I empathize with your frustration, Cranky Squirrel! I was feeling the same, especially since collecting photos was my favorite part of Wild World. Having my villagers' photos is like having a record of who's been through my town. Being able to see everyone I've made friends with was really satisfying. I was getting fed up with this game because after over a month of obsessive "pro listening" I hadn't managed a single photo.
Then in a
thread a couple of days ago, Gizmodo broke down their method on getting portraits through strategic resetting and it's honestly saved me from quitting.
I can add a few more tips now that I've tried some things out:
Giving medicine to a villager for all three days that they're sick can net you their portrait. I was surprised when I got Frita's this way. I think if I had saved right before talking to her for the first time on the fourth day day (when she was healthy again) I might have been able to try resetting until I got it?
I also got a portrait when a villager asked for the town fruit and I instead give them a perfect town fruit. So it doesn't just have to be foreign perfect fruit.
I haven't managed to get a portrait from a furniture request. I've been having trouble finding rare items that I'm willing to give up AND can be customized. I've only tried reorderable customized furniture in a style that matches the villager's home so far but with no luck. After 30+ minutes of resets, I tend to admit defeat.
I've started keeping a stash of sharks for ocean fish requests, golden stags for stag beetle requests, and horned hercules for horned beetle requests. I can confirm the shark and the hercules as portrait getters. I've had miserable luck on river fish so I don't know what to do there yet.
If a villager feels like giving me a request, they will usually do it within the first couple times I talk with them. If they don't and I keep bugging them, they can get annoyed. Katrina seems to shun my town but when I eventually get her shop built, I plan on paying attention to how easily I get requests if she says I'll have a good friend luck or good love luck (same sex and opposite sex relations respectively).
I hope these tips help someone or at least give hope! Special thanks to Gizmodo for indirectly encouraging me. ^^
- - - Post Merge - - -
@Ranchy, I'm pretty sure fulfilling Flora's request of a giant stag is the best way to go. She probably won't accept a golden stag for this request.
Just in case you're not sure where to get one, they appear on normal trees between 11 pm and 8 am and are a sort of purplish black color. I keep one fruit tree on my island for rainbow stags and sometimes I see a giant stag appear there too. Usually my sign that I've stayed up too late farming beetles AGAIN...