Obama presidential debates are highly discussed in the United States because it is an important event for each U.S. citizen who has the right to vote and attend the elections. The debate between candidatures – Obama and Romney – underlines specific rhetorical and cultural approaches to engaging into discussion and introducing their viewpoints on specific issues related to politics, economics, and social organization. In order to define cultural underpinnings and issues of the debate, I will focus on the analysis of The Tonight Show with Jay Leno in which Barack Obama is invited as a guest. The program relies on both humorous and political issues, as well as unveils certain important cultural dimensions of the presidential elections. The critical examination will allow to define the modern attitudes to gender and sexuality, as well as how they are treated at the threshold of the presidential election campaign. In particular, although the program is dedicated a variety of issues, including social vision, cultural background, traditions and celebrations, and religious views, Barack Obama still manages to interpret all these topics in the light of the upcoming elections. Although the show does not cover fully the essence of political situation, as well as the content of presidential debates, it still focuses on the Obama’s attitude toward cultural, economic, and social issues. Specific attention requires his position concerning the gender roles distributed in American society. His religious and social beliefs, therefore, reflect his general opinion on the role of women and men. While tracing the interview, both Leno and Obama focus on very interesting issues that are beyond politics. This is of particular concern to their discussion of women’s capability of doing decisions, and Obama’s views on health care and military system that are directly associated with discussion of gender and social role. While discussing Obama’s attitude to rape, specific emphasis is placed on the role of male politicians in making decisions about women’s health care issues. I plan to discuss all these issues in much detail to define what cultural and national undercurrents are highlighted in Obama’s speech. The TV program is associated with discussing various issues that are not confined to any political and religious outlooks. Nevertheless, because Obama was invited to the show during the election campaign, the most of the topics covered strongly correlate with this situation. With regard to the above, the target audience is the U.S. citizens who are interested in voting and participating in presidential races. Regardless what topics have been discussed, should it be family issues, economic situation, Obama’s personal life, all these topics were centered on attracting more audience who is concerned with the election campaign. Within the context of gender stereotypes analysis, Ott and Mack state, “the competing interpretations of gender in contemporary society give rise to confusing, often contradictory message about various roles of men and women” (p. 193). However, despite the presence of patriarchal system of power ensuring restricted representation of women, Obama still emphas