Annie’s eyes widened as she saw the car. “I-is that a Mercedes?” she gasped.
“Yes. A Cabriolet. I always wanted to drive one, and when the airport rental screwed up my reservation, I decided to take it instead,” he said, casually giving her an excuse that would hold without going into detail.
It wasn’t that he wanted to hide his money from her, but he wanted to save that reveal to a point that it wouldn’t shock her.
She gulped. “Maybe I should take the bus. I don’t want to get paint on the car,” she whispered hesitantly. “Detailing it would take all my money.”
He looked around, then smiled. “Good point. You can’t get in with paint-covered clothes,” he said, ready to tease her a bit. What he didn’t expect was an accepting nod, as if it were completely normal for him to kick her to a bus and meet at her place because he was afraid of a bit of paint.
He sighed. Talk about low expectations.
He also couldn’t help but lose whatever mercy he had for Jeff. Just how badly he had messed with her head for her to believe this was an acceptable reaction. It would be one thing Jeff didn’t care about her, but he did.
He was just shit at showing, somehow managing to push or pull at the exact worst time to shatter Annie’s confidence while also ruining other potential relationships, lowering her standards below sea level.
From that perspective, his presence almost counted as charity.
Unfortunately, it meant he couldn’t tease Annie too much, not when she earnestly turned and prepared to leave. Instead, he took a step, and hugged her. “Stop, silly,” he said as he hugged her from behind. “That was flirting.”
“F-flirting, of course it is. I knew that. I’m good at flirting. Very good,” she stammered, her awkwardness climbing to the surface, which made her even sexier.
“Good. Then you know that I was trying to get you out of your clothes…”
“Right now,” she whispered.
“Yes, right now,” he whispered. “I want you to ride in the passenger seat wearing only your underwear because you’re unbelievably sexy,” he whispered. “I have a blanket if you have to cover up…”
“Is it part of the bet?” she whispered.
“Only if you’re comfortable with the idea,” he added. She gulped, and looked around.
“Fine, just let me find a place to—“ she started, only for him to grab her shorts and rip them into two, and repeat the same for her pantyhose and her shirt. “Oh, my, you’re strong,” she gasped, her arousal quick to climb. Then, she realized she was standing in the empty parking lot in her underwear, and jumped into the car by vaulting over the door, then lowered herself.
She looked amazing doing so.
He first stopped by the trunk to get the blanket he promised her, put it next to her, which she immediately pulled on herself. “You look beautiful,” he teased as he sat next to her.
Annie just whimpered, arousal and mortification battling. “The deposit I paid for the costume—“
“Was already gone the moment you got rid of that skirt, and the thick layer of paint guarantees it,” he said.
“You have a point,” she said as she tightened the blanket.
“So, how did the meeting go?” Ethan asked, already driving away. The road was empty, because they were the last ones to leave the campus.
Annie let out a long sigh, buckling her seatbelt. “You were right. Pierce gave this big speech about friendship and legacy, about how much he needed Greendale. Only to reject our offer and walk away … it was sad.”
“Don’t worry. He’ll be back the first day of the next semester, no exception,” he said. “Guaranteed.”
She shot him a look, half-amused, half-annoyed. “How do you read people like that? Pierce is impossible to predict.”
“It’s easy. Just imagine Pierce as a spoiled eleven years old throwing tantrum,” he said.
“He’s better than that,” she said.
“Eleven-year-olds can be nice as well. Just don’t expect consistency, and make sure to reward positive behaviors.”
Annie’s eyes widened. “You might have a point there,” she said. “But, he’s an adult—“
“He’s immature,” he told her. “And, he’s also old, so expecting him to change will never work. If you don’t like him, actually kick him out, but if you do, just accept instability as a part of your life.”
“Is it that simple?” she said.
“Yes, it is,” he said. “But, since I won, I want to focus on more important things,” he said as he changed the path, and instead of driving directly to the town, he took an empty road.
“The bet,” Annie said, her cheeks glowing.
“Let’s start by dropping the blanket. The road is empty,” he said.
