Chris Distefano made a hilarious appearance on Jimmy Kimmel Live, where he shared some exciting news about proposing to his girlfriend, his dad’s glucose monitor, and his upcoming Hulu stand-up special. Known as one of the finest comedians in America, Chris talked about his new stand-up special titled “It’s Just Unfortunate” and gave the audience a glimpse into his life, family, and the comical mishaps he often finds himself in.
Chris started off by discussing his long-term relationship with his girlfriend, announcing that they finally got engaged after being together for 10 years and having three kids. He humorously described the unique and surprising proposal, which took place on a random Monday morning at 7:00 a.m. while his girlfriend was busy getting the kids ready for school. Despite the early hour, he managed to create a memorable moment by proposing unexpectedly and capturing her tearful reaction on film. However, there was a small mishap with his stepson, who filmed the proposal but accidentally filmed the top of their heads instead. Nevertheless, Chris was thrilled that he finally took the plunge and proposed to his long-term love.
Looking ahead, Chris also shared some exciting news about his career. He revealed that his long-standing dream of headlining Madison Square Garden will come true on September 11, 2025. Coincidentally, this is the same date he proposed to his girlfriend, adding an extra special significance to the occasion. Chris jokingly mentioned how his girlfriend suggested getting married at the Madison Square Garden show to combine both celebrations. Initially thinking it was a terrible idea, he eventually warmed up to the idea and decided it could be a memorable way to tie the knot.
Aside from his personal life, Chris discussed his eccentric father, who always manages to provide him with endless comic material. He humorously recounted a recent incident where his father was caught selling merchandise outside Chris’ show at Tampa Theater. His father had created shirts with “Tampa Tony” written on them, and Chris jokingly threatened to sue him for defamation as a response. Chris even showed a picture of the shirts, along with the amusing details of his father attempting to undercut the price of Chris’ merchandise.
Additionally, Chris shared a hilarious story about his father’s health. He mentioned that his dad now wears a glucose monitor that sends real-time blood sugar updates to his stepmother. Chris himself had a firsthand experience with the monitor when he took his father to a Yankees game. Despite being warned not to eat certain foods, his father indulged in a jumbo hot dog, a cheeseburger, cotton candy, and a Diet Coke. This resulted in the monitor beeping loudly, causing panic until they realized it was just his father’s blood sugar levels. Chris described his father’s ability to sleep through the beeping and later discovering a piece of lettuce and tomato tucked into his pocket as proof of the “salad” he claimed to have eaten.
In typical Chris Distefano fashion, he amused the audience with his lively storytelling and hilarious anecdotes. His appearances on Jimmy Kimmel Live never disappoint, and it’s only a matter of time before his stand-up special, “It’s Just Unfortunate,” premieres on Hulu on February 21st. Prepare to laugh your heart out as Chris shares more funny and relatable stories about his life and family.
So mark your calendars for Chris Distefano‘s stand-up special and keep an eye out for his upcoming wedding at Madison Square Garden. With his wit and comedic talent, it’s bound to be a memorable event. Stay tuned for more entertaining moments from the ever-enthralling world of talk shows like Jimmy Kimmel Live.