In a typical street in the nicer part of town, sits a row of almost identical well-kept houses. The residents are generally well off retirees or families with high paying jobs and nannies to look after their kids. In the end terrace lives a man who's done very well for himself given that he's only 31.
Jack works in IT. While we was at uni he successfully developed and sold an app to a large corporation, if he wanted to, he'd never have to work again. So he dropped out of uni, bought a nice house and a fancy car and decided to work for himself. He continued to develop software and apps for companies, but was also well known in the local community for helping out with domestic tech problems too. Working from home meant he was always happy to pop round someone's house and install a printer, or unlock a blocked phone.
Jack had a sizeable house and had converted it to be exactly what he wanted. He had a large garage built onto the side of the house. His ground floor had a comfortable living area with a huge TV, a state of the art kitchen and his own personal gym. Upstairs he had a master bedroom with en-suite, a guest bedroom, a large walk in shower room and a sizeable workroom with all the computer equipment he needed to keep the money coming in. He was attractive, with short dark hair and piercing green eyes, average height and a well maintained physique (thanks to his home gym) that wasn't too muscly. He was always well dressed, usually in a shirt and jeans, even at the weekend.
Jack had a beautiful silvery- grey cat that liked to follow him around the house, called Bonnie. That was as much commitment as he was interested in. Jack had no interest at all in a long term relationship. His life was exactly as he wanted it, he couldn't stand the idea of someone coming into his house and trying to change things, or change him.
Of course, that didn't mean that Jack didn't enjoy sex, but he'd found a way to make sure that was never in short supply.
Jacks street was in walking distance of two sixth form schools as well as the college campus. As well as popping into peoples homes to solve their technical issues, occasionally people would call in to his house for help. Jack kept two mobile phones for this reason. One that he gave out to family and neighbours and one he kept for special clients. These special clients were usually between the ages of 18-21, who would call in on their way to or from sixth form or college.
Jack had a reputation among the girls for helping them lose their virginity. This way Jack got the sex he wanted and they got a decent experience for their first time that wasn't going to lead to a relationship. Usually girls that had already been with him passed his number onto other girls in need of his services. They would then text him requesting his special services and he would reply with a date and time.
Today was one such occasion. Jack had been busy that week with various work commitments, so this girl had been waiting almost a week to come and see him. He didn't allow them to randomly come over, that might look suspicious. So he always gave them a time and date that suited him and made it look like he was helping them with a tech problem.
He wiped down his spotless kitchen worktops and checked the time as the doorbell rang. She was 5 minutes early.
He opened the door to the hallway and greeted her like any other client.
"Hi," he smiled, "I'm Jack, why don't you come on in?"
The girl smiled nervously and stepped onto the grey laminate flooring as Jack gently closed the door behind her. "I'm sorry sweetheart, remind me of your name?"
"Oh!" She blushed furiously, "Sorry, it's Rebecca... Becki..."
Jack smiled again, "A pleasure. Now what can I do for you?" He knew full well why she was there but he did enjoy watching them squirm.
"Well, my friend Sarah came to see you a couple of weeks ago... she gave me your number because I have.. uh... well, the same problem..." she was blushing furiously again and struggling to look him in the eye.
"Why don't we go through to the kitchen? Would you like a drink?"
She followed him nervously into the kitchen. She hadn't expected hospitality, she thought they'd get straight to it. She perched on one of the high stools as Jack busied himself around the kitchen.
"Do you drink?" He called over his shoulder.
Becki fiddled nervously with a loose thread on her sleeve.
"Sometimes, what are you having?"
Jack smiled to himself as he sliced cucumber into the glasses in front of him, topping them up with gin.
He turned back to her and held out a glass. She took it cautiously. This definitely wasn't the cheap wine she was used to. She tried not to wince as she took a small sip of the potent drink.
Jack swirled the ice around in the glass. "So Becki, what it is you're looking for today?"
"Well, sex really..." she mumbled, focussing on her drink.
"Don't be embarrassed to say the word sex sweetheart. It's perfectly natural and nothing to be ashamed of. You are a young hot blooded women and there's nothing wrong with wanting sex."
He took a moment to look her over, enjoying the fact that she was still in her sixth form uniform.
"So, what have you done so far?"
"Not a lot. I have a boyfriend and we've kissed and done some touching... only over our clothes though. He really wants sex but I'm so nervous. I just want it to go right. I don't want him to leave me because the sex is bad..."
"Where has he touched you?"
"My breasts but that's it really."
Jack nodded while sipping his drink, checking out her firm breasts through her tight white shirt.
"So do you just want sex? Or do you want to do oral or anal... do you want me to do a bit of everything? What sort of things will your boyfriend want to do with you?"
Becki looked at him blankly and Jack chuckled. "How about we head upstairs and see what happens?"
"Upstairs?" Becki paled.
Jack chuckled again, "To my bedroom? Sex in the kitchen might be fun but it's not ideal for your first time!"
Becki could have kicked herself, he must think she's a complete idiot! She quickly finished the gin and followed him upstairs.
Jack opened his bedroom door and smiled, "Make yourself comfortable."
Becki perched on the edge of the bed, taking in the immaculate room around her. Jack pulled his dark blue sweater over his head and hung it carefully over the back of a plush maroon chair in the corner of the room, before returning to the bed. He sat comfortably against the pillows and patted the bed next to him, signalling her to move closer. She moved awkwardly up the bed, unsure of how she should position herself.
Jack enjoyed being in control. He liked order and routine, which is probably why he preferred younger inexperienced girls. They weren't bossy and controlling, he could do whatever he wanted with them. He placed his hand lightly on her side, feeling the warmth of her skin through her thin blouse.
"I've always liked girls in uniform, but it looks especially good on you." He purred, "You've no idea what pretty girls like you do to men like me..."
Becki blushed, "You think I'm pretty?"
"Of course! Boys must be after you all the time."
"You'd be surprised. I'm not one of the popular girls."
Jack pulled a face as if he didn't believe her. "If at any point you want me to stop, just tell me ok? We'll start with a bit of foreplay, maybe some oral to make sex more comfortable..."
"How will I know what to do?" Becki asked.
"Just do what feels good sweetheart." He smiled as he leaned in to kiss her firmly on her young, tempting lips. She gasped a little as he slipped his tongue into her mouth, but soon fell into a familiar rhythm as if Jack was her boyfriend. They had done plenty of kissing and she started to feel less nervous.
Jack ran his hand slowly over her chest, squeezing her right breast gently as he passed over it. Her breasts were small and pert in his hand, just the right size. He felt himself harden at the thought of her untouched nipple in his mouth. Becki had mirrored his movement and rested her hands on his chest, feeling his tight pecs under his shirt.
Slowly Jack untied her striped school tie and dropped it over the side of the bed, before starting on the buttons of her blouse. He took his time unbuttoning each individual button, still kissing her to keep her distracted. Becki felt her skin prickle as cool air brushed against her skin through the opening in her blouse.
Leaving her blouse on but unbuttoned, Jack slipped his hand inside and cupped her breast through the white lace of her bra. Becki let out a small moan as Jack explored her bare flesh. He slid her blouse off over her shoulders and nudged her onto her back.
