Helping Mr. Penn...... (Closed)

[Steve5511]

"MMMM that feels so good Ella" he moaned to her. Maybe she did know what she was doing. Maybe she was that quiet and shy girl in public but a whore in the bedroom. The way that she had licked the whipped cream off of that strawberry was pure sexual magic. Steve couldn't help but now think of her tongue licking the head of his big dick. Her wet tongue running up and down the length of his shaft.

Now that she had oiled him up, her hand slid up and down more freely. Somehow she even managed to make the sound of her hand slipping on his shaft a sexy thing. Steve watched as her tits slightly giggled from her movements, The exact reason that he wanted her to be topless. Worth every penny to him!

Wanting this experience to last for a while and also to see her sexual knowledge Steve asked her "Have you ever heard of edging a man? Because I'd love to see you do that a few times."

 

[ella_v]

Steve’s moans only excited the 23 year old even more. She was delighted to hear that her boss liked her handy work. Determined to give him even a better experience, she started to rub his cock even faster. Her left hand was flying up and down on the thick, rock hard pole, while her right one moved down to his balls and started to play with them gently. They felt much bigger and heavier than what Ella was used to from her boyfriend, so the young woman took in the feeling and sight in awe.

When Mr. Penn asked her about edging, Ella slowly nodded and her glow of excitement even deepened. “You mean like taking someone right to the point of climax over and over again, without letting him get over that point of no return?” She smiled at her boss with a teasing look in her eyes. “I can give it a try, if you want that.”

However, the hot blonde wasn’t sure how she should do that, she wasn’t even convinced yet, that she could even get Mr. Penn to climax a first time.

 

[Steve5511]

From the sound of it, Ella knew exactly what he wanted from her. And when she looked him right in the eyes and said “I can give it a try, if you want that.” he almost shot his load right there. Steve now thought that Ella knew all too well abot sex and how to please a man.

Sitting up a little bit and starting to thrust his cock into her hand he said "When you think I'm about to cum, just let go. But kep looking right into my eyes. It makes it so much more intimate."

Whether on purpose or by accident, Ella now had a sexy look on her face that came right out of a porn movie. It said to him "Watch what I'm about to do to you".

Steve could soon feel his balls filling with his cum. Her hoped that Ella would stop in time. But even if she didn't, she was giving him a great hand job that he would cum hard from.

 

[ella_v]

When Steve sat up, he was getting way closer to the 23 year old. Only a feet or two were separating them, when Mr. Penn started to trust into Ella’s small hand. The young woman just nodded on her bosses instructions and wrapped her fingers around the hard meat, trying to trust along with Steve’s rhythmic pushes.

Her grey-blue eyes were locked on Mr. Penn’s face. The excitement of the older many was clearly written all of his face. Sweat was forming on his body and Ella noticed that this breathing was becoming hard and labored. Suddenly she felt a stronger twitching in the hard cock and Steve’s trusts became more powerful. Quickly, Ella took her hands or her bosses hard, nearly exploding cock, while she smiled teasingly at him.

“Mmh, it feels like you are about to cum, Mr. Penn.” She slowly moved a finger teasingly over Steve’s cock, but she was careful enough not to stimulate him too much. “Just let me know, when you think you have everything back under control.” She laughed and moved her left hand to Steve’s bare upper body, and slowly moved it over his skin.

 

[Steve5511]

"Oh yeah ...Oh Yeah" he said out loud as he was about to shoot his big load. He felt enough force inside of his cock that he'd probably end up shooting his hot cum onto her tits from where he laid. Just a few more strokes and...... those strokes never came. Ella took her hand off of his rod and smiled sheepishly at him. She had edged him perfectly!

It was now clear to Steve that Ella knew what she was doing. And did it well. She had brought him very close to cumming but held back just in time. Her teasing comments and tone told him that this was not a nervous little girl he was dealing with. She was a sexual force.

