in my earliest, pre-hobbying, but all so horny days, I paid a number of visits to places where you could please her with a Tootsie-Pop or Dum-Dum in your mouth, stick end, while I beat off.  I remember one special lady who came in every session of this, boy that candy was sweet afterwards!!!  However, there was no real sex, house rules.

I hope this the current definition, but I don't think I've ever seen CIM, or BBJB, or CBJ reffered to as a lollypop.

Wow!!!  Hasn't the hobby cum a long way!!!

Taken out of context, it is hard to say for sure.

But I have seen ads on CL where it is a reference to either a BJ or the male anatomy ("I love lollipops!") and also where it refers to the cost of a session ("60 min for 150 lollipops").