Mike is a vanilla guy until he meets Stephanie and her daughter.
Well, it’s been a while, but I’m trying this again. I’m disabled and would greatly appreciate it if you would support my creativity on Ko-fi. I have the same username on there.
Mike was 36 when his life got turned around. He had a pretty simple life, which suited him well enough. After blowing out his knee in high school playing varsity football, his chances at going to college fell through. His parents were then killed in a plane crash, and after struggling with minimum wage jobs, he finally decided to become a postman, which he’s done for nearly eighteen years now.
It was a typical Friday night at his favorite karaoke bar. It’s a large bar, and even though it’s a bit of a dive, it really draws in the weekend crowd. Lately, it has been increasing with a younger and more progressive crowd. This night was no different, except that, the only open table when he arrived was a large corner table. It was only ten o’clock, but the karaoke was getting started, and after ordering a drink, he put in a few songs. Mike has always been quiet and reserved, and he’s not very confident with women despite his good looks and healthy body. That is, except when he sings. He’s never thought of himself as a good singer, but he’s better than he thinks.
An hour had passed and the place was getting pretty packed. As Mike left the stage after his second song, a group of six young women had sat at his table. He paused after getting off the stage and looked around, but there were no open tables. Mike sighed in defeat, but he at least wanted his drink. As he approached them, the fat one on the end gave him a disgusted look which made him nervous as he pointed at his drink, but was barely audible when he asked for it.
“What?!” the fat girl asked rudely, but by then the others were noticing him and his anxiety had him frozen. He saw the gorgeous sandy blonde woman look at his drink and then back at him.
“Oh my gosh, were you sitting here? I told you someone was sitting here.”
Mike stammered a little and closed his eyes while nodding his head, and as he went to say, ‘yes’, the woman spoke up again.
“Come sit with us. We won’t bite.”
Mike was a bit shocked, but other than the fat one, they all smiled and confirmed what she had said, encouraging him to sit with them. Two of them on the end got up to allow him to sit where he had been and right next to the sandy blonde woman who was wearing a thin spaghetti strap dress that was barely long enough.
He smiled at her when he sat, and when the two girls sat back down, he was forced to scoot closer to her, and for everyone to fit, they had to be shoulder to shoulder. The music was loud and so she leaned in while holding out her hand and said, “Hi, I’m Stephanie, what’s your name?”
He shook her hand and leaned in to say, “Mike. It’s nice to meet you.” When their hands separated, hers went to his thigh and made his nerves get rattled again.
“So, what do you do, Mike?”
“I’m a postman,” he said nervously as her hand squeezed his thigh lightly. He looked at the other girls who were talking amongst themselves, and not really paying him any attention.
“Right on. Good job security. So, what are you singing next?”
Mike had to finish swallowing the rest of his rum and coke just as the waitress brought their pitcher of beer. Her hand left his thigh while they got their drinks and he leaned in to tell her, “I’m doing Sweet Caroline next.”
She smiled and squealed, putting her hand back onto his thigh and squeezing harder this time as she leaned in to say, “I love that song.” she said, then immediately let out a loud, ‘wooh’ as the song ended and the KJ demanded applause.
For once, Mike had hope that he would get lucky. He hadn’t been with anyone in several months, and her hand was threatening to get him aroused. He thought he would casually put his arm around her, and she leaned in closer to him. He was afraid to touch her with his hand, but his nerves did calm a bit.
Stephanie then suggested that they all get some jello shots, and they all raved about that. When they arrived, he went to grab his wallet, but Stephanie stopped him by pushing him back into his seat. She leaned in close to his ear to speak more quietly. “Don’t worry about that. Our tab is covered.” She leaned back out and smiled at him as she squeezed his thigh again.
Mike was doing everything he could to keep his cock from getting hard, but it kept slowly betraying him, especially since every time she would lean in to him, he could see down her cleavage. He was not used to being with women that are so forward. He was beginning to get worried that he would somehow mess up his chances as per usual. However, she was not letting up with her closeness.
They had several jello shots and more beer, and he could tell that Stephanie was getting really drunk. She wasn’t handling it as well as he or the others. At one point, another of their friends showed up and Stephanie got into his lap so that they could all fit. She pulled on him to shift and pull her dress down, putting her cleavage very close to his face. His cock lurched and then lurched again as she nestled her ass into his thigh. She then complained about something poking her, but it was his keys. Mike agreed to put them into his other pocket and so she lifted herself just a little as he put his hand in. When he got a hold of them, she sat back down, and his hand was trapped.
She leaned in and said, “Don’t move your hand.”
Mike was confused a bit, but then she pulled the back of her skirt out and moved a little to put her lace covered pussy on top of his hand. He nervously looked to the others who were not paying them any attention. She lightly grinded her hips and moaned into his ear. His cock uncomfortably came to attention in his slacks, and her free hand went to it and she helped it straighten out and it flexed against the back of her thigh. Her breathing became more ragged in his ear as her pace quickened slightly, but not enough to raise suspicion.
