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College Double Date

College Double Date

by cm877181
19 min read
4.86 (122900 views)
adultfiction
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All characters are above the age of 18 unless otherwise specified.

*********

"Do you think my boobs look good in this dress?"

Dani looked away from where she was doing her eyeshadow in the mirror over to where her roommate Isla stood in the threshold.

Dani eyed her roommate up and down with a critical eye. Isla was tall, close to 5'10". Her heels accentuated that height even more, drawing attention to her long bare legs, up to the hem of the black dress above her knees.

The long-sleeve bodycon dress hugged Isla's hourglass curves, and a dipping v-neck plunged to show off plenty of Isla's bountiful cleavage. Her DDs were threatening to pop out at any second.

She had curled her fire-red hair already, a skill Dani had been coaching her on recently, with her curtain bangs sweeping over the edges of her eyes.

Dani had to admit, Isla was dressed to kill. Her usually-reserved roommate was probably vastly more comfortable in some oversized baggy jeans and a sweater, but she was absolutely killing the look.

"Your boobs definitely look phenomenal," Dani responded. "You look amazing."

Isla smiled and blushed, the natural red of her cheeks now bolstering the blush she'd already put on.

"Maybe switch the shoes though," Dani offered. "You're tall as hell already, some cute sneakers might play off better."

Isla contemplated, and dashed back into their room to consider.

Dani turned back to the mirror in their half-bath. Unfortunately, one of the downsides of living in a sorority house was that their showers were down the hall, and the girls' double bedroom only had a half-bath attached with a far-too-small vanity.

As her randomly-assigned roommate, Isla was the first person Dani had met on campus over a year ago at the start of their freshman years. They rushed the same sorority together and had become inseparable, choosing to stay roommates for their sophomore year too.

They played off each other well. Isla was usually shy and reserved, but was super open if you started talking to her first, and as soon as she had any substances in her system at all, the wild side came out. It was a running joke in their sorority that Isla would always be the last one to want to go out, but the few times she did she always had the best time.

Dani was the opposite. Super bubbly and personable, always down to try new things and go out. In day-to-day life, Isla reined her in a little bit and contained the ball of energy. But when it was time to live the college party life, Dani helped Isla blossom.

The tiny blonde put the finishing touches on her eye makeup and took a step back to view the complete look. She had done dark red lipstick and a strong winged eyeliner, with no desire to look anything other than sultry. It was a date, and if she wasn't looking ready to make her date melt, she wasn't doing her job.

In contrast to Isla's dress, Dani wore a dark red leather corset and a short black skirt with her iconic black platform Doc Martens adding a little bit of height to her minuscule frame. Isla was the tall curvy one, Dani was a foot shorter and three cup sizes smaller. But they made a perfect pair.

"Should I put my hair up or leave it down?" Dani called out.

"Let me see," Isla responded, coming back in with her shoe change complete. "I say up."

Dani waffled, but quickly pulled her blonde hair back into a tight ponytail, grateful that she'd gotten her naturally-brown roots touched up just before and they weren't showing.

"Okay, are we ready?" Isla asked.

"Hell yeah," Dani responded confidently, taking a few photos of the two of them in the mirror.

"Do you have your phone and wallet?" Isla checked. "And fake?"

Dani rifled through her wallet to confirm that the 23-year-old version of her was in there.

"Yep. Alright, shot time and then let's go."

"Tyler's waiting already," Isla pleaded. Her boyfriend was a punctual person and didn't love to be kept waiting.

"He's fine, he can deal," Dani responded as she poured tequila into two shot glasses. "Get your ass over here."

Isla sighed but moved to her roommate's side. "I hate tequila," she bemoaned, but took it like a champ as they both knocked their shots back.

"K, now we're ready," Dani declared with a smile. She was excited.

This was going to be a fun night.

***

The girls met Tyler, Isla's boyfriend of over a year, outside in his car. Tyler was a senior and a frat bro through and through. Mullet, absolutely ripped, a Zyn pouch tucked into his upper lip already.

Truthfully he was far more Dani's type than Isla's, but the odd couple had been very strong since meeting soon after the start of the girls' freshman year. Dani was glad her roommate had a solid partner who cared for her, even if they didn't really make a ton of sense together on the surface.

