In some cases, when coworkers or other superiors suspect that something is going on, they may report it to the Human Resources department. This is probably one of the biggest and most important things to be aware of when your boss is also your sugar daddy. A lot of employers have strict rules forbidding relationships between coworkers, especially bosses and employees. If you get caught, you may both find yourself on the receiving end of disciplinary procedures because of your office romance. Of course, this doesn’t really apply if your sugar daddy owns the business, but that doesn’t mean other employees won’t be upset. Given the current job market, it is a good idea to check the company’s policy and put the welfare of your career and position ahead of any feelings you have for one another—unless, of course, you are both sure that your feelings are serious.
Before you decide to go ahead and take the risk of getting involved with a coworker, ask yourself if it’s worth it. Are you sure that it’s more than just a crush? If you’re planning on pursuing the relationship, it might be a good idea to start looking elsewhere for a job if you can. This may not work in all situations and could be a little difficult with the current job market, but it’s worth a shot given the risks of getting caught. If you are fired for violating a policy, it will make it extremely hard, if not impossible, to use that employer as a reference for another job.
If you have already taken the plunge and are involved with the boss, and if people at work don’t already know about your office romance, try to remain as discreet as possible. Maintain a professional attitude and appearance in the office at all times. It may be cute to kiss in the copy room, or pinch his butt by the bathroom, but it’s better to play coy. Don’t use company credit cards for trips or dates, and most certainly do not use your company e-mail accounts to talk about your relationship—it can all be read and tracked by other superiors.
Dating a boss or getting involved with a coworker is a big risk. If you’re willing to take it and you’re ready for a relationship, then go for it. But always remember, you need to be ready in case your relationship is discovered. As the saying goes, “By failing to prepare, you are preparing to fail.”