Author's note: This chapter is almost entirely 4.5K words of smut. Enjoy.
Elena had enlisted the help of Caroline and Bonnie to brainstorm ideas for the perfect second anniversary date to surprise Damon with. Granted, the surprise part wasn't going to be that hard to accomplish, seeing that their second anniversary had come and gone several months prior. But they had had other things on their minds back then, what with Damon having just returned from the 1994 world and Elena not remembering that she and Damon even had an anniversary to celebrate.
But things were good now – not counting Lily and her fervent search for a way to bring her heretic friends-slash-family back. She and Damon were in a good place, her memories steadily kept returning to her one by one, and Elena felt like celebrating.
The problem was, she had nothing to wear and no time to go shopping for a new dress. She knew she had plenty of clothes back in the Salvatore mansion and a quick phone call to Stefan made sure that he would keep his brother busy and, more importantly out of the house, while she arrived early to get ready.
Elena rifled through her side of Damon's walk-in closet. As suspected, she found several dressy clothes – some she remembered wearing to Mystic Falls Council Functions, others on dates she and Damon had gone on. Hidden behind a sparkly gold ballroom gown she found a short black and white print dress with thin straps and a loose skirt. She eyed it critically, trying to decide which shoes to pair it with, when she was hit with a new memory. By now she was so familiar with the process that she simply welcomed the images that flooded her mind.
Elena stood before the closet in Damon's room, sorting through all her clothes and deciding which ones she was going to take with her to college. Freshers' week was still a few weeks away, but she didn't want to do everything last minute. Plus, she decided, scanning the two piles on the floor, she definitely would need to do some shopping before the semester started.
"Can't go to college with high school clothes," she explained her logic to Damon.
"We can drive to New York tomorrow, if you want," he suggested.
"New York?" Elena asked, confused at the non-sequitur.
"Where else do you go to shop for clothes?" Damon asked her as if she was crazy for considering any other place.
"The mall, usually," Elena replied. "But I realize Mystic Falls might not carry the couture Mr. Damon Salvatore desires."
"Have you ever gone shopping in New York City?" Damon countered.
"No."
"It's settled then. We're going on a shopping spree. Oh, let's make a whole weekend out of it," Damon then suggested.
Shopping with Damon turned out to be lots of fun. Elena enjoyed modeling the clothes for him and he was actually helpful picking out outfits and hounding shopping assistants to bring them the right sizes or different colors and generally cater on them like they were some upscale VIPs. He didn't even have to employ compulsion all that often; a smoldering gaze directed at a young female salesperson and a little bit of flirting usually did the trick just as well. Elena pitied the poor little things that giggled and swooned whenever Damon smiled at them, but it was amusing to watch.
Elena and Damon had been at it for almost the entire day when the mood slowly began to turn from fun and playful to heated and teasing. It started with a few leering looks from Damon whenever Elena stepped out of the dressing room clad in a new outfit, grew when those looks turned into suggestive comments and escalated when Elena had trouble doing up the zipper on the side of a dress. No matter how she contorted herself, she simply couldn't reach the pull tab.
"Damon? Help please?" she called out to him through the closed curtain.
Damon had been using the time while Elena got changed to secretly shop for some lingerie for his girlfriend in the section right next to the changing rooms. But he'd heard her call and came inside.
His eyes roamed her body up and down. The dress was a black and white print, with spaghetti straps, and mostly backless which was why Elena had taken off her bra and because she couldn't work the zipper by herself, the garment was revealing way more than it covered. Damon's hands moved to Elena's shoulders and pushed the straps of fabric down. He leaned in to kiss her neck.
"Damon," Elena laughed, admonishing him. "Help me zipping it up, not taking it off."
"Well, that's simply nonsensical. This dress was clearly made to be taken off."
"How about this: If I like it enough to buy it, I promise you can take it off of me some day."
Damon pretended to pout, but did deign to help with putting it on. He couldn't however help himself and let his fingers slide all the way back up Elena's exposed spine. She shivered at the delicate sensation and Damon hid a grin by pressing his lips to Elena's naked shoulder. Before he stepped away, he bit it very lightly and met Elena's eyes in the full-length mirror. Their gazes burned with passion as they continued to stare at each other, wordlessly.
