Mia Tutors Her Virgin Brother Ch. 01

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A sister gives her virgin brother a pity fuck.
10.4k words
4.7
60.8k
137

Part 1 of the 2 part series

Updated 06/15/2023
Created 03/24/2023
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Jay142
Jay142
3,609 Followers

Mia was finishing her junior year of college and planned to stay out of town at school for the summer rather than coming home as usual. Her parents were disappointed that their daughter was growing up and establishing her own life without them even though it was less than one hundred miles away. Mia was excited about her cutting the cord with her parents and planned to move in with a couple of roommates. They had it all planned out. They would all get jobs to pay their portion of the rent. They could easily afford a cheap apartment if they split the expenses among the three of them.

Things rarely work out as planned and this was the case with Mia and her friends. One friend backed out because she decided to drop out of school and the other decided to go back home from the summer when she and Mia couldn't find an acceptable new roommate. Now that she was left stranded, Mia had no other choice than to go back home for the summer. Her parents were thrilled and welcomed her back with open arms.

However, Mia's brother, Oliver, wasn't as pleased. He was a freshman at a local college still living at home. After Mia went away to college, he essentially became an only child and enjoyed having the upstairs of the house mostly to himself. Oliver was kind of a nerd, a little overweight, and wore thick glasses. He spent most of his time on his computer trying to become a programmer or playing video games with his friends, either at his house or online. He had a job at a national electronic store chain in the mall. His friends liked going to his house because he had the upstairs to himself and it was like having his own apartment, in his mind anyway.

If Mia was home, it would ruin his freedom. Oliver would have to share their Jack and Jill connecting bathroom which he hated. Mia took forever to shower and get ready which usually led to them fighting over the bathroom. She wasn't as neat as Oliver either. Mia would leave her towel on the vanity, her long brunette hairs would clog up the shower drain and her beauty products took up too much space.

Oliver's friends didn't mind when Mia was home because, being nerds themselves, they all had crushes on her. While she wasn't a beauty queen, Mia had a natural beauty about her, like the typical girl next door. She didn't wear a lot of makeup but didn't need it to look pretty. She has a slender figure and while her breasts were on the smaller side, they were firm and pert. Mia always wore booty shorts that showed off a firm, round ass, and her cheeks would often be hanging out the bottoms. She ran track and cross country in high school so she had well-defined slender legs with some muscle definition in her arms and shoulders too.

Mia knew Oliver's nerdy friends liked her and would sometimes tease them by wearing her bikini around the house in the summer while utilizing the family's in-ground pool. Mia suspected that Oliver and his friends might be virgins or if they weren't they didn't have a lot of sexual experience She never saw them with girls or heard them talking about dating anyone even though they were all about nineteen. She knew her brother and his friends had prom dates but they didn't appear to have any long-term relationships.

Mia's parents were always asking her to set up her brother with dates with her friends but that wasn't as easy as it appeared. Oliver was awkward around females and Mia's friends liked to party and had boyfriends of their own. If her brother liked sitting around the house on his computer or playing video games, what was she supposed to do? She tried a couple of times but nothing ever came from it. Her friends wouldn't even consider going on one date with Oliver.

Oliver and Mia were like any brother and sister, they had their moments when they were close and moments when they were arguing. Oliver liked the fact that Mia and her friends would spend a lot of time at their house during the summer using the pool. He had crushes on a few of her friends over the years, enjoying seeing them in their bikinis or their nightgowns when they spent the night. Mia had a live-in computer geek to help her every time she had problems with her laptop. He was a nice guy too.

Their most frequent area of disagreement happened when one of them would lock the door to the bathroom to ensure their privacy from their sibling's bedroom and then forget to unlock it. They fought over that lock all the time. There was nothing more frustrating than needing to use the bathroom only to find the door locked and having to go in through the other bedroom for access. The problem was worse now because both of them got out of the habit of locking their bathroom doors or unlocking them if they did lock both doors.

Things were fine between the siblings for the first week or two as they both adjusted to Mia being home again. There weren't the usual fights over the bathroom until Mia got an office job for the summer whose hours were almost the same as Oliver's on most days.