Dani, on the other hand, was much less certain of her date. Matt sat next to her in one of their classes, and after sneaking glances and exchanging awkward small talk for weeks, he had eventually worked up the nerve to ask Dani out.

He wasn't really Dani's type: a little short, glasses, pretty plain looking. But she admired his nerve in actually making a move on her. Most guys saw the beautiful sorority girl and chickened out before ever shooting their shot.

So she figured she'd give him a chance. Their first coffee date had been surprisingly decent - he was a pretty sweet and genuine guy - and although she didn't love Isla's suggestion of a double date for only their second date, she was keeping an open mind.

But having to meet the other three at the restaurant because he wanted to stay for a TA's office hours was definitely not a green flag.

The happy trio drove to the Italian restaurant just off campus. Dani sat in the back and watched Tyler stroke his hand on the outside of Isla's thigh the whole drive. It made her just the smallest bit jealous; it had been far too long since she'd been properly fucked, and Matt didn't really seem like the type to take her home on the second date.

But who knows? She was keeping an open mind.

Wading through the crowd of recognizable friends and faces, they grabbed their table, and started chatting while waiting on Matt.

"So what's this guy's vibe?" Tyler asked Dani as he slipped a new Zyn in.

"I don't know, he's nice, he's sweet. He straight-up asked me out so he's got balls. And he's kinda cute, in like a professor-ish way."

"Everything I've heard sounds great," Isla reinforced. "I'm excited to meet him."

Almost on cue, Dani saw Matt walk in, and waved him over to their table. He smiled and slid in to the booth next to Dani.

"Hi, I'm Matt," he announced to the table.

"I'm Tyler, nice to meet you." The senior reached across the table to shake hands, and the disparity between Tyler's tan muscled arm and Matt's paler, scrawnier limb became stark.

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"I'm Isla," the shy redhead offered.

"My roommate," Dani added.

"It's so nice to meet you guys," Matt said. "I've definitely heard a lot about you already," he directed to Isla. "Word is you're an amazing roommate."

Dani's roommate blushed a deep red.

The four had barely finished exchanging pleasantries when Tyler started grilling Matt on everything from where he grew up to why he cared so much about a TA's office hours on a Friday evening.

Matt smiled and took all the questions in stride. Dani appreciated Tyler's protective nature; the two of them had always gotten along pretty well, unsurprising considering how similar they were. Matt's confident answers were putting on a good impression for himself as well.

The waitress came by and took down their drinks and food. Tyler, despite being the oldest, was apparently the youngest according to the IDs, with the three underage parties all holding their breath as the waitress examined their licenses.

The large glass of white wine in front of Dani quickly removed any lingering nerves she had about the date. Tyler and Isla both seemed to like Matt, he was doing great, and they were all clicking well.

Dani couldn't help the residual smile that sat on her face all throughout dinner, even if her chicken alfredo wasn't anything phenomenal.

Their conversation ranged from classes to wine (which no one really knew much about) to the guys exchanging sports talk. Time was flying by, and Dani was enjoying herself. Maybe she hadn't given Matt enough credit. She could maybe see a future with him.

When Matt slipped away to the bathroom, Isla took the chance to gush.

"Oh my gosh I love him," she told Dani, earning a teasing elbow in the ribs from Tyler. "Not more than you babe," she laughed.

"Yeah he's impressing me," Dani admitted. "I kinda like him."

"Like him enough?" Isla asked with a raised eyebrow.

"To want to take him home?" Dani clarified in a hushed voice.

"Yeah," Isla confirmed. "I feel like you guys are cute together, there's good chemistry."

"He hasn't made a move," Dani said, and couldn't hide the slightest hint of disappointment in her tone. Isla was right, there was good chemistry, and he was cute. But the same shy nice guy energy that made him so sweet also probably meant he was less likely to make a move.

But Dani knew she needed some good sex soon. And wanted Matt to be the guy. But she couldn't make the move alone.

"We were thinking..." Isla leaned forward, and her conspiratorial tone signaled she was reading Dani's mind.

"After we pay, we should go out somewhere. Nothing crazy, but enough that you guys can get some time to know each other better."

So that you two have space to make a move without us around

seemed to be the implication.

Dani bit her lip, considering. She hadn't originally planned on a crazy night, but the getting ready drink, tequila shot, and glass of wine at dinner had already made her pretty susceptible to wild plans.

"Yeah, sounds like fun," she said. "We'll ask Matt when he's back."

