Everyone having sex is at least 18. This is fiction, I made it all up. Warning: this is a self-edited story. I do use Grammarly to help reduce my ability to murder the English language. Special thanks to goducks1 for his help.
*****
Chapter 1 -- Helping Tina
I am a 25 years old male. I prefer computer games to everything else in my life. I am what most people would call a slacker. I do have a job but it's not great, I work at a fast food restaurant. I still live at home with my mom and little sister. I have a girlfriend but that's as far as it will ever go. In fact, I think our relationship is better described as fuck buddies. I am with my standard group online in a new game and we are having a ton of fun.
Two girls are on the team. All I know is that they are over 18 and talk goes towards sex often. This is one kinky bunch I play with, they come up with a lot of crazy stuff. That banter online is probably more fun than the actual game. We are the best of friends.
I realize this sounds sick and childish. It is, but to be honest, my life online is better than offline, this is where I choose to play. My mom spends most nights on dates leaving me to watch over my 18-year-old dork sister Tina. At times my sister is cool and even good looking. She just can't decide if she is a cool cheerleader, goth, druggie, or nerd. She seems to change with each boyfriend.
Tonight, is typical for her. She comes home early, looks sad, her makeup is running down her face like she was crying. In a bathing suit she is quite stunning. 5' 2", 100 pounds, C cup breasts and a killer smile. I like her long auburn hair with a curl on the end. She stays in shape and is probably a lot of fun for someone. To me, she is sad too much, kind of depressed. Mom isn't around enough to notice, Tina won't see the doctor. I comment online, Raven and Micron, the girls, suggest I go talk to her. They stop playing and get the others to as well until I talk to her. I log off, I don't want to get killed.
I go to my sister's room and am about to knock but her door is half open. She is on the bed with her panties down and a dildo is up her cunt. She is pumping herself hard enough she doesn't notice me. After she orgasms, she opens her eyes and looks at me with a smile. That's weird behavior. She has a big overstuffed chair in her room, I sit down on it, so we can talk.
I plead, "Tina, I think you need help. You are sad way too much, nothing makes you happy, and tonight you leave your door open while masturbating. It's almost like you wanted to get caught. I know I'm nothing to you but is there something I can do to help?"
She instantly turns into a demon. She throws her pillows, sheets, blanket, clothes, and sex toys at me. She sits there naked on her bed breathing hard and nostrils flaring at me. All I did was ask a simple question.
In her anger she yells at me, "You get to jack off twice a day in the comfort of your bedroom. I CAN'T DO THAT! I need more!"
She pauses, catching her breath.
She continues although not quite as mad now, "My needs are more ... kinky and weird. Guys don't like to play my games and I can't get off. I am not sad you FUCKER!" She is getting mad again. "You, dirt infested, maggot loving slime, I AM FUCKING HORNY! I can't get relief."
Tina quickly turns to pleading, "Leaving my door open helps a bit, but having you standing there helped a lot. I can't get off the standard ways, I need weird. I can't find a guy into weird."
I suggest, "There are two girls online I play with that are super weird and kinky, I could hook you up with them."
Tina is frustrated with me, "Were you dropped as a child? Did I ever say I was into women? I need a master to make me to do crazy shit. A couple of weird chicks out east aren't going to help my needs."
I try a different approach, "I have some college age friends that might be able to help out. They say they are hung like a horse and never left a woman unsatisfied."
Tina interrogates me, "Would they tie me up and whip me or share me with their friends, or force me to fuck strangers at parties or a bar?"
Oh shit, she is crazy. Only a whore does that type of thing. I don't think she is a whore, but I might need to think about this some. My whole image of her just shattered. She does have odd needs.
As I am leaving her room, "Ok, I will tell you when I find a guy like that. In the meantime, I think you should close your door, if mom catches you, with as horny as she has been, she might jump you. She is on a run of bad dates and can't get satisfied. Hell, she is even looking at me."
Tina smiles seductively, "Why shouldn't she look at you. You are tall, thin, clean, reasonably good looking, smart, willing to eat pussy, and you have a big cock without being too big."
I stand in the doorway stunned. I can only look at her. How the hell does she know I eat pussy?
Tina senses my confusion and explains, "I have seen you after a shower and occasionally masturbating. Eyes don't lie and too many of my friends say they know from first-hand experience you aren't bad. Still, you are my brother, it doesn't matter."
I suggest offhandedly, "Next time you Jill, think about me." If she likes me, maybe that will help.
Little did I know at the time, those seven words, "Next time you Jill, think about me," would dramatically alter my life.
I go back online and give a full account of my conversation. My friends are worried about my sister. They tell me horror stories of what guys did to them and how they are lucky to be alive. They also tell me some stories about some wonderful masters and how much fun they had.
They can see the appeal of finding a good one. The problem is there is no label on someone's forehead saying this one a good one and that one is bad. How do you know they are not a serial killer? It's amazing where the human mind goes especially when it gets scared or in my case concerned.
It isn't long before I lose interest for the night. They have me thinking and worrying to the point gaming is no fun. That has never happened before. That means I care what happens to my sister. No kidding. I had no idea. I go to the kitchen and make myself a salad. It isn't long before Tina does the same.
We are both crunching on lettuce when she says, "You were right."
What do I make out of that? You were right. About what? When? Why can't she complete a full thought?
I asked confused, "What?"
Tina says, "I quote, 'Next time you Jill, think about me.' Well, I did, you were right. It did help. However, I have a problem."
Like a rat in a trap, "Ok, I bite, what's your problem? I know you want me to ask you."
She smiles, "Was it better because I was thinking of you or was it better because you told me to do it?"
I suggest, "That's easy, next time you Jill, think about that singer you worship. If it is different one way or the other, that will be your answer."
Tina tells me, "After homework, I will give it a try."
Oh goodie, I will get an update on my sister's masturbation habits. Yes, that ranks up there on the most important facts I need to know. It's right next to, 'When did the president last purchase a pair of socks at a store?'
Feeling better now, I go back online and have fun. At midnight my alarm goes off. I set an alarm nightly, so I don't play all night. I get too involved and lose track of time. I log off and go to bed. I can hear a vibrator going across the hall. I roll over and fall asleep. I don't even want to think about it.
+++++
I wake up about 7:00 AM which is way too early. I am up and once up, no going back to sleep. I go down and make cereal. Mom has coffee going and looks hung over.