This project looks at the legislative history surrounding gambling over the Internet. Although gambling has been a part of human culture throughout the ages, several countries have attempted either to regulate or prohibit this behavior. Traditionally gambling took place in brick-and-mortar establishments where local law had clear jurisdiction; however, since the advent of the Internet gambling has moved into the borderless territory of cyberspace. A majority of this project evaluates recent attempts within the United States to enact legislation surrounding online gambling. Namely I will outline how the government's first attempt, retroactively invoking the 1961 Wire Act, remained weak in its ability to prohibit online poker until the 2006 Unlawful Internet Gambling Enforcement Act (UIGEA) made the processing of payments for online gambling illegal. Currently there is legislation slated for September 2009 that would repeal the UIGEA and move to regulate and tax rather than prohibit online gambling.