diff --git a/packages/frontend/src/components/MkPostForm.vue b/packages/frontend/src/components/MkPostForm.vue
index 90cbba9788..35d53865bf 100644
--- a/packages/frontend/src/components/MkPostForm.vue
+++ b/packages/frontend/src/components/MkPostForm.vue
@@ -73,7 +73,7 @@ SPDX-License-Identifier: AGPL-3.0-only
 	<input v-show="withHashtags" ref="hashtagsInputEl" v-model="hashtags" :class="$style.hashtags" :placeholder="i18n.ts.hashtags" list="hashtags">
 	<XPostFormAttaches v-model="files" @detach="detachFile" @changeSensitive="updateFileSensitive" @changeName="updateFileName"/>
 	<div v-if="uploader.items.value.length > 0" style="padding: 12px;">
-		<MkUploaderItems :items="uploader.items.value" @showMenu="(item, ev) => uploader.showMenu(ev, item)"/>
+		<MkUploaderItems :items="uploader.items.value" @showMenu="(item, ev) => showPerUploadItemMenu(item, ev)" @showMenuViaContextmenu="(item, ev) => showPerUploadItemMenuViaContextmenu(item, ev)"/>
 	</div>
 	<MkPollEditor v-if="poll" v-model="poll" @destroyed="poll = null"/>
 	<MkNotePreview v-if="showPreview" :class="$style.preview" :text="text" :files="files" :poll="poll ?? undefined" :useCw="useCw" :cw="cw" :user="postAccount ?? $i"/>
@@ -114,6 +114,7 @@ import type { ShallowRef } from 'vue';
 import type { PostFormProps } from '@/types/post-form.js';
 import type { MenuItem } from '@/types/menu.js';
 import type { PollEditorModelValue } from '@/components/MkPollEditor.vue';
+import type { UploaderItem } from '@/composables/use-uploader.js';
 import MkNotePreview from '@/components/MkNotePreview.vue';
 import XPostFormAttaches from '@/components/MkPostFormAttaches.vue';
 import XTextCounter from '@/components/MkPostForm.TextCounter.vue';
@@ -1072,6 +1073,16 @@ function openAccountMenu(ev: MouseEvent) {
 	}, ev);
 }
 
+function showPerUploadItemMenu(item: UploaderItem, ev: MouseEvent) {
+	const menu = uploader.getMenu(item);
+	os.popupMenu(menu, ev.currentTarget ?? ev.target);
+}
+
+function showPerUploadItemMenuViaContextmenu(item: UploaderItem, ev: MouseEvent) {
+	const menu = uploader.getMenu(item);
+	os.contextMenu(menu, ev);
+}
+
 onMounted(() => {
 	if (props.autofocus) {
 		focus();
diff --git a/packages/frontend/src/components/MkUploaderDialog.vue b/packages/frontend/src/components/MkUploaderDialog.vue
index 806c6c37e2..142d1cd788 100644
--- a/packages/frontend/src/components/MkUploaderDialog.vue
+++ b/packages/frontend/src/components/MkUploaderDialog.vue
@@ -23,7 +23,7 @@ SPDX-License-Identifier: AGPL-3.0-only
 				{{ i18n.ts._uploader.tip }}
 			</MkTip>
 
-			<MkUploaderItems :items="items" @showMenu="(item, ev) => uploader.showMenu(ev, item)"/>
+			<MkUploaderItems :items="items" @showMenu="(item, ev) => showPerItemMenu(item, ev)" @showMenuViaContextmenu="(item, ev) => showPerItemMenuViaContextmenu(item, ev)"/>
 
