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Usually, Jewish weddings take place on Sundays, but NOT during Shabbat and Jewish holidays. Ask your rabbi for more information.
The first port of call ought to be your local Synagogue, or a Rabbi. Professional advice ought to be available in this way. Alternatively, any Jewish family is likely to have an appropriately marked calendar, and if you ask nicely I'm sure they can tell you how they tend to celebrate the various Jewish holidays.
A Rabbi typically has more knowledge on issues of kashrut and close cases than does a layman. It's part of a Rabbi's job to be well-versed in Jewish law (including kashrut) and answer related questions.
nothing tell someone who well tell you what to ask
you ask them out.
Of course. I am Jewish and it's totally fine to ask someone out before Hanukkah.
There is a very easy method: just ask the person! If they are Jewish, they'll tell you.
If someone were to ask you if you miss them, you are free to tell them no, you don't. If you are not asked, then there is no reason to tell.
If neither of the groom's parents remarried, this shouldn't be a problem, but if one or both remarried, ask your rabbi about this.
"Tell me about yourself."
ask someone!
Ask when his birthday is.