Jessi Has Hard Times

Jessi sat in her big SUV all dressed up after having a meeting with her new bosses in the past her tall 5-10 frame with 4" heels and a dress that showed a lot of leg and her long blonde hair hanging loose on her shoulders would distract and even intimidate her bosses to get her way. Today was different new bosses and loss of sales was what was being discussed no one was spared all sales people were on notice and as the sales manager she was assigned the task of getting the sales back up including her own. They also told her in private that there was no way that sales people were making almost half of what they used to that they could or should pay her full salary and she lost a third of her pay which was quite a bit of money that she needed each month. She sat in her vehicle and sobbed thinking how with her husbamfs business suffering they were making do with her salary now that was reduced drastically she faced the possibility of losing everything house, car , her kids taken out of private school she was desperate.

Jessi rarely stopped by a bar before going home but it was middle of the afternoon her husband was picking the kids up from school and she just wasnt in the mood to face them, the bar was a nice upscale place and not very crowded that time of day. Jessi sat at a small table having a glass of white wine thinking of what she could do when Chip Morrison came out of a small meeting room after meeting with a couple of clients. He was about ready to walk out when a sexy blonde in a short dress caught his attention as he stared he realized he knew her that was Jessi Logan or it was her name before she got married he had known her since she was a kid. He thought might as well say hi and get a much closer look at her as he walked over his 62yo heart racing a little as he did. When he spoke her name Jessi looked up and recognized Chip a smile came across her face but quickly left. He asked if he could join her he asked if she needed another drink but she declined he ordered just a coffee and asked her how she was her look and body language told him something was wrong. When she said I am doing ok he grinned and said tell me the truth hun she said you dont want to hear my problems he replied try me I have heard some pretty good ones over the years. Jessi seemed to relax as she told him her plight and how she was strapped for money he listened but also was looking at her long bare legs which because of her squirming had made the dress ride up higher and he was now getting the full peek of her clevage she had a nice pair tits that he had never remembered seeing before.

Chip said how can I help you Jessi? She laughed and said you dont have an extra $50,000 you dont need do you? He looked at her in a kind way and said I do have that much I would be willing to invest if you really need it. Jessi was in shock by his response and said yes but whats the catch, Chip said you mean what are you going to have to do or how are you going to repay me? Jessi let me tell you that type of money doesnt come free but I am willing to give you the money as you need it to help you pay bills and and not lose your home but you need to be open to my suggestions. Jessi said what would that be he grinned and said thats something that needs to be discussed in private I am going out to my car its the black Audi I will wait 5minutes if you dont come out to talk to me I will leave and the offer is no more. If you do want to talk come out and get in the car your choice and with that he got up and left.

Chip sat in his car about 3 minutes he still wasnt sure if she needed the money that bad but he also knew people hated giving up their lifestyle especially when it affected their kids. Then he saw Jessi walk out and look around and walk toward his car and then she opened up the door and got in her dress rode up very high giving him a great view of her sexy long legs. She said tell me what you want me to do he said if I tell you you cant back out your in totally so if your not sure get out now and forget the money. Jessi bit her lip shook her head but said ok I will do what you want he said great I think you have made a wise decision as he put his hand on her leg and patted. She wanted to tell him to take his hand off her bare leg as she had so many times over the years to other men but she knew better and then he said pull your dress up and show me your panties. Embarrassed but obeying she did until the dress was over her butt she had worn red thongs and they stretched tight over her married pussy Chip looked then took his finger tracing over the thin material finding her slit and pushing his finger in then up and down until the wetness gave a perfect out line of her slit on her panties. She squirmed and moaned as he had her aroused then Chip said take off your panties and give them to me he watched as she wiggled and tugged them off her butt and down her sexy legs. She handed the damp thongs to him as he said now spread your legs wider open up that pussy she was shaved except for a small patch above her slit and the hair was blonde like that on her head wider hun open that pussy up.

Then Chip said stick a finger in your pussy and work it in deep bet you have done that hundreds of times over the year let me see you finger fuck yourself and dont hold back. Jessi knew how to finger herself from many years of practice but now she was in a parking lot her legs spread wide fingering herself in front of another man not her husband. He kept saying deeper faster she was getting excited when he said use two fingers Jessi fuck that pussy good. He said do you like it does it feel good she nodded yes he said tell me how it feels how much you like it and dont slow down, as she said yes it feels good my pussy is so wet yes I love fingering myself Chip said do you want to cum Jessi do you want explode to a big orgasm she said yess as now he didnt need to tell her what to do or how fast lust had over come her. Yess cum you little bitch cum right now for me as he reached to her breasts and found her hard nipples and pinched she couldnt hold back her orgasm came hard and fast her fingers went deep and her hand pressed on her clit her body lurched and bucked as her own juices flowed from her pussy . She pulled her fingers out and he said suck the pussy juice off your own fingers and she did twice more he had her put in fingers in her pussy then suck them. Then he handed her thongs to her and said put them back on when she did her juices soaked the flimsy material sticking to her pussy lips.

Then Chip said here is my card meet me at my office on Friday afternoon call me and I will tell you the exact time and wear something that shows off your sexy body I will have all the details worked out on your payments and your duties. Then he said you can leave now I will see you Friday and Jessi got out still not sure what happened but nodded and said see you then. He watched the sexy blonde walk to her car she seemed to be walking different, he thought how much she reminded him of her mother when they went to school. Her mother was nice but was never going to date him hopefully before all this was over that both Jessi and her mother might be willing to do hid bidding. Then he hooked his dash cam up to his lap top to download Jessi fingering herself and though wonder what she will do on Friday for me.