Since my DS was 8 months old, he's been going to nursery. He goes 4 days a week and fast forward to now, he is 3 years old and still cries nearly every single day at drop off. It's almost become routine. We took him to the pre school for a visit where he'll be starting soon and he clung to me and sobbed the whole way round. The guilt I feel not spending as much time with him as I would like is made so much worse by this response he has to these places.
Anyone, does it get better? I was a crier too! My mum remembers taking me crying my eyes out to school when I was as old as 8. Admittedly, I still usually get that pang of anxiety when I leave for work every morning.