For over half a decade, Business.com reigned as the world’s most expensive domain name after its 1999 sale for $7.5 million. That was shortly after the site was founded by former Walt Disney Internet Group chairman Jake Winebaum and Earthlink founder Sky Dayton. The domain retained its record until 2006, when Match.com founder Gary Kremen decided to get out of the adult entertainment industry and sold Sex.com for $14 million (or $12 million, depending on who you ask) in 2006.

While the current market for internet domains is nowhere as solid as it was during the dot-com peak, the market remains strong and is experiencing solid growth. Each year tens of millions of dollars are exchanged during the resale of domains.

The record for most expensive domain name ever sold changed hands again in late 2009, when internet marketing firm QuinStreet purchased Insure.com for $16 million. Other top dollar domain sales of 2009 include Toys.com, purchased by Toys ‘R Us for $5.1 million in March of 2009, and Candy.com, sold for $3 million in June of 2009.

Enough with the preamble, though—check out the world’s top ten most expensive domain names:

1. Insure.com, sold to QuinStreet for $16 million in 2009.
2. Sex.com, sold for $12-$14 million in 2006.
3. Fund.com, sold for $9.99 million in 2008.
4. Porn.com, sold for $9.5 million in 2007.
5. Business.com, sold for $7.5 million in 1999.
6. Diamond.com, sold to Ice.com for $7.5 million in 2006.
7. Beer.com, sold for $7 million in 2004.
8. Israel.com, sold for $5.88 million in 2004.
9. Casino.com, sold for $5.5 million in 2003.
10. Toys.com, sold to Toys ‘R Us for $5.1 million in 2009.