Allison walked out of Federal Hills Blue Grotto restaurant frustrated in every sense of the word. It had been bad enough that she had been roped (and not in the fun sense) into a client meeting on a Friday night but to have had the client be fifty, fat and disgusting made the evening entirely unacceptable.
To top things off, after giving it what she had felt was a sincere effort; after all business was business and the advertising industry was as cut throat as any other, she wasn't even able to get any kind of a deal. That wasn't to say that Jabba the Hut wouldn't have played ball but probably only after she had played with his and although Allison wasn't above using what she had if it was worth it, she did have standards.
One of which was that she shouldn't need to use a GPS to find a guys cock under his stomach. The client of course seemed to think he was going to get some, point blank telling her she had to "Give a little to get a little and wouldn't it be worth it to land this account?"
At which point Allison had slipped off her heel reached up and placed her foot where she assumed his cock would be and after holding it there for a moment and enjoying the look on his face had smiled sweetly and said "Sorry Ted but your account, much like your cock isn't big enough to hold my interest."
With that Allison had put her shoe back on and strode out of the restaurant leaving Ted with both a bruised ego as well as the check. Best part was that she couldn't really get in trouble when it was your firm in the first place. Now however here she was at nine o'clock on a Friday night all dressed up with no one to appreciate it.
Then again maybe the night wasn't a total loss after all, Allison could always take out her frustration as well as have her needs catered to and by someone much more her type than the pompous ass she had just spent the last two hours with. Yes, that's exactly what she needed, someone who knew their place. Removing her cell phone from her purse Allison dialed a number and after several rings a young mans voice answered.
"Yes Mistress?" He sounded winded, better not have one of his little girlfriends over she thought.
"Why did you take so long to answer?"
"Sorry, I'm at work."
"I see and what time are you working until?"
"Eleven my Mistress." Was the reply, excitement already creeping into his voice.
"No Jeff, that's much to late. I have needs. I will be at your place at Ten o' clock"
"But Mistress, I'll get in trouble! My boss.."
"If I have to ask twice, I shall never ask again. I have a phone full of numbers of many young men who would be more than happy to service me this or any other evening. You however were my first choice, a poor one apparently."
"No Mistress! Please don't hang up! I.. I'll be there!" he was all but stammering.
"That's better. Do not be late." With that Allison hung up and approaching the valet handed him the ticket for her red 2009 BMW convertible. Maybe there was still hope for the evening.
Although she had said ten, Allison arrived at Jeff's apartment at 9:40 so she could set the tone for the evening by saying he was late. Leaving her car in the parking lot across the street so he wouldn't see it, Allison walked around to the back and let herself in the downstairs door with the key he had been more than happy to give her.
Reaching the third floor Allison took an impatient pose leaning against the railing at the top of the stair case. Jeff was twenty one years old (Which at fifteen years her junior was just how she liked them) and worked as a bus boy at the Ninety Nine restaurant at night while attending URI during the day. The three room apartment he lived in was actually in a decent neighborhood so she had no worries about waiting around.
Allison had been seeing Jeff for about three months now and had him pretty well trained. Well enough that she had actually paid last months rent for him as he had missed a few nights of work over the course of their time together and had fallen behind. Jeff had protested but she had explained to him to just enjoy the fact that a hot older woman was willing to pay him to fuck her. After all it would be a great story to tell his college buddies.
As she waited Allison removed her compact from her purse and checked herself. In a word Allison was gorgeous and if she didn't already know it there were plenty of men who would and had lined up to tell her. Standing about 5'5" she was neither too short or too tall and likewise at one hundred and twenty pounds she had curves but no where near enough to be considered chunky.
Allison had long raven black hair that she was sure behind her back the catty bitches at work said was dyed which contrasted with her very fair almost porcelain complexion. Her two best attributes in her mind however were her very full pouty lips, which despite her age gave her a slightly bratty appearance and a pair of devastatingly bright emerald green eyes which she was sure was also rumored to be fake.
Nothing on Allison however was fake, including her still very firm full breasts and perfectly manicured nails. Allison was the type of woman all men wanted and most women hated, especially when you throw in her six figure salary and position of (as) president of one of the most successful advertising firms in New England.
Hearing the downstairs door open she dropped the mirror into her purse and glanced at her watch; 9:55 he must of driven like a maniac to get here. Jeff came around the corner and had just started up the landing and froze when he saw her leaning there.
As Allison watched two looks crossed his face: the first was an aw shit look, he knew she wouldn't be happy that she was waiting. The second one however she liked even better, it was pure lust. He looked her up and down slowly, she was still wearing the tight low cut red sweater and short black skirt with 4 inch red stiletto heels she had worn to dinner with her middle aged dog of a client, and she had to say Jeff looked much more appreciative than that louse.
"Mistress," he said softly as he came up the stairs "You look amazing."
"Resorting to compliments to mask your tardiness Jeff?" She asked "You should know better than that."
"I'm sorry Mistress! I tried but you said 10." She cocked her head at him.
"When I say 10 my dear boy that means that you should be here before that to properly greet me at your door, which speaking of are you going to let us in or shall I continue to stand here like one of your pathetic little college coeds?"
"Forgive me Mistress I was distracted by your ensemble and forgot myself." Allison rewarded this try with a small smile.
"That was much better than your first attempt, I will give you that, now shall we" Jeff unlocked the door and hit the light as they entered the apartment which was small with the typical mismatched furniture of a college student. Jeff shut the door behind them and approached her.
"May I Mistress?" he asked, leaning slightly towards her, Allison turned her head to the side and allowed him to kiss her cheek.
"Thank you Mistress" He said. She looked at him, Jeff was only slightly taller than her with dirty blond hair and brown eyes, he was usually clean shaved but tonight..
"You're scruffy!" Allison exclaimed rubbing her cheek.
"I'm sorry Mistress, I was in a hurry to get to work tonight." She shrugged.
"Its your loss as I hope you don't think you'll be putting that rough face between my thighs tonight"
"Of course not Mistress" he said putting his head down. Allison thought for a moment, she never planned things just went with what her mood was.
"You know Jeff I've had a very long day, and at the end I thought, you know what would be nice? Having my good looking young man take good care of me and if he did, why then of course in return how could I not be good to him?" She sighed.
"But here you are late, unshaven, having not even asked me what I would like this evening. Maybe I should just go home and play with myself, at least I wouldn't be disappointed that way."
"No Mistress" He said "please give me a second chance tonight."
"And why should I?" She asked enjoying the look on his face. Three weeks ago she had actually walked out on him, then told him that she had gone out and picked up another guy to play with, she hadn't of course but he had believed her.
"Because I have not had the chance to properly please you in some time and I .." He paused and said quietly "I don't want you to have to go elsewhere."
"That would bother you?" She asked
