&gt; it would have been a lot of work for her to go in and delete all her replies on the iMessage

Sure if she had to cover 2 years worth of tracks in one shot.  If she had been deleting the incriminating messages as she went it wouldn't be a big deal, and that's pretty standard procedure for a serious cheater.  Though you'd think she'd have at least found a way to hide the dick pics if she were that savvy.  

&gt; I looked at her Facebook and it shows she blocked him on there this time last year so it checks out.

Where do you see this on Facebook?  I have a few people blocked but it doesn't show when they were blocked?

I don't know, man.  I'm a highly suspicious person so take that into account, but 2 **years** of dick pics and the best reply she had was basically "heh"?  What would her reaction be if chicks were sending you their tits and you just tried to keep it business as usual with them?  Maybe y'all are just more open than I am.