You may think you’re all mature adults and that you and your friend can handle sleeping together. You’re not some messy ball of emotions who cannot separate sex and feelings. But separating sex and feelings with a guy you just met at a bar, and separating sex and feelings with a good friend, are two different things. Of course, you can separate sex and emotions with a stranger—there are no feelings there, to begin with! But you do have feelings towards your friend. You feel bonded to him. You know him well. You like him as a person. No matter how “chill” you are, you can’t escape the problems that come with sleeping with a friend. Nobody can. Here are the unexpected pitfalls of sleeping with a friend.
What happens when he dates someone?
If that friend winds up getting a girlfriend, then you’re the girl, hanging around in the friend group, with whom he slept. That girlfriend will always wish you weren’t around. You’ll be a problem. Would you want your boyfriend having a friend around with whom he’d slept? Probably not.