CHAPTER 5
The following weeks flew by. Matt was well into summer and fast approaching his deadline in July for deciding on which college he was going to attend. He hadn’t given it any real thought. More like constant fantasies. In his mind, twenty-four, seven he was already a freshman at Indiana University and he and Stephanie were sharing an apartment.
They would have to get a two bedroom for appearance’s sake but that one room would just be for show. Then he could spend every night spooned to his stepsister. For now, though, he was settling in once every Saturday.
Matt would spend his week ‘researching’ online what he would do with Stephanie that weekend. Research seemed like an odd word to use since mostly he just watched a lot of porn. But to balance out the many lies porn sold him, he tried to read a few women’s sex blogs as well.
Using a compare and contrast method, Matt could eliminate the bad ideas he got from watching some of the hardcore porn videos.
Things like forcing fingers down a girl’s throat? Usually bad. Spanking? Usually good. Face slapping? Usually bad. Choking? Not a good idea.
After days of reading and watching tons of videos, Saturday would finally arrive and Matt would have time to test his metal.
Stephanie would somehow or another end up on her back, texting or watching something on her phone and Matt would go to work. He’d try different positions, different techniques, experiment with different strategies for lasting longer. Using his smart watch, he could time how long each one lasted by watching his heart rate log afterwards. His last time with her he made it nineteen minutes, which was nearly double what he was in the beginning.
The porn industry wouldn’t be offering him any starring roles anytime soon, but he was getting better.
Over the past weeks, Matt’s oral sex skills had improved as well. He had brought Stephanie to orgasm twice the week before last. He found if he
stuck with a similar motion with his tongue, no matter how tedious it might be, eventually it had a higher success rate than being a jazz musician and hopping from one technique to another every few seconds. There was also a bit of a breakthrough. When Matt had made his stepsister cum a second time, her hand had gotten the better of her and slapped down on the back of his head. It was only a brief few seconds, but for those moments with her fingers laced in his hair holding his lips to her clit; it was the hardest he had ever been.
Hard enough that when he finally pushed his cock inside her, he fucked her until she came for a third time in one night. It was this interaction that spurred his confidence last week to get even more interactive with his stepsister. He waited until 6:30pm to get out of his car and go to her house. That was about the time Stephanie’s mom, Amy, left for her usual date night.
Amy had been seeing the same guy for a little over a month now. He was another wealthy man. Matt could tell from how fancy Amy was dressed each night. She was definitely being wined and dined every weekend. From the little small talk Stephanie and Matt did, it sounded like it was getting pretty serious between them.
At least her mother really liked him. Matt was happy for his stepmother; he always did like her and thought she deserved better than his father. More so than being happy for her, Matt was happy for himself. The more Amy liked her new boyfriend, the longer she stayed out of the house, which gave him more alone time with her daughter.
On that particular night, Matt summoned his courage and started things off by walking into his stepsister’s bedroom and flipping her over onto her stomach. With no clothes on, all Matt could see was her plump round ass cheeks. Stephanie, like always, went with the flow. She stayed on her elbows and typed on her phone. Her black reading glasses were on and her blond hair tied back in a ponytail.
Matt brushed his palm over her right ass cheek and pushed down the small of her back. Her tattoo on her lower back was a flowing, fluid design of pinks and greens that flowed around a single word, ‘Believe’ written in large bold cursive letters just above her ass cheeks. His fingers spread out as he gripped the top of her hips. His pants and underwear already off, Matt straddled her thighs as he pushed his other hand up the center of her back, flattening her to her stomach. Matt’s fingers pressed into her shoulders as his palms ground firm circles into her back muscles.
He massaged her slowly while his cock grew firmer.
While he knew she could feel his shaft hardening against the crack of her ass, she didn’t react. Not at first. A moment passed as he massaged her and he saw her head, which balanced carefully with her chin against the bed, fall relaxed to the side so she could barely see her phone. As his shaft flexed harder into her ass, Stephanie worked her ass back and forth, pushing her ass cheeks back into his erection.
The cheeks of her ass nearly swallowed his shaft like a hotdog bun. Matt could feel the muscles of her back melt in his hands as he rubbed down to the small of her back, circling her tattoo. Matt scooted down her legs and stood. Pulling her hips up so she was on her knees on the bed, Matt slid his finger down the length of her ass crack until it dipped inside her moist pussy lips with ease. They were open and inviting, begging to be fucked.
