Sign in

TrekkieBear 🔜 BAW '26 🔞🖖🧸

@trekkiebear.wedgiehaven.com
1.2K followers 1.4K following 2.3K posts

Kinky, submissive, chubby, 37yo bear looking to play & make friends. Boston area Used to run a wedgie website. Primarily kinky content with a side of woodworking and a dash of politics. Don't bully me, I'll cum 😏 Where to find me: rb.gy/ua84h7

PostsRepliesMedia
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Innsmouth Looksmaxxing @gonebabygone.bsky.social · 17h
People will roll their eyes at this over the combination of The Atlantic and the "well well if it isn't the consequences of my vote" genre but it's good that he feels this kind of shame, that's how a human should feel and Trump's power is built on people with no remaining capacity for it
2628105
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
KingK @kingkp.bsky.social · 17h
Some pics of my session with @locked-boy.bsky.social yesterday. Gave him a good spanking and flogging.
2221
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Darck 🔜 MFF @darckhumor.bsky.social · 15h
I dunno how to say this kindly, but get the fuck off xitter. It's so easy to fall prey to algorithm dripfeed even when you think you "aren't political". You see it more and start normalizing shitty things without realizing it. Follower count isn't worth it. Get off Xitter.
717871
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Wedgie Boi Dean @wedgieboidean.bsky.social · 02/10/2026
Yoink #rippingwedgie #tightywhities
1545
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Wedgie Boi Dean @wedgieboidean.bsky.social · 19h
Locktober day 4 #cagecheck #teamlocked #locktober #tightywhities #wedgieboy
1355
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Thee Domasan 🔜 @theedomasan.bsky.social · 17h
"Wedgies" Bear series - Wedgie Caged Bear for Locktober #domasan #bondage #locktober #bearman
1639
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Your Favorite Nerd🔜MFF @gilbertsnodgrass.bsky.social · 17h
If I dubbed November “Nerdvember” and came up with a month of nerdy themes for each day, would people wanna participate? It could be pictures, micro fiction, or just your own private fun.
3343
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
T-Nut Butter🐉 call me Camo! @butchcity.bsky.social · 03/10/2026
Tomas can be SUPER helpful for clever ideas to help drum up some extra cash for pals like Barnaby here. He’s a really good salesman too, he can make any purchase seem reasonable! PWYW commission for Knest ft. His donkey Barnaby :^] #butchcitynsfw #butchcitycomms
A digital sketch of my oc Tomas, a big bear of a cat smugly spanking the donkey Barnaby who is securely restrained in a carnival-like booth. The booth says “$10 SPANK the tail off the DONKEY!” Tomas is saying “come on, he’s all warmed up!” 
Commission do not use. Art by butchcity
423663
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
T-Nut Butter🐉 call me Camo! @butchcity.bsky.social · 13h
Little draw over cuz the pose and expression is so good :^] #butchcitywedgies
a monkey is behind a corgi pulling the front of one pair of white briefs over his head. The corgi in question has an additional pair of briefs beneath. The bg is a bedroom with a progress pride flag in the bg. Image from the quote!
58320
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
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
3253
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
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
1275
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
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 🥺
27510
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Danny Boi @dannyboi-nsfw.bsky.social · 22h
Sometimes, when it’s early an there’s nobody else around to do it, you jus gotta take matters (waistbands) into your own hands~
44610
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Shawedgie @shawedgie.bsky.social · 17h
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
1396
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Danny Boi @dannyboi-nsfw.bsky.social · 02/10/2026
Locktober’s off to a pretty good start so far~ Here’s to the next 30 days 😵‍💫🔒
2196
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Wedgiewhacker🔜BAW (maybe) @wedgiewhacker.bsky.social · 26/09/2026
And some photos for good measure
0347
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Pup Tyke @butterytyke.bsky.social · 02/10/2026
A certain Wah (*cough* @kaithewah.bsky.social *cough* ) Wanted me to demonstrate how stretchy my Natural Feeling briefs were last night.. so enjoy >3< #wedgie #nerd
26410
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Charlie 💦 @agooddoggy.bsky.social · 30/09/2026
random person: “i jerk off to you” normal people: “that’s gross wtf is wrong with you” me: “omg youre making me blush! wanna touch my dick?” 😊
318117
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Pup Tyke @butterytyke.bsky.social · 30/09/2026
I don’t often wear skirts and stuff but I quite like this combo… >3< If only I had a tail to keep the skirt up and show off my tushie to everyone 🤤
1183
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Dadsker @rasker.dad · 30/09/2026
Quick reminder for people planning on doing Locktober: you do not have to lock all month long if it stops being fun. It doesn’t mean you failed, it means you got what you wanted out of the experience! Lock a little or a lot, as long as you’re having fun doing it :3
223444
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Wedgie Boi Dean @wedgieboidean.bsky.social · 01/10/2026
Send help 😫 #wedgiewednesday #briefsboy #wedgieboy
2393
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
AlexisFaustus @alexisfaustus.bsky.social · 30/09/2026
Hanging Wedgie Wednesday? I swear I’ll post art soon, I’ve just been uhhh..in a tight spot
68213
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
loyalwedgies.bsky.social @loyalwedgies.bsky.social · 30/09/2026
Atomic BJ wedgie
15313
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
BriefPleasure 🔜 Decadence @tristansparkyfoley.bsky.social · 30/09/2026
When even chairs give you wedgies.
2477
