I waited just under a year, but like everyone here is saying, what works for you is appropriate; especially since dating is an overall learning experience anyway; it was too soon, you’ll know.
I learned that I wished there were more widows in my age group. Not that I wish more guys would get knocked off; just that a lot of the single women I meet are single due to divorce, and so they tend to be angry because their ex is driving around in a corvette with some bimbette half the ex-wife’s age. When your ex is in an urn in the next room you don’t have these issues, so it’s hard to relate.
Plus, I really hate sympathy; or rather, I crave it and then I realize it’s an unhealthy craving. The women who make a big deal of offering it are just playing with you, but the women who don’t take your grief into account don’t care about your feelings in general.
I’ve had it used as a convenient deal-breaker: “I’ve decided I was just stressed out about my job/relationship with my kid/divorce/etc, and I was just acting-out sexually with you. I don’t really have feelings for you (but just so I don’t look like the bad guy here) I don’t think you really have feelings for me, either: you’re just insecure because of your wife’s death.”
Or how about this one:
“So where is your wife” (valid question - there’s a lot of players out there)
“She died early last year.”
“How did she die?”
(Oh shit, another direct question, but this one isn’t as easy)
“She committed suicide.”
“GASP - WHAT DID YOU DO TO HER?”
So when’s a good time to start dating again? Oh, never, since “good” and “dating” are 99% mutually exclusive concepts. Ah, what the hell, why should our suffering as widowers exempt us from what everyone else suffers as daters?
As for the son, well, my daughter took it better than I did. They know they got their lives ahead of them and are ready to move on. We old guys have to grapple with the possibility of “oh shit - was that it? Did I just get involuntary early retirement?”