Breathlessly he said "Fwww... where the fuck did you learn to do that?" He now layed back on the lounge to catch his breath. Before too long he felt the small hand of Ella return to his cock and balls.

 

[ella_v]

The sexy blonde giggled and moved her left hand back to his hard cock. “Oh, you are not the first guy I have been with, Mr. Penn.” She winked at him teasingly and slowly started to take up her hand-job again. “Let’s just say, over time you learn to see the signs of him going to climax.” With her right hand she pushed some hair back behind her ear.

After a few minutes of slow stroking, Ella started to increase the speed again and with her other hand she began to play with Steve’s mushroom head. Her index finger circled around the huge, pointy top and covered it with a mixture of pre-cum and baby-oil. Her eyes moved down to the thick organ, taking in its size and beauty. Secretly the young woman wondered how deep that thing would reach inside of her and how much of it she would be able to handle.

 

[Steve5511]

Steve felt pure pleasure from just her 1finger rubbing the tip of his cock. It made him wonder how amazing her tongue would feel doing the same thing. He played back and got into the rhythm of her left hand stroking up and down, faster and faster.

"Mmmmmmm this is so good" Steve moaned. He then said "talk to me as you tease me. Tell me what you want to do with this cock in your hands." Steve could see that Ella's mind was working. That was the usual thing that happened when a woman saw his shaft for the first time. He knew she was thinking about how it would feel in her mouth and stretching her pussy.

 

[ella_v]

Actually, Ella was very confused about her feelings toward Mr. Penn’s huge dick. On the one hand she was very curious about it and was getting extremely excited from playing with the massive pole. But at the same time, she also didn’t want to cheat even more on her boyfriend than she was already.

In the end, the sexy blonde decided, that it didn’t hurt to play along a little with Mr. Penn’s fantasies, especially since he was paying big bucks for his entertainment. So she smiled teasingly at her boss and playfully moved once again her finger around Steve’s mushroom head. “Well… I have never seen… or felt a huge cock like yours, Mr. Penn. So naturally, I would love to … get to … know it a bit more intimately.” She licked her lips playfully and winked at her boss.

“I guess it tastes great and would… would stretch my tight little pussy like nothing before.” Although she was intending to make this stuff up, Ella felt a growing excitement building up between her legs, soaking her already damp bikini panties even more.

 

[Steve5511]

Steve's cock twitched with excitement as Ella spoke. Hearing such dirty talk from such a seemingly innocent mouth was very hot. Again he moaned and started to fuck her hand.

When Ella licked her full lips, Steve wanted so bad at slide his big dick into her mouth. He didn't know if she'd be willing yet but his desire was still there. He wondered if her boyfriend who she had mentioned got this same treatment from her hands. She must have sucked him off he thought.

Soon again he felt his balls ready to boil over. Holding onto the lounge Steve closed his eyes again as he felt his orgasm was ready to hit.

 

[ella_v]

Mr. Penn’s moans and his desperate, needy fucking of her hand told Ella, that he was about to blow his load again. She felt his dick starting to harden and expand even more. She looked into his excited and lust filled face, feeling that he was about to blow his load. When he closed his eyes, Ella quickly took her hands of his cock with a broad teasing smile on her lips. Denying him his climax for the second time in a row.

“Don’t cum yet… I am not done with that beautiful, huge cock of yours, Mr. Penn.” She was squeezing her breasts playfully with her hand, while she keep her eyes on Steve’s face, taking in the lust and disappointment of being edged once again.

 

[Steve5511]

"Oooohhhhh" Steve cried out as he was denied again. Opening his eyes and looking at Ella, she looked like a porn star as she held her perky breasts and teased him some more. Steve used all of his might to hold his cum back. She was going to make a great little fuck.

The amount of Steve's frustration was the same as his excitement. He's had women do this for him before but never to this level in both of those feelings.

"Oh God..." he said between panting. "When I looked at you after you let go I almost had a ruined orgasm. Oh fuck you are sexy".

