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I love waking up on a Sunday morning, grabbing a cup of hot choclate in the morning, ripping my tighty whities right over my head, and spending time enjoying the view on the balcony 🥰 Day 4 of #WEDGIETOBER2026 ATOMIC

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Danny Boi @dannyboi-nsfw.bsky.social · 13h

Sometimes, when it’s early an there’s nobody else around to do it, you jus gotta take matters (waistbands) into your own hands~

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Shawedgie @shawedgie.bsky.social · 03/10/2026

Looks like a witch has decided that the best place to set up shop was this dead giant's thonged butt. Do you think she might attract more people to set up shop here? I guess we will see in a year's time 😈 Day 3 of #WEDGIETOBER2026 MINIATURE

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gaminggreen8396.bsky.social @gaminggreen8396.bsky.social · 03/10/2026

𝔇𝔢𝔰𝔭𝔦𝔱𝔢 𝔱𝔥𝔢 𝔰𝔱𝔬𝔲𝔱𝔫𝔢𝔰𝔰 𝔱𝔥𝔞𝔱 𝔇𝔴𝔞𝔯𝔳𝔢𝔰 𝔭𝔬𝔰𝔰𝔢𝔰𝔰, 𝔢𝔳𝔢𝔫 𝔱𝔥𝔢𝔶 𝔠𝔞𝔫 𝔰𝔲𝔠𝔠𝔲𝔪𝔟 𝔱𝔬 𝔱𝔥𝔢 𝔭𝔲𝔯𝔢 𝔡𝔦𝔰𝔠𝔬𝔪𝔣𝔬𝔯𝔱 𝔟𝔯𝔬𝔲𝔤𝔥𝔱 𝔣𝔬𝔯𝔱𝔥 𝔟𝔶 𝖆𝖙𝖔𝖒𝖎𝖈 𝖜𝖊𝖉𝖌𝖎𝖊𝖘. How do we feel about fantasy themed wedgies? (I will likely delete this later) #wedgie #wedgiebear #wedgiemen #wedgiednd

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Kinggold63 🔜 CAPCON 2027 @kinggold63.bsky.social · 03/10/2026

Day 3 of #Wedgietober 2026: Miniature You were so excited! Today your new Warhammer 40K minis came in! Gonna be crumpin with the orky boys soon. You tore open the package to see your animatronic ork army. Fully painted. #wedgie #tightywhities #bondage #warhammer40k #humiliation #nerd (1/8)

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Shawedgie @shawedgie.bsky.social · 02/10/2026

Something feels wrong... why do I feel so horny.... whats that?!? FUCKKKKK 🤤🤤🤤 happy fat cock friday 😈 DAY 2 OF #WEDGIETOBER2026 EXPOSED

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Teee (てええ) @borkbarkbark.slut.dog · 01/10/2026

I’m really missing this treatment that @sirmf1.bsky.social was so kind enough to give me 🥺

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Kinggold63 🔜 CAPCON 2027 @kinggold63.bsky.social · 02/10/2026

Day 2 of #Wedgietober 2026: Exposed Walking home from your classes on this crisp fall day, you think to yourself, "fuuuck. It only day 2 of #Locktober and I'm horny as fuck. Maybe I can milk myself with my dildo when I get home." #wedgie #tightywhities #nerd #chastity #CNC (1/9)

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Your Favorite Nerd🔜MFF @gilbertsnodgrass.bsky.social · 01/10/2026

Over the years, brothers drift apart. That’s why @loadingzone.bsky.social is so lucky to have a considerate little bro like me to brainwash him back to his nerdiest self. And remember, just cuz you’re the little bro, it doesn’t mean you can’t have a big juicy butt. 😜🍑👯🏻‍♂️

Two nerds stand in an alley doing the Vulcan salute. They both wear Star Trek ties, pocket protectors, highwaisted slacks, white socks and clunky glasses. The nerd on the right wears a short sleeve white button down and blue and cream saddle shoes. The nerd on the left wears suspenders, brown tassel loafers, and a yellow short sleeve button down. The nerd on the left has clearly been deeply brainwashed and nerdified.

Two nerdy bros stand with their big butts facing the camera. As the older bro put it in modern terms (before such colloquial language was brainwashed out of his head), “you’re buttmogging me bro!”

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Mⷨoⷪnͪkⷦeͤyͮ_Cⷭaͣtͭ @monkeycat9.bsky.social · 01/10/2026

#wedgietober2026 Day 1 - Atomic Brooklyn should learn to never play 'truth or dare' with his clanmates if he's wearing underwear. Specially tighty whities.

