Cassie and Sandra Ch. 02

Dean heard his phone chime, indicating a new text message, and reached across his bed to grab it. Once it was in his hand, he leaned back and checked who was messaging him. A grin spread across his face when he saw that it was from Sandra Horn. Their recent hookup had gone exceedingly well, and he even managed to talk her into fulfilling a long-held fantasy: having a threesome with a set of twins.

Sandra had a twin sister named Cassie, and back in high school, guys used to joke about scoring with "Cassandra Horn," the combination of both sisters' names. They had always been extremely close, even for twins, and the idea was that they were two parts of a whole. The only way to really fuck them was to do it at the same time, but no one really thought they'd ever have a chance at making it a reality.

The fact that Dean now had an opportunity for it to happen was getting him really excited. He was never one to kiss and tell, but he would have a hard time not bragging to his buddies from high school about it--especially the ones who had played football. However, he tried to temper it with caution, as he'd known the Horn twins too long to believe they would go through with it when the time came.

For one thing, Cassie had always been painfully shy, almost to the point that people would gossip that there was something wrong with her. Dean knew this wasn't the case--she'd simply become so accustomed to living in Sandra's shadow, it was like she gave up and stopped trying to be noticed. He also was aware that she'd harbored a crush on him for a long time, even going so far as to drag Sandra to watch him at swim practice every day for two years. But by the time he was finished changing in the locker room, they were always long gone.

Dean was only three years older than them, but at the time, the age gap was too wide for him to try anything with them. Even if he hadn't cared about that, it was still unlikely that he'd have gone out with either sister. They didn't share any classes or extracurricular activities, and even though he lived next door to the twins until college, he rarely saw either one outside of a few brief moments during the school day. Sandra had a busy social life, so she was never home, and Cassie stayed locked away in her room all the time.

After Dean went to college, he ran into Sandra at a frat party one night. The chapter of her sorority at his school had invited their sisters from the other nearby universities to partake in their counterpart fraternity's biggest bash of the year. She was already plastered, dancing suggestively with her sorority sisters and pulling random guys over to join them. When she spotted him, she just about leapt into his arms, shrieking, "Oh my God, hey everyone, it's Dean McCann!"

At first, he was confused by how enthusiastic she was to see him. They hadn't interacted very much, so it seemed odd that she was immediately all over him. It was a little awkward, but Dean couldn't deny that she had filled out nicely since her freshman year.

"I've missed seeing you in the halls so much," Sandra said. "I think you're even hotter now than you were then!"

"Um, thanks," Dean replied. "You look pretty hot yourself. I'm just a bit surprised you even remember me."

"Of course I remember you, silly," she stated. "Seeing you in those little Speedos every day is something that's permanently etched into my mind. I had fantasies about you more than once."

"Then why'd you seem to always avoid me?" he asked.

"Cassie was in love with you," Sandra explained. "Like, madly in love with you. I couldn't do anything with you. It would've broken her heart."

"She must've gotten over that by now, though. Right?"

"I doubt it," she said. "But I can't keep bottling up my own feelings just so I don't hurt hers. I need to be able to live my life."

As the party wore on, Dean and Sandra spent a long time talking, and they were so engrossed in their conversation that they barely noticed the hours whittling away. They quickly built up a rapport, chatting and laughing like old friends. The chemistry between them was undeniable. What Sandra had told him made sense. Cassie couldn't expect them to ignore their obvious attraction to one another forever. She'd never made any effort to tell him how she felt, and it wasn't like she was even there.

The tight white sleeveless blouse and plaid pleated miniskirt Sandra was wearing that night had complimented her fiery red hair. She looked incredible, and Dean really wanted her. The fact that she also happened to be wearing thigh-high boots and fishnet stockings, which were a bit of a fetish for him, only served to increase this desire. Before he knew it, Dean found himself sitting with his pants off in the backseat of his car, and Sandra crouched down between his legs, sucking him off.

Getting a sloppy, drunken blowjob from one half of Cassandra Horn had been enjoyable enough in and of itself, but it also kicked off a bit of an obsession for Dean. Knowing Cassie liked him so much, he began to believe he might actually be able to fuck both sisters at the same time. He began inviting Sandra up to his school almost every weekend, hoping she would eventually bring Cassie with her. Unfortunately, she invariably arrived alone, or with some of her slutty friends instead.

