Summer with a Young Domme - Part 9

Click here to read the previous parts of the story.

Derek watched from behind the register as Cooper walked into the coffee shop and made a beeline for Anna. Her face lit up the moment she saw him and she leaned over the counter to give him a kiss. Derek wasn’t quite close enough to hear what they were saying, but when Anna took her apron off it was fairly obvious what was about to unfold.

“I’m going on break,” Anna said as she walked past Derek and smiled. “I’ll be back in a little bit.” She walked out the front door and into Cooper’s truck and just like that she was driving off with another guy.

“How come you don’t get jealous?” Melanie asked as she sidled up next to Derek while they both watched Cooper’s truck drive away.

“What makes you think I don’t get jealous?” Derek replied.

Melanie moved a little closer and her arm brushed against Derek’s. “Wouldn’t you try and do something about your girlfriend leaving to fuck another guy if you got jealous?” Melanie asked.

Derek scanned the tables to see if any of the customers had heard Melanie’s question, but no one looked up. “Melanie, please, keep your voice down. I like this job.”

She leaned into him, laughed softly, and said, “Sorry. You didn’t answer my question, though.”

“My relationship with Anna is different,” Derek replied. “I don’t really know how to answer your question in any other way.”

“Did she take your cherry yet?” Melanie asked.

“Jesus, Melanie, we’re at work,” Derek said as she ran her fingers over his arm. “What’s gotten into you?”

Melanie turned towards him and her breasts brushed against his arm as she did so. There was no question in Derek’s mind she’d done it on purpose and it certainly felt like she was trying to get him to do something stupid – or something that would infuriate Anna at the very least – but he wasn’t sure what she really wanted from him.

“Well, for one, I think you’re cute,” Melanie said as she leaned against the counter and reached up to run her fingers down Derek’s arm. “For another, I think Anna is being unfair.” She leaned closer and lowered her voice. “She’s fucked two different guys while you’ve been together and she hasn’t fucked you. I get that your relationship is different, but you’d think she’d at least take your cherry and give you a little taste of what those other guys are getting.”

Melanie’s touch was soft and seductive and Derek found himself being lured into whatever game she was playing. It felt relatively harmless – it’s not like they were going to do anything at work – and yet he knew Anna wouldn’t like it. Derek didn’t step away, though, nor did he tell Melanie to stop.

“Like I said, our relationship is different,” he said.

Melanie took his hand and smiled when Derek offered no resistance to her touch. “And that’s what you want? A different kind of relationship?”

Derek nodded. “Honestly, yes. Obviously I don’t have much experience, but I like Anna and while she hasn’t taken my cherry, as you described it, we still do things together.”

“I know,” Melanie said. “But I know what men want, Derek. I know they want to have sex. I know every man wants that. And yet Anna isn’t willing to give you that.”

“Not yet, no,” Derek replied.

Melanie laughed and released Derek’s hand to reach between his legs and massage his cock. A sense of panic enveloped him, but he didn’t move. His crotch was hidden below the counter and there was something about Melanie’s seeming desire for him that Derek couldn’t resist in the moment.

“Melanie…please,” was all he could manage to say.

“I can feel you getting hard,” she replied softly. “I know I’m making you feel good, Derek. This is just a small taste of how good I could make you feel. You just have to dump Anna and then you can have me. Whatever she gives you, I promise I can give you that and more.”

Derek grabbed Melanie’s wrist and pulled her hand away from his crotch. He stepped back, made sure his half-erect cock was hidden from the customers, and said, “Melanie, I’m not sure what game you’re playing, but I really don’t like it. This is the longest we’ve ever spoken to each other. I know you don’t like me. I know you’re just trying to mess with Anna in some way and I’m not interested.”

Melanie smiled and studied the bulge in Derek’s crotch for a moment. “You’re right. I am trying to mess with Anna, but I’d still let you fuck me, Derek. Just once, but you’d get to lose your virginity. You’d get to pop your cherry. Hell, since I’m on birth control I’d even let you fuck me without a condom and cum inside me. Wouldn’t that feel good, Derek? Wouldn’t you love to fuck me?”

