Just when the world seemed settled, the unpredicted hit Howard straight between the eyes. Like the weather, he was on a rollercoaster. Nothing stayed the same. There were only a few things he was sure of, like night follows day and winter turns to spring. Other than that, there wasn’t much that Howard could count on.
After sixteen years of marriage, his wife packed up and left for Colorado to move in with a man she met on the Internet.
A month later, Howard left work with a box filled with his office stuff. He had been let go as part of a corporate reorganization plan resulting from a company merger.
After several months without work and living alone, he became despondent and very very horny. Masturbating was his only companion. It helped take the edge off, but he badly needed the real thing. He needed a woman.
Never in his forty-one years had he paid for a woman. Circumstances changed that. Howard fired up his laptop and began a search with one goal in mind, to find the prettiest and youngest girl to fuck.
He tried Backpage where they had censored all of the adult categories. He found the escort services had moved to the “women> men” section offering massages. Howard found nothing he liked there. Craigslist wasn’t much better. Finding a young pretty girl that fucks for money took a lot more persistence than he had imagined.
He found a 24 year old who said she loved sex, was spontaneous in bed, and she was willing to do absolutely everything, any position, any hole all the time. Her picture showed her fingers spreading her pussy lips but no face. He loved her profile but needed to see more. Howard wrote to her at her gmail address. She said her name was Mandy and sent pictures of every erotic body part with interesting “appliances” entering some of her orifices. The only part she didn’t show was her face. He needed to see her face and preferred someone younger. He moved on.
Research is often a matter of diligence and a lot of luck. Almost as an after-thought, Howard Googled the word, “Candy”. Of course, the results were chocolate, peppermint, and many other sweet treats. Further down the list was something different. It said, “Let’s make a mistake together.” It included a gmail address inside the link. Again, he risked it and set a message saying, “Tell me more.”
Candi replied with, “I’m an eighteen year old professional. I only accept upscale clients. If you are a sugar daddy, call me.” She left a local number.
He wrote back asking for pictures, underlining his request to see her face. She sent some pictures of her partially nude body, but no face. Candi had underdeveloped boobs with puffy nipples that begged to be sucked. Howard absolutely adored them. They weren’t tiny tits, but they hadn’t reached the full potential of an older woman.
Howard called and got an answering service. “If you are trying to reach Candi, leave your number.”
A girl called the next day and left a message. “I do not send my face picture to strangers. I’m sure you understand. Text me.”
“He text’d her back and asked to meet for coffee. She replied, “Okay, no sex, $50.”
Howard wrote back offering, “Lunch plus $25.” He gave her the place and the time.
Her response was, “C’ya.” He didn’t know if that meant, “See you there,” or as a brush-off meaning, “See you around.” He decided to show up at the restaurant just in case. The problem was that he had no idea what she looked like.
The restaurant was busy. He was on the waiting list to be seated. It turned out to be a fortunate wait. Not long after he had arrived, a very young girl that looked to be high school age walked in the door searching for someone. She wore an oversize sweatshirt, a baseball hat and pink gym shoes. The girl appeared to be looking to meet a friend. On the other hand, there was a remote chance she was Candi.
The waiter noticed her confusion and said, “Can I help you?”
“No, I’m looking for a friend.”
“What’s your name?” asked the waiter.
“Candi.” She spelled it for him, “C-A-N-D-I.”
“Okay, ‘C-A-N-D-I’,” he repeated. If someone is looking for you, I’ll let them know you are here.”
Howard took in the conversation but didn’t make his move. He wanted to watch her for a few minutes before introducing himself. She was taller than he had expected with a cute face and a long blond ponytail hanging out the back of the hat. She had a sexy smile and swung her hips like a fashion model on the catwalk. Candi was what he was looking for, but she seemed too young to be an escort.
Finally he walked up to her flashing a charismatic smile and said, “Hi, I’m Howard. We met online.”
“Yes we did. Let’s talk outside.”
Once in the parking lot she said, “We can’t have lunch together. I have an appointment this afternoon and will be busy for the rest of the day. Now that we’ve met and you’ve seen my face, I would appreciate having you fulfill your part of the agreement.”
“You mean I need to fork over fifty dollars just for talking to you in a parking lot?”
“That’s right, that is, if you want to see me again.”
His mind went numb. This girl had a way about her that made him want her, and he was willing to pay anything for it. He peeled off five tens. She stuffed it in her purse and drove off.
Howard text’d her during lunch. “How much for a blowjob?”
That evening she wrote, “$200 if you are hosting. More if it’s in my place.”
