One of the most significant current discussions regarding the Islamic modest dress is the extent to which both men and women should dress. This paper studies the factors both men and women must take into consideration with regards to dressing modestly in society. Islamic rulings and the narrations of the Infallibles (a) are provided as evidence in offering the decrees all must adhere to with regards to clothing. Both men and women must avoid wearing 1) conspicuous clothing, 2) outfits specific to the opposite gender, and 3) tight clothing in which the curves of the body are revealed. Both are also to avoid any action that attracts inappropriate attention. Clothing with silk or gold is forbidden for men. Abiding by the first four rules eliminates the dilemmas faced in any society relating to male-female relations and ensures stability as a result.