Here's a selection of a nice lot I picked up recently and am in the process of researching and writing up. Anyone who has some knowledge of Estonian is welcome to help me with translation requests!
Cover, Tallinn (28 Nov 1939) to Herford (Westphalia, in Germany) with 30s 80 gramme overseas letter rate. The German army had invaded Poland on 17 September 1939, and Estonia had been under de facto Soviet occupation since the military blockade of 24-28 September 1939 (even though the full military occupation was not to happen until June 1940). Two purple cachets indicate close attention of the censors: the straight-line "Permitted by the Wehrmacht" and the circular cachet of the Königsberg foreign intelligence department.

Mixed franking (likely to be philatelic?) 50k and 9pf on registered cover from Wesenberg (aka Rakvere) to Lorch in Württemberg, posted 09 April 1942. With circular mark of Narva area commissioner office.

Multiple (philatelic) franking for Day of The Stamp, cancelled 11 January 1942 in Dorpat (aka Tartu) and addressed to Hamburg.

Multiple (philatelic) franking for Day of The Stamp, cancelled 11 January 1942 in Dorpat (aka Tartu) and addressed to Wietzen. Additional air mail and express etiquettes.

Soviet postal stationery card (unknown denomination, maybe 15k?) posted at Raasiku in northern Estonia 13 November 1942 to nearby Tallinn, with 6pf internal card rate. The Soviets had occupied Estonia for a year (June 1940 to June 1941) and this card is an interesting example of re-use by another invader. The rear of the card is in scribbly Estonian, and I can't read it! The caption is intriguing: "Leningrad and north-east RSFSR". My geography tells me Leningrad was in the NW! Can anyone shed any light on this?

Multiple commercial franking of 12pf within Reval (aka Tallinn), 21 December 1942. I'm not sure why the General Commissioner seems to be sending letters to himself. Am I missing something?

Multiple commercial franking (36pf) from Arensburg (aka Kuressaare) to the area commissioner of the employment office also in Kuressaare, 19 April 1943. The envelope appears to have been re-used. I wonder what contents demanded such a high cover value, as the post certainly isn't philatelic?

Multiple franking 75k (+75k) from Sonda in NE Estonia, 29 November 1941 (in manuscript) to Tallinn. It seems that the Sonda office didn't have a canceller stamp, and this MS cancellation is recorded throughout the German occupation. It's interesting to note the address. Clearly not an original Estonian name...!

Multiple franking 42pf registered cover from Petschur (Pechory in Russian, Petseri in Estonian) 01 June 1943 to Koblenz. Although Pechory is now in Russia, under German administration it was in Generalbezirk Estland. The Königsberg military censor's cachet (circled Aa.) is in violet.

Commercial cover 30k +30k from Vägeva 04 December (1941?) (in pencil manuscript) to Tallinn, with the negative postal agency stamp which was in use 1941/1942. Can anyone help me with the translation of the envelope?

Multiple franking (philatelic?) of 9pf and 30+30k within Narva, 7 January 1942.
