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Jenny And The Guys Roomies Series

Jenny And The Guys Roomies Series

by aein
20 min read
4.38 (8400 views)
adultfiction
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Mike and Josh graduated from Wichita State University. They stayed in Wichita because Mike had been offered a position with the Wichita State basketball program as a scout and management trainee. Josh took a position as a history teacher at a local junior high school, specializing in American history, teaching 8th graders.

Mike's younger sister, Jenny, had just graduated from high school. She talked with Mike and Josh a lot about attending Wichita State. She liked the idea of being an agent for professionals, like actors and performers. Since this was similar to what Mike was shooting toward in his career track, she felt that being close to Mike would help her.

Mike and Josh had moved to a 3-bedroom house, not far from both WSU and Josh's school. They bought this house with thoughts that Jenny would join them when she started at WSU, but until then, they used the spare bedrooms as an office and storage.

Jenny began to explore sexually at the age of 10. She found that if she rubbed her genitals with her fingers or against hard objects, she would have a good sensation. Her mother had caught her rubbing herself against the arm of a chair, still clothed. Her mother talked to her about masturbation. Her mother advised her that it was something she should do in private.

She decided to go bare when she was fifteen because she was turned off by how much hair was growing everywhere. She did several laser treatments until her hair stopped growing back. Now she only had to do it once a year at the most.

She was sexually active since she turned sixteen, losing her virginity to one of her best male friends after a school dance. She hooked up with him from time to time, but they had agreed that they were not interested in each other romantically. She asked her mother about birth control and her mother agreed. She experimented with girls, which she enjoyed. She was not promiscuous. She only had sexual relations with people she got to know.

Jenny had blossomed beautifully through her teenage years, though her breasts didn't fill out as much as she had hoped. At eighteen, her bra size was 32A. She was on the larger size of an A cup, but not quite a small B cup. At first, she was a little saddened by this, but she found that though some teased her, others liked them. She remained thin at the waist as her body matured and stretched, about 23 inches. Her hips were a little bigger, 34 inches, than she had hoped for aesthetics, but her mother reminded her that if she decided to have children, the little extra would make things easier for her. Her pussy was well formed by the time she was 18.

During her senior year she dated one guy, Jeremy, exclusively for the last few months, both romantically and sexually. But they had decided that they had different paths in life just before graduation. The last time, they had sex was the night before he left for California to attend school.

They had previously decided to have dinner together and then spend some time being intimate. A couple of days after graduation, Jeremy picked Jenny up at her home. Jeremy took her hand as he drove to the restaurant. It was a nice, casual restaurant. Jeremy had made reservations, thus helping them get seated quickly. They had eaten here before, so they knew the menu. Jeremy ordered a ribeye steak, rare, with smokey mac 'n cheese and a salad. Jenny had the BBQ chicken/Rib combo with Mexican corn and crispy Brussel sprouts. Dinner flowed well as they enjoyed each other while sharing bites of each other's food. As they finished, Jeremy paid the bill and escorted Jenny from the restaurant.

They headed back across town, ending up at Jeremy's house. His parents and siblings were out for the weekend, and he had the house to himself. He guided Jenny through the house and down to his 'man cave'/bedroom in the basement. His parents had allowed him to use the entire basement like an apartment, aside from a kitchen. He did have his own 'refreshment station' containing his favorite snacks and drinks. He also had a bit of alcohol hidden there as well. Jeremy offered Jenny a drink and she asked for a coke with a splash of rum. Jeremy nodded and poured her coke into a glass then told her to say when with the rum. Just as the first splash came down, she stopped him. He pretended to fumble a little bit, and more rum went into her glass. She glared at him playfully, but took the proffered glass, sipping lightly. She coughed a little, both playfully and from the drink. Jeremy called her a wimp. He took a long drink from a bottle of beer.

