diff --git a/acceptance/acceptance_test.go b/acceptance/acceptance_test.go
index b22929ed5..b8eff8389 100644
--- a/acceptance/acceptance_test.go
+++ b/acceptance/acceptance_test.go
@@ -69,7 +69,7 @@ func TestIssues(t *testing.T) {
 		t.Fatal(err)
 	}
 
-	testscript.Run(t, testScriptParamsFor(tsEnv, "pr"))
+	testscript.Run(t, testScriptParamsFor(tsEnv, "issue"))
 }
 
 func TestLabels(t *testing.T) {
diff --git a/acceptance/testdata/issue/issue-comment-edit-last-with-comments.txtar b/acceptance/testdata/issue/issue-comment-edit-last-with-comments.txtar
new file mode 100644
index 000000000..a30286ce3
--- /dev/null
+++ b/acceptance/testdata/issue/issue-comment-edit-last-with-comments.txtar
@@ -0,0 +1,31 @@
+# Setup environment variables used for testscript
+env REPO=${SCRIPT_NAME}-${RANDOM_STRING}
+
+# Create a repository with a file so it has a default branch
+exec gh repo create ${ORG}/${REPO} --add-readme --private
+
+# Defer repo cleanup
+defer gh repo delete --yes ${ORG}/${REPO}
+
+# Clone the repo
+exec gh repo clone ${ORG}/${REPO}
+
+# Create an issue in the repo
+cd ${REPO}
+exec gh issue create --title 'Feature Request' --body 'Feature Body'
+stdout2env ISSUE_URL
+
+# Comment on the issue
+exec gh issue comment ${ISSUE_URL} --body 'Looks like a great feature!'
+
+# View the issue
+exec gh issue view ${ISSUE_URL} --comments
+stdout 'Looks like a great feature!'
+
+# Edit the last comment
+exec gh issue comment ${ISSUE_URL} --edit-last --body 'Looks like an amazing feature!'
+
+# View the issue
+exec gh issue view ${ISSUE_URL} --comments
+! stdout 'Looks like a great feature!'
+stdout 'Looks like an amazing feature!'
diff --git a/acceptance/testdata/issue/issue-comment-edit-last-without-comments-creates.txtar b/acceptance/testdata/issue/issue-comment-edit-last-without-comments-creates.txtar
new file mode 100644
index 000000000..44532680b
--- /dev/null
+++ b/acceptance/testdata/issue/issue-comment-edit-last-without-comments-creates.txtar
@@ -0,0 +1,23 @@
+# Setup environment variables used for testscript
+env REPO=${SCRIPT_NAME}-${RANDOM_STRING}
+
+# Create a repository with a file so it has a default branch
+exec gh repo create ${ORG}/${REPO} --add-readme --private
+
+# Defer repo cleanup
+defer gh repo delete --yes ${ORG}/${REPO}
+
+# Clone the repo
+exec gh repo clone ${ORG}/${REPO}
+
+# Create an issue in the repo
+cd ${REPO}
+exec gh issue create --title 'Feature Request' --body 'Feature Body'
+stdout2env ISSUE_URL
+
+# Comment on the issue
+exec gh issue comment ${ISSUE_URL} --edit-last --create-if-none --body 'Looks like a great feature!'
+
+# View the issue
+exec gh issue view ${ISSUE_URL} --comments
+stdout 'Looks like a great feature!'
diff --git a/acceptance/testdata/issue/issue-comment-edit-last-without-comments-errors.txtar b/acceptance/testdata/issue/issue-comment-edit-last-without-comments-errors.txtar
new file mode 100644
index 000000000..300131180
--- /dev/null
+++ b/acceptance/testdata/issue/issue-comment-edit-last-without-comments-errors.txtar
@@ -0,0 +1,20 @@
+# Setup environment variables used for testscript
+env REPO=${SCRIPT_NAME}-${RANDOM_STRING}
+
+# Create a repository with a file so it has a default branch
+exec gh repo create ${ORG}/${REPO} --add-readme --private
+
+# Defer repo cleanup
+defer gh repo delete --yes ${ORG}/${REPO}
+
+# Clone the repo
+exec gh repo clone ${ORG}/${REPO}
+
+# Create an issue in the repo
+cd ${REPO}
+exec gh issue create --title 'Feature Request' --body 'Feature Body'
+stdout2env ISSUE_URL
+
+# Comment on the issue
+! exec gh issue comment ${ISSUE_URL} --edit-last --body 'Looks like a great feature!'