He wrote back, “That sounds like a lot. Call me when you are free.”
Candi called almost right away and said the price was firm. She could do him at 9:30 that same night and to pick her up at the restaurant parking lot where they met.
She did him in his car after she pulled up her sweatshirt and had him suck her glorious tits. He was hooked.
Candi didn’t quite give him deep throat but she knew the sensitive places on a guy’s cock, licking up and down his shaft, flicking his head before taking him in her mouth. She massaged his dick with her tongue then bobbing her head up and down, fucking his throbbing cock until he filled her cheeks with a wad of cum he had been saving for such an occasion.
The girl opened her mouth to show him her prize, then swallowed it in one gulp.
“Gee Mr. Howard, you really needed it, didn’t you. That was a big load.”
She pulled down her sweatshirt and abruptly asked for her fee. Howard happily gave it to her.
“Can I see you tomorrow afternoon for a fuck?”
“It’s $500, and I can’t do it in the afternoon.”
“Why not?”
“Look, Mr. Howard, the reason I couldn’t have lunch the other day was I skipped school to meet you. That’s why I was busy the rest of the day.”
“School? How old are you, Candi?”
“I’m seventeen but I’ll be eighteen in two months.”
“So you lied to me about your age.”
“I had to. You wouldn’t have meet me if I told you my real age.”
“Okay but how long have you been turning tricks?”
“I just started. My girlfriend got me into the business.”
“How many customers have you fucked, Candi?”
“You’ll be my first client.”
“Are you a virgin?”
“No, Mr. Howard. I have a boyfriend.”
“Fine but I’m only gonna give you $300 and not a penny more.”
“Let me think about that. If it’s okay with my friend who is kind of my coach, we can set up a time.”
“Good enough. Let me know.”
Two days later she text’d Howard. “My friend said $300 is okay for the first time. It will be $500 after that.”
This time Howard picked her up at the school and took her to a motel five miles out of town.
“Do you want me to take off your clothes, Mr. Howard?”
“Let’s take our time, Candi. I’m having a beer. Do you want one?”
“My mother would kill me if she smelled beer on my breath.”
“Okay, what time does your mother expect you home?”
“Dinner is usually at seven.”
“Why are you doing this?” Howard asked.
“For the money, silly, and I like sex.”
“But you’ve had no clients before.”
“No, I just started. The thing is, I didn’t think it was fair for me to do it with my boyfriend for free. He always wants sex. He doesn’t take me anywhere but the back seat of his car. That’s why my girlfriend suggested this.”
“Does your girlfriend do it for money?”
“Of course. Darlene has a group of us doing it. She gets a little of our fee each time we do a customer.”
“What’s her cut?”
“She gets ten percent. The thing is, Darlene is a big girl, ya know, big boned and a little overweight. The rest of us can get clients easier than her, but she really knows how to ‘merchandise our product’ as she calls it. So she deserves a little of our money.”
“You’re really sexy Candi. What’s your real name?”
“I’m Margaret, but don’t call me that. How about you Mr. Howard? Where do you work?”
“I’m looking for a job. I was fired when my company merged with a big international firm.”
“What did you do?”
“I worked in customer service. My job was taking customers for dinner or for drinks. I had to entertain them and keep our out-of-town customers happy.”
“Do you want me to take off my clothes now?”
“Yeah, I’d like that.”
Margaret or Candi was a little hesitant when she got to her panties. Her bottom lip began to tremble when she said, “Turn off the lights, Mr. Howard. I can’t do this with the lights on.”
“For $300, Candi, you can do it.”
She turned away and peeled down her panties.
“You have such cute tits, Candi. Turn and let me see the rest of you.” She turned three hundred sixty degrees so he could enjoy every curve of her delicious young body. Then he said, “Now lay on the bed and spread your legs. I want to see your beautiful pink pussy.”
She sat on the bed laying back with her legs opened.
“Oh shit, your cunt is so great. I can’t wait to use it. Do you play with yourself, Candi?” Howard asked.
“What do you mean?”
“Masturbate.”
“Sometimes.”
“Show me.” Candi began masturbating for Howard then he said, “Finger fuck yourself while I finish my beer.”
He watched while she had two fingers working in and out of her plump pussy. He could see the slimy mucus building on her fingers.
His beer finished, Howard spent the next few minutes giving her girlish tits his attention. With each lick she squirmed. Each time he sucked on them, she gasped for air. He probed her inner wetness with his fingers for the g-spot. Her hips bucked and gyrated when he found it. Candi was hot and horny begging to be fucked. Howard was aching inside his belly ready for release.
