ncjr591 on October 1, 2025 12:38 am I wish they would have ended up together. You can see the love they have for each other whenever they are together.
PizzAveMaria on October 1, 2025 2:30 am I remember thinking that they looked so much younger in real life than in the movie
Electric-Sheepskin on October 1, 2025 3:08 am I thought this was such an awkward romantic pairing on the screen. She looked like a woman, and he a child.
GooglyEyeBandit on October 1, 2025 3:20 am NEWS FLASH: KATE WINSLET IS A YEAR YOUNGER THAN LEO DICAPRIO !!!!
meisterwolf on October 1, 2025 3:24 am thick in the best ways. i do not remember this. thick ahead of her time.
Mburrell91 on October 1, 2025 4:09 am I remember Kate being crucified for her “weight”. She was stunning then and stunning now.
marctheguy on October 1, 2025 4:13 am Looking back, I realize now they were always good friends. Like genuinely real platonic friends.
Pandos17 on October 1, 2025 4:55 am ITT: People are shocked to learn that women generally mature and start puberty earlier than men.
hughesyourdadddy on October 1, 2025 5:01 am https://preview.redd.it/bqr9furzmfsf1.jpeg?width=640&format=pjpg&auto=webp&s=f1ab05a99c3d253a8db14435c3b368133392b748
27 Comments
I wish they would have ended up together. You can see the love they have for each other whenever they are together.
I remember that dress. Yowza.
I loved that she had a little meat on her bones.
Gorgeous🙂
She was way too old for his tastes.
Luciously thick
And people called her fat. The 90s were so evil.
I love a woman with meat on her bones.
I remember thinking that they looked so much younger in real life than in the movie
Leo looks wasted
I thought this was such an awkward romantic pairing on the screen. She looked like a woman, and he a child.
NEWS FLASH: KATE WINSLET IS A YEAR YOUNGER THAN LEO DICAPRIO !!!!
thick in the best ways. i do not remember this. thick ahead of her time.
My bisexual awakening duo 🥰
I wanted to look like her so bad. Gorgeous.
I can’t really draw but I’d be willing to give it a shot
Ah Kate, always lovely and always natural
I remember Kate being crucified for her “weight”. She was stunning then and stunning now.
Looking back, I realize now they were always good friends. Like genuinely real platonic friends.
27 years? Yikes, I feel old.
Yes, Leoardro the great actor
One of the best looking women on the planet.
ITT: People are shocked to learn that women generally mature and start puberty earlier than men.
He looks like Eddie Munster.
https://preview.redd.it/bqr9furzmfsf1.jpeg?width=640&format=pjpg&auto=webp&s=f1ab05a99c3d253a8db14435c3b368133392b748
Has Leo ever dated anyone that old since?