In the period between Christmas and New Year I attended a series of meetings between my company and a prospective lucrative customer. I'd taken the place of a colleague as his wife had gone into labour and subsequently their child was born. The last meeting took place at a hotel set in a country estate. Nearing the end of the meeting our customer who I'll call Bill, asked my boss if I could leave them alone for a while. I did and took a stroll outside in the cold air. Walking back in a few minutes later only my boss was still sat there. He asked me to sit down and then said, and I remember what he said as if it was five minutes ago "Bill has gone to his room, he'd like you to follow. If you do and do as he asks and wants, you'll be ensuring many jobs will be still be there after the New Year, and as for yourself, you'll be getting promoted". As I was about to ask what Bill would want, my boss added "Bill enjoys younger men if you know what I mean". My boss walked out and left me to think about what he'd just said. I knew jobs were on the line if we didn't get the contract, I also knew I'd find it hard to have sex with another man. Thinking of my father as he walked into our home as I was about six, I remembered how dejected he was after losing his job. I also remembered the half uttered words of "I might aswell be dead".
The slow rise of the lift upto the floor Bill was staying on was toture, as was waiting outside his room for the door to open. Walking in I asked for him wait a minute and text my boss "Do not fucking tell a living soul, EVER".
I told Bill I wouldn't suck his cock, but his smile told me he wanted me to. All the same I did get undressed as Bill took off his bathrobe to reveal an already erect cock. Asking me to lay on the bed face down, I felt him get in between them and then felt the warmth of his breath of my arse cheeks. Moments later Bill was tonging my arsehole and I if I'm totally honest, began to enjoy the feelings his tongue was giving me. I tried as hard as I could not to get an erection but it didn't work and as Bill put a finger inside my arsehole I almost came. Not one word had been spoken since he asked me to lay down, so when he said "I'm going to fuck you now" I nearly jumped up and told him to fuckoff. The sound of him putting on a concom will live with me forever, as will the feeling of his cock pushing past my sphincter muscles. It hurt like holy hell and as I was about to cry out for him to stop, Bill said "The jobs are safe". That's what did it for me and I lay there excepting my anal fucking fate.
Bill wasn't gentle with me, because he knew what was at stake, so my first ever anal fucking was painful all the way through to him filling the condom inside me. The second time and there was a second time was an hour afterwards in the shower. He'd asked me to suck him to hardness as he'd sucked my dick until I'd filled his mouth with my seed on the bed. The feeling of his fat cock on my tongue almost made me puke, but I carried on until his dick was fully erect. Rolling over I thought he wanted me on the bed. Moving us both over to the shower room I leant against the wall as the water flowed over us both. Then in one long easy movement Bill entered my arsehole for the second time. It was far less painful and my arsehole seemed to accept his cock with a willingness that surprised me. As Bill began to fuck me, holding me by my shoulders, I began to enjoy the feeling his dick was giving me. hearing me moan with pleasure was the cue Bill was waiting for and on hearing me he started to hammer into my rear hole. I took his thrusts with a new sense of longing and also a growing need for him to be deeper inside me. By the time Bill was fucking as he had on the bed earlier, I was practically begging him to thrust hsi cock into me harder and faster.
There was no condom this time, and I felt every spurt of his cum shooting up inside of me as he banged away at my arsehole. Spent Bill leant against me abd asked in a shuddering voice if I'd stay over with him.
Before I finally fell asleep I text my boss to let him know we'd gotten the contract and I'd make my own way back home. Bill fucked me twice more that night and I empted my load up a mans arse for the first time. The contract secured I congratulated myself for ensuring people kept their jobs and I also thanked myself for learning how to enjoy the full company of another man.
I've taken my promotion and our lucrative contract has gotten even more lucrative, safe guarding many jobs. It has also meant I've met Bill outside of work and have begun to realise I now enjoy a hard cock fucking me just as much as I enjoy fucking my girlfriend.