, a long line of dads waiting to see bimbo Mrs. Claus and her sissy elves. A group of sissies on Christmas morning opening their sissy presents. Another holiday office party where the sissy/bimbo secretary is standing under the mistletoe and is getting kissed and groped by the his coworkers. A guy turned into a sexy sissy or bimbo when making a Christmas wish for a better, sexier body from a holiday fairy, Guy: "this isnt what I had in mind when I wished for a better, sexier body" looking down and grabbing his new huge breasts. Fairy: "Well think of it this way, you wont be lonely and single anymore and you'll attract all kinds of attention."

Anonymous

The owner of the European castle they are staying in for the holidays needs more staff (sexy maids?) so she is hypnotising guests into helping out

Anonymous

Scrooge getting a visit from the feminization ghosts of Christmas past, present, and future.