While Dean certainly didn't mind this, having had plenty of fun fucking Sandra, he couldn't help but be disappointed. She wasn't shy about doing stuff with other women, and they often included her friends in their hook-ups, so he viewed a threesome with her sister as a real possibility. Yet the prospect of getting to bed Cassandra Horn always remained tantalizingly out-of-reach, and it would bum him out a little bit more each time Sandra came to see him without her twin sister. Eventually, Dean decided to ask Sandra why Cassie never wanted to join her for a visit.

"Honestly, I've never actually asked her to come with me," she admitted. "After that first night we got together, I didn't have the heart to tell Cassie about it. I know I said all that stuff about being able to live my own life, but the next time I saw her, I couldn't do it. I didn't want to shatter our relationship because I decided to fuck the one guy she's spent years pining over."

"That's bullshit," Dean said in frustration. "Cassie's a big girl. She's gotta grow up sometime, right? How do you know she would even care that much anymore? She hasn't seen me in years. Maybe she's moved on and found a new person to crush on."

"I don't think so," Sandra argued. "She rarely leaves our dorm outside of classes, so she's not giving herself a lot of chances to meet anyone. Plus, just last weekend, me and a few of the girls in my sorority dragged her to this kegger the football team was throwing, making it our mission to find her a guy to hook up with and coax her out of her shell. You know what she told us? That she's still saving herself for you."

"That's absurd," Dean responded. "Does she really think that'll somehow happen when we never see each other, and even when we are in the same proximity, she doesn't say anything?"

"You know that saying, 'Love makes people do crazy things?' Well, that's spot on in her case."

After that, Dean felt kind of guilty continuing to fuck Sandra. If Cassie ever found out they were having sex, it could cause major problems for the twins, and he didn't want that to happen. So, they ended whatever nebulous sort of relationship they had and eventually fell out of touch. He didn't think he'd ever see either one of them again, but then suddenly, there they were at the club--Sandra dressed to the nines, looking as sexy as ever, and Cassie predictably garbed in a cute, but unassuming outfit.

Sandra had even included boots and fishnets, which still drove Dean as wild as ever, and he couldn't help himself. Although he maintained the ruse that he hadn't seen Sandra since high school for Cassie's sake, after they'd "caught up," he didn't hesitate to fall back into old habits. After drinking for a while, he pulled Sandra onto the dance floor, where she was more than happy to grind her ass against his ever-growing bulge. Although he did notice Cassie sitting at the bar alone, looking very sullen, his need to fuck Sandra again was too much for him to care by that point.

When the Uber came to pick them up, Sandra invited Dean back to their apartment. He readily accepted her offer, and not just because he was so horny. Somewhere in the back of his mind, he held out the hope that a threesome could happen, no matter how remote a chance it might be. He figured that once they were all at the twins' place, he could start dropping hints and see how Sandra reacted to the suggestion.

While getting in the backseat of the car, Sandra made the bizarre decision to push past Cassie and get in first, rather than sit next to Dean. Cassie ended up in the middle, between him and Sandra. While drunkenly gazing out the window, he felt a hand rubbing against his crotch, and he absentmindedly pulled out his cock. A warm mouth suddenly devoured him to the base, and when he turned to look, he saw a head of red hair swaying in front of him. For a moment, he felt a jolt of excitement, thinking that Cassie had decided to just go for it and suck him off right then and there.

However, he quickly realized it was actually Sandra, who had to lean over her visibly-uncomfortable sister to get to him. This disappointment lasted for all of a second, as Sandra's increased expertise in giving blow jobs pulled him back around to pure enjoyment. He even caught Cassie stealing a glance at them once or twice.

After arriving at the twins' apartment, Dean fucked Sandra like never before. They went at it for hours before finally collapsing to sleep in her bed. He was too tired to bother calling for an Uber and having to trudge back to his place, so he decided it'd be easier to just stay until morning. As his mind began to sober up, he realized how awkward it would be to see Cassie the next day, so he resolved to leave early enough that he wouldn't have to deal with it.

They had also heard her moaning loudly from her bedroom while they were having sex, and their assumption was that she'd gotten so worked up from overhearing her sister getting fucked by her longtime crush, she needed to angrily masturbate to it. Even after they had stopped, they heard the final wails of pleasure rattling through the apartment, and it got Dean pretty turned on at the time. On the other hand, it seemed to make Sandra feel guilty, and she rolled over to go to sleep without another word.