She looked. “It’s not the shortest path,” she said.
“I can take that, or we can enjoy a top of the line sports car while flirting, Annie. You told me that you want to learn how to live in the moment. Well, this is the moment.”
She hesitated, fingers twisting in her lap. She didn’t say anything, but she let the blanket slide, which revealed her sexy body, with the seatbelt going between her surprisingly large breasts, her sexy bra nowhere near enough to hide their wondrous existence.
“Better?” she asked, trying to sound cranky, as if she were following the bet reluctantly, but her excitement was impossible to hide.
“Much better,” he said, glancing at her beautiful body. “It’s like you don’t know just how sexy you are, Annie,” he added as he kept one hand on her waist, the other stroking her bare knee.
“F-focus on the road. It’s not safe,” she whispered.
“You would normally be right, but I’m a better driver than I’m a shooter,” he said. “Do you want me to show you?” he added.
“What do you mean—“ she started, only to gasp when he suddenly pushed the engine to the limit, and started to rip through the roads. Greendale was already a small town, and its surroundings area was even emptier.
For the first time since he had upgraded his Driving skill to the next step, he truly cut loose, pushing his rental Mercedes to the limit. He still liked his Mustang more, but that didn’t mean he couldn’t appreciate the benefits of German engineering.
Frankly, what was limiting him was neither the car nor his driving skill, but Annie. He wanted her excited and entertained, not afraid, which was why, as he pulled the tricks, he was watching her.
To her credit, it didn’t take long for her to get used to the stress. She might never have experienced someone driving as fast as him, but she had surprisingly strong nerves once she stopped thinking about what she should do and focused on the moment instead.
The wind dancing on their hair made the moment even more magical.
The more she got used to it, the faster he went. Half an hour later, he slowed down near an empty stretch. She was holding onto the car door tightly, but she was also giggling. “Oh my god. I have never done anything like this. My hands are trembling.”
“Yes, but you look beautiful,” he said as he looked down. “Your nipples, in particular…”
That made Annie remember that she was wearing only a bra, one that was too light to properly handle the stress of constant turns, one cup long popped out. She grabbed the blanket and pulled on herself in panic.
“Don’t worry. I made sure to stay away from civilization. We didn’t even have a car close enough to get a glimpse of your sexy body,” he said. “I mean, it’s just common sense. You would have seen the resulting crash.”
“S-shut up,” Annie replied, her face red. “But thank you. It was amazing, like a roller coaster ride, but better…”
He smiled at her. “I promised a memorable drive, and I’m fulfilling my obligations,” he said. Then, he grabbed her hand, and brought it to his raging arousal. “Speaking of obligations, you still owe me my rewards while driving, especially since I had just proved my driving skills.”
That made her blush. “T-that … while driving? I never did?”
“While driving?” he asked. She shook her head. “At all?” he asked. She nodded.
“I … I have never done it at all, actually, except what we did. Not… properly. I read about it. Once. In a magazine.” Her blush deepened to crimson. “This feels crazy. What if I mess up?”
“Annie. If I know one thing about you, you’re incredible enough to perfect anything you decided to do. It doesn’t matter if it is the grades, an incredible last stand holding back forty discount stormtroopers to save your school, or a sexy blowjob on the road. I have confidence in you. I will always bet on Annie.”
Her blush changed in a way that had little to do with earlier excitement.
“You won’t mess up. And no one’s going to see. I’ll stay away from other cars, and we’ll just have a fun drive. Just live in the moment, Annie. You are a badass Princess Leia today, and together we saved the day. Han Solo wants his reward. Do you think they weren’t having fun after destroying the Death Star?”
She blushed. “Well, you have a point.” Then, her expression tightened, and she looked around. “But, I don’t want you driving faster than thirty. That’s the maximum safe speed without a seatbelt.”
“Deal,” he said. He much rather would get that while he was driving near the speed limit, but his negotiation talent was not for show. He knew where to push, and where to surrender. Convincing Annie to a sexy romp during the paintball barely took any time, but convincing her to violate traffic safety regulations was much harder.
