diff --git a/condition/condition-action/condition_action.go b/condition/condition-action/condition_action.go
index 7cc8370..24c0fab 100644
--- a/condition/condition-action/condition_action.go
+++ b/condition/condition-action/condition_action.go
@@ -1,11 +1,15 @@
 package condition_action
 
 var (
-	// TODO: Create a new instance for each different constraint definition that uses Unique
-	// Need to create and hold this variable, since it's state needs to be retained
 	uniqueActionsMap map[string]UniqueConditionAction = make(map[string]UniqueConditionAction)
+
+	matchesActionsMap map[string]MatchesConditionAction = make(map[string]MatchesConditionAction)
 )
 
+type ConditionAction interface {
+	CheckCondition(input string, args []string) bool
+}
+
 func GetUniqueInstance(id string) UniqueConditionAction {
 	if entry, exists := uniqueActionsMap[id]; exists {
 		return entry
@@ -16,6 +20,12 @@ func GetUniqueInstance(id string) UniqueConditionAction {
 	}
 }
 
-type ConditionAction interface {
-	CheckCondition(input string, args []string) bool
+func GetMatchesInstance(id string, pattern string) MatchesConditionAction {
+	if entry, exists := matchesActionsMap[id]; exists {
+		return entry
+	} else {
+		matchesAction := NewMatchesConditionAction(id, pattern)
+		matchesActionsMap[id] = matchesAction
+		return matchesAction
+	}
 }
diff --git a/condition/condition-action/matches_condition_action.go b/condition/condition-action/matches_condition_action.go
new file mode 100644
index 0000000..25235a8
--- /dev/null
+++ b/condition/condition-action/matches_condition_action.go
@@ -0,0 +1,28 @@
+package condition_action
+
+import (
+	"fmt"
+	"regexp"
+)
+
+type MatchesConditionAction struct {
+	regex *regexp.Regexp
+}
+
+func NewMatchesConditionAction(id string, pattern string) MatchesConditionAction {
+	regex, err := regexp.Compile(pattern)
+	if err != nil {
+		fmt.Printf("Failed to initialise [Matches] condition's pattern with ID [%s], pattern [%s] with error [%s]. All condition checks will fail.", id, pattern, err.Error())
+	}
+
+	return MatchesConditionAction{
+		regex: regex,
+	}
+}
+
+func (a MatchesConditionAction) CheckCondition(input string, args []string) bool {
+	if a.regex == nil {
+		return false
+	}
+	return a.regex.Match([]byte(input))
+}
diff --git a/condition/condition.go b/condition/condition.go
index 221f0f3..f716871 100644
--- a/condition/condition.go
+++ b/condition/condition.go
@@ -64,5 +64,11 @@ func getArguments(arg string, expectedArgsCount uint) (args []string, err error)
 }
 
 func (c Condition) ApplyCondition(id string, input string) bool {
-	return c.Type.getConditionAction(id).CheckCondition(input, c.Args)
+	// TODO: Make this nicer, we are only passing in this arg for the matches condition so that we only need to compile
+	// the regex once on initialisation
+	arg := ""
+	if len(c.Args) > 0 {
+		arg = c.Args[0]
+	}
+	return c.Type.getConditionAction(id, arg).CheckCondition(input, c.Args)
 }
diff --git a/condition/condition_test.go b/condition/condition_test.go
index 21fda42..dfeace0 100644
--- a/condition/condition_test.go
+++ b/condition/condition_test.go
@@ -91,6 +91,9 @@ func TestApplyCondition(t *testing.T) {
 
 		// Make sure an invalid constraint is forced to validate false to everything
 		{"SomethingInvalid(arg1, arg2)", "invalid", true, []string{}, []string{"test test test", "1237532123", "true", "$!&@#($)"}},
+
+		{"Matches(\\d+)", "matches-regex", false, []string{"1234", "1", "testwith number 1"}, []string{"test", "no numbers++--"}},
+		{"Matches([)", "invalid-regex", false, []string{}, []string{"everything should fail"}},
 	}
 
 	for _, c := range cases {
@@ -102,10 +105,10 @@ func TestApplyCondition(t *testing.T) {
 		}
 
 		for _, successTest := range c.successInputs {
-			require.True(t, condition.ApplyCondition(c.id, successTest))
+			require.True(t, condition.ApplyCondition(c.id, successTest), c.id+" - "+successTest)
 		}
 		for _, failTest := range c.failInputs {
-			require.False(t, condition.ApplyCondition(c.id, failTest))
+			require.False(t, condition.ApplyCondition(c.id, failTest), c.id+" - "+failTest)
 		}
 	}
 }
diff --git a/condition/condition_type.go b/condition/condition_type.go
index 128d8e6..20ff835 100644
--- a/condition/condition_type.go
+++ b/condition/condition_type.go
@@ -16,6 +16,7 @@ const (
 	ConditionTypeHasSuffix ConditionType = iota
 	ConditionTypeIsNumeric ConditionType = iota
 	ConditionTypeIsBoolean ConditionType = iota
+	ConditionTypeMatches   ConditionType = iota
 )
 
 func ConditionTypeFromString(input string) ConditionType {
@@ -28,7 +29,7 @@ func ConditionTypeFromString(input string) ConditionType {
 }
 
 func conditionTypeStrings() []string {
-	return []string{"invalid", "unique", "hasprefix", "hassuffix", "isnumeric", "isboolean"}
+	return []string{"invalid", "unique", "hasprefix", "hassuffix", "isnumeric", "isboolean", "matches"}
 }
 
 func (c ConditionType) IsValid() bool {
@@ -36,11 +37,11 @@ func (c ConditionType) IsValid() bool {
 }
 
 func (c ConditionType) expectedArgsCount() uint {
-	args := []uint{0, 0, 1, 1, 0, 0}
+	args := []uint{0, 0, 1, 1, 0, 0, 1}
 	return args[uint(c)]
 }
 
-func (c ConditionType) conditionActions(id string) []condition_action.ConditionAction {
+func (c ConditionType) conditionActions(id string, pattern string) []condition_action.ConditionAction {
 	return []condition_action.ConditionAction{
 		condition_action.InvalidConditionAction{},
 		condition_action.GetUniqueInstance(id),
@@ -48,9 +49,10 @@ func (c ConditionType) conditionActions(id string) []condition_action.ConditionA
 		condition_action.HasSuffixConditionAction{},
 		condition_action.IsNumericConditionAction{},
 		condition_action.IsBooleanConditionAction{},
+		condition_action.GetMatchesInstance(id, pattern),
 	}
 }
 
-func (c ConditionType) getConditionAction(id string) condition_action.ConditionAction {
-	return c.conditionActions(id)[uint(c)]
+func (c ConditionType) getConditionAction(id string, pattern string) condition_action.ConditionAction {
+	return c.conditionActions(id, pattern)[uint(c)]
 }