+stderr 'no comments found for current user'
diff --git a/acceptance/testdata/issue/issue-comment-new.txtar b/acceptance/testdata/issue/issue-comment-new.txtar
new file mode 100644
index 000000000..12524b6d5
--- /dev/null
+++ b/acceptance/testdata/issue/issue-comment-new.txtar
@@ -0,0 +1,23 @@
+# Setup environment variables used for testscript
+env REPO=${SCRIPT_NAME}-${RANDOM_STRING}
+
+# Create a repository with a file so it has a default branch
+exec gh repo create ${ORG}/${REPO} --add-readme --private
+
+# Defer repo cleanup
+defer gh repo delete --yes ${ORG}/${REPO}
+
+# Clone the repo
+exec gh repo clone ${ORG}/${REPO}
+
+# Create an issue in the repo
+cd ${REPO}
+exec gh issue create --title 'Feature Request' --body 'Feature Body'
+stdout2env ISSUE_URL
+
+# Comment on the issue
+exec gh issue comment ${ISSUE_URL} --body 'Looks like a great feature!'
+
+# View the issue
+exec gh issue view ${ISSUE_URL} --comments
+stdout 'Looks like a great feature!'
diff --git a/acceptance/testdata/issue/issue-comment.txtar b/acceptance/testdata/issue/issue-comment.txtar
deleted file mode 100644
index f47bf619c..000000000
--- a/acceptance/testdata/issue/issue-comment.txtar
+++ /dev/null
@@ -1,20 +0,0 @@
-# Create a repository with a file so it has a default branch
-exec gh repo create $ORG/$SCRIPT_NAME-$RANDOM_STRING --add-readme --private
-
-# Defer repo cleanup
-defer gh repo delete --yes $ORG/$SCRIPT_NAME-$RANDOM_STRING
-
-# Clone the repo
-exec gh repo clone $ORG/$SCRIPT_NAME-$RANDOM_STRING
-
-# Create an issue in the repo
-cd $SCRIPT_NAME-$RANDOM_STRING
-exec gh issue create --title 'Feature Request' --body 'Feature Body'
-stdout2env ISSUE_URL
-
-# Comment on the issue
-exec gh issue comment $ISSUE_URL --body 'Looks like a great feature!'
-
-# View the issue
-exec gh issue view $ISSUE_URL --comments
-stdout 'Looks like a great feature!'
diff --git a/acceptance/testdata/pr/pr-comment-edit-last-with-comments.txtar b/acceptance/testdata/pr/pr-comment-edit-last-with-comments.txtar
new file mode 100644
index 000000000..be4650ffa
--- /dev/null
+++ b/acceptance/testdata/pr/pr-comment-edit-last-with-comments.txtar
@@ -0,0 +1,40 @@
+# Setup environment variables used for testscript
+env REPO=${SCRIPT_NAME}-${RANDOM_STRING}
+
+# Use gh as a credential helper
+exec gh auth setup-git
+
+# Create a repository with a file so it has a default branch
+exec gh repo create ${ORG}/${REPO} --add-readme --private
+
+# Defer repo cleanup
+defer gh repo delete --yes ${ORG}/${REPO}
+
+# Clone the repo
+exec gh repo clone ${ORG}/${REPO}
+
+# Prepare a branch to PR
+cd ${REPO}
+exec git checkout -b feature-branch
+exec git commit --allow-empty -m 'Empty Commit'
+exec git push -u origin feature-branch
+
+
+# Create the PR
+exec gh pr create --title 'Feature Title' --body 'Feature Body'
+stdout2env PR_URL
+
+# Comment on the PR
+exec gh pr comment ${PR_URL} --body 'Looks like a great feature!'
+
+# View the PR
+exec gh pr view ${PR_URL} --comments
+stdout 'Looks like a great feature!'
+
+# Edit the last comment
+exec gh pr comment ${PR_URL} --edit-last --body 'Looks like an amazing feature!'
+
+# View the PR
+exec gh pr view ${PR_URL} --comments
+! stdout 'Looks like a great feature!'
