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TrekkieBear 🔞🖖🧸

@trekkiebear.wedgiehaven.com
1.3K followers 1.4K following 2.4K 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
TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 8h
Trick
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 20/10/2026
Apropos of this, I may have just ordered some shirts to help emphasize this at the spanking events I go to.
Purple t-shirt that says "Good boys need spanking too"

Heathered gray t-shirt that says "Spanking - Not just for punishment anymore"

Light blue t-shirt that says "Spare the rod, disappoint the masochist"
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 20/10/2026
Also,
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 20/10/2026
Now I'm imagining seeing that from my bound up position...
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 18/10/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 09/10/2026
Bandwagon time! lockedtony.github.io/kink-jars/
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 30/09/2026
Some TW Tuesday content for y'all. Wedgie as ordered by @wedgienerdtightyw.bsky.social.
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 29/09/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 29/09/2026
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TrekkieBear 🔞🖖🧸 @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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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 24/09/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 16/09/2026
Yes Sir!
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 15/09/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 07/09/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 05/09/2026
Fuuuccccck
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 05/09/2026
As someone who grew up on Long Island I must object to being labeled as from New Jersey 😂 mydialect.us/quiz-standar...
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 04/09/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 01/09/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 01/09/2026
As many of you may know, I met up with @domtucker81.bsky.social for some wedgie/bullying fun this past weekend. Here's some of what we got up to:
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 01/09/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 28/08/2026
I'm so horny this FCF...
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 27/08/2026
The edging in question from last night...
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 27/08/2026
@majorbombs.bsky.social and @shawedgie.bsky.social know me wayyyy too well...
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 26/08/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 25/08/2026
@majorbombs.bsky.social thought my undies could use some yanking 😖😖😖
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 25/08/2026
Happy TW Tuesday everyone!
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 25/08/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 20/08/2026
Happy Thong Thursday!
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 20/08/2026
@majorbombs.bsky.social knows me far, far too well...
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 14/08/2026
Happy Friday!
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 13/08/2026
Happy Thong Thursday!
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 13/08/2026
Bandwagon time! undertale.jadenthejaded.uk
MY SOUL: KINDNESS (GREEN)
"No matter how many times I got hurt, I never let that make me cruel."

KINDNESS       63%
PATIENCE       54%
JUSTICE        41%
DETERMINATION  33%
INTEGRITY      30%
BRAVERY        28%
PERSEVERANCE   21%
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 13/08/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 13/08/2026
It's Wedgie Wednesday!
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 11/08/2026
@majorbombs.bsky.social made my WFH day interesting today...
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 06/08/2026
Happy Thong Thursday everyone!
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 05/08/2026
Some additional TW Tuesday fun from yesterday. Regular wedgie courtesy of @majorbombs.bsky.social; chair wedgie courtesy of @shawedgie.bsky.social.
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 04/08/2026
My poor nuts...
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 30/07/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 30/07/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 29/07/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 29/07/2026
Horny TW Tuesday time!
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 28/07/2026
Pin me, Masked Daddy!
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 28/07/2026
It's Tuesday which means it's time for tighty whities!
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 27/07/2026
In what's become a last night tradition at events we both attend, @mrcarl1979.bsky.social gave me a very nice flogging/singletail scene last night.
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 26/07/2026
Last of 4 or 5 sets of 10 that I took with a heavy strap yesterday afternoon (📹: @wedgiewhacker.bsky.social).
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 26/07/2026
What can I say? I'm a masochist at heart!
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 25/07/2026
In addition to all the fun I've been having at @hotseatvegas.bsky.social, I also had the opportunity to meet up with @dotx3-ad.bsky.social, who did an excellent job of putting me through my paces.
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 24/07/2026
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TrekkieBear 🔞🖖🧸 @trekkiebear.wedgiehaven.com · 16/07/2026
Happy Thong Thursday!
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