Might mean (unverified): Lack of romantic or social engagements.
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We found one dictionary that defines the word datelessness:

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  1. datelessness: Wiktionary

Definitions from Wiktionary (datelessness)

noun:  The state or condition of being dateless: timeless or undated.
noun:  The state or condition of being dateless: without a date (romantic partner).

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