Dean figured the sex was over for the night, but when he woke up around 3 AM to go to the bathroom, he was pleasantly surprised to see Sandra's ass right in front of him as he was returning to her room. She was bent over, looking for something in the fridge, and he felt compelled to just grab her by the waist and take her right there in the kitchen. For some reason, she seemed to give off a nervous energy, but he could tell by the way she quivered beneath his touch, and how readily she offered herself to him, that she really wanted him to fuck her again.

Unlike earlier, she was holding back instead of letting herself go wild, but he chalked it up to the fact that they were standing in the middle of the kitchen, where they could be caught at any moment by her sister. Once his cock was inside her, though, she started to loosen up, and her passionate cries as they talked dirty got him incredibly aroused.

By the time they were both ready to finish, it was like the two were completely in sync with one another in a way that had never happened before. The moment she began begging Dean to fuck her harder and cum deep inside her, he erupted with a teeth-rattling shudder, emptying himself into her like he just discharged a shotgun blast. For a brief period after he'd filled her up, he continued to hold her close to him, kissing her hot flesh and feeling her entire body pulsing.

He was a little confused when she suddenly asked him to grab a box of tissues for her from the bathroom. Although he wasn't certain, he thought maybe she used all the ones in her room earlier to clean up the cum leaking out of her, so she needed more now that he'd left her heavy with his load again. He smiled to himself when he got back to Sandra's room and discovered she was already fast asleep, no doubt exhausted from the most recent fucking he gave her. In fact, he'd apparently fucked her silly, because when he nudged her and handed over the tissues, she just grabbed them with a confused look before tossing them to the floor and going back to sleep.

Dean woke up a few hours later to find Sandra already awake and ready for one more go before he left. When he told her how hot he found their intense, middle of the night session in the kitchen, she opened her mouth to say something, but suddenly grinned slyly and started stroking his cock. She teased him a bit, running her hand up and down his shaft before almost lowering herself down on his rod. At the last second, she stopped and leaned forward to kiss him.

When she pulled away from his lips, she whispered into his ear, "Do you have any fantasies you've never gotten to try but really want to?"

"Like what?" Dean said, somewhat cautiously, not wanting to ruin the mood by revealing the truth.

However, Sandra was breathing heavily, still stroking him, and almost knowingly replied, "You know...like anything you think would be incredibly hot to do, but never got a chance yet? Maybe something you've been thinking about since high school?"

Dean felt emboldened by how forward Sandra was being, almost as though she was leading him to a particular response. This was as good an opening as he would ever get to take a shot at finally making his Cassandra Horn fantasy come true. "I always thought it would be so fucking hot to get to fuck a pair of twin sisters at the same time," he answered, bracing himself for the possible backlash.

Instead, his response almost seemed to make Sandra squeal with delight, and there was a noticeable increase in the rate of her breathing and stroking. Finally, just as she was about to impale herself on Dean's rock-hard cock, she said, "I think I might be able to make your fantasy come true. I'll have to talk to Cassie later, but I have a feeling she won't mind sharing you with me now."

Sandra rode Dean hard, burying her face into his shoulder and moaning loudly. It was as if the idea of having a threesome with him and her sister had gotten her incredibly turned on. He was fairly shocked at this turn of events, especially considering Sandra's insistence that Cassie was still in love with him. Whatever had caused her to change her tune wasn't something Dean wanted to worry about right then, because he was just thanking his lucky stars at the sudden turn of events.

After they'd finished fucking, Sandra hurried Dean out of the apartment, telling him that it would be better if she got to talk to Cassie alone when her sister woke up, and seeing Dean with her might make it a harder sell. It had been almost two and a half days since he'd left the twins' place in high spirits, but that was beginning to wane. He'd been texting back and forth with Sandra during that time, but she hadn't brought up the whole threesome issue again, and he didn't want to risk pissing her off by pestering her about it.

That's why he grabbed his phone so casually when it chimed. It wasn't until he saw the first portion of her message before unlocking the screen that the anticipation started to build. He waited with bated breath to get to his texts to see what she'd said. Dean nearly leapt off the bed in joy when he saw that it read: "Wanna come over tonight? I talked to Cassie, and I think she's game for it. ;-)"