As they finished their drinks, Jeremy took Jenny's glass and put it on the counter. He took her in his arms and kissed her passionately. Jenny melted in his arms. Jeremy broke the kiss and took Jenny's hand, leading her to the bed. Jenny smiled shyly and blushed. No matter how many times they had done this, Jenny still felt as if she were undressing in front of someone for the first time. Jeremy pulled off his clothes and laid back on his bed. Jenny had turned around and disrobed. She backed onto the bed and Jeremy pulled her into an embrace. They kissed and fondled each other for long moments. Jeremy then asked in a whisper if she wanted to be on top or bottom. She shied a little but whispered back she would prefer to be on top. Jeremy returned to kissing her, as he guided her up and onto him. Jenny allowed Jeremy to guide her. She lifted her leg over Jeremy and settled down on him, his penis rubbing between her labia. They played like this a while more. She then lifted her hips and reached between her legs to guide his hardness to her hole. She sighed as she let his flesh slip into her. Jeremy moaned. Jenny slipped down slowly. Jenny finally settled down with Jeremy full inside her. She sat with her arms on his chest, eyes closed, and smiling. She finally opened her eyes and stared down at Jeremy. Jeremy was also smiling. She began to move her hips back and forth, then moved up and down slowly. Jeremy moved his hands to her hips and Jenny moved her hands to either side of Jeremy. Jeremy began to move his hips in time with Jenny's hips. They slowly increased their pace, soon pumping hard to each other. Jenny moaned and vocalized as her orgasm built higher and higher. Her skin began to redden at her breasts, working its way down her body. Jeremy grunted and thrusted hard. He felt his own build and began to growl. Jenny felt Jeremy's embedded flesh begin to swell. Her own orgasm was peaking, her vaginal muscles spasming and tightening. Jeremy thrust up hard as he ejaculated hard. Jenny peaked, her body shuddering as she cried out. Jeremy jerked his hips a few times, emptying himself inside Jenny. Jenny could feel Jeremy's cum filling her and seeping out around his member with her own juices. Jenny's body finally gave out and she collapsed onto Jeremy's body. Her body continued to spasm as did Jeremy's. He caressed her back and kissed her face. She moved her lips to his and they kissed in bliss. Jeremy's flesh slipped from Jenny and fluids seeped out. Jenny moved off and closed her legs tight, sliding to Jeremy's side to cuddle.

In the morning, they showered together, dressed, and said their goodbyes. Jeremy was flying out in the evening.

Jenny left a few days later for Wichita.

Jenny prepared to move to Wichita with her parents' help. Mom helped her pack her room up. Dad got her tuition and other financials in order. Mom and Dad were driving her down to Wichita with a moving trailer in tow behind Dad's truck. When they arrived at Mike's and Josh's, they all quickly unloaded Jenny's things. They set up her bed and dressers; the boxes, they put in the spare bedroom so that she could get things set up. Dad took them all out for dinner. Afterwards, Mom and Dad made their goodbyes.

Back at the house, Mike went to the bar in the living room and pulled out a bottle of champagne and three glasses.

"We didn't get to toast your graduation," Mike said, handing each a glass. He poured a small amount in one glass and a normal portion in the other two. "You, young lady, shouldn't even be drinking this. Mom and Dad said that they gave you a little at home after your graduation and that if you had anything, you should only have a little."

Jenny clucked a little but smiled, knowing that she was not yet comfortable with alcohol. Even though she had been drinking since she was sixteen, she always seemed to get drunk much quicker than anyone else. She took the glass offered by her brother.

"To Jennifer Magdalene Belamont," Mike said holding his glass up. Josh gave a 'here, here' and raised his glass as well. Jenny blushed and raised her glass to meet the others. They clinked their glasses and then drank. Jenny was careful not to drink all she had. She didn't want to feel a buzz just now. She sipped at her champagne for the next few moments. They retired to the lounge chairs near the bar and chatted. Jenny finished her glass and begged a small amount more. Mike relented and poured about the same as before. Jenny nodded and then downed it all in one draw.

"With that," she said smiling, "I will say goodnight. Thank you both for your help today and for letting me disturb you household."

"You will never be a disturbance," Josh said standing. He helped Jenny to her feet. The alcohol hit her just as she stood. She swayed slightly but righted with a small giggle. Josh started to help her to her room, but Jenny said she would be alright. She had stood too fast, and the alcohol caught her at the same time, but she was okay for now. She mounted the stairs and stopped in the bathroom before she headed to her room.

Jenny actually slept in the next morning. She had been getting up at 6 am every day, including weekends and summer break. When she finally got up, it was nearly 10 am. Pulling on a robe, she moved to the bathroom. Her brother had said that this was her bathroom, as he and Josh only used the ensuite in their master bedroom in the basement or the small half-bath on the main floor. The other bedroom that shared the upper floor was used as an office during Covid and now was just a storage room. She used the toilet, then grabbed a towel and took a shower. She then grabbed some clothes from a box in the spare bedroom and dressed in her room.

