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Do you like the look when your shirt is tucked inside your white briefs so the waistband might ride up and be visible? Another nerd look I haven't seen is letting your zipper be part way or all the way down

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 12/12/2025

I like to look of when a guy tucks his shirt into his briefs and doesn't care if his briefs are visible above his pants or jeans. I once did this when wearing dark blue slacks and a red shirt. Wow did it attract attention

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 07/11/2025

That's the way to be handcuffed in public

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 07/11/2025

I'd like someone to splatter allover my shirt and I have to wear it the rest of the day with cum spots. Hopefully other guys will notice and kid me about it

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 01/11/2025

I'd like to be the hot guy sitting. I have to wear those cum splattered clothes the rest of the day. I wonder if anyone would notice that I'm now a cum rag

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 07/10/2025

I like it when another guy grabs my dick when I'm pissing and makes sure some of the piss ends up on my clothes. Even better is when he puts it back inside my pants before I'm finished. I have no choice but to finish by pissing myself

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 07/10/2025

Nice. I'd conceder making a bet where this happens to me if I lose

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 26/08/2025

I'd like to make a bet and if I lose I have to do this in public except it would make me show my small dick to everyone

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 03/07/2025

I too like being a bit of a show off. I like finding very tight fitting thin slacks of a light color or even white. I got dared to wear boxers with red hearts on them under my slacks last summer for a whole day. The red hearts were very noticeable. I did stay chubed most of the day

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 27/06/2025

This looks like fun. I'd. like to make a small change. The guy being cummed on should be blindfolded so he doesn't know what is being put in his briefs. It could be cum or maybe Icy Hot. He won't know until it's done and than has to live with it for the rest of the day.

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 27/06/2025

I'd like to lose a bet where this happens in public

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 04/06/2025

Also make sure both your t-shirt and regular shirt remain tucked inside your briefs. Hopefully your briefs are a different color than your shirt so they are really noticeable. That allows your briefs to ride up in the rear and you have no way of knowing how much they are showing.

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 04/06/2025

I like a man who is brave enough to keep his shirt tucked inside his briefs for an entire day.

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 24/05/2025

Nice look. I also like doing this. It's a fun way to show off the underwear I'm wearing in public. Also it's a good way to advertise that I like wedgies

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 24/05/2025

I like winter for a different reason. I've made several bets where if I lose a handful of snow ends up inside my pants and underwear. I'm not allowed to remove it so it must slowly melt away. I had this happen when my fly was open. There was also a breeze making everything much smaller and colder

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 22/05/2025

Besides the pissed jeans I really like the cum stains on his shirt. I hope he wore it for the entire day. It would be fun seeing him wearing out in public.

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 25/04/2025

A good way to be spanked. It can really hurt and if done long and hard enough his dick will be sore for a day or two. I know because I lost a bet and it was done to me. My dick was real sensitive for two days plus I had to go commando. Maybe I'll make that bet again😀

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 25/04/2025

I hope he is man enough to wear that shirt the rest of the day just the way it is.

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 22/04/2025

I can't decide what I Like more - Pissed pants outside or a small dick hanging out your fly. It's a hot look

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 11/04/2025

Now pull up your briefs and pants so you can spend the rest of the day that way. I wonder if any of the cum will show later in the day

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 10/04/2025

My dick needs to be flogged that way until it's red and sore

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 10/04/2025

I need mine stretched that way. No way the reach the off button

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 10/04/2025

Nice pic. I'll think of it the next time I see you especially when you give me the below the belt swats

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 05/04/2025

I think it now time to polish his dick head

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 05/03/2025

I once lost a bet and had some wire put through the tab of my zipper, the jeans button hole and my belt buckle. The wire was twisted shut and snipped. My zipper was now locked shut. This was early in the evening so we went out and had a few drinks. You know I pissed myself several times

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 28/02/2025

It looks like he is really advertising.. A free swinging dick and his fly is down at the same time. Nice

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 27/02/2025

You know I'm going to like this and wish I was in his place

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lthrbearbob.bsky.social @lthrbearbob.bsky.social · 21/02/2025

I think an additional punishment should be that you have to wear those underwear for and entire week which would include work. Also you should cum inside them each day before putting them on.

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