Why do some Jews wear a kippah/skullcap/yarmulke? Either for religious, cultural or socio-political reasons.
Religious Jews wear one as per the precept to cover one’s head minimally when praying, studying religious texts and eating, but ideally all the time - except when swimming or bathing, sleeping, and when engaged in physical activities (such as sports) during which the kippah might constantly fall off (though a hat can be worn or the kippah can be clipped on!). The kippah sits on the top of the head as a reminder to the wearer that God’s presence (though everywhere) is symbolically above us (Kiddushin 31a).
Culturally, it is often worn in a context in which "everyone else is wearing it" - such as in a synagogue, at a "Jewish event" such as a Bris, Bar Mitzvah, or wedding ceremony, all of which are religious events.
Socio-politically, kippot of different materials (suede, velvet, knitted) are worn by Jews who identify with a particular level of observance or cultural or religious movements. But most people who wear a kippah regularly have one thing in common - a constant identity marker that declares "I am a proud Jew."
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Not every single Jew wears a kippah all the time. SOme only wear them only in synagogues or if they feel like wearing one. They are free to choose if they want to wear it all the time or not. It is also best to choose the one that is comfortable so you won't be too conscious in wearing one.
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Jasper @ Best Kippah