She made her way downstairs to find Mike in the kitchen.

"'Bout time, sleepy head," he said with a grin. "I tried to wake you about 8:30 but you wouldn't even move."

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Jenny shook her head. "I don't even remember you coming in."

"I didn't come in. I knocked and then opened the door enough to call inside. I could just see you in bed, but you wouldn't respond, so I let you sleep. There is some hash in the fridge that you can heat up."

She smiled and opened the fridge. She found the dish with the hash and helped herself to a large bowl. She heated it in the microwave. She then added a bit of ketchup and hot sauce and sat at the breakfast nook near the patio window. Mike brought her a cup of coffee and joined her with a cup of his own.

"How d'ya sleep?" Mike asked as he brought his cup to his lips.

Jenny swallowed what she had in her mouth. "Well, as you couldn't rouse me, I must have been pretty deep into sleep. I feel refreshed this morning, maybe a little groggy from sleeping for so long."

Mike nodded and picked up his phone. He scrolled through his emails and then the news. Jenny continued to eat. When she finished, she picked up her dishes and Mike's cup as he had finished his coffee and rinsed them in the sink and put them in the dishwasher. She moved back to the table and pulled out her phone as well.

"What are your plans for today?" Mike asked as he put his phone down. Jenny didn't look up but answered, "I will be working on my room all day, I'm sure."

"Josh and I have cleared our calendars to help you," Mike said.

Jenny looked up at her brother. "Okay, if you want. I don't want to be a bother."

"Your my sister," he said smiling. "You're supposed to bother me." He chuckled.

She laughed. "Yeah, well, I'm sure I will bother plenty." Mike laughed.

Josh came in from the foyer carrying grocery bags. "Morning, Jenny."

"Morning, Josh. Need some help?" Jenny said, standing.

"Sure. There isn't much, but help would be great," Josh said as he put the bags on the kitchen counter.

Mike stood. "I'll start putting things away."

Josh nodded and followed Jenny out to the garage. There was just enough in the car that Josh and Jenny carried four bags each into the house. They put their bags to join the others on the counter. Josh helped Mike put the groceries away. Jenny watched, paying attention to where things were being put.

"Let's have a quick chat," Mike said moving to the kitchen table. "Talk about things."

Jenny sat on one side of the table and the guys sat on the other, together.

"Okay," Mike said pulling out his smartphone. He tapped and swiped a couple of times, then set the phone down in front of him. "Mom and Dad asked me to go over a couple of things. First of all, you are an adult. What Mom and Dad want to remind you is that being an adult doesn't mean you can do whatever you want whenever you want. Respect others and they will respect you. Having said that, Josh and I will respect you as an adult if you act like an adult. This is your first time away from home and that can be a little daunting and dangerous. We ask that you keep us informed about your comings and goings. If you are heading out, let us know where you are going and how long you will be. If you aren't sure how long you will be out, just keep us up to date. Texting will be great, as Josh and I both will be gone most of the time during the day. If you plan on being gone overnight, please let us know where you will be.

"I know this may seem extreme, but it is for your safety and our sanity. Being your big brothers suggests to us that we should protect you. We will only help you as you ask, but we will also be there if you have any trouble."

Jenny nodded. "I was planning on keeping you guys informed of my whereabouts. Mom and Dad also said the same thing to me."

Mike continued, "Meals will be planned at least one week in advance. We can coordinate our meal planning on Wednesday night, either at dinner that night or through texts if any of us are not available. I would suggest that we each cook 2 nights per week with Friday being a leftover or YOYO night."

"What's YOYO?" Jenny asked.

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"You're on your own," Josh answered. Jenny nodded.

Mike continued, "If you decide that you would like to eat out, we can decide that on a night-by-night basis. But eating out can be expensive, so let's keep it to a minimum. Fridays would also be a good night to eat out.

"Dad told me that he sent an expense credit card to pay for things like books and supplies, or any other personal items you may need. I would encourage you to be very prudent with your purchases. Dad said he would block it if it were abused."

Jenny nodded again. "Yeah, he really hammered that point to me."

"I would suggest, especially in the summer, you get a job. That will help you with personal items you may need. Josh and I can help when needed, but again, don't abuse."

Jenny nodded.

