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http://www.google.it/images?hl=it&q=totally+looks+like&um=1&ie=UTF-8&source=og&sa=N&tab=wi&biw=1440&bih=785

This would be an awesome me. The problem is there is just ONE site to make them. Unless there is another name for it. Is there?
I found myself making similar things before knowing that site:

Yea this deserves an entry. This site always makes me laugh:
http://totallylookslike.icanhascheezburger.com/

You're doing it wrong!

see more Celeb Look-A-Likes

I found two pics on this site that match that:

https://knowyourmeme.com/photos/63452

https://knowyourmeme.com/photos/61912

[photo:109781]

I was wrong! There is not just one site!

Let me know if you need more information about TotallyLooksLike.com. We launched it in 2008 and a builder came around a few months after. We can dig out the relevant dates. When we started the site, we did research into the origins of this. It goes back a long time, to the pre-internet magazine days.

Why does every single one of your posts get positive karma?

because he boss now.

It's kinda like giving Chris karma all the time.

This lesbian totally looks like Conan O'Brien.

Circa 2009.

I didn't even notice that. I have no idea. Maybe ppl are kissing up to the boss… LIKE A BOSS.

Threw this up. Anyone can feel free to jump in with editorship, just hit the request button.

What were the pre-internet magazine origins? What were the Internet origins? What led to the single topic blog being created?

How the hell does Riolu look like Batman?

I believe magazines like MAD and others had "Separated at Birth" features. We would need to confirm that. As per Web origins, they weren't called anything specific until we settled on TTL. Users had uploaded things (cat related) to ICHC and we thought it would be fun to allow users to email us with two photos and we would shop it together. After a while, we were certain that this was a site we wanted to run and built a Flash-based builder (Kyall built it, you can talk to him when you are here).

Awesome, thanks. I think I remember those MAD Magazine features now that you mention it.

What have been some of the extremely popular outliers? I think the Richard Dawkins/Emma Watson, and the cats that look like Wilford Brimley are fairly classic.

Lots of images popping up for keywords separated at birth as well.

Edit: Maybe it was Spy Magazine?

Yes, I think that was the mag.

Here's the most popular:

http://totallylookslike.icanhascheezburger.com/category/hall-of-fame/page/20/

It's that kind of meme that started Serious Cat.
Also, Eyebrow Cat.

http://images.cheezburger.com/completestore/2009/9/25/128983383153393133.jpg

If it wasn't for the hair

Edna's no-nonsense personality and round glasses are a direct homage to Edith Head, a Hollywood costume designer. Universal's costume dept. is in the Edith Head Building.
http://en.wikipedia.org/wiki/Edith_Head