diff --git a/index.js b/index.js
index cc919f0..547050b 100644
--- a/index.js
+++ b/index.js
@@ -135,8 +135,10 @@ const staticify = (root, options) => {
     };
 
     const replacePaths = fileContents => {
-        return Object.keys(versions).reduce((f, url) => {
-            return f.replace(url, getVersionedPath(url));
+        return Object.keys(versions).sort((a, b) => {
+            return b.length - a.length;
+        }).reduce((f, url) => {
+            return f.replace(new RegExp(url, 'g'), getVersionedPath(url));
         }, fileContents);
     };
 
diff --git a/test/font.woff b/test/font.woff
new file mode 100644
index 0000000..42e672a
--- /dev/null
+++ b/test/font.woff
@@ -0,0 +1 @@
+Test FONT FILENAME
diff --git a/test/font.woff2 b/test/font.woff2
new file mode 100644
index 0000000..8b0f1d2
--- /dev/null
+++ b/test/font.woff2
@@ -0,0 +1 @@
+Test FONT FILENAME NUMBER 2
diff --git a/test/index.js b/test/index.js
index 3bff7f7..db3e113 100644
--- a/test/index.js
+++ b/test/index.js
@@ -237,4 +237,38 @@ describe('.replacePaths', () => {
         results.includes('index.js').should.be.false();
         results.should.match(/index\.[0-9a-f]{32}\.js/i);
     });
+
+    it('should replace all paths, not just the first instance of a path', () => {
+        const results = staticify(ROOT).replacePaths('/test/font.woff;/test/font.woff');
+
+        const lines = results.split(';');
+        lines[0].should.match(/test\/font\.[0-9a-f]{7}\.woff/i);
+        lines[1].should.match(/test\/font\.[0-9a-f]{7}\.woff/i);
+        lines[0].should.equal(lines[1]);
+        results.includes('test/font.woff').should.be.false();
+    });
+
+    it('should not mix up paths that are substrings of one another', () => {
+        const results = staticify(ROOT).replacePaths('/test/font.woff;/test/font.woff2;/test/font.woff');
+
+        const lines = results.split(';');
+        lines[0].should.equal(lines[2]);
+        lines[1].should.not.equal(lines[2]);
+        lines[0].should.match(/test\/font\.[0-9a-f]{7}\.woff/i);
+        lines[1].should.match(/test\/font\.[0-9a-f]{7}\.woff2/i);
+        results.includes('test/font.woff').should.be.false();
+        results.includes('test/font.woff2').should.be.false();
+    });
+
+    it('should not mix up paths that are substrings of one another (long)', () => {
+        const results = staticify(ROOT, {shortHash: false}).replacePaths('/test/font.woff;/test/font.woff2;/test/font.woff');
+
+        const lines = results.split(';');
+        lines[0].should.equal(lines[2]);
+        lines[1].should.not.equal(lines[2]);
+        lines[0].should.match(/test\/font\.[0-9a-f]{32}\.woff/i);
+        lines[1].should.match(/test\/font\.[0-9a-f]{32}\.woff2/i);
+        results.includes('test/font.woff').should.be.false();
+        results.includes('test/font.woff2').should.be.false();
+    });
 });