It's all in the presentation.
If he whines about it and does nothing, he probably is insecure.
A girl i'm currently dating had a 'bad' breakup with a guy a few months ago that she tried to whine to me a little about. I told her not to go around him or talk to him because I don't deal with that drama, and it's disrespectful to our relationship and would demonstrate to me she's not ready for a a new adult relationship so i would leave. She knows I'd walk if she kept that door open with him. I know damn well she's not viewing it as "insecurity" because of the way i framed it. She actually told me the other day that she had to contact him to get some paper or another from him for work. She fears me finding out so she was open about it.
There is no such thing as "the right guy for me." Female jibberish concerning fate.