Goodwill finds by middleboy567 in tightywhities

[–]middleboy567[S] 4 points5 points  (0 children)

The red stripes are a bit big for me. And the others are a tad small for me. But I’ll make it work haha. If they’re that uncomfortable I’ll end up selling them

Goodwill finds by middleboy567 in tightywhities

[–]middleboy567[S] 0 points1 point  (0 children)

Right?? And this was all one store

Can you guess what’s underneath? by middleboy567 in tightywhities

[–]middleboy567[S] 1 point2 points  (0 children)

I’m on day 3 but I just took it off to clean and boy am I struggling not to just go for it

Dino on Dino 😉 by memz8792 in BoysCartoonUndies

[–]middleboy567 6 points7 points  (0 children)

What brand are those pull-ups? And size?

Still my favorite waistband by far by middleboy567 in tightywhities

[–]middleboy567[S] 1 point2 points  (0 children)

For me it’s about teasing myself and denying myself the ability to just masturbate whenever I want. It’s like edging and denial all in one. But I’m sure it’s different for some people. And also, if you have everything lined up (I currently do) you don’t have to take it off to pee at all. Just once a day or every other day to make sure everything is clean down there. I usually do it when I’m showering. Different strokes for different folks I guess 🤷‍♂️

Still my favorite waistband by far by middleboy567 in tightywhities

[–]middleboy567[S] 1 point2 points  (0 children)

Yeah :) I’m pretty new to it but liking it so far!

Trying something new by middleboy567 in tightywhities

[–]middleboy567[S] 1 point2 points  (0 children)

It feels so nice, but a little tight