Even after Annie’s challenge, he didn’t move immediately. He just smirked, caught her gaze, and looked at her with all the intensity he could bring forth.
Which was a lot. He could see her expression shift from a confident challenge to shock, followed by an intense blush. She tried to turn away, but he didn’t let her, a gentle finger all that was needed to prevent her from escaping.
She trembled, her lips parting. “Alright. You might have a point about not pulling your best moves.”
“Oh, Annie,” he whispered in a different, throaty tone. “I didn’t even begin. Don’t tell me it’s the limit of competitiveness for great Annie Edison, destroyer of games and winner of challenges.”
Her eyes widened. The blush and desire stayed there, but something else joined. Determination to win.
She said nothing when he patted the empty space on the table next to him, but she shifted there. At the same time, he grabbed his own undershirt, and ripped it casually, the way she lost her breath making his pants uncomfortably tight.
She slid close enough to press her body against his, subconsciously.
He put a hand on her jaw. He didn't kiss her right away. He looked at her instead, the way she had always wanted to be looked at. That she existed, she was beautiful, and she didn’t need to change anything about herself.
That took her mentally, but the real show started when he leaned down, planting a gentle kiss on her neck. She gasped. “W-what was that?” she whispered.
“That, Annie, is proper seduction,” he whispered, intersecting his words with gentle kisses to her jaw, each making her shiver. She said nothing while he trailed down, teasing her neck before dipping down to her collarbones.
She didn’t even register his fingers unbuttoning her shirt slowly, enhancing her already impressive cleavage. She was distracted by her own hitched breath, her bosom rising and falling desperately.
“Ethan… this,” she whispered, though her head tilted to give him better access while her hands explored his naked, muscular chest. “I see what you mean about proper seduction. I … I never felt anything like this, not even close.”
“First time?” he whispered, but he didn’t stop kissing her.
“No … technically not. Gay boyfriend realized his orientation at the worst possible time.”
“Then, it doesn’t count,” he whispered. He continued kissing her neck. “We can stop if you want. We can wait until the end of the game, or simply ditch it and sneak our way to a beautiful hotel. I might even find a white horse to ride away.”
She paused. “No. I know it’s absurd, but this is better. Much better,” she whispered.
“As you wish, madam gunslinger,” he teased, then moved his kisses even lower, finally putting his lips to her bosom, each kiss making her tremble desperately. The remaining buttons came undone, revealing her surprisingly sexy lacy bra underneath.
He pulled down the cup with his teeth, and clamped around her nipple. At the same time, his hand climbed up, teasing her inner thighs, her pantyhose not enough to insulate his touch.
She shivered. “You won, already,” she whispered, her body trembling with excitement and buildup. “You’re right. You’re really good at seduction,” she whispered. “You could have bedded me just as easily when we met, right?”
“Maybe, but I’m glad I didn’t. Actually getting to know you has been one of the most beautiful moments of my life. That was the main course. This is the dessert. Optional, yet the perfect way to end a spectacular dinner.”
“I… I… It’s hard to believe people actually enjoy my personality rather than suffering it,” she said.
“I disagree,” he said. “But then, I have an advantage others lack.”
“What’s that?”
“I can shut you up whenever I want,” he said, and kissed her again. This time, he didn’t pull back or tease her. He dominated the kiss until she lost any sense of space and time, her soft moans beautiful.
When he pulled back, her shirt was gone, leaving only her misaligned bra, and lust-filled eyes. This time, she was the one to attack his lips, lost in pleasure. He dragged one hand to his pants, and she started fumbling with his zipper.
He helped her, and soon, his shaft was free. She looked at his size, her eyes wide. “It’s big,” she whispered.
“I am exceptional in more ways than one,” he responded, even as he pushed his hand through her hair, ignoring the temptation to push her down and invade her throat. While it would look excellent, he decided it might be a much for the first round. Instead, he captured her lips in another passionate kiss while he pulled her onto his lap, her hands alternating between caressing his shaft and his muscular shoulders.
