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I have experience with this. There is nothing damaging about co-sleeping occasionally. The risk is either of you becoming dependent.
A 27 year old single mother, if I had to guess, doesn't plan on staying single forever. At some point a significant other, once properly introduced, will be staying the night and your son should not be a part of that.
The other issue I see here is "it's kind of nice not having to sleep alone every night." This does not strike me as healthy, especially when he stops co-sleeping.
Ultimately, you are the adult, and you are the caretaker. I would highly recommend getting your son a regular therapist to guide you through this.
What's wrong with that statement? I feel like I prefer not sleeping alone as well but I don't have a problem when I do it.