I was twenty at the time and had started college in another town. I had rented a room with the Summers-couple. They were a very nice pair in the early sixties and lived very centrally. He was tall and in great shape for his age, with tight cropped hair and a broad chest, and not too big a belly. Mrs Summers was also tall with long flowing grey hair and a wide sensual mouth.
I was not so muscular back then, but rather slender, with long brown hair and no facial hair. In short, I looked quite feminine.
Soon enough, Mr Summers discovered that I was into men (and women), and he decided to take advantage of it. He had me watch a gay porn movie with him, and then offered me a little rebate on my rent for "a little help here and there".
Soon after our first little 'encounter' he came into my room one morning - without knocking.
Mrs Summers was still working, so she usually left around eight. Mr Summers was already retired so he had a lot of time on his hands. He had been a senior manager of some export company he told me. He was in good shape for his age. He came in wearing only his thin short black morning gown.
"Good morning my toy boy," he greeted me.
His words made me instantly hard. He stood tall above me, and he let his morning gown fall open, so that I could see his huge but still only half-hard cock.
He smiled as I look at it, and I licked my lips.
"Does it turn you on Ted?"
I just nodded.
"Show me!"
I threw off the blanket, and as I a sleep naked he immediately saw my rock-hard cock.
"How many times can you cum in a day Ted?"
His question surprised me, and I weakly answered;
"Eh, maybe three - four times I think ..."
"Good, then I want to see you masturbate for me, right now and into this cup."
I was so aroused that I immediately took the little plastic cup from his hand and started to masturbate. He watched me as he leisurely caressed himself, standing above me. He was fully erect now and hummed as I caressed myself. I had never been watched as I masturbated, and this was both new and exciting.
It didn't take long before I exploded and filled up the cup. As I calmed-down I looked up at his smiling face.
"Thank you ToyBoy. That was very nice to watch," he said and took the filled little plastic cup from my hand.
"See you in the kitchen, and then you and I are going on a little adventure tour."
He left, and I got out of bed on slightly shaky legs. I showered and dressed in a pair of slacks and t-shirt and joined him in the kitchen. He had also dressed but in a light grey suit. The plastic cup with my cum stood in the middle of the kitchen table, with a lid on top. Next to it was a quite large silver but plug.
He served me coffee and we drank it in silence. He closely watched me, and finally said;
"I want to introduce you to some good business friends of mine. They may be useful to you one day and they have quite a lot of influence here in town and beyond."
After silently drinking our coffee, he handrf me the but-plug and the plastic cup.
"I want you to wear the plug for me as we go out, it would be such a turn on. Will you do that for me?"
I looked at him and blushed. I nodded and put the plastic cup in the pocket of my thin summer jacket, pulled down my pants as he watched me, made the but plug wet by licking it, then turned around and pushed it in. He chuckled, and we left the apartment in silence. , The plug felt cold and big inside me, making my cock half hard.
As we ride the elevator down, he stands close to me, and I feel my arousal rise. We step out to a waiting taxi and depart. As we drive along, sitting in the back seat, Mr Summers puts his hand on my thigh.
I try to ignore it but ever so slowly he moves his hand higher and higher. As we stop at a red light at a central square of the city, his hand is on my crotch. The taxi driver turns towards us to ask for the payment and his mouth falls open as he sees Mr Summers massaging my cock through my pants. Mr Summers pulls out his wallet and gives it to me.
"Better pay the taxi-driver ... with money Ted ..."
I blush and open the wallet and take out the cash, as he massages me. I hand it to the dark coloured taxi driver. He smiles a broad white smile as he takes the bills.
"Next time, maybe I can get some tip" he jokes.
"Yes, maybe ... George," Mr Summers laughs and pats him on the shoulder.
We step out and he walks ahead of me up to a smart office building. We step through the revolving doors and are greeted by a young beautiful receptionist.
"Hi Alicia, we're here to meet Mr Armstrong."
"Oh, hi Mr Summers. Yes, he is waiting for you in his office. 11th floor."
"Thank you!"
He takes me by the arm and lead me to the elevators. We ride up in silence, with some five other people. We stand close, and my heart beats faster, as I wonder what awaits me. I look around at the office workers, all focused on their days work, and not knowing what I am wearing in my but.
We finally reach our floor and step out. The view is impressive, and we make our way through an open office space, with lots of people on the phone and hacking away at their computer screens. We pass a few meeting rooms and arrive at a large wooden door. Mr Summers knocks on the door of the corner office and opens it.
