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Closer Than Ever (DarkofNight x EtherealElvenEmpress)

“Uhhhn….” Riley moaned as their tongues met. Dancing a forbidden tango. This was wrong on so many levels but she didn’t want it to stop. Her leg spread more as she began grinding him more forcefully. That black dress only getting higher revealing her soft succulent thigh.

Hearing his groan made her press that heated core against his hard on. Riley wanted to feel that covered pressure against her damp flower. Rob was the one to break the second kiss and Riley gasped when he did. His hand went higher as he felt her bare thighs and perky rear end.

He easily got her to grind harder and widen her thighs. Figuring he had on boxers as her grinding was trying to line up his hard tip against her needy lower lips. “Oh I didn’t forget. I bet you did… you’re hard Robbie… I feel it. Mmmm… is it bad that I like rubbing against it? You know I made Josh explode in his pants…do you think I can make you explode?” Now she sounded dirty but even with that tone his little sister still sounded sweet and innocent
 
Rob was nearly panting as he felt his little sister grinding against him harder and harder. His brow furrowed just for a moment. "You rubbing on it feels really good Ri, but I can't cum in these pants, I wear them to work. I can't have big stains on the crotch." he chuckled just for a moment before another groan cut him off. He couldn't help but give her ass another firm squeeze as she ground against him again and again.

"You think I forgot?" he chuckled softly. "I just said I can't make a mess in these pants. You can reach in there and check for yourself." he grinned. "Or you could just kiss me again. I'm already missing your lips on mine." He smiled at her mischievously.
 
“Can’t we just washed them?” Riley asked as he still grinded and gyrated hard against her brother. “ how about I keep on a dress and you take off the pants I was always curious how big you are….” She could’ve asked softly. She was too scared to take off her dress knowing she had no panties on.

His little sister chose one path but she’s still rubbed, but her lips found his at her arms reached up and wrapped around his neck as she pressed her lips against his. “Oh Robbie… we shouldn’t be doing this but I love that it…” whispering against his sweet lips. “If this is how dates are I want this every week with you. Just us… you were always my favorite brother…” which was a very silly thing to say because he was in fact her only brother.
 
"Not worth the risk. I'll just take them off." he muttered quickly before her lips met his again. His hands slipped between their bodies even as she kept moving against him. With a little effort, he undid his belt, unfastened the button and worked his zipper down. His cock slipped free of the fly of his pants, the only thing separating them now the thin material of her dress as she kept grinding on him. He had to fight to concentrate on getting his pants down around his knees before he could finally kick them off and let them fall to the floor next to her bed.

"I love this too." He told her with a throaty whisper. "But I know you too well Riley. I let you do this once a week and sooner or later you're going to keep giving me those puppy dog eyes until we're dating every night." He chuckled a little and leaned in to kiss her again. There was something in his mind telling him this wasn't necessarily practice any longer, at least not just practice. Even still he couldn't bring himself to stop. His hand returned to her thigh, slipping back up her dress and squeezing her bare ass again as she ground on him.
 
Hearing the net worth the risk made Riley blush more as she watched as her brother stood up and took off the confiding pants. Her beautiful sparkling green eyes could only stare and watch as I dropped releasing what she would call a massive gift he was hiding. She could see Riley turn away only because she was shy and that her blush was making her glow.

Her dress was the only thing keeping his large member from rubbing against her sweet innocent flower. “I promise to only do this until you find a girlfriend and I find a boyfriend that’s fair isn’t it?” She asked the party for help he never found a girlfriend because he would miss this time with him. When his hand slipped up her dress she asked again and closed her eyes no way that his hand felt perfect against her skin that was now forming goosebumps. “ Robbie you make shivers go up and Down my spine…” she confessed before she leaned in closer to steal another kiss. This time it was with more passion and need.

This time is going far beyond practice. It was something deeper but there was no way Riley was ever going to admit it but for now she was going to enjoy what they could practice. This closeness that you never hoped would change. He didn’t feel like a brother right now he felt more like a lover. Something Josh can never give to her closeness she never felt with anyone else but that was her secret and cross to bear and she kissed her darling older brother and this time slipping her tongue past his lips to dance with his own.
 
