Jess Hilarious is keeping it all the way honest.
During a recent appearance on the “We In Miami” podcast, “The Breakfast Club” co-host found herself answering questions about Trick Daddy, dating, sexuality, and a surprising crush from her past that had the room laughing.
The conversation started when Jess was asked whether Trick Daddy had ever tried to shoot his shot with her.
“He did. He did,” Jess confirmed.
From there, the discussion shifted to Trick Daddy’s well-known comments about enjoying “grocery eating” in the bedroom. Rather than judge him, Jess kept things lighthearted while making it clear that his preferences are his business.
“I mean, that’s what he like. He like to eat a**. He like to eat a**,” she said. “I just hope he brushing his teeth.”
She continued joking about Miami’s heat and humidity, saying she hopes Trick Daddy is “doing all the right things to take care of himself after he eats the a**.
While Jess made it clear she has no issue with other people’s preferences, she also made it clear where she personally draws the line, at eating her man’s groceries.
“Nah, I’m good. I’m good. I’ve never eaten a**. I’ve never eaten a girl’s a**. I’m not eating the guy’s a**. You know what I’m saying? Nah.”
The conversation then took an unexpected turn when the hosts asked Jess whether she had ever been attracted to women.
Jess admitted that she had.
“I was attracted to girls at one point, but I never had sex with a girl,” she explained. “Women are beautiful. I’ve always appreciated women.”
Still, she said her attraction never developed into anything serious physically.
The comedian then revealed there was only one woman she had ever truly been interested in.
“I was only attracted to one girl in my life.”
When asked who the woman was, Jess delivered the quote that instantly became one of the interview’s most talked-about moments.
She used to look like Lil Wayne back in the day.
Not today’s Lil Wayne, either.
“Yeah, the Hot Boy. Yeah, him.”
The revelation sparked another discussion about studs, with Jess admitting she had a thing for certain masculine-presenting women when she was younger.
“So you were attracted to studs?” the host asked.
“I was…not all of them, but it was some real nice studs out there back then too.”
According to Jess, the relationship never got very far because she later discovered the woman was already involved with someone else.
“The girl played games. Whole time she was married to a whole girl. The wife popped up at my house.”
That experience quickly convinced her to move on.
“I was young as hell, didn’t know what I was.”
Even so, Jess had plenty of praise for studs and recalled hanging around them during her younger years.
“But studs be lit, though.”
She even shared a hilarious club story involving one stud friend whose confidence left a lasting impression.
“I said, ‘Yo, what’s that fam?’ And she like, ‘Oh, it’s my strap. What you think? You gotta be ready for anything.'”
The moment left Jess amazed, curious, and even a bit shaken.