Admittedly, a smart call. He certainly wouldn’t have found it stupid if it wasn’t for his extreme skills making it shockingly safe.
He slowed down.
“Okay,” she whispered as she shifted in her seat. “Teach me … then,” she added, her voice surprisingly throaty, suggesting that she was getting off from learning and compliments as much as the driving did.
He had no problems with it.
“Lean over. Unzip me.”
Annie’s hands trembled slightly as she reached across while she shifted in her seat. A tug later, his cock sprang free, already hard from the anticipation and the view.
She stared at it, lips parted. “It’s… I can’t believe it was inside me,” she whispered, giggling. “How did it even fit?”
He didn’t interrupt her rambling, more focusing on the way she leaned down, her breath brushing over the head before her tongue darted out. She was tentative and curious, licking a slow circle around the tip.
“Just like that,” he murmured before he gave her a few technical instructions about lip and tongue placement, with an almost clinical precision. Another woman might have been annoyed by it.
Annie, whose passion for learning clearly covered the sex as well, reacted with pure focus. The direct instructions removed her hesitancy, and she attacked boldly. Her hips parted, capturing his crown between her lips, sucking gently.
“Just like that, Annie,” he whispered. “And, if you want extra impact, keep your pretty eyes open. The effect will be deadly.”
“Like this, sir…” she said as she opened them, giving him her best innocent look while she sucked.
It worked incredibly well. He was glad that he hadn’t started his new life by seducing Annie. He had a feeling that he wouldn’t have survived it. Alex and Annie might have similar personalities at their core, but Alex’s life challenges had taught her to disappear into the background, meaning in bed, she was always happy to follow the lead.
Annie was different. Her challenges had taught her to be strong, but they also removed a social limiter most people had. When Annie started something, she wanted to be the best. No exception.
Whether academically, or in giving head.
His shaft throbbed in her mouth, and she let out a soft, surprised sound around him, then sank lower, taking another inch. Her inexperience melted away with every instruction, helped by the fact that most people were very sensitive about corrections and comments during sex, taking such comments as personal failings.
Annie wasn’t like that. Annie took all of them, implemented them, and asked for more.
Comments that he was more than happy to provide. “Good girl. Use your tongue on the underside… yes.”
He didn’t comment on why her other hand was between her own legs, not when her own rubbing was making her back arch in a way that drove him crazy, the vibration of her hums not helping.
At that moment, he made a decision. His initial plan was to stay with Annie for a few days before leaving, but he decided against it. He had just given her a primer on sex, and he was afraid of what she would do if he left her.
Maybe she would bury it, or maybe she would attack it the way she attacked anything else, and wanted to perfect it.
He didn’t want her having other training partners, not when they could turn summer into an excellent accelerated class.
He did need a secretary with his businesses growing. Who better than her?
“You’re doing amazing,” he assured her, voice rough. “Keep going. Take me deeper, if you can. Relax your throat and push. Ignore the gagging.”
She dove back in with renewed focus. This time she relaxed her throat more, taking him halfway before gagging softly. Instead of pulling away, she held there, her beautiful eyes watering, then tried again.
And again.
The car hummed along at a steady speed. Ethan kept his grip on the wheel tight, fighting the urge to thrust up into her warm mouth.
“Annie… your mouth feels incredible,” he praised. “Look at you, naked in my car, sucking me off like a good student.”
She moaned around him at the words, the vibration making his hips twitch, pulling for a breather some time later. “I can’t believe I’m doing this… while we’re driving.”
“And, you’re doing excellently. You’re a perfectionist and a genius…” he whispered, compliments affecting her as much as the sexual act. “You’re so fucking hot right now,” he told her.
That made her whimper. But, rather than speaking, she took him deeper than before, nose brushing his pubic hair for a second before she gagged and pulled back, coughing. Tears of effort glittered in her eyes, but she smiled shyly and immediately went back for more.
Ethan’s hand tightened on the driving wheel, hard enough that he could feel the wheel crack under his touch.