 			<div v-if="props.multiple">
 				<MkButton style="margin: auto;" :iconOnly="true" rounded @click="chooseFile($event)"><i class="ti ti-plus"></i></MkButton>
@@ -52,7 +52,7 @@ SPDX-License-Identifier: AGPL-3.0-only
 <script lang="ts" setup>
 import { computed, onMounted, ref, useTemplateRef, watch } from 'vue';
 import * as Misskey from 'misskey-js';
-import type { UploaderFeatures } from '@/composables/use-uploader.js';
+import type { UploaderFeatures, UploaderItem } from '@/composables/use-uploader.js';
 import MkModalWindow from '@/components/MkModalWindow.vue';
 import { i18n } from '@/i18n.js';
 import MkButton from '@/components/MkButton.vue';
@@ -169,6 +169,16 @@ async function chooseFile(ev: MouseEvent) {
 	const newFiles = await os.chooseFileFromPc({ multiple: true });
 	uploader.addFiles(newFiles);
 }
+
+function showPerItemMenu(item: UploaderItem, ev: MouseEvent) {
+	const menu = uploader.getMenu(item);
+	os.popupMenu(menu, ev.currentTarget ?? ev.target);
+}
+
+function showPerItemMenuViaContextmenu(item: UploaderItem, ev: MouseEvent) {
+	const menu = uploader.getMenu(item);
+	os.contextMenu(menu, ev);
+}
 </script>
 
 <style lang="scss" module>
diff --git a/packages/frontend/src/components/MkUploaderItems.vue b/packages/frontend/src/components/MkUploaderItems.vue
index 02f8aee8ce..e4cd22e5ed 100644
--- a/packages/frontend/src/components/MkUploaderItems.vue
+++ b/packages/frontend/src/components/MkUploaderItems.vue
@@ -11,6 +11,7 @@ SPDX-License-Identifier: AGPL-3.0-only
 		v-panel
 		:class="[$style.item, { [$style.itemWaiting]: item.preprocessing, [$style.itemCompleted]: item.uploaded, [$style.itemFailed]: item.uploadFailed }]"
 		:style="{ '--p': item.progress != null ? `${item.progress.value / item.progress.max * 100}%` : '0%' }"
+		@contextmenu.prevent.stop="onContextmenu(item, $event)"
 	>
 		<div :class="$style.itemInner">
 			<div :class="$style.itemActionWrapper">
@@ -38,6 +39,7 @@ SPDX-License-Identifier: AGPL-3.0-only
 </template>
 
 <script lang="ts" setup>
+import { isLink } from '@@/js/is-link.js';
 import type { UploaderItem } from '@/composables/use-uploader.js';
 import { i18n } from '@/i18n.js';
 import MkButton from '@/components/MkButton.vue';
@@ -49,7 +51,15 @@ const props = defineProps<{
 
 const emit = defineEmits<{
 	(ev: 'showMenu', item: UploaderItem, event: MouseEvent): void;
+	(ev: 'showMenuViaContextmenu', item: UploaderItem, event: MouseEvent): void;
 }>();
+
+function onContextmenu(item: UploaderItem, ev: MouseEvent) {
+	if (ev.target && isLink(ev.target as HTMLElement)) return;
+	if (window.getSelection()?.toString() !== '') return;
+
+	emit('showMenuViaContextmenu', item, ev);
+}
 </script>
 
 <style lang="scss" module>
diff --git a/packages/frontend/src/composables/use-uploader.ts b/packages/frontend/src/composables/use-uploader.ts
index d01cf338de..682f545ad4 100644
--- a/packages/frontend/src/composables/use-uploader.ts
+++ b/packages/frontend/src/composables/use-uploader.ts
@@ -142,7 +142,7 @@ export function useUploader(options: {
 		items.value.splice(items.value.indexOf(item), 1);
 	}
 
-	function showMenu(ev: MouseEvent, item: UploaderItem) {
+	function getMenu(item: UploaderItem): MenuItem[] {
 		const menu: MenuItem[] = [];
 
 		menu.push({
@@ -354,7 +354,7 @@ export function useUploader(options: {
 			});
 		}
 
-		os.popupMenu(menu, ev.currentTarget ?? ev.target);
+		return menu;
 	}
 
 	async function upload() { // エラーハンドリングなどを考慮してシーケンシャルにやる
@@ -503,7 +503,7 @@ export function useUploader(options: {
 		removeItem,
 		abortAll,
 		upload,
-		showMenu,
+		getMenu,
 		uploading: computed(() => items.value.some(item => item.uploading)),
 		readyForUpload: computed(() => items.value.length > 0 && !items.value.some(item => item.uploading || item.preprocessing)),
 	};