"Lastly, if you find yourself in need of a place to be intimate, your room is your room. But please alert us when you bring someone here, especially if we are not home. You are welcome to invite friends to hang out with. If you feel you need more space than your bedroom, we can clear the spare bedroom for you to use as a living room. You are welcome to use the living room as needed but again let us know if others are coming."

Jenny nodded again.

"Any questions?" Josh added.

Jenny shook her head. "Nope. I am grateful to you guys for letting me live here with you. I know that having someone else living here may cramp your style as a married couple, but as you have asked me to do, please let me know if I am intruding."

Mike and Josh nodded together.

"Okay then," Mike said as he put his phone away, "let's get to your stuff."

Mike followed Jenny with Josh following behind Mike. Jenny led them to her room and had the guys help her move the dresser and the bed. She then moved to the spare bedroom and grabbed a box. She moved back to the bedroom, set the box on the floor, and opened it. Books. She moved it back out to the hallway.

"Can I set up a bookcase or two in the spare bedroom? Maybe it could be more like a study room for me."

Mike looked at Josh who nodded. "Yeah, we said you could use this room if you would like. We can move our stuff out as we work this weekend."

The guys set boxes on the bed. Jenny checked the one Mike brought. Clothes. She had him put it by the closet. Josh opened the box he had brought in and gasped. Jenny looked and turned beet red. She ran to the box, closed it, and put it under her bed.

"Sorry about that, guys," she said, still blushing. Josh chuckled. Mike had not seen into the box and asked about it.

"Um," Jenny said, shying. Josh said, chuckling, "Let's just say the box had several 'personal toys' (using air quotes) in it."

Mike got the reference and chuckled. "Not surprised," Mike said. Jenny continued blushing as she went back to work. Mike suggested that Jenny begin unpacking boxes, as he and Josh moved some into the room. Soon, there wasn't much room to put more boxes, so the guys helped unpack what they could. After a couple of hours, Mike suggested a break and they went down to the kitchen for snacks, drinks, and rest.

They continued for a few more hours, only stopping to eat lunch, Door Dashed. By midafternoon, Jenny had most of her room set up and the spare room was mostly cleared of Mike's and Josh's things. Mike said that they would go out for dinner. They enjoyed a nice evening meal, then returned home.

As they were relaxing, Mike reminded Josh that Mike needed to go to Utah to scout a few prospects. The NBA runs a summer camp for high school students, drawing high school prospects from around the country to Salt Lake City. It is designed to give colleges a chance to check rising talent.

Mike had planned to go alone, but since Josh was out for the summer and Jenny didn't have any plans, he invited them both to come with him. The hotel would be taken care of by the school. The room he was usually assigned had two queen beds. Mike made the arrangements online for the flight. Jenny and Josh would have to take a different flight, leaving just an hour later. Mike said he would be able to wait at the airport for them. Mike suggested that each pack a light bag. They all went to their rooms and prepared for the morning flights.

Mike's flight was scheduled for 12:00 noon. They left the house around 9:30. They arrived at the airport parking lot by 9:45. They checked in at the kiosk for their airline and then moved swiftly through the TSA checkpoint. They were at Mike's gate by 11:10. They grabbed coffees at a Starbucks kiosk and sandwiches at another kiosk near the gate and sat close enough to be able to listen for Mike's flight.

Mike's flight was called at about 11:45. He kissed Josh and hugged his sister and boarded. Josh and Jenny moved to their gate and waited for their flight. The could see Mike's flight leave the gate and then take off. At 12:45, Josh's and Jenny's flight was called, and they boarded. Mike had been able to get them seats together. They quickly found their seats and settled in. As soon as they had taken off, Jenny set up the monitor in front of her seat to watch a movie. She pulled out her headphones to listen. Josh grabbed a book from his bag.

Three hours later, they landed in Salt Lake City. They quickly deplaned and moved to the airport entrance. Mike was waiting for them beyond security. They found the hotel shuttle stop and waited only a few minutes. They arrived at their hotel just after 6:00 pm. They got their bags situated and headed out to dinner. They found a nice restaurant off the hotel lobby and enjoyed dinner. They picked up some sodas and snacks in a kiosk in the lobby and went back up to their room. They relaxed in the room watching a movie until Mike had to turn in. He had to register at 8:00 in the morning and his first prospect was working out at 9:00.

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