+stdout 'Looks like an amazing feature!'
diff --git a/acceptance/testdata/pr/pr-comment-edit-last-without-comments-creates.txtar b/acceptance/testdata/pr/pr-comment-edit-last-without-comments-creates.txtar
new file mode 100644
index 000000000..e6205737f
--- /dev/null
+++ b/acceptance/testdata/pr/pr-comment-edit-last-without-comments-creates.txtar
@@ -0,0 +1,32 @@
+# Setup environment variables used for testscript
+env REPO=${SCRIPT_NAME}-${RANDOM_STRING}
+
+# Use gh as a credential helper
+exec gh auth setup-git
+
+# Create a repository with a file so it has a default branch
+exec gh repo create ${ORG}/${REPO} --add-readme --private
+
+# Defer repo cleanup
+defer gh repo delete --yes ${ORG}/${REPO}
+
+# Clone the repo
+exec gh repo clone ${ORG}/${REPO}
+
+# Prepare a branch to PR
+cd ${REPO}
+exec git checkout -b feature-branch
+exec git commit --allow-empty -m 'Empty Commit'
+exec git push -u origin feature-branch
+
+
+# Create the PR
+exec gh pr create --title 'Feature Title' --body 'Feature Body'
+stdout2env PR_URL
+
+# Comment on the PR
+exec gh pr comment ${PR_URL} --edit-last --create-if-none --body 'Looks like a great feature!'
+
+# View the PR
+exec gh pr view ${PR_URL} --comments
+stdout 'Looks like a great feature!'
diff --git a/acceptance/testdata/pr/pr-comment-edit-last-without-comments-errors.txtar b/acceptance/testdata/pr/pr-comment-edit-last-without-comments-errors.txtar
new file mode 100644
index 000000000..3a70adb72
--- /dev/null
+++ b/acceptance/testdata/pr/pr-comment-edit-last-without-comments-errors.txtar
@@ -0,0 +1,29 @@
+# Setup environment variables used for testscript
+env REPO=${SCRIPT_NAME}-${RANDOM_STRING}
+
+# Use gh as a credential helper
+exec gh auth setup-git
+
+# Create a repository with a file so it has a default branch
+exec gh repo create ${ORG}/${REPO} --add-readme --private
+
+# Defer repo cleanup
+defer gh repo delete --yes ${ORG}/${REPO}
+
+# Clone the repo
+exec gh repo clone ${ORG}/${REPO}
+
+# Prepare a branch to PR
+cd ${REPO}
+exec git checkout -b feature-branch
+exec git commit --allow-empty -m 'Empty Commit'
+exec git push -u origin feature-branch
+
+
+# Create the PR
+exec gh pr create --title 'Feature Title' --body 'Feature Body'
+stdout2env PR_URL
+
+# Comment on the PR
+! exec gh pr comment ${PR_URL} --edit-last --body 'Looks like a great feature!'
+stderr 'no comments found for current user'
diff --git a/acceptance/testdata/pr/pr-comment.txtar b/acceptance/testdata/pr/pr-comment-new.txtar
similarity index 58%
rename from acceptance/testdata/pr/pr-comment.txtar
rename to acceptance/testdata/pr/pr-comment-new.txtar
index 2c4d488b5..c5b80314c 100644
--- a/acceptance/testdata/pr/pr-comment.txtar
+++ b/acceptance/testdata/pr/pr-comment-new.txtar
@@ -1,17 +1,20 @@
+# Setup environment variables used for testscript
+env REPO=${SCRIPT_NAME}-${RANDOM_STRING}
+
 # Use gh as a credential helper
 exec gh auth setup-git
 
 # Create a repository with a file so it has a default branch
-exec gh repo create $ORG/$SCRIPT_NAME-$RANDOM_STRING --add-readme --private
+exec gh repo create ${ORG}/${REPO} --add-readme --private
 
 # Defer repo cleanup
-defer gh repo delete --yes $ORG/$SCRIPT_NAME-$RANDOM_STRING
+defer gh repo delete --yes ${ORG}/${REPO}
 
 # Clone the repo
-exec gh repo clone $ORG/$SCRIPT_NAME-$RANDOM_STRING
+exec gh repo clone ${ORG}/${REPO}
 
 # Prepare a branch to PR
-cd $SCRIPT_NAME-$RANDOM_STRING
+cd ${REPO}
 exec git checkout -b feature-branch
 exec git commit --allow-empty -m 'Empty Commit'
 exec git push -u origin feature-branch
@@ -21,8 +24,8 @@ exec gh pr create --title 'Feature Title' --body 'Feature Body'
 stdout2env PR_URL
 
 # Comment on the PR
-exec gh pr comment $PR_URL --body 'Looks like a great feature!'
