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jake250.bsky.social

@jake250.bsky.social
275 followers 165 following 170 posts

28 M gay into wedgies and a nerd just looking for some fun

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jake250.bsky.social @jake250.bsky.social · 8h
Are wedgies hotter with a belt or without
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jake250.bsky.social @jake250.bsky.social · 28/09/2026
An other mile high wedgie on the way back this time did an atomic front wedgie as well suggested by @kaithewah.bsky.social
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jake250.bsky.social @jake250.bsky.social · 25/09/2026
Mile high wedgie club who else is gunna join
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jake250.bsky.social @jake250.bsky.social · 18/09/2026
First public wedgie
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jake250.bsky.social @jake250.bsky.social · 16/09/2026
Celebrating Mexican Independence day 🇲🇽 how a good nerd should
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jake250.bsky.social @jake250.bsky.social · 15/09/2026
Atomic wedgie squats this morning
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jake250.bsky.social @jake250.bsky.social · 13/09/2026
Having fun with the hook
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jake250.bsky.social @jake250.bsky.social · 11/09/2026
Some fun with a jockstrap and briefs
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jake250.bsky.social @jake250.bsky.social · 10/09/2026
Wanted to show off this jockstrap
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jake250.bsky.social @jake250.bsky.social · 08/09/2026
It happened again 😣
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jake250.bsky.social @jake250.bsky.social · 02/09/2026
I saw a hook and couldn't help myself 😵‍💫
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Reposted by @jake250.bsky.social
jake250.bsky.social @jake250.bsky.social · 28/08/2026
Love these briefs they are super and cute
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jake250.bsky.social @jake250.bsky.social · 28/08/2026
Love these briefs they are super and cute
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jake250.bsky.social @jake250.bsky.social · 23/08/2026
Just saw the coyote movie it was a lot of fun 😁
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jake250.bsky.social @jake250.bsky.social · 22/08/2026
I was finally able to get a Mexico jersey and of course had to do some wedgies in it 😉
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jake250.bsky.social @jake250.bsky.social · 21/08/2026
Some pics I haven't posted here from x
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jake250.bsky.social @jake250.bsky.social · 04/08/2026
Up close view of my hanging wedgie definitely hurt good
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jake250.bsky.social @jake250.bsky.social · 03/08/2026
Been a while since the last time I stretched out one of my thongs
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jake250.bsky.social @jake250.bsky.social · 01/08/2026
Was out in the stores and found this little guy so I decided to take him home
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jake250.bsky.social @jake250.bsky.social · 06/07/2026
2-3 well that's a wrap for Mexico sad it ends here but it was a good game to the end 😭
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jake250.bsky.social @jake250.bsky.social · 01/07/2026
🇲🇽2-0 happy with the win 🙌🏼
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jake250.bsky.social @jake250.bsky.social · 01/07/2026
🇲🇽2-0 happy with the win 🙌🏼
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Reposted by @jake250.bsky.social
jake250.bsky.social @jake250.bsky.social · 26/06/2026
Happy Pride everyone ❤️ I absolutely love this so much 🥹 Amazing art 🎨 by @brieflyy33n.bsky.social
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jake250.bsky.social @jake250.bsky.social · 26/06/2026
Happy Pride everyone ❤️ I absolutely love this so much 🥹 Amazing art 🎨 by @brieflyy33n.bsky.social
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Reposted by @jake250.bsky.social
jake250.bsky.social @jake250.bsky.social · 25/06/2026
🇲🇽3-0 what a game and for the first time winning the three group games. And what a way for Ochoa to retire tahnk you 🙏🏼
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jake250.bsky.social @jake250.bsky.social · 25/06/2026
🇲🇽3-0 what a game and for the first time winning the three group games. And what a way for Ochoa to retire tahnk you 🙏🏼
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Reposted by @jake250.bsky.social
jake250.bsky.social @jake250.bsky.social · 19/06/2026
