
Ned finds out that dating was the hardest thing he had to do as Ned. During the first couple dates, he brought along his friend Curtis to help him through this difficult task. Rejection was something that Ned was not expecting to be so hard, and he came across it right away. The first night when he was at a sports bar, Ned got rejected and didn’t like the feeling of it. However, Curtis was there to support him and let him know that it happens to everyone and its just part of the game. Considering Curtis was a handsome, sensible guy, Vincent wondered how he could take rejection all the time. Curtis responded with “I get rejected ninety percent of the time. But it’s that ten percent.” Vincent realized how hard it was for a man to approach a women and how hard it was to deal with rejection. Once he began going on dates, there was one thing that women appreciated: the writing. A well-written email or thoughtful poem had the most effect on women. It is not that common for a man to write lengthy emails, so for Ned to do this was a great first impression and all of the women wooed over it. During this chapter, Vincent talks about the numerous first dates that Ned went on, but how she only continued to keep in contact with three of them: Sasha, Anna, and Sally. Ned’s time spent with Sasha lasted the longest, three weeks total. They emailed several times a day and shared with each other almost anything. When it was time for Vincent to tell Sasha that Ned was a woman, she wondered where things would go. To Vincent’s surprise, Sasha was okay with this and stated that for the past few weeks her nickname for Ned has been “My Gay Boyfriend.” Next, Vincent states that Anna was the best date she ever had as Ned. They had chemistry from the moment they met. When Ned was finally revealed to Anna, she acted a little afraid and uncomfortable, but that was something that Vincent accepted. Lastly was Sally, who flirted with Ned and giggled nonstop. When Ned told her the truth, she responded with “Maybe some part of me knew, I don’t know. You made so much eye contact. You listened so well. You weren’t hairy. I’m not sure.” Overall Vincent came to the conclusion that dating was very hard. She gave men a lot of credit for dealing with rejection and having to go through the tough situations they do.
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