The Jake Chronicles Ch. 02

Debbie woke up the next day determined to get some of what her boss was getting, Jake's big cock in her. After showering, she went to get dressed. She picked out the sexiest bra and panties she owed. She put them on and looked at herself in the mirror. She unsuccessfully tried to push up her tits to form some cleavage.

"Damn these tiny things. How can I compete for Jake's attention with these, when Trisha has those mammoth tits?" She thought to herself.

Feeling a bit defeated, she went to the closet and got out a skirt and blouse. She dressed and headed for the office. When she arrived, Trish was not there yet. She put her things away and started working. A short time later Trish arrived. Debbie looked up and couldn't believe what she saw. Trish was dressed very sexily. Her skirt was short, her heels were high and her tits were on display.

"Bitch!" Sally thought to herself. "How could she dress like that to work?"

Debbie didn't care that she wore that to work, but rather that she wore it at all. Jake would never give her a second look when Trish was dressed like that.

"Good morning." Trish said cheerfully.

"Hi" Sally replied in defeat.

"What's wrong?" Trish asked.

"Nothing." She answered, not wanting to let on how she felt. "I am just a bit tired."

Trish gave her some duties to perform and headed into her office.

Later in the morning Jake arrived to deliver the mail. Debbie immediately perked up when she saw him.

"Hi Jake." She said enthusiastically.

As always, Jake knew when he had an affect on a woman, and Debbie was no exception. He knew she had watched Trish and him the day before, and he knew she had been turned on. Debbie was not really his type, but he figured he had her on the hook, so why not reel her in. Like he always did, he turned on the nasty charm. "How did you like the show yesterday" He asked as he leaned over her desk.

Debbie blushed as she looked away.

"I'll bet you went home and played with yourself thinking about it, didn't you?" he whispered into her ear.

Debbie's pussy twitched and she squeezed her thighs together. She didn't know how to answer, but she also didn't want to loose the opportunity he was giving her. She looked up and couldn't believe what came out of her mouth next.

"It was so hot. I loved watching Trish suck your cock. I got off three times yesterday thinking about it."

Jake smiled a bit. "Give me five minutes and you can come watch it again. I'll leave the door open." He told her. Then she stood up and headed to Trisha's office. Debbie sat there and counted the seconds until she could go in. Sure enough, when she went in, there it was again. Jake had Trish crouching in front of him with her back to the door as he held her head and fucked her face.

"That's it you nasty ho. Suck my cock." Jake told Trish.

Debbie could see Trisha's bare ass, since she had her skirt up around her waist and she could see Trish's fingers were stroking her clit as she deep throated Jakes large cock.

Jake spotted Debbie and watched as she stood and stared at Trish and him. Jake pointed to Debbie to lift up her skirt. Debbie did, and then she began to pleasure herself through her panties.

"You dirty slut, play with your pussy. I want you to cum for me." He ordered. He was talking to Debbie, but Trish just thought he was talking to her.

Debbie responded to his talk just as Trish did. Both women played with themselves and Jake continued to fuck Trish's mouth roughly. Debbie soon moved her panties aside and plunged two fingers inside her dripping cunt.

Jake looked down at Trish, "Fuck your cunt with you fingers You nasty slut. Cum for me." Then he looked up at Debbie and winked.

Debbie furiously fucked herself; doing everything she could to stay quiet. She was about to cum when Jake suddenly shooed her away. Disappointed, she lowered her skirt and walked out the door.

After she had left, He pulled Trish to her feet and ordered her to bend over her desk. Trish did as instructed. Jake mounted her from behind and fucked her like the whore she was. He fucked her pussy hard and talked dirty to her as she soaked it up and tried not to be heard. Trish muffled her cries of pleasure as she came. Jake pounded her pussy for a few more minutes until he came inside her. Trish moaned some more as she felt his hot fluid fill her satisfied pussy. He immediately pulled out, got dressed and left without a word. Trish was puzzled by this because he usually made he clean him before leaving. She always loved that, because it gave her a pseudo sense of closeness to him that made her feel needed. Besides, she wanted to tastes his cum.

Disappointedly she reached inside her desk for a small towel to clean up. Then she pulled down her skirt and sat down at her desk to enjoy the afterglow. Conversely, she still was having trouble with her situation. She felt so dirty, and a bit ashamed, but oh, it was so pleasurable. She sat for quite a while processing all that she was feeling.

