Tsuma, Shougakusei ni Naru. - Vol. 13 Ch. 98

[gamria]

What did she mean by "hoping he lives a life full of regrets"?
Did she mean that she hopes if can continue living like this if this makes him happy?

The line said "And I hope that you live a life free of regrets," not "full". I believe you've misread

 

[TheKingthemanjeff]

ow he just got burned hard

 

[luigiymario2]

I'm sorry teacher bro, but you have to face reality and start living without regrets, meet her and move on bro!