First edging

At 14 Kenny and I were jerk off buddies just mutual masturbation with quick orgasams. I had loaned him $50 and i told him he didn't have to pay if I could do something with him. He asked what.I said you have to lay on the lounge for a half hour and let me do whatever i want with you.He agreed as $50 was a lot back then. I told him to get on his back after which I secured his hands and feet to the four corner legs.Then i pulled up his tee shirt and un did his pants and pulled them down below his knees.he ws wearing the usual white hanes boy briefs and i noticed his bulge was growing already.I lightly stroked his penis through the cotton working the whole length at first. As he hardened i adjusted the dick to a diagonal with the head near the front opening of the briefs.Now i varied my strokes from long to circular caresses to the glans and frenulum.This soon produced spot of clear fluid on his undies. I coaxed some more pre cum out and put it on my finger then my lips. He moaned. I looked at my watch and saw I had only 10 min left so i opened the front of his briefs and got his dick and then his balls out and exposed.I proceeded at my pace retracting the fore skin carefully, varying my strokes and lightly tickling his balls .I'd jerked him off enough to know when he was about to cum so with the 30 min mark coming up i gave him short strokes with a finger on the pre cum covered frenulum .His dick twitched and his thighs contracted and he spurted the first of many gushers. While I didn't give him a ruined orgasm i finished more lightly than he was used to and he whimpered a little. He was always a big cummer but this was a new record. I got a towel and wiped the cum off his belly and chest, put his dick back in his briefs and untied his hands and feet. we did this many times in the next few years and he participated free of charge.