Insights from Former Escort Shawn Dearing on Cassie
Cassie Exhibited Significant Respect Towards Diddy
However She Was Aware of Her Boundaries in Intimate Encounters
Revealed June 3, 2025 1:48 PM PDT
TMZ.com
A former escort, who engaged in intimate encounters with Diddy and Cassie during their relationship, openly shares insights about Cassie’s demeanor. He emphasizes that Cassie consistently treated him with a high level of respect, although he noticed certain restrictions on her behavior that seemed dictated by the dynamics of their relationship. This nuanced perspective sheds light on the complexities of their interactions.
Shawn Dearing—one of over ten men identified by prosecutors as participants in the so-called “freak-offs” with the couple—appeared on “TMZ Live” on Tuesday. He came forward to discuss his experiences with the high-profile stars after his identity was publicly revealed earlier in the trial. His revelations provide a unique glimpse into the private lives of these celebrities.
Dearing has nothing but kind words for Cassie, stating that she consistently treated him with the utmost respect. He recalls a particular instance where she complimented him, saying he possessed a unique “energy.” This compliment had a profound impact on him, illuminating a dark time in his life and showcasing the positive side of their interactions amidst the complexities of their arrangement.
Nonetheless, Dearing also notes that it was apparent Cassie “understood her position” in these intimate gatherings. He explains that she tended to shut down conversations or interactions whenever Diddy left the room, reflecting a clear awareness of her boundaries and the power dynamics at play in their relationship.

Dearing describes Cassie as a “normal person” who seemed to desire genuine conversation. However, he expresses concern that her deep respect for Diddy significantly limited her ability to engage openly with him when Diddy was not present. This highlights the complex emotional landscape that surrounded their interactions.
Shawn makes it clear that he never witnessed any physical violence during these encounters. He emphasizes that when the couple would leave the room, he refrained from eavesdropping on their conversations, indicating a respectful distance and a desire to maintain privacy in what was clearly a complicated situation.
Division of Justice
Further testimony emerged on Wednesday during Diddy’s federal trial, including statements from a former security manager at the InterContinental Hotel in L.A. who revealed that he and others shared a $100K payout from Diddy to suppress a notorious video of Cassie being beaten. This testimony raises serious questions about the lengths to which individuals went to protect Diddy’s image.
TMZ.com
As discussed, Dearing states that he never witnessed this troubling side of Diddy and Cassie’s relationship. However, viewers are encouraged to watch the full clip to hear how he describes an instance in which the rapper seemingly attempted to manipulate him psychologically.
The post Cassie Demonstrated Respect, Yet Certain Behaviors Were Clearly Off-Limits, Claims Former Escort appeared first on Allcelbrities.









