-               /* Read bytes from the USART receive buffer into the USB IN endpoint */
-               while (USARTtoUSB_Buffer.Count)
-                 CDC_Device_SendByte(&VirtualSerial_CDC_Interface, RingBuffer_Remove(&USARTtoUSB_Buffer));
-               
-               /* Load bytes from the USART transmit buffer into the USART */
-               while (USBtoUSART_Buffer.Count)
-                 Serial_TxByte(RingBuffer_Remove(&USBtoUSART_Buffer));
-               
+               /* Check if the UART receive buffer flush timer has expired or the buffer is nearly full */
+               uint16_t BufferCount = RingBuffer_GetCount(&USARTtoUSB_Buffer);
+               if ((TIFR0 & (1 << TOV0)) || (BufferCount > 200))
+               {
+                       /* Clear flush timer expiry flag */
+                       TIFR0 |= (1 << TOV0);
+
+                       /* Read bytes from the USART receive buffer into the USB IN endpoint */
+                       while (BufferCount--)
+                       {
+                               /* Try to send the next byte of data to the host, abort if there is an error without dequeuing */
+                               if (CDC_Device_SendByte(&VirtualSerial_CDC_Interface,
+                                                       RingBuffer_Peek(&USARTtoUSB_Buffer)) != ENDPOINT_READYWAIT_NoError)
+                               {
+                                       break;
+                               }
+
+                               /* Dequeue the already sent byte from the buffer now we have confirmed that no transmission error occurred */
+                               RingBuffer_Remove(&USARTtoUSB_Buffer);
+                       }
+               }
+
+               /* Load the next byte from the USART transmit buffer into the USART */
+               if (!(RingBuffer_IsEmpty(&USBtoUSART_Buffer)))
+                 Serial_SendByte(RingBuffer_Remove(&USBtoUSART_Buffer));
+