202 best r/buttsharpies images on Pholder | I finally return!

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I finally return!

10mo ⋅ ⋅

I finally return!

Buried the whole 14 pack! Purchased 16 more tonight for science.

2yr ⋅

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My first ever time trying sharpies and my first time posting in here, I hope you enjoy 😉

1yr ⋅

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My first attempt at butt sharpies!

1yr ⋅

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I choose green. And you?

1yr ⋅

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Day 29! This is the last day I can manage, thank you all [f]or your love, support and encouragement ❤️[OC]

3yr ⋅

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Day 16/31 Who is having as much [f]un as me with Anal August? [OC]

3yr ⋅

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force another one?

11mo ⋅

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Chaturbate: Come and play right now!

Now ⋅

Day 27/31 [f] I think this is the last day I can handle! [OC]

3yr ⋅

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I have made some progress since last time

2yr ⋅

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Day 28/31 Accidentally did 28 yesterday, [f]igured I could do it again today 🥰 [OC]

3yr ⋅

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can you tell how tight my asshole is

1yr ⋅

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14 sharpies on my first try! [OC] I'm too tight they wouldnt stay

3yr ⋅

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first attempt (f)

1yr ⋅

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Training Session [OC]

11mo ⋅

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My ass was begging to be filled at work, so I snuck into the bathroom to give it what it wanted. Note to self, need to have our office manager buy more sharpies 😈 [OC]

3yr ⋅

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My (f)irst post here, be gentle

2yr ⋅

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Back at it with day 6 😈

1yr ⋅

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Working on tryna match my record of 45 in my pussy! 😜

3yr ⋅

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Working on getting to 20! 😝

2yr ⋅

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Chaturbate: Come and play right now!

Now ⋅

[f] Day 9/? starting to get tough, but all the love is keeping me going! [OC]

4yr ⋅

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4yr ⋅

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(f)irst time and I got 10! Not too shabby

4yr ⋅

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We all know what happens when I bring a sharpie with me into the office bathroom...

1yr ⋅

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[f] Day 14/31 at this rate I'm worried about causing a global sharpie shortage! [OC]

3yr ⋅

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I think I was up to 27...Ill be sure to try again and get better photos!

4yr ⋅

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Day 15/31 Is there any other way to keep track o[f] what day it is? [OC]

3yr ⋅

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September Sharpie Challenge coming back this year, can't wait! 😜

2yr ⋅

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I hold the record on Reddit for most Sharpies in the pussy at 45, the previous record stood for 3 years! Now it's time to prepare for the record of most in the butt as well! 😈

3yr ⋅

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Day 22/31 [f] on the home stretch now! 🪐⭐ [OC]

3yr ⋅

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I could’ve fit more but they just kept slipping out 🤤

2yr ⋅

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35 Sharpies~ Determined to beat the record soon. So close. [f26]

3yr ⋅

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[OC] My wife sent me this at work today🤣🥵😈

2yr ⋅

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Day 17/31 Only 2 weeks le[f]t in august! Hopefully I can get a few more days 😇 [OC]

3yr ⋅

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Day 26/31 what a journey this has been so [f]ar! [OC]

3yr ⋅

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Not bad for my first try with sharpies

2yr ⋅

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Stretchy holes = Best holes 🕳

3yr ⋅

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I was finally turned into a Sharpie holder - last night was my first time ☺️

4yr ⋅

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Sometimes when I get bored at work, I find sharpies to put in my ass [F]

2yr ⋅

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20! We got 25, but couldn’t get a photo in time. We will just have to try again. [F]

3yr ⋅

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I asked my girlfriend if I could fill her ass, she said yes.. 7 is a great start!

7yr ⋅

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[OC] Why is it so hard to get 2 in at the same time? I’ll get there!

1yr ⋅

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Chaturbate: Come and play right now!

Now ⋅

Told my gf about this sub a few days ago. Then she goes to the bathroom and sends me a snap of 9 in her ass 😬

4yr ⋅

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made it up to 6 sharpies [self]

2yr ⋅

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Day 24/31, one whole week le[f]t! [OC]

3yr ⋅

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I love to insert different stuff into my asshole

3yr ⋅

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Day 25/31 anyone [f]eeling a bit green today? 💚 [OC]

3yr ⋅

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First time posting, won't be the last.

5yr ⋅

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Lucky number thirteen.

4yr ⋅

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Five for my first time.

6yr ⋅

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Day 8/? o[f] my August anal sharpie challenge! How far can I get? [OC]

4yr ⋅

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Day 12/? [f] A sharpie a day keeps the... doctor away? [OC]

4yr ⋅

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9 in, going to need more 😏

5yr ⋅

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I could only get 1 in! My little virgin asshole is too tight :( [F]21 [OC]

5yr ⋅

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I went home and tried again, made it to 12 [oc]

4yr ⋅

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Day 4/? starting to [f]ill up quick now... Wish me luck [OC]

4yr ⋅

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Day 7/? one week done! I may have bitten o[f]f more than I can chew trying for a whole month [OC]

4yr ⋅

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A quiet day at work means a great excuse to seeing how many sharpies I can put in my ass

2yr ⋅

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time to go find all my sharpies now that I've found this sub [self]

2yr ⋅

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Day 13 o[f] 31! Why did I pick such a long month to start this challenge? [OC]

4yr ⋅

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Sometimes you need a helping... [f]oot? 😇 [OC]

3yr ⋅

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At it again with 10

3yr ⋅

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Couldn’t get the 5th to stay in my wife’s tight ass

2yr ⋅

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[f] Day 3/? How many do you guys think I'll get to? 😘 [OC]

4yr ⋅

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Could only fit one in my tight little asshole 😭 I think I need daily training

1yr ⋅

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Chaturbate: Come and play right now!

Now ⋅

Finally got to double digits!

4yr ⋅

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[OC] 5 but felt like 7, she’ll be back with more

4yr ⋅

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Mischievously stole some sharpies for a....project, hope they aren’t missed

2yr ⋅

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Day 2/? o[f] my Anal August sharpie challenge! [OC]

4yr ⋅

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sixteeeeeeeen :D

5yr ⋅

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Two and a really tight pussy

2yr ⋅

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Day 5/? Of my one sharpie/day updates! Come [f]ind out with me how far I can stretch 😊 [OC]

4yr ⋅

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Wife’s first.. of many to come [oc]

5yr ⋅

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Would love to see someone go for 10 of these!

7yr ⋅

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Told her about butt sharpies and she wanted to try it (19F)

5yr ⋅

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I managed 5! 😎

5yr ⋅

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Ten on the first try

5yr ⋅

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I [F]orget to get enough Sharpies [OC]

4yr ⋅

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Was told I should post here ;)

5yr ⋅

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My first sharpie, too tight for 2 😭

5yr ⋅

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made it to 3 today!😝 think I can go higher?

3yr ⋅

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First try with 7, gunna go for more

5yr ⋅

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A pink in the stink for my first post!

6yr ⋅

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Back with a bigger Sharpie ;)

6yr ⋅

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Eight isn't bad for the first attempt??

5yr ⋅

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My (f)avorite part of the night, showing off for you 😊😊 (OC)

5yr ⋅

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My new personal best- 11! :) [f]

8yr ⋅

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[oc] was told to post in here - first time here, first sharpie in the bum

5yr ⋅

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Chaturbate: Come and play right now!

Now ⋅

Twisting my red and black sharpies round and round until I cum 🖊🖍🍑🤤🤤👅

5yr ⋅

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Thought this would fit in here.

5yr ⋅

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