First time on Winston's Tail
![First time on Winston's Tail](/thumbs/cb/3f/NaughtyGlossyAlligatorgar.jpg)
Ass down on Atlas
![Ass down on Atlas](/thumbs/a2/d8/UnevenColorfulArcticduck.jpg)
Medium Atlas Thrustin'
![Medium Atlas Thrustin'](/thumbs/98/4c/BrokenUnhappyDoctorfish.jpg)
Charlie Spradling - Caged Fear (1991) - split-screen, mini-loop edit, upskirt shot x backstory in short skirt, bending over x tight dress
![Charlie Spradling - Caged Fear (1991) - split-screen, mini-loop edit, upskirt shot](/thumbs/50/db/FlusteredAnchoredAsianconstablebutterfly.jpg)
Charlie Spradling - Caged Fear (1991) - short skirt (incl upskirt shot) trying to seduce prison warden - bending over, making out - part 1
![Charlie Spradling - Caged Fear (1991) - short skirt (incl upskirt shot) trying to](/thumbs/67/bf/EagerImmaculateAnnelid.jpg)
Charlie Spradling - Caged Fear (1991) - in short skirt trying to seduce prison warden - part 2
![Charlie Spradling - Caged Fear (1991) - in short skirt trying to seduce prison warden](/thumbs/ce/a4/UnevenPhonyGyrfalcon.jpg)
Task: Lift skirt and show cage in local bookstore (Completed)
![Task: Lift skirt and show cage in local bookstore (Completed)](/thumbs/d0/c3/ClearSlowHyrax.jpg)
Steel cage hiding under my skirt today ;p
![Steel cage hiding under my skirt today ;p](https://external-preview.redd.it/qaCYcD4ziH2I4lI1HWxrwtOk71gikv3NUedWzWBS4ag.jpg?width=108&crop=smart&auto=webp&s=99bde88c7a47d71f57bbd11ce4bebe5f9f08820b)
All I need is shorter skirt and smaller cage
![All I need is shorter skirt and smaller cage](/thumbs/ec/67/JadedRemarkableGyrfalcon.jpg)
Went out for a walk for the first time in my skirt and chastity cage
![Went out for a walk for the first time in my skirt and chastity cage](/thumbs/b4/91/TomatoSnarlingPhalarope.jpg)
new cage + new skirt + new dildo = happy slut
![new cage + new skirt + new dildo = happy slut](/thumbs/e6/f6/OfficialJoyousMarbledmurrelet.jpg)
this skirt makes hiding my tiny cage and light-up plug impossible ðŸ¤
![this skirt makes hiding my tiny cage and light-up plug impossible ðŸ¤](/thumbs/ec/1d/DarkslategreySelfassuredWattlebird.jpg)
Sir, as your secretary, is this really necessary?
![Sir, as your secretary, is this really necessary?](/thumbs/3c/73/DisgustingThriftyLabradorretriever.jpg)
No one knew I was caged and plugged under my skirt 🥰
![No one knew I was caged and plugged under my skirt 🥰](/thumbs/d8/5b/NecessaryAcidicWarbler.jpg)
You’re the one that wanted to wear such a short skirt around our friends. Did you think if I saw that pathetic cage I wasn’t going to embarrass you?! 😂
![You’re the one that wanted to wear such a short skirt around our friends. Did you](/thumbs/8f/32/ArtisticLovableBullfrog.jpg)
Lifting my skirt for you so you can rate my cage😊
![Lifting my skirt for you so you can rate my cage😊](/thumbs/cc/65/SubstantialPersonalUtahprairiedog.jpg)
hi slut! What do you think if I give you a bath and dress you in a skirt? Then I'll put perfume on you, a chastity cage and my cock in your ass?
![hi slut! What do you think if I give you a bath and dress you in a skirt? Then I'll](/thumbs/7b/19/WheatPowerlessDungbeetle.jpg)
Let me be your silly little sissy maid?
![Let me be your silly little sissy maid?](/thumbs/e9/7f/YellowgreenFaroffZigzagsalamander.jpg)
Should I post here more often???
![Should I post here more often???](/thumbs/a8/c8/FrequentPlushStickinsect.jpg)
What do y'all think?
![What do y'all think?](/thumbs/fc/d0/QualifiedWryBrownbutterfly.jpg)
Come play with me
![Come play with me](/thumbs/f1/cc/MundaneQuarterlyBrownbutterfly.jpg)
Locktober is not only for being locked up... Also to be gored in the most humiliating way possible... I put you in a skirt, some open panties, so I could see your flat cage.... some stockings... you were so cute watching me being fucked by a real man!
![Locktober is not only for being locked up... Also to be gored in the most humiliating](/thumbs/c6/48/EachEmbellishedKillerwhale.jpg)
You've been like this all weekend... I love to lift up your mini skirt and find a 7INCH cock crushed in the flat cage... I loved how you served my bull like this last night...No doubt you deserve double the daily load haha
![You've been like this all weekend... I love to lift up your mini skirt and find a](/thumbs/cd/f3/AcidicFailingSalamander.jpg)
Teach me a lesson
![Teach me a lesson](/thumbs/96/86/LawngreenPreciousAmericankestrel.jpg)
Feeling the rush, this was in the corner of a street that still had some movement
![Feeling the rush, this was in the corner of a street that still had some movement](/thumbs/73/f9/RealVibrantFennecfox.jpg)
trying to go all the way
![trying to go all the way](/thumbs/3c/6a/GlisteningShorttermInexpectatumpleco.jpg)