+exec gh pr comment ${PR_URL} --body 'Looks like a great feature!'
 
 # View the PR
-exec gh pr view $PR_URL --comments
+exec gh pr view ${PR_URL} --comments
 stdout 'Looks like a great feature!'
diff --git a/pkg/cmd/issue/comment/comment_test.go b/pkg/cmd/issue/comment/comment_test.go
index 461ae1065..794dafda4 100644
--- a/pkg/cmd/issue/comment/comment_test.go
+++ b/pkg/cmd/issue/comment/comment_test.go
@@ -223,9 +223,10 @@ func Test_commentRun(t *testing.T) {
 		httpStubs     func(*testing.T, *httpmock.Registry)
 		stdout        string
 		stderr        string
+		wantsErr      bool
 	}{
 		{
-			name: "interactive editor",
+			name: "creating new comment with interactive editor succeeds",
 			input: &shared.CommentableOptions{
 				Interactive: true,
 				InputType:   0,
@@ -234,13 +235,29 @@ func Test_commentRun(t *testing.T) {
 				InteractiveEditSurvey: func(string) (string, error) { return "comment body", nil },
 				ConfirmSubmitSurvey:   func() (bool, error) { return true, nil },
 			},
+			emptyComments: true,
 			httpStubs: func(t *testing.T, reg *httpmock.Registry) {
 				mockCommentCreate(t, reg)
 			},
 			stdout: "https://github.com/OWNER/REPO/issues/123#issuecomment-456\n",
 		},
 		{
-			name: "interactive editor with edit last",
+			name: "updating last comment with interactive editor fails if there are no comments and decline prompt to create",
+			input: &shared.CommentableOptions{
+				Interactive: true,
+				InputType:   0,
+				Body:        "",
+				EditLast:    true,
+
+				InteractiveEditSurvey:     func(string) (string, error) { return "comment body", nil },
+				ConfirmSubmitSurvey:       func() (bool, error) { return true, nil },
+				ConfirmCreateIfNoneSurvey: func() (bool, error) { return false, nil },
+			},
+			emptyComments: true,
+			wantsErr:      true,
+		},
+		{
+			name: "updating last comment with interactive editor succeeds if there are comments",
 			input: &shared.CommentableOptions{
 				Interactive: true,
 				InputType:   0,
@@ -253,10 +270,11 @@ func Test_commentRun(t *testing.T) {
 			httpStubs: func(t *testing.T, reg *httpmock.Registry) {
 				mockCommentUpdate(t, reg)
 			},
-			stdout: "https://github.com/OWNER/REPO/issues/123#issuecomment-111\n",
+			emptyComments: false,
+			stdout:        "https://github.com/OWNER/REPO/issues/123#issuecomment-111\n",
 		},
 		{
-			name: "interactive editor with edit last and create if none",
+			name: "updating last comment with interactive editor creates new comment if there are no comments but --create-if-none",
 			input: &shared.CommentableOptions{
 				Interactive:  true,
 				InputType:    0,
@@ -269,12 +287,14 @@ func Test_commentRun(t *testing.T) {
 				ConfirmSubmitSurvey:       func() (bool, error) { return true, nil },
 			},
 			httpStubs: func(t *testing.T, reg *httpmock.Registry) {
-				mockCommentUpdate(t, reg)
+				mockCommentCreate(t, reg)
 			},
-			stdout: "https://github.com/OWNER/REPO/issues/123#issuecomment-111\n",
+			emptyComments: true,
+			stderr:        "No comments found. Creating a new comment.\n",
+			stdout:        "https://github.com/OWNER/REPO/issues/123#issuecomment-456\n",
 		},
 		{
-			name: "non-interactive web",
+			name: "creating new comment with non-interactive web opens issue in browser focusing on new comment",
 			input: &shared.CommentableOptions{
 				Interactive: false,
 				InputType:   shared.InputTypeWeb,
@@ -282,55 +302,38 @@ func Test_commentRun(t *testing.T) {
 
 				OpenInBrowser: func(string) error { return nil },
 			},
-			stderr: "Opening https://github.com/OWNER/REPO/issues/123 in your browser.\n",
+			emptyComments: true,
+			stderr:        "Opening https://github.com/OWNER/REPO/issues/123 in your browser.\n",
 		},
 		{
-			name: "non-interactive web with edit last",
+			name: "updating last comment with non-interactive web opens issue in browser focusing on the last comment",
