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Closer Than Ever (DarkofNight x EtherealElvenEmpress)

He knew he shouldn't laugh at the way she was rambling, but at the same time he couldn't stop himself from grinning. She was cute when she was nervous. She was cute all the time, but that was beside the point.

"Relax Riley... I know I won't be disappointed. I'm already like, completely elated." He grinned. His hands drifted down the bare skin of her sides, reaching the waistband of her panties and curling them down over the curve of her ass.
 
Saying relax only made Riley more nervous and when he grinned she playfully smacked him on the side. “Hey! Don’t tease me I’m nervous!” she playfully smacked him again nothing too hard at all. Her playful smacking stopped as she felt his hand move down her slender body to the waistband of her cute pink panties. gulping loudly as her hands moved to place face down on his chest and rub him up and down. “ what was your first time like?” Maybe that was not the best question she could ask but her nerves she just cannot turn them off. Was she supposed to talk or ask questions or just stay silent? Rob knew his little sister better than anyone else and he knew when she got really nervous she would become a chatterbox and maybe if he just kissed her it would stop her from overthinking this very delicate situation.
 
He smiled as he felt her hands on his chest. It always felt nice the way she touched him. Like he could feel her softness and care, curiosity and desire all at once. He laughed in spite of himself at her question. "Short and embarrassing." He hoped that was all that needed to be said on the topic, leaning in to kiss her deeply and roll them onto their sides, the better to guide her panties down her thighs as their lips and tongues danced.
 
Riley‘s eyes went wide when he said short and embarrassing. He could tell that she would take her time would be that as well. Her hands still on his chest as you wrap them up and down caressing him. “w… what if I’m not good at it? Well if you don’t feel good? What if I don’t feel good? Oh Robbie what if I mess up?” Now she was starting to rant and he could see how her chest was rising fine as she began to hyperventilate.

It was a smart move for Rob to pull her in to kiss her since she was now silently freaking out about messing up her first time. Returning his kiss begin to dance with his as he shifted her balance and laid them both on their side so she can hug him and put him closer. With her there he could easily pull down her pink panties without your legs getting in the way fully. As long as he kissed her she would keep calm and everything about not knowing what to do since he knew Riley was a perfectionist and a people pleaser. All she wanted to do was please Robbie.
 
Rob kissed her for a while, trying to soothe his sister's nerves. He held her close, his bare skin against hers, taking his time and relaxing. He felt her small breasts against his chest. His cock tented his boxers and grazed her thigh in turn, though he tried not to seem too urgent with his desires.

Once he was satisfied she was relaxed, he finally broke the kiss. "It's going to be good Riley. It's us." He smiled confidently, reaching down and pushing off his boxers. "And even if it isn't... You're my girlfriend and I love you. We'll just have some cake and try again." He shrugged softly, rolling her onto her back and moving between her thighs. "We live together. We can keep doing this until you're as experienced as the girls in your videos." He grinned down at her, biting his lip. His cock pressed against her entrance, the head slipping in again. His eyes locked with hers and he gave her a soft smile as he thrust through her innocence.
 
Kissing was the proper way to get Riley to calm down and take her mind off of everything that was running through it. Her tongue slipped into his mouth as she got used to French kissing him she wanted to feel his tongue against her. It wasn’t too difficult to get her bra undone and pull her panties down. He could feel how her chest rose and fell against his. He could feel how her nipples were becoming harder.

When the kiss was broken she heard Rob’s soothing words and the fact that he called her his girlfriend made her blush even deeper. Thought that he wouldn’t get mad if she was terrible and that since they live together they can do it over and over again until she was as good as the videos made her finally let out a giggle though that giggle was broken when she felt his bulbous head push against her innocence and slip in. Riley couldn’t even form words as she froze like a deer in the headlights. It was only natural that she did as he felt her nails take into his shoulders just because it was scary even though she was expecting it. She could feel him pushing as he slowly slid inside of her making her whimper and it felt different than her own fingers it was much thicker and it felt like his joystick had a pulse and she could feel that pulse throughout her entire body and he wasn’t even fully inside her. He was stretching her and doing it very slowly but the look on her face he could see it was completely new and a bit frightening but she didn’t tell him to stop. “I’m okay… keep going I can handle it Robbie…” she squeaked hoping he would take her seriously and there is no way she was ever going to turn back.
 
