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Does a creature with flanking lose its toughness bonus from flanking when blocked by multiple creatures?

Short answer
No. Flanking reduces the BLOCKER's toughness, not the attacker's. Multiple blockers each trigger flanking separately, each losing -1/-1.

Flanking is a triggered ability that reduces the toughness (and power) of blocking creatures, not the flanking creature itself. Per CR 702.25a, whenever a creature with flanking becomes blocked by a creature without flanking, the blocking creature gets -1/-1 until end of turn. The flanking creature's own stats are completely unaffected.

When a creature with flanking is blocked by multiple creatures, flanking triggers once for each blocking creature that lacks flanking (CR 702.25b). Each trigger is independent, and each non-flanking blocker receives -1/-1 until end of turn from its own trigger. The attacker keeps its full power and toughness throughout.

If all blockers happen to also have flanking, none of the triggers fire at all for those creatures, since the ability only triggers when blocked by a creature without flanking.

Concrete example: Your 2/2 creature with flanking attacks and is blocked by three 2/2 creatures that lack flanking. Flanking triggers three times — one for each blocker. Each blocker becomes a 1/1 until end of turn. Your 2/2 flanker remains a 2/2.

HIGH confidence CR 702.25a CR 702.25b
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