"Ask me what?" he asked, walking back up to the table and catching the trio off-guard.

"If you want to hit a bar after," Tyler said.

"Sure," Matt replied without missing a beat. "Where?"

"Dinah's," Isla answered. A little college bar not too far from campus, usually flooded on weekends with underclassmen due to their lax policies on IDing.

"If you guys wanna go, that sounds good to me," Matt said.

"Then it's a plan," Dani replied, eyeing her date and already strategizing how she could get him alone.

The foursome paid; Matt picked up for both of them in spite of Dani's insistence that they split.

"I'll owe you a drink there then," Dani proclaimed.

"No promises," Matt winked back, and something about his almost-innocent charm just melted Dani. All the random frat boys she'd fucked around with were fun, but Matt was real, he was kind, he was cute.

The group made the short walk to the bar, and although Matt protested, he let Dani buy his first drink. Tyler and Isla took command, navigating through the crowd to an open spot by the wall.

Blaring rock music made it hard to hear, but the $6 drinks and throng of students made it fun. Plus, because you had to be so close to hear each other, Dani was able to snuggle up right next to Matt, practically begging him to put an arm around her or something.

The four stayed together at first, before Tyler and Isla declared they wanted to move to the dance area. Isla gave Dani a wink as they left, knowing her roommate would appreciate the opportunity to be alone.

Dani watched the other couple start to dance, Tyler's hands running over Isla's body almost immediately. They got lost in the crowd for a second, but Dani watched them meet in a passionate kiss, Tyler's hands running down to Isla's butt. Cupping it. His thigh pressing between her legs.

Dani tore her eyes away. She was getting too worked up watching them. But the plan seemed to have worked; Matt wrapped an arm around Dani's shoulder and pulled her in close, talking straight into her ear.

She warmed to Matt's touch, relishing the feel of his body as she got to whisper back into his ear, the couple almost wrapped in an embrace.

Dani brushed her hand over Matt's arm, and trailed her fingers down until they intertwined with his.

Tyler and Isla were kissing now. Their mouths were open, kissing aggressively, passionately. Like they couldn't get enough of one another.

"Do you wanna dance too?" she asked him, in the most sultry tone she could muster.

Matt looked slightly out of his element, but was clearly trying his damnedest to make an effort. "Sure," he responded in kind, and he took Dani's hand to lead her to the dance area.

Dani couldn't see her roommate or Tyler in the crowd anymore, but she put it out of her mind. She grabbed Matt's hands and gently guided them to her hips.

Together they began to sway and dance to the music, eyes locked. Dani's hands roamed over Matt's arms and back. She really wanted him. Maybe that was the alcohol, maybe it was witnessing how passionate Tyler and Isla were. Or maybe she was just enjoying this moment with a cute guy.

Before Dani could stop herself, she leaned in. She planted a kiss on Matt's lips, soft and gentle. His lips were warm and surprisingly soft, but he didn't kiss back at first. Just as Dani was going to pull away, he kissed her back, his mouth pressing back against hers.

They held the kiss for just a few seconds before pulling apart.

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Dani couldn't help the red flush she knew was overtaking her chest and cheeks. Matt also looked a little taken aback, or nervous.

"You're a nice kisser," she said.

"What?" he asked, leaning back into her ear.

"I said you're a nice kisser," she repeated directly into his ear, and kissed his lobe while she was there. Her lips returned quickly to his to steal another kiss, a little more spark this time, her mouth open.

Matt kissed her back, and their mouths danced in the embrace. Dani's tongue flared out and dipped into Matt's mouth, and he swirled his over her lips.

She hugged her date tight, just enjoying the close embrace, their mouths locked together, blocking everything else in the bar out. She could feel Matt's hands shaking just a little bit on her hips, and tried to calm his nerves with gentle touches and kisses. But it was hard to restrain the fire growing between her legs. Her need for more.

The couple continued kissing and dancing, losing track of time. Matt was becoming more confident, his hands dipping to the top of Dani's butt, dotting kisses on her cheeks and neck. God it felt good.

Dani almost never asked a guy back herself. But if there was ever a time, this was it. Especially because she wasn't sure if Matt would make that move himself.

"Do you want to continue this elsewhere?" she leaned into his ear. She didn't even know how long they'd been at the bar, but knew she didn't need to stay any longer.

"Back home?" he clarified.

