diff --git a/test/api/v3/unit/libs/payments.test.js b/test/api/v3/unit/libs/payments.test.js
index bed489f490..e655c42080 100644
--- a/test/api/v3/unit/libs/payments.test.js
+++ b/test/api/v3/unit/libs/payments.test.js
@@ -653,5 +653,32 @@ describe('payments/index', () => {
 
       expect(updatedUser.items.pets['Jackalope-RoyalPurple']).to.eql(5);
     });
+
+    it('saves previously unused Mystery Items and Hourglasses for an expired subscription', async () => {
+      let planExpirationDate = new Date();
+      planExpirationDate.setDate(planExpirationDate.getDate() - 2);
+      let mysteryItem = 'item';
+      let mysteryItems = [mysteryItem];
+      let consecutive = {
+        trinkets: 3,
+      };
+
+      // set expired plan with unused items
+      plan.mysteryItems = mysteryItems;
+      plan.consecutive = consecutive;
+      plan.dateCreated = planExpirationDate;
+      plan.dateTerminated = planExpirationDate;
+      plan.customerId = null;
+
+      user.purchased.plan = plan;
+
+      await user.save();
+      await api.addSubToGroupUser(user, group);
+
+      let updatedUser = await User.findById(user._id).exec();
+
+      expect(updatedUser.purchased.plan.mysteryItems[0]).to.eql(mysteryItem);
+      expect(updatedUser.purchased.plan.consecutive.trinkets).to.equal(consecutive.trinkets);
+    });
   });
 });
diff --git a/website/server/libs/payments.js b/website/server/libs/payments.js
index 38f681ea07..31c886a27c 100644
--- a/website/server/libs/payments.js
+++ b/website/server/libs/payments.js
@@ -112,8 +112,8 @@ api.addSubToGroupUser = async function addSubToGroupUser (member, group) {
     },
   };
 
+  let memberPlan = member.purchased.plan;
   if (member.isSubscribed()) {
-    let memberPlan = member.purchased.plan;
     let customerHasCancelledGroupPlan = memberPlan.customerId === this.constants.GROUP_PLAN_CUSTOMER_ID && !member.hasNotCancelled();
     let ignorePaymentPlan = paymentMethodsToIgnore.indexOf(memberPlan.paymentMethod) !== -1;
     let ignoreCustomerId = customerIdsToIgnore.indexOf(memberPlan.customerId) !== -1;
@@ -154,6 +154,10 @@ api.addSubToGroupUser = async function addSubToGroupUser (member, group) {
     }).value();
   }
 
+  // save unused hourglass and mystery items
+  plan.consecutive.trinkets = memberPlan.consecutive.trinkets;
+  plan.mysteryItems = memberPlan.mysteryItems;
+
   member.purchased.plan = plan;
   member.items.mounts['Jackalope-RoyalPurple'] = true;