Rob was always nervous getting naked with a new girlfriend. Even though he knew intellectually that he was gifted in the manhood department, it always felt as though he was submitting himself to judgement when his partners got their first look at it. Somehow he was even more nervous as he undressed himself for Riley. It shouldn't matter what she thought of his cock, she was his sister and this was just a bit of practice. Still, she stared, and blushed, and looked away and he hoped that meant she was impressed. She didn't need to say much though, she quickly returned to grinding her sex against his cock, with only her dress separating them. He could feel her dress had gotten quite wet already from her arousal. For just a moment he considered pulling up the skirt of her dress and pushing himself into her. But there was no way he could do that. That was far from practice, that was fucking.

He nodded, panting a little, at her suggestion that this was only temporary until they were in relationships. He wanted to do this again and was pleased Riley seemed to be interested in doing this again. At the same time, he didn't want her doing this or more with anyone else. He chided himself mentally, she was his sister, he had no right to take her off the market. Still her confession that his touch was making shivers go up and down her spine made him grin widely, looking her in the eye as she leaned in and kissed him deeply. She seemed to be getting rapidly more comfortable with kissing. Her kisses were already more intense and passionate than a number of his exes had ever managed. The kiss lingered a long time, his other hand reaching down, tugging up the skirt of her dress as they kisses to expose more of her butt.

And now he could kneed her bare ass with both hands firmly while she ground against him. He was in no rush at all to end the kiss, enjoying her lips and her body against his even as he played with her ass. She finally ended the kiss, he looked up at her and smiled. "If you like it this much, maybe I'll squeeze your butt even when we're not kissing." he grinned at her.

And then something happened. Was it his hands moving her skirt higher? Was the way she was grinding so roughly against him? The way he flexed his arms while he held her? It didn't matter. Her skirt had moved. It was no longer separating them. Her bare lips ground back and forth against the underside of his bare cock a few times. Did she realize what she was doing? And then a moment of panic. He slipped inside.

Rob squeezed her ass roughly, trying to pin her in place and stop her from going any further even as his eyes nearly rolled back in his head and a deep moan quaked in his chest. "Riley..." he gasped. "Don't move. I'm... I'm inside you... Just a little." he could look down and see the head of his cock spreading her innocent folds where it had slipped inside.
 
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Riley wasn’t a stranger to porn but Rob was big like the ones she had seen and it made her shy. But when he thought s out it his sister was always a shy young woman. Seeing Rob like this was eye opening and it actually solidified her feelings for him. She was not repulsed. If face it turned her on even more.

Grinding him more only caused that dress; that thin layer of fabric to ride up even more closing her tuft of dark pubic hair that matched her full head of raven hair. Between her grinding and Rob pulling it up she was letting moans filter into their forbidden kiss. Her tongue learning quickly and keeping up with her brother showing her how he liked to be kissed.

Arms wrapped around him and her fingers with a mind of their own tangled in his dark hair. This may have been practice but boy did it feel like heaven to his virginal little sister. Nothing felt like this not even her experimentation with two boys and a plethora of girlfriends at sleepovers. Riley lost herself rocking against Rob. Lost herself in the waves of pleasure.

Her teeth nipping at his lower lip. Tongued tangling as she could taste the wine still on his. What she was grinding against she didn’t let it register as she rocked on his bare manhood. Not even thinking how it rubbed against her delicate flower and when the tip pressed into her Rob heard a groan for the first time as her body tensed up. It took for Rob to grab her for rear ended and hold her tightly to Bring her back to reality.

When he said don’t leave she froze, but freezing she pulls back from his lips staring at him wide green eyes before looking down at his tip was. “Robbie…” she whimpered. Panting heavily friends with him and his tip just barely inside her innocence. Her voice trembled but Riley didn’t move back or even pull away.

Those sea of green stared into his matching ones. “Did we….am I not a virgin anymore?” She looked down then back up. “It didn’t hurt at all.” Riley was still so naive she thought they finally did it and she wasn’t upset about it!
 
Shove it in! Take her! She thinks she just lost her virginity anyway, and she doesn't care. Just go for it! Thoughts cascaded through his mind. He wanted to, badly. Almost unconsciously he let himself press further until the head of his cock pressed against her hymen.

No. No he couldn't. That was too far. He pulled back quickly, slipping free of her lips. "Uh... Not quite. I think you're still a virgin. Just a little accident." he told her, a weak smile forming on his face as he tried to suppress his guilt over the thoughts he'd just been having. He took several deep breaths, finally able to start to calm down as their bodies were now separated, even as the head of his cock standing up between them still glistened with her wetness where it had pressed into her lips.

