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If one fasted on Shabbos, is he obligated to fast another fast in addition to the fast that he fasted on Shabbos?

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Yes, s/he does. See Berakhot 31b, Orach Chayim 288:4, Mishnei Torah Taaniyot 1:12. Though one should only fast if s/he had a disturbing dream.

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    There are several different opinions, caveats, and alternatives mentioned in the poskim regarding performing such a ta'anis chalom on Shabbos in the first place, and many poskim go to lengths to discourage it in the great majority of cases. With regards to the additional compensatory fast on Sunday if someone indeed fasted on Shabbos, however, the halacha is more straightforward that it is necessary (although if it is difficult to fast on that Sunday, or if there is a reason to prohibit fasting on that Sunday, one may be able to make up the compensatory fast on another day - Sh"A OC 288:4).
    – Fred
    Dec 18, 2022 at 9:16
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    @tomelpora CYLOR. A ta'anis chalom doesn't have to be accepted in advance, but I'm not sure about the compensatory fast on Sunday. My guess is it doesn't have to be declared in advance because 1) the default obligation would be to fast on Sunday (unless the person doesn't feel up to it or there is some need to postpone), 2) I'm not sure re the propriety of declaring a fast on Shabbos for the following day, and 3) according to Rav YD Soloveitchik, the role of the compensatory Sunday fast itself is that it serves as a more proper ta'anis chalom
    – Fred
    Dec 18, 2022 at 9:45
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    @tomelpora Take what I'm saying with a grain of salt, as I haven't researched this recently. It seems correct, however, that a person should not make up the fast on Chanuka under any circumstance (Rama OC 288:4), and if one did so, he would then have to fast a third time to compensate for fasting on Chanuka (MB 288:9)!
    – Fred
    Dec 18, 2022 at 9:50
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    @tomelpora The Taz (288) implies that a person's obligation for the compensatory fast lasts through Yom Kippur, after which the obligation would lapse if it hadn't yet been fulfilled (although some acharonim indicate that even after Yom Kippur one would have to make up the fast). Seemingly, one would fast after Chanuka if one didn't get around to fasting before Chanuka.
    – Fred
    Dec 18, 2022 at 10:03
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    @tomelpora First of all CYLOR, and if you still have multiple questions that may be relevant for a wider audience, consider posting them as separate questions! Dec 18, 2022 at 10:09

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