 			input: &shared.CommentableOptions{
 				Interactive: false,
 				InputType:   shared.InputTypeWeb,
 				Body:        "",
 				EditLast:    true,
 
-				OpenInBrowser: func(string) error { return nil },
-			},
-			stderr: "Opening https://github.com/OWNER/REPO/issues/123 in your browser.\n",
-		},
-		{
-			name: "non-interactive web with edit last and create if none for empty comments",
-			input: &shared.CommentableOptions{
-				Interactive:  false,
-				InputType:    shared.InputTypeWeb,
-				Body:         "",
-				EditLast:     true,
-				CreateIfNone: true,
-
-				OpenInBrowser: func(u string) error {
-					assert.Contains(t, u, "#issuecomment-new")
-					return nil
-				},
-			},
-			emptyComments: true,
-			stderr:        "Opening https://github.com/OWNER/REPO/issues/123 in your browser.\n",
-		},
-		{
-			name: "non-interactive web with edit last and create if none",
-			input: &shared.CommentableOptions{
-				Interactive:  false,
-				InputType:    shared.InputTypeWeb,
-				Body:         "",
-				EditLast:     true,
-				CreateIfNone: true,
-
 				OpenInBrowser: func(u string) error {
 					assert.Contains(t, u, "#issuecomment-111")
 					return nil
 				},
 			},
-			stderr: "Opening https://github.com/OWNER/REPO/issues/123 in your browser.\n",
+			emptyComments: false,
+			stderr:        "Opening https://github.com/OWNER/REPO/issues/123 in your browser.\n",
 		},
 		{
-			name: "non-interactive editor",
+			name: "updating last comment with non-interactive web errors because there are no comments",
+			input: &shared.CommentableOptions{
+				Interactive: false,
+				InputType:   shared.InputTypeWeb,
+				Body:        "",
+				EditLast:    true,
+			},
+			emptyComments: true,
+			wantsErr:      true,
+		},
+		{
+			name: "creating new comment with non-interactive editor succeeds",
 			input: &shared.CommentableOptions{
 				Interactive: false,
 				InputType:   shared.InputTypeEditor,
@@ -344,7 +347,20 @@ func Test_commentRun(t *testing.T) {
 			stdout: "https://github.com/OWNER/REPO/issues/123#issuecomment-456\n",
 		},
 		{
-			name: "non-interactive editor with edit last",
+			name: "updating last comment with non-interactive editor fails if there are no comments",
+			input: &shared.CommentableOptions{
+				Interactive: false,
+				InputType:   shared.InputTypeEditor,
+				Body:        "",
+				EditLast:    true,
+
+				EditSurvey: func(string) (string, error) { return "comment body", nil },
+			},
+			emptyComments: true,
+			wantsErr:      true,
+		},
+		{
+			name: "updating last comment with non-interactive editor succeeds if there are comments",
 			input: &shared.CommentableOptions{
 				Interactive: false,
 				InputType:   shared.InputTypeEditor,
@@ -356,10 +372,11 @@ func Test_commentRun(t *testing.T) {
 			httpStubs: func(t *testing.T, reg *httpmock.Registry) {
 				mockCommentUpdate(t, reg)
 			},
-			stdout: "https://github.com/OWNER/REPO/issues/123#issuecomment-111\n",
+			emptyComments: false,
+			stdout:        "https://github.com/OWNER/REPO/issues/123#issuecomment-111\n",
 		},
 		{
-			name: "non-interactive editor with edit last and create if none",
+			name: "updating last comment with non-interactive editor creates new comment if there are no comments but --create-if-none",
 			input: &shared.CommentableOptions{
 				Interactive:  false,
 				InputType:    shared.InputTypeEditor,
@@ -376,7 +393,7 @@ func Test_commentRun(t *testing.T) {
 			stdout: "https://github.com/OWNER/REPO/issues/123#issuecomment-456\n",
 		},
 		{
-			name: "non-interactive inline",
+			name: "creating new comment with non-interactive inline succeeds if comment body is provided",
 			input: &shared.CommentableOptions{
 				Interactive: false,
 				InputType:   shared.InputTypeInline,
@@ -388,7 +405,7 @@ func Test_commentRun(t *testing.T) {
 			stdout: "https://github.com/OWNER/REPO/issues/123#issuecomment-456\n",
