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Posts by Pup Blackjack

Oh my! Such a lucky boy! I’m counting down the sleeps! 🙈

7 months ago 0 0 0 0

That’ll be a nice way to show off my caning!

7 months ago 1 0 0 0
Nude mirror selfie at work with a hand print on the butt cheek from a spanking

Nude mirror selfie at work with a hand print on the butt cheek from a spanking

It’s my bday!
Send me tasteful and distasteful nudes
Or better yet some fun tasks/dares 😈

7 months ago 5 0 1 0
Bag filled with some sex toys, a briefcase of sex toys and a mystery bag.

Bag filled with some sex toys, a briefcase of sex toys and a mystery bag.

Ive packed Daddy @sirtigs.bsky.social some essentials for his hotel stay this week. I think I might have to go visit him 👀😈

7 months ago 2 0 0 0

It was so fucking worth it. My hole is just craving attention!

10 months ago 8 1 1 0
Extra small charity cage next to a small chastity cage

Extra small charity cage next to a small chastity cage

Boy changed into a extra small chastity cage facing the mirror

Boy changed into a extra small chastity cage facing the mirror

Boy changed into an extra small chastity cage taking a photo side on showing off his ass and cage

Boy changed into an extra small chastity cage taking a photo side on showing off his ass and cage

Daddy @sirtigs.bsky.social gave me a new cage to change into after I shaved for him this morning. He says this one is called the ‘nub’.

10 months ago 14 0 0 0

🥵🥵🥵

10 months ago 10 1 1 0

What a whore!

10 months ago 0 0 0 0
Naked mirror selfie of a boy in a blue chastity cage and black leather belt holding it in place

Naked mirror selfie of a boy in a blue chastity cage and black leather belt holding it in place

I got a leather chastity cage strap from @sirtigs.bsky.social. I fear this is just one more step of me slowly falling into that chastity life. But hopefully it helps make peeing less messy and the sleeping boners more bearable.

10 months ago 15 1 0 0
Naked mirror selfie of me in a blue Chasity cage

Naked mirror selfie of me in a blue Chasity cage

It’s been 1 week caged and now I’m shaven smooth. Hate to see what happens at two weeks…

10 months ago 20 0 1 0
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I took @sirtigs.bsky.social chute plug with ease, perfect for slipping in a little extra. Next step gape keeper training

11 months ago 12 2 0 0
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I love when @sirtigs.bsky.social uses this beast on me. Opens me right up nice and deep. Ready for anything 🙈
Send me a message with what you want to see in me, or put in me 😈

11 months ago 9 3 1 0
Video

Here’s @sirtigs.bsky.social getting his caged hole ready before stuffing it with his big toys

11 months ago 5 0 0 0
Caged dicklette dripping precum

Caged dicklette dripping precum

Table with two large butt plugs, a medium dildo and a large dildo/plug

Table with two large butt plugs, a medium dildo and a large dildo/plug

Daddy @sirtigs.bsky.social had big plans for his caged boy’s hole this afternoon. I wonder just how stretched and ruined it got 🙈

11 months ago 8 1 0 0
Blue chastity cage next to a tub of Leather Daddy Cage Cream

Blue chastity cage next to a tub of Leather Daddy Cage Cream

Naked photo of a boy in a blue chastity cage

Naked photo of a boy in a blue chastity cage

Daddy @sirtigs.bsky.social has decided that it’s time to lock me up again… except this time he hasn’t put an end date on things 😭

11 months ago 11 1 1 0
Young man exposing his butt hole revealing his blue chastity cage with a black urethral sound in it

Young man exposing his butt hole revealing his blue chastity cage with a black urethral sound in it

Daddy @TigsSir has me testing out his new cage sound! Might help me piss straight.
Now it looks like I have two pussies but only one is super fuckable 😂

1 year ago 22 1 1 0
Naked man on the back patio sun lounger. Enjoying a beer watching the rain with his blue chastity cage on full display.

Naked man on the back patio sun lounger. Enjoying a beer watching the rain with his blue chastity cage on full display.

The obligatory naked chilling on the back patio photo isn’t quite the same without a long edging session to accompany it. It’s just straight up cruel of Daddy @sirtigs.bsky.social to buy me a carton of Big Head whilst I’m all locked up!

1 year ago 12 0 0 0
A photo of a young man spreading his legs revealing his locked blue chastity cage

A photo of a young man spreading his legs revealing his locked blue chastity cage

The best thing about Daddy having a toy store @NoMercyGear is that I get to be the first to buy new stock! Daddy told me he had colour chastity cages. He helped fit me for the right size and tricked me keeping its key! Can’t wait to see everyone locked flagging new colour cages!

1 year ago 12 1 0 0
Boy lying on hotel room bed in just a blue thong, ass cheeks exposed and looking plump

Boy lying on hotel room bed in just a blue thong, ass cheeks exposed and looking plump

What should we play in the hotel room?

1 year ago 13 0 0 0
Sub in blue with gimp hood and chastity, front view

Sub in blue with gimp hood and chastity, front view

Sub in blue with gimp hood and chastity, back view ass exposed

Sub in blue with gimp hood and chastity, back view ass exposed

I wonder what @sirtigs.bsky.social had in store for me yesterday afternoon. I’ll let you all make your guesses first 🙈

1 year ago 11 2 0 0
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Daddy sent me some sick and twisted porn to watch while I'm away for work. It sure did the trick. Enjoy the last few seconds from my orgasm.

1 year ago 8 1 2 0
Cum covered belly

Cum covered belly

💦 Puppy needs help cleaning up. It’s a much bigger load than what the photo seems to suggest.

1 year ago 12 1 0 0
Video

A quick little piss break on the road today 💦💛

1 year ago 20 2 0 0
A photo of bruised ass cheeks with some visible red caning marks too.

A photo of bruised ass cheeks with some visible red caning marks too.

Sir Tigs dished out quite the beating to his ass last night. It very much hurts to sit today.

1 year ago 11 0 0 0

Think it’s time for a nude beach pic showing off the small dicklette at the front 😝

1 year ago 2 0 0 0
Send anonymous messages… post a piss vid?

Send anonymous messages… post a piss vid?

If you tell me what you want to see in the piss vid, I’ll do it for you tomorrow.

1 year ago 1 0 0 0
Send me anonymous messages… thoughts on smegma?

Send me anonymous messages… thoughts on smegma?

Fuck yeh smegma! I’m a straight up motherfucking dick pig! I haven’t been lucky enough to come across too many cheesy dicks in my time. But I love being forced to lick one clean. And would love the opportunity to worship a very cheesy bone for a good hour or so if there’s a volunteer? 👀

1 year ago 4 0 0 0
Send me anonymous messages… I love how confident you are.

Send me anonymous messages… I love how confident you are.

Thanks! I feel confident and powerful in being the best bitch boy who just desperately wants to serve and impress. Plus sexy gear or jockstraps always make me feel confident. Trying to find the confidence to wear a crop top to events at the moment. Hard to feel confident showing my beer belly off.

1 year ago 0 0 0 0
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anonymous q&a anonymous q&a

Anonymous ASK ME ANYTHING for some fun with the app switch. Or get in my DM’s if you’re brave!
ngl.link/boyblackjack...

1 year ago 0 0 3 0
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Laying naked on the back patio showing bum with a cold beer can.

Laying naked on the back patio showing bum with a cold beer can.

You find me laying out on the back deck like this, what do you do? Funny wrong answers only!

1 year ago 14 1 2 0