QuestionbleThoughts NSFW GIFs and Nudes - Popular Posts

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06/23/2023

How my pussy looked after my girlfriend told me she lost my chastity keys then pegged me with her BBC dildo till I squirted… twice 🥴♠️🖤💦

r/SissyChastity

u/QuestionbleThoughts 11 months ago

43

How my pussy looked after my girlfriend told me she lost my chastity keys then pegged me with her BBC dildo till I squirted… twice 🥴♠️🖤💦

Am I doing it right?♠️🖤

r/SissyInspiration

u/QuestionbleThoughts 1 year ago

4

Am I doing it right?♠️🖤

How’s my flat cage look while I’m plugged?😈♠️

u/QuestionbleThoughts Questionablethoughts 7 months ago

119

Getting close to the end of day 2 and the many who dm'd saying I need a smaller cage to be a good whiteboy. Should I keep this one or cut the lock and superglue into a smaller one? Comment your pick and I'll post a pic with the winner!

u/QuestionbleThoughts Questionablethoughts 3 weeks ago

28

Actually day #3 update and results are in! How’s it look?

u/QuestionbleThoughts Questionablethoughts 3 weeks ago

97