diff --git a/include/CLI/App.hpp b/include/CLI/App.hpp
index 67ed685b..fb6d6d12 100644
--- a/include/CLI/App.hpp
+++ b/include/CLI/App.hpp
@@ -2559,8 +2559,22 @@ class App {
                                     continue;
                                 }
                             }
-                            opt->add_result(positional);
+
                             parse_order_.push_back(opt.get());
+                            /// if we require a separator add it here
+                            if(opt->get_inject_separator()) {
+                                if(!opt->results().empty() && !opt->results().back().empty()) {
+                                    opt->add_result(std::string{});
+                                }
+                            }
+                            if(opt->get_trigger_on_parse() &&
+                               opt->current_option_state_ == Option::option_state::callback_run) {
+                                opt->clear();
+                            }
+                            opt->add_result(positional);
+                            if(opt->get_trigger_on_parse()) {
+                                opt->run_callback();
+                            }
                             args.pop_back();
                             return true;
                         }
@@ -2579,7 +2593,18 @@ class App {
                         continue;
                     }
                 }
+                if(opt->get_inject_separator()) {
+                    if(!opt->results().empty() && !opt->results().back().empty()) {
+                        opt->add_result(std::string{});
+                    }
+                }
+                if(opt->get_trigger_on_parse() && opt->current_option_state_ == Option::option_state::callback_run) {
+                    opt->clear();
+                }
                 opt->add_result(positional);
+                if(opt->get_trigger_on_parse()) {
+                    opt->run_callback();
+                }
                 parse_order_.push_back(opt.get());
                 args.pop_back();
                 return true;
diff --git a/tests/OptionTypeTest.cpp b/tests/OptionTypeTest.cpp
index 13fa3a8a..855c784c 100644
--- a/tests/OptionTypeTest.cpp
+++ b/tests/OptionTypeTest.cpp
@@ -519,6 +519,26 @@ TEST_CASE_METHOD(TApp, "CustomDoubleOptionAlt", "[optiontype]") {
     CHECK(1.5 == Approx(custom_opt.second));
 }
 
+// now with tuple support this is possible
+TEST_CASE_METHOD(TApp, "floatPair", "[optiontype]") {
+
+    std::pair<float, float> custom_opt;
+
+    auto *opt = app.add_option("--fp", custom_opt)->delimiter(',');
+    opt->default_str("3.4,2.7");
+
+    args = {"--fp", "12", "1.5"};
+
+    run();
+    CHECK(12.0f == Approx(custom_opt.first));
+    CHECK(1.5f == Approx(custom_opt.second));
+    args = {};
+    opt->force_callback();
+    run();
+    CHECK(3.4f == Approx(custom_opt.first));
+    CHECK(2.7f == Approx(custom_opt.second));
+}
+
 // now with independent type sizes and expected this is possible
 TEST_CASE_METHOD(TApp, "vectorPair", "[optiontype]") {
 
@@ -965,6 +985,23 @@ TEST_CASE_METHOD(TApp, "OnParseCall", "[optiontype]") {
     CHECK(3 == cnt);
 }
 
+TEST_CASE_METHOD(TApp, "OnParseCallPositional", "[optiontype]") {
+
+    int cnt{0};
+
+    auto *opt = app.add_option("pos",
+                               [&cnt](const CLI::results_t &) {
+                                   ++cnt;
+                                   return true;
+                               })
+                    ->trigger_on_parse()
+                    ->allow_extra_args();
+    args = {"1", "2", "3"};
+    CHECK(opt->get_trigger_on_parse());
+    run();
+    CHECK(3 == cnt);
+}
+
 TEST_CASE_METHOD(TApp, "OnParseCallVector", "[optiontype]") {
 
     std::vector<std::string> vec;