sissy challe - on TumblrGallery

my-sexual-crave: This challenge has been submitted by: sissy-cunt!Check out this month's challe

hardcock4sissies:Sissy Challenge - Taken From BehindSuck a toy...

Sissy Faggot Cell Phone Challenge

sissy-ak47:If you can finish this challenge, you must enjoy it....

sissy-ak47:If you can finish this challenge, you must enjoy...

nothing-for-him:Challenge: Offer your sissy ass to a woman!...

sissyboypussy:Sissy Challenge !

hardcock4sissies:Sissy Challenge - Body Writing HumiliationDo...

sissyspot:The banana fuck challenge. Hello all and...

itsybitsysissy:hardcock4sissies:Sissy Challenge - All...

sissy2be209:challenge accepted

chylvanna:hardcock4sissies:Sissy Challenge - All Plugged...

be-gentle-to-your-sissy:Sissy Challenge #25

hardcock4sissies:Sissy Challenge - All Plugged UpGet a...

Sissy Challenge #1

atruesubmissive:Another sissy that submitted pics about my challenge <3 plus another of him..

Another sissy that submitted pics about my challenge <3 plus another of him dressed up for fu

sissyboypussy:Do you accept my challenge? Send me a picture...

sissymandias:pokeddex challenge day 2: favorite dark typei...

sissypornfilez:I challenge you NOT to cum playing this: >...

sissymandias:pokeddex challenge day 18: favorite water type

exposingsissys4ever:This is Sissyslutcar! She wants a chastity challenge! Online… so from...

sissybrianna:10 minute challenge. Copy and post so I can’t delete it. Make me regret my sissy...

sissymandias:pokeddex challenge day16: favorite rock type

sissytrainingcrave:Sissy Chastity Challenge (til September 7):...

sissymandias:pokeddex challenge day 27: coolest pokemoni only...

sissymandias:pokeddex challenge day 25: favorite...

sissymandias:pokeddex challenge day 19: favorite eeveelution

sissydonna: meganis2015: siscuc: siscuc challenge… let me know how you get on! My fiancé used to d

iamsissysamantha: iamsissysamantha: TO JOIN MY SISSY CHALLENGE JUST REBLOG WITH YOUR SISSY NAME SA

iamsissysamantha: IF YOU PROMISE TO DO THIS CHALLENGE BEFORE THE WEEKENDREBLOG WITH YOUR SISSY NAME

sissymandias:pokeddex challenge day 4: favorite electric type

yvn90: A CHALLENGE FOR YOU SWEET SISSY COCK LOVERS.

hardcock4sissies: Sissy Challenge - Body Writing HumiliationDo your makeup as slutty and bold as you

campaignforrealmen: Challenge yourself to take more cock and please more Men, Sissy …. Join The Cam

hardcock4sissies: Sissy Challenge - Tease and Denial (edge play) Set aside a few hours, the longer

thesissyrevolution: ❤️ Sissy challenge ❤️ Yes they will,heck I’m jealous

sissysuckslutcumdump: sissysuckslutcumdump: sissysuckslutcumdump: New Chastity Lock Up Challenge! Th

thesissyrevolution: ❤️ Sissy challenge ❤️

sissyboybrooke3: slugzwatcher: confessionstohoney: no honey, this pic isn’t a challenge at all. o

cooljlk15: sissy4daddyinct:Challenge accepted ✅ On Board! I would love to try to get me pregnant

69britneyrears: sissylovethicc: cey-cey: sissyprincesslily: Yes i dob☺xxx Yes sir Ok Challenge acce

sissysluttessa: slssyb0y: Went shopping for new panties today Locktober Chastity Challenge Task 2

denied-from-pussy: sexysarah222: go-jeniffer-love: iamsissysamantha: TO JOIN MY SISSY CHALLENGE J

iamsissysamantha: TO JOIN MY SISSY CHALLENGE JUST REBLOG WITH YOUR SISSY NAME SAMANTHA WILL OF COUR

campaignforrealmen: Challenge yourself to take more cock and please more Men, Sissy …. Join T

sissydonna: cicistories: It was a challenge but after showing you weeks of lingerie catalogs, danc

yvn90: A CHALLENGE FOR YOU SWEEY SISSY COCK LOVERS.

