Aww..... He's a cutie pie. Some pets are just "with" us. My first cat was an indoor-outdoor cat and I don't regret it. He was a cunning hunter he would have been miserable otherwise. An all black cat I decided to name 'Midnight." He was my companion so much of the time, he was smart as all get out and well, just SOMEHOW more than a cat.
One day he didn't come back and the vet called us. He got hit and run but someone found him and scooped him up and brought him in. He was paralyzed in his back legs so I would trot over to the vet, and he was SO miserable. The vet said he wasn't eating so I would grab his food and he would lick it off my fingers. He was just.... "I'm doing this for YOU Anna, this deal ain't working for me." The vet offered to "Open him up to take a look at his spine to see if it MIGHT be fixed for like $1500 K. I didn't even blame them for turning it down that is a TON of money for not very much results and four kids. He was put down but I got to be there and I am pretty sure peace came into his eyes (and freedom) just before they closed, instead of suffering.
I replaced him with the handsomest, prettiest kitten. His name was Parker, he was fun but about as dopey as a brick. He did not often leave the yard I don't think "Free range I am going to EAT something great" was really in his repertoire. LOL. He was all black and white in the craziest patterns, but he was more like a living stuffed toy, in the
sense of "super lazy" but he for SURE was no Midnight, although I did spend a lot of time laying in the sun and well, I would lay there petting him.
Some pets just call us. I still miss that cat but if I had curtailed his freedom I think the life he had would have been longer but FAR more miserable.
IDK I'm not big on telling cats who and what they have to be. They don't like it.
I am pretty sure my cat will be there to welcome me, and I will be full of DELIGHT. Not the other ones really they can do what they'd like but Midnight will run up like a streak of black lightning and it should be a joyful reunion.
Lots of love to your yes, very very tired guy. He will be happy if he knows he has your permission. That is how it goes, I'm so sorry I know you'll miss him.
Anna
Monk will always have a place in your heart.
Make sure you skite your head of that you successfully sexted your bunnies 
