heathersissy's channel
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635,957
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Uploaded videos
1-10 of 52-
Lipstick Question...
heathersissy
1,457 views
This video will be posted on a vanilla website to find out what real women really think when they see a sissy shopping for lipstick. Mistress Melissa has ordered that I po...
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French Maid Uniform
heathersissy
4,736 views
What sissy doesn't feel most at home locked into a French maid uniform, a chastity device, diapered, petticoated, in stockings and high heels?
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Should Heather Eat More Petfood!?
heathersissy
1,831 views
Heather wonders if she should be forced to eat lots more petfood on cam for everyone's amusement!
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Crossdressed Housewife
heathersissy
5,893 views
Every crossdresser's place is in high heels and a hot outfit in the kitchen.
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Spanking Sissy
heathersissy
4,864 views
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Sissy Schoolgirl Shoe Change
heathersissy
7,260 views
Heather changes from mary jane heels into a knee high boot...
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Sassy Teen Queen Sissy
heathersissy
6,804 views
Heather dolls herself up as a bratty teen, the kind of bitchy little miss that needs some manners put on her by a dominant Master or Mistress.
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Chatroulette Girls
heathersissy
6,168 views
More girls laugh at poor Heather as she's feminized on Chatroulette"
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Pretty Crossdresser in High Heels
heathersissy
6,319 views
Doesn´t Heather look pretty and very girly in this outfit? She felt it was sissy enough to maximise the giggles she got from girls on Chatroulette. And guess what? She w...
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Chatroulette Chicks
heathersissy
1,687 views
Two girls drink wine and giggle at the sissyboy they can´t believe they´ve stumbled upon on Chatroulette!
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