In Wing’s youth, he was a school teacher in a town far from Winesburg, Ohio. Wing was full of life and knowledge and enjoyed communicating with the young students. He was a unique man in the sense that he communicated not only through words, but also through touch. “In a way the voice and the hands, the stroking of the shoulders and the touching of the hair was a part of the schoolmaster

The extremity of Wing’s isolation is realized when the story develops to tell that Wing was waiting, searching for his one and only friend to stop by. He walks through the field and climbs a fence to peer out towards the long road. After just a moment of searching, he quickly retreats back to his porch to continue the pacing on safe ground. He desperately wants to see George Willard, but when he does not appear Wing is forced to wait for tomorrow for another chance. Wing lives for those few and far between moments where he can express himself without worry or doubt. Although only once in the story does it seem as if Wing is truly himself, when he is with George he is able to express at least something even if it is not in the way he would choose. George is of great importantance to Wing because he is the only one with which Wing interacts. George “was the medium though which he expressed his love of man.” Wing needs George to stay connected with the human race. “He was one of those men in whom the force that creates life is diffused, not centralized.” Even though Wing was a dreamer, he was dreaming for others. Wing releases all of his energy through his listeners. His medium is humans, therefore making it vital for him to stay connected to society in some way. “In the presence of George Willard, Wing Biddlebaum lost something of his timidity, and his shadowy personality, submerged in a sea of doubts, came forth to look at the world.” When Wing talked to George, his whole personality came alive, including his hands. He kept them busy though, whether it was by pounding them on a fence or holding them in his pockets, his hands were always moving, wanting to help convey the ideas that were coming out of his mouth. With George, Wing was even so brave as to walk down Main Street , confessing ideas “that had been accumulated by his mind during long years of silence.”

’s effort to carry a dream into the young minds.” Wing was full of dreams, dreams he carried for himself and for the children. He held a true love for his students with the utmost concern for their well-being and their future.

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