A higher pocket pair is roughly an 80% favorite to win against a lower pocket pair preflop in any given hand. Therefore, to lose 4 times in a row in that situation I would think would be (0.2)^4 = .0016 or 1/625 as has already been mentioned. That's a rough estimate though assuming that neither of the two cards that could hit lower trips were dealt to another player in the hand and also accounting for the rare straight or flush situation that could beat you also.
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