Dani nodded in response and bit her lip playfully. She wanted him to know what she had in mind.

"My roommate will already be asleep," he said. "So I don't think we can."

"It's fine, we can go to my place." Technically guys weren't allowed in their sorority house, but that stopped absolutely no one ever. Tyler had his own bedroom in his apartment so he and Isla could go back there.

"Okay," Matt agreed, clearly trying not to sound too overenthusiastic, but his obvious eagerness was cute, endearing. Dani could tell the prospect was not something he did often, but he seemed willing. And god did she need this.

"Awesome," Dani smiled ear-to-ear. She wanted to make this night special, to really enjoy this with someone she liked. "Let's go."

She called an Uber, and Matt took her hand to lead her outside to wait. They were two steps away from the door when another hand tugged on Dani's free arm, jerking her back.

"We need the room," Isla declared. She looked a little disheveled, her hair flying out a bit and her dress slightly askew. Tyler was right behind her.

Matt turned back to look at Dani, and she wasn't sure exactly how to respond. So she dropped Matt's hand and pulled Isla to the side.

"Meet you outside," she yelled back to Matt, who looked more than a little confused, and the two boys stepped out.

"I need the room tonight," Isla repeated hastily. "Can you stay over with Matt? Or someone else?"

"No," Dani replied. "His roommate's in the room and asleep. I already asked him back."

"Well that's great for you guys," Isla said. "But we need it."

"Why? Can't you go back to Tyler's? He has his own room."

"Not tonight, three of their friends who graduated last year are staying at their apartment, one is supposed to be splitting the bed with Tyler. They're out right now but are gonna be back from the bars soon. And there's no more couch space to kick anyone out to."

Dani paused to think, and fumed just a little bit. Isla got to have sex with Tyler basically every night, practically whenever she wanted. Couldn't she let her roommate have just one with a new guy? She really needed it.

"Can't you guys just sleep in your own beds tonight?"

"No," Isla replied sternly, and it was clear from her tone that there wasn't room for negotiation. She didn't know what they'd gotten up to, but Isla was

clearly

worked up already. "I need it tonight. Besides what would I do, just sit in my bed and watch you mount Matt?"

Dani thought for a second, trying to come up with a solution.

"Why don't we both just use the room?" Isla asked almost casually. "Would that work for you guys?"

"Say you're joking," was Dani's first reply.

"No?" Isla shot back. "Why would I be?"

Dani took a moment to pause and think. "Wait like at the same time? Just in our own beds?"

"Yeah," Isla replied, like it wasn't an issue at all. "Me and Tyler don't care at all, and I guarantee Matt would just be happy to be going home with you."

Dani found herself unsure of how to proceed. Isla's nonchalance was comforting, like it wasn't as crazy of an idea as she was suggesting.

She'd never had sex in the same room as anyone else before. Let alone while another couple was hooking up alongside. She hadn't ever really felt a desire to and the idea was a little off-putting.

But at the same time, she had really been looking forward to taking Matt home. This whole night had been great and she didn't want it to end. Maybe that was the alcohol talking, or the burning between her legs, or maybe Isla's casualness was just convincing. But Dani found herself not hating the idea.

"How would it work?" she asked. If she was going to say yes, she still needed reassurance. It still just felt weird for a reason she couldn't rationally put her finger on, other than being raised to believe sex was a purely private thing.

"Well we do our business on my bed, you on yours. Turn the lights off, just pretend the other's not there." Isla explained, far too confidently, as if she'd done this before. "Please, Dani," she pleaded with her eyes.

The blonde considered for another moment, even if only to convince herself that she wasn't totally crazy for wanting to do it.

"Okay," she agreed. "Okay. As long as it's not weird."

"It won't be," Isla reassured her. "It'll be fun. I promise. And we all get what we want."

Dani figured that had to be true. She started putting together how she would convince Matt as Isla led them back outside.

The girls emerged, and Dani checked her phone in time to notice the Uber was already pulling up.

"Oh this is us," she flagged, as the foursome clambered in and began making their way home.

Tyler, naturally, slid in the passenger seat, leaving the other three squished in the back. But from here, in the middle, Dani could rest a hand on Matt's thigh and stroke it furtively.

Dani was about to lean over and start explaining the situation to Matt when he turned to whisper to her: "What's the deal? Are they coming back with us?"

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