A year ago this coming weekend or there abouts, I said yes to my boss, when he said I could have the leave I so desperately wanted, if I sucked him off.
The leave, at very short notice, was to take my girlfriend away on a surprise break to propose to her. I'd prepared everything and even booked flights and accommodation. But I'd totally forgotten to book leave off work, and given a few things that had been said between us previously about possible redundancies, he knew he had me.
At first I said no chance, and left his office. But as the day drew on, I knew I couldn't afford to risk lose my job or face a disciplinary knowing he then knew how bad I needed the time off.
Near to the end of the day, I saw him entering a meeting room usually kept for one to ones as it's quite small. He winked at me and I saw him opening his fly on his trousers. Telling myself, fuck it no one will ever know, I followed him in.
His cock was already out and surprisingly I didn't shy away when I saw it, or when he pressed me downwards to kneel in front of him. His cock looked huge close up and I doubted I'd even get the head of his cock into my mouth, yet opening my mouth and watching him move so his cock slid over my tongue, I did more than take just the head.
His cock eased over my tongue and on to the back of my throat. I'd heard male friends who told me their girlfriends or wives could do it, but I knew my girlfriend couldn't. Even so there I was deep throating my bosses cock and it was my very first time sucking cock.
Taking hold of my head, he began to thrust into my mouth and face fuck me. It's something I'd always wanted to do with my own girlfriend, but understood she'd not accept me fucking her face that way. He had no such hang ups, and carried on ramming his thick cock into my mouth, telling me just how good I was at giving him head.
I did gag a few times and I did have to make him pull back a couple of times just to breathe, yet on the whole I sucked hard on his dick and before not too long, I thought, he was moaning loudly and telling me he was nearly there. it was then there was a knock at the door and we quickly got ourselves together.
It was an office cleaner who said she'd heard someone breathing hard. We made out we'd been moving the office furniture around. But she looked at it, then us and smiled.
Before we could say anything else, she said she'd clean the opposite side of the building first and come back later. No sooner had the door closed, he had his cock out again and forced me down. Determined to finish what i'd started, I sucked in his cock and this time I was the one in charge and I have to say, I thoroughly enjoyed sucking him off and began to rub my own cock through my trousers. It was only a minutes later I guess, until he unloaded in my mouth and held me there. Having literally no choice, I swallowed his cum and as I did rubbing my cock so hard, I came in my boxers and trousers.
We'd been in the meeting room for nearly forty minutes in total, much longer than I'd thought. And when we passed the cleaner near the lift, she looked down at my trousers and said "You might want to clean up yourself". I had a wet patch in the front of my trousers and she knew precisely what it was.
I did go on that short trip with my girlfriend and I did propose to her. We're now engaged and our wedding is set for this August. I've also been promoted in work, which involves being around my boss more often. It also means we have to visit prospective ventures together. That involves sometimes, probably once every month or so, staying overnight in towns and cities with him. And it also means I secure my position each time as he uses both my mouth and recently my arsehole too, to enjoy our chain hotel overnighters.

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Anonymous

by Anonymous

It's kinda embarrassing cause I had to get my mom to sign that it's okay for me to work weekends and a few nights after school cause I'm only 15. My manager has been kinda making me do stuff with him, sucking and even fucking. I kinda like it and don't too. He's married and 28 and now schedules me only on the days he's manager.

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