Mr. Jack · @assignedbsba
150 followers · 1786 posts · Server woof.group

It’s too hot for me to safely bind right now so I’m left with the choice to wear a sports bra or go without. What do you think is the best choice for Daddy, champ?

#leatherdaddy #transdaddy #butchdaddy #tummytuesday

Last updated 1 year ago

Mr. Jack · @assignedbsba
143 followers · 1704 posts · Server woof.group

Two modes of matching my boxers to my outfit for

#tummytuesday #butchdaddy #denim #leather #transdaddy

Last updated 1 year ago

Mr. Jack · @assignedbsba
127 followers · 1526 posts · Server woof.group

I couldn’t concentrate on anything and went to the gym in the middle of the day. So y’all benefited from that.

#butchdaddy #transdaddy #nsfwbutch #nsfwtrans

Last updated 1 year ago

Mr. Jack · @assignedbsba
65 followers · 288 posts · Server woof.group

What’s better than a butch in just boxers and cargo shorts?

#transbutch #transdaddy #queerfashion

Last updated 1 year ago

Mr. Jack · @assignedbsba
64 followers · 253 posts · Server woof.group

So, one of my thoughts on transitioning is that in 10-20 years I’ll be participating in throwback posts and I’d hope that I look happier in the pictures as I go along. I know that I already look happier in my 20s (lots of pictures of me smiling, leaning up against my car or a building while wearing suits, leather, and denim) than I did in my teenage years (far too many pictures of me looking classically depressed while sitting on a staircase).

#transbutch #transman #transdaddy #queerfashion

Last updated 1 year ago

Mr. Jack · @assignedbsba
65 followers · 227 posts · Server woof.group

No leather pictures taken yet today, but the silk boxers are on full display. I love the feeling of having my boxers match my shirt. I'm always left wishing though that I could find the right boy one night to undo my belt and see for himself that the carpeting matches the drapes, so to speak.

#queerfashion #transdaddy #butchdaddy

Last updated 2 years ago

Mr. Jack · @assignedbsba
64 followers · 219 posts · Server woof.group

My gender rests somewhere between and

#transdad #transdaddy

Last updated 2 years ago

Mr. Jack · @assignedbsba
64 followers · 217 posts · Server woof.group

My purchase of the embroidery fish leather belts was one of the gayest fashion choices I’ve ever made and that’s saying something.

#queerfashion #transfashion #transdaddy

Last updated 2 years ago

Mr. Jack · @assignedbsba
64 followers · 215 posts · Server woof.group

Look for yesterday that severely confused the new bartender when I went to get a beer after work.

Spoilered because partially unclothed chest.

#queerfashion #transfashion #notbusinessfashion #denim #bandanas #transdaddy

Last updated 2 years ago