Dating a bisexual can be a really intimidating thing. Are they constantly checking out everyone? Will they eventually leave you when the realize what they actually want? Well, for starters, no and no. Dating a bisexual can be just like dating a Catholic, a race car driver, or a brunette. That is, it doesn't really matter. Read on to. Dating a bisexual guy can have its own set of ups and downs. Here's what you should know to make sure your relationship with him runs smoothly. 2. mai - Dating is hard enough, but sometimes it can be difficult to date someone with a different sexual orientation, especially someone who's bisexual. After all, you likely haven't experienced the same lifestyle as your SO. Whether you just started dating a bisexual girl or you aren't sure which questions are.