50’s housewife slave by Bess1sir
https://www.deviantart.com/bess1sir
Category: MILF
Anna the slave has been thrown into a dungeon once again
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Anna in Back in the dungeons by Rob
https://www.deviantart.com/oll1e
Jane, 44, recently divorced, and experimenting with a long repressed sexuality, is fisted for her first time…
SnS Inside Jane Lesbian Lovers by Wurger
https://www.renderotica.com
The charm of the Victorian bourgeoisie
The charm of the Victorian bourgeoisie by MasterOrk35
Russian prison, the airfield
Russian Prison – The Airfield (147) & (145) by Rathabi
Lucia Q: It’s wonderful to be your shackled slave
Lucia Q in L-Q 104.Reflections in chains with a glass of wine, L-Q 127. Chained, ringing bells and smiling…, L-Q 152. Amazement: Am I really hanging? & L-Q 177 & Shackled dansing by Boris Grid
https://www.deviantart.com/bzgold
Lucia Q: What else is waiting for me, Master?
Lucia Q in L-Q 192. For some reason she won’t leave here…, L-Q 175, L-Q 65. Submission in chains, L-Q 25. Hands behind the head... by Boris Grid
https://www.deviantart.com/bzgold
Helpless
Helpless by detroitr
https://www.renderotica.com
European female 40 years deeply tanned standing barefoot on dirty gravel road with shackles on feet
After Captive by Wass
https://www.deviantart.com/wass11
Mistress Victoria and Zara: Sure it will be a harsh session, so she has been gagged, so that she does not disturb Mistress who is working in her office
Mistress Jojo (aka JojoBordeaux, Jolene, Mistress Victoria) & “Mommy” Zara (aka AmethystZara) in Zara’s Enrollment (part 1) by M4R4Z
https://www.deviantart.com/m4r4z
https://www.deviantart.com/jojobordeaux
https://www.deviantart.com/amethystzara
End of the Raj
How to preserve traditional culture and enjoy modern culture at the same time
Shackled Women (225) by Hen Painter
https://www.deviantart.com/henpainter
After being captured, the MILFs are sent to the fungeon and await their punishment
90’s TV MILF bandit fungeon 131123 (3) by TheAntiCamper
https://www.deviantart.com/theanticamper
The Fungeon is a bonus dungeon in the Sony PlayStation remake of Dragon Quest IV.
Stella and Tzina: Please, don’t go
Stella & Tzina (with the whip) in Please, don’t go by Amazon3DArt
https://www.deviantart.com/amazon3dart
Prison yard
Prison & Prison Yard by Harriotta