I kinda agree with what others have said and thats this guy is monetizing his own sex drive. It can be good and bad. If you're cool with him calling you whenever he wants and you have the money to spend for a session, especially at the massage rate then go for it. I think you may be feeling obligated to meet him whenever he calls. It happened to me before and and if I didn't fee like spending any money I simply said I wasn't available. You see it a lot on hook up apps and even twitter. Cute guys with raging hormones will see someone they'd like to screw and then drop that "generous" line and see if anyone would pay them. Its a win win for them.