Annie doubled her efforts. Her head went up and down, each push invading her throat more. She moaned continuously, her fingers dancing at her core.
He came hard, hips jerking slightly as he pumped rope after rope of thick cum into her mouth. Annie’s eyes widened, but she was too determined to miss the implied challenge. She managed to catch the most, the rest spilling down her chin, and she pulled back.
Her blush was spectacular. “Annie, swallow,” he ordered. She did, the movement of her throat contrasting with her eyes. She lay back, her breasts still revealed, cum glistening on her chin and chest, her bra completely askew, every breath revealing her tits more.
[Achievement complete. Teach Annie about the benefits of recklessness and rule-breaking … in moderation.
Challenge: Hard]
[+10 Endurance
1 Random Gold Skill
1 Random Gold Reward]
Ethan did three things. First, he picked the stat. Then, he pulled to the side to get a jacket from his bag, and helped Annie to put it on. Then, since they had stopped, he slipped his fingers inside her, and hammered her into a quick orgasm.
“You look amazing in my jacket,” he whispered.
“T-thanks,” she whispered. “And, thanks for everything. I … I don’t remember the last time I felt like this.”
“Relaxed?”
“Jerk,” she gasped with a theatrical bent, and slapped his arm. Then, she hummed. “No … wanted.”
“You’re an extremely desirable woman, Annie Edison. Anyone who can’t see that is an idiot who got lost in his own ass.”
“T-thanks,” she said. For a while, they drive, but he could see that the exhaustion was catching up with her. He didn’t blame her. Those orgasms alone were exhausting enough, but the paintball had been tiring as well … and, high-intensity driving wasn’t as easy as it looked either, even in the passenger seat. “C-can I ask something of you?” she asked, her tone tense.
“I won’t assassinate Pierce, no matter how much he deserves it.”
“Tempting, but no,” she whispered. “I … can you stay?” she asked, then added hurriedly. “J-just for a couple of days, nothing more. I know I can’t ask anything, and discretion—“ she started, each word driving her deeper into a panic until he pressed his finger to her lips and silence her.
He sighed, once again revising his opinion of Jeff and the rest of the Greendale male population negatively. An extremely beautiful woman offering a couple of days that probably included little clothing and a lot of orgasms shouldn’t act like she was asking for a monumental favor.
“Yes, Annie. I’ll stay,” he offered. He didn’t mention his plans to invite her to Los Angeles, mostly because it would be more appropriate at the end of their little fun staycation.
“Really?” she replied, surprised by the speed he accepted.
“Yes, Annie. Really,” he teased. “I don’t know why you’re having trouble believing it, but I do like spending time with you. You’re fun, smart, and beautiful. Hardly a combination that feels like a chore.”
“Really?” she whispered. “Most people find me overbearing.”
He smirked. “I think you have some excess energy, and I have the perfect way to deal with that problem.”
She giggled even as she slapped his arm again. Then, a yawn. “I’m sorry, but…”
“You’re feeling tired, very understandable,” he said. “Why don’t you close your eyes for a bit,” he said, even as he pressed a button and the hardcase rose, blocking the wind.
“Just a second…” she said, but the moment she closed her eyes, she fell asleep. It wasn’t a surprise.
He was about to drive to her home, but he decided against it. For one, Annie’s terrible apartment above Dildopolis was not one of the locations he was dying to visit, and parking an expensive car in such a rich spot wasn’t smart.
Also, he wanted to see if there were other benefits to subverting scenes from the show, and the current situation gave him the perfect angle.
Finding the skiing hotel that held Dr. Spacetime conventions was easy. It was even easier to book the honeymoon suite since it was not skiing season, and the price was shockingly low … for honeymoon suite standards.
He not only let Annie sleep, but when they arrived, he just gestured the valet not to make much noise while he lifted Annie in a bridal hold. Then, he carried Annie to the reception, smiling at the receptionist while he slid his ID.
The receptionist checked the reservation, only to smile and push the room keys without asking any questions.
Premium honeymoon suite and exhausted young couple told a story, making it unnecessary to ask more questions. All that remained was to see if it worked.