 		},
 		{
-			name: "non-interactive inline with edit last",
+			name: "updating last comment with non-interactive inline succeeds if there are comments and comment body is provided",
 			input: &shared.CommentableOptions{
 				Interactive: false,
 				InputType:   shared.InputTypeInline,
@@ -398,7 +415,23 @@ func Test_commentRun(t *testing.T) {
 			httpStubs: func(t *testing.T, reg *httpmock.Registry) {
 				mockCommentUpdate(t, reg)
 			},
-			stdout: "https://github.com/OWNER/REPO/issues/123#issuecomment-111\n",
+			emptyComments: false,
+			stdout:        "https://github.com/OWNER/REPO/issues/123#issuecomment-111\n",
+		},
+		{
+			name: "updating last comment with non-interactive inline creates new comment if there are no comments but --create-if-none",
+			input: &shared.CommentableOptions{
+				Interactive:  false,
+				InputType:    shared.InputTypeInline,
+				Body:         "comment body",
+				EditLast:     true,
+				CreateIfNone: true,
+			},
+			emptyComments: true,
+			httpStubs: func(t *testing.T, reg *httpmock.Registry) {
+				mockCommentCreate(t, reg)
+			},
+			stdout: "https://github.com/OWNER/REPO/issues/123#issuecomment-456\n",
 		},
 	}
 	for _, tt := range tests {
@@ -437,6 +470,10 @@ func Test_commentRun(t *testing.T) {
 
 		t.Run(tt.name, func(t *testing.T) {
 			err := shared.CommentableRun(tt.input)
+			if tt.wantsErr {
+				assert.Error(t, err)
+				return
+			}
 			assert.NoError(t, err)
 			assert.Equal(t, tt.stdout, stdout.String())
 			assert.Equal(t, tt.stderr, stderr.String())
diff --git a/pkg/cmd/pr/comment/comment_test.go b/pkg/cmd/pr/comment/comment_test.go
index a6cc36abf..0941f2533 100644
--- a/pkg/cmd/pr/comment/comment_test.go
+++ b/pkg/cmd/pr/comment/comment_test.go
@@ -243,9 +243,10 @@ func Test_commentRun(t *testing.T) {
 		httpStubs     func(*testing.T, *httpmock.Registry)
 		stdout        string
 		stderr        string
+		wantsErr      bool
 	}{
 		{
-			name: "interactive editor",
+			name: "creating new comment with interactive editor succeeds",
 			input: &shared.CommentableOptions{
 				Interactive: true,
 				InputType:   0,
@@ -260,7 +261,22 @@ func Test_commentRun(t *testing.T) {
 			stdout: "https://github.com/OWNER/REPO/pull/123#issuecomment-456\n",
 		},
 		{
-			name: "interactive editor with edit last",
+			name: "updating last comment with interactive editor fails if there are no comments and decline prompt to create",
+			input: &shared.CommentableOptions{
+				Interactive: true,
+				InputType:   0,
+				Body:        "",
+				EditLast:    true,
+
+				InteractiveEditSurvey:     func(string) (string, error) { return "comment body", nil },
+				ConfirmSubmitSurvey:       func() (bool, error) { return true, nil },
+				ConfirmCreateIfNoneSurvey: func() (bool, error) { return false, nil },
+			},
+			emptyComments: true,
+			wantsErr:      true,
+		},
+		{
+			name: "updating last comment with interactive editor succeeds if there are comments",
 			input: &shared.CommentableOptions{
 				Interactive: true,
 				InputType:   0,
@@ -273,10 +289,11 @@ func Test_commentRun(t *testing.T) {
 			httpStubs: func(t *testing.T, reg *httpmock.Registry) {
 				mockCommentUpdate(t, reg)
 			},
-			stdout: "https://github.com/OWNER/REPO/pull/123#issuecomment-111\n",
+			emptyComments: false,
+			stdout:        "https://github.com/OWNER/REPO/pull/123#issuecomment-111\n",
 		},
 		{
-			name: "interactive editor with edit last and create if none",
+			name: "updating last comment with interactive editor creates new comment if there are no comments but --create-if-none",
 			input: &shared.CommentableOptions{
 				Interactive:  true,
 				InputType:    0,
@@ -289,12 +306,14 @@ func Test_commentRun(t *testing.T) {
 				ConfirmSubmitSurvey:       func() (bool, error) { return true, nil },
 			},
 			httpStubs: func(t *testing.T, reg *httpmock.Registry) {
