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topic_category="buttsharpies"
![[OC] Started my training today and Sir wants me to share my progress. Got 5 on my first try!](https://cdn3.nude-pics.org/oc-started-my-training-today-and-sir-wants-me-to-6vPVpeR8JZ/oc-started-my-training-today-and-sir-wants-me-to-thumb.webp "[OC] Started my training today and Sir wants me to share my progress. Got 5 on my first try!")
![First time, could only fit two, hope to get some more :) [OC] [self]](https://cdn3.nude-pics.org/first-time-could-only-fit-two-hope-to-get-some-Gr12LI4DUf/first-time-could-only-fit-two-hope-to-get-some-thumb.webp "First time, could only fit two, hope to get some more :) [OC] [self]")
![Day 2/? o[f] my Anal August sharpie challenge! [OC]](https://cdn3.nude-pics.org/day-2-of-my-anal-august-sharpie-challenge-oc-63Y0M6wddV/day-2-of-my-anal-august-sharpie-challenge-oc-thumb.webp "Day 2/? o[f] my Anal August sharpie challenge! [OC]")
![[f] Day 3/? How many do you guys think I'll get to? 😘 [OC]](https://cdn3.nude-pics.org/f-day-3-how-many-do-you-guys-think-ill-get-to-oc-Fr1PoMNNle/f-day-3-how-many-do-you-guys-think-ill-get-to-oc-thumb.webp "[f] Day 3/? How many do you guys think I'll get to? 😘 [OC]")
![Day 1/? trying [f]or one more sharpie every day of the month! [OC]](https://cdn3.nude-pics.org/day-1-trying-for-one-more-sharpie-every-day-of-9q4cbVmrxR/day-1-trying-for-one-more-sharpie-every-day-of-thumb.webp "Day 1/? trying [f]or one more sharpie every day of the month! [OC]")
![[19F]irst try, just one to start 😇](https://cdn3.nude-pics.org/19first-try-just-one-to-start-NrIO7OnBPn/19first-try-just-one-to-start-thumb.webp "[19F]irst try, just one to start 😇")
![Late update...thought I’d try again [OC]](https://cdn3.nude-pics.org/late-updatethought-id-try-again-oc-pAAsWDu2Bz/late-updatethought-id-try-again-oc-thumb.webp "Late update...thought I’d try again [OC]")
![7 [oc]](https://cdn3.nude-pics.org/7-oc-GHYK8Bfgsn/7-oc-thumb.webp "7 [oc]")
![[F] my first sharpie challenge! Original content!](https://cdn3.nude-pics.org/f-my-first-sharpie-challenge-original-content-OERXbuBFVf/f-my-first-sharpie-challenge-original-content-thumb.webp "[F] my first sharpie challenge! Original content!")
![This felt so gooooood 🤩 [OC F 21]](https://cdn3.nude-pics.org/this-felt-so-gooooood-oc-f-21-omyATAZGID/this-felt-so-gooooood-oc-f-21-thumb.webp "This felt so gooooood 🤩 [OC F 21]")
![Got to 3... [oc]](https://cdn3.nude-pics.org/got-to-3-oc-sNfGcFmBIh/got-to-3-oc-thumb.webp "Got to 3... [oc]")
![Not my best but [f]or on the side of the highway, it'll do. More when i get hom](https://cdn3.nude-pics.org/not-my-best-but-for-on-the-side-of-the-highway-dPyih7C7kk/not-my-best-but-for-on-the-side-of-the-highway-thumb.webp "Not my best but [f]or on the side of the highway, it'll do. More when i get hom")
![My first attempt! [Self]](https://cdn3.nude-pics.org/my-first-attempt-self-N3DJ7Bqjib/my-first-attempt-self-thumb.webp "My first attempt! [Self]")
![Green sharpie [oc]](https://cdn3.nude-pics.org/green-sharpie-oc-l1CxSvxSVC/green-sharpie-oc-thumb.webp "Green sharpie [oc]")
![I could only get 1 in! My little virgin asshole is too tight :( [F]21 [OC]](https://cdn3.nude-pics.org/i-could-only-get-1-in-my-little-virgin-asshole-is-rDgQ0LZpI4/i-could-only-get-1-in-my-little-virgin-asshole-is-thumb.webp "I could only get 1 in! My little virgin asshole is too tight :( [F]21 [OC]")
![Sharpies and lace...can I sit on your face? Day 3! [OC]](https://cdn3.nude-pics.org/sharpies-and-lacecan-i-sit-on-your-face-day-3-oc-yYLnks4kL2/sharpies-and-lacecan-i-sit-on-your-face-day-3-oc-thumb.webp "Sharpies and lace...can I sit on your face? Day 3! [OC]")
![I [f]inally made it to THREE last night! Cried a little but I’m getting used to it 🥰 [oc]](https://cdn3.nude-pics.org/i-finally-made-it-to-three-last-night-cried-a-N3YcoMzONm/i-finally-made-it-to-three-last-night-cried-a-thumb.webp "I [f]inally made it to THREE last night! Cried a little but I’m getting used to it 🥰 [oc]")
![attempt #2: i made it to 4 sharpies! and added sum color for extra fun [OC] idk how much more i can take!!!](https://cdn3.nude-pics.org/attempt-2-i-made-it-to-4-sharpies-and-added-sum-ThqAH4W2T5/attempt-2-i-made-it-to-4-sharpies-and-added-sum-thumb.webp "attempt #2: i made it to 4 sharpies! and added sum color for extra fun [OC] idk how much more i can take!!!")