"I think..." he took another deep breath. "We should maybe switch gears. Try something a little less risky." he chuckled lightly, remembering the little vibrator he'd bought for her. "Just be still for a moment." he told her, feeling around and finding the discarded toy. With a smile he turned it on to its lowest setting and pressed it against her lips gently, moving it up and down her folds. After several slow passes up and down her lips, he spread her lips just a bit, enough to press the toy against her clit and let her feel the sensations as it buzzed against her.
 
Her brother could have easily taken her virginity. Riley thought she had lost it though when he pushed deeper, that was when she began to whimper at the pressure she felt the closer he got to her untouched hymen. Rob heard her whimpering as her entire body tensed up.

“Robbie…” Riley went. But she felt him pull back and that pressure eased up really quickly. Once he was out upper tight entrance he could see her take a deep breath and relax. His cock coated in her slick nectar. She didn’t quite understand what you meant by switch gears but she trusted her brother with her life. Watching her brother fumble as he took the gift he gave her and brought it to her already wet lips and turned it on. She did as he asked and waited very still watching his every move. The moment she felt that buzzing she let out a squeak.

His sweet little sister’s body tensed up even more as her hands grasped against the duvet. She turned her head to the side and hid under long dark hair but what he heard was a mix of whimpering and moaning. Her body was not sure how to handle this type of pleasure. Rob was treated to a new set of gasps. That only did he get crescendos of what sounded amazing but she only got wetter and slicker. He would notice her legs would quiver and shake. She talked big time but he could tell she was not used to any of this. At this rate he was going to make his little sister burst into her first real orgasm with him. This may have been less risky but with the way it was going he was going to get wet real fast.
 
Riley reacted immediately to the sensations of the little vibrator as he used it on her. Her little body shook as she turned her head. And with her hair covering her face, she was hardly in an particular place to pay attention to what he was doing besides rubbing the little toy against her most intimate of regions.

He moved slowly, tracing the tip of the toy in small circles over her clit. Shifting carefully, slowly, he got between her thighs, getting a good look at her virginal pussy. He couldn't bring himself to fuck her. That didn't mean he couldn't find other ways to make her pleased with him.

The tip of his tongue traced between her pussy lips, softly dividing them as he lapped away at her arousal. The vibrator moved away from her clit for a few long moments but he continued lapping away greedily at his sister's arousal, savoring her flavor greatly. His lips moved to her clit, suckling softly and flicking it with his tongue even as he switched the toy to medium and pressed it against her entrance, teasing her with it much in the same way his cock did just a few minutes before. Once he was satisfied she was enjoying these sensations, he returned the little device to her clit and resumed his tongue lashing at her entrance.
 
Riley could not even form a sentence as her brother. She was so wet and even has her thighs trembled she spread her legs more so he can see her sweet virgin pussy. What he was doing was driving her crazy and she couldn’t explain why it felt so good and why Josh didn’t make her feel this amazing.

What is the taste with her sweet nectar. It tasted like sweet pineapples and she likes sweet to herself. Still hidden under her long dark hair her moans filled her room. This was her first night living with her brother and if every day was like this she could die happy. She had only been with two men well boys and her brother was definitely a man. The way he made her felt she clawed at the bedsheets and hips bucked up without thinking. If this was how sex was supposed to be she was doing it wrong with other people even the girls she like play with her never felt like this. Then again they never used to toy. “Oh…OHHH ROBBIE!” She cried out in a part of her panicked as she lifted one hand and covered her lips thinking her parents would hear her and forgetting that she was now living with her older brother and their parents were not even there but he could see how shy she was but with how she was squirming and wiggling her orgasm is right on the horizon. “I’m gonna explode please…Robbie… I can’t take it Robbie oh god…” she cried as she tried to push back her orgasm but if he knew the signs which he did she was very close to losing it.
 
He was loving the way Riley was writhing beneath him, surprised that he could bring her to the brink so quickly. Then again, as turned on as she'd already been, as long as she'd been grinding against him before their little accident necessitated him changing things up, perhaps she was already somewhat close and the new sensations were just making it more extreme for her. He beamed with pride as she called out his name at the top of her lungs but didn't miss a step as his tongue lapped hungrily at her virginal pussy. She did taste sweet. Sweet enough that he'd happily taste her again.

