Ok, I will keep posted. I thought for sure, that I was sooo close to figuring this out and how much I learned in just a day, still hoping that it's still just one small task in my way...

It sounds that any other solution will not work using a windows as the end point.
During my test, I used a linux box as a ipsec server and I was able to connect my ipad very easily on that server from internet. No issue with udp port to forward (only two ports are needed 500/udp and 4500/udp). However I was unable to find any software providing the same functionality on a windows box.

So you have the choice to open your router using the dmz feature exposing your windows to internet or use an internet router supporting the pptp functionality or run a linux.

I have an extra harddrive on my laptop, should I put Linux on it after partitioning it? And, do I have to keep it running to connect our ipads or only use linux once? If so, I can install Ubuntu in like half an hour. I just dont know a lot about it, the last time I used it was on VirtualBox and before that It was my only system on my computer and I did not like it much (As a primary)

As the linux box will run the server software it must be running as long as you need the connection. Running it inside a virtualbox is feasible but might be more complex if you do not have your interface in bridge mode, meaning directly connected on your network. I know that with vmware it does not work smoothly with a windows host and a wireless connection. Anyway that you run it on a separated hard-drive or in a vm, I believe that this by far outside the scope of this forum.

Google can help you or drop me a private message for some advises.

When your linux is running, you need to install racoon (direct mode). And configure the box as ipsec dialup server: which means configuring one file :-) not rocket science. On you router you need to forward th ports 500/udp and 4500/udp to our linux.
Btw, ipsec are more secure than pptp...just in case you wanna know.

Idk if it helps,
But on my iPad, when using the following connection setup: Incoming Connections setup in Win7 Network Connections, Domain established with No-IP, No-IP DUC installed and setup to my registered domain, Router Port 1723 opened to TCP on 192.168.0.#
On my iPad, I am connected to the same network, but I am also doing this on my 3G on my iPhone, but both have saem settings: (PPTP) Server [My Registered Domain with No-IP], Account [Setup a new user just under the Incoming Connections for me and my friend with the password]
Now, when I try to connect to the server, (With No-IP DUC running) both say "A connection could not be established to the PPP server. Try reconnecting. If the problem continues, verify your settings and contact your administrator".