I am trying to create a solid basis for applying for a highly competitive PhD position in the field of CS. I am now getting as much research experience as I can by doing internships in academia and companies, I also do a lot of networking and get myself introduced to people in the field. I try to keep in touch with my former supervisor (MSc). For example, now as a result of my recent internship I am working on a paper, and he agreed to co-author it. Also, I am starting to work on another project on my topic, and I am planning to inform him as well. I regularly (once in a couple of months) write him telling him what I am doing and asking him whether my new step (application for a new internship etc.) is advisable.
He is always nice but I am wondering whether it is actually good practice to keep bothering your supervisor after you graduate from an MSc, even if potentially you want to apply for a PhD after his supervision. Doesn't it seem to desperate or pushy?