"Just do it Ri." he grinned, his mouth only barely leaving her pussy lips. "You want it. I'll be here until you're all done." he assured her quickly before returning his lips and tongue to her sex lest he miss the reward for all his efforts, the toy continuing in little circles on her clit, trying to push her the last little way over the edge.
 
Riley clamped her hand so tight over her mouth it muffled her screams and cries. That toy was nothing like she ever felt before. That feeling coupled with your brothers tongue was euphoric. Even though his voice was close it felt distant at all that mattered was electricity shooting up and down her body. Her legs widened and she planted her feet flat on the bed and fucked her hips up to feel her brothers tongue more.

“Do what???” Riley whimpered though she had a feeling she knew what Rob was speaking off. She was trying her best to hold back and feeling miserably with how wet she was making her bed leaving a massive wet spot beneath her.

Riley cannot hold back any longer with his tongue and that toy teasing her and Waze she could not imagine his little sister lost control. Arching her back up like a feral cat her bra pressed against the fabric of that black dress. “Robbie… Robbie…. OH GOD ROBBIE!!!” At the last moment she screamed at the top of her lungs and luckily they were alone at the moment she cried was when he felt a wet explosion like a tsunami with his face and soak that little toy. Her body convulsed and traveled like a leaf in a tornado. He couldn’t see it but her eyes roll in the back of her head. She couldn’t even take a full.She couldn’t even take a full breath and in that moment Robbie knew that this little secret was going to be one of the first of many.
 
He didn't dare answer. If she didn't know now, she would soon enough. Her body was responding to him now outside of rational thought. Her face bucked against his mouth hard, he only responded by letting his tongue slip deeper between her lips as she moved against him. Hearing her screaming out his name made him smile wide but he tried his hardest to keep up the pace of lapping away at her little pussy.

And moments later she positively erupted against him. He lapped away rapidly, sucking between lips, trying his hardest to get every drop of her sweet nectar. It was no use. The orgasm was obviously too good. His chin and upper lip had gotten slick with her juices. Once she had crossed the peak, he carefully removed the little toy and switched it off. Even so, he continued to tenderly kiss and lap softly at her lower lips until she had come down completely. With a broad, satisfied grin on his face, he gave her entrance a final soft kiss and looked up at her. "Well that's how I use the toy. It might be a little different when you're using it by yourself..." he grinned as he got up on his hands and knees and crawled over her, leaning in to kiss her again.
 
If he didn’t know it now rob would figure out soon enough that she really liked what he was doing. Rational thought aside she didn’t even think how wrong this could be with her own flesh and blood. His tongue slips so deep inside of her she lost every rational thought she had. Letting herself go as her body reacted perfectly climaxing not only once but Rob was treated to three times and she could not stop reacting to his teasing and that toy.

Riley’s juices covered his face and she bit into her own head to try to keep herself quiet as if their mother would hear her touching herself in the other room. She heard his voice but words made no sense what her body was pulsing with so many feelings. He continued to lap up her juices than he moved higher. Lowering her hand from her lips if he noticed she had a bite mark in between her thumb and pointer finger.

The secret eyes of her searches for answers thought he probably knew she already had made up her mind about him. These dates or something she needed and craved. She would never say that allowed though. Not to anyone. Wood Rob got close enough she placed her lips against his kissing him tenderly tasting herself.

“Oh Rob… whatever you did that was amazing.” She meant to say at this time she didn’t even use his nickname and she stared the two thighs with her lips moving slowly against his as she spoke. “Can we do this every night?” Talking through orgasm bliss thinking maybe he’d say yes.
 
Their kiss was slow and languid now but no less passionate. She was well satisfied and less needy now, simply enjoying their connection. Rob made himself comfortable over her, relaxing his legs a bit. As if by instinct, the underside of his cock, now even more hard from having watched her climax three times over, rested along the seam of her pussy. He didn't dare try moving it like she had earlier, but somehow this just felt right.

