diff --git a/Core/src/org/sleuthkit/autopsy/casemodule/Case.java b/Core/src/org/sleuthkit/autopsy/casemodule/Case.java
index 6ebcd6847b..2296e3a72b 100644
--- a/Core/src/org/sleuthkit/autopsy/casemodule/Case.java
+++ b/Core/src/org/sleuthkit/autopsy/casemodule/Case.java
@@ -1196,30 +1196,36 @@ public class Case implements SleuthkitCase.ErrorObserver {
     /**
      * Deletes reports from the case - deletes it from the disk as well as the
      * database.
+     *
      * @param reports Collection of Report to be deleted from the case.
+     * @param deleteFromDisk Set true to perform reports file deletion from
+     * disk.
      * @throws TskCoreException
      */
-    public void deleteReports(Collection<? extends Report> reports) throws TskCoreException {
+    public void deleteReports(Collection<? extends Report> reports, boolean deleteFromDisk) throws TskCoreException {
 
-        String pathToReportsFolder = Paths.get(this.db.getDbDirPath(), "Reports").normalize().toString();
+        String pathToReportsFolder = Paths.get(this.db.getDbDirPath(), "Reports").normalize().toString(); // NON-NLS
         for (Report report : reports) {
-            // traverse to the root directory of Report report.
-            String reportPath = report.getPath();
-            while (!Paths.get(reportPath, "..").normalize().toString().equals(pathToReportsFolder)) {
-                reportPath = Paths.get(reportPath, "..").normalize().toString();
-            }
-
-            // delete from the disk.
-            try {
-                FileUtils.deleteDirectory(new File(reportPath));
-            } catch (IOException | SecurityException ex) {
-                logger.log(Level.WARNING, NbBundle.getMessage(Case.class, "Case.deleteReports.deleteFromDiskException.log.msg"), ex);
-                JOptionPane.showMessageDialog(null, NbBundle.getMessage(Case.class, "Case.deleteReports.deleteFromDiskException.msg", report.getReportName(), reportPath));
-            }
 
             // delete from the database.
             this.db.deleteReport(report);
 
+            if (deleteFromDisk) {
+                // traverse to the root directory of Report report.
+                String reportPath = report.getPath();
+                while (!Paths.get(reportPath, "..").normalize().toString().equals(pathToReportsFolder)) { // NON-NLS
+                    reportPath = Paths.get(reportPath, "..").normalize().toString(); // NON-NLS
+                }
+
+                // delete from the disk.
+                try {
+                    FileUtils.deleteDirectory(new File(reportPath));
+                } catch (IOException | SecurityException ex) {
+                    logger.log(Level.WARNING, NbBundle.getMessage(Case.class, "Case.deleteReports.deleteFromDiskException.log.msg"), ex);
+                    JOptionPane.showMessageDialog(null, NbBundle.getMessage(Case.class, "Case.deleteReports.deleteFromDiskException.msg", report.getReportName(), reportPath));
+                }
+            }
+
             // fire property change event.
             try {
                 Case.pcs.firePropertyChange(Events.REPORTS_DELETED.toString(), null, null);
diff --git a/Core/src/org/sleuthkit/autopsy/datamodel/Bundle.properties b/Core/src/org/sleuthkit/autopsy/datamodel/Bundle.properties
index fa16107ea7..05d385e858 100644
--- a/Core/src/org/sleuthkit/autopsy/datamodel/Bundle.properties
+++ b/Core/src/org/sleuthkit/autopsy/datamodel/Bundle.properties
@@ -280,6 +280,9 @@ VolumeNode.createSheet.flags.displayName=Flags
 VolumeNode.createSheet.flags.desc=no description
 AbstractAbstractFileNode.objectId=Object ID
 ArtifactStringContent.getStr.artifactId.text=Artifact ID
-DeleteReportAction.actionDisplayName=Delete Report(s)
+DeleteReportAction.actionDisplayName.singleReport=Delete Report
+DeleteReportAction.actionDisplayName.multipleReports=Delete Reports
 DeleteReportAction.actionPerformed.showConfirmDialog.title=Confirm Deletion
-DeleteReportAction.actionPerformed.showConfirmDialog.msg=Delete {0} reports.\nClick OK to proceed.
\ No newline at end of file
+DeleteReportAction.actionPerformed.showConfirmDialog.single.msg=Do you want to delete 1 report?
+DeleteReportAction.actionPerformed.showConfirmDialog.multiple.msg=Do you want to delete {0} reports?
+DeleteReportAction.actionPerformed.showConfirmDialog.checkbox.msg=Check to delete reports from the disk.
diff --git a/Core/src/org/sleuthkit/autopsy/datamodel/Reports.java b/Core/src/org/sleuthkit/autopsy/datamodel/Reports.java
index 8237aa1e32..88794fd50b 100755
--- a/Core/src/org/sleuthkit/autopsy/datamodel/Reports.java
+++ b/Core/src/org/sleuthkit/autopsy/datamodel/Reports.java
@@ -32,6 +32,7 @@ import java.util.List;
 import java.util.logging.Level;
 import javax.swing.AbstractAction;
 import javax.swing.Action;
+import javax.swing.JCheckBox;
 import javax.swing.JOptionPane;
 import org.openide.nodes.ChildFactory;
 import org.openide.nodes.Children;
@@ -207,6 +208,11 @@ public final class Reports implements AutopsyVisitableItem {
                 if (instance == null) {
                     instance = new DeleteReportAction();
                 }
+                if (Utilities.actionsGlobalContext().lookupAll(Report.class).size() == 1) {
+                    instance.putValue(Action.NAME, NbBundle.getMessage(Reports.class, "DeleteReportAction.actionDisplayName.singleReport"));
+                } else {
+                    instance.putValue(Action.NAME, NbBundle.getMessage(Reports.class, "DeleteReportAction.actionDisplayName.multipleReports"));
+                }
                 return instance;
             }
 
