I don't want to send you too far afield, but the only Searing with the first name Howard ... that I know of from the Morris Co./ Dover, NJ area ... in a time-frame, that could make sense (as to any relevance in your search), is a: Howard Cassard Searing.
I don't know of any line of earlier Davenports with an affinity for the first name of Howard ... so my guess is that, indeed, it might relate to the Searings.
However, slim though the possibility might be, see if you have any luck tracking more info on Howard Cassard Searing's family ...
Howard Cassard Searing, was the son of Mahlon Munson Searing (son of Martin Van Buren Searing - Martin was the brother of Isaac W. Searing: Isaac was a contractor and builder in NJ - and Martin was married to Sarah Emiline Munson). Born in NJ, Mahlon Searing, was Superintendent of the Singleton Silk Mgf. Co. in 1881, and by 1910 was the owner of the Wharton Textile Co., which manufactured silk and cotton hosiery. Mahlon Searing, was married to Mary Augusta Pyle (daughter of Campbell Pyle and Elizabeth Applegate), in 1862 in Milbrook, NJ ... which is in Morris Co., only a few miles from Dover.
I don't know if Howard Cassard Searing, even had a sister. It is possible (she would have probably been born in the mid 1860's /early 1870's)... and if so, she might have been old enough to have been married in the mid-1880's to 1890, or so ... maybe, to a Davenport ... which would be a possile source of a Howard Searing (named for a brother) Davenport, born in 1891 ... and thus, a Howard Searing Davenport Jr. in 1921 ... with a sister Irene Davenport.
By the way, my 1st grade teacher (Randolph NJ - a few miles from Dover) was an Irene Davenport ... no idea if that was her maiden, or married, name ... not a clue as to marital status (I must have been 6 yrs old, or so, at the time ... but she was supposed to be some sort of cousin).
Maybe, by nos, you already have solved the mystery by. Good luck.
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