One morning, Mia was getting ready in the bathroom doing her hair and makeup which was taking longer than Oliver liked. He kept pounding on the bathroom door telling her to hurry. All he wanted to do was brush his teeth and comb his hair. Mia explained that the lighting in the bathroom was better for applying makeup but her brother didn't care.

After hearing her brother complaining for several minutes, Mia opened the bathroom door so they could share the vanity. Oliver was stunned when he saw his sister standing in her above-the-knee skirt, pantyhose-covered legs, and white lace bra. While he couldn't see his sister's breasts, he saw plenty of cleavage and the lace teased more exposure. Mia didn't think much of it because her bikini top showed off more, besides, Oliver was her brother. He had seen her at her worst while sick or when she had braces or having a bad day.

He could easily check her out without attracting attention by watching her reflection in the mirror. When she was done, Mia left her side of the bathroom door open and Oliver kept peeking in to see her putting on her blouse and jewelry. He could see when she sat down on the edge of the bed to put on her shoes. Mia crossed her legs in a very unladylike manner which allowed Oliver to see up her skirt right to the cotton gusset of her pantyhose. He wasn't sure, but it looked like she wasn't wearing panties under her hose because he thought he could see her bush. He couldn't help but think how nice his sister's legs looked encased in pantyhose.

Thankfully, Mia rushed out of the house so Oliver didn't have to hide his erection. He felt bad for looking at his sister like that but he was nineteen and easily got an erection over less than he saw of his sister. Sometimes, he would get hard for no apparent reason at all. After that morning, he seemed to look at his sister differently than before.

After their parents were already in bed late at night, Mia and Oliver would sometimes watch TV together. There were a few programs that they both enjoyed and it was more fun to watch them with someone on a big-screen TV than alone on their laptops. Mia was used to dressing casually in front of Oliver, after all, she had done that for years, not thinking anything of it. There was something different about Mia now though. Maybe it was because she was older and more mature or maybe it was because he was nineteen, sexually inexperienced, and constantly horny but he was now more distracted by his sister.

Mia didn't think twice about wearing a comfortable chemise without realizing that sometimes Oliver could see through the material to her panties or if she leaned over in front of him that he could see her perky breasts. It was a silent torture for Oliver, especially when it required him to hide an erection. Even if Mia was wearing cotton pajama bottoms, he could still see her panties or her ass if she was wearing a thong. Oftentimes, she would pair her pajama bottoms with a tank top without a bra and Oliver would catch just a hint of her brown areola and hard nipples through her top. He loved how her breasts would jiggle when she wasn't wearing a bra.

Oliver tried to keep from checking out his sister and would often reprimand himself for looking at her like that. Feeling guilty about getting sexually excited by his sister didn't stop him from jerking off after seeing various exposed parts of her body. He had to relieve the pressure building in his balls and he didn't have a girlfriend to help him out.

On some evenings but mainly on the weekends, Mia would sun herself around the pool and enjoy a refreshing swim. If her parents were home, she would wear a more modest bikini that still showed plenty of cleavage and was quite cheeky. Oliver would look at his sister through the kitchen window or sometimes join her.

One Saturday when their parents were gone for the day, Mia wore a tiny, string-thong bikini to try and get rid of most of her tan lines. Oliver was working part of the day and when he came home early that afternoon, he went into the kitchen to fix himself a sandwich for lunch. When he saw his sister getting out of the pool, his mouth hung open in amazement. Mia's top seemed to only cover her nipples and her bottom was just a strip of cloth in front that revealed a camel toe, Her firm ass was completely exposed.

Oliver was further stunned when Mia went over to the lounge chair and removed her top to sunbathe topless. His heart was racing and he got an immediate hard-on from seeing Mia naked except for her pussy. He was further sexually stimulated when Mia began to apply suntan lotion to her soft bronzed skin. Her breasts sensuously jiggled when she applied the lotion to her chest. Oliver didn't care that he was staring at his sister like that, she was a very sexy young lady and he rarely, if ever, got to see a naked woman. He snuck into a strip club with some friends one time but that was about all, except for watching porn on the internet.

Oliver took his time making and eating his lunch while secretly watching his sister sunning herself by the pool. He noticed Mia looking at her phone and then putting on her bikini top. She then came into the house just as the doorbell rang.