sexysarah222: go-jeniffer-love: iamsissysamantha: TO JOIN MY SISSY CHALLENGE JUST REBLOG WITH YOUR

sexysarah222: go-jeniffer-love: iamsissysamantha: TO JOIN MY SISSY CHALLENGE JUST REBLOG WITH YOUR

sissyjustine2750: Always up for a challenge…Sissy j

sissychloe: tasksforsubsandslaves: Public Gag challenge Wear a ball gag or your own home made gag a

lockeduplittlebitch: sissyforbiglove: sissyforbiglove.tumblr.com/ I love this. Challenge acce

sissyduchess1000: Saucy dates bit.ly/cummwithme Challenge accepted

sissy-ak47:If you can finish this challenge, you must enjoy it. <3

sissymandias:pokeddex challenge day 4: favorite electric type

mistressh666: sissysluthouse: I accept your challenge :3 hehe Every Reblog = 3 days chastity Ever

sissyhiyah:natureac:Take The 52 Week Photo Challenge or Check Out DSLR cameras here@irishaisHOL

hardcock4sissies: Sissy Challenge - Meetups Go to grindr or CL m4m (under casual encounters) or t4m

hardcock4sissies: Sissy Challenge - Daddy’s Toilet Slut (warning, this one is very dirty/kinky :p)

hardcock4sissies: Sissy Challenge - Taken From Behind Suck a toy and gag on it to get it wet (sucti

hardcock4sissies: Sissy Challenge - Tease and Denial (edge play) Set aside a few hours, the longer

sissymandias:pokeddex challenge day 4: favorite electric type

sissyhiyah: natureac: Take The 52 Week Photo Challenge or Check Out DSLR cameras here @irishais

sissymandias: pokeddex challenge day 5: favorite fairy type it was a tie between floette and aromati

sissymandias:pokeddex challenge day 11: favorite ground type

Sissy Challenge - MeetupsGo to grindr or CL m4m (under casual encounters) or t4m section and find a

sissymandias: pokeddex challenge day 5: favorite fairy type it was a tie between floette and aromati

sissymandias: pokeddex challenge day 19: favorite eeveelution

sissymandias: pokeddex challenge day 22: favorite mega evolution

sissymandias: pokeddex challenge day 19: favorite eeveelution

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

sissymandias: pokeddex challenge day 4: favorite electric type

sissymandias: pokeddex challenge day 5: favorite fairy type it was a tie between floette and aromati

sissymandias: pokeddex challenge day 5: favorite fairy type it was a tie between floette and aromati

sissymandias:pokeddex challenge day 18: favorite water type

sissymandias: pokeddex challenge day 22: favorite mega evolution

sissymandias:Pokeddex challenge day 8: favorite flying type

sissichloe: sissydonna: sissydonna: cicistories: It was a challenge but after showing you weeks of l

The Ultimate Sissy Challenge

another sissy challenge for u:don’t get caught

goddess-kitty:Sissy Challenge

69britneyrears: sissylovethicc: cey-cey: sissyprincesslily: Yes i dob☺xxx Yes sir Ok Challenge acce

sissymandias: pokeddex challenge day 5: favorite fairy type it was a tie between floette and aromati

sissymandias: pokeddex challenge day 22: favorite mega evolution

sissymandias:Pokeddex challenge day 7: favorite fire type

iamsissysamantha: TO JOIN MY SISSY CHALLENGE JUST REBLOG WITH YOUR SISSY NAME SAMANTHA WILL OF COURS

sissymaidk: manbornkinky: Yes A proper position for us I’d take it as a challenge to make

iamsissysamantha:TO JOIN MY SISSY CHALLENGEJUST REBLOG WITH...

budge65:iamsissysamantha:TO JOIN MY SISSY CHALLENGEJUST...

sissyuk:iamsissysamantha:TO JOIN MY SISSY CHALLENGEJUST...

yashsahoo91:iamsissysamantha:TO JOIN MY SISSY CHALLENGEJUST...

iamsissysamantha: TO JOIN MY SISSY CHALLENGEJUST REBLOG WITH YOUR SISSY NAMESAMANTHA WILL OF COURSE

bigsissymaster: iamsissysamantha: TO JOIN MY SISSY CHALLENGEJUST REBLOG WITH YOUR SISSY NAMESAMANTHA

iamsissysamantha: TO JOIN MY SISSY CHALLENGEJUST REBLOG WITH YOUR SISSY NAMESAMANTHA WILL OF COURSE

iamsissysamantha: TO JOIN MY SISSY CHALLENGEJUST REBLOG WITH YOUR SISSY NAMESAMANTHA WILL OF COURSE

georgiaboy88:2018 Sissy ChallengeOk guys, I need you to look up places in Columbus GA and let me...

Today I kicked off a 7 day sissy challengeToday starts day 1You can start playing here www.p

Today I kicked off a 7 day sissy challengeToday starts day 1You can start playing here www.p

Today I kicked off a 7 day sissy challengeToday starts day 1You can start playing here www.p

allourdesires: Thinking on your Feet! The idea of her challenging my sissy-self, proving her dominan

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