The purpose of this article is to discuss a very interesting work of art, the “Portrait of a Woman with a Man at the Window” by Fra Filippo Lippi. I will begin by analyzing the formal qualities of the painting such as composition, color, line, texture, proportion, balance, contrast, and rhythm. I will then discuss how the work fits into a certain stylistic category. I will demonstrate that the painting reflects the social and cultural trends of the period in which it was created.“ Filippo Lippi's paintings are often characterized by two characteristics: the interest in minimizing the gap between world, image and the presence of humor, both corporeal and representational. Although these two aspects of Lippi's art may initially seem unrelated, this article suggests that both can be associated with the use of scientific perspective. Lippi's spatial concerns can be understood as a reaction to the distancing of the iconic image that accompanied the invention of perspective.”“The “Portrait of a Woman with a Man at a Window” dates from around 1440-1444. It is made with tempera on wood by a Florentine artist, Fra Filippo Lippi. The painting measures 64.1 x 41.9 cm. A very interesting detail is the message on the woman's cuff, where we read the word "lealtà" which in Italian means loyalty. The painting is part of the Marquand Collection and is located at the Metropolitan Museum of Art, where it was donated by Henry G. Marquand in 1889. Male. The dominant central figure is that of the woman. We see his profile as he looks to the left. Her hands are folded gracefully. He has blond hair and his figure is illuminated by what appears to be nature...... middle of paper ......vol.13, n.11 (Nov.1918), pp. 231-232http:/ /www.metmuseum.org/publications/bulletins/1/pdf/3253902.pdf.bannered.pdfCarmichael, M. “Portrait of Fra Filippo Lippi”, The Burlington Magazine for Connoisseurs, vol. 21, no. 112, July 1912http://www.jstor.org/pss/3045611Nygren, B. “A Thing That Is Not: Perspective and Humor in the Paintings of Filippo Lippi,” Oxford art journal, vol. 29, n.3 (2006), pp.319-339http://oaj.oxfordjournals.org/content/29/3/319.extractShell, C. “The early style of Fra Filippo Lippi and the Prato master”, The art Bulletin, vol.43, no.3, (September 1961) http://www.archive.org/stream/reportofpresiden5405well/reportofpresiden5405well_djvu.txt Smith, R. “Eternal Objects of Desire. Art Review - Art and Love in Renaissance Italy” in New York Times Art and Design, 20 November (2008) http://www.nytimes.com/2008/11/21/arts/design/21love.html