![Heard about this and wanted to try, is two good? 🙈 [f25] [oc]](https://cdn3.nude-pics.org/heard-about-this-and-wanted-to-try-is-two-good-hNerqc2XFR/heard-about-this-and-wanted-to-try-is-two-good-thumb.webp "Heard about this and wanted to try, is two good? 🙈 [f25] [oc]")
![[OC] I've officially run out of Sharpies, I need more!](https://cdn3.nude-pics.org/oc-ive-officially-run-out-of-sharpies-i-need-more-mb6D9vTfdS/oc-ive-officially-run-out-of-sharpies-i-need-more-thumb.webp "[OC] I've officially run out of Sharpies, I need more!")
![[F] started easy. I'll probably do this again but with more](https://cdn3.nude-pics.org/f-started-easy-ill-probably-do-this-again-but-Jwb1FqIhmz/f-started-easy-ill-probably-do-this-again-but-thumb.webp "[F] started easy. I'll probably do this again but with more")
![[OC] 6 in each hole makes a dozen](https://cdn3.nude-pics.org/oc-6-in-each-hole-makes-a-dozen-sITnEiK4LD/oc-6-in-each-hole-makes-a-dozen-thumb.webp "[OC] 6 in each hole makes a dozen")
![Someone bring me more, let’s see if they’ll [F]it!](https://cdn3.nude-pics.org/someone-bring-me-more-lets-see-if-theyll-fit-QqYSPMplJF/someone-bring-me-more-lets-see-if-theyll-fit-thumb.webp "Someone bring me more, let’s see if they’ll [F]it!")
![Day 29! This is the last day I can manage, thank you all [f]or your love, support and encouragement ❤️[OC]](https://cdn3.nude-pics.org/day-29-this-is-the-last-day-i-can-manage-thank-MvSfFyBrql/day-29-this-is-the-last-day-i-can-manage-thank-thumb.webp "Day 29! This is the last day I can manage, thank you all [f]or your love, support and encouragement ❤️[OC]")
![[19F]our :)](https://cdn3.nude-pics.org/19four-Ot6cgjvCRV/19four-thumb.webp "[19F]our :)")
![I went home and tried again, made it to 12 [oc]](https://cdn3.nude-pics.org/i-went-home-and-tried-again-made-it-to-12-oc-gJrUlPCrR6/i-went-home-and-tried-again-made-it-to-12-oc-thumb.webp "I went home and tried again, made it to 12 [oc]")
![Nothing special 🥱 [oc]](https://cdn3.nude-pics.org/nothing-special-oc-Fb5xYBV1Iq/nothing-special-oc-thumb.webp "Nothing special 🥱 [oc]")
![Day 27/31 [f] I think this is the last day I can handle! [OC]](https://cdn3.nude-pics.org/day-2731-f-i-think-this-is-the-last-day-i-can-SckQ3XQFkh/day-2731-f-i-think-this-is-the-last-day-i-can-thumb.webp "Day 27/31 [f] I think this is the last day I can handle! [OC]")
![Blue today [oc]](https://cdn3.nude-pics.org/blue-today-oc-HO1Yjtky3f/blue-today-oc-thumb.webp "Blue today [oc]")
![Just one 😔 [oc]](https://cdn3.nude-pics.org/just-one-oc-FXHg1d6xAF/just-one-oc-thumb.webp "Just one 😔 [oc]")
![my first time! is 3 enough or you think i can handle four ?! [OC]](https://cdn3.nude-pics.org/my-first-time-is-3-enough-or-you-think-i-can-2PVWxuxkMo/my-first-time-is-3-enough-or-you-think-i-can-thumb.webp "my first time! is 3 enough or you think i can handle four ?! [OC]")
![How many do you think she can take? [OC]](https://cdn3.nude-pics.org/how-many-do-you-think-she-can-take-oc-IO3bsJbOfy/how-many-do-you-think-she-can-take-oc-thumb.webp "How many do you think she can take? [OC]")
![Found more sharpies...up to 7 now [oc]](https://cdn3.nude-pics.org/found-more-sharpiesup-to-7-now-oc-lcX38Lk7EZ/found-more-sharpiesup-to-7-now-oc-thumb.webp "Found more sharpies...up to 7 now [oc]")
![Day 23/31 [f] it’s getting hard to count them all now! [OC]](https://cdn3.nude-pics.org/day-2331-f-its-getting-hard-to-count-them-all-now-D6AcFJCgCP/day-2331-f-its-getting-hard-to-count-them-all-now-thumb.webp "Day 23/31 [f] it’s getting hard to count them all now! [OC]")
![Red & Blue [oc]](https://cdn3.nude-pics.org/red-blue-oc-5tT19AKqFZ/red-blue-oc-thumb.webp "Red & Blue [oc]")
![My first attempt! [OC]](https://cdn3.nude-pics.org/my-first-attempt-oc-qETwqyAuTz/my-first-attempt-oc-thumb.webp "My first attempt! [OC]")
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