Pee-wee is living on benefits like Christina, Azn2, Miley and Donna.
My password is password

To Dottie
“There are no atheists in foxholes, eh?”-Keith Jennings from the Omen.

He was selling ass .
My password is password

I always thought that he made a living by playing himself on Pee Wee's Playhouse - and that this film was just simply Pee Wee with a few days off from work.
I've always thought this same thing!
There was this fire, and I had to save it from a baby

Lets go with that. These comments is hilarious.

He had a rich uncle who left his fortune to Pee Wee. That's my idea anyway.

This message has been deleted.

Big Money Pee Wee made his money by selling crack door-to-door on that red bike.
All typos and misspellings courtesy of a public educational system.

I always thought that he made a living by playing himself on Pee Wee's Playhouse - and that this film was just simply Pee Wee with a few days off from work.

He works at The Krusty Krab

As a kid watching this, I was one of the more analytical children. While for the most part I didn't voice the question aloud and just went along with the premise, I always assumed that from the trappings of his dwelling that he was rich either through an inheritance or otherwise independently wealthy. He seems to invent all kinds of little knick-knacks and Goldberg machines - perhaps he owns several patents that pay high dividends?
I don't know if you're aware of this but I've already changed things. I killed Ben Linus.
Sayid

from his TV show, obviously.

trust fund baby or big inheritance from gramps

Seriously. He has no family. He has all these toys and gadgets. A house. Where does he get the money to live?
He's just a gigolo and everywhere he goes,
People know the part he's playin'.
Pay for every dance, sellin' each romance,
Ooohh what they're sayin'?
There will come a day, when youth will pass away,
What will they say about him?
When the end comes he'll know, there was just a gigolo's
Life goes on without him.

My favorite part about this line is how he has a monkey help him save the animals in the pet shop.

That was my thought. He's a monkey trainer.

"I don't make monkeys,
I just train 'em.
"
"No, not the mind probe!"

I was actually going to say the same thing. He is obviously living on Social Security. He doesn't quite have it all put together.
Remember the magic words: "Please", "Thank you" and "Step off bitch!"

lololol, omg, your explanation is hilarious and absolutely REASONABLE, omg, this is just too much, and because it's 110% reasonable and grounded in reality, it is even funnier. You're absolutely right. That is the answer.
And btw, this is a very good question. The house is very well taken care of - even if he doesn't have to pay mortgage on it, he still needs to do repairs and pay for utilities, of course, plus land taxes, plus food and all the toys - it takes a lot of money, even for one person.
if I didn't reply you're a dick

I don't think the people who made this movie intended for you to think like that. As long as the subject came up, I think it could be government benefits; the guy isn't mentally normal.

Tell me you are looking for logic and reality in this movie.

like bing, I thought he inherited a lot of money.

lol
Remember the magic words: "Please", "Thank you" and "Step off bitch!"

There's a lotta things about Pee Wee we don't know anything about. Things we wouldn't understand. Things we couldn't understand. Things we shouldn't understand.