You too sexy
06.12.2025 21:25 โ ๐ 1 ๐ 0 ๐ฌ 0 ๐ 0@jacksonboyd.bsky.social
He/Him -Chicago -Bears, tighty whities, leather, cigars, chastity -Boy to Cliff Boyd https://bsky.app/profile/chibear20.bsky.social -๐Property of my Dad๐ โก๏ธMALโก๏ธSmokeout BLUF#5641 RECON: leatherboyjackson https://linktr.ee/chicagotwcub BLM, ๐ณ๏ธโโง๏ธ, ๐ต๐ธ, ๐บ๐ฆ
You too sexy
06.12.2025 21:25 โ ๐ 1 ๐ 0 ๐ฌ 0 ๐ 0Day 5 Vintage TWs. Sometimes my finds are interesting. Whatโs the story here? 1966 so I wonder the brand. Also that man is so hot
06.12.2025 21:25 โ ๐ 45 ๐ 1 ๐ฌ 0 ๐ 0Thursday 12/11 @ 9PM
Itโs time to go classic โ crisp, clean, and barely there.
Brief Encounters: Tighty Whities Edition, where we celebrate the iconic look that started it all.
Staaaaawp
05.12.2025 21:00 โ ๐ 2 ๐ 0 ๐ฌ 0 ๐ 0Part 4Vintage TW: would love the context. Reminded me of scouts. Bunch of us got pranked and covered in shaving cream and had to shower. We had a higher ratio of TWs than these photos Iโll say.
05.12.2025 14:28 โ ๐ 36 ๐ 2 ๐ฌ 0 ๐ 0Taking Dads L O A D on top of the world ๐
Any of our followers have an ATVโ๏ธ
Subscribe to see this outdoor 1๏ธโฃ3๏ธโฃ min on BOTH platforms โฌ๏ธ
๐ฅ๐ justfor.fans/CannaCruisers
โ๐ป๐ฆ onlyfans.com/reddandsonn
#beefyguys #muscledad #gingerdaddy #exhibitionism #dadandson #alphadaddy #gingerdad #outdoorsex #alpha
Part 3 of vintage tighty whities stuff I have. A 1946 print ad of Brooklyn Dodgers pitcher Ralph Branca. I might be a bottom, but Iโm definitely an ass guy especially in full cut briefs. I should probably frame this right?
04.12.2025 03:24 โ ๐ 55 ๐ 1 ๐ฌ 2 ๐ 0Dad fucking me good, hard and raw in the yard.
w/ @gingerdaddy74.bsky.social
Love the tighty whities too
03.12.2025 15:52 โ ๐ 0 ๐ 0 ๐ฌ 0 ๐ 0Part 2 of vintage tighty whities stuff. A sexy pose is great but there is something else about candid pics. Maybe itโs the realism. Bought this on eBay funny enough.
03.12.2025 00:26 โ ๐ 48 ๐ 0 ๐ฌ 0 ๐ 0Part 1 of my vintage tighty whities media collection. An old magazine ad from 1983 of a stud in some BVDs. This kinda stuff was pure sex to me as I was discovering my sexuality and fetish.
02.12.2025 02:57 โ ๐ 86 ๐ 2 ๐ฌ 2 ๐ 0Hope everyone is staying warm through the storm. Come on out to @jackhammerchicago.bsky.social on Sunday, December 7th to mingle with some fellow chastity enthusiasts. See you there!
01.12.2025 01:49 โ ๐ 20 ๐ 3 ๐ฌ 1 ๐ 0Worker
29.11.2025 18:57 โ ๐ 508 ๐ 68 ๐ฌ 7 ๐ 0If by alley you mean butthole then yes.
28.11.2025 21:42 โ ๐ 5 ๐ 0 ๐ฌ 0 ๐ 0Black Friday sale! 50% off the OF all weekend. Treat yoself!
28.11.2025 19:26 โ ๐ 697 ๐ 26 ๐ฌ 4 ๐ 0Some more Tubby Bear in Pants ๐ฉฒ๐๐พ๐งธ๐
More Stuff --> linktr.ee/bluboosh
Agreed. Liking one does not mean we have to discredit the other.
27.11.2025 22:32 โ ๐ 1 ๐ 0 ๐ฌ 0 ๐ 0Happy Thanksgiving to everyone (even if you donโt celebrate you should still enjoy the day). Thank you to all the beautiful people that keep making my bsky experience what it is. I may not know you very well, but there are more than a few of you that i like more than some of my irl friends. ๐
27.11.2025 22:30 โ ๐ 128 ๐ 3 ๐ฌ 8 ๐ 0inspired by @jacksonboyd.bsky.social
Thanks for sharing me what is
#tightywhities ๐very sexy
________
commissions open and patreon open
Masculinity and femininity are not black and white and traits can be shared across the board. Our focus with masculine identities should be protection and respecting our feminine traits and friends/family. One cannot exist without the other in good health.
27.11.2025 17:40 โ ๐ 23 ๐ 0 ๐ฌ 1 ๐ 0I really connect with my queer identity under a masculine perspective, but we also have to recognize that masculinity has been used as a tool to deny and impose misogyny upon the world for too long. We should be finding what makes our masculinity positive and nourishing that.
27.11.2025 17:40 โ ๐ 42 ๐ 0 ๐ฌ 3 ๐ 0Dad offering up some bulge on this tighty-whitey tummy Tuesday
17.06.2025 19:18 โ ๐ 452 ๐ 23 ๐ฌ 11 ๐ 0Hey slugger! You enjoy coming to the cigar lounge with your old man?
24.11.2025 13:17 โ ๐ 171 ๐ 9 ๐ฌ 5 ๐ 0Id tell you that my eyes are up here, but it looks like you've already spotted the reward for being such a good boy for dad.
Catch dad in my tighty whities hosting at @jackhammerchicago.bsky.social every second Thursday starting in December for Brief Encounters.
Canโt wait to see which pair you wear!
26.11.2025 19:59 โ ๐ 3 ๐ 0 ๐ฌ 0 ๐ 0Young gay me would never have believed.
26.11.2025 17:53 โ ๐ 0 ๐ 0 ๐ฌ 0 ๐ 0Anyways this is my Tighty Shrine-y Iโll show off more in the future.
26.11.2025 17:42 โ ๐ 18 ๐ 0 ๐ฌ 0 ๐ 0Yall know Iโm #tightywhities obsessed. It runs deep in me since early childhood as did the shame. My upcoming TW monthly event at @jackhammerchicago.bsky.social is not just important to me for being fun, but as a statement Iโm proud of my funny little fetish and Iโm happy Iโm not alone anymore.
26.11.2025 17:42 โ ๐ 61 ๐ 4 ๐ฌ 5 ๐ 0If you see this post your getaway vehicle
26.11.2025 12:26 โ ๐ 22 ๐ 0 ๐ฌ 0 ๐ 0