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In a Pretty Dress

Summary:

Olive rewears a familiar outfit.

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Neither of them were particularly prone to dressing up. But it was their anniversary, as Adam had been pointing out for the past week, and he insisted they go out somewhere nice. So Olive frantically dug in the very back of her closet for the most formal outfit she owned—her black wrap dress.

That evening, Adam had taken her to an upscale, elegant restaurant, and they shared a great meal that Olive suspected cost more than her electric bill.

The inside of her head felt warm and fluffy thanks to the wine she’d consumed at dinner, and Olive held on to Adam’s arm for balance as she slipped out of her heels. Her dress rode up as she bent her legs and Olive scowled. “This dress gets shorter every time I wash it,” she grumbled.

“Oh, no.”

“Worst purchase of my life.” 

“That’s a shame. Wash it again.”

Olive looked up in time to catch the smirk on Adam’s face.

“What?” Olive asked.

“Nothing,” Adam said tonelessly. “I’ve just always liked that dress.”

Once her heels were off, she released Adam’s arm and followed him to the couch. 

“I never wear this dress,” Olive said as she collapsed next to him. 

“Mhmm. But you have before.”

Olive cast her mind back, but before she could remember, Adam continued, “When you trespassed in my bathroom. And at the first SBD we went to together.”

“Ah.” She paused to consider this. “I can’t believe you can remember what I was wearing,” Olive mumbled. She let her head drape onto his shoulder. “God, that was forever ago.”

“I remember,” said Adam, pointedly. “I didn’t have a choice but to remember.”

“Not true.”

Adam snorted. “It’s very true. I had to keep my legs crossed while I waited to go on stage for my talk. Feeling like that makes you remember. I think I had an erection until the very second I stood up. All I could think about was you”—Adam trailed his fingers up Olive’s thigh, pausing right underneath the hem of her dress—“in this dress. And all the things I wanted to do to you in it.”

“What were those things?” Olive swallowed as her clit began to tingle. “Buying me a Frappuccino?”

Adam smiled and leaned down to kiss Olive’s forehead. “Something like that.”

Spurred on by the rush of confidence she’d gotten from his attention, Olive climbed onto Adam’s lap. She settled herself across his thighs and asked, “Something like what?”

Adam’s gaze dragged down her body. He briefly licked his lips. “A lot of things.”

Her clit throbbed. “Like?” Olive prompted, her voice breathy. 

“Push it up just enough to be able to fuck you. Suck my come out of your cunt after. Kiss you. Rip the dress off and trace every inch of your body with my tongue.”

Her breath hitched. “Oh.” A sudden rush of wetness, and Olive’s underwear became so soaked that she worried it would leak through Adam’s pants. “We… um. I don’t think either of us would’ve been in good shape to give our presentations if we’d done that.”

“That would’ve been a tragedy,” Adam said in a tone that told Olive he didn’t think it would’ve been at all tragic. 

Olive inched forward until her core rested over Adam’s erection. She finally had something to press against and when Olive rolled her hips, rubbing herself against his length, they both groaned. 

Adam’s hands moved to her jaw and pulled her face to his. He kissed her, his tongue sweeping deep in her mouth. Olive moaned and pushed her fingers into his hair, pulling on the strands as she continued to grind against his cock. Little tingles of pleasure were spreading from her clit and traveling to every part of her body. 

Adam broke from Olive’s lips and pressed a kiss on the corner of her mouth. Then on her jawline. Olive leaned into him as Adam slowly left hot, open-mouthed kisses down her neck. He paused at her clavicle and nipped, then worked his way back up to her lips, biting her bottom lip before his tongue slipped inside to devour her mouth. 

A wave of need rushed over her. Olive pulled on his hair tighter as she kissed him back, firmly pressing down against his erection while she did. 

Adam cupped one of Olive’s breasts over her dress. The high-pitched, surprised gasp that tore from her throat surprised both of them—even Olive hadn’t realized how responsive her body had so quickly become. She wasn’t wearing a bra, and the lack of this barrier made his touch feel much more intense.

He chuckled. “That feel good, sweetheart? You want me to play with your tits?”

Olive whimpered before she kissed him again, pushing her chest forward into his hand. 

Adam released her breast and pulled his face away from her. “I asked you a question, sweetheart. Do you want me to play with your tits?”

“Yes,” Olive blurted before she leaned forward to kiss him.

Adam shifted back, avoiding her mouth. 

“Are you sure?” Adam asked.

“Yes,” repeated Olive. She squirmed, but Adam held her in place when she attempted to lean forward again.

“Yes, what?”

There was a slight smirk present on Adam’s face. Olive scowled, even as her pussy clenched. She knew this game.

“Please,” Olive mumbled. 

“Please, what?” The pad of his thumb brushed across the underside of her breast and Olive felt goosebumps spread over her chest. 

If it had been another day, Olive would’ve made a point to hold on to her composure longer. But the agonizing throbbing of her clit had worn her down in advance. Olive whispered, “Please play with my tits.”

“Louder?”

