What is the relationship between Ashley Madison and the TV show Entourage?

The connection between Ashley Madison and the TV show "Entourage" lies in a promotional agreement. In 2009, the TV series, which revolves around the life of movie star Vincent Chase and his friends as they navigate Hollywood, included product placement for Ashley Madison. The controversial dating service, which targets individuals seeking extramarital affairs, was featured in at least one episode of the series as part of its marketing and advertisement strategy. This move prompted discussions and debates about the ethics of such advertising, particularly in terms of aligning the Ashley Madison brand with a mainstream entertainment product that had a broad audience.