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"My best friend Henry(28M) has been living with my partner (27F) and me (29M) for the past 4 years and now my wife and I want to downsize and ask him to leave. But he still plans on going with us. Henry started living with us in an apartment we had and then when I bought a house he moved in as well with another roommate. At the time I had asked him to pay me 400$ a month as the other roommate was too. That roommate only lived with us for 6 months and it’s been almost three years and that’s all he pays. He uses all utilities for free and most of the time will eat whatever we make for dinner. Never contributes to any toiletries or odds and ends we need in the house unless asked and has to be in a “good mood” to ask him. Gets very upset over having to help do anything around the house. And takes my car to work when he doesn’t feel like driving his. My wife and I are so tight on funds we’ve had to ask him to borrow and he gets very upset if we can’t pay him back right away. He’s been friends with me forever he’s lost family members and friends since living with us so I feel bad but he’s got such a bad attitude and no initiative and I can’t afford this anymore. I think he’s just got too comfortable. WIBTJ if I asked him to leave? I don’t want to ruin all of our friendship" Another User Comments: "Overall YWNBTA but some of your complaints are off-base. Like, you're the landlord, if you want him to contribute to utilities and household products, just tell him to do so. Don't call him a jerk for not just doing it out of the goodness of his heart. Also, "we borrow funds and he gets upset if we don't pay him back" is not helping your case. I also don't understand "can't afford this anymore." Isn't he giving you $400 a month, which you will have to go without if you ask him to leave? Anyway, like I said, YWNBTA for not wanting your friend to live with you anymore. I think it may be too late, though, for the friendship to be saved." CoverCharacter8179 Another User Comments: "NTJ, it’s time for Henry to spread his wings. You and your wife aren’t responsible for taking care of him. Even if he was contributing what he rightfully should as a roommate it would be fine to ask him to leave because you and your wife need your own space. What can get tricky is how you ask him to leave. It could turn into a squatter situation where he doesn’t leave and stops paying rent. Have you ever signed a lease with him?" Real_Drawing_530 Another User Comments: "NTJ. Keep him from getting your car keys! You would be sued as the car owner if he has an accident. You should have pushed him on his behavior within a few months of his moving in, charged him a reasonable rent and utilities, and when it did not improve asked him to leave 3 years ago." bkwormtricia