“God, you’re wet, Candi. I need to taste some of that honeydew.”
He pulled off his pants and knelt between her legs treating himself to the sweetness of her dripping slit. Her ‘oohs’ and ‘ahhs’ encouraged him, a language that said she enjoyed being eaten out. Or, maybe she was just a terrific actor.
“Oh Mr. Howard, I like that. No one has done that to me before.”
“Mmmm, you are like your name, sweet as candy. but it’s time for me to get my money’s worth.”
With his balls ready to burst, he found the opening between her plump pussy lips. It was a tight fit, a very tight fit for his thick cock. At first, it was like fitting a round peg into a square hole.
Howard had his cock at her entrance when she let out a squeal. He took his time. Pushing in only half way, she said, “Take it out, Mr. Howard. You’re too big.”
Hearing that was such a turn-on. It was exactly what every man wants to hear. Maybe her coach, Darlene, had suggested the idea.
He pulled back but not all the way out, then pushed in again going further. It took three or four attempts to get in all the way. Finally he had himself locked in a vise grip with her vagina tightly squeezing his fat hard pole. It wasn’t his smartest move and he knew it was risky, but he wore no protection and had no intention of pulling out.
Howard had never fucked a girl with such a small cunt, not even in college with a girl who was a virgin, yet Candi didn’t seem to be feeling discomfort once he had bottomed out. Her wetness and his precum made for a comfortable ride when he pummeled her with long deep thrusts.
He slowed his movements as if they were in slow motion hoping to delay his final pleasure. Spreading her legs wide and high over his head, she seemed to crave every powerful stroke. His throttle was wide open. He was getting closer and closer before unloading a barrage of sperm, filling her to the brim. All the while he was thrashing her honey hole, she was panting, whimpering, squealing, and shrieking with each thrust.
“God, Candi, you give great head, but you are an even a better fuck. It was worth every penny of $300.”
“Thank you Mr. Howard. It was good for me too. How does it feel for a man, Mr, Howard?”
“Feel what Candi?”
“How does it feel when you cum like you just did?”
“It feels really good, Candi. It’s hard to explain, but it’s like when you have to take a pee and need to hold it. The more you wait, the pressure keeps building up. When you finally get to go, it’s such a great feeling of relief.”
“I see. So a guy really needs to have sex, otherwise he feels pressure building up inside him. That kind of explains my boyfriend.”
“You got it.”
“Okay, it’s getting late.
Howard text’d Uber on his phone to give her a ride home. Uber arrived moments later. She gave him an air kiss and left him in bed thinking about the next time.
Howard contacted her on her cell phone two weeks later. “How’s it goin’, Candi? I’ve been thinking about you. I might need your service this week.”
“Well, Mr. Howard, things have changed.”
“What do you mean?”
“I can’t talk on the phone. Can we have lunch? It’s spring break and I have some time.”
“You mean lunch and $50.”
“I’m waving the fee. Are you available Tuesday at the restaurant?”
“Sure. Do I need to pick you up a school?”
“No, I’m borrowing my mom’s car. My mom lets me use her car when I’m meeting friends.”
“Okay. See you at twelve thirty?” and they hung up.
Candi was parked when Howard drove up. She waved him into the car. When he was seated next to her, she drove off. “Hey, I thought we were having lunch.”
“Yes, of course. I’m having a cum drink in a few minutes. Blowjobs are on sale this week, only $100.”
She drove to a secluded street where a “For Sale” sign was on the only house on the cul-de-sac. She reassured him by saying, “This place has been empty for as long as I can remember.” Then she unbuttoned her blouse and pulled down her bra revealing her breasts schoolgirl. Howard was in heat. He unbuckled his pants and pulled them down to his knees.
She gave him head like before. He was as hard as nails but this time Candi took his whole shaft down her throat. While she worked on him with her mouth and throat, he reached between her thighs and finger fucked her sopping wet pussy. Finally he said, “Oh hell with it,” and jumped on her, stuffing his prick into her slippery cunt. It was an easier fit this time, and she energetically rode him through numerous orgasms until he emptied himself in her tight pussy.
“Jeez, Howard, we’re really making a mess of this. My mother will kill me if I don’t clean it up before I get home. She kissed him and reached into the glove compartment for a pack of Kleenex. I think I better clean you up first,” then she went down on him to slurp up the cum coating his cock and balls.
“Candi, I didn’t think you could deep throat. You were wonderful.”
“Well, I couldn’t at first. Darlene showed me how to do it without gagging. Do you remember Darlene, the girl that got our group together?”