“Adam,” Olive whined. His hips jutted upwards, pressing his cock against her core harder, and Olive gasped. “Please,” she blurted. “Please play with my tits, Adam, please.” 

Adam’s smirk widened, but he moved both hands to her chest. Olive all but lunged forward to kiss him again. Adam pressed his fingers around her peaked nipples, squeezing them in unison, before he cupped her entire breast.

There was nothing in Olive’s head that didn’t relate to their current actions. Her world, her focus had narrowed to the two of them here on Adam’s couch. She could feel how much her clit had swollen as she continued to rub it on Adam’s erection. “I think I could come from this,” she whispered against his lips. 

Adam moaned and briefly shut his eyes. “Olive.”

“It feels good,” Olive said with a gasp. “Fuck. Really good.”

He pinched her nipples more firmly, making Olive whine and grind down harder.

Adam pulled down her dress, the stretchy material letting him expose one of her bare breasts. He grunted and moved his mouth there at once, awkwardly dipping his head down. His tongue flicked over her nipple, before Adam tightened his lips around it and sucked.

She groaned. “Um. Can definitely come from this,” Olive said, her tone high-pitched. She could feel the telltale signs of an approaching orgasm building in her core. 

Adam moaned against her nipple. “I’m going to come in my pants if I have to watch you come like this.”

Olive bit her lip before she asked, “Would that be bad?”

She cried out in surprise when he stood. Olive scrambled to hold on to his shoulders, but Adam had already securely encircled her chest, keeping her secure and flush against him. He turned, and laid her back on the couch before immediately covering her body with his. 

“Bad?” Adam rushed to spread Olive’s knees, increasing the area between her legs that he could occupy. The dress had ridden up to her hips now, exposing her wet underwear to him. “Does this feel bad, sweetheart? Hm?” He rubbed his erection against her core. 

Adam.”

It felt even better now, with him in a position to help her more. Olive rocked her hips as Adam grinded on top of her. Adam kissed her again, teething at her bottom lip before pushing his tongue into her mouth.

Adam broke the kiss a minute later and said, “Sweetheart. I asked you a question.” His commanding, borderline patronizing tone sent sparks of pleasure right to her clit. “Does this feel bad?”

She was close now, so close to that sweet release, and Olive let out a strangled, desperate cry when Adam lifted his hips from her core. 

“Answer my question if you want to come,” said Adam. 

“What?” Olive whined. “Adam, please.”

Adam dipped his hips down, rubbing his cock against her to emphasize each word. “Does—this—feel—bad?”

Olive gasped. “No, n-no, it feels good. So good, Adam. Fucking—Adam.”

“I just wanted an answer,” he whispered, and she could hear the control slipping from his voice too. He panted for a moment, then said, “I’m close, baby.” 

She nodded and whined, too overwhelmed with pleasure to otherwise verbalize how near she too was. All Olive could do was rock against him as Adam increased the pace of his grinding. 

Olive squealed as her orgasm hit, and Adam’s loud grunt sounded like a distant whistle. Her eyes shut, and her head lolled to the side as she quaked and quivered under Adam’s continued grinding. Olive whimpered and shifted away when the sensitivity of her core heightened. 

It took her a few minutes to realize she wasn’t sure if they’d done enough to get Adam there too. Olive lifted her head to look at him. “Fuck, sorry. Did you…?”

His chest rose and fell quicker than usual. Adam’s eyebrows raised and he shifted up onto his knees over her. And—yes, there was indeed a small wet spot in the middle of his grey khakis. 

“Oh. Damn,” Olive said. “That’s kinda hot.”

Adam scowled. “Kind of?”

“No. I meant—so hot. Like the hottest.” She laughed at Adam’s eyes roll. 

“Get up,” he grumbled while extending a hand for her to grab.

She rested her hand on top of his but didn’t move. “Can’t.” Olive purposefully went limp as he tried to pull her up. 

Adam sighed. “You always have to make things difficult for me, don’t you?”

Olive smiled at the hint of amusement in his tone. Adam stood from the couch and lifted Olive with both his arms, pulling her up against his chest. 

“Not difficult,” she whispered. “I’m just tired. Take me to bed.”

Adam chuckled. “So bossy sometimes.”

“And cuddle me,” Olive added. She nuzzled against his chest while Adam walked them upstairs. 

Once inside his bedroom, Adam laid her on the bed and pressed a kiss to her forehead. Olive whimpered and wrapped her hands around his wrist. 

“What?” Adam asked. 

Wordlessly, Olive guided his hand down between her legs. She was grateful when his thumb immediately pressed right over her clit. Her underwear were thoroughly soaked—Olive noted that she really needed to change—but the thought was pushed from her mind when Adam rubbed a hard circle around her clit. 

“Adam,” she whispered. She rolled her hips up into his touch, but it was already gone.

When Olive sat up, Adam was already unbuttoning his shirt and heading towards the bathroom. Shocked, she whined, “Adam.”

Over his shoulder, Adam casually said, “If you want to come again tonight, join me. Unless you’re too tired?”

Olive scrambled up at once, clumsily pulling her underwear off as she hurried to follow him.