Jun 1, 2026 · 1 hr 1 min · 12 segments
Shakespeare, Picasso, Tom Sandoval… what do these luminaries have in common? Well, reader. They were cheaters. Adultery has been a flash point on the internet for some time now - from Ned Fulmer, to…
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Hannah RaineHostMaiaHostMm-hmm

It functions similarly to other dating sites in that, you know, you make a profile, and you talk to other users in your area, except that rather than chatting to fellow singles, the people on Ashley Madison are married people looking to carry out affairs with one another.

So Ashley Madison is the brainchild of Darren J. Morgenstern, who came up with the website's name by combining two of the most popular girls names at the time.
Why? [laughs]

I, I knew this fact because I, um, [laughs] I watched a segment about A- Ashley Madison on the Tyra Show, like, five billion years ago as a child and-It's been like burned and imprinted into my memory where like all the capital cities of Canada should live, um, [laughs] instead of-
Yes, they definitely should live there, queen.
Oh, Hannah.
Hannah.
Ashley and Madison are both such distinctly '80s baby names.
Like-
...
the '80s loved a Tiffany, they loved a Brittany, they loved a Chloe, they love Ashley and Madison, but they're, they're kind of like they died a little bit in the '90s.
Like they're, they're not as popular.
You know what I mean? Like Ashley-
... is not that popular of a name among girls we grew up with necessarily.
Mm-hmm

It functions similarly to other dating sites in that, you know, you make a profile, and you talk to other users in your area, except that rather than chatting to fellow singles, the people on Ashley Madison are married people looking to carry out affairs with one another.

So Ashley Madison is the brainchild of Darren J. Morgenstern, who came up with the website's name by combining two of the most popular girls names at the time.
Why? [laughs]

I, I knew this fact because I, um, [laughs] I watched a segment about A- Ashley Madison on the Tyra Show, like, five billion years ago as a child and-It's been like burned and imprinted into my memory where like all the capital cities of Canada should live, um, [laughs] instead of-
Yes, they definitely should live there, queen.
Oh, Hannah.
Hannah.
Ashley and Madison are both such distinctly '80s baby names.
Like-
...
the '80s loved a Tiffany, they loved a Brittany, they loved a Chloe, they love Ashley and Madison, but they're, they're kind of like they died a little bit in the '90s.
Like they're, they're not as popular.
You know what I mean? Like Ashley-
... is not that popular of a name among girls we grew up with necessarily.
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