diff --git a/src/Mastodon/index.ts b/src/Mastodon/index.ts
index 908eb94..d469e54 100644
--- a/src/Mastodon/index.ts
+++ b/src/Mastodon/index.ts
@@ -16,11 +16,11 @@ const postStatus = async (token: string, media_ids: string) => {
 	return await response.json();
 };
 
-const uploadMedia = async (token: string, media: any) => {
+const uploadMedia = async (token: string, media: Blob, description: string) => {
 	const FINAL_URL = `${BASE_URL}/media`;
 	let formData = new FormData();
 	formData.append('file', media, 'wednesday.jpg');
-	formData.append('description', 'It is wednesdat, my dudes. Big fat frog.');
+	formData.append('description', description);
 	const response = await fetch(FINAL_URL, { headers: getHeaders(token), body: formData, method: 'POST' });
 	return await response.json();
 };
diff --git a/src/WednesdayMyDudes/index.ts b/src/WednesdayMyDudes/index.ts
index 4b30084..359c346 100644
--- a/src/WednesdayMyDudes/index.ts
+++ b/src/WednesdayMyDudes/index.ts
@@ -1,17 +1,35 @@
 import { getTimeLine, postStatus, uploadMedia } from '../Mastodon';
 
+const wednesdayPosts = {
+	defaultWednesday: { image: 'wednesday.jpg', description: 'It is Wednesday, my dudes. Big fat frog.' },
+	wednesdayOctober: { image: 'october-wednesday.jpg', description: 'It is Wednesday, my dudes. Big skeleton frog.' },
+	lastWednesdayOctober: {
+		image: 'spoktober-wednesday.jpg',
+		description: 'It is Hallowednesday, my doots. Big skeleton frog with trumpet.',
+	},
+};
+
 const postOnWednesday = async (token: string, resources: R2Bucket) => {
 	const now = new Date();
-	if (now.getDay() === 3) {
+	if (now.getUTCDay() === 3) {
 		const [lastPost]: any = await getTimeLine(token);
 		if (!lastPost || new Date(lastPost.created_at).getDate() !== now.getDate()) {
-			const image = await resources.get('wednesday.jpg');
-			if (image === null) return;
-			const { id }: any = await uploadMedia(token, await image.blob());
+			const info = getImageInfo(now);
+			const image = await resources.get(info.image);
+			if (image === null) return 'Wednesday Not Found';
+			const { id }: any = await uploadMedia(token, await image.blob(), info.description);
 			await postStatus(token, id);
 			return "It's Wednesday My Dudes";
 		} else return 'Already Posted My Dude';
 	} else return "It's Not Wednesday My Dudes";
 };
 
+const getImageInfo = (date: Date) => {
+	if (date.getUTCMonth() === 9) {
+		if (date.getUTCDate() + 7 > 31) return wednesdayPosts.lastWednesdayOctober;
+		return wednesdayPosts.wednesdayOctober;
+	}
+	return wednesdayPosts.defaultWednesday;
+};
+
 export { postOnWednesday };