-				mockCommentUpdate(t, reg)
+				mockCommentCreate(t, reg)
 			},
-			stdout: "https://github.com/OWNER/REPO/pull/123#issuecomment-111\n",
+			emptyComments: true,
+			stderr:        "No comments found. Creating a new comment.\n",
+			stdout:        "https://github.com/OWNER/REPO/pull/123#issuecomment-456\n",
 		},
 		{
-			name: "non-interactive web",
+			name: "creating new comment with non-interactive web opens pull request in browser focusing on new comment",
 			input: &shared.CommentableOptions{
 				Interactive: false,
 				InputType:   shared.InputTypeWeb,
@@ -302,10 +321,11 @@ func Test_commentRun(t *testing.T) {
 
 				OpenInBrowser: func(string) error { return nil },
 			},
-			stderr: "Opening https://github.com/OWNER/REPO/pull/123 in your browser.\n",
+			emptyComments: true,
+			stderr:        "Opening https://github.com/OWNER/REPO/pull/123 in your browser.\n",
 		},
 		{
-			name: "non-interactive web with edit last",
+			name: "updating last comment with non-interactive web opens pull request in browser focusing on the last comment",
 			input: &shared.CommentableOptions{
 				Interactive: false,
 				InputType:   shared.InputTypeWeb,
@@ -317,43 +337,22 @@ func Test_commentRun(t *testing.T) {
 					return nil
 				},
 			},
-			stderr: "Opening https://github.com/OWNER/REPO/pull/123 in your browser.\n",
-		},
-		{
-			name: "non-interactive web with edit last and create if none for empty comments",
-			input: &shared.CommentableOptions{
-				Interactive:  false,
-				InputType:    shared.InputTypeWeb,
-				Body:         "",
-				EditLast:     true,
-				CreateIfNone: true,
-
-				OpenInBrowser: func(u string) error {
-					assert.Contains(t, u, "#issuecomment-new")
-					return nil
-				},
-			},
-			emptyComments: true,
+			emptyComments: false,
 			stderr:        "Opening https://github.com/OWNER/REPO/pull/123 in your browser.\n",
 		},
 		{
-			name: "non-interactive web with edit last and create if none",
+			name: "updating last comment with non-interactive web errors because there are no comments",
 			input: &shared.CommentableOptions{
-				Interactive:  false,
-				InputType:    shared.InputTypeWeb,
-				Body:         "",
-				EditLast:     true,
-				CreateIfNone: true,
-
-				OpenInBrowser: func(u string) error {
-					assert.Contains(t, u, "#issuecomment-111")
-					return nil
-				},
+				Interactive: false,
+				InputType:   shared.InputTypeWeb,
+				Body:        "",
+				EditLast:    true,
 			},
-			stderr: "Opening https://github.com/OWNER/REPO/pull/123 in your browser.\n",
+			emptyComments: true,
+			wantsErr:      true,
 		},
 		{
-			name: "non-interactive editor",
+			name: "creating new comment with non-interactive editor succeeds",
 			input: &shared.CommentableOptions{
 				Interactive: false,
 				InputType:   shared.InputTypeEditor,
@@ -367,7 +366,20 @@ func Test_commentRun(t *testing.T) {
 			stdout: "https://github.com/OWNER/REPO/pull/123#issuecomment-456\n",
 		},
 		{
-			name: "non-interactive editor with edit last",
+			name: "updating last comment with non-interactive editor fails if there are no comments",
+			input: &shared.CommentableOptions{
+				Interactive: false,
+				InputType:   shared.InputTypeEditor,
+				Body:        "",
+				EditLast:    true,
+
+				EditSurvey: func(string) (string, error) { return "comment body", nil },
+			},
+			emptyComments: true,
+			wantsErr:      true,
+		},
+		{
+			name: "updating last comment with non-interactive editor succeeds if there are comments",
 			input: &shared.CommentableOptions{
 				Interactive: false,
 				InputType:   shared.InputTypeEditor,
@@ -382,7 +394,7 @@ func Test_commentRun(t *testing.T) {
 			stdout: "https://github.com/OWNER/REPO/pull/123#issuecomment-111\n",
 		},
 		{
-			name: "non-interactive editor with edit last and create if none",