Damon caught himself first and stepped away and out of the changing room. Elena followed, modelling the dress and turning every which way to decide whether she actually liked it. Damon stood to the side and watched her, eyes roaming up and down her body. Elena, chewing the corner of her mouth, turned to him eventually and said, "What do you think?"
"You look striking, Elena," he answered honestly. Then he walked closer to her and whispered in her ear, "With or without the dress. Though I must say, I do prefer you without one." One of his hands slipped under the short hem of the skirt and slid upwards, caressing the inside of her thigh. Elena almost moaned at the provocative touch, but remembered suddenly that they were in a public space. She slapped his hand away and disappeared behind the curtain again.
They decided they'd done enough shopping for one day after that.
They didn't look at each other while they waited for the elevator to arrive. They didn't even touch. The elevator doors slid open and both stepped inside, still a perfect picture of calm and collected. But as soon as the doors slid shut and they were left alone, they jumped each other. Elena, one hand buried in his hair, pulled his head down and devoured his mouth while one of her legs wrapped high around his hip. She tried her best to get him as close as humanely possible while both of them were still dressed.
She violently tore away from his mouth to lick a wide stripe across her own palm. Her hand slipped into his pants, foregoing both, zipper and belt. The tight space made maneuvering hard, but she managed to wrap her hand around his manhood and jerked him off a few times as best she could. The elevator doors dinged open but Elena paid them no mind. She was feverishly mauling Damon's neck while rubbing her sensitive breasts all over his clothed chest. She needed him so bad, she didn't care anymore who knew or saw.
Damon, with the last bit of control he still possessed, held Elena tightly to him as he squinted left and right. Fortunately, the floor seemed empty, so Damon deemed it safe to step out. He tried to detach Elena from himself, but the woman wouldn't budge. She clung to Damon's shoulders with both arms and her leg, still wrapped around his hips, continued to press him close. Quickly losing the will to be the rational one, Damon yanked Elena's other leg up and around himself as well. Supporting her weight with one arm beneath her bottom, he carried her to the door of their suite as fast as the tightness in his pants would allow. His jeans were chafing painfully and with the hand he was using to support Elena's ass, he could feel Elena's heat through the tights she was wearing. It was driving him crazy with want. He needed to be inside her.
He fumbled with the key card, mostly because he was doing it blind but eventually, he felt the door give and they almost fell inside. Catching himself, Damon managed to get them both to the bed where he sat down heavily on the edge of the mattress, Elena still astride him.
He reached the top of her tunic and ripped it away unceremoniously, tearing it all the way down the middle. Because she wasn't moving to release her hold around his hips, he ripped into her tights and panties as well, hands moving to her wetness immediately. The scent of her desire enveloped him completely and made his head swim. She whined on top of him and he took it for what it was – a demand to hurry up and get undressed himself. Damon quickly ripped down the zipper of his jeans, but the belt proved difficult. He growled at his failed attempts to remove it, Elena too far gone to be of any help. She was busy attacking his collarbone while simultaneously hiking his shirt up so she could claw at his back. Finally, the clasp of his belt slipped free and he lifted his hips off the bed to push his pants down his thighs. He didn't bother taking them off completely.
He grabbed his own hard cock and slid it back and forth through Elena's moisture. Her hand came down to join his and together they directed the stiff member to her entrance. She immediately sank down on it and without a moment's pause began to ride him, circling her hips and setting a demanding pace.
She bit down on his bottom lip, wildly moving up and down in his lap. Damon panted heavily into her mouth, both hands on her ass, helping her keep her balance while trying not to slip off the edge of the bed himself. He pushed up every time she slammed down, meeting her every move.
For an indeterminate amount of time everything became a blend of frenzied bodies moving as one, of the sound of skin slapping against skin, moans, groans and whispered nothings creating a background symphony, a wet, heated slide into madness, and the smell of sex pungent and overpowering around them.
Elena's arms were wrapped tightly around Damon's neck and while her body moved almost violently on top of his, she pressed her face into the space between his neck and her arms and keened like an injured animal every time she came down on him. She was burning up, feeling like tendrils of heat evaporated on her skin, yet every time she thought she was going to crest the abyss, it moved a tiny bit away from her. She was getting desperate, the sounds of her desire and frustration mixed into sobs that grew progressively louder.
Damon cupped her face, but she was barely aware of it, eyes closed and chasing the ever-elusive high. She was in her own world which Damon didn't really object to but it was too easy to overstep boundaries in this state of mind. He needed her to check in with reality to make sure they weren't doing anything she wouldn't be okay with when fully present.