Rob smiled and nodded. "The worst of it's over, it's all good from here on out." He smiled at her, then leaned in for another long kiss.

He held still inside her for several long moments, letting the pain subside, lettingher get accustomed to the size of him inside her. Without breaking the kiss, he began thrusting slowly, working more and more of himself into her.

He finally broke the kiss, smiling down at her. "You feel great Riley. Incredible." He groaned softly, letting her feel his entire length sliding in and out of her as he thrust into her.
 
Riley was trying so hard to hide the fact that it did hurt when he pushed his thick member fully inside of her. Leaning her head forward and hiding her face in the crook of his shoulder. Rob could feel a few tears that she refused to mention. Having to readjust her to het her lips against his as she kissed him with a renewers passion. He said the worse was over and of course she believed him.

They were so close he could het heart racing. Whimpering as she was tense but the moment he held himself still while fully inside of her really did help more than he could ever imagine. When the kids broke he could hear Riley trying to pace her breathing. “I…I do?” Squeaking out what few words she could. “I…I think I feel your pulse inside me…” was the only way she could describe how her brother felt as he would help her set a pace when she would try to rock her hips to match his every movement but it would take her time to figure out the right rhythm for the both of them.
 
He smiled at her comment. "I feel yours too." He held her close. "Not exactly the way I imagined saying our hearts are connected, but I'll take it." He chuckled softly.

His thrusts sped up little by little, giving her time get a feel for the rhythm between them. He smiled down at her, their eyes meeting again. "You're doing real good Riley." He smiled at her, starting to thrust a little harder as they found their rhythm together.
 
“I… I can’t even think of a snappy come back..” Riley whimpered dirty filter trying to get a rhythm as she wiggled her hips and clung tightly to Rob. He’s very witty little sister was speechless. It was weird to get her in a state where she couldn’t talk. Riley had always been a chatterbox and now I got were moans, whimpers and cries.

“R…Robbie..” he heard her whisper. Softly and even a little bit seductively without meaning it to be. His thrusting picked up and he could feel how tiny she was. So tight and very more. She felt perfect for him. Rob filled her so deeply she couldn’t imagine having anyone else like this with her.
 
He started to chuckle a little but it was overtaken by a low moan. "If you don't have anything to say, I'm sure you can find something better to do with your lips." He teased.

She was tiny. Perfectly tight around him. Molded to fit like she was made just for him. There was no stopping him now he had had a brief taste. He leaned in, kissing her deeply as they found their rhythm together, hips crashing together with unbridled desire, driving both of them closer and closer to their sweet release.
 
Rob was right about her having nothing to say and when he kissed her she put all of her focus on that. Her rhythm matching his. Hips moving back and forth as she spread her legs more trying to fit him as deeply as possible.

Nipping at his lips she suckled on his lower lip even nipping at it. He felt her nails dug into him as his body keep thrusting himself deeper into her. “Mmmm…mmmm…” moans vibrated against his lips and her tongue took on a life of its own as a tangled with his. Letting herself get lost in this euphoric feeling of the first time they made love.
 
Rob was wrapped up entirely in their act, moving with her, panting into their kiss as their hips moved together. In spite of himself he was getting close. He furrowed his brow a little. He had to last a while longer. He had to make sure Riley enjoyed herself as well.

But it was all too much for him, feeling her wrapped tight around him. Her fingernails digging into his shoulders, legs wrapped around him. His hips bucked of their own accord. There was a vague level of awareness in the back of his mind that they'd not discussed birth control. He wasn't wearing a condom either. He let out a low moan. "Mmm Riley." He gasped. He knew he should pull out, he just... couldn't. He kissed her hungrily as he made a final deep thrust, pumping shot after shot deep into her.
 
Time itself seemed to fully stop. He was so deep inside of her as they became one. It felt like heaven. Panting and groaning into that kiss as her legs wrapped around him fully making sure he would not be able to pull out.

It was true that they did not talk about birth control or what would happen once they finished coupling. That was the furthest thing from Riley is mind. That case of hers never broke has her rhythm matched Rob’s pushing up against him and grinding. Riley was so close as her nails ducked deeper into shoulders and he could feel her body shake and tremble.