 

[ella_v]

The young blonde smiled proudly and teasingly poked Steve’s hard cock. “Sounds like we have a happy customer here.” She giggled and moved her hand back onto the massive rod, stroking it slowly keeping the excitement level high.

Ella was getting more and more into the situation and it was beginning to be a lot of fun to tease Mr. Penn, while stroking his cock. She looked into his eyes and squeezed the huge cock a little. “So, I guess now it’s your turn to come clean about your desires. Tell me, what you want to do with that huge cock of yours?”

 

[Steve5511]

Ella's stroking quickly got him back into it. His breathing and heart rate were where they'd be if he was fucking. And his frustration level was where it had never been before. He wasn't sure how much more her could handle. But it sure looked like Ella had no problem dishing it out.

Steve started moaning quicker than he did last time. She had him right on the edge and knew how to keep him there. He then thought of 2 things. First, would she be just as good at other kinks he threw her way. And second, she seemed to be enjoying torturing him. When was she going to let him cum?

"Oh fuck... I want to drive my big dick into your tight wet pussy. And right now I want to shoot my big hot load all over those fucking tits of yours.... Oooohhhhh"!

 

[ella_v]

It was surprising how fast Steve was getting ready again to explode by now, Ella guessed that the older man was really turned on and getting his money’s worth. She made a fake, shocked face and pulled her hands again of his cock, denying him once again the happy ending, and moved them to her firm breast. “Oh, you want to cum all over these?” She smiled at her boss teasingly while she took in the ever growing frustration and lust on his face. “I guess that was not part of our deal… but I might make an exception for you.”

Playfully she squeezed her breasts and pinched her hard nipples a little, like she was trying to show Mr. Penn what she had to offer. She moved her right hand back down to the hard, oil, and pre-cum covered cock and slowly moved her index finger around the hard, dark mushroom head. In an innocent and naive voice she added teasingly, “And I am not sure that this monster would fit into me. It’s way bigger than what I am used to.”

 

[Steve5511]

Ella was divine torture. It was stunning to him that this titan of industry, a multi billionaire man of his status could become so frustrated and desperate because of just the hand of this young girl. And to top it off, he wanted more.

She gave him even less time to recover from being denied this time and held his cock in her hand again, teasing both his body and mind.

"So your boyfriend doesn't fill you the way I can? I bet you are going to think of my cock the next time you are with him. You'll be thinking of how good it's going to feel when I stretch you out" Steve said with his own tease. His frustration was definitely heard in his voice as well. Soon he again felt his cock tense up and he was going to explode.

 

[ella_v]

The 23 year old giggled and blushed when her boss teased her about her boyfriend’s size. But she was too excited herself to think clearly, so in the heat of the moment she played along. “Oh, yes… compared to this beauty, he’s tiny. He’s maybe this big.” Ella moved with her finger down on the hard pole until she reached roughly a bit more than the middle of Steve’s shaft. “And he’s not nearly as thick as you. However, he is in a better shape than you.” She giggled and rubbed the hard dick faster, until she felt Steve approaching the point of no return again.

Again the moved her hands from Mr. Penn’s cock and stopped him from cumming. With a teasing smile she playfully dared her boss, “You look a bit frustrated, Mr. Penn. What’s the matter? Do you want to cum? Do you want to cum on my tits?”

 

[Steve5511]

She let go of his dick again as he was about to cum and he yelled "Aaahhhhhhhh". He was losing his mind from her teasing and needed to cum. His big cock was throbbing now.

As her words not only teased him but encouraged him, he felt his control of his cock slipping away. He then started shooting strands of hot cum onto her chest but without the joy of an orgasm. The globs of sticky jiz stick to her tits and slowly started to drip.

Steve was filled with more frustration as his balls emptied all over her. When his fountain came to an end, Steve fell back into the lounge exhausted. He now knew that soon he would take this out on her tight pussy.

