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Face Sitters
brass-tacks-time: Fun with the sitter on her off day 😏
tangodeltawilli: For the first time you get a glimpse of the chastity sitter your wife has hired for the evening. You begin to suspect your wife has told her more about your dilemma than you are comfortable with her knowing.
fru-hurricane: iiiiiiiiihhhhhhhhhh kan inte vänta tills den sitter på mig
Why don’t you just lock me up instead and let the baby sitters wreak their revenge on me? 😈😈💥
grumpy2017-deactivated20230101: It’s nice to have a chastity sitter for a change 😍😍🔐
kinky-caps: Marissa, the cuck-sitter.
drakesquad:tuggywuggy:drakesquad: i’ll be like 40 w/no kids and people will say “aw i’m so sorry for you” and i’ll be like how was the fucking wiggles reunion tour asshole i went to italy last week for fun and didn’t have to hire a sitter
4gifs: Dog doesn’t allow dog-sitter to stop petting him. [video]
keephimcaged:I made some captions! I don’t know why, but I love this idea of inviting some young woman to be a ‘chastity sitter’ while I was away with work or friends. Nothing directly sexual just embarrassing and hot for him. And giving
keptquietandstill: Answering an ad for a house-sitter I was taken aback when I learned the house would not be entirely empty for the week while the owner was on the west coast. Apparently his wife had a habit of trying to live above even their rather
drakesquad: tuggywuggy: drakesquad: i’ll be like 40 w/no kids and people will say “aw i’m so sorry for you” and i’ll be like how was the fucking wiggles reunion tour asshole i went to italy last week for fun and didn’t have to hire a sitter
![4gifs: Dog doesn’t allow dog-sitter to stop petting him. [video]](https://64.media.tumblr.com/92873d5bc24f0e710e042835f441db3e/tumblr_o5iwudY3b61tlb56zo1_250.gif)
