Chester pressed his thumb to Shiela's lower lip, cupping her face with his palm. He always complimented her lips when he kissed them, bit them, or when they were wrapped around his cock. "Plump and delicious," he'd always say.
Kissing her goodbye he said, "I can't wait for this weekend. I have to have you tonight." His words barely made it out of his mouth between gulps of air and tangling lips.
"It's only Thursday," Shiela said against his teeth. "My parents will be home. You know that."
He bit her lip, and she moaned, pushing him away. "You have to get to school before the final bell rings or you'll get detention for being tardy too many times this week." She reached over his lap, giving him a teasing thigh massage before opening his door and shoving him out with a giggle.
He bent down and kissed the window after closing the door. "I love you!" he shouted through the glass.
"I love you too!" she screamed and waived him away.
They'd been dating for over a year now, having met while she was a senior and he a junior in high school. They were both 18 now, but she had skipped a grade in elementary school, so he still had a year left.
Sighing, she pulled away from the parking spot when he disappeared from view. The separation was torture. They went from seeing each other every day between classes, to spending 8 hours apart until the weekends finally allowed them to fuck and lay in each other's arms naked all day. Her parents owned a restaurant and always worked on the weekends, leaving her house empty for teenage shenanigans.
They allowed her to take a year off of school to relax until Chester graduated so they could go to college together. She just had to work in the restaurant part-time for fun money. She was at the restaurant while Chester was in school, and she'd pick him up in the afternoons. When she wasn't driving him around, they were making out in her car, or her room, or her living room. His mom didn't work so his house was never available for them to connect and be intimate. Sometimes, Chester even snuck in her room when her parents were there, but she always sent him away before any frisky business started, too afraid they'd get caught.
After a full day of dishwashing at the restaurant, she dropped Chester off at home after school. They made out in his driveway for what seemed like hours. His mom had to come out and tap on his window to get their attention. Shiela was almost late for dinner when she got home. Instead of having her do more dishes, her mom just asked her to take a plate up to Brian's room.
Her much older brother, Brian, moved back in after his divorce. Their mom couldn't be happier to have a full house again. Brian was 15 years older than Shiela. His dad left their mom when she told him she was pregnant, and it took her a while to fall in love again. That's when Shiela was born. While they were siblings and saw each other during holidays, they never lived together before. And her parents didn't make him work at the restaurant, which rubbed Shiela the wrong way. But when her mom explained it was because of Brian's depression, she tried to be a more understanding sister.
She knocked softly on the door and opened it after not getting a response. Brian was on his computer with the high back of his chair to her when she entered.
"I brought you some dinner, Bro," she said.
"Thanks." He turned in his gamer chair from his childhood. Their mom kept everything just the way he left it, even after all these years. He was 33 and sleeping on sheets he had wet dreams on during the awkward stages of youth.
Shiela shook the dirty thought from her mind. "How are you doing?" she asked, perching on the edge of his bed then deciding to stand instead. The sheets were knotted, and the comforter was on the floor.
Brian shrugged and took a small bite of pot roast.
"Okay, well, I'll leave you to it." She made her way to his open door and, looking back, caught his eye and smiled at him before closing his door.
---- ---- ----
Shiela's evening routine was what kept her grounded and feeling rejuvenated the next morning. Usually that included masturbating until she reached orgasm as a natural sleep aid.
Rubbing her scalp, face, and whole body with oils before bed always got her natural juices flowing. Combined with the smooth, coolness of her silk nightie, she often had sex dreams about celebrities or her boyfriend. She only ever told Chester about the ones she had of him that were very vanilla. He tended to shy away from anything other than missionary and doggy-style, and no anal. Shiela was both surprised and relieved by his lack of interest in stuffing it up her bum, but she did often get bored while he jackhammered into her seeking his sole release.
Ready for bed in her nothing but her silk gown, she slipped her sleeping mask over her freshly unmade face. Her fingers slipped easily into her center lying flat on her back, knees falling open.
Fatigue reached her before her climax, and she fell asleep with her gown up over her naval and her legs spread wide.
She woke to the feeling of the orgasm she'd worked at before falling asleep. There was a wet and soft sensation on her clit and pussy while her body trembled. Slow and warm, she'd never felt something so sensual.
Before she could remove her sleeping mask, a pair of hands held hers softly.
"Chester is that you--" she started, then remembered her parents were home. "What are you--"
Weight shifting on the bed made her freeze. Her hips stretched wider with the polite weight of his pelvis against her naked crotch. A thumb traced her lower lip, quelling her curiosities. He was being so slow and soft.
He shushed her, "Shhhh-shh-shhhh, shhhh-shh-shhhh," just before planting his lips on hers.
It wasn't his usual technique. He started with his mouth closed and asked for access with his tongue against gliding across her lips. She granted him his request hesitantly. He didn't invade her in a rush but let her explore his tongue in the mutual territory made by their locked mouths. They exchanged saliva as he delved deeper with curtesy.
She accepted him and felt herself creaming on the bed. Shifting her hips to find his cock, she was met with him pushing her down and making a ticking sound as if she'd misbehaved. He was being playful. Not wanting to spoil the fun, she played along and laid still for him.
In the darkness behind her sleeping mask, the sensation of his cock finding her entrance at the same time that his tongue entered her mouth again made her want to scream. But she kept quiet, just like he seemed to want.
She held her breath as he gripped her breasts with both hands like they were handles and sunk his cock into her. Instinct took over and she threw her arms around his neck to gain leverage to thrash against his member. But his hands flew from her breasts to her wrists in a flash and she was pinned into the bed, her hands held above her head.
They shared breaths between slow, deliberate pumps with his forehead against hers. She was desperate to fuck him back but allowed him to take her at his new pace.