“Yes, I think you mentioned her before.”
“Well, things aren’t working out as she planned. Originally, there were five of us and Darlene. Two of the girls got scared and quit. One girl had a bad time with a client. He kept fucking her until he came three times in her. She wanted out after that. Then there was Patty who backed out at the last minute when she was to meet a man at a hotel. Darlene was furious with her and told her to fuck off. That leaves me, my girlfriend, Linda, and Darlene.
“Last week Darlene’s parents found out about our little enterprise, and she hasn’t spoken to us since. She thinks one of us squealed on her.
“Look, Mr. Howard, I need the money. You and the guy I was with last week were nice to me, so I like doing this.”
“How many guys so far, Candi?”
“Well, only you and an older man. He was like a grandfather figure. Although he takes those pills to make a man hard, he couldn’t get it up for a long time. It took an hour before he could get it in. He talked most of the time about his granddaughter who is my age. He said I looked a lot like her. When he mentioned her name, I almost died. His granddaughter is my best friend, Linda.
“Anyway, it was a lot easier for me the second time. I was more relaxed than when he finally fucked me. You were so kind as my first customer, and I’ll never forget it. You’re a good man, Howard. That’s why today is nearly a free one. If you give me $100 as we agreed, that’s fine.
“So are we having lunch together, Candi?” Howard asked.
“No, I’ll be having lunch with Linda at McDonald’s.”
“By the way, Candi, what’s this about needing money?”
“After graduation, Linda and I are getting an apartment together and need rent money. We also need a car, so we’ll have those expenses.”
With that, she drove him back to his car at the restaurant. Howard didn’t contact her for months, but she contacted him. It was a phone call.
“Mr. Howard, I have to see you.”
“What’s wrong, Candi? Are you pregnant?”
“No nothing like that. Can I see you after school today?”
“Yes, of course. What’s up?”
“I’ll tell you when I see you. I’ll come to your place, okay? Give me your address.”
At four o’clock the doorbell rang. She was with another girl. “Mr. Howard, this is my best friend, Linda. Can we come in?”
Linda had a sweet face and big boobs, and he was more than anxious to welcome them inside. He opened the door and all three sat in the living room. He grabbed a beer. The girls had soda.
“So tell me all about it, ladies.”
Candi hesitated, then said, “This is a little difficult but we’re just going to come right out with it.”
“Okay, I’m all ears.”
“Like you already know, we’ve been turning tricks this year. We both are finishing our senior year and want to have our own apartment. It will be expensive so Linda came up with an idea that gets us more clients who pay more.”
“What’s your idea, Linda.”
“I think Margaret and I, oops, I mean Candi and I can work together and offer a three-some or a four-some.”
“Let me get this straight. You want to work as a team and screw one or two guys at the same time?”
“No, Howard,” Candi replied. “We’re already doing that. Sometimes we just put on a sex show together like at stag parties. It pays well and if a guy wants more, we earn more. We did a fraternity party and some of the guys got so horny it turned into kind of an orgy. That’s the most we ever earned in one night.”
“Why tell me about this?”
“Well, we want to be full service girls and more and more guys want anal,” Candi continued. ” They want to fuck all of our holes. I’ve done it a couple of times but Linda is an anal virgin. She’s scared to death to try it.”
“Okay, so what does it have to do with this afternoon?”
“Mr. Howard,” Linda said, “Candi told me you were her first customer, and she was so scared doing it with a stranger. You were kind to her and made it easier. She trusts you and said if anyone could help me do anal the first time, you might be willing.”
Howard went to the kitchen to get another beer. When he came back he said, “Okay girls, of course I’m willing. It sounds like a reasonable proposition but first, let me see the sex show you perform.”
They both smiled and said, “We hoped you would say something like that,” and they moved closer together to begin kissing.
They dove into each other’s mouth with tongues intertwined like pretzels. He was mesmerized by two blonds getting it on in front of him. Linda began rubbing Candi’s breast and Candi responded by unbuttoning her blouse. Linda’s hand was all over her friend’s bra until she pulled it down revealing two tits that Howard was sure had grown. They no longer were “‘underdeveloped” but had filled out since the first time they met.
The kissing moved to Linda sucking Candi’s nipples. Candi wasn’t idle. She had pulled Linda’s skirt up and had her fingers exploring her friend’s folds.
“Let’s go to the bedroom, girls,” Howard suggested.
When they got there, the girls went back to kissing and undressing each other. Linda’s boobs were every man’s dream, large and firm. Both girls were naked from the waist up by the time they were ready to play with each other in bed. Linda sat on the edge with Candi pulling down her panties. Linda spread her legs and Candi went down on her for a good five minutes of pussy love.