"You okay?" he asked breathlessly, trying to make eye contact. She didn't respond. "Elena," he tried again when her only response was a mewl. "Baby, tell me you're alright."
She seemed to snap out of it finally, her movements slowed down and she opened her eyes to look at him. She nodded and breathed, "Yeah." Her tongue shot out to wet her lips and she smiled at him. "Yeah, I'm good, I promise. Love you. Don't stop."
She picked up the pace again and Damon had barely time to mumble an, "Okay," before he had to let go because she was back on the furious chase for release. He had to grab her ass again to have something to push against on his upward thrusts. Elena moaned his name and wrapped her legs even tighter around him, giving herself something to rub up against. But no matter how hard she tried she simply couldn't get there. Her body shook from being on the brink for so long and she yearned to tumble over, yet something was holding her back.
She was slamming down on him with a force that would have been bruising had she not been a vampire. Damon could feel her getting beyond desperate. With his hands cupped around her behind, he spread her cheeks, fingertips skimming over her puckered entrance. She jerked slightly when he circled a finger around it. Then he dipped lower to where he was sliding into her body and coated two fingers in her slickness. When he touched her pucker again, she didn't jerk, but her movements slowed incrementally. He spread the wetness around to slick her up and on her next thrust down, pushed a fingertip inside. Her head lifted off his shoulder and she stared at him.
"This okay?" he asked. She nodded furiously, eyes never leaving his face.
On her next push down, he pulled out and pressed two fingers inside, not going deeper than just past the first knuckle, but it was enough. The double stimulation worked; mere seconds later Elena came hard, body spasming in pulsing seizures. He kept moving inside her until he was sure she was finished. Only then die he let go of the tight hold on himself and, thrusting inside her a few more times, finally allowed himself the release his body craved.
She was still staring at him wide-eyed when she finally came down. Trying to be as gentle as he could, he first pulled out his fingers then lifted her off his softening cock and helped her stretch out on the bed. Her muscles must have been sore from riding him this long – even though his sense of time was completely shot – and he thanked the instant vampire healing to do its job quickly.
Then he removed whatever clothes they were still wearing and threw the ones that were torn beyond repair in the direction of the trashcan. Her eyes were following his every move until he rejoined her on the bed.
"What?" he asked as he stretched out next to her, head propped up on one elbow.
She wet her lips before replying. "I… This was… I've never…"
He raised an eyebrow, encouraging her without words to finish her sentence.
"I don't think I've ever come this hard," she finally said.
"You're welcome," he replied with a smirk.
"Don't look so smug. It's unattractive."
"Lies and slander! You think I'm sexy," he protested and grinned childishly at her.
She ignored his protests and also his sparkling bright eyes which were distracting. "What you did… The way you touched me…"
"Yes…?" Damon asked and waited. He knew it was not fake modesty or shyness that made her hesitate. In fact, one of the things he loved about Elena was that she was not timid when it came to sex. She just needed time to put a new experience into words.
As he waited and watched the thoughts form behind her eyes, he brought one hand to the swell of her hip. Sliding his palm over her buttock, he let his fingers slip into the crevice and stroked lightly over the opening where he'd just touched her so intimately. Elena's breath hitched.
"Nobody has ever touched me like that before," she stated.
Damon didn't reply. He'd figured as much from her intense reaction.
Elena continued, "But you knew what you were doing. So, I figure, you've done it before? And more?"
Damon couldn't fight the grin off his face. "More? You mean anal sex? Come on, Elena," he added in a sing-song voice, "If you're old enough to do it, you should be able to say it."
"Then stop distracting me," Elena returned, pushing his hand away. At his questioning gaze, she amended, "It tickles." He grinned at her, but kept his hands to himself after that. "And yes," Elena finished, "I did mean anal sex. You've done it before, right?"
"Yes."
Elena paused in thought. "I want to try it."
Damon wasn't surprised. He'd expected as much, just maybe not so soon. "Are you sure?" he asked.
"What you did felt amazing," she said. "I want more. Yes, I'm sure."
