Shakespeare wasn't writing plays at all in 1585; he was still in Stratford when the twins were born. He was certainly writing plays before 1594 when he joined the Lord Chamberlain's Men. His earliest plays, such as Henry VI Part 2, The Comedy of Errors, Titus Andronicus, The Two Gentlemen of Verona were all written in this period.
"Romeo and Juliet" (c. 1595), "A Midsummer Night's Dream" (c. 1595/96), and "Richard III" (c. 1592) are three plays Shakespeare wrote between 1585 and 1594.
Answer Shakespeare's twins, Hamnet and Judith were born in 1585 and there is a record of their baptism in Stratford-Upon-Avon. It may be assumed that Shakespeare was living in Stratford at that time. From 1585 until 1592, when a London critic wrote about one of his plays, there is no record, official or otherwise, of where he lived or what he did. This period is known as "Shakespeare's lost years."
Between 1585 and 1592
Between 1583 and 1585, yes. After 1596, yes. Between 1585 and 1596, no, because that was when his son Hamnet was alive.
Sometime between 1585 and 1592.
We have no record at all of what Shakespeare was doing between 1585 and 1592.
Hamnet Shakespeare, 1585-1596
Sometime between 1585 and 1590. We cannot be more specific than that.
1585
Between the birth of the twins in 1585 and Shakespeare's mention in Greene's pamphlet in 1592, there are no records of Shakespeare's activities.
During his "lost years" between 1585 and 1592, Shakespeare probably worked but it's not for certain what he did or at what age. That would make him between 21 and 28. By the age of 28 he had many plays in progress so most likely before then.
Susanna Shakespeare May 1583-July 11 1649, Judith Shakespeare February 1585-February 1662, Hamnet Shakespeare February 1585-August 1596
troupes worked with a troupe of traveling actors