Q. I have a deep crush on an army officer I’ve met through work. He is decisive, practical and doesn’t waste a word. I am charmed. How can I hint that I’m interested and would like to be asked out? We are due to meet in about a month’s time. I am almost 40 and haven’t dated properly for years post a brief marriage. He, I suspect, is mid-to-late forties. My 21-year-old students suggest asking him for a drink. Surely not? Any advice? He is shorter than me by the way.
— Name and address withheld
A. Virtually all nice men are shy of making passes and will do so only if certain that there is no risk of rebuff. Look for a (short) play or concert local to your meeting, ideally in a small pop-up venue. Email him to say you have promised to bring along someone presentable to a friend’s performance to lend some distinction to the audience.
Get Britain's best politics newsletters
Register to get The Spectator's insight and opinion straight to your inbox. You can then read two free articles each week.
Already a subscriber? Log in
Comments
Join the debate for just $5 for 3 months
Be part of the conversation with other Spectator readers by getting your first three months for $5.
UNLOCK ACCESS Just $5 for 3 monthsAlready a subscriber? Log in