Leather boy Jackson Boyd 🔒
@jacksonboyd.bsky.social
He/Him
-Chicago
-Bears, tighty whities, leather, cigars, chastity
-Boy to Cliff Boyd https://bsky.app/profile/chibear20.bsky.social
-💙Property of my Dad🔒
➡️MAL➡️Smokeout
BLUF#5641
RECON: leatherboyjackson
https://linktr.ee/chicagotwcub
BLM, 🏳️⚧️, 🇵🇸, 🇺🇦
-Chicago
-Bears, tighty whities, leather, cigars, chastity
-Boy to Cliff Boyd https://bsky.app/profile/chibear20.bsky.social
-💙Property of my Dad🔒
➡️MAL➡️Smokeout
BLUF#5641
RECON: leatherboyjackson
https://linktr.ee/chicagotwcub
BLM, 🏳️⚧️, 🇵🇸, 🇺🇦
Pinned
Jackson Boyd’s Briefs
jacksonboydsbriefs.bigcartel.com
Get your naughty hands on a pair of my signature tighty whities. They’re versatile like me! You can even wear them on your face!
I also offer various alterations that you can DM me about. 💦 🩲
jacksonboydsbriefs.bigcartel.com?_gl=1*1ynnq3...
I also offer various alterations that you can DM me about. 💦 🩲
jacksonboydsbriefs.bigcartel.com?_gl=1*1ynnq3...
Reposted by Leather boy Jackson Boyd 🔒
Bearracuda tonight in PDX! Jock or Tightey Whiteys?
November 16, 2025 at 1:57 AM
Bearracuda tonight in PDX! Jock or Tightey Whiteys?
Reposted by Leather boy Jackson Boyd 🔒
In case you didn't know, @seattledad.bsky.social and I met and it was everything I've ever wanted. 30+ minute video going up on JFF later today also feat. @chibear20.bsky.social
August 29, 2025 at 6:49 PM
In case you didn't know, @seattledad.bsky.social and I met and it was everything I've ever wanted. 30+ minute video going up on JFF later today also feat. @chibear20.bsky.social
The face / the cheeks
November 13, 2025 at 1:03 PM
The face / the cheeks
Come out to @bearunion.bsky.social at @cellblockchi.bsky.social 3-8PM
Hosted by @chibear20.bsky.social @chicub87.bsky.social @gazbearington.bsky.social
Hosted by @chibear20.bsky.social @chicub87.bsky.social @gazbearington.bsky.social
November 5, 2025 at 12:27 AM
Come out to @bearunion.bsky.social at @cellblockchi.bsky.social 3-8PM
Hosted by @chibear20.bsky.social @chicub87.bsky.social @gazbearington.bsky.social
Hosted by @chibear20.bsky.social @chicub87.bsky.social @gazbearington.bsky.social
Reposted by Leather boy Jackson Boyd 🔒
Saddle up! Photo shoot with Grant.
October 25, 2025 at 1:53 AM
Saddle up! Photo shoot with Grant.
For #locked day 100 Dad said he wanted me to fuck my hole and rub the loads on my mustache. A good boy does as he’s told. (Love doing video requests)
October 24, 2025 at 3:37 PM
For #locked day 100 Dad said he wanted me to fuck my hole and rub the loads on my mustache. A good boy does as he’s told. (Love doing video requests)
Cooking up something soon…
October 23, 2025 at 11:07 PM
Cooking up something soon…
Reposted by Leather boy Jackson Boyd 🔒
Tighty whities Dad at the very end of humpday. And you can see even more of Dad at the link in my bio. #dad #daddy #tightywhities #whitebriefs #humpdayworthy #humpday
October 23, 2025 at 4:55 AM
Tighty whities Dad at the very end of humpday. And you can see even more of Dad at the link in my bio. #dad #daddy #tightywhities #whitebriefs #humpdayworthy #humpday
Locks and Leather
October 22, 2025 at 12:47 PM
Locks and Leather
Reposted by Leather boy Jackson Boyd 🔒
If you’re in town tomorrow come on out to our monthly social at @jackhammerchicago.bsky.social
We hope your Locktober is starting off happy and horny!
We hope your Locktober is starting off happy and horny!
So excited that we have a home bar at @jackhammerchicago.bsky.social now! All are welcome, locked 🔒, key holders, or cage curious. #chastity
@chicagochastity.bsky.social @chastity.social
@chicagochastity.bsky.social @chastity.social
October 4, 2025 at 3:24 PM
If you’re in town tomorrow come on out to our monthly social at @jackhammerchicago.bsky.social
We hope your Locktober is starting off happy and horny!
We hope your Locktober is starting off happy and horny!
October 3, 2025 at 3:34 PM
Reposted by Leather boy Jackson Boyd 🔒
The time has finally come for the Global Chastity Locktober Challenge!
Participation is easy, each day we will post the daily theme @12PM EST. You take a cage picture inspired by that theme and add it to the daily thread.
Each city will RS their favorites! #ChastitySocial #Locktober
Participation is easy, each day we will post the daily theme @12PM EST. You take a cage picture inspired by that theme and add it to the daily thread.
Each city will RS their favorites! #ChastitySocial #Locktober
October 1, 2025 at 12:33 AM
The time has finally come for the Global Chastity Locktober Challenge!
Participation is easy, each day we will post the daily theme @12PM EST. You take a cage picture inspired by that theme and add it to the daily thread.
Each city will RS their favorites! #ChastitySocial #Locktober
Participation is easy, each day we will post the daily theme @12PM EST. You take a cage picture inspired by that theme and add it to the daily thread.
Each city will RS their favorites! #ChastitySocial #Locktober
Reposted by Leather boy Jackson Boyd 🔒
I’m always walking around the house like this
October 1, 2025 at 1:41 PM
I’m always walking around the house like this
October 1, 2025 at 12:54 PM
Reposted by Leather boy Jackson Boyd 🔒
Finally remembered to get a pic in this Jacket I made back in April, so happy with how it turned out!
June 16, 2025 at 3:45 PM
Finally remembered to get a pic in this Jacket I made back in April, so happy with how it turned out!
Reposted by Leather boy Jackson Boyd 🔒
September 22, 2025 at 12:46 PM
Reposted by Leather boy Jackson Boyd 🔒
Dripping wet
September 21, 2025 at 10:15 PM
Dripping wet
Posting a photo I don’t need to apply a label for once
September 21, 2025 at 6:05 PM
Posting a photo I don’t need to apply a label for once
So excited that we have a home bar at @jackhammerchicago.bsky.social now! All are welcome, locked 🔒, key holders, or cage curious. #chastity
@chicagochastity.bsky.social @chastity.social
@chicagochastity.bsky.social @chastity.social
September 20, 2025 at 4:05 PM
So excited that we have a home bar at @jackhammerchicago.bsky.social now! All are welcome, locked 🔒, key holders, or cage curious. #chastity
@chicagochastity.bsky.social @chastity.social
@chicagochastity.bsky.social @chastity.social
On Thursday we wear vintage for #throwbacktightythursday
September 18, 2025 at 6:40 PM
On Thursday we wear vintage for #throwbacktightythursday
Reposted by Leather boy Jackson Boyd 🔒
When I get locked 🔒 and fucked I feel like less of a man (and I like it) feat. @dakotahpxxx.bsky.social
November 22, 2024 at 4:09 PM
When I get locked 🔒 and fucked I feel like less of a man (and I like it) feat. @dakotahpxxx.bsky.social