When Mia saw Oliver, she asked, "How long have you been home?"

"Just a little while."

She didn't think too much of it although she wondered how much of her he saw. She was on her way to let her friend, Jenny, in who she invited over to enjoy the pool. Jenny greeted Oliver and followed Mia out to the pool and took off her cover-up. She was also wearing a very revealing bikini but not as revealing as Mia's. Oliver had a long-time crush on Jenny but knew being with her was only a dream. He thought she knew he had a crush on her and would tease him sometimes by brushing up against him or bending over in front of him with a look over her shoulder to see if he was looking. Jenny was about the same height as Mia but with long blonde hair, blue eyes, boobs that are a C-cup bordering on D, and a meatier ass than his sister.

After rubbing out a quick one, Oliver decided to join the ladies in the pool. He didn't know if he was welcome to join them but it was his pool too. The first thing that happened when he sat down in a lounge chair was Jenny bending over to get her drink, almost sticking her ass in his face. Her butt looked so inviting but he knew he couldn't touch her no matter how much he wanted to.

Jenny laid down on her stomach and untied her bikini top to avoid leaving tan lines and asked Oliver to put some suntan lotion on her back. He jumped at the opportunity to touch his lovely crush. Mia knew what Jenny was doing and hoped she'd stop teasing her younger brother but couldn't say anything in front of him. It was harmless fun anyway.

Oliver struggled to hide a growing erection as his hand slid over the soft skin of Jenny's back. It allowed him to get a close-up look at her luscious ass and a little bit of side boob. When his hand moved down to her lower back, he was within a fraction of an inch of her ample ass. It took all of his self-control to not touch her. When he was done, Oliver ran to the pool to jump in, hoping the girls didn't notice his erection. The cool water of the pool would resolve his hard-on problem.

Mia then asked Jenny, "Why do you do that to him?"

"Do what?"

"You know, tease him like that. You know he has a crush on you."

"It gives him a cheap thrill. Who knows when the last time he's touched a girl? Besides, it's nice having a fan club."

Mia shook her head and went back to sunning herself. Both ladies enjoyed the pool too and Oliver liked being in their presence. He was self-conscious about his chubby body but Jenny had seen him in the pool before so he wasn't as shy as if he were around strangers. Jenny had her top loosely tied so that when she swam around or dove into the pool, a good portion of her breasts, except her nipples, were exposed further torturing poor Oliver. He didn't mind at all and took every opportunity to look at Mia's and Jenny's exposed bodies. He got an eyeful all afternoon long until Jenny had to leave.

Mia wasn't dating anyone and wasn't interested in any of the guys at work who she figured were only trying to have sex with the summer intern so they could brag to their friends. Seeing their parents weren't home, Mia and Oliver decided to go out to dinner at an inexpensive local restaurant. They talked over dinner about their dream jobs and how they planned on making those dreams come true. Mia wanted to work in business or finance while Oliver wanted to be a programmer or make some serious money programming for video games.

Eventually, the conversation turned to their social lives with Mia noting Oliver spent too much time with his friends playing video games. He knew that but admitted he was too shy and self-conscious about his weight and nerdy appearance to ask a girl out. He had been teased throughout high school and rejected by girls he asked out so he was reluctant to ask anyone out again. He admitted there was a girl at work he liked but she had a boyfriend.

Mia had a long-term relationship back at school but they broke up shortly before the end of the semester. She was in no hurry to begin dating anyone while still recovering from her broken heart. Mia told Oliver she'd help him by giving him some advice on women but he'd have to help himself too. If he wanted to lose weight, Mia told him he'd have to change his diet, start exercising, and couldn't sit around all night playing video games. He didn't have to give up everything he liked but would need to do things in moderation.

Oliver confessed to being a virgin and was anxious about that fact, especially with his twentieth birthday approaching. Mia had suspected her brother may be a virgin but figured he must have gotten laid at some point in his life. She promised to try and help him with that but that most of that goal would be up to him. Mia felt bad for her brother and made herself a promise to try and get him laid before he turned twenty.

