I'm a guy, and a female friend asked me to objectively rate her looks on a scale of 1 to 10. She has a very high opinion of her looks, but she insisted she wanted the truth, so I told her I'd put her at a 5.5 or 6. Afterward, she sent me a text about boundaries and said she's cutting me out of her life — for being honest like she asked me to!
If there were a class in "how to be a heterosexual man," lesson one would be how to answer a woman's questions about her appearance. She'll insist you give an honest answer to the classic gotcha question: "Do I look fat in this dress?" Always lie. Well, unless you are held at gunpoint or threatened with disemboweling with a steak knife or rusty pliers. In which case, also lie.
Admittedly, this advice is at odds with the black-and-white notions of honesty and deception drilled into us from an early age: Honesty, good! Lying, evil! If we lie, terrible things will happen to us — such as cancer of the nose (as seen in that lie-arrhea-prone puppet, Pinocchio) or pants that spontaneously explode into flame.
"For centuries, philosophers and ethicists have railed against deception," note business school professors and researchers Joseph Gaspar and Maurice Schweitzer. The belief that deception is always evil and harmful was preached by the Christian bishop St. Augustine, "who claimed that 'every lie is a sin.'" Philosopher Immanuel Kant "argued that 'The greatest violation ... is lying.'" These beliefs are baked into our culture and "permeate modern thinking."
Gaspar and Schweitzer define deception as "the transmission of information that intentionally misleads others." That sounds pretty awful. However, they suggest, "Think about what you should do when your grandmother asks if you enjoyed her meatloaf" or "your friend asks if you enjoyed her wedding reception." In situations like these, lying "might be the exactly right thing to do" (tempting as it might be to tell your friend you wish you'd been given a choice: attending the reception or or being repeatedly electrocuted via a car battery attached to your nipples).
Reflecting on the merits of prosocial lying, they argue that "deception has been unfairly disparaged" because "scholars have conflated deception with the pursuit of self-interest." Schweitzer, in "Friend & Foe" (co-authored with fellow B-school professor Adam Galinsky), advocates that the truth be judiciously told — or withheld. The bottom line: "Is it ethical to tell prosocial lies? Our answer is yes. And we'd even take this claim a step further." Instead of telling our kids never to lie, "we should teach them the guiding principle of benevolence" and advise them to make "careful — and deliberate — choices when they face a conflict between telling the truth and being kind."
The same goes for situations that no amount of honesty can change. Take your friend asking you where she lands on the 1-to-10 hotitude scale. She probably believed she was seeking an honest review, and it's reasonable that you took her at her word. However, she was probably fishing not for the truth but for reassurance that she's pretty.
Judicious honesty is the right amount of honesty at the right time. For a personal example, I'm pretty slim, but there is no pair of skinny jeans in which I do not look like a redhead stuffed into a sausage casing. There's a time to gently hint that I might put a pair of skinny jeans out to pasture, and it's not moments after I strut into a party all Alkonwursty but in the cold light of several days afterward. You'll be doing your sworn job as my friend, looking after my interests, but in a way that allows me to enjoy myself at the party instead of hiding under a parked car with the cat till it's over.