His only regret, he couldn’t rip her shorts without making the rest of the day very inconvenient.
Instead, he yanked her bra down completely, freeing her perky breasts, and immediately latched onto one stiff nipple, sucking hard.
“Ethan, yes!” Annie gasped, her back arching. One hand tangled in his hair, holding him against her chest while the other wrapped around his shaft, desperately pumping, a mix of nervousness and raw desire ruling her every move.
In response, he unbuttoned her shorts and slipped a hand inside, the dance of his fingers was enough to push her over the edge. She climaxed hard, and he was forced to kiss her to silence her.
When she slid off his lap, he expected her to ask for a reprieve. But, she surprised him by pulling down her shorts, pantyhose, and panties at the same time, a kick enough to free her legs completely.
With that, she was practically naked. She took her seat on his lap once again, but this time, she aligned herself. He grabbed her hips, taking control. “Ethan, please…” she begged, hips rolling desperately. “I need you inside me.”
He gripped her hips and slid in deep slowly despite her wetness, stretching her slowly. Annie’s mouth fell open in a silent cry, her walls stretching tightly around him. “So full,” she whispered.
Ethan gave her a moment to adjust before he started picking up speed. The old table creaked beneath them as he drove into her with powerful, steady strokes. Annie’s breasts bounced with every thrust, her moans growing louder despite her attempts to stay quiet.
“Fuck, you feel incredible,” he growled, leaning down to kiss her again. “So tight. So wet for me.”
Annie’s nails raked down his back. “Harder, please!”
He shifted their position without pulling out. He lay on his back, not wanting her first experience to be the rough surface of the table. And, watching Annie jumping desperately on top of him as a sexy cowgirl was a unique experience.
They danced, the wet slapping sounds of their bodies mixed with the occasional distant paintball shots outside. The risk of being caught only made it hotter.
Annie’s quick climax was not a surprise, nor was the way her eyes rolled back as the pleasure hit her with a shocking intensity, shattering her control, forcing him to kiss her to silence.
Hardly a chore.
She collapsed against his chest, desperately trembling. He hummed, riding the aftermath of one of the most spectacular moments of his life. Annie was special, as if he listed his crushes, she would always been very near the top.
Then, the notification arrived, giving him a nice surprise.
[Achievement complete. Give Annie a spectacular climax in a thematically fitting way that likely ruined her for any other men while also solving some of her biggest psychological issues
Challenge: Overwhelming]
[+50 Endurance
1 Random Diamond Skill
1 Random Diamond Reward]
He was happy, as Overwhelming was not a common reward despite everything. Apparently, bundling several important firsts in a significant location had a certain level of impact. Master skill was not something he could refuse. Though, he was surprised that the Netori effect hadn’t triggered.
Apparently, even the System didn’t accept Jeff and Annie’s weird little caper dance as a proper relationship.
Shocker.
[Master Investigation]
[Epic Skill: You’re an exceptional investigator, capable of gathering evidence, identifying suspects, and solving mysteries through methodical deduction. You notice details others miss, connect disparate information into coherent conclusions, and solve cases.]
His eyes widened as he received his reward. He was surprised at first, but then he remembered not only all the times she worked as a detective in the show, but also her ultimate career choice, and it made perfect sense.
It was certainly a useful skill. Even discounting the fact that he already interacted with the cast of Brooklyn 99 and Chuck, having excellent investigation capabilities would be useful in many ordinary situations, from hiring people for his businesses to dealing with ordinary thieves.
Admittedly, usually not enough to justify a Master-level skill, but it wasn’t like the process of getting it was a chore.
He let her lie on top and catch her breath, still inside her, enjoying her warmth. “I…” she whispered. “Is this how everyone feels?” she whispered.
