1. 

   1 year ago

   RICK ROSS: Sundae Conversation with Caleb Pressley

   Sundae Conversation
2. 

   1 year ago

   JAMEIS WINSTON: Sundae Conversation with Caleb Pressley

   Sundae Conversation
3. 

   3 months ago

   DIPLO: Sundae Conversation with Caleb Pressley

   Sundae Conversation
4. 

   3 months ago

   GLORILLA: Sundae Conversation with Caleb Pressley

   Sundae Conversation
5. 

   4 months ago

   DABABY: Sundae Conversation with Caleb Pressley

   Sundae Conversation
6. 

   1 year ago

   THAT MEXICAN OT: Sundae Conversation with Caleb Pressley

   Sundae Conversation
7. 

   1 year ago

   CARDI B: Sundae Conversation with Caleb Pressley

   Sundae Conversation
8. 

   7 months ago

   QUINN EWERS: Sundae Conversation with Caleb Pressley

   Sundae Conversation
9. 

   10 months ago

   KAI CENAT: Sundae Conversation with Caleb Pressley

   Sundae Conversation
10. 

    11 months ago

    FUNNY MARCO: Sundae Conversation with Caleb Pressley

    Sundae Conversation
11. 

    11 months ago

    BROOKS KOEPKA: Sundae Conversation with Caleb Pressley

    Sundae Conversation
12. 

    3 months ago

    SKIP BAYLESS: Sundae Conversation with Caleb Pressley

    Sundae Conversation
13. 

    5 months ago

    FIREBOY DML: Sundae Conversation with Caleb Pressley

    Sundae Conversation
14. 

    8 months ago

    HARDY: Sundae Conversation with Caleb Pressley

    Sundae Conversation
15. 

    10 months ago

    SKETCH: Sundae Conversation with Caleb Pressley

    Sundae Conversation
16. 

    6 months ago

    GRADEY DICK: Sundae Conversation with Caleb Pressley

    Sundae Conversation
17. 

    6 months ago

    BIGXTHAPLUG: Sundae Conversation with Caleb Pressley

    Sundae Conversation
18. 

    5 months ago

    MATTY MATHESON: Sundae Conversation with Caleb Pressley

    Sundae Conversation
19. 

    6 months ago

    KEVIN O'CONNELL: Sundae Conversation with Caleb Pressley

    Sundae Conversation
20. 

    1 year ago

    KYGO: Sundae Conversation with Caleb Pressley

    barstoolsports
21. 

    6 months ago

    The Strongest Frat In America 2

    Sundae Conversation
22. 

    1 year ago

    Caleb Pressley's Guests CAN'T Stop Laughing pt. 1

    comedyapex