Chelsea Handler Says She Stopped Dating Older Men After Turning 40

Chelsea Handler, 51, is not sticking to traditional dating expectations, particularly in the case of age.

On Thursday’s episode of the “IRL podcast,” the comic spoke about relationship and the rationale she does not wish to construct her life round a companion.

Handler instructed host Angie Martinez that she’s seeing a person 14 years her junior, whom she met at a on line casino in Las Vegas. When requested about their age hole, Handler mentioned she does not “actually really feel something” about it, however added that she initially wasn’t seeking to date somebody youthful.

“After I was younger, 20s, 30s, I all the time dated older guys. 20s, like 20 years older than me. I all the time dated 40-year-olds after I was 20, 50-year-olds after I was 30,” Handler mentioned.

However when she turned 40, she started rethinking that sample, and determined she did not wish to date 60-year-olds.

“Like, I’ve obtained to flip it and reverse it, you recognize? So, now I am heading in the wrong way as a result of I am too scorching to be relationship a 65-year-old. Let’s be trustworthy,” Handler mentioned. “I imply, I do not work this difficult on myself and take such excellent care of myself in order that I am unable to have enjoyable and, you recognize, have time.”

She added that when she obtained to know the person she’s been seeing higher, that “age factor went out the window.”

Nonetheless, Handler mentioned she values her independence.

“I like touring loads. I like hooking up with guys. I do not prefer to get too critical. I do not need somebody in my house on a regular basis,” she mentioned.

She added that her “entire vibe” is about freedom. Although she sees marriage as “outdated,” Handler mentioned she’d do it for the irony.

“However, you recognize, since I’ve bemoaned marriage my entire total public life, I might be actually hypocritical for me to get married, which suggests I am going to in all probability do it,” Handler mentioned.

Handler has lengthy been candid about her strategy to relationship.

Throughout an look on “Call Her Daddy” in February 2025, Handler mentioned she prefers to reside life on her personal phrases.

“I am not all in favour of long-term commitments, to work, to individuals, to something. I’m a free spirit and I wish to stay and soar like an eagle,” she instructed host Alex Cooper.

She is not the one Hollywood star who has embraced relationships with youthful companions.

In 2024, Cher mentioned she prefers to date younger men as a result of older ones are sometimes intimidated by her. The singer has a 40-year age hole together with her boyfriend, Alexander Edwards.

In 2025, Tracee Ellis Ross mentioned she dates youthful males as a result of males her age are sometimes “steeped in toxic masculinity.“

“And something that begins to odor of that for me — I did sufficient of it the place I used to be managed and felt like I used to be a possession or a prize — I simply have no real interest in it. And I can’t do it once more,” Ross mentioned.