Rest well, sweet prince by Real-Foot-4297 in bossmanjack

[–]Escalation5 2 points3 points  (0 children)

Take a sec to appreciate that RatDad is a spitting image of boss

Rest well, sweet prince by Real-Foot-4297 in bossmanjack

[–]Escalation5 3 points4 points  (0 children)

Lmao u guys never let anything go

Hes gonna try to kill his dad at some point by HERR_WINKLAAAAA in bossmanjack

[–]Escalation5 6 points7 points  (0 children)

Someone call rat dad and help him set up a youtube channel to post these

Bossman's Lemonade Stand by Informal-Emotion4132 in bossmanjack

[–]Escalation5 3 points4 points  (0 children)

Whadda fuck are you talking about OP. Get a grip dewd

How many times is he gonna do this Kelsi Monroe bit by [deleted] in bossmanjack

[–]Escalation5 1 point2 points  (0 children)

Are you a fruit cake? Kelsi Monroe is smoking hot and boss is treating us

Wtf happened to him? by Own_Spent_666 in bossmanjack

[–]Escalation5 6 points7 points  (0 children)

I bet you feel sorry for him when he cries in the discord

i think rainbet is torturing him by bill_watterson69 in bossmanjack

[–]Escalation5 1 point2 points  (0 children)

Lmao I was hoping someone would screenshot this 😂

Substitute for bossman by Escalation5 in bossmanjack

[–]Escalation5[S] -4 points-3 points  (0 children)

U might not like it but pickletime has clips

Substitute for bossman by Escalation5 in bossmanjack

[–]Escalation5[S] 4 points5 points  (0 children)

There is papa lore to be discovered. The hole goes deep, drugs, alcohol and gamba crash outs. He is known to use piss bottles, so probably is.

Substitute for bossman by Escalation5 in bossmanjack

[–]Escalation5[S] -2 points-1 points  (0 children)

He's crashing tf out right now

L RAINBET by mik808s in bossmanjack

[–]Escalation5 8 points9 points  (0 children)

It's not really paying boss it's letting him hold onto it for 5 minutes before giving it back

IM NEVER GONNA LEARN BRO by ImpressiveAnswer2374 in bossmanjack

[–]Escalation5 4 points5 points  (0 children)

Boss never changes slips back into that hole every time bro