PLEASE HELP! 4 yr old NEUTERED Male cat crying CONSTANTLY to go outside

My cat of 4 yrs old is driving me and my family insane, to the point I just dont know what to do anymore and my mom talks of giving him away. (Though I would NEVER do that and I doubt many people would be able to put up with his many demands)

He was a feral kitten hiding under my porch when I first found him and took him in, he was apprx. 5-6 weeks old.

He didnt get neutered until 10 months old and I know that is a bit late, and Im wondering if that factors into why he constantly craves to be outside. Also he still marks places outside, and sometimes sprays a little when you pick him up sometimes, but its more like an automatic thing, I dont think hes intending to do it. But does still spray when hes outside and i think senses a stray female around.

He cries alllllllllllllllll day long over and over again, so persitent and loud moans and meeeoouurrhhhs. It annoys me but his crying makes me sad too.

I personally hate the fact that he wants to go outside and Ive tried almost everything. I put him out on a harness and leash, Ive even recently finished building him an outdoor CAT HOUSE! Which he doesnt even use! ARGH! Its like nothing is good enough for him unless hes outside running free and hunting. Which is another big reason I dont want him running free, not to mention other dangers. Note: (My house is the only one on a dead end street, secluded with no through traffic, so i dont have to worry bout cars)
Anyways For one I dont want him to kill anything and he can get sick and catch worms and etc..

Im at my ends here, I absolutely adore my cat, but this crying and outside thing is a big problem, hes actually still crying right now as Im typing this and its 3:45 in the morning!! Running back and forth from rooms window to window UGH.
He is crying more lately because there is a female cat around, but even before he still cries almost as much.

Its so bad that every year I cannot wait till Winter comes cause then I know he will shut up and not want to go outside in the cold and deep snow, only time the house ever gets peace and quiet.

So I am literally BEGGING ANYONE please please give me some advice or tips.

I know there is this product called Feliway or something, its supposed to calm down stressed cats. A plug in that releases phremones? I think.

Do you think that could help?

Thank you so much everyone in advance. I appreciate ANY help.

The problem is the female, more likely there are other strays/ferals wandering your cat's territory. It is not unusual for fixed cats to spray. My cats do it when there has been an intruder on the property. 

Since you seem to let your cat out during the day, is it possible to build a fence around your house or a large cat enclosure so your boy does not wander far? You can also look for natural cat deterrents to be placed at the boundaries of your property to deter other strange cats to enter.

I HAVE built a cat enclosure.
And even when the other cat wasn't around he still has ALWAYS cried constantly to go outside.
He acts like he isn't neutered.
I don't know what to do
I feel like I've tried everything

In my first post I mentioned the cat enclosure, and hoped it would resolve the problem, he doesn't even go in it just ignores it, if the rare times he does go in it, it just seems like it makes him want to cry more to go outside and runs to the front door whenever anyone goes outside.

I'm going through a similar thing. Except where I live we can't let the cats out due to the busy streets around, and bylaws etc. Plus one of my cats has a contagious disease.

We leash trained them, which is great, but now they expect it every day. When I don't take them out, one of them (the sick one) will spray my furniture and curtains, pace back and forth for hours on end, and howl. 

So I have to either commit to consistently walking them every day for about 10 -15 minutes each, or put one of them on medication (the one that sprays). Realistically, if he continues to spray despite daily walks, then I'm out of options and he'll have to be medicated. 

We've tried everything too. We built a catio, which the cats go in for a couple minutes at a time and then pace back and forth from the front door to the back door. And I've tried spending loads of time playing with him, petting him, etc. but all he really wants is to go out!

There is also a stray cat visiting and spraying our back deck which is stressing out the cats. I also wanted to buy Feliway to put in the room facing the back deck to calm them down when the stray is there. But a friend of mine who is very cat knowledgable insists that the product is an expensive piece of garbage. That you'd have to put one in every plug in the rooms they spend the most time in to be effective, as the spray from the diffuser doesn't spread out very far. 

I think if I was you I would just let the cat out. You are very lucky to live on a dead end street. Yes, he'll hunt mice and birds but at least he'll be happy, and so will your whole family.

Your other options would be to build a fence around your back yard and have it cat proofed. You can get special sharp edges on top of the fence so they won't jump over. Probably quite an expensive thing to do though. Or you could build a much larger cat enclosure accessible from one of your windows so he can go in and out as often as he wants. If it's your own house, then there are so many options on how to design the enclosure. Long tunnels leading to a large cage at the end of the yard or something.

Or you could try taking him out for long walks. You could see how he is if you go out for half an hour with him. But again, you'd have to commit to doing this every day. 

You should also probably have him checked out at the vet to make sure nothing is wrong with him. If he's fine, and you've tried walking him every day and he's still howling, then the vet could prescribe a calming food or medication. 

Please don't let the cat out to roam. Even though you live on a dead-end road, it is very dangerous for him to be outside unsupervised. Along with being attacked by animals or birds of prey, there are diseases and parasites that he can get.

Sara457 A fence with special sharp edges is also not the answer. The possibility of a cat getting severely hurt would outweigh everything else, in my opinion. Think of it like this: Would you put up razor wire to keep your children in your yard?

catspaw66 said:

 
Please don't let the cat out to roam. Even though you live on a dead-end road, it is very dangerous for him to be outside unsupervised. Along with being attacked by animals or birds of prey, there are diseases and parasites that he can get.

Sara457 A fence with special sharp edges is also not the answer. The possibility of a cat getting severely hurt would outweigh everything else, in my opinion. Think of it like this: Would you put up razor wire to keep your children in your yard?

Click to expand...

Sorry, I didn't explain the fence properly. It's totally safe, I meant something like this 

http://www.purrfectfence.com/

Obviously I wouldn't recommend anything that would harm an animal in any way.

I was hoping you meant something like that, but I reread your post 3 times before calling you out. I'm happy you explained quickly. Have a good day.