Summer with a Young Domme - Part 14

Click here to read the previous parts of the story.

"You don't have anything planned tonight, do you?" Anna asked during a lull towards the end of their shift.

"No," Derek replied. "You?"

She smiled. "I do, actually. I have something very enjoyable planned, in fact."

"Is there any chance I'm involved in that plan?" Derek asked as a customer came through the door.

Anna shrugged her shoulders. "I guess you'll have to wait and see."

Derek knew that most guys wouldn't have to wait and see to know if their girlfriend was going to include them in her plans for the evening, but he also know that his relationship with Anna was unlike most. She was about as far from a typical girlfriend as a guy could have, though that's exactly what made it so exciting to be with her.

Anna teased Derek as often as she could for the final hour of their shift. She made numerous mentions of her plan for the evening but not once did she mention that Derek should prepare for any sort of fun. He saw her texting a few times and he couldn't help but worry that she was working out a plan to spend time with someone else, meaning he might be left high and dry while Anna was busy fucking Todd.

When their shift finally ended and they clocked out, Anna disappeared into the bathroom with her bag and emerged wearing a cute pleated skirt and a cute, tight tank top that made her perky breasts look utterly spectacular. Derek still wasn't sure what she had planned, though, for she could have dressed like that for Todd or for him.

"Let's go," she said.

They left out the back and got into Anna's truck. She headed out of the parking lot and started on the same route she would have taken to drive Derek home. Then, Andrea shifted into the left lane and took a different route. The truck stopped at a red light and she turned to Derek, smiled, and leaned over to give him a kiss.

"You're going to enjoy tonight," she said softly. "I promise." Derek breathed a sigh of relief, kissed her again, and then sat back as Anna drove a familiar route towards the ocean. She pulled into a spot by the side of the road, turned the car off, and asked, "Does this look familiar?"

Derek nodded. "It does. This is where you took me that first time...well, that first time I went down on you."

"Good memory," Anna said before getting grabbing a bag from the little backseat and heading out of her truck. Derek followed and they made their way down the largely overgrown path and stepped out onto the small, rocky, exceptionally private beach. Anna took his hand and they walked the short distance it took to find a sandy spot where she could set out a massive beach towel she pulled out of her bag. "Let's sit."

They sat and Anna almost immediately turned and kissed him. It was a tender, lingering kind of kiss. Anna's lips were soft and her hand rested against the side of his face as they connected while the gentle sounds of the waves lapping against the sand surrounded them.

"Wow," Derek said.

Anna smiled and then a wistful, almost sad look washed over her face.

"What's wrong?" he asked.

She turned and stared out at the ocean before answering. "Summer's almost over and I'm sadder than I thought I'd be."

Derek moved a little closer and took Anna's hand. "Why?"

She laughed and looked at him. "Because it turns out I've enjoyed our relationship a lot more than I thought I would, and the idea of it ending is actually a lot sadder for me than I expected."

Derek was a little surprised to hear that. He knew Anna liked him, but he also figured she was the sort of girl that didn't really want a relationship, so he hadn't really thought of what they had as anything too real or serious. He was sad about it ending, too, though. "For what it's worth, you're not the only one that feels a little sad about it ending. I mean, you're the first girlfriend I've ever had, so I think that's actually making it feel extra sad for me."

"You know, I know I don't seem like the kind of girl that would want a guy to be sad about breaking up with her, but it's actually kind of nice to hear that you're going to miss this," she said.

Derek laughed. "Of course I am. Outside of the sexual stuff, which I definitely love, I really like you, Anna. I like being around you. I actually like going to work because most days it means that I get to spend time with you. So, you know, I'm going to miss you like crazy when I leave for school."

Anna turned to him and leaned in for another kiss. Derek moved his hand to her knee and let his fingers drift up her thigh. Anna parted her lips and her tongue found his for an erotic dance as his fingers moved in slow circles over the smooth, warm skin of her upper thigh.

Derek got a little bolder as the kiss continued. He let his fingers move between her legs and gently rubbed Anna's pussy through her panties. She moaned and her tongue moved a little faster, which helped lure his cock into a state of stiffness.

Their lips remained pressed together as Anna maneuvered Derek until they were lying down. He returned his fingers to the space between her legs and she found his cock and stroked him through his shorts, eliciting a moan of pure delight.

Anna rolled onto her side, unzipped Derek's shorts, and pulled his cock out. She smiled as he moaned and said, "I am sad that our summer together is almost over, but we should still enjoy ourselves in the week we have left."

"I agree," Derek replied.

Anna released his cock, reached under her skirt, and took off her panties. She set them on the towel and then reached over and unbuttoned his shorts. Derek took the hint and pulled them off along with his underwear, leaving them both bottomless on the beach towel.

"I was thinking that we could have a very particular kind of fun this last week," Anna said as she got on her knees and straddled Derek.

His heart pounded harder than it ever had. He looked towards his crotch but Anna's skirt made it impossible to see if she was about to take him inside her. "What...what did you have in mind?" he asked.

Anna smiled, reached under her skirt, and took hold of his cock. He felt a shudder of pleasure as she rubbed the tip over her pussy lips before he slipped just a little of the way inside her. "Well, I was thinking that you've never gotten to experience what might be the greatest pleasure that life has to offer."

Derek didn't want to get his hopes up - Anna had teased and denied him a handful of times in the past - but he couldn't help it. He was very nearly inside her and she was talking like she was going to take his virginity, like he was finally going to get to have sex.

"I was thinking that I'd let you experience that pleasure," she said before taking the entirety of his cock inside her.

