Chelsea Lately Season 4 Episode 58 Tiny & Toya, Whitney Cummings, Cloris Leachman, Ross Mathews

Chelsea Lately season 4 episode 58 features a star-studded lineup of guests, from reality TV stars to seasoned veterans in the entertainment industry. The episode starts with Chelsea Handler introducing Tiny and Toya, stars of their own reality show on BET. The two discuss their friendship and how they support each other, which leads to a hilarious conversation about the different struggles they face in their lives.

Next up is comedian and writer Whitney Cummings, who talks about her experience as a showrunner for her own sitcom, Whitney. She discusses the challenges she faced in developing the show and how she had to fight to retain creative control. Along the way, Chelsea and Whitney engage in witty banter, poking fun at each other and laughing at their own hilarious jokes.

The episode takes a more serious turn when the legendary Cloris Leachman joins Chelsea on the couch. At 88 years old, Leachman is the oldest guest ever on Chelsea Lately, and she talks about her long and varied career in Hollywood. She also discusses the recent passing of her son, and the emotional toll that has taken on her. Despite the somber subject matter, Leachman's wit and charm shine through, making for a heartfelt and engaging interview.

Finally, the episode wraps up with a visit from Ross Mathews, Chelsea's go-to gay best friend. He brings his trademark humor and sass, cracking jokes about his own life and current events. Together, Chelsea and Ross make fun of Trump's hair, Lena Dunham's weird tattoos, and the various ridiculous infomercials they've seen on TV.

Overall, Chelsea Lately season 4 episode 58 is a fun and diverse episode featuring a range of guests from different backgrounds. With guest stars who are both hilarious and thought-provoking, fans of the show are sure to find something to love in this episode.