Jizz

I completed Katie's 72-hour sissy challenge!

GoneWildCD, Sissies

Taking requests for vids, pics, challenges all weekend.

Sissies

Wife gone all weekend - Taking requests for pics, videos, challenges

GoneWildCD, Sissies

Wife gone - Taking orders for vids, pics, challenges

Sissies

As Requested/Challenged - a little whipcream fun.

Sissies

Wife away! Looking for challenges or to be used on cam today.

Sissies, sissypersonals

Sissy challenge

Sissyperfection, SissyChallenge

Another sissy challenge

Sissyperfection

Sissy challenge #3

Sissyperfection

One more challenge for you sissies

Sissyperfection

Sissy challenge. also sorry for bad quality

Sissyperfection

Sissy Challenge

sissyhypno

Sunday challenge, I've been wearing a plug or dildo for the past 16 hours, will I ever reach my 24hrs goal? Need some encouragement :)

Sissies

Tried to make a gif. It is very challenging!

Sissies

sissy challenge

Sissyperfection

Sissy 1st Wig Challenge - Halloween makes it so easy!

Sissies

Bootay! Day 5 of 100 day squat challenge :P

Sissies

This sissy want a challenge. Help me decide with this poll :)

chastity

Doing a plug challenge on r/Sissies atm, Kik me while I play :D Kik: sissygur1

sissykik

100 followers! thank you so much give me a dirty challenge as celebration!x

Sissies

30 sissy Chicago looking for a challenge

sissypersonals

Sissy Challenge - Boosted Feminization

Sissyperfection, sissycaptions, u_patricia_1b, iwanttobeagirl, u_WannaBeSissyVirgin

Quite cheeky, ain't I? I'm bit of a brat too. Who's up to to the challenge?

Sissies

I honestly do not know if I make a good sissy, but, a few people have challenged me (Again) to post here. :-)

Sissy_humiliation

Got all dressed up for a sissy challenge last night and thought this pic was too cute to keep to myself.

Sissies

Tonight's Challenge

LatexModelDoll, CagedAndFucked, Sissies, Stupidsissyslutsclub, SissyChastity

Just heard of this shampoo bottle challenge

Sissies

Sometimes it is challenging, but I am really trying to give this side of me more love ❤️

FemBoys, Sissydating, Sissies

Oops, pull one string, and my balls fall out. These girly clothes are fun but challenging.

Sissies, FemBoys, DadsAndBoys

[Challenge] Fapit with a soft toy

bigasses, NSFWverifiedamateurs, BBW, Sissies, ShinyPorn, WhiteCheeks, groupsex, CumKiss, GayGifs, HugeDildos

Challenge Accepted! :3

FemBoys, sissydressing, Sissies

Trying to be more bimbo. One week chastity challenge should help do the trick :)

Sissies

5 minute challenge! I'll delete this in 5 minutes, let's see if that's enough time for my sissy pics to be saved and reposted all over! Kik pussyboy863

Sissy_humiliation

I took it as a challenge to look as purple as I can ?

traps, Sissies, GoneWildCD, FemBoys, Asiantraps

Throated challenge !!

bestblowjobever, Blowjobs, deepthroat, Disappearingcock, IWantToSuckCock, nsfwhardcore, Porndio, SloppyBlowjob, The_Best_NSFW_GIFS, Sissies, BlowjobGirls, iwanttobeher

10 minute exposure/humiliation challenge! Deleting this post 10 minutes from now. Will I be saved, reposted, exposed and humiliated by the time my post expires?

Sissy_humiliation

Give me tasks, dares and challenges. My kik is deathkidsouleater

Sissy_humiliation

5 minute challenge! Deleting this post in 5 minutes. Will I be saved, reposted and exposed before the time is up?

Sissy_humiliation

Young sissy looking for some tasks and challenges kik: _sissymia_

sissypersonals

[28] I wish taking this was still a challenge ?

Sissies, FemBoys, ShemalesParadise, SissyFemdom, Stupidsissyslutsclub, SissyChastity, Sissy_hot, LimpClittySissy, ForcedFeminization, Sissy_humiliation, SissyInspiration, BimboSissyDolls, sissyplace, sph, chastity, bigdickgirl, BBCsissies, Balls, tinydick

Send me slutty challenges please ?

Sissies

Gonna be a challenge going out today...

GoneWildCD, GoneMildCD, SissySlutsClub, Sissies

Day 2 of my plug challenge! My sissy pussy is aching foc dick! Also had to change to a smaller size since it was aching ?

StraightToSissy

Challenge me

CumEatingChallenges, Sissies

?️HOT GIRL SUMMER IS FOR SISSIES TOO! I have a whole bunch of sexy summer sissy tasks and challenges ready to go! [Snap-tiktok moongoddesstwo] [kik-Twitter-IG-Tumblr-FetLife-Twitch-OF moon6goddess9]

SissyConversion

Sissy beta faggot challenge

SissyCensoredPorn