How do you know how much you are supposed to spend on cufflinks? Well, the price varies depending on what type of cufflinks you choose. If you have never bought cufflinks before, it's good to start with a nice round number. Paying $100 and under for a pair of cufflinks may seem like a lot of money, but it's actually quite reasonable. You'll be getting a high quality pair of cufflinks that aren't too expensive, yet not at all cheap. If you're the kind of man who is often even tempered, and tends to play the middle ground in life situations, then $100 and under Cufflinks is the perfect middle price to pay for you.