It had been a few weeks since the handyman stranger (Tom - according to the email he scrawled on a wood scrap) introduced my mouth to his truly massive dick. I nearly got tennis elbow replaying that meetup in my mind... multiple times a day. I knew I would get with him again, but after my first chat room hookup, I found myself online every day looking for my next teacher.
I was attracted to Tom's online direct approach. When we met, I was obviously floored by his giant curved cock. I had a limited sample size for comparison, but let me preach about Tom's stunning penis.
His flat hard stomach led down to a ginger patch of hair. Hard cock seemed to erupt from his crotch. It was wide at the base, slightly flattened through the length of his shaft, and barely get around than a golf ball. The skin on his cock stretched tightly around his shaft with massive veins laced along his length. They were full and raised and showed dark purple through his pale, almost translucent skin. His urethra was as thick as a pencil and ran along the underside from his balls to the bend like the keel of a ship, inviting your tongue to trace his lines.
His cock's most alluring feature was the substantial downward bend that began about 5 inches from the base of his 10 inch cock. His head was firm like a plum, nearly as big and flushed reddish when it was full. It's almost as if it was designed to feed into a throat, but only just, and with maximum effort. He wielded it mercilessly, and I was hungry for it.
The most unexpected turn on for me though was our age gap. Tom was easily twice my age. That alone begged me to fantasize about older guys. Something hot and twisted unlocks in you when you've sucked a man's cock that was old enough to be your dad's.
So there I was in an empty house on a Friday evening after work. My roommates were all out already "chasing skirt" as we called it. I logged on to the internet and opened up MSN chat. I entered my age/sex/location with my first post (as you did back then). Almost everyone in that room was older and male.
As I sat there at the computer thinking about "old Tom", I started thinking about how when he was my age, I hadn't been born yet. Naturally, I started working out how much older of a guy I could hook up with for some extreme age play. I was 21. I wondered if I could tempt a guy that was 3 times my age (since I didn't hook up with a 72 year old when I was 18 for the "Four Times My Age" merit badge).
I saw a guy pop on that claimed to be 65 and in a suburb that was pretty near where I stayed. I decided to chat him up privately.
"Hey there. I'm 21, white, 6', average build, and about 15 minutes from you," I said.
"White, 65, 6", horny, and into role playing. Do you like role playing?" He replied.
I really didn't know what role playing was. I kind of thought it meant something to do with costumes.
"I don't have much experience," I said. "But I love cock and hate saying no." I figured I'd be kind of vague and see if he was interested. It was just chat, so I could click away at any point.
"Can you come over now? I'm alone, and I would like some company." He sent me his address.
"I can be there in 30 minutes," I said without thinking. My own cock instantly sprang to life in my pants. "Fuck it, why not?" I told myself and jumped in the shower.
I pulled into a newer apartment complex about 20 minutes later, located his apartment, and parked my car. I took a deep breath, applied a bunch of chapstick, walked up to his door, and knocked lightly.
The door opened and before me stood a silver-haired clean cut looking fellow in slacks and a cardigan. He was the classic image of "everybody's grandpa". He invited me to follow him into his living room and offered me a glass of water. Being a young idiot, I accepted it and drank it down without a thought. I just wanted my pasty mouth to go away. He was so nice and inviting. Then everything changed.
"Do you have my fucking money," he barked at me.
"Excuse me," I said confused and a bit nervous.
"I want my money bitch!" he continued.
