Shouldest

auxiliary verb, present singular 1st person shall, 2nd shall or (Archaic) shalt, 3rd shall, present plural shall; past singular 1st person should, 2nd should or (Archaic) shouldst or shouldest, 3rd should, past plural should; imperative, infinitive, and participles lacking.
1.
plan to, intend to, or expect to:
I shall go later.
2.
will have to, is determined to, or definitely will:
You shall do it. He shall do it.
3.
(in laws, directives, etc.) must; is or are obliged to:
The meetings of the council shall be public.
4.
(used interrogatively in questions, often in invitations):
Shall we go?
verb, Archaic.
1.
2nd person singular past of shall.
verb (past) should takes an infinitive without to or an implied infinitive
1.
esp with I or we as subject. used as an auxiliary to make the future tense: we shall see you tomorrow Compare will1 (sense 1)
2.
with you, he, she, it, they, or a noun as subject

used as an auxiliary to indicate determination on the part of the speaker, as in issuing a threat: you shall pay for this!
used as an auxiliary to indicate compulsion, now esp in official documents: the Tenant shall return the keys to the Landlord
used as an auxiliary to indicate certainty or inevitability: our day shall come

3.
(with any noun or pronoun as subject, esp in conditional clauses or clauses expressing doubt) used as an auxiliary to indicate nonspecific futurity: I don’t think I shall ever see her again, he doubts whether he shall be in tomorrow
verb
1.
(archaic or dialect) used with the pronoun thou or its relative equivalent a form of the past tense of shall