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    On an unrelated note, I'd like to point out that Russia doesn't really like 'nontraditional' people and you might face bigger issues at Russian immigration rather than the airline itself.
    – JonathanReez ♦
    Commented Sep 28, 2016 at 13:01
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    I'd suggest in such situations your friend opt for their biological gender as determined by their XY/XX chromosomes, as documented at birth.
    – James T
    Commented Sep 28, 2016 at 13:33
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    @JamesTrotter It's not always so simple, nor do I think that is necessarily going to lead to the smoothest journey.
    – CMaster
    Commented Sep 28, 2016 at 13:53
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    @chx I understand such problems exist, but statistically its very unlikely to apply here, as such I feel the advice still stands.
    – James T
    Commented Sep 28, 2016 at 14:27
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    @CMaster I agree with your latest comment. The airline is not going to perform a karyotype on the traveler so chromosomal sex is moot. Gender at birth is determined by appearance of genitalia, not by chromosomes, but genitalia is also moot as travelers are not asked to drop their pants (usually!). All that matters here is smooth travels. So the OP's friend should put the binary gender that best matches how they are read/perceived by others.
    – TangoFoxtrot
    Commented Sep 28, 2016 at 14:39