My Papi

“That lucky kid! Losing it to a stud like you!” Nick said the next afternoon in my bed after I fucked him. We get together around our schedules, no charge of course. “He met with me and said he was a bottom. Naturally, I thought of you and suggested that Charlotte make an arrangement.” “Thanks for the recommendation.” “Charlotte says he’s glowing!” Laughed Nick. “I aim to please. He’s coming back tomorrow.” “Nice.”

“Oh, fuck! You’re becoming a great cocksucker!” William was nude between my legs the next afternoon worshiping my manhood. “Oh, that’s it.” I wanted to build his confidence and make him feel that it was okay to be what he was. He may be white royalty going Yale, a fancy family and lots of money but deep down craved bitching out for a guy who’s all man and who talked dirty. I tossed a condom and a bottle of lube at him. “Get me ready to fuck you.” He shakily ripped it open and after he lubed me stretched it over my hardon. He poured lube on my dick. “Now do your hole and finger yourself.” There he was squirting lube in his crack and playing with his ass. “ Great, now get on the bed and get on your hands and knees and spread that pussy for Papi.”

William was in my bed ass up. I slapped the sides of ass and shoved my dick deep in him fast. He was ready to get dicked rough. I brutally fucked him doggie and he was so into it sobbing and carrying on. He blasted all over the plastic sheet. Pulling my jacked up dick out of his ass made a big pop sound. I went to the couch, sat and spread my legs.

“Finish me off with your mouth.” He got off the bed, walked over and knelt between my legs. He pulled off the condom. He put my slick dick in his mouth and deepthroated it and did my balls like a pro. “Here you go…” I shot heavy and he chugged down every drop. I was exhausted. I put a lot in to this. He rested his on my thigh as my soft dick and balls rested on the couch. He was sighing.

To further William’s education, I arranged a few special sessions with my father and uncle in attendance. William was in heaven having three hung Latin men to serve at the same time. He may be high class, but he was happy to offer up his holes to a UPS driver and an ex-con.

I saw William a few times a week until he went back to Yale. Then he’d take the train in every Saturday. We’d always just get down without much small talk. I understood. We had an intense physical and physic bond and he had other concerns than chatting. I got an email from Charlotte asking me to come to her office.

“I wanted to meet you and personally renegotiate this arrangement” said William’s mother Amanda who was in her 40s and as elegant as her sister. We were in Charlotte’s office and she was sitting at her desk as Amanda and Isat on a couch.

“My son is a changed person. His grades have improved and he’s more animated due to your efforts and we are all most appreciative. Prior to your involvement he was listless and despondent.  He is the only son among my four children. A lot is expected of him and the pressure on him is so great. My husband and I are enlightened and forward thinking but there are profound obligations that outweigh personal considerations. The school term is ending, and William will be working in the family firm in Chicago for the summer. There was the thought of finding someone local to fulfill his needs, but he was adamant about you. Therefore, this proposal is offered. A first-class plane ticket to Chicago will be provided for a flight every Saturday morning and a room will be reserved in a five star hotel for your rendezvouses with William. The similar return flight will be at your convenience. Taking into account that you would have to divert your focus, your fee would be quadrupled during this period. In the fall when William is back at Yale, your current fee would be doubled. It’s crucial that he gets to graduation without any distractions. After that, we’ll examine the future. Should you have any issues at all please inform Charlotte and those will be attended to.”

“These terms and conditions are satisfactory.” Holy fuck! I hit the jackpot!

“Wonderful” Amanda said as she extended her hand that I shook.

Over the next three months I got to know Chicago as I flew there every Saturday to hook up with William at a fancy hotel. Sometimes I’d fly out that night and sometimes I stay on and fly out Sunday morning.