As Trish sat pondering her dilemma, Jake left the office and approached Debbie. "Did you like the show you naughty bitch?" he whispered in her ear.

Debbie tingled inside at the question, and just nodded her head.

"You are just as dirty of an old broad as your boss aren't you?" he asked.

Debbie just nodded again as her pussy quivered, and she pondered his question.

"Come with me right now and I'll give you what you want." He ordered.

Debbie sprung to her feet and followed Jake down the hall. When they reached an unoccupied conference room, they walked in and Jake locked the door behind them. Then he pressed his body against hers and pinned her to the wall. He placed his face next to hers and began to whisper into her ear.

"You like watching your boss suck my cock?"

Debbie's body melted as her knees got weak. "Yes." She gasped.

"You are a horny old broad aren't you? You want to suck my cock too?" He asked. "You want to slide my big hard on down your throat until I cum in your mouth?"

Debbie had never had cum in her mouth before, and in fact had never really sucked dick very much in the past, but the sheer nastiness and the thought of Jake taking her right there made her just want to do everything he told her to. "Yes." She again sighed.

Jake began to slide his hands up her blouse, unbuttoning it and pushing her bra above her tiny tits.. He reached for her tits and found one of her rock hard nipples. Pinching it roughly he continued make her his plaything.

"You have no tits." He told her in a humiliating tone of voice. "I've seen bigger tits on a 12 year old girl."

Debbie was horrified. She was already self conscience of her small breasts. She tried to ignore him.

Jake backed off and looked at her chest. He grabbed both nipples and tweaked them hard. "You do have nice long nipples though." He told her.

The compliment and the pleasure of his pinches made her moan a bit. The humiliation seemed to arouse her a bit too.

"I guess I will just have to cum on your face instead of your tits when I finish." He snapped.

Debbie had a horrified look on her face. How was she going to clean that up at work?

Jake saw her face and reassured her, "Not this time, you will swallow it today." He told her. "I'm talking about the next time."

Debbie perked up at the thought that there would be a next time. Her pussy was literally dripping. Her panties were soaked and she wanted his cock in her badly. Jake backed up and ordered her to her knees. He unzipped his fly and pulled out his now hard cock.

"What is your last name?" He asked her.

"Saunders" she replied a bit confused. "Why?"

"I like to call you old broads by your last name to remind you how old you are, and what dirty old sluts you are screwing around with a young boy like me." He snickered at her. "Now suck my cock Mrs. Saunders."

Hearing him call her Mrs. Saunders was odd, but again, seemed to make Debbie even hotter. Looking up at him from her position, she grabbed his raging hard-on and slid it deep into her mouth. She tried with all her might to duplicate what she had seen Trish do yesterday and this morning. However, her limited experience showed immediately as she gabbed on it when it reached the back of her throat.

"You better learn to relax your throat or this is going to be a tough task." Jake chuckled as he grabbed a handful of hair and started fucking her face fast and deep.

Debbie did learn and learn fast. Occasionally she gagged, but all in all she was not too bad. Jake just fucked her face and talked dirty to her as he repeatedly shoved his rock hard manhood down her throat.

"How does your boss' pussy taste?" he asked her.

Debbie looked up at him with a puzzled expression.

"That's right, I fucked her after you left and you are sucking it off my cock right now."

Debbie was surprised, she should have been disgusted by that, but the eroticism of the moment and Jake's charisma just turned her on. She reached down between her legs and stroked her pussy through her soaked panties.

"You are a quick learner." Jake said. "You are a dirty little bitch too."

Like every woman Jake took, Debbie just got more turned on by the way he treated her. She stroked her clit and sucked his cock with passion.

She was approaching orgasm when Jake drove his cock deep into her mouth and exploded down her throat.

"Swallow it you dirty slut. Take it all." He ordered.

The surprise of it made Debbie forget about her own pleasure and concentrate on not letting any of his cum spill onto her clothes. The taste was not like she expected, but it was not bad. It would not be long before she would be craving that taste, and the feeling of Jake's cock in her mouth.

Jake grunted and groaned as he emptied his balls down her throat. Debbie swallowed every drop. When he was done, he let go of her hair and put his dick back in his pants.

Debbie was disappointed; she wanted him to fuck her. "What are you doing? Don't put it away; I want you to screw me." She said.