 

[ella_v]

A surprised squeal left Ella’s soft lips when Mr. Penn started to cum although she wasn’t even touching him anymore. His huge cock shot huge globs of cum all over Ella’s tits, her flat belly, and Steve’s body as well. The sticky, white liquid was slowly running over her skin, when the 23 year old looked amazed at the giant load of cum, that the older man had just released. “Oh my god, where did all that jizz come from, Mr. Penn? You must have saved up your seed for quite a while.”

With a teasing smile she added, “Too bad you came so quickly, we could have had some more fun.” She giggled and got up the lounge chair. The cum on her body was slowly making its way downward. Playfully the young blonde spread some of it over her breasts and belly. “I guess I am better going to take a shower. If you need anything done, just call me and let me know, Mr. Penn.”

She picked up her bikini top, but didn’t bother to put it back on. Then she walked over to the house and was looking forward to a nice, long shower.

 

[Steve5511]

"Oh I'll be calling you alright" Steve said to himself as he watched her cute ass walk into the house. He hadn't shot that big of a load of cum in a long time. But soon he'd be filling her mouth and pussy with loads just as big.

Steve cleaned himself off a bit with a towel and went inside for his own shower. But before he made his way to his floor, Steve stopped in his office to pick up her cash. He always kept a good amount of cash in his office safe because you never know when you'll need it.

After counting it out he stopped on her floor and left it on her pillow in her bedroom. He knew she was in the shower so she'd be surprised when she got out. He then noticed her bikini on the floor. He knew her scent would be on the crotch of her bottoms, but he thought better of it and went upstairs.

 

[ella_v]

On the next morning, Ella’s mobile started to buzz her out of her sleep at 5:00 am again. She got up and went to the gym to put herself through a hard workout routine. Her mind was spinning from her guilt and excitement, from the previous evening’s events. Actually Ella even felt a little sick, but she was sure that she would feel much better after a long run, some weights, and sit ups.

However, the bad feeling about having cheated on her boyfriend with her older boss, was still lying heavy on her conciseness, when she took a nice refreshing shower and hour later. At the same time, Ella was proud that she had earned six grand in just one day additionally to her normal salary. And walking around in the sexy, white dress all day and the adventure with her boss had left the young blonde very excited, however unlike Mr. Penn she had not gotten any sexual relieve herself. All of this left the 23 confused and undecided about how she should approach her boyfriend or Mr. Penn.

Since her boss had not requested any special clothing and due to the fact that she didn’t want to tease him even more, Ella decided to dress rather normally today. After she had dried her slender arms and legs off, she slipped on some white thong panties with a matching bra. Then she stepped into white pants and combined it with a beige shirt, which would barely cover her bellybutton. White high hells finished of her look and the kept her blonde, long hair open.

After pushing off the unavoidable for too long, Ella walked down the stairs and to the dinning room in the search for a strong coffee and some breakfast. When she saw her boss, her heart was beating fast and the young woman quickly looked to the ground. “Good morning, Sir, I hope you had a good night’s sleep.”

 

[Steve5511]

Mr Penn had his head buried in the paper when Ella came into the dining room. There was enough breakfast for try he both of them on the table as well as plenty of coffee. The housekeeper usually came in the morning, fixed breakfast and was now making the beds. She would also start to make Ella's bed and keep her floor neat and clean. She was usually gone by 9 or 10 o'clock and Penn paid her well enough that she didn't need to run to a second or third job. Plus she had the gift of tight lips. Many things can be observed in the morning. Steve had trust in her that she wouldn't say a word to anyone about anything.

His eyes never coming up from the page, he said "Good morning Ella. Yes, very restful thank you." Turning the page of the paper he continued "Today I have a quirky assignment for you. I need you to find a restaurant for a little dinner I'm having. I want to know that I can trust you to pick the right kind of spot. Not too trendy but not too trashy either. Make a reservation for 2 for tonight. You and I will be eating there."

Steve turned to another page. "I'd like to see you in red perhaps. And after dinner, I'd like to savor your oral skills. I've placed an envelope on your desk containing $4000. I hope that will cover the expenses."