Derek wanted to know why Melanie seemed so determined to mess with Anna – it wasn’t the first time she’d effectively thrown herself at him – but a customer walked out of the summer heat and towards the register, making it impossible for him to do anything but take another order.

“Good afternoon, sir, how can I help you?” Derek asked.

The guy smiled and then craned his neck to look up at the menu as he hummed to himself. Melanie took the opportunity to step behind Derek and grab his ass with both hands and give it a good squeeze before walking away and preparing to make the customer’s drink if he could bring himself to order something.

“An iced cappuccino, please,” he finally said.

Derek nearly rolled his eyes at the notion of such a simple order taking so long to arrive at, but he restrained himself, entered the order, and rang up the customer. He looked over at Melanie and saw that she’d turned towards him and pulled down the back of her pants to show that she was wearing a particularly fetching red lace thong. Derek stared – he wished he had the will power to resist, but he didn’t – and Melanie smiled gleefully before pulling her pants back up and setting about making iced cappuccino.

Once his drink was served the customer headed out and Melanie sauntered towards Derek again. “Anna stole my boyfriend,” she said. “Senior year. It was right before prom. He dumped me take her. I’d like to take you from her. I won’t be taking you to prom, but I will take you to my bed. In fact, my parents are going out of town this weekend. We could spend the whole night together. You could have me more than once. Then we could both go our separate ways. You could go to college knowing what it’s like to have sex and I could have the satisfaction of revenge.”

“Why did you take this job?” Derek asked, mostly as a way to prevent his brain from lingering on the idea of getting to spend a whole night having sex with Melanie. “If you hate Anna this much, I mean.”

“I don’t hate her. We’re still kind of friends. I just want revenge,” Melanie explained. “She shouldn’t have taken my boyfriend and she deserves to have hers taken, and I know she doesn’t actually care about the other guys she’s with. Also, I took this job because I didn’t have to apply, it pays well, and the air conditioning works really well.”

Derek tried not to show it, but that little bit of information filled him with an unexpected kind of joy. “Wait, so she cares about me?” he asked.

Melanie’s shoulders sank and she frowned. “Damn it,” she said. “Yes, Derek, she cares about you. Obviously. What would be the point of getting you to cheat if she didn’t give a damn about you?”

Suddenly, Derek was floating on cloud nine. He felt an urge to break out into dance, and if he had any chance of not looking like an idiot, he absolutely would have done so. He’d had an inkling that Anna liked him, of course, but this was something more than an inkling. This was pretty close to proof.

“Well, I can see I’ve lost you,” Melanie said. “The offer still stands, though.”

Derek had no interest. Not anymore. If anything, he felt terrible for even considering what Melanie had offered and he felt doubly terrible for letting her touch him. He could only hope that Anna would forgive him.

A couple entered the shop and ordered their drinks as Derek wondered how he would tell Anna what had happened while she was gone. He knew he had to confess, but he wasn’t sure about the timing, or how to word it. The longer it took Anna to return, the more anxious he felt that he might end up losing his relationship right when he’d discovered that Anna really did care about him.

Derek’s anxiety deepened when he saw Cooper’s truck pull into the parking lot. Anna got out, waved to the guy that had almost certainly just fucked her, and headed towards the coffee shop with a bright smile on her face.

Anna stepped behind the counter, looked at Melanie, and said, “Derek’s going on break.”

“Have fun,” Melanie replied as Anna took Derek’s hand and dragged him into the store’s back area.

Derek decided he needed to tell her immediately. He needed to confess what he’d done – or what he’d let Melanie do – and hope that Anna would forgive him. He was about to say something when she pushed him against the wall and kissed him. Her tongue entered his mouth aggressively and she reached down and stroked him through his jeans. Derek’s anxiety melted away as arousal flooded his body. He wasn’t sure what Anna had planned, but his cock was clearly on board.

“Anna, wait,” Derek said.

She stepped back with a confused look on her face. “What is it?”

“Melanie, she was flirting with me,” Derek said. “While you were gone. She was, well, she was doing more than flirting, actually. She kept telling me that she would take my cherry, that I could spend a night with her this weekend, that she was going to let me fuck her without a condom.”