Jake just laughed, "Not this time, I got to get back to work." Then he turned to leave. He grabbed the door then spun back around. Debbie was still on her knees with a pout on her face.

"Get up!" he snapped.

Debbie did.

"Take your panties off and give them to me." He commanded.

Debbie again obliged.

Jake sniffed the crotch, "Nice." He commented. "No more panties at work for you, got it?"

"OK." Debbie replied, as she stood there unsatisfied with her pussy dripping off her swollen pussy and sliding down her thigh.

"See you soon." Jake quipped. Then he unlocked the door and left Debbie alone in the conference room.

Debbie was dumbfounded. How could he just leave me unfulfilled? She thought to herself. How dare him! She collected herself and headed down the hall to the restroom to clean up. She entered the bathroom and headed into a stall. Her pussy was drenched. She grabbed some toilet paper and wiped her juices away. As she did, she touched her clit and sent a chill of arousal through her body. She couldn't help herself; she dropped the toilet paper into the toilet and began to stroke her pussy. She diddled her clit and remembered the feeling of Jakes cock sliding in and out of her mouth. She moaned lowly and enjoyed the feelings. Soon she took the other hand and began to pinch her nipple roughly. This caused her to moan again. She stoked faster and pinched harder. The reality of the situation suddenly hit her. Here she was sitting on a toilet at work playing with herself and dreaming of the mail boy. What a dirty slut she was. Jake was right. She was acting like a total whore. These thoughts excited her even more. Her muscles tightened and soon she was climaxing. She couldn't help herself; she let out a quiet, high pitched moan and came all over her hand. She sat there for several minutes enjoying the afterglow of a very intense orgasm. Then she wiped and headed back to her office.

When she got back, Trish was standing at her desk with an irritated look on her face. Debbie panicked. Could she know what she had been up to? She walked up and Trish asked where she had been.

"I was in the bathroom." Debbie answered.

Then Trish's demeanor changed. "Are you OK? You look flushed." She asked with concern.

Debbie relaxed, "Well, I am just not feeling the greatest; maybe it was something I ate."

"Do you need to go home?" Trish asked.

"NO, I'll be OK, thanks."

"Well, good, I need you to do a few things when you are fully recovered."

"Fine, I will be right in."

Trish went back to her office and Debbie let out a sigh of relief. She knew there would be hell to pay if Trish found out the truth.

Jake had been very aloof toward Debbie the last few days. He just delivered the mail and left. Debbie was getting frustrated. She dressed to impress every day. However, no matter what she did, Jake made no advances. Yesterday, he had gone into Trish's office for a time and had fucked her. She was sure of it, but he had not asked her in, or said anything when he left. She had been masturbating every night thinking of him. She was beside herself with lust.

Finally, she went out and bought the sexiest thing she could find and wore it to work the next day. Her skirt was only a few inches below her ass cheeks and the top was low cut enough that you could see the lace trim of her black bra. She was sure Jake would notice now. Her skirt was so short, that the breeze from the office air conditioning was fanning her now shaved pussy, since she no longer wore panties to work. She was in a constant state of arousal from the time she put on the outfit until she saw Jake. Jake arrived at the normal time to deliver the mail. He looked at her and chuckled. Then he bent over her desk and whispered to her, "You need a set of tits to pull that outfit off." Then he turned and left. Debbie was furious. How could he treat her like that? She sat there for two hours swearing she would never talk to him again. However, the more she thought about him, the hornier she got.

Just before lunch, the ding of her computer let her know there was a new e-mail. It was from Jake. She opened it. It read, "If you are going to dress like a slut, I am going to treat you like one. I will call soon to give you more instructions."

Instantly she forgot how mad she was at him. Her arousal spiked higher, and she waited for his call. Every time the phone rang, her heart skipped a beat and her pussy got wetter. By the time he finally called she was ready for anything.

"Hello slut." Jake said.

"Hello." Debbie replied.

"Is your pussy ready for me?"

"Yes." She replied.

"Do you live close?" He asked.

"Yes."

"Go to lunch right now. I will be in the parking lot. I will follow you home. What is your cell number in case we get separated?"

Debbie gave him the number.

"Hurry up, I won't wait long." He said. Then there was a click on the other end.

Debbie hurried to Trish's office and told her she was going to lunch. She almost ran to her car.

