First Day of the Rest of Your Life

By kensy kensy

Published on Jul 21, 2011

Gay

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I hope all enjoy. Please send me feedback you might have. I'd especially love to hear from any Dom's who enjoy this to find out if captured your view of things... kensy4u@hotmail.com

This was shaping up to be an interesting afternoon. He had an interview to conduct but it wasn't exactly what the candidate was expecting. Jack ran a small business out of his home and it was doing ok. Actually, it was doing better than ok, and was just about ready to expand some. Because of that, he wanted to get some help in early. Still, he was in no rush. What many didn't know is that Jack liked to be the boss... REALLY liked to be the boss in all ways. This was something his assistant Jane understood very well. She was a somewhat plump lady in her late 30s that many wouldn't look twice at. Underneath that plain exterior though he knew was a wildly sexual woman who responded well to a strong man. She had a kinky streak a mile wide and he'd exploted that many times. That was one of the advantages of working out of your house.

He returned his thoughts back to the issue at hand though. Jane had done her research well on this next candidate. He had the technical skills required... that was easy to find in today's market. Everyone in this field was looking for work. Not just looking... desperate for it in fact. That's what made this so interesting. Bob was desperate. He had a fair amount of debt and had been out of work for a while. With some other digging on Facebook (when will people learn to protect their data!?!?) she was able to dig up some interesting things about Bob. He seemed to have the personality they were looking for. A man who is goal driven, works hard, goes the extrea mile...but also responds to authority. There were enough interactions on his Wall to see that he responded well to strong women... complying with their wishes.

Jack looked at his watch. Only 5 mins before the interview. He got up and checked himself out in front of a mirror. He looked pretty good for 45. He was in good shape, muscled but not overly so. Salt and pepper hair and clean shaven. He had a confidence that packing a 7" cock can bring. There was a knock at the door and he quickly went to his desk and sat down.

He called to come in and Jane lead Bob into the room. Bob seemed very nervous and came to shake Jack's hand. He was in his late 30s, overweight, but not badly so. Jack looked into his eyes and was happy to see Bob look down nervously after a few seconds. Jane was smiling from the door, a little flushed. Jack asked if Bob minded Jane staying to take some notes. Bob muttered he had no problems with this and she sat down on the side. She crossed her legs and quite a bit of thigh was showing rom her skirt. She got out her pad and prepared.

Jack smiled. He started with some usual questions, getting Bob at ease. Eventually he moved on to some more personal questions. Of course, many of these he knew the answers to from their research but Bob did well answering honestly. He asked if he was married, family, social activies. Bob indicated that he played roleplaying games which piqued Jack's interest. This might be easier than expected. He asked about drinking and socializing, explaining that they needed to be sure that he'd be a hard worker.

By now, Bob was sweating. He was nervous and really needed this job. Jack, realizing that the time was right got up and came around to sit on the front side of the desk. His crotch was positioned quite strategically so that Bob would stare into his crotch if, no WHEN he looked down. Jack was getting a bit hard thinking of what was to come and it was showing in his pants. He asked Bob how much he wanted this job. Bob said he really wanted it and would work hard. Jack pushed a bit harder. He asked him if he'd be willing to work late, to go the extra mile, to sometimes perform outside of traditional duties. Bob, sensing he might actually get the job readily indicated he'd do whatever was needed for this job. Jack took that opportunity to stare into his eyes and say "Whatever is needed?"

Bob said yes, but as Jack held the stare, he dropped his eyes again, this time to have them land right on the big bulge in Jack's pants. He got all red and flustered but Jack noted that he didn't get up to leave. Jack looked over at Jane who'd been reading the situation and she nodded. He smiled and nodded back.

"Bob. I like you. I'd like to offer you the job. There's just one thing". Bob stopped staring at the bulge and looked up hopeful. "Bob, we have to be careful on our medical insurance so I require all new employees to get an exam to make sure they won't overly drain the company with expenses".

Bob knew he was in decent health and readily agreed.

"Excellent," said Jack. "Then stand up and take your clothes off."

Bob just sat there with his mouth open.

"You heard me. If you want the job, get up and strip so we can examine you. If not, I understand, but I'll have to ask you to leave."

Bob paused for a few... this was very odd. Surely the bulge was accidentally seen before and this was strange... but he REALLY needed this job.

"Now" said Jack. Something in Bob clicked at this point and almost like he was in a dream he got up and stripped out of his suit. Bob wasn't in great shape but it wasn't bad either. His cock was semi hard but as he saw the looks Jane and Jack were giving him, he started to rise. He was about 5.5" and uncut. Jack, still sitting on the desk, motioned for Jane to approach and she came over and started "inspecting" Bob. She looked in his eyes and ears, making a show of it. Her hands were more carressing than inspecting though as she got to his torso. She skipped his nethers at first and checked his legs but then returned, sliding over his ass. Finally, she stood behind him, pushing her warm groin into him as she took a grip on his cock.

Bob started at this, having been lost in Jack's stare, but Jack finally stood up. Jack started to undo his pants and took out his 7" tool. It was huge... the biggest cock Bob had ever seen, and he'd surfed a little in the past. He'd never had experience with men but sometimes had fantasized about cock.

"Bob. Your exam is going well, but there is an oral component. If you want to work for me, you need to lean over and suck me off. You need to swallow all my cum and take me inside you. Then, you will be my employee, and my sex toy. Do you understand."

"Yes Sir" Bob replied, as if in a trance... Jane slowly stroking his rock hard cock.

Jack smiled. Yes, this one would do nicely. Bob leaned forward still nervous but realizing he had no choice.. not because he needed the job, but because he needed this. He needed to taste this cock. For the first time ever his lips closed over a penis and the feeling was heavenly. He started slowly at first but then faster... working on this monster tool. Jack smiled, feeling the power rush through him at breaking in a new sex-slave. Jane smiled at Jack knowing as his "first sub" she'd get fun too once her Master had broken this one in.

Bob's mind was clear of thought. All that mattered was making Jack cum. He worked hard and finally felt Jack start tensing up. There was a small part in his mind that warned him if he swallowed this seed then he'd forever be his cock-sucking slut, but this just made him harder and suck more. Jack was pushed over the edge and started to unload blast after blast of cum into Bob. Somehow Bob managed to swallow it down.. taking it all.

Jane stopped stroking Bob, not letting him cum as Jack had previously warned her. Jack sit back on the desk as Bob knelt on the floor.

"Welcome to the company Bob. Welcome to the first day of the rest of your life."

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