Anger flashed across Anna’s face, though Derek couldn’t tell who that anger was directed at. He swallowed hard and carried on.

“She touched me,” he said. “She got close and she touched me. First it was my arm. Then she held my hand. Then she…then she reached between my legs and she played with my cock.”

“Did you stop her?” Anna asked.

“Not right away,” Derek said. “I’m sorry, Anna. I should have, and I did eventually, but I didn’t stop her right away.”

Anna crossed her arms and studied him with that same angry look on her face. “And why didn’t you stop her right away? Because she offered to fuck you? Because she offered to let you into her pussy without a condom?”

Derek nodded. In hindsight it was the worst possible reason to endanger his relationship with Anna, but that was entirely why he’d done it. “I’m sorry.”

The anger drained from Anna’s face and she stepped closer. She reached up to caress Derek’s face with one hand and unzipped his pants with the other. She leaned in and their lips met as she freed his cock and stroked him slowly. He was stiff in just a few moments, and when Anna’s tongue slipped into his mouth and she moaned, Derek was so caught up in a sudden surge of lust that any sense of confusion over her sudden change of heart simply drifted away.

Then Anna squeezed his cock hard enough for Derek to feel genuine panic at the idea that she might somehow break it. “You should be sorry,” she said. “You were weak, Derek. You let Melanie play with your cock because it felt good. That’s it. You were weak, like almost all men are. You proved why you don’t deserve to fuck me. You proved why your cock will never deserve to feel my pussy.”

Her grip tightened and Derek reached down to try and loosen it and free his cock. Anna was strong, though, and it was clear that the safety of his genitals wouldn’t be guaranteed until she released him.

“I was going to take your virginity, Derek,” Anna said. “I decided the last time I was at your house. It was during dinner. I decided that I actually liked you, and that even if the sex wouldn’t be good for me that you deserved to fuck your girlfriend before you went to college. But you don’t have a girlfriend anymore. And you don’t have a job anymore. You’re fired. Now get the fuck out.”

Anna released his cock and walked away as Derek sank to the floor and looked between his legs to make sure she hadn’t injured him. Once he was assured Anna’s tight grip hadn’t fractured his dick, Derek tucked himself into his pants, got up, and rushed towards her.

“Anna, wait!” he called out.

She looked back at him with utter calmness on her face. “This isn’t a conversation. We’re done, Derek. And you’re fired. Now leave.”

She grabbed her apron, stepped through the door, and went back to work as Derek felt all the energy seep out of him. With one stupid decision – a decision driven entirely by his cock – he’d ruined the best relationship he’d ever had.

Derek took a deep breath, pulled the surprisingly expensive bouquet of flowers from the front seat of his mom’s car – she’d let him borrow it – and headed towards Anna’s front door.

Derek took another deep breath once he’d ascended the porch steps and reached out to ring the doorbell. A few seconds passed before a tall, beautiful blonde woman answered.

“How can I help you, young man?” she asked.

“Uh, hi, I’m…is Anna home?” Derek said.

The blonde woman – Anna’s mom, Derek assumed – smiled and said, “And who are you?”

“I’m Derek,” he replied.

Anna’s mom smiled brightly. “Oh, Derek, I’ve heard so much about you. Come in.”

She moved aside and Derek stepped into the house while marveling at the notion that Anna’s mom had heard about him. That must have meant that Anna had talked about him, which he took to mean that she really did like him, which in turn meant there was at least a chance that he could win her back.

“Anna’s in her room,” her mom said. “Up the stairs and to the left.”

“Thank you so much,” Derek replied as he headed for the stairs.

“A polite young man. I like that. Better than some of the boys Anna’s dated,” her mom called out.

Derek looked back at her and smiled before ascending the stairs and turning left. Anna’s door was closed so he lifted his hand and knocked gently.

“Who is it?” she called out.

“Derek,” he said.

Angry-sounding footsteps approached the door and it swung open violently. Anna looked angry, but then she stared at the bouquet in Derek’s hand and some of that anger softened. He offered the flowers and she took them and he was certain he saw her lips curl into a smile for just a moment.

“What are these for?” Anna asked.