She looked around, but couldn't find Jake. She hopped in her car and drove toward home. About three minutes into her drive, her cell rang. The screen said "Private call". Jake had learned not to give out his number to anyone anymore. Victoria (See "Her Awakening") had become a pain in the ass when he first began to fuck her, and he was not having that again.

Debbie answered.

"Hello Mrs. Saunders, you nasty old broad. Do you have a hands free device?" Jake asked.

"Yes, I have it on right now." She replied.

"Good, you might need that hand for other things on the drive home."

Debbie was so turned on already.

"Are you wearing panties?" Jake asked.

"No."

"You naughty whore." He scolded her.

Debbie's pussy twitched with each name he called her. She didn't understand it, but she was enjoying it.

"Is your pussy wet?"

"Oh yes!" She gasped.

"Good, I want my cock to slide in nice and easy when I fuck you."

Debbie's excitement rose further.

"You want me to fuck you don't you Mrs. Saunders?"

"Yes." She proclaimed.

"Tell me what a dirty whore you are Mrs. Saunders. Tell me you want me to fuck you like a cheap slut."

"I want you to fuck me like a cheap slut." She repeated.

"You want me to fuck you from behind?" Jake asked.

"Yes, I want you to bend me over and give me that big fat cock. I want you to fuck me and make me cum."

"Oh I will you filthy old tramp. Put a finger in your pussy."

Debbie did.

"Is it dripping with your juices?" he asked.

"Yes." She answered.

"Pull it out and lick it off."

Debbie again did as asked. The taste was very not bad, and soon she would crave that taste too.

Debbie pulled into her driveway and Jake hung up. They rushed inside, and Jake walked her to the couch. He bent her over the arm and lifted her skirt. Her skinny ass jutted back waiting for him. Jake pushed his cock deep inside and stopped. Debbie yelped like a little dog.

"Is that what you want?" Jake asked her.

"Yes!" she screamed. "Fuck me, fuck me now!"

"First tell me what a whore you are Mrs. Saunders. Then beg me to fuck you with my big fat cock."

Debbie lost all inhibitions. She wanted it bad and she was going to do whatever she had to do to get it.

"I'm a nasty slut, a dirty whore, and filthy old bitch. Please fuck me! I Need it. Make me cum." She wailed.

Jake immediately began to pound her pussy hard and deep. He grabbed her narrow little hips and furiously fucked her as she screamed her approval the whole time.

"Yes! Yes! Yes! Fuck me harder, fuck your dirty little whore. I'm going to cum."

She came almost immediately. She screamed and moaned as the biggest orgasm of her life engulfed her body. Jake just kept pounding her as it ripped through her body. She came one more time before Jake was ready.

When he felt his climax coming, he pulled out and ordered her to her knees.

"Open your mouth." He snapped.

Debbie opened her mouth expecting him to put his cock in it. However, he stood in front of her and stroked his cock to orgasm, shooting his load all over her face and into her mouth. Then, just as always, he shoved his sticky cock into her mouth and ordered her to clean it. Debbie eagerly complied. The taste of her juices and his was very different, and the whole situation made her excited as she licked his cock clean. When she had finished, Jake pulled up his pants and said, "See you back at the office."

Debbie cleaned her face with her hands and licked all of his cum off them. She noticed the time and hurried to the bathroom to clean up and head back to work.

On his way back to work Jake chuckled to himself, "Another nasty, horny old broad." He couldn't believe how easy it was for him to nail them all.

That night Jake was in the mood for some more lovin', but he needed something more than Debbie's less than curvy figure. It was about 11:30 so he picked up the phone and called Trish. She answered the phone a bit groggy.

"Were you asleep?" he asked.

"Kind of, I was dozing off on the couch." Trish responded.

"I'll be over in 15 minutes, get something sexy on."

Trish knew it was useless to decline, so she agreed and hung up the phone. Jake arrived about 30 minutes later. Trish answered the door in nothing but a g-string, half cup bra and 5 inch stilettos.

Striking a pose against the door, she said, "Sexy enough for you?"

"Very nice." Jake told her as he backed her into the house. "Now down on your knees."

Trish slipped right into her submissive self as soon as he commanded her down. She opened his pants, grabbed his cock and slid its entire length into her mouth. She sucked with abandon. It always surprised her how willingly she slipped into this role, no matter how much she told herself she wouldn't when Jake was not around. The domination always made her feel wanted and sexy, and the humiliation just turned her on. She never got as excited when her male partners were not this way.