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Search Results - Showing 168 - 180 Of 216
_m23-here-dm-me-with-your-age-sex-harsh-and-interesting-punishment-no-i-r-l-and-your-first-turn-i-am-so-confident-that-i.webp "M23 here DM me with your age, sex, harsh and interesting punishment (no I R L) and your first turn! I am so confident that I beat you betas. If I loose I will do the punishment you brought + I will lock up in a chastity cage 1 hour for every 10 I rated du from punishment pen")
_m23-here-dm-me-with-your-age-sex-harsh-and-interesting-punishment-no-i-r-l-and-your-first-turn-i-am-so-confident-that-i.webp "M23 here DM me with your age, sex, harsh and interesting punishment (no I R L) and your first turn! I am so confident that I beat you betas. If I loose I will do the punishment you brought + I will lock up in a chastity cage 1 hour for every 10 I rated du from punishment pen")
_3-pic-punishment-with-15-mins-cock-control-punishment-only-for-brave-battlers.webp "3 pic punishment with 15 mins cock control punishment only for brave battlers from punishment pen")
⏲ 1 month 1 week 1 day ago
_dm-me-with-your-punishment-for-50-or-100-hp-battles-my-punishment-will-be-you-can-give-me-buttplug-tasks-for-3-days-to-t.webp "Dm me with your punishment for 50 or 100 hp battles (my punishment will be: you can give me buttplug tasks for 3 days to train my virgin ass) from punishment pen")
⏲ 1 month 1 week 4 days ago
_dm-me-with-your-punishment-for-50-or-100-hp-battles-my-punishment-will-be-you-can-give-me-buttplug-tasks-for-3-days-to-t.webp "Dm me with your punishment for 50 or 100 hp battles (my punishment will be: you can give me buttplug tasks for 3 days to train my virgin ass) from punishment pen")
⏲ 1 month 1 week 4 days ago
_f19-lets-play-any-game-and-bet-any-punishment-make-the-punishment-fun-and-humiliating.webp "(F19) lets play any game and bet any punishment. Make the punishment fun and humiliating! from punishment pen")
⏲ 7 months 2 weeks 2 days ago
_uthesirbillwilson-has-decided-i-have-to-learn-how-to-hold-my-position-during-punishment-he-said-that-means-we-have-to-pr.webp "U/TheSirBillWilson has decided I have to learn how to hold my position during punishment. He said that means we have to practice so there has been a lot of punishment! from punishment pen")
⏲ 1 year5 months 2 weeks ago
_should-i-peg-him-as-punishment-or-have-him-eat-my-bulls-cum-out-of-me-for-punishment.webp "Should I peg him as punishment or have him eat my bulls cum out of me for punishment? from punishment pen")
⏲ 4 months 3 weeks 12 minutes ago
_one-of-my-favourite-parts-of-making-edging-challenges-is-coming-up-with-a-punishment-for-failure-to-increase-the-intensi.webp "One of my favourite parts of making edging challenges is coming up with a punishment for failure to increase the intensity and create true motivation to try not to cum ? My go to punishment is ruining the orgasm but wanted to know if you guys have any oth from punishment pen")
_who-wants-to-fight-regular-battle-with-fun-punishment-message-with-first-pic-and-punishment.webp "Who wants to fight? Regular battle with fun punishment! Message with first pic and punishment! from punishment pen")
⏲ 1 month 1 week 6 days ago
_the-best-punishment-is-sometimes-the-lack-of-punishment.webp "The best punishment is sometimes the lack of punishment from punishment pen")
_battle-me-looking-for-a-challenge-with-a-harsh-punishment-send-punishment-and-starting-pic.webp "Battle me. Looking for a challenge with a harsh punishment. Send punishment and starting pic. from punishment pen")
⏲ 4 months4 days ago
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