With his other hand, he fed the tip of his bare cock inside her. When he pushed inside her, Stephanie threw her head back, looking at the ceiling as he filled her up. Matt pulled out a little and slammed back inside her, and a sharp gasp escaped her lips. His left slid up her back, holding onto her shoulder while his right braced against her hips and thigh. In and out, his cock pistoned out of her and her perky hair bounced wildly with every thrust.
“Oh shhhmm… yes… yes, don’t- oh yes!” Stephanie cried out. Her phone was a useless prop lying on the bed before her. A small ruse now. Her phone was something she barely pretended to use anymore. She kept it close, just as a code, more than anything else, that they don’t talk about what they were doing. They just do it.
His fingers gripped her shoulder tightly as he fucked her slow and hard. Stephanie turned her head to the side and her lips parted enough to push around his pointer finger. Her teeth were biting teasingly on it.
“Mmm mmm! Ahh ahhhom!” Stephanie moaned on his finger. Matt was losing focus. He was panting. All he could think about was her lips. Her mouth. He imagined kissing her as she bit his lip as seductively as she bit his finger. He couldn’t last much longer.
Ramming his hips into hers, his cock rammed into her pussy, making her fall to her elbows as she cried out. Matt took this chance to give her right ass cheek a slap. He was caught up in the moment, and the loud smacking sound was louder than he intended. At first, he worried he had hurt her but the loud scream of a moan she made told him differently.
Stephanie’s ass pushed back and her stepbrother fucked her faster and slapped her ass again. “Oh fffuck!”
Matt bit his lip and pulled out, offering his cock a final few strokes as he shot his cum over his stepsister’s ass and tattoo. As always for the briefest of moments he could see his stepsister’s head craned back at him to watch him shoot his load over her.
It was the one consistent attention she had given him since they started these encounters weeks ago. She always had to watch Matt when he came. At first it was kind of odd and made Matt feel uncomfortable, like he was on stage being watched.
But now it was kind of hot. Stephanie’s eyes didn’t appear the same when she watched him cum. They were darker and more devious. She was always so out of breath when she watched. Like him, cumming was the sexiest thing she’d ever seen. It made him a bit more excited to do it because it was something they both wanted, and he gotta see her sexy eyes.
Matt remembered looking down on her sexy naked body with a fondness. Changing lanes on the road, he exited the interstate, turning his radio down so he could start following the directions on his phone. He doubted he and Stephanie would have a chance to hook up this weekend.
Matt was visiting her townhouse today that was just outside of the Indiana University campus. Stephanie and her two roommates were throwing a party tonight. Even though most of the girls and guys at this party were going to be eighteen to nineteen years old, Matt was kind of nervous. He felt like he was going to be hanging around the ‘big kids.’
And to make things worse, he was going to be around his stepsister, who will be looking absolutely gorgeous tonight, he was sure, and probably one of the hottest ladies at the party. Of course, other boys were going to be hitting on her and Matt didn’t know how she would react.
Would he be into it? Is she going to try to hook up with other men? I know I can’t hook up with her, but I don’t know if I can just stand there and watch a bunch of guys grab her and-
Matt shook his head free of the images in his mind. He would not worry about it. More importantly than anything, he knew was to treat Stephanie like a sister and not like an extremely attractive girl he’d fucked multiple times over the past month.
Pulling into a parking space and putting his car in park, Matt took a deep breath and let it out. Building D 1128. This is it.
“Okay,” Matt said to himself. “Here we go.”
“So, do you know what your major would be?” Amber asked. “No, not a clue,” Matt smiled.
Amber laughed, waving her hand down at him, “don’t worry about it. I’m going into my sophomore year and am still undeclared. No major is basically a major here.”
Matt laughed with her and took a drink of his mimosa. He had always seen memes about mimosas, but never had one before today. Stephanie and her roommates had two pitchers full of mimosas in the fridge and were using it to pregame for the party. Matt could tell why they were a girl’s drink.
They tasted too good.
“Shut up, you know you’re going to end up declaring education,” Stephanie said from the corner of their living room. She laid on a pink bean bag with her phone in one hand and her almost empty mimosa in the other. “You’ve got more credits for it than most education sophomores.”
“Ugh I know,” Amber stomped her foot like a child and made a face. She was leaning over a bar countertop that split the kitchen and living room. “But I want a job where I could at least make some money. Every time you turn on the news, all you see are all the fucked-up ways teachers are getting shit on. At least if I went nursing, I’d make some money.”
“And some student loan bills,” Stephanie smarted with a raised eyebrow and not letting her eyes leave her phone.
“Maybe you can just be a teacher and find like a sugar daddy or something,” Matt joked, then immediately regretted it. He just met this girl. He didn’t know her well enough to be saying things like that.