I would probably take both bags to the cobbler just to ask for an opinion and the price of repairs. Then you can decide if you think it is worth it. I'm almost sure that they can repair the torn flap on the station bag because my mahagony patricia was also torn - it wasn't just ripped stitching and now it is fine.
With the chunk missing from the pocket purse, that could be due to dry rot. One option is to build up multiple thin applications of acryllic paint to cover and minimize it.
I know that fieblings sells a leather filler but I have never used it, but below is a post from docride at the Hermes forum, it shows her repair of a kelly with holes on all the corners. She used leather patches, filler, and color, but I haven't tried that yet either.
http://forum.purseblog.com/hermes-r...re-after-repair-photos-no-chatter-687488.html
Thank you! I discovered that there is a shoe/leather repair shop just a few miles from my house. They've been in business for 25 years, so I'm going to try and take my Station in this weekend to see if they may be able to stitch it up for me and what the cost would be.
I may check out the leather filler option, too, for the Pocket Purse. I'm going to learn all sorts of skills with these two lovely gals. I'm almost glad my first two are challenges - best way to learn, right?

Thank you so much - you are a wealth of information!
