diff --git a/cloud-core/src/main/java/cloud/commandframework/arguments/standard/StringArgument.java b/cloud-core/src/main/java/cloud/commandframework/arguments/standard/StringArgument.java
index 34d8c4e1..7a4adab6 100644
--- a/cloud-core/src/main/java/cloud/commandframework/arguments/standard/StringArgument.java
+++ b/cloud-core/src/main/java/cloud/commandframework/arguments/standard/StringArgument.java
@@ -30,6 +30,7 @@ import cloud.commandframework.captions.CaptionVariable;
 import cloud.commandframework.captions.StandardCaptionKeys;
 import cloud.commandframework.context.CommandContext;
 import cloud.commandframework.exceptions.parsing.ParserException;
+import cloud.commandframework.util.StringUtils;
 import org.checkerframework.checker.nullness.qual.NonNull;
 
 import java.util.Collections;
@@ -317,19 +318,30 @@ public final class StringArgument<C> extends CommandArgument<C, String> {
                 }
                 final String string = sj.toString();
 
-                Matcher matcher = QUOTED_DOUBLE.matcher(string);
+                final Matcher doubleMatcher = QUOTED_DOUBLE.matcher(string);
+                String doubleMatch = null;
+                if (doubleMatcher.find()) {
+                    doubleMatch = doubleMatcher.group("inner");
+                }
+                final Matcher singleMatcher = QUOTED_SINGLE.matcher(string);
+                String singleMatch = null;
+                if (singleMatcher.find()) {
+                    singleMatch = singleMatcher.group("inner");
+                }
+
                 String inner = null;
-                if (matcher.find()) {
-                    inner = matcher.group("inner");
-                } else {
-                    matcher = QUOTED_SINGLE.matcher(string);
-                    if (matcher.find()) {
-                        inner = matcher.group("inner");
-                    }
+                if (singleMatch != null && doubleMatch != null) {
+                    final int singleIndex = string.indexOf(singleMatch);
+                    final int doubleIndex = string.indexOf(doubleMatch);
+                    inner = doubleIndex < singleIndex ? doubleMatch : singleMatch;
+                } else if (singleMatch == null && doubleMatch != null) {
+                    inner = doubleMatch;
+                } else if (singleMatch != null) {
+                    inner = singleMatch;
                 }
 
                 if (inner != null) {
-                    final int numSpaces = (int) inner.chars().filter(c -> c == ' ').count();
+                    final int numSpaces = StringUtils.countCharOccurrences(inner, ' ');
                     for (int i = 0; i <= numSpaces; i++) {
                         inputQueue.remove();
                     }
@@ -341,7 +353,7 @@ public final class StringArgument<C> extends CommandArgument<C, String> {
                     }
                 }
 
-                inner = inner.replace("\\\"", "\"").replace("\\\'", "\"");
+                inner = inner.replace("\\\"", "\"").replace("\\'", "'");
 
                 return ArgumentParseResult.success(inner);
             }
diff --git a/cloud-core/src/main/java/cloud/commandframework/util/StringUtils.java b/cloud-core/src/main/java/cloud/commandframework/util/StringUtils.java
new file mode 100644
index 00000000..b1ab4b9a
--- /dev/null
+++ b/cloud-core/src/main/java/cloud/commandframework/util/StringUtils.java
@@ -0,0 +1,53 @@
+//
+// MIT License
+//
+// Copyright (c) 2020 Alexander Söderberg & Contributors
+//
+// Permission is hereby granted, free of charge, to any person obtaining a copy
+// of this software and associated documentation files (the "Software"), to deal
+// in the Software without restriction, including without limitation the rights
+// to use, copy, modify, merge, publish, distribute, sublicense, and/or sell
+// copies of the Software, and to permit persons to whom the Software is
+// furnished to do so, subject to the following conditions:
+//
+// The above copyright notice and this permission notice shall be included in all
+// copies or substantial portions of the Software.
+//
+// THE SOFTWARE IS PROVIDED "AS IS", WITHOUT WARRANTY OF ANY KIND, EXPRESS OR
+// IMPLIED, INCLUDING BUT NOT LIMITED TO THE WARRANTIES OF MERCHANTABILITY,
+// FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT. IN NO EVENT SHALL THE
+// AUTHORS OR COPYRIGHT HOLDERS BE LIABLE FOR ANY CLAIM, DAMAGES OR OTHER
+// LIABILITY, WHETHER IN AN ACTION OF CONTRACT, TORT OR OTHERWISE, ARISING FROM,
+// OUT OF OR IN CONNECTION WITH THE SOFTWARE OR THE USE OR OTHER DEALINGS IN THE
+// SOFTWARE.
+//
+package cloud.commandframework.util;
+
+import org.checkerframework.checker.nullness.qual.NonNull;
+
+/**
+ * String utilities
+ */
+public final class StringUtils {
+
+    private StringUtils() {
+    }
+
+    /**
+     * Count the occurrences of a character in a string
+     *
+     * @param haystack The string to search in
+     * @param needle   The character to count for
+     * @return Number of occurrences
+     */
+    public static int countCharOccurrences(final @NonNull String haystack, final char needle) {
+        int occurrences = 0;
+        for (int i = 0; i < haystack.length(); i++) {
+            if (haystack.charAt(i) == needle) {
+                occurrences++;
+            }
+        }
+        return occurrences;
+    }
+
+}
diff --git a/cloud-core/src/main/java/cloud/commandframework/util/package-info.java b/cloud-core/src/main/java/cloud/commandframework/util/package-info.java
new file mode 100644
index 00000000..225ff2bb
--- /dev/null
+++ b/cloud-core/src/main/java/cloud/commandframework/util/package-info.java
@@ -0,0 +1,28 @@
+//
+// MIT License
+//
+// Copyright (c) 2020 Alexander Söderberg & Contributors
+//
+// Permission is hereby granted, free of charge, to any person obtaining a copy
+// of this software and associated documentation files (the "Software"), to deal
+// in the Software without restriction, including without limitation the rights
+// to use, copy, modify, merge, publish, distribute, sublicense, and/or sell
+// copies of the Software, and to permit persons to whom the Software is
+// furnished to do so, subject to the following conditions:
+//
+// The above copyright notice and this permission notice shall be included in all
+// copies or substantial portions of the Software.
+//
+// THE SOFTWARE IS PROVIDED "AS IS", WITHOUT WARRANTY OF ANY KIND, EXPRESS OR
+// IMPLIED, INCLUDING BUT NOT LIMITED TO THE WARRANTIES OF MERCHANTABILITY,
+// FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT. IN NO EVENT SHALL THE
+// AUTHORS OR COPYRIGHT HOLDERS BE LIABLE FOR ANY CLAIM, DAMAGES OR OTHER
+// LIABILITY, WHETHER IN AN ACTION OF CONTRACT, TORT OR OTHERWISE, ARISING FROM,
+// OUT OF OR IN CONNECTION WITH THE SOFTWARE OR THE USE OR OTHER DEALINGS IN THE
+// SOFTWARE.
+//
+
+/**
+ * Utility classes
+ */
+package cloud.commandframework.util;