What would a 30 year old see in a 64 year OLD MAN?

MONEY

MONEY!

I'm $ure I couldn't po$$ibly know.

Op you are so green, pun intended.

He has "Hidden Assets"

For a moment I thought that was Sylvester Stallone after he stopped dying his hair.

I'd fuck Sean Penn - there's something about him.

Can't believe he still chain smokes at 64!

He used to smoke about 4 packs (FOUR) a day before his 40's.

MONEY

CONNECTIONS

FAME

Daddy issues.

Cigarettes

🎶Money Success Fame Glamour🎶

I read a recent profile in which Penn was repeatedly quoted as saying he was happy to be single because he was exhausted from trying to please women. Apparently he’s feeling better now!

It's not about sex for her it's that he is a very high value man who can open a lot of doors and gift her expensive stuff and experiences- trips, restaurants. Being with a powerful rich man feels exciting to her, so she can deal with having to fuck him.

[quote] he was happy to be single because he was exhausted from trying to please women.

The women in his life would probably laugh. HE seems exhausting to deal with.

He still has hair and he hasn't gotten fat.

Very leathery and that worn-in expression on his face is comical.

He looks 74. Probably threw a mean fuck in his prime.

R14 - let it go Madonna.

Damn he looks homeless- is he losing weight for a role?

R13 = Salma Hayek

That's not her peepaw?

I've always hated Sean Penn and found him repulsive but I'm sure you're right about the mean fuck, r15.

$$$$ cha-ching

So young.

Old men that still smoke are repulsive

-especially one who looks like that and smokes cigarettes. Yecchh!

Food, money and shelter.

And of course, love.

He looks like Popeye.

Death?!

lol r27

Wow, that's Sean Penn? I hope she's getting well compensated.

If it was Brad Pitt, I could understand... not Leatherface!

Are he and Madonna still FWB, I would imagine both are grossed out by the other one at this point...

Craggy!

When a 30 year old woman dates a 64 year old man, chances are she’s not after his body.

Sean Penn - like many of the most successful people, in all walks of life - is no average Joe. The any number of factors that have made him - & them - so successful, make them especially attractive to people of all ages.

I thought William Hickey was dead.

If he’s 64 and a heavy smoker, he probably can’t get it up. Maybe that is a plus for her.

One of the crew that used to meet up with us for morning coffee married a 26 year old 5 days before he died. He was 85. She inherited several hundred million dollars. He was still driving around town in his tuk-tuk up until a couple of months before he died.

He's a 100 yrs. old looking, she must LOVE Sean's $$$$ soooo much.

He wears a wig. Does he remove it before sex like Liberace?

Especially one who looks like the love child of Huntz Hall and Jonathan Harris

He is an interesting guy. The love of Madonna's life. Why not take a poke?

S.E.P.

Sean Enigma Penn

This explains it.

This thread is not going the way I thought it would

Is that really a wig? Fooled me if it is.

Yuck! He was never handsome, but nowadays he's really hard to look at. I guess he finally got the face he deserved.

4 packs a day? As one cig goes out, does he light up another? Gross!

If that's a wig, why would he choose it to be shockingly white instead of closer to his original hair coloring?

R46 - that's 80 cigs a day. If you're up 16 hours, then it's 5 an hour.

It takes about 2-3 minutes to smoke a cig. So he had about 10 mins in between cigs.

Maybe he's down to 2 packs a day now that he's older. I don't get it.

I had to use Google Lens to see what it is. He looks like a mashup of old British rockers.

Maybe he was aiming for a Paul Walker look, but Walker, 66, manages to have a bit of polish, to both show all of his years and to look good and even sexy at it.

Sean Penn, not so much.

Gotta love the DL wig obsessives. That’s his real hair and it’s real colour. Good on him!

He lost his looks is only implying he had any to begin with.

I know it's corny, but I think it's gallant of Penn to, even now, publicly say he loves Madonna.

He was interviewed by the NY Times a few months back and when her name came up Penn said, "She's somebody I love".

He’s a dick but I find him sexy.

R39- I’ve said this many times on other threads-

I don’t mind the wig as long as it’s not a

RATTY KOREAN WIG

[quote] Sean Penn - like many of the most successful people, in all walks of life - is no average Joe. The any number of factors that have made him - & them - so successful, make them especially attractive to people of all ages.

No shit.