In my professional opinion, the following item is:
Used #286 Two Cent Trans-Mississippi
I grade this item: Very Fine 1-C, which means:
Very well-centered & Sound, with excellent color and attractive light cancel.   This is quite a choice grade for this issue.  From 1200 stamps I graded from this issue, only 15 qualified for this grade (less than 2% of the supply!).
(please look at photos carefully).
Thank you,
Karl Anderson
Anderson Stamp & Coin
POB 51258, Provo, Utah 84605
APS #130744.  I am a full-time stamp and coin dealer; and am a regular advertiser in Linn’s Stamp News and Coin World Publications (since 1975).