An ideal character gladly accepted by American readers as a men’s man is the one known “Hemingway hero” common among many of Ernest Hemingway’s novels. In the novel “The Sun Also Rises”, four men are evaluated as they connect in some form of association with Lady Brett Ashley, a near-nymphomaniac Englishwoman who spoils in her passion for sex and control. Brett projected a scheme to get married to her fiancée for some superficial reasons, absolutely defeats one man emotionally and spiritually, keeps apart from another to conceive the idea of their short-lived affair and to avoid self-destruction, and refuses and humiliates the man whom she loves most greatly. Brett all relationships develop in few months, as she either accepts or rejects certain values or qualities of each man. Brett, with the help of her four love affairs as a vibrant and self-controlled woman, represents Hemingway’s standard definition of a man and/or masculinity. Each man Brett has a love association within the novel possesses different qualities and values that enable Hemingway to discover what it is to truly be a man. The Hemingway man thus portrayed is a man of practice, self-discipline, self-reliance, strength, and courage to cope with all weaknesses, fears, failures, and even death. The supposed hero of the novel Jake Barnes, a few years back fell in love with Brett and is still strongly and uncontrollably in love with her. Unfortunately, Jake is a victim of the war, emasculated in an accident. Still, at the beginning of the novel adjusting to his impotence, Jake and Brett cannot be lovers and all efforts at a relationship that is sexually fulfilling are simply gone waste. Jake has lost all his power and desire to have sex. Brett is a passionate, lustful woman who is driven by the closest and caring act two may share, Jake’s powerlessness only puts the two in a great ironic situation, something that Jake cannot provide her. Brett is an extremely sexy woman but is rejected by the man she feels true love and admiration for. Jake has loved Brett for years and cannot have her because of his inability to have sex. It is clear that Brett and Jake’s love is reciprocal when Jake tries to kiss Brett on the cab ride home: “‘You mustn’t. You must know. I can’t stand it, that’s all. Oh darling, please understand!’, ‘Don’t you love me?’, ‘Love you? I simply turn all to jelly when you touch me’” (26, Ch. 4). This scene indicates the hopelessness of their relationship as Jake and Brett hopelessly desire each other but realize the uselessness of further actions. Together, they have both tried to confront reality but remained unsuccessful. Jake is aggravated by Brett’s reappearance into his life and her declaration that she is miserably unhappy. Jake asks Brett to go off to the country for a fraction of period with him: “‘Couldn’t we go off in the country for a while?’, ‘It wouldn’t be any good. I’ll go if you like. But I couldn’t live quietly in the country. Not with my own true love’, ‘I know’, ‘Isn’t it rotten? There isn’t any use my telling you I love you’, ‘You know I love you’, ‘let’s not talk. Tailing’s all bilge’” (55, Ch. 7). Brett rejected Jake’s useless effort to have some time together. Both know that any relationship beyond a friendship would be fruit