It's all about context, when it comes to online dating its about creating that fun playful tease vibe and asking permission.
Ive had some women love receiving dick pics and vids
Ive had some whose kink is reading my screenshots after what a women says about me after a encounter together
and ive had some who arent into dick pics because they like the mystery of unravelling it herself.
It's the same for my end, i'm not a fan of a full on nude from someone im dating, but rather some mystery like her back or shoulders to get me going through the day...
And sending a unso dick pic to a SP is dumb as shit lol, its almost like "OH LOOK ANOTHER D..."