If you remember, Naomi is a married woman with two sons and two daughters-in-law. Her husband dies and her sons die, and she tells her daughters-in-law to leave her and go back to their kinsmen back home. (In short, "Save yourselves!") One takes her advice, but Ruth stubbornly sticks with her, which seems to have been truly heroic. Instead of fleeing to the protection of her own family, Ruth adds her small strength to that of Naomi and goes out to work on her behalf.
Working in the fields seems to have been dangerous for women, who were in constant danger of sexual assault, and the owner of the field where Ruth gleans away gives special orders that she not be harassed and even that grain from the official harvest be left for her. Hearing that Ruth has been singled out for special protection, Naomi tells Ruth to go out and snaffle the owner. (I paraphrase, naturally.) She is to find Boaz when he is asleep after some harvesting party, uncover his feet and lie down at them.
I recall reading some nonsense about how "feet" is a euphemism, blah, blah, blah, but speaking as a middle-aged person who does not sleep as well as she did in her youth, alas, I know exactly what Naomi was up to. She wanted to make sure Boaz woke up and noticed Naomi's superlative humility. How to wake a middle-aged person up without incurring his or her wrath? Remove the blanket from over their feet and wait. When the poor middle-aged feet get cold, the poor middle-ager will wake up, as did Boaz.
Someone or other has tried to justify chasing after men with Ruth's pursuit of Boaz. However, I would posit that Boaz "made the first move", as the saying is, by singling out Ruth for special protection and alms-in-the-form-of-grain. Naomi, who was an older woman and very realistic, had enough evidence to guess that Boaz might like to marry pretty, much-younger Ruth. Trusting to Boaz's reputation as a good man, and not wanting Ruth and herself to live in unprotected poverty, she sent Ruth into a potentially dangerous situation. This was not about romantic love; it was about economics and safety. But it was also about good people recognizing other good people. Instead of being cross, Boaz was impressed that Ruth had made herself vulnerable to him, not to some handsome young guy--as young women generally do, sometimes for shallow reasons, sometimes not.
Still that was then. Women in the west don't usually have to depend on their male relations for economic support, and good luck to you if you try to convince them that they owe you your living. Not only are all kinds of jobs and professions open to us, it is against the law for people to sexually harass us while we work at them. If you're good at your job--and you're not in some incredibly sexist-agist business like television--you can look like a monkey puzzle and you won't starve to death.
Obviously the Book of Ruth is not a sacred version of The Rules, but the aspect of the Ruth-Boaz relationship that really speaks to me is that Ruth may have "gone after" Boaz, after an older, perhaps wiser, woman who sincerely loved her judged this to be a good idea, but he was significantly older than herself.
I don't want twenty-somethings to cry into their morning coffee, but it does seem to me that the older are flattered by the attention and loyalty of the younger, and young people seem quite beautiful to the older, just for being young. If all the 20-something boys around you seem oblivious to your inner beauty, the 30-something men are probably not. However, this does not make them any less dangerous to your happiness, if they are jerks. A jerky 20-something wants a supermodel; a jerky 30-something wants a young thing to dominated. But at good 30-something man, if he isn't married already, will be equally surprised and delighted if a 20-something gives him the time of day.
Yes, I know you are probably sick of being hit on by "creepy older men" but not all older men are creepy, and nobody is creepy just for being five years or more older than you. It is worth it to strike up conversations with older guys in your social groups, just to be friendly. I do not, however, recommend finding the most attractive and attentive one where he is asleep after a party and uncovering his feet. You're not an impoverished widowed Moabite with a mother-in-law to feed.