Don't even try to entertain him 24/7, it is impossible. Right now, he is testing you to see how far he can push you. What will you do for him? You have to set the rules and the boundaries. You need to make sure you are budgeting for YOUR life first. Inmates have a way to make the loved ones outside feel pity for them. Just remember that inmates have all day and night to think. Inmates are very creative

if you have his login creds, you should be able to get in there

yes and yes

The 23-hour lockdown is real, but some cells have a payphone in them. If that is the case then there are no limits (except the prepaid money on their books).

yes

20 years! WOW, you are the "ride or die" girl. Think about the world 20 years ago, cell phones had no texting. The internet had no social media. Technology will shock him. He is going to take some time before things can go back to a normal relationship like before.

There are only a few places an inmate can spend money on, but be mindful that everything is super-expensive. starting with the phone calls... In my first month away, my wife spent over $6000, which translates into a lot more than $500/wk. Commissary is another area where an inmate can spend $200/wk easily if it is in their account. If there are daily fees from the jail, medical charges or fines, they could be debited from the inmate's account, too.

Send him a sexy picture of yourself (no private parts showing) and tell him how you feel

They come from Florida and California through an automated system. They are mailed from these places because that is where they are produced

There are calendar spots with a limited number of spaces available at the times that your inmate is allowed to have video visitation. You will have to find another suitable time that works for you both.