Linda rolled into bed taking off her skirt. Candi joined her naked. They immediately began giving each other head with a sixty nine. Howard had enough. He was so horny his cock nearly ripped through his pants.
Candi noticed his dilemma and invited him to join them. One girl’s warm hands massaged his balls, the other sucked his dick. It was something that dreams are made of.
He said, “Who wants to be fucked first?”
“We’re here for anal, remember Howard?” squawked Candi.
“We need to get Linda lubricated. Did you bring the lube?”
“It’s in the living room. I’ll get my purse.”
When she left for the living room, he pulled Linda on top of him slipping easily into her cunt. She wasn’t tight like Candi, but wet and active with enormous tits begging to be sucked. He banged her until Candi returned with the ointment. She knew how to use it.”
With her girlfriend still impaled by Howard’s stiff rod, Candi squeezed out a large pool of “Slippery Slide” and began smearing it on Linda’s butt hole. Candi used her fingers to gently penetrate Linda’s insides waiting for her tight ass ring to relax. Linda didn’t scream but then she wasn’t silent either. She sounded more like a girl singing badly out of tune.
“She’s ready, Howard. Take that big fat cock of yours out of Linda’s pussy, and put it where it’s needed.”
Linda was on her hands and knees with her ass in the air when Howard moved behind her. The entry point was greasy and slippery; his dick was stiff and slimy. Candi was there holding his cock as if to help him find the target but also to protect her friend. She didn’t want him plowing into her all at once. He didn’t go in easily.
Once he finally had the tip of his cock in her ass, she let out a squeal. Candi went up to her to reassure her. “It’s okay. Just relax,” and they kissed.
Slowly but persistently, Howard pushed in further. “Stop it, stop it. Don’t go any farther,” Linda begged.
Candi turned to give Howard a smile and waved her fingers as if to say, “Go for it”. With Candi’s encouragement, he plunged in all the way. Some extra lube squirted from her ass making a squishy sound as his dick went the maximum distance.
“Ouch!” is all Linda said.
Howard didn’t move for a minute to help steady Linda’s nerves. Although she shed a few tears, he could tell she was ready for a good reaming when she shoved her hips against his. For three or more glorious minutes he pounded her ass.
When Howard couldn’t hold back any longer, he began spurting load after load of cum up her bunghole. He was exhausted, but it was a blissful exhaustion.
Linda took a few minutes to clean herself up, then said, “Oh my god, Howard. I’m glad you did it to me first. You were so patient with me. At first, I didn’t think it could go all the way in, but once you were fully inside, it got better. It felt okay after that. I’m really sore but happy.”
Before the girls left his apartment, Candi said, “Mr. Howard, there’s something else.”
“You want to be paid, right?”
“Yes, but there is one more thing we need to ask. A lot of the younger guys can’t afford us. We need to find some high-rollers. You said you were in customer services at work. Your job was to keep the customers happy. Did you ever hook them up with a service like ours?”
“Not really. Sometimes we would go to a bar where I knew there were MILF’s or cooperative girls. It was up to my clients to make their own arrangements.”
“So you have contacts with people who might like to spend time with us.”
“I guess.”
“And they might be on their company’s expense account?” she asked.
“Usually.”
“Do you think you could introduce us?”
“Hey, how did you learn all of this?” Howard asked.
“Linda had a salesman last month who inquired about having a friend join them. He wanted two girls, then explained how his company would pay for it.”
“I see and that’s how Linda came up with this idea of a three-some.”
“That’s right.”
“Well, you could be in luck. Recently I took a new job in ‘Client Relations’. I can’t give you names or introduce you to men if I expect to remain employed. However, I might be able to do something for you.”
“Great, what’s that?”
“When I take clients out for dinner, you need to be there showing your legs and smiling. These guys are not blind. They can tell a girl who is available very quickly. If I’m with them at the bar after dinner, you make sure to make eye contact with them in a female kind of way. You know what I’m saying?”
“Yes, we get it,” Linda said.
“Your best bet is to be near the bar after dinner. Before that, my clients and I are talking business. I will not be involved or even introduce you to the men. It’s up to you to get their attention.”
Cindi asked, “So you will tell us the location and time.”
“That’s right. Then they’re all yours.”
“When do we start?” Linda asked.
“I’ll text you. And remember, seduction is ninety percent acting. Just don’t overdo it.”
The girls left his apartment with a plan that would be a perfect fit for their career advancement.
NEXT: See how the plan works out in Episode Two