, John was simultaneously feeling fear, sadness, and an almost indescribable sense of loss and loneliness as he thought about what he would do now that Claire had left him. Yet, at the same time, an inchoate sense of something akin to relief was starting to form as he realized he would no longer have to pretend he was someone he was not in order to win her approval. With that example, you have included the feelings of fear, sadness, loss, loneliness, and relief (or something like it) in two sentences, and only had to use "feeling" once.
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