Bossman Austin Curtis Peterson / BossmanJack / AustinGambles / Austin_07 / irondollah - Gambling addict, convicted felon, scammer, and raging manchild that hates his fucking life, FAKE MONEY

BossmanJack live chat for stream commentary.

Duration of Rehab Saga Mk. IV

  • < 1WK

    Votes: 315 21.0%

  • < 3 WK

    Votes: 438 29.2%

  • < 6WK

    Votes: 217 14.4%

  • Completed Successfully

    Votes: 532 35.4%
  • Total voters
    1,502
Ok its not the GF but i'm still posting this because its too funny.



I (26F) just recently met this AWESOME amazing really nice and sweet guy (27M) that I really vibe with. I haven’t connected with someone like this in a while, honestly. We have so much in common and our first date went great we were just talking for hours. I went over to his place last night and things got pretty steamy. We made out for like 2 hours and his legs started shaking at one point but I didn’t really think anything of it… Later we went to have sex and afterwards he told me that he came when we were making out.(Also his pp is small 😢) which has its advantages because I can fit the whole thing in my mouth (😔😢😢🤣), but I … just don’t know if I’ll be able to deal? I don’t want to throw this all away though if this is something we can get around. Like I’m open to it. Please no judgment because I haven’t had to deal with this before!! I hope I don’t sound shallow but like… I don’t want to potentially kiss going to pound town away forever 😭

TLDR; new amazing guy (27M) I’ve (26F) been dating and really like but prematurely ejaculated and has a small pp ; is this a dealbreaker
Click to expand...


Its a good thing she isn't fucking bossman, we all know bossmanjack is a one pump chump with a average size dick :(.
 
  • Like
  • Informative
  • Thunk-Provoking
Reactions: DunmerisTopBrass, Free Dick Pills, byuuWasTaken and 8 others
1750736245815.webp
 
  • Like
  • Agree
  • Thunk-Provoking
Reactions: Jobama, DunmerisTopBrass, FarmerKhourtney and 25 others
  • Like
Reactions: Towoman, Billy Bong and Edict of Expulsion
HexFag said:
Another batch of clips from earlier today's stream recorded by @Bloitzhole . It was pretty kino and reminded me a lot of classic bossman. There is also a case of double niggermarking as half of the stream wasn't niggermarked and I'm way too lazy to change my avidemux setup once it's going.

PART I - THE RISE
Our boy climbs up to 4.5k through hard work and dedication and finally withdraws. This is a new arc for The Bossman.
View attachment 7547163
PART II - THE FALL
Our boy somehow manages to lose 4.5k in the span of about 15-20 minutes. This is so fucking wrong dewd. Clips are seperated into separate depos.

View attachment 7547174
View attachment 7547181
View attachment 7547182
View attachment 7547185
THESE GUYS SHOULD BE IN JAIL, NOT ME
View attachment 7547187
View attachment 7547188
Bossman ragetexting a Stake host, just like the good ol days.
View attachment 7547189

PART III - THE GIRL
Apparently our boy had a girl (most likely the plug) coming over his place and was really stressing out about it. I elected not to clip this section as it contains some of the most pathetic juice begging I've seen from him in a while. He loses so much money he contemplates turning the poor drug dealer around while she's at the driveway. We could've had pure kino as he was even considering bringing her on stream for our viewing pleasure. He also doesn't shower before seeing her.
View attachment 7547193
Click to expand...

Great compilation.

My favorite part is his advice to anyone who wants to get into gambling - like it's some casual hobby - to always do it with a team so they can help you out when you're down.
BUT YOU HAVE TO JUICE THEM TOO THO
 
  • Informative
  • Like
Reactions: Free Dick Pills and Towoman
You must log in or register to reply here.
Back