ETA: Just jumping off your post in general;
What If we only went on what we know. We have no information as to any more than one drink each.
Based on what we know, then, if we want to speculate, What IF she babied her drink until she left?
"Let’s go home.’ And she said, ‘Grandma,
I want to stay and finish my drink and hang out a little while"
http://koin.com/2016/04/18/woman-22-missing-in-depoe-bay/
What IF she ordered cola? Is that possible? Quite possibly., IMO
What IF she didn't meet anyone but stopped to watch the ocean and the moon?
"A few minutes later she said she got another text that “the
moon looked beautiful over the ocean, she might stand and look for a minute.”
http://koin.com/2016/04/18/woman-22-missing-in-depoe-bay/
Pictures of the texts start at abt. 1:20 in the video.
http://koin.com/2016/04/18/woman-22-missing-in-depoe-bay/
In My Opinion, as a Sleuth I think that speculation should be based on what we know. Speculation based on nothing but abstract "what if's" with no facts or indication of the plausibility is nothing more than creative fiction. I do not know how that helps.
The idea that the 2 missing persons were connected was quite plausible, but LE in MSM has said that so far there is no known connection. I have searched and searched and can fine no connection in name, location, history or friends.
"Authorities said there does not appear to be any connection between Woods’ disappearance and that of Katy Roe, who went missing around the same time.."
http://koin.com/2016/04/18/police-searching-for-missing-mcminnville-man/
So we are left with "what ifs". With that, how do we help? Earlier there was discussion of the waves and weather. Based on what we know that is a reasonable angle to follow, IMO.
But "What If" she met a guy... That leaves me no angle or speculation based on fact from which I can sleuth or formulate some tip I may submit. What guy? who was there? LE knows but I don't know. And there's noting to support it.
All MOO except for links.