1. superlative form of flaggy; most inclined to flag or droop; most lacking in energy or vigor
Usage: informal; comparative form is 'flaggier'
2. superlative form of flaggy; most resembling or containing flagstones; most paved with flags
Usage: chiefly British; technical or regional

Examples

• After the long hike, he felt the flaggiest he'd ever been.
• The flaggiest part of the garden was near the old stone patio.
• Her energy was flaggiest in the late afternoon.
• The flaggiest sections of the courtyard needed repair.
• He seemed flaggiest when the weather turned cold and gray.