We're trying to bridge the gap between tech-savvy photo sharing -- using web pages and not clogging up people's inboxes -- and the vast majority of people who don't understand URLs and just want to see the pictures.
Our tool creates a web page that's under the user's control, just like you say, and it simply sends out an email that links to the page. But in an HTML-capable mail reader, you also get a nice grid of image links to the photo thumbnails. (Click a thumb goes to the larger version on the web.)
Hopefully, it's the best of both worlds. My mom (she's not a focus group) gets to see the pictures, and she doesn't need to remember a URL to go to or tell other people about. On the other hand, I don't have to wait five minutes for gnus to download her enormous photo attachments.
http://www.vcwear.com/your-mom-is-not-a-valid-test-market/
http://www.startable.com/2008/07/10/before-starting-a-new-bu...
I guess I do have advice: why not focus on a 1-click way for getting images onto a webpage they can email to their friends?
(But I can understand how complex it can be for some folks to figure out how to get images to their family and friends.)