diff --git a/servlet/staticRoute.go b/servlet/staticRoute.go
index 4ab4918..c29f737 100644
--- a/servlet/staticRoute.go
+++ b/servlet/staticRoute.go
@@ -82,7 +82,7 @@ func createSingleFileServletFunction(route *FileRoute) VinegarHandlerFunction {
 		} else {
 			content = cache.Content
 		}
-
+		w.Header().Add(ContentTypeHeaderKey, cache.MimeType)
 		_, err := w.Write(content)
 		if err != nil {
 			panic(err)
@@ -141,19 +141,18 @@ func createUncompressedFileServletFunction(route *FileRoute, basePattern string,
 		if !exists {
 			route.Cache.Put(stub, resourcePath)
 			entry, exists = route.Cache.Get(stub)
-		} else {
-			SendError(w, 404, "Oops! Something went wrong!")
-			return
 		}
 
-		if !exists {
-			SendError(w, 404, "Oops! Something went wrong.")
-		} else {
+		if exists {
+			w.Header().Add(ContentTypeHeaderKey, util.GuessMimetype(stub))
 			_, err := w.Write(entry.Content)
 			if err != nil {
 				panic(err)
 			}
 			return
+
+		} else {
+			SendError(w, 404, "Oops! Something went wrong.")
 		}
 	}
 	return fun
diff --git a/vinegarUtil/webLRU.go b/vinegarUtil/webLRU.go
index bd56ecc..5382414 100644
--- a/vinegarUtil/webLRU.go
+++ b/vinegarUtil/webLRU.go
@@ -3,6 +3,7 @@ package vinegarUtil
 import (
 	"errors"
 	"fmt"
+	"log"
 	"strings"
 	"time"
 )
@@ -58,8 +59,8 @@ func (l *Lru) Get(key string) (*LruEntry, bool) {
 	entry, exists := (*l.entries)[key]
 	if exists && entry.expires.Before(time.Now()) {
 		fmt.Println("Cache miss due to expired content")
-		l.Remove(key)
-		return nil, false
+		entry.Reload()
+		return entry, true
 	} else {
 		if exists {
 			entry.mostRecentAccess = time.Now()
@@ -69,7 +70,10 @@ func (l *Lru) Get(key string) (*LruEntry, bool) {
 }
 
 func (l *Lru) GetFresh(key string) (*LruEntry, bool) {
-	l.Remove(key)
+	entry, exists := l.Get(key)
+	if exists {
+		entry.Reload()
+	}
 	return l.Get(key)
 }
 
@@ -152,14 +156,22 @@ func (l *Lru) recalcSize() {
 	l.currentSize = total
 }
 
+func (le *LruEntry) Reload() {
+	content, _ := GetDiskContent(le.path)
+	le.Content = *content
+	le.CompressedContent = *GZipBytes(content)
+	le.created = time.Now()
+	le.mostRecentAccess = le.created
+	le.expires = le.created.Add(time.Minute * DefaultCacheTimeInMinutes)
+}
+
 func (sfc *SingleFileCache) Get(key string) (*LruEntry, bool) {
 	return sfc.entry, true
 }
 
 func (sfc *SingleFileCache) GetFresh(key string) (*LruEntry, bool) {
-	entry := newLRUEntry(sfc.entry.path)
-	sfc.entry = entry
-	return entry, true
+	sfc.entry.Reload()
+	return sfc.entry, true
 }
 
 // Put THIS WILL DELETE ANYTHING YOU HAVE STORED IN THIS CACHE.
@@ -201,6 +213,8 @@ func GuessMimetype(filePath string) string {
 	dotIndex := strings.LastIndex(filePath, ".")
 	ext := filePath[dotIndex+1:]
 	switch ext {
+	case "css":
+		return "text/css"
 	case "htm":
 	case "html":
 		return "text/html"
@@ -209,13 +223,16 @@ func GuessMimetype(filePath string) string {
 	case "jpg":
 	case "jpeg":
 		return "image/jpeg"
+	case "js":
+		return "text/javascript"
+	case "json":
+		return "application/json"
 	case "png":
 		return "image/png"
 	case "svg":
 		return "image/svg+xml"
-	case "css":
-		return "text/css"
 	default:
+		log.Default().Printf("[WARN] '%s' is unrecognized MimeType. Returning as [application/octet-stream]. Please use VinegarServlet.AddMimeType() to define the appropriate response for this file extension.", ext)
 		return "application/octet-stream"
 	}
 	return "application/octet-stream"