I have followed this example from the documentation regardingCustom Routing, and it works quite well for me: https://our.umbraco.com/documentation/reference/routing/custom-routes

However if I edit the node in Umbraco the changes does'nt kick in when I render the page via the custom Url. (I do see the changes when using the default Umbraco Url though)

Is it a bug, or do I miss something...? - my files are listed below :-|

RegisterCustomRouteComposer.cs:

using Umbraco.Core;
using Umbraco.Core.Composing;
using UmbracoVIII.Core.Components;
using UmbracoVIII.Core.Controllers;

namespace UmbracoVIII.Core.Composers
{
    public class RegisterCustomRouteComposer : IUserComposer
    {
        public void Compose(Composition composition)
        {
            composition.Components().Append<RegisterCustomRouteComponent>();
        }
    }
}

RegisterCustomRouteComponent.cs:

using System.Collections.Generic;
using System.Web.Routing;
using Umbraco.Core.Composing;
using Umbraco.Core.Models.PublishedContent;
using Umbraco.Web;
using Umbraco.Web.Mvc;
using Umbraco.Web.PublishedCache;
using UmbracoVIII.Core.Helpers.Urls;

namespace UmbracoVIII.Core.Components
{
    public class RegisterCustomRouteComponent : IComponent
    {
        private readonly IUmbracoContextFactory _context;

        public RegisterCustomRouteComponent(IUmbracoContextFactory context)
        {
            _context = context;
        }

        public void Initialize()
        {
            using (var cref = _context.EnsureUmbracoContext())
            {
                IPublishedContentCache umbracoHelper = cref.UmbracoContext.Content;
                IEnumerable<IPublishedContent> categoryListing = umbracoHelper.GetByXPath("//categoryitem");

                foreach (var item in categoryListing)
                {
                    RouteTable.Routes.MapUmbracoRoute(
                    name: "CategoryItem-" + item.Id,
                    url: UrlHelpers.GetCategoryItemUrl(item.Id).TrimStart('/'),
                    new
                    {
                        controller = "Categoryitem",
                        action = "Categoryitem"
                    },
                    new CategoryitemHandler(item));
                }
            }
        }

        public void Terminate()
        {
            //throw new NotImplementedException();
        }
    }

    public class CategoryitemHandler : UmbracoVirtualNodeRouteHandler
    {
        private readonly IPublishedContent _node;

        public CategoryitemHandler(IPublishedContent node)
        {
            _node = node;
        }

        protected override IPublishedContent FindContent(RequestContext requestContext, UmbracoContext umbracoContext)
        {
            return _node;
        }
    }
}

CategoryitemController.cs:

using System.Web.Mvc;
using Umbraco.Web.Models;
using Umbraco.Web.Mvc;

namespace UmbracoVIII.Core.Controllers
{
    public class CategoryitemController : RenderMvcController
    {
        public ActionResult Categoryitem(ContentModel model)
        {
            return CurrentTemplate(model);
        }
    }
}