His sister was adorable. Irresistible. And until recently he was unwilling to admit, sexy as well. When their kiss broke she looked at him with those soft green eyes and flushed cheeks and asked if they could do this every night. Before he could answer, his cock twitched against her innocent little lips as if expressing its agreement with her idea. He smiled down at her and shook his head. "Skipping two, three, four times a week and going right for every night eh?" he teased. "I mean, I still have to be the responsible older brother and make sure you're keeping up with your studies and your share of the housework..." he told her, hesitating even as they both knew he would cave in at this point. "But I'd like that too." he smiled at her, leaning in for another kiss.

He was still grinning as that kiss broke as well. "Although if this is going to be happening every night, maybe we should be honest with ourselves and stop calling this practice? At this point, I think we are kind of dating..." he mused.
 
“Every night…after classes…. our free time…” Riley whispered to get his lips once their kids broke but she refused to pull back. Is hardness pressed against her slim, toned thighs. His head pressing close to her sweet unchartered innocence.

Rob is right this was going way past practice and dating Riley just couldn’t say it. “ what if I study and do my best can I stay in your room? I’ll even let you stay in my.” She chuckled at the thought and she couldn’t really think straight considering after what they had just did. She should’ve been thinking straight but after this or do you think about was staying as close as she could as long as Rob allowed it.

“Y.. you know you made me feel really nice… can I make you feel good too? Maybe I can use a toy on you.” She offered as part of her solution to make her brother feel good since she could still feel his hardness rubbing against her thinking that maybe that too I could help him just as much as it helped her. “Dating? Can we date? I mean dad can’t get mad at you because he knows you.” She joked but no seriousness she was taking very seriously especially in her after orgasm bliss.
 
He'd clearly created a monster here. After three orgasms though, there were clearly no take-backsies, and he was fairly certain he wouldn't want to take back what he'd just done. He chucked softly. "Stay in your...?" he asked. She was already off on another tangent, the topic of which he was happy to broach.

"I hope I did." he grinned back at her. "I'd like it if you made me feel nice too. I am pretty horny..." he shifted his hips, dragging his cock along her lips slowly. "I'm sure you've noticed." he grinned. "The toy won't do much for me I'm afraid. But I also used my mouth... Maybe you could try using yours?" he asked, wondering if he was asking too much of his innocent little sister.

He laughed at her comment about their dad not being able to get mad at him. "I mean, I'm sure he could think of a reason or two... And it's not like we can make it official or anything... But it sounds like you're wanting this to keep happening. It's a lot like a boyfriend and girlfriend living together, isn't it? Especially now that you've figured out a way to talk me into letting you sleep in my bed whenever you want..." he grinned.
 
Those deep green eyes searched his ass his thick cock right upper thigh and his tip teased her lips. He heard her draw in a breath. Gasping as she met her lips pressed against his again. Nodding a yes at his suggestion she didn’t flat out refuse. She had given her share of hand jobs well she could only say two or three but her mouth was something new. “I know how to use my hand but can you tell me how to use my mouth. I fully used it on girls.” She confessed. When he said they cannot officially make it I think she frown but if she thought about it they were already pretty much acted like a couple and she would not complain.

“Our Secret. Our precious secret I won’t tell anyone.” Riley said as her voice was serious and her hand reached out to run through Rob’s hair. “Even Josh or Alyssa never made me feel this way I’ve never exploded so hard. I think I really like you… well I already like you just like you in a different way. i sound stupid don’t I Robbie?” This time her voice sounded worried and a bit sad as she confessed his feelings but wasn’t sure how to explain them.
 
He chuckled softly at her worried tone and rambling speech. His hand reached out and stroked her hair again, somehow more intimate now after what they'd been doing together. "Our secret." he agreed. "I like you as more than a sister too Riley." he whispered softly. "You were already like my favorite person... Now you're even more favorite." he grinned. He knew he was falling for his own sister. Hard, at that. But even saying that felt a little too far. A little too serious, with her this worried and trying to sort out her own feelings.

"You mean I get to be your first blowjob?" he grinned widely. "I'm like the luckiest guy ever." He leaned in and gave her another soft kiss before rolling to the side and letting her move around on her own. "Of course I'll help you Riley." He smiled, laying close to her. "First off, I know I'm kinda... big. Don't worry about getting more of me into your mouth than you're comfortable with, ok? I won't feel good if you hurt yourself. You can use your hand too if you want." he told her softly. "You can start just licking it a little, teasing it with your tongue. When you're ready just suck softly on the head for a little bit, ok?"
 