Steve looked at his watch and saw he needed to leave. He finished his coffee and took one last bite of his eggs. He stood up and walked to Ella. "I have some business I need to attend to today so let's say that we'll leave at 7 tonight." Then Steve took a bold move, he gently took her hand in his and kissed it. He looked softly into her eyes and said " I look forward to getting to know you better tonight at dinner. " Be then walked out to his car. The driver drove the large black BMW to the office.

 

[ella_v]

Five minutes after Mr. Penn had driven off, Ella was still standing shocked in the dining room. She had not moved an inch and her eyes were staring at something in the air that wasn’t really there. The young woman couldn’t believe what had just happened. “Who the fuck does he think he is? Just because he has money, he thinks that he can throw it at me and tell me what to wear and to be his private slut. I didn’t work so hard at school to become his stupid little whore!” Ella was disappointed, angry, and her face was flushed, sure she had given him a hand job for a lot of money the previous night, but that didn’t make here a prostitute, or did it?

She turned on her heel and walked to her office. She turned on the computer when her eyes fell on the thick envelope that lay on the desk containing two complete bundles of $20 notes. Did she really want to pass up on the chance to earn so much money? But it just seemed too much what Steve had been asking for. Especially since Ella knew perfectly well, that this would not be the end. It was only a matter of time until Mr. Penn would ask her to spread her legs for him, if she said yes now. Even if he would pay 10 grand for that, Ella wasn’t willing to go there. She didn’t want to cheat on her boyfriend or do something she couldn’t undo.

When the word processing program popped up, Ella started typing. “Letter of Resignation…” She stopped and wondered whether she was reacting too quickly and harshly. $4000 was more than most of her friends from school were earning in a whole month. And Ella couldn’t deny that Steve’s huge cock had turned her on very much and the though of that massive pole made her becoming wet although she was still angry at Steve.

Suddenly Ella’s phone started to ring and ‘Stacy’, who was Ella’s best friend and usually enjoyed the wild side of life, appeared on the display. The young blonde took the phone and answered it. “Hey, Stace, how are you?”

Like Ella, her friend was 23 years old and good looking. During collage she had started to work as a stripper and later even as an escort to earn some additional money. Actually, she had tried to get Ella into the business as well, but the young, blonde hottie had always declined that. “Hey El, how is the new job? Are you really working in Malibu?”

Ella smiled proudly and turned to look out of the big window of her office. “Yeah, I can see the ocean from my office. And it get’s even better… I have my own Jag, a whole floor for myself, and get this I even have my own black Amex. I am the personal assistant of Mr. Penn, you know that guy from Penn Industries…with all those charity events.” Ella’s eye fell back on her computer screen and the saw her started letter and her mood dropped instantly. “Well, at least currently I still am that, but I am not so sure it’s all worth it, Stacy.”

“Wow, what’s going on? It sounds like a pretty good deal to me, where is the catch?” So over the next twenty minutes Ella started to tell her friend what had happened and what her boss had asked her to do. To Ella’s surprise Stacy just laughed and challenged her teasingly, “So, what’s the problem? Sounds like a damn sweet deal to me, look you earned already more money than I did in a whole month for spreading my legs… and you just did a lousy hand job. Look, girl, the world is mean and hard, but you really got an awesome deal there. And don’t be so uptight, you and me know that you are not such a good, faithful girlfriend like you want to make everyone believe…”

Ella blushed deeply, but she also knew that her friend had a point. With those $10000 she could pay of lots of her student loans… or she could buy all the stuff she always wanted… or send her parents on a nice trip, since they had spend so much on her education. “So you think I… I should do it… but what if he wants more?”

“Just negotiate a good price!” Stacy giggled and continued after a short moment, “Look, it’s just sex. And if he is really as big as you said, you could be in for a real treat. Trust me, it’s easier than you think. So now get your ass in that Jag of yours and go shopping for a red dress. Make sure the gets his money worth.” They talked some more and along the way Ella realized that she wasn’t ready to quit, yet.

