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Search Results - Showing 12 - 24 Of 216
_big-problem-here-my-boyfriend-was-fucking-me-hard-at-the-moment-of-orgasm-my-penis-amp34hulk-smashedamp34-through-the-ch.webp "Big problem here. My boyfriend was fucking me hard, at the moment of orgasm my penis "hulk smashed" through the chastity and splitted it in two... How do I find a chastity cage that fit me ? (Photo of my flacide cock vs half cb6000"large". from chastity faggot")
_one-last-nut-which-will-be-9-for-the-calendar-year-sept-to-sept-single-digit-releases-since-last-fall-two-years-of-chast.webp "One last nut which will be #9 for the calendar year sept to sept. Single digit releases since last fall. Two years of chastity play has becoming chastity lifestyle. from chastity faggot")
⏲ 2 years11 months 2 weeks ago
_back-then-vs-how-itamp39s-going-before-he-met-me-he-tried-chastity-but-he-always-escaped-it-after-a-day-or-3-max-this-go.webp "Back then vs how it's going Before he met me he tried chastity but he always escaped it after a day or 3 max.. This goes to show how important it is to have a keyholder. Chastity is no joke from chastity faggot")
_finally-after-two-and-half-weeks-of-chastity-wifey-let-me-cum-took-2hrs-of-her-teasing-my-cliphaving-a-vibrating-but-plu.webp "Finally after two and half weeks of chastity, wifey let me cum. Took 2hrs of her teasing my clip,having a vibrating but plug inside me to come in chastity. She made me lick as much as I could out of my girly juice! from chastity faggot")
⏲ 2 years10 months 3 weeks ago
_throwback-when-i-had-3-chastity-belts-i-i-was-able-to-be-secured-i-miss-them-so-much-i-miss-my-chastity-challenges-i-hop.webp "Throwback when i had 3 chastity belts i i was able to be secured. I miss them so much ? I miss my chastity Challenges ?. I Hope i can get a new one soon ? from chastity faggot")
⏲ 10 months 3 weeks 6 days ago
_chastity-is-such-an-ironic-name-because-getting-put-in-chastity-makes-you-so-unbelievably-slutty.webp "Chastity is such an ironic name because getting put in Chastity makes you so unbelievably slutty. from chastity faggot")
⏲ 1 year8 months 3 weeks ago
_hey-how-long-remember-me-you-know-the-guy-who-was-forced-to-wear-a-chastity-belt-so-itamp39s-been-2-or-3-months-since-i.webp "hey how long remember me you know the guy who was forced to wear a chastity belt. So it's been 2 or 3 months since I managed to escape the chastity belt. For those wondering my dick didn't shrink but I don't get too hard anymore. I've been from chastity faggot")
⏲ 2 years9 months 2 weeks ago
_day-4-of-chastity-i-changed-to-a-smaller-ring-around-my-balls-because-my-chastity-kept-going-sideways-my-balls-do-kinda.webp "day 4 of chastity I changed to a smaller ring around my balls because my chastity kept going sideways. my balls do kinda hurt a little, hope I'm doing this right from chastity faggot")
⏲ 1 year6 months 3 weeks ago
_recommendations-for-chastity-gifs-like-this-where-penis-indicate-that-it-is-trying-to-get-hard-but-cannot-due-to-chastit.webp "Recommendations for chastity gifs like this, where penis indicate that it is trying to get hard but cannot due to chastity? Thanks ? from chastity faggot")
⏲ 2 years6 months ago
_after-a-week-of-experience-with-my-first-female-chastity-belt-i-not-only-learned-that-peeing-works-well-with-it-and-is-e.webp "After a week of experience with my first female chastity belt, I not only learned that peeing works well with it and is even less messy than with most male chastity cages, but that it is even possible to achieve sissygasm locked in it. Yes, sometimes I from chastity faggot")
⏲ 2 years11 months 1 week ago
_real-life-chastity-denial-at-beach-with-jenna-st-james-oc-chastity-couple.webp "Real life chastity denial at beach with Jenna St James (oc, chastity couple) from chastity faggot")
⏲ 5 years3 months 3 weeks ago
_my-gf-unlocked-me-as-a-reward-but-tomorrow-will-be-a-tough-day-knowing-she-will-be-meeting-a-new-date-on-the-beach-while.webp "My gf unlocked me as a reward but tomorrow will be a tough day knowing she will be meeting a new date on the beach while my new chastity cage comes. She bought me a flat chastity cage and said tomorrow I can orgasm inside of it thinking about how her bull from chastity faggot")
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