1. 

   4 months ago

   High Stakes Gambling w/ Vegas Matt!!!

   stevewilldoit
2. 

   1 year ago

   High Stakes Gambling w/ Uncle Timmy Live!

   stevewilldoit
3. 

   23 days ago

   Barstool Tech Team Sweats Out Free Bet for Green Bay Vs Seattle | Barstool Gambling Cave

   Barstool Gambling
4. 

   2 months ago

   Big Cat and Co Sweat Out Cincinnati Vs Baltimore | Barstool Gambling Cave

   Barstool Gambling
5. 

   1 year ago

   Surviving The Toughest Workout of MY LIFE while High Stakes Gambling LIVE

   stevewilldoit
6. 

   25 days ago

   Nick Foles Drops the Ultimate Flex | Pro Football Football Show Week 15

   Barstool Gambling
7. 

   14 days ago

   Big Cat and Will Compton Fly Blind into Christmas | Pro Football Football Show Week 17

   Barstool Gambling
8. 

   2 months ago

   Steven Cheah and Co Sweat Out Tampa Bay vs Kansas City | Barstool Gambling Cave

   Barstool Gambling
9. 

   1 month ago

   RGIII Makes his MVP Pick for 2024 | Pro Football Football Show Week 14

   Barstool Gambling
10. 

    8 months ago

    Live from DraftKings Sportsbook to sweat out BigCat and Dave’s UConn future bets

    Barstool Gambling
11. 

    1 month ago

    Frank the Tank and Co Sweat out Cleveland Vs Denver | Barstool Gambling Cave

    Barstool Gambling
12. 

    2 months ago

    Big Cat and Co Sweat Their Bets for Thursday Night San Francisco vs Seattle | Barstool Gambling Cave

    Barstool Gambling
13. 

    1 year ago

    💨Backwoods Smokesesh & 🎲Gambling On Keno(Stake.Us) 🤑

    2xchris
14. 

    6 months ago

    How much profit can I make on Stake?

    NB STAKE GAMBLE
15. 

    1 month ago

    Dave Portnoy and Big Cat Welcome Jon Gruden to Barstool | Pro Football Football Show Week 11

    Barstool Gambling
16. 

    2 months ago

    Will Compton and The Pardon my Take Crew Sweat Out Minnesota Vs Los Angeles | Barstool Gambling Cave

    Barstool Gambling
17. 

    3 months ago

    New York Fans Hold Their Breath as Rodgers Returns for the Season Opener | Barstool Gambling Cave

    Barstool Gambling
18. 

    3 months ago

    Frank the Tank is Ready to Fight for Miami Vs Buffalo | Barstool Gambling Cave

    Barstool Gambling
19. 

    1 month ago

    XQc | Games / Reaction / Stake Gambling | Live Stream 11-9-24

    OnlyOnKick
20. 

    9 months ago

    Live for day 2 of the tourney #SpreadsDontMatter

    Barstool Gambling
21. 

    1 month ago

    Fred Smoot is a QUOTE MACHINE | Pro Football Football Show Week 12

    Barstool Gambling
22. 

    18 days ago

    Jon Gruden is Fred Smoot’s Nightmare | Pro Football Football Show Week 16

    Barstool Gambling
23. 

    1 month ago

    Kenjac and Co Sweat out Baltimore Vs Los Angeles | Barstool Gambling Cave

    Barstool Gambling
24. 

    9 months ago

    Live for day 1 of the tourney #JustCover

    Barstool Gambling
25. 

    1 month ago

    Riverboat Ron Rivera STANDS UP to Big Cat | Pro Football Football Show Week 10

    Barstool Gambling