After Ella had hung up, but not with promising her friend that she would keep her updated, she close the word program and opened her browser searching of a nice restaurant. Finally she settled for Nobu Malibu, which offered a great location and excellent Japanese cuisine. Ella made the reservations, took the money to her room, and then she went shopping and took care of a few personal things.

At five minutes to seven pm Ella walked down the stairs to the entrance hall of the house to meet her boss. She was dressed in a body hugging red dress, which had thin straps over her shoulders and reached just over her knees. On her feet she had black stilettos with 4 inch heels. Her blond hair was open and her make up was night, but tasteful. Her hands and feet had freshly made french nails. She smiled confidently at her boss. “Are you ready to start your date, Mr. Penn?”

 

[Steve5511]

She came down the stairs and Steve said "Ella, you look stunning as always." He took her hand and she did a little spin for him.. Steve woukd have a lot of fun with that long and lean body of hers. Very soon.

The red of his tie matched the red of her dress almost perfectly. His dark suit made her color pop out a bit. They were a very attractive couple for not being a couple. Steve led her away from her car saying "Now what would people think if I had you driving looking like you do tonight. I'll drive." He then brought her to the garage and opened the passenger door to his Ferrari F12 for her.

Ella gave him the directions and they were off. Steve couldn't help but look at her long legs as her skirt rode up high. She was a vision in her red dress in the sleek red sports car. On the way there Steve handed her a tablet.

"This has a lot of the information you'll need for your next assignment. In 2 months is our annual Foundation Brunch. It's only for 100 people but they are a very generous group. You can use my name when you need to and I'll make whatever calls I need to for you but the rest is on you."

Steve knew the road they were on and loved the curves. He sped up a bit because that's what the car wanted. He was on the top of the world now driving a hot car with a sexy woman right next to him who he knew was going to blow him later.

He got to a straight away and hit it hard up to 120mph. "I take it that you have accepted the money and will be joining me later tonight? If it's going to be a problem then we can make other arangements."

 

[ella_v]

Ella grabbed the door handle in shock when the car boosted to the incredible speed in just a few seconds. Never in her live had she experienced anything like that, which wasn’t very surprising since this was an extremely expensive and exceptional car, that only was produced in very low numbers. Actually the young woman could not understand why someone like Mr. Penn would spend so much money on just a car.

At least he wasn’t wasting all his money on toys like this, he was doing a lot of good things with his charity foundation. Suddenly she realized that she was probably now as well one of Mr. Penn’s expensive toys. She thought with a sad smile, “Well, he can buy expensive cars, fancy dinners, and girls like me, but he will probably never find true love acting like that.”

Ella didn’t dare to look over the information for the upcoming event, she was still trying to figure out whether she wanted to see the road blast past them or whether she should just close her eyes as hard as possible. But when Steve talked to her about their arrangement, she looked over to him and smiled. “Well, if you don’t kill us before we get to the restaurant, I will be your escort and date for the night.”

 

[Steve5511]

Steve pulled the high powered sports car into the restaurants parking lot. He had been here before and knew that they would take care of the car. He got out and walked around to open the door for Ella. As she got out the hem of her dress rode up and exposed her thighs just a bit. Steve got a good look at her long sexy legs coming out of the sleek sports car. She looked like she should be doing a photo shoot.

He took her arm and they walked in. Ella confirmed the reservation and they were brought to their table. The view was amazing as the sun was slowly setting over the ocean. Steve prefered the view in front of him as he took in Ella's beauty. "You really look beautiful tonight Ella. And this is a great place. I hope you enjoy it.

Steve ordered a botle of wine for them and they dined like kings. The entire evening Steve wanted to take Ella right there at the table. The top of her dress showed just enough of her firm breasts to tease him a bit. And he knew of those amazing legs right under the table. He mostly concentrated on her full red lips. The lips that would soon part open and take in his cock.