When Rob said he liked her more than a sister it made her smile and her green eyes lit up. “ I like you more than a brother. I thought I had the issue and there was something wrong with me. I liked you more than a brother probably since junior high school.” Riley wasn’t sure why she was confessing this but it felt right to tell him that. The way she looked at him it’s not with disgust but caring and a deeper sort of love. It was something she couldn’t even talk to her mother about. Hell she cannot even tell her mother about a crush she would love to her for hours about the safety of dating and how premarital sex was bad.

She was going to say more but when he expressed how happy he was to be her first blow job she went right back to blushing. When he rolled over what Riley did was shift and sit on her knees right next to him scooting down the bed so she was kneeling by his thighs. When he laid down she watched him and slowly looked down and remembering how big he was she took a deep breath and looked very nervous.

“I’ll do my best I promise. Just tell me what you like I’ve seen enough pornography to get an idea.” She said with a sweet little giggle. Put in long dark hair behind her ears. She looked ever so sweet in that little black dress as it rode up to her mid thigh. Leaning forward she reached down and gently touched his shaft letting out a gasp. Her exploration was very sweet and innocent despite what they had just done. His little sister was petting his shot using her pointer and middle finger stroking it like it was a pet.

“It’s bigger than Josh’s and Luke’s.” She spoke of her encounter with the two brothers and Rob would know who they were since their mom had chased off Josh and their father had nearly killed Luke for being an older guy chasing after his little girl. Neither of them had been fully successful. “Little by little….” She whispered as she leaned in placing gentle kisses on his shaft. Sweet butterfly kisses Ashley peppered his erection with love and even though it felt like an eternity she began kissing the tip of his cock. Licking the tip of his cock like it was a lollipop. At least since it looks like one maybe if she treated like one she could do it right.
 
Rob grinned at his little sister, now looking innocent again, her skirt having fallen back around her thighs. "I would have never guessed you liked watching porn." he chuckled, looking up at her as she reached out and stroked his cock with two fingers. Her little gasp made her seem more innocent than her words let on. He ignored her comment regarding other boys' cocks she'd had experience with. Neither of them were important now. He let out a contented sigh as her lips started placing a long series of soft kisses on his cock.

Her tongue lapping softly on the head of his cock elicited a soft gasp from his mouth. "Mmm, that feels nice Riley." he murmured, reaching out and stroking her hair gently. "No need to rush." he grinned at her. "Just take your time." Of course he wanted more, but there was no need to push her. He was sure she would get around to it in her own time, and he was happy to let her explore a bit.
 
“Of course I watch porn silly. I can’t go out and get laid like you can. Mom and dad watch me like a hawk. A girl has needs.” Riley said with a shy giggle. The way her green eyes watched his manhood in the way she touched it showed how inexperienced she really was. Even though she was quite the talker she really had limited experience touching one for an extended period of time.

Hearing Rob’s words comforted her. He wasn’t rushing her like the other boys did. It helped her take her time as she sucked on the tip of his cock and slowly lowered her face down. He could hear her gag a little bit as she tensed up. With him petting her long dark hair she let out a soft moan. Her hand moved to slowly cut his balls and play with them nice and slowly getting a feel of what he was like. She had seen it on many naughty websites and decided to try it herself. Listening to see if her brother reacted to what she was doing and if he did she continue a lower her face even more try to take more of his shaft into her very hot mouth as her tongue flicked and licked around it.
 
He watched with rapt attention as the head of his cock slipped between her lips, his breath catching in his throat. He heard her gag as she suckled on him, continuing to pet her hair softly, as if encouraging her to take her time.

He let out a soft gasp as he felt her hand cupping his balls. "Gentle. Gentle." he whispered softly. "Those are sensitive. Don't pull, just touch em light like a feather." he gasped. But his attention was quickly captured by Riley taking more of his shaft into her mouth. "Mmm, I love how your lips feel Ri." he smiled widely at her.
 
Riley was trying to impress Rob but couldn’t figure out why. She really wanted him think she could do it. Hearing his voice helped and also encouraged her. Riley let her hand massage his balls with a more delicate touch as her lips sucked harder on what was in her mouth. He loved how her lips felt and honestly that was all it took for her to try and attempt deep throwtbyom like she saw in the pornos.
 
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