Verses 1-23
Temptations to sexual immorality (5:1-23)
Strong warning is given to beware of the prostitute and the temptations she offers. (The frequency of this warning in Proverbs indicates that prostitution must have been a widespread social evil at the time.) The pleasure that the prostitute brings is shortlived, but the bitterness that follows is lasting. It leads eventually to death (5:1-6).
A man must flee the temptations offered by such immoral company, otherwise he may finish a physical and moral ruin. Moreover, he could find that he loses his possessions to those who have mercilessly deceived him (7-10). In addition to being disgraced by his own conduct, he will be overcome by despair as he thinks back on his stupidity in refusing to heed advice (11-14).
The married man should be faithful to his wife and seek his sexual pleasures in her alone. He should seek no pleasures from the immoral women who move around the streets and market places trying to seduce people (15-20). Married or single, a man must bear in mind that God sees everything. He must remember also that if he lacks self-discipline he will fall to temptation and eventually bring suffering upon himself (21-23).