What does Genesis 38:14 mean?
Tamar has come to realize that she's been abandoned by her father-in-law, Judah. When her first husband died, Judah insisted his second son marry Tamar to continue the family line (Genesis 38:6–8). This custom would later be part of the Mosaic law (Deuteronomy 25:5–7), meant to provide for women who would otherwise be destitute. When that son died as well (Genesis 38:9–10), Judah told Tamar she would be given to his third son once he was old enough (Genesis 38:11). In truth, Judah seems to blame Tamar in some way for his sons' deaths. This verse proves his assurances were dishonest.Apparently, Shelah has reached marrying age. No suggestion has come from Judah indicating a marriage. Tamar is twice married, twice widowed, and childless. The man responsible for providing for her future has lied and left her helpless. So, she concocts a scheme to force Judah to take her in.
Tamar is aware that Judah is headed toward Timnah. She changes out of her widow's mourning clothes and puts a veil over her face. She positions herself along the road near a town called Enaim where she is sure that Judah will pass by. Through some combination of her clothing, mannerisms, and location, she plans to pose as a prostitute (Genesis 38:15), and target Judah.