Elena's fingers were dancing all across Damon's front as he lay sprawled on the bed. He enjoyed the fact that as a vampire his recuperating time was close to zero but after the intense session they'd just enjoyed, even he needed time to recover. Judging by her insistent fingers it seemed, however, that Elena was way ahead of him. She let her mouth follow her hands and slid down the bed to breathe hot air across the tip of his still slack manhood. It began to stir as she circled the tip with her tongue while at the same time rasping her nails gently along his inner thighs.
Elena pushed her hair to one side and dove down to envelop his growing hardness with her lips. Damon sighed in content. He loved to feel the cool silkiness of her hair on his inner thigh almost as much as her hot, wet mouth on his cock.
She didn't let off until he had grown to full size inside her mouth. Only then did she pull off and slid up his body to straddle his hips. She moved back and forth, spreading her wetness along his shaft and canted her hips forward. Damon finally realized what she was doing. He grabbed her hips and stalled all her movements.
"No, not here, not now," Damon told her.
She pouted prettily. "Why not?"
Damon raised an eyebrow at her. "We don't have what we need here. A finger or two is one thing, but we'll need actual lubricant if we want to go beyond fingers."
Elena dropped her shoulders. "When we're back home then?" she asked, sounding eager.
Damon agreed with a nod and they sealed the deal with a kiss.
Damon let go of her lips to take her face in his hands to kiss her properly. While she allowed him to ravage her mouth, one of her hands slid between their bodies and she directed him to her wet opening. They both growled into each other's mouths as their bodies joined. Damon enjoyed the slow rise and fall of her hips for a few minutes. On her next rise though he slipped out of her and disappeared out from underneath her body, guiding her to lie down on her stomach.
"What—" Elena began, but he shushed her, lips close to her ear.
"Just relax and enjoy," he whispered and moved determinedly down her back.
He grinned wolfishly at her confusion. If she liked his fingers, she was going to love his tongue.
The bedroom was filled with moans and heavy breathing and Elena was grateful that they had the Salvatore Mansion to themselves that night. She hovered above Damon in the middle of the bed, sheets, blankets, and a few of the pillows strewn haphazardly on the floor. A plastic bag full of goodies from a New Yorker adult shop spilled on the mattress beside them and Damon was blindly rummaging through it.
He flipped them over, Elena now on her back as he kneeled beside her. With his teeth he tore the plastic seal over the cap of the bottle and spit it out. Pouring a good dollop of the clear liquid onto his fingers, he looked at Elena and said, "Safe word?"
"Huh?"
"Pick a safe word," Damon explained patiently while carefully coating his fingers, "and use it if you want to stop at any point."
"I don't want to stop."
Damon sighed. "We're not doing this if you don't pick a safe word and promise me to use it if you have to."
"Are you actually serious?"
"Yes."
Elena glared at him. "Damon, this is extremely, mood-killingly unsexy."
"So is hurting you. Pick a word."
"Can't I just say 'stop'?" Elena asked.
"Yeah, because you never said stop before and then actually cursed at me when I did," he scoffed.
Elena scowled at him, but Damon was not impressed. "I don't know which to pick," Elena finally grumbled.
"It can be anything you want, but something you wouldn't usually use when we're in the middle of it. Say, a fruit, a city or state, your grandma's name – I don't care."
"Uhm…" Elena thought hard, but her mind was blank. The fact that Damon was right there, in all his naked glory and rearing to go, didn't exactly aid in the thinking process.
"The traffic light system is an all-time favorite," Damon suggested when he saw that she wasn't being opposed to the idea of a safe word but was simply having trouble coming up with one.
"How's that work?" Elena asked.
"Red for stop, yellow for pause or slow down, green for 'please, god, keep doing what you're doing'."
"Okay," Elena agreed. "Red it is."
Damon bent down to kiss her while his fingers slipped between her legs.
"Mmmh," Elena moaned into his mouth, "Green."
He pushed one finger inside.
"Definitely green," Elena moaned again and Damon added another finger.
He pulled back and they both grinned at each other. That was, until Damon twisted his fingers and Elena's jaw dropped open, her breath escaping her in a soft gasp.
"Mr. Salvatore," Elena greeted Damon when he and Stefan entered the house. "You're almost late for your date."
She had texted Stefan to tell him it was safe to come back again, now that she was almost done getting ready. It hadn't taken long for the brothers to return from wherever it was that Stefan had kept Damon busy.
