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Just before Halloween 2012 the female Domme i was serving and i attended an AIDS benefit drag show. My Domme won one of the door prizes, a MAC makeover from the local Belk store. She smiled and says to me, “Guess who’s getting a makeover?&rdqu

Gettin’ Girly on Halloween Sissy Assignment!

I’m being a mix of Nicki Minaj and Lil Kim for Halloween. Keep in mind I had limited resources, but i hope y'all like it. Ohhhhhhhhh dayummm! Love it and the pose – you nailed it! Who’s up next? Let’s see yours!

Happy Halloween to All You Sissies!

Halloween wedding receptions are so fun!

Halloween: A fem sissy’s favorite day of the year!Ooo I love this! Meeeooow!

Hi, This sissy has always been closeted, but thinking maybe this year for Halloween that it’s time to venture out dressed as female for all to see, who knows maybe I’ll get lucky too. I could really use a push here to make this happen.Hell yeah you

No this isn’t for Halloween, this is for a trip to the store lol

Should I be a schoolgirl or robin the girlyboy wonder for Halloween? Also, what do y'all think of the pics?That’s a tough choice but I’m going with Robin the Girlyboy Wonder! What does everyone else pick?!

Just relaxing after my last halloween wedding! :D

*moans softly whimpers and squirms* !! I forgot about this 2 Halloweens ago!Looks like someone was being a naughty gurl!

Halloween is the perfect time to get sissified!

Went to a Halloween party as Dorothy!How cutie!

Halloween wedding!! Had friends grabbing my bum through my petticoats !!

I went round to my friends house who knows about my sissy habits and she made me put on her Halloween costume and pose for photos then made me stay like that all night long. (true story)Sounds like fun you pretty gurl! I would have made you do the same

On Halloween, I went to a Britney Spears concert in Vegas dressed as Britney, then went to a nightclub, then I walked the strip back to my hotel in 5 inch heels.It’s Britney, bitch!

Sissy Assignment: Pretty in Public! My photo from Halloween 2015.Love it!

Happy Halloween from Sissy Maid Rachelle!!! :-D

freakden: Gives a whole new meaning to Jack O’ Lantern. Such a perfect sissy jack o’ lantern lol

Sissy dressed up like a schoolgirl for Halloween but “forgot” her panties and now has to bend over and get a spanking and maybe more, depending on how naughty she’s been!

Like my Halloween costume Princess? :DHell yeah I do lol

Getting slutty on Halloween

My sissy Halloween :) Who wants me to be their sissy maid???

Happy Halloween!

I can’t stop myself from wanting to be a helpless sissy fuck pig! Please expose me for what I am and msg me for humiliation!

Happy Halloween to the fem sissy community! If any of you are wanting to get into something freaky tonight just let me know ;)

A Chaste Sissy Maid - not just for all Halloween either! ;)Looking divalicious gurrrl!

I’m thinking of going to a Halloween party as Supergirl!

A VERY HAPPY HALLOWEEN TO YOU

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