One thing I will say here is that you dont need an 'exit strategy'. Sadly there is s o much pressure from society to put a time limit on how long you will nurse for. well meaning family and friends always ask "how much longer?"
But that is so unfair because then you start to feel a bit odd about it all and start to wonder if you should give up nursing.
Dylan doesn't look veyr old - is he? I dont think there is an answer to how many times a day and for how long and so on...... I would say just do it and not think about it ... one day you will realise that "oh he has nursed less this week" or something like that.

This is what happened with my 4 ..... I nursed Ashley my eldest son till he was past 2 - after about 18 months he just nursed at bedtimes and first thing in the morning. I didnt use any technique - just let it drift to an end KWIM
Hollie was 2 plus and it just came to a natural end - I didnt even think about it or use any technique ... it just petered out till one day weekshe was nursing for about 4 seconds only each time and I knew that was the end.

Ellis went on nursing strike at 9 months for a week and by then he had taste of formula milk and he never really went back to the boob ... I also tandem fed hollie and Ellis with Hollie lasting 5 monthsmore than Ellis.

And Summer - I am still nursing serveral times a day.

__________________