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Oldest I own, I believe, is a 97 SLR Churchill. Oldest I've smoked/shared was from 1917, I think it was either a Partagas or RyJ.  Great cigar considering it was 90+ years old.

[quote author=Fuente Fan link=topic=17322.msg90420#msg90420 date=1368186383]
Smoked one and still have one R&J CF from '85.  I was shocked how good it was.  Also have a box of CC's from 1994 for my son's 21st birthday in 2 1/2 years.  It has 1994's, Monte 2's, Cohiba Espys, Hoyo, Monte 1's, ERDM, HdM #2, and more.  Also some '96 Espy's.
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Wow! Now that's some box your saving!

One of the best cigars I've had to date was an LGC MdO No.1 from 97' and luckily I still have two left! Also have a couple Bolivar Inmemsas from 97' and a few cigars from 98' RyJ POW, MdO No.2 and Trinidad Fundy.. Really looking forward to trying those

1920's Lords of England.

[url=http://www.halfwheel.com/1920s-lords-of-england-pre-embargo/]http://www.halfwheel.com/1920s-lords-of-england-pre-embargo/[/url]

[quote author=BrooksW link=topic=17322.msg90449#msg90449 date=1368204580]
1920's Lords of England.

[url=http://www.halfwheel.com/1920s-lords-of-england-pre-embargo/]http://www.halfwheel.com/1920s-lords-of-england-pre-embargo/[/url]


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I've had the pleasure of having a few puffs of one of those.  Awsome cigar!!!!