diff --git a/test/e2e/pageobjects/create_paste_page.py b/test/e2e/pageobjects/create_paste_page.py
index 7804b7b..f92c1bd 100644
--- a/test/e2e/pageobjects/create_paste_page.py
+++ b/test/e2e/pageobjects/create_paste_page.py
@@ -2,6 +2,7 @@
 import string
 from test.e2e.env_config import BASE_URL
 from test.e2e.pageobjects.base_page import BasePage
+from test.e2e.utils.file_utils import extract_file_name
 
 from playwright.sync_api import Page, expect
 
@@ -19,6 +20,7 @@ def __init__(self, page: Page) -> None:
         self.submit_button = page.locator(".paste-submit button[type=submit]")
         self.add_another_paste_button = page.locator("button.add")
         self.file_input = page.locator("#file-input")
+        self.file_drop_section = "#file-drop"
 
     def open(self):
         log.info(f"Opening Pinnwand at {self.url}")
@@ -40,6 +42,26 @@ def add_file_to_file_input(self, file_paths):
         log.info("Adding file for uploading")
         self.file_input.set_input_files(file_paths)
 
+    def drag_and_drop_file(self, *files):
+        def get_file_contents(file):
+            file.seek(0)
+            return {
+                "file_name": extract_file_name(file.name),
+                "file_content": file.read().decode(),
+            }
+
+        file_contents = list(map(get_file_contents, files))
+
+        self.page.evaluate(
+            """([files, dropAreaSelector]) => {
+            var dataTransfer = new DataTransfer();
+            files.forEach(file => dataTransfer.items.add(new File([file.file_content.toString('hex')], file.file_name, { type: 'text/plain' })));
+            var event = new DragEvent("drop", { dataTransfer: dataTransfer });
+            document.querySelector(dropAreaSelector).dispatchEvent(event);
+        }""",
+            [file_contents, self.file_drop_section],
+        )
+
     # Step sequences
     def paste_random_text(self, paste_number=0):
         paste_text = string.ascii_letters + string.digits
diff --git a/test/e2e/testscenarios/test_drag_and_drop_files.py b/test/e2e/testscenarios/test_drag_and_drop_files.py
new file mode 100644
index 0000000..8371912
--- /dev/null
+++ b/test/e2e/testscenarios/test_drag_and_drop_files.py
@@ -0,0 +1,49 @@
+from test.e2e.pageobjects.create_paste_page import CreatePastePage
+from test.e2e.pageobjects.view_paste_page import ViewPastePage
+from test.e2e.utils.file_utils import create_random_file
+import pytest
+from playwright.sync_api import Page
+
+
+@pytest.mark.e2e
+def test_drag_and_drop_single_file(
+    page: Page, create_paste_page: CreatePastePage
+):
+    with create_random_file() as temp:
+        file_content = temp.read().decode()
+        create_paste_page.drag_and_drop_file(temp)
+        create_paste_page.should_have_value_in_paste_input(file_content)
+        create_paste_page.click_submit()
+
+    view_paste_page = ViewPastePage(page)
+    view_paste_page.should_be_opened()
+    view_paste_page.should_have_pasted_text(file_content)
+
+
+@pytest.mark.e2e
+def test_drag_and_drop_multiple_files(
+    page: Page, create_paste_page: CreatePastePage
+):
+    with create_random_file() as first_temp, create_random_file() as second_temp, create_random_file() as third_temp:
+        first_file_content = first_temp.read().decode()
+        second_file_content = second_temp.read().decode()
+        third_file_content = third_temp.read().decode()
+        create_paste_page.drag_and_drop_file(
+            first_temp, second_temp, third_temp
+        )
+        create_paste_page.should_have_value_in_paste_input(
+            first_file_content, paste_number=0
+        )
+        create_paste_page.should_have_value_in_paste_input(
+            second_file_content, paste_number=1
+        )
+        create_paste_page.should_have_value_in_paste_input(
+            third_file_content, paste_number=2
+        )
+        create_paste_page.click_submit()
+
+    view_paste_page = ViewPastePage(page)
+    view_paste_page.should_be_opened()
+    view_paste_page.should_have_pasted_text(first_file_content, paste_number=0)
+    view_paste_page.should_have_pasted_text(second_file_content, paste_number=1)
+    view_paste_page.should_have_pasted_text(third_file_content, paste_number=2)
diff --git a/test/e2e/utils/file_utils.py b/test/e2e/utils/file_utils.py
index dd0a152..463edb6 100644
--- a/test/e2e/utils/file_utils.py
+++ b/test/e2e/utils/file_utils.py
@@ -2,6 +2,7 @@
 import tempfile
 import os
 from contextlib import contextmanager
+from pathlib import Path
 
 
 @contextmanager
@@ -14,3 +15,7 @@ def create_random_file():
     finally:
         temp.close()
         os.remove(temp.name)
+
+
+def extract_file_name(file_path):
+    return Path(file_path).name