The Moment he shot deep inside of her she cried out as he felt her walls clinch tight around him milking him for all he was worth. Her body hungrily suck in his potent sperm into her newly deflowered womb. Her tight walls are clean so tight he was having trouble pumping into her as her body sucking every last drop and she was moaning deeply into that kiss. It didn’t even cross your mind that her brother just gave her the deepest cream pie she would ever feel. She didn’t even stop grinding as if she was trying to get him to pump Hurt as much as he could with his nice creamy cum. “OHHH ROBBIE!!! MMMM!” Moaning as she rocked wildly. It felt so good she didn’t want to stop as a filter to the brim with the same DNA that they shared. At this rate they would probably need to pick up the morning after pill especially if she kept rocking on him.
 
Rob groaned deeply into their kiss. His hips seemed to twitch against hers, as if trying to ensure every last drop of his seed was planted deep within her womb.

Their kiss broke, he panted a little trying to steady his breath, grinning down at his little sister. "See? You were all worried... That was fantastic." He smiled down at her, biting his lower lip. "Congrats on finally getting your V card revoked by the way." He smiled, pulling out slowly even as his cum leaked out of her.

"I guess I should have asked... Are you on the pill? If not I can go get you a morning after pill tomorrow." He offered, looking down, entranced by the view of his own cum leaking out of his sister's pussy.
 
Riley was panting when Rob broke that kiss and her body was trembling with every smell move they made. Het body knew exactly what to do as he felt her tight walls trying to milk him for what he was worth. “So we’re You….my body feels fantastic and sore….” Her voice was soft as she nuzzled Rob keeping him close as her nails stopped digging into his shoulders.

The congrats on getting her v card revoked made her snicker until she whimpered as he slowly pulled out and he could see how much he pumped into her as she began to leak his creamy white gift from her tiny sore lips. “N…no…I’m not on it…I should be shouldn’t i?” Riley asked not worried at all but she did roll over to cuddle him. “Did I do a good job? I don’t even know if I did it right…”
 
For the moment his sister was banking m babbling a little nonsensically. He didn't bother to stop her, just let her move herself in close against him. He held her close, basking in the afterglow of their shared orgasm.

"You definitely should get some." He grinned. "You did fantastic Riley... I'm not even sure I'll be awake long enough to have some of that cake..." He laughed softly. "We're definitely going to have to get you over to student health. I'm sure they give out birth control prescriptions like candy around here and I sure don't want to have to use condoms with you." He grinned, leaning in for another kiss.
 
Riley was in cloud nine and came would have to wait for later since she really couldn’t move her legs. Giggling incoherently at times as she snuggled close to Rob boy willing to move. “Okay. I’ll get to student health tomorrow during my break. So….can I tell those guys I have a boyfriend then? Am I allowed to say that?” She asked as she’d relax. “Do you think they have the morning after pill too? They don’t tell mom and dad right?” Now that was the scary part to think about.

“No condoms with you. I can live with that.” Riley leaned in to meet him with his kiss. “Stay in bed with me. We can shower tomorrow but now I’m not moving.” This was perfect. I’m Riley’s mind this was the perfect moment and she wasn’t ready to leave his side.
 
Rob held her close. Both arms wrapped tight around her. "I mean I think that's what we agreed to, right? Boyfriend and girlfriend here, siblings back home?" He gave her another squeeze. "I think you're safe to tell people you've got a boyfriend. And I'm sure student health has morning after pills... College is kind of the time when everyone makes drunken mistakes.

He returned her kiss tenderly. It didn't take much convincing. His sister was a talented cook. He was sure her cake would be delicious, but spending time with her would be better. "So... How's it feel not being a virgin anymore? Was it worth the wait?"
 
Riley gave him a nod when he reaffirmed that she got it right. No one here knew them. They did share last name so maybe they could find a way to explain that away but she had no idea how. “ you know we have the same last name what do we say if people ask about that? Say it’s a coincidence or I can say I’m from a different town it’s not too far-fetched our name is pretty common. Maybe you can be some something like a weird joke.” Riley was actually thinking pretty hard about this.