+			name: "updating last comment with non-interactive editor creates new comment if there are no comments but --create-if-none",
 			input: &shared.CommentableOptions{
 				Interactive:  false,
 				InputType:    shared.InputTypeEditor,
@@ -399,7 +411,7 @@ func Test_commentRun(t *testing.T) {
 			stdout: "https://github.com/OWNER/REPO/pull/123#issuecomment-456\n",
 		},
 		{
-			name: "non-interactive inline",
+			name: "creating new comment with non-interactive inline succeeds if comment body is provided",
 			input: &shared.CommentableOptions{
 				Interactive: false,
 				InputType:   shared.InputTypeInline,
@@ -411,7 +423,7 @@ func Test_commentRun(t *testing.T) {
 			stdout: "https://github.com/OWNER/REPO/pull/123#issuecomment-456\n",
 		},
 		{
-			name: "non-interactive inline with edit last",
+			name: "updating last comment with non-interactive inline succeeds if there are comments and comment body is provided",
 			input: &shared.CommentableOptions{
 				Interactive: false,
 				InputType:   shared.InputTypeInline,
@@ -421,7 +433,23 @@ func Test_commentRun(t *testing.T) {
 			httpStubs: func(t *testing.T, reg *httpmock.Registry) {
 				mockCommentUpdate(t, reg)
 			},
-			stdout: "https://github.com/OWNER/REPO/pull/123#issuecomment-111\n",
+			emptyComments: false,
+			stdout:        "https://github.com/OWNER/REPO/pull/123#issuecomment-111\n",
+		},
+		{
+			name: "updating last comment with non-interactive inline creates new comment if there are no comments but --create-if-none",
+			input: &shared.CommentableOptions{
+				Interactive:  false,
+				InputType:    shared.InputTypeInline,
+				Body:         "comment body",
+				EditLast:     true,
+				CreateIfNone: true,
+			},
+			emptyComments: true,
+			httpStubs: func(t *testing.T, reg *httpmock.Registry) {
+				mockCommentCreate(t, reg)
+			},
+			stdout: "https://github.com/OWNER/REPO/pull/123#issuecomment-456\n",
 		},
 	}
 	for _, tt := range tests {
@@ -459,6 +487,10 @@ func Test_commentRun(t *testing.T) {
 
 		t.Run(tt.name, func(t *testing.T) {
 			err := shared.CommentableRun(tt.input)
+			if tt.wantsErr {
+				assert.Error(t, err)
+				return
+			}
 			assert.NoError(t, err)
 			assert.Equal(t, tt.stdout, stdout.String())
 			assert.Equal(t, tt.stderr, stderr.String())
diff --git a/pkg/cmd/pr/shared/commentable.go b/pkg/cmd/pr/shared/commentable.go
index 46e3072e2..f909c7559 100644
--- a/pkg/cmd/pr/shared/commentable.go
+++ b/pkg/cmd/pr/shared/commentable.go
@@ -92,26 +92,37 @@ func CommentableRun(opts *CommentableOptions) error {
 		return err
 	}
 	opts.Host = repo.RepoHost()
-	if opts.EditLast {
-		err := updateComment(commentable, opts)
-		if !errors.Is(err, errNoUserComments) {
+
+	// Create new comment, bail before complexities of updating the last comment
+	if !opts.EditLast {
+		return createComment(commentable, opts)
+	}
+
+	// Update the last comment, handling success or unexpected errors accordingly
+	err = updateComment(commentable, opts)
+	if err == nil {
+		return nil
+	}
+	if !errors.Is(err, errNoUserComments) {
+		return err
+	}
+
+	// Determine whether to create new comment, prompt user if interactive and missing option
+	if !opts.CreateIfNone && opts.Interactive {
+		opts.CreateIfNone, err = opts.ConfirmCreateIfNoneSurvey()
+		if err != nil {
 			return err
 		}
-
-		if opts.Interactive {
-			if opts.CreateIfNone {
-				fmt.Fprintln(opts.IO.ErrOut, "No comments found. Creating a new comment.")
-			} else {
-				ok, err := opts.ConfirmCreateIfNoneSurvey()
-				if err != nil {
-					return err
-				}
-				if !ok {
-					return errNoUserComments
-				}
-			}
-		}
 	}
+	if !opts.CreateIfNone {
+		return errNoUserComments
+	}
+
+	// Create new comment because updating the last comment failed due to no user comments
+	if opts.Interactive {
+		fmt.Fprintln(opts.IO.ErrOut, "No comments found. Creating a new comment.")
+	}
+
 	return createComment(commentable, opts)
 }