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Tak @takthesub.bsky.social · 29/09/2026
10 minutes after checking in to the hotel with @bdbearmd.bsky.social I find myself like this.
512513
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Drk Nrdy 🏳️‍🌈🏳️‍⚧️🔜 Pawsome. @drknrdy.com · 30/09/2026
Tomorrow marks the start of Locktober (or, if you're me, the continuation of Locktober 2021). Whether you lock up for the whole month or part remember it's not a competition and, above all, have fun. If anything hurts remember to stop, unlock and check. 😀
0237
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
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
38018
TrekkieBear 🔜 BAW '26 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 30/09/2026
Some TW Tuesday content for y'all. Wedgie as ordered by @wedgienerdtightyw.bsky.social.
1399
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
🔞 Phillabuster 🍑🔥 @phillabuster.bsky.social · 29/09/2026
As a trans guy who's only been cis-passing in the last couple of years, it's UNREAL how much social oomph you have as a cis-passing fellow amongst your peers!! It's *so* noticeable that it is something I've had to *adjust* to. 😩
0466
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Riggingbs13 --> MIR @riggingbs13.bsky.social · 29/09/2026
Not surprisingly, I hogtied this sexy guy.
0437
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
neuse river hag @neuseriverhag.bsky.social · 28/09/2026
HIT THEM AGAIN KENTUCKY BOY
1728
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Lawsome @lawsomepup.bsky.social · 28/09/2026
It looks like EVERY Western democracy is going to get a chance to touch the stove! Equality!
26310
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Katav 🐺 g(r)ay wolf 🐏 bighorn(y) ram @katav.gay · 28/09/2026
if you don't support this movie the lesson Dreamworks is going to learn is that we need 12 more Boss Babies
40914501
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Frito @fritodingo.bsky.social · 28/09/2026
The smell of musky ass or balls are better than any poppers! Prove me wrong :3
1262
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
David Cooper @davidbcooper.bsky.social · 28/09/2026
Batman uses his initiative.
215937
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Master Nathan @daddydrew1283.bsky.social · 28/09/2026
Help me give a warm welcum to my dumb 20yo 🇨🇦 wedgie faggot, Jackson @blondeboi01.bsky.social 👻 lukesgrave21 #gay #gayfag #footworship #feet #wedgie #wedgiefag #cocksucker #blowjob #gayporn #porn #pornmeat #webslut #bottom #bottombitch #blondeboi #jock #fit #muscular #twink #twunk
16012
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Wedgie Boi Dean @wedgieboidean.bsky.social · 29/09/2026
1345
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Master Nathan @daddydrew1283.bsky.social · 28/09/2026
5 reposts & 10 likes to see my dumb 20yo 🇨🇦 faggot, Jackson goon and edge 😈 @blondeboi01.bsky.social 👻 lukesgrave21 #gay #gayfag #footworship #feet #wedgie #wedgiefag #edge #blowjob #gayporn #porn #pornmeat #webslut #bottom #bottombitch #blondeboi #jock #fit #muscular #twink #twunk #goon
17816
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Master Nathan @daddydrew1283.bsky.social · 28/09/2026
My dumb 20yo 🇨🇦 wedgie faggot, Jackson has a cute bubble butt 😈 @blondeboi01.bsky.social 👻 lukesgrave21 #gay #gayfag #footworship #feet #wedgie #wedgiefag #cocksucker #blowjob #gayporn #porn #pornmeat #webslut #bottom #bottombitch #blondeboi #jock #fit #muscular #twink #twunk
0537
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Jace @wedgiejace.bsky.social · 29/09/2026
wedgies + spanking >>>>>>>
05917
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
MJ Roe (Guys19) 🔜 Nerds vs. Bullies @guys19.bsky.social · 28/09/2026
Confidently smiling at your bully when they pants you because you thought your colorful cartoon underoos were less wedgieable than tighty whities is the quickest way to ensure your humiliation will last even longer
2254
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
verswedgies.bsky.social @verswedgies.bsky.social · 28/09/2026
forgot to post these wedgies from last week 😵‍💫
0175
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Max Overdrive @delablo.bsky.social · 28/09/2026
Getting real tired of puritanical BS. Starting to unfollow people who keep expressing a desire to police what can happen in fiction. It's fiction. It's not real. Enjoying fiction doesn't automatically mean you want the same thing in real life. Please understand this.
19729
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
🔞 Sorn! 👑 @whiptailed.bsky.social · 28/09/2026
What's the point of having friends if you can't give them eye-watering, toe-curling, butt-splitting, crotch-crushing mega wedgies
86819
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
MJ Roe (Guys19) 🔜 Nerds vs. Bullies @guys19.bsky.social · 28/09/2026
Apparently this is what happens when you're "a bratty little troublemaker." Wedgied, swirlied, and mouthsoaped before being put in cornertime to think about your actions.
13911
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
wedgienerdtightyw.bsky.social @wedgienerdtightyw.bsky.social · 28/09/2026
Forced to frontal wedgie by a mean bully 😳 #wedgie #tightywhities #wedgienerd #wedgieloser
0111
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Jojo @jojocorgi.bsky.social · 28/09/2026
CW: irl diaper peekage Life’s been stressful, but peekage like this helps :3
A selfie angle pic of myself in a snoopy t-shirt, and plaid pajama pants, with a TryAgain peeking out.
6155
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
wedgienerdtightyw.bsky.social @wedgienerdtightyw.bsky.social · 28/09/2026
Im a nerdy loser, i got told to wedgie myslef and i just did it. Dming bullies always end up this way. A frontal wedgie and a normal one that just got to my head, nearly atomic 😳 #wedgie #tightywhities #wedgienerd #wedgieloser
0192
Reposted by TrekkieBear 🔜 BAW '26 🔞🖖🧸
Matt McMuscles @mattmcmuscles.bsky.social · 28/09/2026
We actually don't hate this administration enough
12476372387
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.
55113