Index: debuginfo-tests/dexter/Commands.md
===================================================================
--- debuginfo-tests/dexter/Commands.md
+++ debuginfo-tests/dexter/Commands.md
@@ -178,7 +178,7 @@
 ----
 ## DexLimitSteps
     DexLimitSteps([expr, *values][, **from_line=1][,**to_line=Max]
-                  [,**on_line])
+                  [,**on_line][,**hit_count])
 
     Args:
         expr (str): variable or value to compare.
@@ -191,12 +191,15 @@
         to_line (int): Define the end of the limited step range.
         on_line (int): Define a range with length 1 starting and ending on the
                        same line.
+        hit_count (int): If provided, limit the number of times the command
+                         triggers.
 
 ### Description
 Define a limited stepping range that may be predicated on a condition. When the
 leading line is stepped on and any condition '(expr) == (values[n])' is true or
 there are no conditions, set a range of temporary breakpoints within the test
-file defined by the range 'from_line' and 'to_line' or 'on_line'.
+file defined by the range 'from_line' and 'to_line' or 'on_line'. This only
+happens 'hit_count' number of times if the argument is provided.
 
 The condition is only evaluated on the line 'from_line' or 'on_line'. If the
 condition is not true at the start of the range, or that line is never stepped
Index: debuginfo-tests/dexter/dex/command/commands/DexLimitSteps.py
===================================================================
--- debuginfo-tests/dexter/dex/command/commands/DexLimitSteps.py
+++ debuginfo-tests/dexter/dex/command/commands/DexLimitSteps.py
@@ -27,6 +27,7 @@
         except KeyError:
             self.from_line = kwargs.pop('from_line', 1)
             self.to_line = kwargs.pop('to_line', 999999)
+        self.hit_count = kwargs.pop('hit_count', None)
         if kwargs:
             raise TypeError('unexpected named args: {}'.format(
                 ', '.join(kwargs)))
Index: debuginfo-tests/dexter/dex/debugger/DebuggerControllers/ConditionalController.py
===================================================================
--- debuginfo-tests/dexter/dex/debugger/DebuggerControllers/ConditionalController.py
+++ debuginfo-tests/dexter/dex/debugger/DebuggerControllers/ConditionalController.py
@@ -31,14 +31,20 @@
     Args:
        expression: None for no conditions, or a str expression to compare
        against `values`.
+
+       hit_count: None for no limit, or int to set the number of times the
+                  leading breakpoint is triggered before it is removed.
     """
 
-    def __init__(self, expression: str, path: str, range_from: int, range_to: int, values: list):
+    def __init__(self, expression: str, path: str, range_from: int, range_to: int,
+                 values: list, hit_count: int):
         self.expression = expression
         self.path = path
         self.range_from = range_from
         self.range_to = range_to
         self.conditional_values = values
+        self.max_hit_count = hit_count
+        self.current_hit_count = 0
 
     def has_conditions(self):
         return self.expression != None
@@ -51,6 +57,14 @@
             conditional_list.append(conditional_expression)
         return conditional_list
 
+    def add_hit(self):
+        self.current_hit_count += 1
+
+    def should_be_removed(self):
+        if self.max_hit_count == None:
+            return False
+        return self.current_hit_count >= self.max_hit_count
+
 
 class ConditionalController(DebuggerControllerBase):
     def __init__(self, context, step_collection):
@@ -76,7 +90,8 @@
                   lc.path,
                   lc.from_line,
                   lc.to_line,
-                  lc.values)
+                  lc.values,
+                  lc.hit_count)
                 self._bp_ranges.append(bpr)
         except KeyError:
             raise DebuggerException('Missing DexLimitSteps commands, cannot conditionally step.')
@@ -129,6 +144,11 @@
                     # This is a trailing bp. Mark it for removal.
                     bp_to_delete.append(bp_id)
                     continue
+
+                bpr.add_hit()
+                if bpr.should_be_removed():
+                    bp_to_delete.append(bp_id)
+                    del self._leading_bp_handles[bp_id]
                 # Add a range of trailing breakpoints covering the lines
                 # requested in the DexLimitSteps command. Ignore first line as
                 # that's covered by the leading bp we just hit and include the
@@ -136,7 +156,7 @@
                 for line in range(bpr.range_from + 1, bpr.range_to + 1):
                     self.debugger.add_breakpoint(bpr.path, line)
 
-            # Remove any trailing breakpoints we just hit.
+            # Remove any trailing or expired leading breakpoints we just hit.
             for bp_id in bp_to_delete:
                 self.debugger.delete_breakpoint(bp_id)
 
Index: debuginfo-tests/dexter/feature_tests/commands/perfect/limit_steps/hit_count.cpp
===================================================================
--- /dev/null
+++ debuginfo-tests/dexter/feature_tests/commands/perfect/limit_steps/hit_count.cpp
@@ -0,0 +1,21 @@
+// Purpose:
+//      Test that \DexLimitSteps keyword argument hit_count correctly limits
+//      the number of times the command can trigger.
+//
+// REQUIRES: system-linux
+//
+// RUN: %dexter_regression_test -- %s | FileCheck %s
+// CHECK: hit_count.cpp
+
+int a;
+int main() {
+  for (int i = 0; i < 4; i++) {
+    a = i; // DexLabel('check')
+  }
+  return 0;
+}
+
+//// Unconditionally limit dexter's view of the program to 'on_line' and check
+//// for i=0, i=1. The test will fail if dexter sees any other value for test.
+// DexLimitSteps(hit_count=2, on_line=ref('check'))
+// DexExpectWatchValue('i', '0', '1')