Navigating the Dating Scene as a Widow: Advice from Amy Dickinson

After being widowed for three years, a 77-year-old retired professional woman is ready to start dating again. However, she is unsure about the modern dating etiquette and whether it is acceptable for her to take the initiative and ask a man out.

In a recent advice column, the woman expressed her concerns about making the first move and who should pay for the date. The response she received was encouraging – it is completely acceptable and expected for a woman to ask a man out.

The advice given was to keep the first date simple, inexpensive, and focused on easy conversation. Suggestions included a walk in the park followed by coffee or a visit to a local museum or botanical garden. The person initiating the date should offer to pay for the entire check, but splitting the bill is also common practice.

The columnist also referenced a classic movie moment from “Sleepless in Seattle” where a man offering to pay for the check was seen as a grand gesture. The woman was encouraged to get out there and good luck in her dating endeavors.

For those seeking more advice, they can reach out to the columnist via email or follow her on social media. The story serves as a reminder that it’s never too late to find companionship and happiness, no matter your age.