Damon's mouth had opened and he froze in the parlor when he spotted her, eyes roaming her body up and down. He caught himself quickly and took the remaining few steps towards her. Leaning in close but not quite touching, his nose followed the line of her neck all the way from her collarbone to her ear where he whispered, "You smell delicious." He pulled back a little. "And you look stunning." He took her hand and twirled her around once to admire her from all sides while Elena laughed and complied. "Breathtaking," he whispered.
Elena smiled and nodded once. "Thank you."
Damon brought her hand to his lips and kissed it. "A date you say?"
"A belated anniversary celebration," Elena explained.
"Then I should probably get ready," Damon said.
Elena nodded again. "You should. Go on, I'll wait here."
Before Damon left for upstairs, his eyes slid across her body once more. He smirked and bit the corner of his mouth. Elena almost blushed, weirdly pleased with his reaction.
"You do look amazing," Stefan said and brought her back to reality.
Elena smiled at him, nervously smoothing down the skirt of her dress. "Thanks, Stefan."
"So, what kind of date do you have planned," Stefan made small-talk.
Elena listened first before giving an answer. But it sounded like Damon had turned on the shower so it was probably safe to speak. "Oh, just a fancy dinner and a bourbon tasting afterwards." She didn't mention that she had after dinner plans for them as well. Those were not the kind of plans one discussed with their ex-boyfriend who also happened to be current boyfriend's younger brother.
They continued to make small talk until Damon reappeared some ten minutes later. He wrapped an arm around her middle, palm coming to rest on her naked back, and pulled her into his side as he kissed her temple.
"Ready when you are," he said, fingers gliding along her spine in a barely there touch and making Elena shiver.
He was dressed in a non-formal suit and shirt, top two buttons undone, no tie, all in black. He looked delicious and Elena couldn't wait until tonight when she would be taking the clothes off of him. Judging by the smoldering looks he was sending in her direction, Damon had the same idea when it came to her.
The room was a mess. The armchair – the scene of their first round of lovemaking that night – lay tipped over on its side. The large painting in the corner was still upright, but skewed, where Damon had pounded into her against the wall, marking the spot of their second round. For their third, they had actually made it to the bed.
Damon had foolishly assumed that that meant they'd be taking a short break, but Elena was having none of it. She moved to straddle him and raked fingernails down his chest. His breathing picked up again and he opened his eyes, staring at her.
"Can't keep up?" she teased him with an easy grin.
Damon's jaw dropped in mock outrage. "You did not just say that," he threatened and thrust his hips up, pushing inside her once again.
"Nuh-uh," she said and lifted off of him, directing his cock to her back entrance. "I want you here."
Damon shook his head in disbelief but quickly complied by pushing first one, then two wet fingers inside in preparation for his intrusion. "Do you remember your safe word?" Damon asked as he moved the digits in and out of her.
"Red," Elena answered.
He forced himself to go slow and by the time she was ready, he was holding on by the flimsiest of shreds onto his sanity. Holding her hips tightly, Damon bit his lips as she sank down on him. His eyes closed involuntarily and he couldn't help but groan loudly; she was so incredibly tight. When Elena began moving on top of him, Damon released a feral growl. The thumb of one hand dipped into her wetness, but she slapped his hand away.
"Don't." She panted before continuing, "I don't want to come yet." Elena paused to breathe. "And I'm barely holding back as it is."
She leaned back a little, supporting her weight on an outstretched arm and Damon realized she was going to be the death of him; he had never seen anything as sexy or erotic as Elena. When she whimpered his name, Damon was done for. This was going to be over too soon.
He slipped out of her and pulled them both down and on their sides, sliding behind her. He added some more lubricant and pressed back into her body, Elena accepting him with a happy sigh. His knee fitted to hers, he pushed up, making space for himself, and picked up the pace. His brain was completely fried, body moving completely on auto-pilot, all senses focused on giving Elena what she wanted before he allowed his own body to explode into a million pieces.
When she finally let him touch her, he almost sobbed in relief. Knowing exactly how, he quickly brought her the release she was craving and stilled inside her body to let his own orgasm wash over him.
A quick but heartfelt thank you to everyone who is reading and commenting. I appreciate your thoughts more than you know. Unfortunately, I can't reply to most of you, since the site only allows me to reply to logged in users. Booh. So let me take a few moments to say that the story is almost finished. I only have to rewrite a few chapters, add a scene here or there, but mostly it's done. You will not be left hanging with an unfinished WIP, I promise you that.