Hugs!
I would encourage you to try to find a way to get the most sleep for everyone, and stop viewing your child as somehow "working" or manipulating you. He is much too young to be doing that yet, and having that kind of attitude toward your children isn't all that helpful as they get older either.
I used an "Arms Reach Bedside Cosleeper" with all of my children until they were somewhere around a year old. This is like a Pack-n-Play that can attach beside your bed, but it has a bassinet insert and one side drops down so that it makes a continuous surface with your bed. Using that allowed me to respond to my kids' needs in the middle of the night without disrupting my sleep too much. It also allowed room for wiggly babies (my first was a cuddler, my second & third wanted their own space, 4th was a cuddler).
If you already have a Pack-n-Play with a bassinet insert you might try setting it up in your room next to your bed to put your baby in after you settle him for his first night waking. Then you may be able to settle him for wakings after that just by reaching over and patting him. Alternately, one of my cousins put the full sized crib in her bedroom--she just took the drop down side off of it and pulled it right next to her bed.
My two daughters tend to sleep together in the same bed, and ditto with my two sons, even though each child does have their own bed. It is just more comforting for them to have a buddy--though my oldest, who is 9, is starting to talk about wanting to sleep alone--her 7 year old sister isn't so convinced though--LOL!
I also would encourage you to try and help your son to adopt a favorite stuffed animal for bedtime--he's old enough now that it shouldn't be a problem. You might try sleeping with it yourself for a few nights so that it gets your scent on it. That may help him get the "cuddles" he needs.
Good luck!