She gently placed kisses on robs cheek well nuzzling him and giving him a nod. “I actually thought it would hurt more is there something wrong with me because it didn’t?“ he could tell that bothered her and she had seen enough pornography to think that it was supposed to hurt something fierce. “ it was completely different than what I expected but I liked it. It made me feel full in a way that wasn’t like eating too much I don’t know how describe it Rob but it felt really nice especially with you.” She would run her fingers through his hair before she speak again. “Yes. It was very much worth the weight especially since it was with you. I’m sure if I did someone else I might regret it in with you I don’t.”
 
Rob bit his lip, thinking a bit as she brought up the fact that they had the same last name. "I mean, if we try and create some convoluted excuse, it would just sound suspicious. People might get suspicious. We're probably better off saying that yeah, it's a weird coincidence. Then play it off like "Relax guys, it's not like we're cousins or anything!""

He shook his head a little. "I think if you see videos of girls losing their virginity, they're just acting and playing up the pain." He nuzzled in close to her and played with her hair. "I mean, if it hurt that bad the first time, would girls ever want to do it again?" He chuckled softly.

He leaned in and kissed her forehead. "I'm glad you enjoyed it. I did too. I'm looking forward to getting your birth control worked out so we can keep trying without extra stuff to worry about."
 
“We could just say it’s common. I know a handful of others in my graduating class with it. We just tell the professor no relation.” Riley said with a shrug. “You’re not in my class but I’m sure you have a few in yours that share the same last name right?” This time she nuzzled him as she got comfortable using him as a pillow.

Rob had a point. If it hurt that bad she most likely wouldn’t want to keep doing it. This was a good night with sweet head kisses that Riley could get used to. “So should I go alone to get birth control? The morning after pill too….would it look bad being a first year getting it? Do they ask questions?” Riley began rambling again without thinking.
 
"A couple, sure." he agreed. "I think the important thing is to play it off like it isn't a big deal. Chances are it will just be our friends that realize we have the same last name, we just need to be ready to not act weird about it when they point that out.

He stroked her back softly as she worried, probably a bit too much over the trip to student health. "I can go with you if you want. Seems like a normal enough thing for a boyfriend to do. I wouldn't worry too much about whether or not it looks bad, they're medical professionals, they're there to make sure you get the care you need. And yeah, they're going to ask questions but probably not the kind you're worried about. More like 'Did you get raped?', 'How many partners have you had?', 'Are you worried you got an STD?', 'Do you feel safe at home?', 'You're sure you didn't get raped?' that kind of thing. He shook his head, leaning in and giving her a lengthy kiss. "You're worrying too much again. Don't. We didn't do anything wrong. We're happy and we're not hurting anyone doing this, so it's no ones business but our own."
 
Riley nodded as she listen very carefully. “We can totally practice how we’ll handle that. Last major common it happens maybe I’m from a different town nobody knows where I’m from I can lie.” Offering her skill set even though she was cute and probably would have a terrible time lying since she looks so innocent. Then again it might work to advantage because she was so cute people believed her.

As he pat her beautiful soft hair The question she brought up made her eyes go wide.” no to any of those and you’re my only partner they’ll believe me right? I wanted to see you didn’t do anything bad. Do you think they’ll ask you that just because I’m a freshman?” She had to ask and she started to get worried and she didn’t want Rob get in trouble especially since she kind of pushed this on him too. Rob was very smart the fact that he leaned in to kiss her again to stop her rambling and trailer thought he knew exactly how to calm his little sister down. “Okay… We can do this and besides they don’t know we’re related here do you really Think they’ll ask about our last names? What town should I be from maybe to pick a different state.” She joked that he tried to think of ways to make people not realize they were related.
 
Rob wasn't particularly optimistic about Riley's ability to deliver a convincing lie. Perhaps some practice for her would be worthwhile when that question inevitably came up. He picked a city at random on the far end of the state from their hometown. "We'll just say you're from there. Far but not too far. We just need to practice telling people that." he smirked.

"In your case, I think they'll believe you. You tell them you have your first boyfriend and things went further than you were planning to last night, I doubt you're the first freshman girl that's walked through the doors with the exact same story this month." he chuckled softly. "I'm just saying that so that you realize you're not the kind of girl they're really worried about. They can probably talk to you for a minute or two and give you exactly what you need without a fight." he chuckled, pulling her in close. "Now how much more do I need to kiss you before you stop worrying and go to bed?"
 
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