Where do we find the link between the Freudian death drive and the Lacanian Real? In this theoretical enquiry we trace the relationship between the growing pains of the death drive and the Real in the writings of Freud and Lacan. With Freud we examine the place of the death drive in a theoretical framework. This search inevitably leads to the constitution of the pleasure experience which is very hard to understand in relation to the death drive. We run into the trauma, which is the pleasurable encounter with the Real. Next we concentrate on the Lacanian elaboration of the death drive in the coming into being of the subject. Through this, we stumble upon the Real as that enigmatic category which escapes any elaboration. This Real is then examined in combination with the death drive in an attempt to formulate their relationship. The Borromean Knot of the Real-Symbolic-Imaginary in masochism concludes this paper.