“They’re part of an apology,” Derek replied.

Anna considered the flowers and then looked up at Derek and studied him for what felt like an impossibly long time. Then, much to his delight, she stepped aside and gestured for him to step into her room before closing the door behind him.

“Part of an apology?” she asked.

“Yes,” he said. “The other part is me coming in here and telling you that I’m genuinely sorry. I have no excuse for what I did – being horny doesn’t really count as an excuse, after all – so I’m simply…well, I’m begging for your forgiveness. Not because I deserve it, Anna, but because I really like you. Our relationship is not like anything I ever imagined a relationship would be, but it makes me happy. You make me happy. I like spending time with you. I like…well, I like the kind of intimacy we share. I know we can only be together for the summer, but summer’s really only half over and I want to spend more time with you.”

Anna lifted the bouquet to her face, closed her eyes, and inhaled deeply. A smile slowly spread across her face as she opened her eyes, looked at Derek, and said, “They smell lovely, and I’m not sure I’ve ever gotten flowers from a guy, so that counts for something.”

She set the flowers on her desk and stared at Derek for an uncomfortably long time. He stood and absorbed her gaze in the hope that she would accept his apology and they could go back to the way things were.

“Strip,” Anna instructed.

Derek knew better than to question her. It felt risky to strip with her mother downstairs, but he did it. He stripped and stood in the middle of Anna’s bedroom with his arms at his sides.

“Good boy,” Anna said.

Derek remembered the first time Anna had said that to him and how much he’d enjoyed it. He didn’t understand why back then – he didn’t fully understand it just a few months later – but hearing her say it filled him with hope.

Anna approached and ran her fingernails down Derek’s chest. It hurt, but he barely winced as she left a red streak down his relatively smooth skin. Anna stepped behind him and Derek resisted the urge to look back to see what she was doing, for he didn’t want to do anything to hinder his chances of winning his girlfriend back.

“It was a nice apology,” Anna said as she ran her hands down Derek’s back and squeezed his ass. “A very nice apology, in fact. Most guys aren’t so gracious when they’ve fucked up. I like that you were.”

Derek heard something behind him. It took a few moments for it to register that Anna was taking her clothes off. Hope filled him. Why would she strip if they were still broken up?

Anna pressed her naked body against Derek’s and wrapped her arms around him. Her hands moved over his chest and he closed his eyes and soaked in the warmth of her skin and the perfect softness of her breasts as they pressed into his back.

“Turn around,” Anna said as she released her grip on him.

Derek spun around and glanced at her breasts – they were utterly perfect – before staring into her eyes.

“You couldn’t resist taking a look, could you?” Anna asked with a smile.

“Sorry,” he said. “They’re perfect.”

“I know,” she replied. “On your knees.”

Derek fell to his knees and looked up at Anna.

She put a hand on the back of his head, smiled, and said, “Such a good boy.” She applied gentle pressure and pulled him between her legs. “Lick my pussy.”

Derek licked her pussy as instructed and Anna stepped forward a little, pressing her pubic bone into his face. It felt as though her body had swallowed him, as if he’d become little more than an extension of her as she used his mouth for her pleasure.

“I was going to make you cum at work today,” she said. “I hadn’t decided if I was going to blow you or jerk you off, but I was going to make you feel good, Derek. I was happy and I wanted to make you happy. Do you know why I was happy, Derek?”

Anna refused to let him out from between her legs, so Derek couldn’t answer, but he suspected it was a rhetorical question anyway.

“I was happy because my boyfriend had no problem with me leaving him behind at work so I could fuck someone that’s far superior to him,” Anna explained with a hint of aggression in her voice. Her hips began to move a little, as if she was slowly fucking Derek’s face. Her wetness spread over his chin and cheeks, too, indicating that she was thoroughly aroused.

“You watched me get into Cooper’s truck. You watched us drive away. You didn’t do anything to stop me because you know I need what he can give me, and what you can’t give me. You know that I enjoy our dirty little dynamic, Derek. You know that I love fucking him and playing with you. You know that I love teasing you and playing with your little cock and making you eat your cum and that all of that is so much more fun when I’ve just enjoyed Cooper’s big cock and his hard, muscular body,” Anna explained. “It was the same with Steve. We had such a good thing going, Derek, and then you went and let that fucking whore touch your cock.”

