Here are some Pickerings in Oswaldkirk in Common Pleas: John in 1415, Richard in 1440 and 1448 (widow Margaret), and William in 1530:
Trinity 1415, d 1207, last entry:
http://aalt.law.uh.edu/H5/CP40no618/bCP40no618dorses/IMG_1207.htm
Yorks. John de Fulthorp, of Scalby versus John Pykeryng, of Oswaldkirk, esq; John Gray, of Broksay, yeoman. Debt of 22 pounds.
Easter term 1440, d 1144, last entry:
http://aalt.law.uh.edu/AALT1/H6/CP40no717/bCP40no717dorses/IMG_1144.htm
Yorks. John Forest versus Richard Pikeryng, of Oswaldkyrk, knight; John Breerton, of Scarburgh, Yorks, merchant. Debt
Hilary term 1448, d 1171, third entry:
http://aalt.law.uh.edu/AALT1/H6/CP40no748/bCP40no748dorses/IMG_1171.htm
London. Ralph Holand, of London versus Richard Pykeryng, of Oswaldkyrk, Yorks, knight, executors of; (Henry Banastre, of Suthwerk, gent, yeoman of King's household; Margaret his wife, widow of Richard); (and others). Debt of six pounds 18 shillings.
Hilary term 1530, f 7367, first entry:
http://aalt.law.uh.edu/H8/CP40no1064/aCP40no1064fronts/IMG_7367.htm
London. Richard Weston, knight; and Henry Wyatt, knight, treasurer of the chamber, versus Arthur Darcy, of Est Grenewiche, Kent, knight; William Pykeryng, of Oswaldkirke, Yorks, knight; John Bollys, of Haxhe, Lincs, esq; Charles Jakson, of Snytall, Yorks, gent; Thomas Tempest, of Sandall Castell, Yorks, esq; George Bryghouse, of West Grenewiche, gent. Debt.