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Zeker ( Open Commission ) @zekerpoke22.bsky.social · 01/10/2026

Wedgietober 🎃 1) Atomic Wedgie Jake definitely shouldn't mess with Fin, because this time I really got a taste of how his underwear is stretched out and how it digs into his fat ass.

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Kinggold63 🔜 CAPCON 2027 @kinggold63.bsky.social · 01/10/2026

Day 1 of #Wedgietober 2026: Jamming You're just hanging out in your room, listening to music and vibing with your best friend. "Hey, mind if I put some metal on?" your friend asks. "Sure. Wanna mini mosh too?" "Hell yeah!" (1/6) #wedgie #tightywhities #wedgiestory #nerd #wedgietime

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Shawedgie @shawedgie.bsky.social · 01/10/2026

Chill music to relax and wedgie to 🎧🎶 1st day of #WEDGIETOBER2026 JAMMING So excited for another month of y'all seeing my underwear crammed up my butt! Im traveling most of the month so alot of it I did in September but excited to finally show them off

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BriefPleasure 🔜 Decadence @tristansparkyfoley.bsky.social · 30/09/2026

When even chairs give you wedgies.

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MrAssMask @yourcommunitynerd.bsky.social · 29/09/2026

my punishment was to do both the hanging wedgie AND atomic wedgie at the same time.. however, that wasn’t good enough 🥲 so i had to go one step further and do it on a video call full of bullies while they watch 😭 #wedgie #atomicwedgie #hangingwedgie #gaydom #gaysub #tightywhities #humiliation #nerd

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Danny Boi @dannyboi-nsfw.bsky.social · 28/09/2026

My horoscope said to “Be wary of the Monday Whites” and I thought it was just a glitch or a typo or something and it meant “Monday Blues”, but I see now that I should have more faith in what the stars say 😵‍💫🥴

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TrekkieBear 🔜 BAW '26 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 28/09/2026

Some Monday wedgies for you all, including @majorbombs.bsky.social making sure I was in my correctly seated for WFH this afternoon.

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Roy @wedgiefaggot.bsky.social · 28/09/2026

Gave lip to the wrong guys

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Greenlight9876 @greenlight9876.bsky.social · 27/09/2026

Lost some gaming bets the other night 😔😔😔

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Jayden The Knotty Wolf @jaytheknottywolf.bsky.social · 27/09/2026

Got on final piece of art done before Wedgietober! Quoting the post with important info, and including the prompts here so you can see what all I'm offering ^3^

Wedgietober Prompts
1 - Atomic
2 - Hanging
3 - Squeaky Clean
4 - Frontal Atomic
5 - Public
6 - Bully
7 - Couple
8 - Professional Environment
9 - Role Reversal
10 - Scarecrow
11 - Group
12 - Straightjacket
13 - Movie/T.V.
14 - Swing
15 - Possession
16 - Mummy
17 - Werewolf
18 - Elder
19 - Wedgie Bomb
20 - Spiderweb
21 - Hypnosis
22 - Locker
23 - Aliens
24 - Mass Humiliation
25 - Stocks
26 - Body Swap
27 - Time Freeze
28 - Wedgiesaurus
29 - Voodoo Doll
30 - Beavertail
-> 31 - Trick or Treat! <-

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Shawedgie @shawedgie.bsky.social · 26/09/2026

LESS THAN A WEEK BEFORE A FULL MONTH OF WEDGIES!!!

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Dork @dorkparty.bsky.social · 26/09/2026

Might be seeing something around Folsom...

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Haxsmacks_Art @haxsmacks.bsky.social · 20/09/2026

Mkay! New Slots! On the docket today we got- 5 Normal Comms 5 Chibi Comms So a total of 10! If your interested just reach out to me via DM's (Or wherever else is most convenient!)

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Pup Rufus @puprufus22.bsky.social · 20/09/2026

Couldn’t stop popping boners yesterday on a hike with my shirt tucked into my tighty whities

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COMMISSIONS OPEN - Argo @hidegreenfox.bsky.social · 19/09/2026

Mattias: PLEASE GET ME DOWWNNNNN!!!!! Com for the nerdy wizard @magic0tter.bsky.social getting the flagpole wedgie experience

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Faggot Carcer @faggotcarcer.bsky.social · 19/09/2026

My ass was really sore after this one

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Your Favorite Nerd🔜MFF @gilbertsnodgrass.bsky.social · 19/09/2026

@shawedgie.bsky.social showing off the pure joy that comes with being totally nerdified. Who’s next?