@@ -215,18 +221,25 @@ public final class Reports implements AutopsyVisitableItem {
              * DeleteReportAction.getInstance(), instead.
              */
             private DeleteReportAction() {
-                super(NbBundle.getMessage(DeleteReportAction.class, "DeleteReportAction.actionDisplayName"));
             }
 
             @Override
             public void actionPerformed(ActionEvent e) {
                 Collection<? extends Report> selectedReportsCollection = Utilities.actionsGlobalContext().lookupAll(Report.class);
-                if (JOptionPane.showConfirmDialog(null,
-                        NbBundle.getMessage(DeleteReportAction.class, "DeleteReportAction.actionPerformed.showConfirmDialog.title"),
-                        NbBundle.getMessage(DeleteReportAction.class, "DeleteReportAction.actionPerformed.showConfirmDialog.msg", selectedReportsCollection.size()),
-                        JOptionPane.OK_CANCEL_OPTION) == 0) {
+
+                String jOptionPaneMessage = selectedReportsCollection.size() > 1
+                        ? NbBundle.getMessage(Reports.class, "DeleteReportAction.actionPerformed.showConfirmDialog.multiple.msg", selectedReportsCollection.size())
+                        : NbBundle.getMessage(Reports.class, "DeleteReportAction.actionPerformed.showConfirmDialog.single.msg");
+                JCheckBox checkbox = new JCheckBox(NbBundle.getMessage(Reports.class, "DeleteReportAction.actionPerformed.showConfirmDialog.checkbox.msg"));
+                checkbox.setSelected(false);
+
+                Object[] jOptionPaneContent = {jOptionPaneMessage, checkbox};
+
+                if (JOptionPane.showConfirmDialog(null, jOptionPaneContent,
+                        NbBundle.getMessage(Reports.class, "DeleteReportAction.actionPerformed.showConfirmDialog.title"),
+                        JOptionPane.YES_NO_OPTION) == 0) {
                     try {
-                        Case.getCurrentCase().deleteReports(selectedReportsCollection);
+                        Case.getCurrentCase().deleteReports(selectedReportsCollection, checkbox.isSelected());
                         DataContentTopComponent.findInstance().repaint();
                     } catch (TskCoreException | IllegalStateException ex) {
                         Logger.getLogger(DeleteReportAction.class.getName()).log(Level.INFO, "Error deleting the reports. ", ex); // NON-NLS - Provide solution to the user?
@@ -234,6 +247,7 @@ public final class Reports implements AutopsyVisitableItem {
                 }
             }
         }
+
         private final class OpenReportAction extends AbstractAction {
             
             private OpenReportAction() {
diff --git a/Core/src/org/sleuthkit/autopsy/report/ReportKML.java b/Core/src/org/sleuthkit/autopsy/report/ReportKML.java
index 39cfc144f3..b03af52227 100644
--- a/Core/src/org/sleuthkit/autopsy/report/ReportKML.java
+++ b/Core/src/org/sleuthkit/autopsy/report/ReportKML.java
@@ -208,7 +208,6 @@ class ReportKML implements GeneralReportModule {
                 }
 
                 out.flush();
-                out.close();
 
                 progressPanel.increment();
                 /*