“You have such a big cock, Mike.” He then felt her tremble and the back of his hand became a bit moist as she leaked through her thin panties and through his slacks. She let out a long moan and then allowed him to move the keys to his other pocket. She then demanded to be let out to go to the bathroom, but she dragged Mike with her. He was embarrassed that his erection might be seen, but no one seemed to notice as the song ended and they were all paying attention to the stage.
Stephanie giggled as they got to the hallway with the restrooms, but there was a long line to the women’s bathroom, and so she dragged him into the men’s. A man washing his hands stared in awe as they went into the first open stall and forced him to sit. After locking the door, she sat on him facing him and put her hands around his neck. “I’m sorry,” she began as she took a deep breath before continuing, “I don’t get out much, and I just want you to understand that I’m not just some barfly that picks up random men, okay?”
“I understand.”
“I also want you to understand that I’m not looking for anything serious. We’re out to have fun, and I want a bit more fun than they do. Are you okay with that?”
Mike had only had one one-night-stand, but he was mesmerized by her in this moment. The way she was taking control and getting what she wants. He had never met a woman like that, nor would he ever normally pursue one. There was something about Stephanie that made it alluring to him. “Yes,” he barely got out as she dove in to kiss him and was grinding her hips. He was finally confident enough to start touching her, but he kept it to her back.
His cock flexed and pushed up into her and she moaned. She broke the kiss, but kept gyrating her hips. “Can I call you daddy?” she asked close to his ear and then kissed his ear and neck.
Mike was a pretty vanilla guy, but he had a feeling that that’s what she wanted. “Yes.”
Her voice then got more child like when she asked, “Can I suck your cock, daddy?”
She didn’t wait for him to barely say, ‘uh huh’ as she dismounted him and knelt in front of him and rushed to open his slacks. She helped him pull them down and before he could sit, she had his erect ten inch cock in her hands and mouth, sucking and stroking with a passion he had never experienced. The few women he had been with were always reluctant to put it in their mouth. Mike did everything he could to keep quiet as she was getting him to the brim of an orgasm faster than he was expecting.
He whimpered a little as she pulled her mouth off to whisper, “Please cum in my mouth, daddy.” The incest fantasy was doing nothing for him, but the way she asked and the look in her eyes that never left his brought him to the brink quickly. He quietly said, ‘yes’ and her efforts intensified which caused him to explode. He had to bite his tongue not to cry out as she stroked and sucked every bit of cum that was spurting heavily into her greedy mouth.
He heard her moaning while she did so, and didn’t stop until she was sure that she had sucked it all out. She then quickly stood and removed her panties, but then sat sideways in his lap with her arm around his neck. She leaned into his ear to whisper, “I’m not ready for sex yet, daddy, but will you please finger fuck me. Please make me cum, daddy.”
She helped his hand into place and moaned into his ear and nibbled it playfully as he put two fingers into her and she made him take a quick pace. She then lowered the straps to her dress and let her relatively large breasts fall out. She put one up to his mouth and he began to suck and nibble her nipple. She whimpered at that and her hips gyrated more heavily. His cock started to get hard again and she shifted to allow it to sit between her legs while she stroked it.
She leaned into his ear again, “Oh, daddy, you’re going to make me cum. Please don’t stop.”
Her passion was driving him wild, and something about her cute little voice in that moment brought him close to another orgasm. He had never cum twice that fast before, but as he felt her pussy pulsating and moistening and her little whimper in his ear, he erupted again. It felt strong like the first one, and most of his cum ended up on her breasts.
Mike held her as she relaxed and they caught their breath. She then wiped her breasts with her hands and ate all of the cum she could gather before wiping herself with some toilet paper. He was in disbelief, and for a lot of reasons. He suddenly didn’t want this to be just a one-night-stand, but he had no idea what to say. He had made a deal, though, and he’s a man of his word.
“Wait,” he said as he had seen that she missed some on her neck. He grabbed a small wad of toilet paper and wiped it away gently. The way that she looked at him in that moment gave him a fuzzy feeling which was confusing to him.
She leaned into him to say, “Thank you for being such a gentleman. True gentlemen turn me on.” Then she kissed him lightly on the lips before getting up and telling him to hurry and get dressed so that he won’t miss his song.
They rushed out only to find that her friends had left. Stephanie was devastated as they were her ride home which was on the outskirts of the city. Mike offered that maybe they had gone out for a smoke, but none of them were smokers. In her drunkenness, she seemed to be desperate and worried that she wouldn’t be able to get home soon enough. She wouldn’t explain why, but she had to get home by one o’clock.
“Let me drive you home.” Mike offered, and for the first time, the look in her eyes looked a bit defensive, and when she didn’t respond right away, he added, “Look, I understand if you don’t trust me. Let me buy you a cab.”
“What, so you can justify what we did by paying me off like a hooker? No thanks,” she said as she dialed a number on her phone and turned away.
Mike was confused. The tables had turned so quickly, but he was thankful for it having happened and took it as a win. He let out a sigh before turning to walk away and go to his car. He flinched when he heard her yell out, ‘fuck’ as he turned the corner to enter the parking lot. His head drooped a little while he walked to his car. He was trying to figure out what it was that he did that ruined it. He sighed again as he sat in his car and turned it on. When he flipped on the headlights, he looked up to see Stephanie and it startled him.
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