If you're using ASP.NET Core, this is built into the most recent 2.1 release - local dev cert as well as HTTPS redirection middleware and HSTS in development.

https://blogs.msdn.microsoft.com/webdev/2018/02/27/asp-net-c... https://docs.microsoft.com/en-us/aspnet/core/security/enforc...

As the letsencrypt article points out, you want to start building and testing with HTTPS as early as possible, so this is all wired up as part of creating a new project with ASP.NET Core 2.1.

[disclaimer: on .NET team, Nazgûl]