Their honest conversation brought the siblings closer together but they still fought over the bathroom. Over the next couple of weeks, Oliver cut down on the fast and junk foods and spent more time with Mia riding their bikes, going for walks, or swimming. He began to lose some weight and feel better about himself but wasn't ready to ask a girl out on a date.

Oliver still fawned over his sister and enjoyed getting a peek at her ass or breasts when she was in her sleepwear at night or early in the morning. He especially liked it when their parents weren't home and she was sunning herself by the pool in her skimpy bikinis. He would fantasize about his sister when he would jerk off which was daily and sometimes multiple times per day. Mia was oblivious to the fact that she was inadvertently teasing her younger brother. It never occurred to her that he was taking every opportunity to check out her youthful body like other men.

One morning when they both needed to get ready for work, Mia forgot to lock his side of the bathroom door. Oliver mistakenly thought his sister was finished in the bathroom and opened the door. He got the sight of his life when he saw Mia, nude, drying her hair with a towel. She hadn't noticed her brother right away. He took those few short seconds to drink in the vision of his nude sister. Her breasts were jiggling from the motion of her hands and had a thin landing strip of pubic hair leaving her pussy lips in full view. Oliver had seen Mia's ass before but it looked even better with her stark naked.

Mia was startled when she saw Oliver standing there, "Holy fuck, Oliver, you scared the shit out of me."

Oliver was equally startled by getting caught leering at his sister and stuttered, "I, I, I'm sorry," and blushed profusely.

"Well, quit staring at me and get out of here."

He beat a hasty retreat but the image of his naked sister was embedded in his brain forever. He may have been embarrassed by seeing Mia nude but it was also thrilling. He was so excited he jerked off in the shower before work. Thankfully, Mia was gone by the time he left for work. Mia had gotten home just before Oliver and was watching TV as he walked in the door after work. He tried to go directly upstairs but she stopped him.

"Can we talk about this morning?"

"Uh, I, uh, guess so."

Oliver thought he was in big trouble but he also noticed Mia was wearing a skirt and had her feet resting on the coffee table. He had a view right up her skirt and could see her pubic hair through her pantyhose. He tried not to look but his eyes kept glancing at the sight of Mia's red nail-polished toes through the reinforced nylon of her pantyhose, and long, slender legs right up to her waist.

He started to apologize but Mia interrupted him, "Oliver, what happened this morning was all my fault. I wanted to tell you, 'I'm sorry.' I should have remembered to lock the door. I know you were embarrassed but don't blame yourself."

Oliver still apologized too, if for no other reason than to help him feel less guilty about jerking off after seeing his sister naked. He also realized he had developed a nylon fetish triggered by seeing Mia putting on her shoes and now getting to see up her skirt while talking. His eyes traced her legs up from the tip of her toes past her ankles and past her calves, all encased in soft nylon. His eyes went up Mia's slender thighs and to the cotton gusset of her pantyhose. If only that cotton gusset weren't there, he'd be able to see her pussy. He began to wonder if she was letting him see up her skirt on purpose. If so, why?

Mia suspected Oliver was looking at her legs but didn't know that he could see right up to her pussy. Subconsciously, she may have liked having a male's eyes on her even if it were those of her geeky brother. Her boyfriend had broken up with and she was feeling alone, unattractive, and rejected. At least someone noticed her, even if it were only Oliver.

Nothing more was said of that incident. Meanwhile, Oliver and Mia continued their plan to help him become more social and come out of his shell so he could meet a girl. They talked daily about what girls like, how to talk to them, what to do, and what not to do.

In the meantime, Oliver got more opportunities to see various exposed body parts of his sister whether it was by the pool, while getting ready for work, or her being careless when leaning over braless. One evening while their parents were out, Mia wore a white cotton nightgown. She didn't know her body might be seen underneath if the light hit it just right.

Whenever Mia would walk in front of the TV, Oliver was able to see her tits and ass, even if it were for only a second. When she stood in the doorway to the kitchen with the light behind her, Mia's entire naked body was exposed. Oliver noticed she wasn't wearing underwear and he could almost make out the outline of her pussy lips through the shadows of her thighs. When she turned around, her bare ass was exposed through her gown. He had his hands covering his lap to hide his erection.

Jay142
Jay142
3,609 Followers