Sorry your post hasn't been answered.
Sounds like you're making lots of progress.
In regards to him becoming dependant on you to arrage his lovies... is that something that he asks over and over again? If it isn't then personally I would just do it once and leave. Isabella does something very similar... its like a ritual she has... as soon as I leave her room, she will ask me to blinds up and I "have" to respond "No Bella, if I put the blinds up, the sun will wake you up". Then the next thing is for her to ask me to put her heater on a little bit louder... to which I "have" to respond "Sure Bella, I'm going to put your heater on louder". I swear to you.. if I don't respond to those things and just leave her then she'll stand at the door and cry because I didn't answer her. But.... at the very begining when we were at the start of the transition, she was asking me to fix this and do that... so slowly over a few weeks what I used to do during the day is role play with her... and give her the chance to try and do things herself. One of the things she would always ask me was to cover her, to give her a drink (her water bottle is right by her side) and to wipe her nose (her tissue box is also by her bed). So during the day I would ask her to show me how to cover herself, show me how to drink from the bottle and show me how to wipe her nose. Then we'd talk about her being a big girl and being able to do these things on her own at night. And finally when she'd be tucked into bed and she would then ask me to tuck her in, etc.. I would stand at the door and say to her "show me Bella how you can do it yourself" and I would wait by the door. Then a little cheer and "hooray"... and that was enough to give her the confidence to be able to tuck herself in, etc.... Now... the phrases that I mentioned earlier in the post I don't think I'll ever be able to end... so I am happy to have her ask me the same thing every night and for me to answer her just so she can go to sleep.
With the cuddle... we get that too. She always wants a kiss just when I leave. Personally I just go in and kiss her and thats enough for her. Also I remember at the start when all these requests were coming.. I drew out a chart of our bedtime routine and I would draw a plate for dinner, a bathtub for bath, a toothbrush for brushing teeth, etc... and maybe you could try something like that and get him to tick things off as you are doing them???
Hth a little
Layla