Sissy In Pain

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LIVE

juststufftolookat60:I know it’s painful, I know it’s frustrating, but I don’t care. All good sissy’s

campaignforrealmen:Your jeans should look like they are painted on sissy …Join us!  Follow the all n

Sissy Erika: Anal RetentiveBefore receiving a cock in his ass, sissy Erika needs to get cleaned out

Sissy Erika: Anal RetentiveBefore receiving a cock in his ass, sissy Erika needs to get cleaned out

Sissy Erika: Anal RetentiveBefore receiving a cock in his ass, sissy Erika needs to get cleaned out

sissytink:Getting ready for the second coat for my new sissy studio! Even when painting a sissy shou

sman05:The first time is a bit painful sissy but don’t worry once your ass relaxes it will start to

dltsworship12: july16sissy: No pain no gain Know its going to gape my tight fit virgin ass. #sissy #

Used, shamed, humiliated, and exposed. But she keeps coming back for more

Sissy Challenge - Pain Whore / PunishmentConsider this challenge as punishment for any sissy who is

Day 19 of 90 days in chastity. Poppers, Chastity, Dildo, BBC QOS tattoo, toes painted. I love nights

hotmaria: sissyteritoo: snoopythatsme: Yes please I love pretty painted toes covered in CUM. I’d lov

sissy-mindy: You want them to pound your throat and paint your face. You love sucking big hard dicks

Dunce and his English Lessons“The Dunce” (no date) John Masey Wright + Kimora Black

Trinity and a Turkish WrestlerVladimir Lebedev (no date), A Girl and Turkish Wrestler + Trinity Tayl

HAPPY EASTER Y’ALLAlyssa’s Resurrection“Resurrection” (15th-century) Andrea Mantegna + Alyssa Edward

Valentina at the Large Pool of BursaThe Large Pool Of Bursa (1885) Jean-Leon Gerome + RuPaul

Trinity’s ShitcretShit Rock (2001) Odd Nerdrum + Trinity Taylor

“la tarrasque” (1874) charles lepec + @itsshangela 

A Face Full of sunThe Sun Bathers (no date) Henry Scott Tuke + Alexis Michelle

Guilty Pleasure without the Guiltuntitled (no date) Eduard von Grützner  + Shea Coulee

xx-sissynicole:paint your nailstake a bath embrace your true self ‍♀️ You are a sissy and you love i

sissyvanessaswallows: I love that pain!!

those heelsare worth the pain 

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