Derek's eyes went wide and he moaned loudly as he felt her wet pussy swallow his shaft. "Oh my god," he said. "Anna, you feel...fuck, you feel amazing."

"I know," she said. "And I know I said that even if I let you fuck me it would only be once and that would be it, but I've changed my mind."

Anna lifted her pussy from Derek's cock and for a moment he thought she was going to deny him again, just like she'd done in the past. She didn't, though. Instead, she sank back down onto his shaft, providing him with an intense thrill as he got his first taste of just how pleasurable sex could be.

"Instead, I was thinking that I'd let you fuck me all week," she said while riding him a little faster. "I was thinking I'd let you have me as many times as you wanted before we both leave for school."

Derek couldn't believe how good it felt to have sex with her, and he couldn't believe that she was telling him he would get to experience that feeling as many times as he could manage over the next week. "That...you're...that sounds...fuck...Anna...I want that," was all he could manage to say.

Anna took her shirt off and then leaned down and kissed Derek's neck as she continued to ride his stiff cock with her utterly perfect pussy. "Then I'm yours...and yours alone, for the next week, Derek," she said softly. "You can have me as many times as you want. You can enjoy my pussy whenever and wherever you desire. You just have to do one thing for me."

"Anything," he said as it felt as if his orgasm was rapidly approaching. "Anna, I'll do anything."

She kissed his neck once more and then put her hands on his chest and sat up. "You always need to clean my pussy after you cum," she said. "Even if you don't want to, you need to. Your cock isn't going to make me cum, Derek. I always knew that would be true and it's not going to change. But I want to fuck you. I do. I want to spend all week fucking you. I just need you to use your tongue to make me cum after you're done. Will you do that for me, Derek? Will you clean your mess out of my pussy when you're done?"

Derek reached up to play with Anna's perfect, perky breasts and smiled as he neared his orgasm. "I'll do anything for you, Anna."

He came inside her a moment later. It was, without question, the best orgasm of his life. Anna had made him cum countless times and each orgasm had been incredible in its own way, but there was something truly wonderful about cumming inside her, about the orgasm coming about as a result of sex.

"Was that good?" Anna asked as her hips came to rest with his cock still inside her.

Derek laughed. "That was unlike anything I've ever experienced, Anna. Thank you. It was well worth the wait. I mean, really. That was just...that was amazing. It was just amazing."

Anna seemed to share in his joy, at least if the smile on her face was any indicator.

"And I can't wait to make you cum," he said. "I'll do it any way you'd like, of course, but I'd thoroughly enjoy it if you sat on my face."

"I was hoping you'd say that," Anna replied with a smile.

She lifted her pussy from Derek's cock, crawled forward, and sat on his face without hesitation. He pushed his tongue inside her and was rewarded with a flood of his cum. It flowed onto his tongue and he swallowed greedily as Anna moved her hips back and forth, riding his face slowly and seductively in pursuit of the orgasm she deserved.

"Mmm, fuck, that feels good," Anna said. "I love that you're eating your load out of me, Derek. I fucking love it. It's just so fucking kinky, and I love that you're going to spend your whole week devouring every drop of your seed."

Based on how good fucking her that first time felt, Derek was certain he'd do it as many times as possible that week. That also meant he'd swallow a sizable amount of cum, but he didn't care. He wanted to clean Anna's pussy. He wanted to satisfy her. He wanted to make her cum, and he knew his cock couldn't do that. He just wasn't capable of giving that kind of pleasure, so if she was willing to let him inside her, to let him fuck her, then Derek was going to do whatever it took to make her feel good.

Anna rode his face until she came and Derek ate ever drop of his cum out of her while she did it. The last drops poured out of her as she climaxed and Anna grasped her breasts and unleashed a series of wild moans that melded with the sounds of the waves for a thrilling aural experience.

When she was finished, Anna slid her pussy down Derek's body and laid on top of him. She kissed his neck and cheek and then her lips found their way to his and their tongues mingled as they shared the lingering taste of his cum. Derek felt the first hint of arousal return and he wondered if he'd get to have sex a second time right there on the that beach.

"I wish we were going to the same college," he said.

Anna lifted her head from his chest and smiled. "You know, so do I. There's no way I would have thought that at the beginning of summer, but now I feel the same way."

That wasn't possible, of course. It was far too late to change which school Derek was going to, and it probably would have been insane to do so for a girl he'd been dating for three months.

"We could see each other over the holidays, though," Anna said. "Thanksgiving. Christmas. Maybe even Spring Break."

"Yeah?" Derek asked.

"Why not?" Anna replied. "Our relationship is not built on fidelity, so it's not like we'd have to stay celibate while we're at school."

Derek was a little confused. "Wait, you'd be okay with me seeing other people at school?"

"I would," she said. "It's no fun to keep you all to myself if we're not actually together. If this thing is still going next summer then we're definitely going to go back to me being the only one that gets to make you cum, but if we're away at school then you can have as much fun as you want with anyone you want."

Derek kissed her as his hands moved down Anna's back and grasped her ass. She moaned as he squeezed her pliant flesh and he felt yet another stirring of lust between his legs.

"You want to fuck me again right here, don't you?" she asked.

"I think I do," he replied.

"We're going to have fun this week, aren't we?" she asked.

"I think we are," Derek answered.

Now that he'd had sex, Derek was fairly certain he was going to want it constantly, and if Anna was in the mood, he was going to have as much sex as possible before they went off to school. He'd clean a whole lot of cum, too, and with any luck he'd get to start his fun with Anna all over the next summer, with little interludes during their breaks from school. No matter what happened, Derek was exceedingly grateful to have met such an incredible girl and to have learned so much about himself over the course of the best summer of his life.

The End.