diff --git a/task.go b/task.go
index 5c63de34..b1830142 100644
--- a/task.go
+++ b/task.go
@@ -235,13 +235,15 @@ func (e *Executor) RunTask(ctx context.Context, call *ast.Call) error {
 			}
 		}
 
-		if t.Prompt != "" && !e.Dry {
-			if err := e.Logger.Prompt(logger.Yellow, t.Prompt, "n", "y", "yes"); errors.Is(err, logger.ErrNoTerminal) {
-				return &errors.TaskCancelledNoTerminalError{TaskName: call.Task}
-			} else if errors.Is(err, logger.ErrPromptCancelled) {
-				return &errors.TaskCancelledByUserError{TaskName: call.Task}
-			} else if err != nil {
-				return err
+		for _, p := range t.Prompt {
+			if p != "" && !e.Dry {
+				if err := e.Logger.Prompt(logger.Yellow, p, "n", "y", "yes"); errors.Is(err, logger.ErrNoTerminal) {
+					return &errors.TaskCancelledNoTerminalError{TaskName: call.Task}
+				} else if errors.Is(err, logger.ErrPromptCancelled) {
+					return &errors.TaskCancelledByUserError{TaskName: call.Task}
+				} else if err != nil {
+					return err
+				}
 			}
 		}
 
diff --git a/taskfile/ast/prompt.go b/taskfile/ast/prompt.go
new file mode 100644
index 00000000..073ec05e
--- /dev/null
+++ b/taskfile/ast/prompt.go
@@ -0,0 +1,29 @@
+package ast
+
+import (
+	"gopkg.in/yaml.v3"
+
+	"github.com/go-task/task/v3/errors"
+)
+
+type Prompt []string
+
+func (p *Prompt) UnmarshalYAML(node *yaml.Node) error {
+	switch node.Kind {
+	case yaml.ScalarNode:
+		var str string
+		if err := node.Decode(&str); err != nil {
+			return errors.NewTaskfileDecodeError(err, node)
+		}
+		*p = []string{str}
+		return nil
+	case yaml.SequenceNode:
+		var list []string
+		if err := node.Decode(&list); err != nil {
+			return errors.NewTaskfileDecodeError(err, node)
+		}
+		*p = list
+		return nil
+	}
+	return errors.NewTaskfileDecodeError(nil, node).WithTypeMessage("prompt")
+}
diff --git a/taskfile/ast/task.go b/taskfile/ast/task.go
index de6986c6..17fa976a 100644
--- a/taskfile/ast/task.go
+++ b/taskfile/ast/task.go
@@ -18,7 +18,7 @@ type Task struct {
 	Deps          []*Dep
 	Label         string
 	Desc          string
-	Prompt        string
+	Prompt        Prompt
 	Summary       string
 	Requires      *Requires
 	Aliases       []string
@@ -115,7 +115,7 @@ func (t *Task) UnmarshalYAML(node *yaml.Node) error {
 			Deps          []*Dep
 			Label         string
 			Desc          string
-			Prompt        string
+			Prompt        Prompt
 			Summary       string
 			Aliases       []string
 			Sources       []*Glob
diff --git a/testdata/prompt/Taskfile.yml b/testdata/prompt/Taskfile.yml
index 4fdd4dde..806e1233 100644
--- a/testdata/prompt/Taskfile.yml
+++ b/testdata/prompt/Taskfile.yml
@@ -14,3 +14,10 @@ tasks:
     prompt: Do you want to continue?
     cmds:
       - echo 'show-prompt'
+
+  multi-prompt:
+    prompt:
+      - Do you want to continue?
+      - Are you sure?
+    cmds:
+      - echo 'multi-prompt'
diff --git a/website/docs/reference/schema.mdx b/website/docs/reference/schema.mdx
index e67a033c..7066f545 100644
--- a/website/docs/reference/schema.mdx
+++ b/website/docs/reference/schema.mdx
@@ -88,7 +88,7 @@ vars:
 | `deps`          | [`[]Dependency`](#dependency)      |                                                       | A list of dependencies of this task. Tasks defined here will run in parallel before this task.                                                                                                                                                                                                           |
 | `label`         | `string`                           |                                                       | Overrides the name of the task in the output when a task is run. Supports variables.                                                                                                                                                                                                                     |
 | `desc`          | `string`                           |                                                       | A short description of the task. This is displayed when calling `task --list`.                                                                                                                                                                                                                           |
-| `prompt`        | `string`                           |                                                       | A prompt that will be presented before a task is run. Declining will cancel running the current and any subsequent tasks.                                                                                                                                                                                |
+| `prompt`        | `[]string`                         |                                                       | One or more prompts that will be presented before a task is run. Declining will cancel running the current and any subsequent tasks.                                                                                                                                                                     |
 | `summary`       | `string`                           |                                                       | A longer description of the task. This is displayed when calling `task --summary [task]`.                                                                                                                                                                                                                |
 | `aliases`       | `[]string`                         |                                                       | A list of alternative names by which the task can be called.                                                                                                                                                                                                                                             |
 | `sources`       | `[]string`                         |                                                       | A list of sources to check before running this task. Relevant for `checksum` and `timestamp` methods. Can be file paths or star globs.                                                                                                                                                                   |
diff --git a/website/docs/usage.mdx b/website/docs/usage.mdx
index 0cb12c24..da9d99c5 100644
--- a/website/docs/usage.mdx
+++ b/website/docs/usage.mdx
@@ -1878,6 +1878,24 @@ tasks:
 task: "This is a dangerous command... Do you want to continue?" [y/N]
 ```
 
+Prompts can be a single value or a list of prompts, like below:
+
+```yaml
+version: '3'
+
+tasks:
+  example:
+    cmds:
+      - task: dangerous
+
+  dangerous:
+    prompt:
+     - This is a dangerous command... Do you want to continue?
+     - Are you sure?
+    cmds:
+      - echo 'dangerous command'
+```
+
 Warning prompts are called before executing a task. If a prompt is denied Task
 will exit with [exit code](/api#exit-codes) 205. If approved, Task will continue
 as normal.
diff --git a/website/static/schema.json b/website/static/schema.json
index b2b2d875..913e0368 100644
--- a/website/static/schema.json
+++ b/website/static/schema.json
@@ -59,8 +59,18 @@
           "type": "string"
         },
         "prompt": {
-          "description": "A prompt that will be presented before a task is run. Declining will cancel running the current and any subsequent tasks.",
-          "type": "string"
+          "description": "One or more prompts that will be presented before a task is run. Declining will cancel running the current and any subsequent tasks.",
+          "oneOf": [
+            {
+              "type": "string"
+            },
+            {
+              "type": "array",
+              "items": {
+                "type": "string"
+              }
+            }
+          ]
         },
         "summary": {
           "description": "A longer description of the task. This is displayed when calling `task --summary [task]`.",