masterwalterblog:  Painfully stretching the boi’s asshole

masterwalterblog: Painfully stretching the boi’s asshole

freakydeakygifs:  Addison Ryder and Simone Sonay Anal Milf Slaves

freakydeakygifs: Addison Ryder and Simone Sonay Anal Milf Slaves

autocratical:  Source: Powershotz.com

autocratical: Source: Powershotz.com

wankmonkey.tumblr.com/post/120423937151/

wankmonkey.tumblr.com/post/120423937151/

new-kink-republic:  Life on the FARM is never easy but it is

new-kink-republic: Life on the FARM is never easy but it is

madysins.tumblr.com/post/165849341922/

madysins.tumblr.com/post/165849341922/

collaredlez:  Assfucking a slave with your strapon is almost

collaredlez: Assfucking a slave with your strapon is almost

White slut Training academy - Pain, noun - Anal sex with no lube.

White slut Training academy - Pain, noun - Anal sex with no lube.

slutwifetraining.tumblr.com/post/120018935795/

slutwifetraining.tumblr.com/post/120018935795/

I’ve been fucked like this one, he spent more time fucking

I’ve been fucked like this one, he spent more time fucking

Squirming in place, but open and accepting through the pain.Your

Squirming in place, but open and accepting through the pain.Your

Pros: I can watch all the pain in your face as I take you. Cons:

Pros: I can watch all the pain in your face as I take you. Cons:

sirapproves:  Nice and slow, Kitten. Anal training is not something

sirapproves: Nice and slow, Kitten. Anal training is not something

Anal strapping: quick, light taps for pleasurable pain; steady,

Anal strapping: quick, light taps for pleasurable pain; steady,

picmanbdsm:  Link all usage to basic human needs. Here painful

picmanbdsm: Link all usage to basic human needs. Here painful

templeofbabalon:  Experience has lead me to strongly feel that

templeofbabalon: Experience has lead me to strongly feel that

daddy-daughter-bdsm:  You like my little holes, Daddy? Use them

daddy-daughter-bdsm: You like my little holes, Daddy? Use them

picmanbdsm:  Yes, early anal usage can be painful. But do not

picmanbdsm: Yes, early anal usage can be painful. But do not

good-little-fucktoys:  The moment that she breaks through the

good-little-fucktoys: The moment that she breaks through the

thatlookslikeithurts:  From the look on her face, it’s a good,

thatlookslikeithurts: From the look on her face, it’s a good,

good-little-fucktoys:  The moment that she breaks through the

good-little-fucktoys: The moment that she breaks through the

slavegirlsbarefoot:  Slave Trainning Week 1As a slave, she learned

slavegirlsbarefoot: Slave Trainning Week 1As a slave, she learned

daddy-for-life:  belindalovesyou:  WHY IS THIS ON MY DASH HOW

daddy-for-life: belindalovesyou: WHY IS THIS ON MY DASH HOW

malepainal: infinitelywetsub:  Today Sir decided I was ready

malepainal: infinitelywetsub: Today Sir decided I was ready

humiliatedthings:  decius-c:  Already in the first training sessions,

humiliatedthings: decius-c: Already in the first training sessions,

dogirl:  humiliatedthings:decius-c:  Already in the first training

dogirl: humiliatedthings:decius-c: Already in the first training

dumbandpretty:  Anal sex, while painful at first, is really quite

dumbandpretty: Anal sex, while painful at first, is really quite

dogirl:  humiliatedthings:decius-c:  Already in the first training

dogirl: humiliatedthings:decius-c: Already in the first training

guidetrainlove:  You know it has to go up your arse - you should

guidetrainlove: You know it has to go up your arse - you should

burningangel:  We put Amber Ivy in Joanna Angel’s Anal Training

burningangel: We put Amber Ivy in Joanna Angel’s Anal Training

maximuscassius:A heavy dimpled trunk is from years of 🔥 anal

maximuscassius:A heavy dimpled trunk is from years of 🔥 anal

maximuscassius:Daddy’s “ass trained” Submisive,

maximuscassius:Daddy’s “ass trained” Submisive,

maximuscassius:Daddy’s trained thick Bitch, Kira “anal

maximuscassius:Daddy’s trained thick Bitch, Kira “anal