“I doubt it,” he whispered as he caressed her cheek. “I would like to believe that I’m an exceptional lover,” he said, then caught her gaze. “I can bring some references, if you want…” he whispered.
“Shut up,” she whispered, but as she shifted, she moaned as well. “You’re still…”
“Hard and ready to go,” he whispered. “Normally, I would have continued until you’re unconscious with pleasure, but I decided to make it memorable,” he added, then suddenly flipped her, trapping her between his body and the table.
Annie’s eyes widened, her competitive facade completely shattered. “I-it’s not over,” she whispered.
“Not even close, pretty eyes,” he whispered, enjoying the way her eyes widened. That alone was a good reason to convince her for a Los Angeles trip.
A double blowjob from Haley and Annie… Even the thought of it was enough to drive him crazy. He moved, this time much harder. Annie moaned, but took it happily. That didn’t surprise him, as Annie was tough, just inexperienced.
“Yes. Just like that!” she moaned shamelessly as the table creaked under them. He didn’t pull any fancy tricks. He just fucked her hard on top of the study room table, determined to teach her a new meaning of pleasure.
He suspected he did when she climaxed again. He pulled out at the last minute, spraying her belly with his seed.
She muttered dazedly while he lifted her in a bridal hold.
“Where are we going?” she whispered.
“Well,” he said as he spun her around and bent her against the couch. “We have dealt with the table, but that puts us in a tie. Don’t you want a win?”
“I do,” she moaned, bracing herself against the couch, and he slammed from behind, each push making her tits dangle. He railed her hard, and a spank finally marked her defeat.
This time, he decided to lay on the couch, and pull her against his chest. Her naked body snuggled against him. For several minutes, neither of them said anything, but they shared several lazy kisses.
“I … is it normal that I’m feeling close to you?” she whispered. Then, her eyes widened. “Oh my god. Am I being crazy and clingy?” she started, only for him to grab her waist and keep her in place.
“Calm down, Annie. You’re not being crazy. At least for me, but I don’t treat emotions as a disease. I like you, and you like me. There’s nothing wrong with that.”
She whispered. “But, you like others as well,” she said.
“I do,” he whispered, not bothering to lie. “Annie. Tell me, what do you want in your life? Do you want to get married, live in a picket fence house, have two-point-four children?”
“Shouldn’t I?” she said.
“I didn’t ask you what you should be wanting. I asked you what you want? Those are two different questions.”
“I want to grow up. I want to live my own life. My own adventure …” she whispered. “I don’t want to leave Greendale yet. I’m happy here, but I can’t spend my whole life here like Pierce, ending up bitter and angry.” She paused. “I won’t. But, I won’t fade into the background either.”
“Exactly. You want to live your life, which will bring you to many places. I hope that our lives will continue to intersect, but I won’t gather up my life to follow you around. Nor should you do that for me.”
“No need to bring around a deadweight,” she commented.
He chuckled. “If you’re willing, I’m more than happy to carry you around,” he teased. “But, would you be happy living that way, a sexy trophy wife for everyone to admire but pity at the same time?”
“I…”
“Annie, nothing that you told me about yourself told me that you’ll be happy that way. Not even close. You want to prove that you are special, that you can change the world.”
“I—“ she started again, but this time, the reason she wasn’t able to finish her words was that he slipped inside her again. “That’s cheating,” she whispered.
“No, that’s multitasking. Nothing in the rules says debate opponents can’t start … wrestling where’s a point to be made.”
“Bastard,” she muttered, but the way her small body started moving up and down changed it. “But fine, somehow, you win. I’ll take as much as you’re willing to give, and not ask for more.”
“Deal. And in exchange, when you’re struck with a sudden sense of conscience, and against all sense of reason, decide to give the reward to Greendale, I’m not going to complain.”
She gasped, though it was only partially about shock, and partially about his shaft invading her again. “What are you talking about?”