Two nerds in ties and pocket protectors give the camera a big thumbs up as the grin nerdily.

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Bluboosh @bluboosh.bsky.social · 19/09/2026

Getting myself a good strong tighty whities wedgie! 🩲🐻🌈🔁 onlyfans.com/bluboosh/c1 #bear #chubbygay #chub #belly #fat #bellyfat #fatbelly #gainer #gainerbear #gainerbelly #bluboosh #tightywhities #wedgie

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BearUnion @bearunion.bsky.social · 17/09/2026

Now pull it to the side! 😈 TONIGHT! San Diego! Cruise @clubsandiego.bsky.social 8p - 2a! bearcumunion.com/sandiego

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Your Favorite Nerd🔜MFF @gilbertsnodgrass.bsky.social · 17/09/2026

Can’t wait to do this and have it done to me at Nerds vs Bullies

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Nerds vs Bullies Chicago @nerdsvsbullies.bsky.social · 17/09/2026

Nerds vs Bullies is just a few weeks away. We will see you and your undies on October 10 at @cellblockchi.bsky.social

A jock in a varistt jacket and tighty whities gives a nerd a wedgie

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Rex the Tighty Whitie Borc @tightywhitiebear.bsky.social · 16/09/2026

Decided to re-enact Rex’s predicament that the amazing Camo put him into with Tomas. Since he is me… This Bear Orc also got stuck by an ACME wedgie grenade. Do NOT share these off this platform.

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T-Nut Butter🐉 call me Camo! @butchcity.bsky.social · 14/09/2026

Repost if watching cartoons awakened/gave you a wedgie kink

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JJ @gr1pandr1p.bsky.social · 12/09/2026

Didn’t have a workout shirt…so I made one 🤭😏😉 #wedgieboys #wedgie #wedgies #cuecao #calzonchino

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Nathan Czarko @swampmentality.bsky.social · 11/09/2026

I don’t like when #wedgieboys tell me they don’t want to be a good dweeb and study. So a #spanking and #chairwedgie for the required reading seems appropriate 😈 #GayHumiliation #GayBully #GayThong #GayWedgie #Nerdkink

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Ash"NERD"Wulfy @ashtomicwedgie.bsky.social · 11/09/2026

Day 4: I-I was just tidying up the locker room I swear! #septENMber

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Steven, the Troublemaker @steven0f9.bsky.social · 09/09/2026

Happy Humpday from @buddyash.bsky.social 's perspective as he breeds my hungry butt

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Shawedgie @shawedgie.bsky.social · 09/09/2026

HOWDY HEY HOUSTON TEXAS!!! I'll be in town briefly this Friday 9/11 and Sunday 9/13. Would love to have someone tug on my undies as good as @charmedbfg.bsky.social did here 🫠

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Steven, the Troublemaker @steven0f9.bsky.social · 08/09/2026

Please enjoy some Tighty Whitie fucking with @hrnyandlzy.bsky.social on this Tighty Whitie Tuesday

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🎃Boo-nerLaser🎃 @lunarlaser.bsky.social · 02/09/2026

I dunno what happened I was talking to @whiptailed.bsky.social and while I was looking into his beautiful eyes I felt the sudden urge to put on these dorky undies and yank 'em as high as I could. It's like I was hypnotized or something 😵‍💫

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Shawedgie @shawedgie.bsky.social · 01/09/2026

It is almost time for WEDGIETOBER2026!!!! I love my yearly tradition and im excited to play around with my undies up my butt. As always, would love to see someone join me on this month of wedgies! Anything in () is what inspired the day

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Roy @wedgiefaggot.bsky.social · 31/08/2026

Sunday night hang as my bros play video games

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Riggingbs13 --> MIR @riggingbs13.bsky.social · 31/08/2026

It was really awesome to see @trekkiebear.wedgiehaven.com when I visited in June. He got a nice tight wedgie tie.

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Riggingbs13 --> MIR @riggingbs13.bsky.social · 31/08/2026

Once I had @trekkiebear.wedgiehaven.com nice and wedgie tied, I just had to spank that sexy ass!

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Nathan Czarko @swampmentality.bsky.social · 31/08/2026

Iabeling your toys with your name is important. means they’ll be returned when you let others borrow them 😈 i colored in his nipples with the sharpie because I thought it was funny 🤭🤪 DWEEB @yourcommunitynerd.bsky.social

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