So I'm looking for a pair of penny loafers that are sleek/dressy (not moc-toe) with a high vamp. I've bought numerous pairs only to sell them immediately for numerous reasons (fit, last-shape, etc.). Maybe I am terribly picky. Once upon a time I purchased a pair of Edward Green for Ralph Lauren Purple Label Barksdale loafers (seen here) off the SF forum used: They were unfortunately, a half-size too small for me (US8D). But my-oh-my did I love them. As far as I'm concerned they are my favorite loafers out there. Next I tried a pair of Vass Loafers on the New Peter last in size 41, but they were, much to my surprise, too large for my TTS 8.5D foot. Apparently the last must fit roomy/large. These, IMO, were amazing as well, but unfortunately the sizing wasn't for me. Picked them up used off the forum also so no luck finding another pair. Next up was a pair of Alden Shell Cordovan LHS loafers I found on the forum here in 8.5D. I thought I had found my match finally . They fit like a glove, but the vamp was just too short and it really bugged me. IMO a short vamp looks very feminine and I am not a fan. So, flipped they were. Got my money back. Somewhere along the way I also tried these Allen Edmonds for Brooks Brothers at deep discount during one of BB's sales: I eventually ended up returning them. I have no problem with AE, I'm actually a big fan and have a few pairs, but something about these rubbed me the wrong way. The leather quality was so-so, the fit wasn't great, and the last was sort of blobby and not refined. Wasn't thrilled so.. returned they were. FINALLY I purchased a pair of Ralph Lauren Darlton/Marlow Shell Cordovan Loafers. These need no introduction here on SF, but I will post the picture for the sake of the thread. I tried an 8.5D and a 9D, and the last just WILL not work for my foot. Truly sad since I got them for 40% + 15% off during the RL sale and they are absolutely stunning shoes. But unfortunately, not for me. My brother was able to swap them for a 9D and keep them though (DAMN!) ...I should add that I DO own a pair of these Ralph Lauren penny loafers in snuff suede. They are a really fun shoe but not something I can wear day-to-day and don't fit the bill for a sleek dressy penny loafer: SO, now that we've seen how absolutely crazy I am in my long-term search for the perfect penny loafer, does anybody have any suggestions? I know C&J is probably the way to go, but my searches on Ebay for a UK7.5E / US8.5D as of lately have not been so great. Pediwear doesn't seem to have a lot of sizes readily available. Plal is closing up shop. I've also searched on Pediwear for anything decent from Loake, Church's, Tricker's, Barker, but came back with nothing. Been searching on ebay for C&J, Santoni, Sutor, Alden, but have been coming up short. I'm also in a position to get 50% off MSRP from any RL line, so I've been looking at these Ralph Lauren Purple Label (Made in Italy) Garth Penny Loafers, made by whom I assume has to be Silvano Sassetti: IMO they look really great, but even at 50% the $1250 MSRP, I think $625 is too much to drop on these. Any thoughts?!