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Place 4 of the cherry tomatoes into a cocktail shaker plus the lemon juice, champagne vinegar, and salt. Muddle until the mixture is nearly liquified.
Pour in the vermouth and vodka, then add in a couple handfuls of ice. Close the cocktail shaker and shake for 30 seconds - 1 min.
Into a martini glass, pour the cocktail mixture through a fine mesh sieve. Sprinkle the cocktail with fresh cracked pepper and handful of drops of olive oil. Place the remaining 2 cherry tomatoes on a cocktail skewer and garnish the drink. Enjoy!