The boy I've had the pleasure of dating for five years spent three of those years working on a golf course as a caddy. Throughout those three years, I realized what it meant to date a caddy.
1. Long commutes and schedules.
First things first, they probably make long commutes to the golf course they caddy at, and have unpredictable work schedules. He or she may arrive at their course on what may seem like a gloomy, rainy day, but it will turn out to be the sunniest of all days. So, scratch those impromptu plans you made because your boyfriend/girlfriend's caddy master just assigned them a round. Due to their schedules, date nights become a little more difficult. Their day starts at 7 a.m. and ends at 5 p.m., not too bad, right? But that long commute is about another two hours with traffic and by that time, forget it, just go to sleep.
2. They always, always, always carry cash.
When you do manage to go on one of those date nights, every bill is always paid in cash. It seems as though golf courses don't believe in direct deposit because their caddies are always getting cash payments. If you visit the same restaurants, the waiters are bound to think that your significant other is involved in some type of illegal work because of the mere fact that they only ever carry cash.
3. Long days spend on the golf course = tan.
Those long days spent on the golf courses gives your significant other one nice, bronzy tan. When you stand next to him or her, you realize how much tanner he or she is in comparison to you. This may not be a big deal to many, but for me this is heartbreaking. In the summer, I love being tan and it is actually quite depressing when your boyfriend has a better tan than you...even if it is a farmer's tan.
4. Do I have to watch this PGA tournament?
The worst thing about the person you're dating being a caddy is that they become interested in the sport of golf. This then becomes yet another bullet point to add to their list of hobbies. Do you know what comes with that list? Expectations. Since golf has become one of their hobbies, you're expected to learn a bit about the sport and even worse, enjoy it with them.
5. Long shopping trips to Golf Galaxy, Sports Authority, etc.
And on top of that they take you to Golf Galaxy or Sports Authority in search of the perfect clubs. This is the worst part. Be prepared to cancel all prior plans because you'll be there for quite a while. And just when you think he or she is about to walk to the register and pay...they turn right back around and start looking some more.
6. Do I want to go to the driving range? DUH!
Something you get used to over time is the driving range. This is the funnest place any golf enthusiast can go, even someone who isn't that into golf (like me) can have some fun there. Keep in mind when your significant other says he or she is only going to buy one bucket of balls...he or she really meant three. I guess practice makes perfect, and after all that practice, the first time you actually hit the golf ball is such a thrill. BUT, when you hit it to a 100 or 200-yard marker, the exhilaration makes you want to go back again, and again, and AGAIN. At this point, you begin to understand your boyfriend/girlfriend's obsession with the sport.
7. Caddying pays off in the end.
Overall, the best thing to expect from dating a caddy is for them to be blessed with great and endless opportunity if, and only if, they work hard in both school and at work.