🇲🇽1-0 close game but hey a wins a win
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jake250.bsky.social @jake250.bsky.social · 19/06/2026
🇲🇽1-0 close game but hey a wins a win
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jake250.bsky.social @jake250.bsky.social · 18/06/2026
Snacks for today's game later on
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Reposted by @jake250.bsky.social
jake250.bsky.social @jake250.bsky.social · 12/06/2026
2-0 🙌🏼 nice start
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jake250.bsky.social @jake250.bsky.social · 12/06/2026
2-0 🙌🏼 nice start
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jake250.bsky.social @jake250.bsky.social · 10/06/2026
Getting my butt ready for tomorrow
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jake250.bsky.social @jake250.bsky.social · 10/06/2026
Been awhile since one of these and this one is so cool and cute 💚
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Kai the Wah @kaithewah.bsky.social · 06/06/2026
Happy pride all! Thanks so much @brieflyy33n.bsky.social
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Jojo @jojocorgi.bsky.social · 06/06/2026
Happy pride month!! Now where’s my change of clothes…. 😳 🎨 @brieflyy33n.bsky.social thank you friend 🥰❤️
Jojo standing, flustered, smiling and giving a heart sign with his hand as a comically large ace-flag-colored beavertail billows behind him.
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jake250.bsky.social @jake250.bsky.social · 04/06/2026
It's been awhile since I fell asleep with a wedgie so I fixed that last night
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Andy Cougar! @andycougar.bsky.social · 01/06/2026
HAPPY PRIDE MONTH EVERYONE GET OUT THERE AND DONT APOLOGIZE FOR TAKING UP SPACE IN THE WORLD
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jake250.bsky.social @jake250.bsky.social · 24/05/2026
Some fun from last night
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jake250.bsky.social @jake250.bsky.social · 22/05/2026
Had my nipples played with last night and they feel so sore and sensitive today 😣 but can't complain too much since it felt so good in the moment 😵‍💫
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jake250.bsky.social @jake250.bsky.social · 16/05/2026
I love stretching these out so much always a tight atomic wedgie
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jake250.bsky.social @jake250.bsky.social · 13/05/2026
Went back to stretching my tighty whities
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Kai the Wah @kaithewah.bsky.social · 10/05/2026
Jojo definitely didnt expect to be strung up by his tighty whities while dming his game and he DEFINITELY didnt expect his players to then just casually describe putting an npc in the EXACT same situation they have no idea why he is suddenly squeaking, must be a mic issue
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jake250.bsky.social @jake250.bsky.social · 07/05/2026
Throwback to this nerdy outfit
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jake250.bsky.social @jake250.bsky.social · 04/05/2026
May the 4th be with you nerds. Hopefully your undies don't get "forced" up your butts Art credit to @harryh4.bsky.social
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jake250.bsky.social @jake250.bsky.social · 04/05/2026
Hope im not too late for this trend
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Jojo @jojocorgi.bsky.social · 29/04/2026
“Enjoy your time together, dorks! We’ll be back later this afternoon… maybe 😂” *SLAM* Welp, if I’m stuck in a locker at least I’ve got another cute nerd to keep me company 😵‍💫 🎨 by the masterful @brieflyy33n.bsky.social, thank you again 🥰❤️
Jojo the corgi and Silas the yeen-badger, both stuffed in the same locker in their tighty whities, Jojo in an atomic wedgie and Silas in a brutal hanging wedgie off some hooks. Two bully silhouettes are smugly grinning at them in the foreground. I wonder how long they’ll be stuck there…
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jake250.bsky.social @jake250.bsky.social · 27/04/2026
Couldn't resist had to give myself a wedgie now I'm just chilling in a shoulder wedgie
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jake250.bsky.social @jake250.bsky.social · 26/04/2026
I like how these feel on my butt and how thin they get with a wedgie
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jake250.bsky.social @jake250.bsky.social · 24/04/2026
Wedgie stop from my little vegas trip
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jake250.bsky.social @jake250.bsky.social · 20/04/2026
Bought some supplies to make bracelets and couldn't resist making this one
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