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57 111 4
Sissy task Daddy. Task 15
Sissy task Daddy. Task 15
Challenges Sissy Task
39 74 4
Sissy task Daddy. Task 5
Sissy task Daddy. Task 5
Challenges Sissy Task
18 48 0
Sissy task Daddy. Task 13
Sissy task Daddy. Task 13
Challenge Sissy Task
76 147 0
Sissy task exorcise
Sissy task exorcise
Sissy Task Training
51 115 2
Sissy task Daddy. Task 6
Sissy task Daddy. Task 6
Challenges Chastity Cage Sissy
50 104 0
Sissy task Daddy. Task 12
Sissy task Daddy. Task 12
Challenges Sissy Tasks
7 16 1
Sissy Shopping Task
Sissy Shopping Task
Public Sex Shopping Sissy
3 6 0
Special Shopping Task Faproulette 1
Special Shopping Task Faproulette 1
Amateur Panties Shopping
5 21 0
I always found most sissy tasks to be complicated or require toys so i try to make mine for both ppl with big dicks or small clit[ty]s
I always found most sissy tasks to be complicated or require toys so i try to make mine for both ppl with big dicks or small clit[ty]s
Pussyfree Sissy Caption Sissy Censored
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40 91 5
Sissy task
Sissy task
Non Nude Sissy Sissy Caption
33 82 0
Beginning sissy task
Beginning sissy task
Non Nude Sissy Sissy Caption
9 40 1
Sissy task
Sissy task
Non Nude Sissy Sissy Caption
5 14 0
Mr Sissy Hunter vs Analana69
Mr Sissy Hunter vs Analana69
Captions Mr Sissy Sissy
21 45 0
Brainwash yourself into a cock craving sissy
Brainwash yourself into a cock craving sissy
Crossdresser Dare Self Bondage
15 34 0
Sissy's should always be dressed appropriately
Sissy's should always be dressed appropriately
Crossdresser Dare Maid
11 34 0
Repeat after me sissy
Repeat after me sissy
Caption Sissy Task
13 26 0
Nushygirl's Sissy Christmas Shopping Faproulette
Nushygirl's Sissy Christmas Shopping Faproulette
Amateur Nushygirl11 Shopping
8 10 0
Any sissy task you ask of me
Any sissy task you ask of me
Booty Shorts Sissy
1 9 0
You want to be caught by your neighbor, don't you sissy!
You want to be caught by your neighbor, don't you sissy!
Caught Crossdresser Dare
3 10 0
Anti-titty dependence training for strong sissies + anti-pussy scolding and self torture homework
Anti-titty dependence training for strong sissies + anti-pussy scolding and self torture homework
Brainwashing Sissy Assignment Sissy Caption
3 11 0
If you can't pass this simple test, maybe you just don't love cock as much as you say.
If you can't pass this simple test, maybe you just don't love cock as much as you say.
Cock Goon Sissy Caption Sissy Censored
2 5 0
Unless ofc you already can't cum without cock, in which case, congats!
Unless ofc you already can't cum without cock, in which case, congats!
Pussyfree Sissy Caption Sissy Censored
18 54 0
Oops! You took a challenge card and lost. Gooner skips their turn.
Oops! You took a challenge card and lost. Gooner skips their turn.
Big Tits Cock Addiction Goon
9 12 0
Bare tiddies are not for cock lovers + homework: censor reinforcement
Bare tiddies are not for cock lovers + homework: censor reinforcement
Cock Block Cock Goon Pussyfree
8 12 1
Do you dare to look and leave your night to chance?
Do you dare to look and leave your night to chance?
Censored Pussyfree Sissy Censored
21 38 0
Sissy Tak Daddy. Task 9
Sissy Tak Daddy. Task 9
Challenges Sissy Tasks
4 12 2
Comment how you did?
Comment how you did?
Challenge Sissy Sissy Task
15 56 0
butt plug every day & level up!
butt plug every day & level up!
Buttplug Rule Sissy
24 39 0
This is what you practised for.
This is what you practised for.
Crossdresser Dare Gloryhole
18 43 1
nº1
nº1
Panties Rule Sissy
12 41 0
bbc dildo
bbc dildo
Bbc Dildo Rule
13 38 0
Your now his pet bitch
Your now his pet bitch
Blowjob Crossdresser Dare
8 35 1
Brainwashing with a cold shower
Brainwashing with a cold shower
Crossdresser Dare Shower
10 28 0
Show everyone what you want
Show everyone what you want
Blowjob Deepthroat Dms
6 21 0
chastity, process for loser cock
chastity, process for loser cock
Chastity Rule Sissy
11 16 2
Sissys should be smooth all over
Sissys should be smooth all over
Crossdresser Dares Shaved
7 20 0
Those leather seats can get quite sticky.
Those leather seats can get quite sticky.
Car Crossdresser Dare
7 13 0
The shame only turns you on even more
The shame only turns you on even more
Crossdresser Dare Sissy
8 12 0
You'll have to get out his car somewhere...
You'll have to get out his car somewhere...
Crossdresser Dare Dress
6 9 1
Show everyone what you want
Show everyone what you want
Censor Dms Hentai
3 9 0
You are my Humiliation husband, and your task is to provide me entertainment and fulfill my desires for humiliation.
You are my Humiliation husband, and your task is to provide me entertainment and fulfill my desires for humiliation.
Bdsm Chastity Sissy
1 6 0
thatsissytraining:I bet it would be a great task someday….. that would be the ultimate training  :D be aware sissies, maybe one day you will be doing this.
thatsissytraining:I bet it would be a great task someday….. that would be the ultimate training  :D be aware sissies, maybe one day you will be doing this.
Sissy Slave Sissydream
0 0 0
Sissy task
Sissy task
Amateur
19 59 2
Finally. Some good fucking cum challenge
Finally. Some good fucking cum challenge
Coerced Bi Conversion Hypno
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