Ingredients

  • 2 cups unbleached all purpose flour
  • 1/2 cup unsweetened cocoa powder (preferably Dutch-process)
  • 1/2 teaspoon baking powder
  • 1 cup (2 sticks) unsalted butter, room temperature
  • 1 cup sugar
  • 1/2 cup powdered sugar
  • 1 large egg
  • 1 cup creamy peanut butter (do not use old-fashioned style or freshly ground)
  • 2 teaspoons vanilla extract
  • Additional sugar
  • 12 ounces imported milk chocolate (such as Lindt), finely chopped
  • Additional powdered sugar
  • 1 cup (about) strawberry jelly, whisked to loosen

Method

  • Whisk flour, cocoa and baking powder in small bowl to blend.
  • Using electric mixer, beat butter, 1 cup sugar and 1/2 cup powdered sugar in large bowl until well blended.
  • Beat in egg, then peanut butter and vanilla.
  • Add dry ingredients; beat until well blended.
  • Divide dough into 4 pieces; flatten each into disk.
  • Wrap dough in plastic; chill overnight.
  • Position 1 rack in center and 1 rack in bottom third of oven and preheat to 375F.
  • Butter 2 baking sheets.
  • Sprinkle work surface generously with additional sugar.
  • Place 1 dough disk atop sugar on work surface (dough will be soft; keep remainder refrigerated).
  • Sprinkle top of dough with additional sugar.
  • Roll out dough to generous 1/4-inch thickness, sprinkling with additional sugar as needed to prevent sticking.
  • Using 3-inch heart-shaped cookie cutter, cut out cookies.
  • Transfer cookies to prepared baking sheets, spacing 2 inches apart.
  • Using small heart-shaped or round cookie cutter, make 1 hole in center of half of cookies.
  • Gather dough scraps; reshape into disk and refrigerate.
  • Bake cookies until puffed and beginning to crack on top, about 7 minutes.
  • Using spatula, transfer cookies to rack; cool completely.
  • Repeat rolling, cutting and baking with remaining dough disks and scraps.
  • (Can be made 2 days ahead.
  • Store between layers of waxed paper in airtight container.)
  • Stir chopped milk chocolate in top of double boiler over barely simmering water until melted and smooth.
  • Remove chocolate from over water.
  • Sift additional powdered sugar over cookies with hole.
  • Place 1 solid cookie, bottom side up, on work surface.
  • Spread 1 teaspoon melted chocolate over.
  • Spoon 1 scant teaspoon strawberry jelly atop chocolate in center.
  • Immediately top with cookie with hole, placing hole over jelly and pressing gently to adhere (cookies are very tender).
  • (Can be prepared 1 day ahead.
  • Store in single layer in airtight container and refrigerate.
  • Cookies may soften slightly.)