Anna rode his face faster. She grabbed a handful of his hair and pulled hard. She mashed her pubic bone into his face hard enough that Derek was certain he’d have a little bit of a bruise the next morning.

“Fuck…” she said before unleashing a low moan. “You don’t deserve to even taste my pussy, Derek. You couldn’t fuck me worth a damn with that little dick of yours. All you’d do is disappoint me. You should be grateful I’m fucking your face with my cunt right now. You should be grateful to have my juices all over your face. You should be grateful I’m using you as a fucking sex toy.”

Anna clamped her thighs around Derek’s head and they trembled hard. She grabbed a second handful of his hair and pain rushed down his neck as he felt completely enveloped by his girlfriend’s flesh.

“Fuck,” Anna said as she stepped back, leaned against her desk, and experienced what seemed to be a massively powerful orgasm. Her left leg shook as Derek watched a look of uncontrolled joy come over her face while the climax seemed to work its way through her body.

A look of relaxation followed and Anna reached up to idly play with one of her breasts as the look on her face shifted to a hazy state of happiness, like she’d gotten incredibly high in the span of a few seconds.

“Get in my bed,” Anna said. “Stroke your cock.”

Derek stood and crawled into Anna’s bed. He laid his head on her pillow – which smelled delicately feminine – and wrapped his fingers around his cock, which had reached a stiff state while Anna had fucked his face.

She pushed away from the desk and approached. She smiled at the sight of Derek furiously masturbating and reached out to run her fingers over his chest.

“You won’t get another chance if you fuck up like that again,” she said. “I’m possessive, Derek. I get to fuck other people. You don’t. That’s just how this works. If you can’t handle that, let me know and I’ll dump you.”

“I can handle it,” Derek said.

Anna took one of his nipples between her fingers and squeezed. She pulled on it and Derek winced, though the pain was oddly pleasurable, as was the smile on her face.

“You’ll have to earn the right to fuck me,” she said while switching to his other nipple. “I was going to let you have me, but I’ve changed my mind on that. You’ll have to prove that you’re worthy of losing your virginity to me. You’ll have to prove that it’s worth having disappointing sex with you, of letting that little dick of yours inside me.”

“Anna, I’m close,” Derek said.

“Cum on your face,” Anna instructed.

“What?” Derek asked.

“Flip your legs back and cum on your fucking face,” she said. “Do it right now. Do it right now or you can forget about me making you cum ever again.”

Derek lifted his legs off the bed but he failed to roll his body up and aim his cock at his face. He tried again and he was going to fail again when Anna grabbed his ankles, crawled into the bed, and helped bend him into the right shape.

She looked down at him as Derek stroked his cock – which was now less than a foot from his face – and stared at the plump, purple head. “Cum on your face, Derek,” she said. “Give yourself a fucking facial.”

Derek’s cock swelled up as Anna played with his balls. She smiled at his groans of pleasure. He wanted to cum, and yet he really didn’t. There was no stopping it, though. He came all over his face. Hot, thick ropes of cum landed on his chin, cheeks, lips, nose, and forehead. He made an absolute mess of himself and Anna laughed in delight as pleasure pulsed through his body.

Anna let his legs down as Derek experienced a potent sense of post-orgasmic humiliation. “You look good. Maybe I’ll have you do this again sometime.”

Before he could say a word, Anna straddled Derek’s face and sat down. She moved her pussy all over, soaking up his cum and rubbing it into his skin at the same time. She made a much bigger mess than he’d made and she laughed again.

“Now give me another orgasm and you can lick all your cum off my pussy when you’re done,” she said. “Just like a good boy should.”

Derek went to work right away. It seemed impossible that he’d ever meet another girl that would make him cum like she did and he resolved to do whatever she wanted for the rest of the summer just for the chance to keep having fun.

“Oh, and you can have your job back,” she said.

Derek would have thanked her, but he couldn’t say a word since he was being smothered by her cum-soaked pussy. Instead, he kept his focus on making her cum and satisfying both of them.