Chapter 1: Don't Do That. Do This.
Katie DeWitt couldn't help watching. Her step-son, Tony, was beating off again. He was seated at his desk, naked from the waist down, in front of his laptop. Katie assumed that he was watching some sort of porn. She gazed at the boy in horny fascination as her husband's eighteen year old son stroked his long, thick cock.
"Good god," she thought, not for the first time, "That thing is incredible."
Her massive breasts heaved with her breathing. She clutched one wide, t-shirt covered orb as she watched through the narrow crack in the door. She wanted that pussy pleaser every which way possible.
"I should go get my dildo," she thought. But, she couldn't tear her eyes away from the prodigious pole sticking up from the teenager's crotch.
The scenario had been playing out like that for nearly a week. It started when Katie had been carrying a load of laundry up the stairs and heard the sound of moaning coming from Tony's room. Thinking that the boy might be in some sort of pain she dropped the clothes basket and ran in the direction of the sound. The door to Tony's bedroom was slightly ajar. It almost always was. The latch had never worked right and the door would swing open just a crack after it seemed to be securely closed.
She was about to run in to find out what was wrong when she stopped dead in her tracks. Through the crack in the doorway she saw Tony stroking the biggest cock she had ever seen.
"That thing must be, at least, ten inches long," she thought, "How can such a short, skinny kid have such a huge dick?"
She stood staring for several minutes as her nipples hardened and her pussy moistened. Suddenly she shook her head as though to bring herself back to reality.
"No," she thought, "He's just a kid. I can't."
Quickly she ran back down the hall to pick up the dropped laundry basket. After getting all of the clothes put away she spent an hour pleasuring herself with her vibrator. The stark image of Tony's big, thick cock was branded on her mind.
What Katie didn't know was that Tony had been masturbating to porn for a long time. Every afternoon as soon he got home from school, he would run up to his room, close the door, boot up his laptop, and surf the porn websites. His favorite was a site called "Massive MILFs". It showed stacked older women seducing younger men or teenage boys. He'd watch the videos and stroke his cock imagining that Katie was the MILF and the he was the teen. Ever since his father had first introduced them Tony had fantasized about having Katie on her knees sucking his cock or, better yet, wrapping her giant jugs around his pole until he shot his load on her face.
Of course, Tony had no idea that the object of his fantasies had spent several days standing outside his bedroom door watching and fantasizing about him, or that it was starting to make her a little crazy.
She loved her husband, Roger. He was kind, intelligent, funny, and fun to be with. That's why she had fallen in love with him in the first place. It hadn't mattered at first that she was only thirty and that he was nearly fifty. The age difference wasn't important to them at the beginning. That didn't take center stage until later.
For all his virtues Roger was a big disappointment in the bedroom. His penis was somewhat smaller than average and he seemed to have no idea what to do with what he had. A marathon love-making session, for Roger, was going for half an hour. He usually only lasted for ten to fifteen minutes. He would grope and suck her tits for a bit, give her clit a few cursory licks, stick his dick into her, dump his load before she was even halfway there, roll over, and fall asleep. She had been frustrated and horny for almost the entire two years they had been married.
Her relationship with Tony had always been good. They had liked each other from the start. She had never tried to assert a parental status with him. On the day she had married Roger, Tony had asked if he should start calling her "Mom".
"No," Katie had told him, "Not unless you really want to. You have a mother. She's just divorced from your father, not dead. You've called me Katie up until now. There's no reason for that to change."
Tony had looked relieved and, from that day on, their relationship had been more like housemates than step-mother and step-son.
They had similar senses of humor, so their conversations had almost immediately fallen into an easy banter. One-liners flew like bullets in a war zone, each trying to top the other.
It was during the previous year, however, that she and Tony had bonded to become genuine friends. Her father had died suddenly of a heart attack. He had been, to all appearances, healthy as a horse with no history of heart trouble. The abrupt loss had devastated her.
Roger had done his best to be a comfort. In his way, he had been sympathetic and attentive. But, his long hours at work made it difficult for him to be there when she really needed him. During that time Tony had become her pillar of strength.
He had sat listening to her talk about her father, and held her when she could no longer force back her tears. He had done what Roger couldn't. He had been there to lean on in her time of need.
Until she had accidently seen his amazing appendage she had never thought of him in a sexual way. After seeing it she couldn't think of him any other way. As she stood, for the fifth consecutive day, outside his door getting hornier by the minute, she was nearly at the breaking point. Her husband wasn't doing it for her. Her vibrator wasn't doing it for her anymore. She was living in the same house with the owner of the biggest cock she had ever seen and there seemed to be nothing she could do about it.
She knew how wrong it would be to go in there and seduce him. She also knew how easy it would be. Her nipples were so hard that they ached. She had her hand down inside the yoga pants, which hugged her wide hips and bubble butt like a second skin, fingering her dripping pussy.
"Damn, that kid's got staying power," she thought feverishly, "He's been stroking that thing at top speed for half an hour.
Get a grip, girl. He's Roger's son. You're his step-mother. It's just plain wrong to want fuck him."
Then she heard the game changer.
Tony moaned out, "Oh, Katie."
Katie's eyes went wide with shock.
"No shit," she thought, "That makes this whole situation stupid. He wants me as badly as I want him and neither one of us are getting it."
The decision had been made. She was going to do it. There was no excuse for both of them to be miserable for the same reason when they could do something about it. The question was how to go about changing it. Should she wait a while and slowly seduce him later? She knew that it was a silly question as soon as it entered her head. Now that she knew what they both wanted she couldn't wait any longer. She decided to just take the bull by the horns, as it were.
Yanking her hand out of her pants, she threw open the door and yelled, "Anthony Bernard DeWitt, what the hell do you think you're doing?"
Tony freaked! His worst fear had just been realized. Katie had caught him beating off. It was also his most frequent fantasy, but he was sure that this wasn't going to be a fantasy coming true. He was only eighteen years old, but he'd learned enough to know that when a woman shouted out your full name you were in deep shit. He was so shocked that he hadn't even had the presence of mind to stop stroking his dick.
"Is that how you treat me, young man?" she continued in mock anger, "Do you just sit there masturbating while I'm talking to you?"
He dropped his dick as though it had burned him. Then he, just as quickly, tried to cover it up with his hands. No matter how hard he tried he couldn't seem to make his raging boner go down. It wasn't possible with Katie standing in the doorway with her hands on her wide, womanly hips, her yoga pants hugging every delicious curve, and her massive breasts radically distorting the rock logo on her t-shirt.
