Jennifer Coolidge's Best Sex With 'Youngest' Guy Involved An Awkward Encounter With His Mom

Jennifer Coolidge might have earned the title of the best onscreen M.I.L.F for her role as Jeanine A.K.A Stifler's mom in the pop culture phenomenon "American Pie." However, for her, life imitated art when she had a real-life MILF moment.

In a recent interview, the veteran actress, who is stealing hearts all over again for her role as Tanya McQuoid in the hit HBO show, "The White Lotus," opened up about her best sexual experience. However, it didn't come without some little hilarious drama.

Coolidge recently had a chat with her biggest super-fan Ariana Grande, and she gave some details about her sex life. The 61-year-old was questioned by the singer for an interview with Entertainment Weekly about "the best d**k" she had gotten as a result of her stellar performance as Stifler's mom.

"Do you remember the best dick you got from playing Stifler's mom? Do you keep in touch?" Grande asked to which Coolidge eagerly answered, "Well, it was definitely the youngest fellow. He was just very, very charming, and it was very weird."

Getting into more detail about the sexcapade, the award-winning actress recalled, "This one guy was particularly young — legal, of course, it was all very legal — but it was funny because we had to... The one moment was a little bit awkward because he... I won't get into the details."

While Coolidge didn't indeed get into the NSFW details of her wild night, she discussed the awkward moment that happened afterwards. In her words, "The next morning, I told him I needed to get a blow dry. So he was so young, we called his mother to see where I could get a blow dry. It was so weird that happened on the phone, it was very clear that we were in the bed together."

While that might be awkward for any mother to meet their son's older lover, Grande confessed she would have been over the moon if she was in the woman's shoes. As for how it went between Coolidge and her young lover's mother, the actress said, "Well, she gave me a good recommendation at a local mall, so it all worked out."

The Boston native's recent revelation brings to mind a previous confession she made about her sex life during a former interview with Variety Magazine. In August 2022, Coolidge got candid about the effect that starring in"American Pie" had on her sex life.

The Golden Globe winner revealed that she got a lot of "play" out of being a MILF on-screen and that translated to some magic in the bedroom. She explained, "I got a lot of sexual action from American Pie. I'm just talking like...there were so many benefits to doing that movie."

She continued, declaring hilariously, "There would be like 200 people that I would never have slept with." However, it seems the statement was taken out of context by some fans online, who bashed her for thinking that sleeping with that many people was a flex.

Now four months after the interview, Coolidge was glad to clear the air about her statement while chatting with the "Positions" songstress as she revealed, "I'm glad you asked this because you see, I did say that jokingly [in a previous interview] and, God, you really can't make jokes in our town, because I did make the terrible mistake of saying, 'Thank God for that movie, I got to sleep with 200 men,' or whatever."

As for if she really slept with 200 people, the Hollywood star answered, "I would love to say that was true, but I mean, that was sort of an exaggeration — so I'm glad you're asking me."