“Well, Greendale doesn’t strike me as a rich school, and it turned into a mess. Broken windows, damaged doors, desks broken to create barricades, all the extra overtime pay to janitors to put things in order. It adds up, and you’re just idealistic enough to make the right choice over your personal comfort,” he said. “Ho matter how much it would help you.”
“That is absurd. I won’t give up a hundred thousand to Greendale—“ she said, then stopped and buried her face in his chest. “God, I will do that, right?” she whispered.
“Let’s just say I wouldn’t bet against it,” he teased her as he stopped impaling her, but stayed inside.
“It’s absurd. Who would try to destroy the school?” she said.
“How about whoever is in Pistol Patty’s costume and their hired gun, Black Rider,” he said. “We assumed that they were just trying to maximize marketing without spending money. Of course, it requires someone as ridiculous to destroy Greendale.”
“Maybe Pierce?”
“Maybe. But from what you told, he loves Greendale just as much in his warped perspective. I don’t think he’ll destroy it. Threaten to destroy it, certainly, but not destroy it. I don’t think it’s an attempt toward the students. Maybe the faculty has some rivals—”
“City College,” Annie gasped. “Dean Speck and our dean have a weird rivalry. And, it wouldn’t be the first time. Earlier this year, they sabotaged our KFC space simulator… Well, bribed me to sabotage it…” she added, blushing.
He chuckled. “This place is getting better and better.”
Annie growled. “Don’t mock my school.”
He laughed even more. “Annie. You have just used the words sabotage, space simulator, and KFC in the same sentence. I don’t have to. This place is crazy. Lovable, but crazy.”
She blushed, but her serious expression soon returned. “Enough. We need to go find the others. If what we suspect is true, they might have other plans.”
“Sure,” he said, but tightened his grip and flipped her. “Just as soon as we finish.”
“E-Ethan, it’s not the time,” she protested, but the way she parted her legs to allow better access disagreed. He impaled her hard while she braced herself, kisses once again working perfectly to silence her.
He once again pulled out at the last second to explode to her belly, and hugged her. She sighed, then paused. “Wait. Did you just say that you’re giving up the money? You’re not even attending here. Why do you care?”
“Sure,” he said, kissing her neck. “The money would be nice, but I can’t take it if it destroys what you love. I’m not joking when I say I care about you,” he whispered.
Her beautiful eyes widened.
[Achievement complete. Make Annie develop serious feelings
Challenge: Hard]
[+10 Endurance
1 Random Gold Skill
1 Random Gold Reward]
“F-for me. You’ll give up a hundred thousand dollar prize for me.”
“Annie, believe me, I’m the undisputed winner of that deal,” he whispered. He didn’t mention just little that hundred thousand meant to him, not wanting to ruin the moment. He kissed her neck, and she shivered. “By the way, what would you have done if you got the money? Apart from the sensible things like saving most of it?” he asked, preempting that part.
“I don’t know…” she whispered. “Probably a holiday,” she said. “It has been a while since I just lay under the sun, nothing to worry about.” She sighed. “Community pool it is, again.”
He took note of it, but he didn’t make the offer, not yet. It would be better to be asked after the game.
Then, she stood up, suddenly acting shy. “Don’t look,” she whispered.
“Annie, there’s no way I will turn away from your beauty,” he replied, enjoying the blush that covered her whole body while she quickly cleaned with wet wipes and dressed.
“I hate that we have to go and save the school,” she whispered. “It was so … special,” she said.
He grabbed her hips. “Look, it doesn’t have to be the end. How about we have a nice outing after the game. Wherever you want?”
“Even Denny’s?”
He chuckled. “If that’s what you want,” he said, then grabbed her hips and pulled her closer. “Admittedly, loading you with carbs does feel like the correct choice … after all, I have some ideas on how to burn them off just as intensely.”
She gulped, but her eyes were bright. "Good," she said as she kissed him. It had the texture of something solid. That she was willing to do something even more intimate than giving her body.
She was willing to extend trust.