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  1. #1

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    Jun 2008
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    Cassidy the Town Slut: Chapter 7: Sneaking Out at Night

    Next chapter in the series. I hope you like this one. It’s the best of the series (so far) if you ask me! Had to write it in a few sittings, got a little too turned on while writing this and had to go do something else for a little while.. ;)

    It turned out a little long, but I hope you agree it is worth it!

    Hope you like it!

    ————-

    Cassidy had been excited all week. She hadn’t seen Steve since she dropped him off at school, but she was acting like an excited little school girl all week in anticipation for Saturday. She basically told him she was going to come over and fuck him. Ever since she had his big cock in her mouth she hadn’t been able to get the image of it out of her head or to think about anything else.

    She dreamed at night about riding him, feeling him fill her up and often woke up so turned on that she had to make herself cum before she could go back to sleep or get up. She day dreamed about him as well all throughout the day and in her classes, thinking about and formulating her plan and what she wanted to do on Saturday night.

    She avoided taking the bus for the rest of the week. Not because she was ashamed to see him, more like she was scared if she did she wouldn’t wait until Saturday night.

    Cassidy was masturbating at least twice a day, when she woke up in the morning and before she went to bed at night. Not only was her lust and sex drive that high, but any thought about what was forthcoming on Saturday made her instantly cream her pants.

    Given Steve’s endowment, she was a little unsure if he would fit in her. She had, with a little work been able to deep throat him. She would never forget the feeling of his thick, hard shaft making its way down her throat. The feeling of it pulsing as he shot his cum into her stomach. She wanted to feel that in her pussy, wanted to feel that deep inside her.

    Cassidy was masturbating not only to get herself to cum, but also to try to stretch herself out. Instead of just a usual finger, or sometimes two, Cassidy had two fingers almost constantly buried in her pussy during her sessions, sometimes even was able to fit three in. Where she usually stopped after her first orgasm, she kept on going until at least her second. All of it was in preparation for the weekend.

    She hoped he would make her cum as she rode him and he fucked her, and if he did she wanted to be able to keep going right through it. She had never had multiple orgasms during sex before, or at least not ones that were caused just from the sex alone and not with help of her own hand. She desperately wanted Steve to be that first for her.

    Saturday finally came. The day seemed to drag on, evening would never come. Cassidy didn’t have a cover story. Tina was busy, so no ‘sleepover’ and she didn’t trust any of her other friends to cover for her. This was going to have to be the classic, ‘slip out the window’ type scenario.

    Cassidy went to bed around 9:30, claiming she was going to read a little bit. Her parents bid her goodnight and she went into her room. She had a special outfit planned for Steve. She dug down into the back of her closet where she hid it, just to make sure she wouldn’t have to explain to her parents why she owned this particular piece of lingerie, and pulled it out. This was a matching piece her and Tina had gotten together.

    It consisted of a white, sheer and lace corset type top. The underwire cups squeezed and pushed her breasts up and together and made them look and feel bigger than they were, something Cassidy loved. The fabric was soft and hugged her body and all of its curves. The whole top was held up by two spaghetti straps that went over her shoulder.

    The crotchless panties were a separate piece. Their fabric matched the top and the slit down the middle gave easy access to her pussy. After slipping them on, Cassidy ran a finger through her crotch and not to her surprise found she was already wet. She closed her eyes as her finger ran through the soft, wet folds of her pussy. Her mind racing back to one of the several times Tina’s face had been buried between her legs, her tongue taking advantage of the crotchless aspect as it worked its magic on her pussy.

    On top of the whole ensemble Cassidy slipped on a cute little dress. The temperature was appropriate enough for it and she wanted something cute that she could get out of quick. She fully intended to spend the evening in the lingerie, or less.

    Cassidy quietly snuck out her window. With her bedroom on the 1st floor it wasn’t too hard. After closing the window, but making sure it would open again, she quietly made her way over to Steve’s house. Her heart was beating hard in her chest in anticipation of the evening. She hoped he would leave the garage open and accept her invitation. She had been very clear what this evening would entail. No surprises on the intent of the night.

    As she got within sight of Steve’s house she was happy to see the garage door was open. No lights were on inside the garage, so it was a little dark. Cassidy entered the garage and waited by the door into the house.

    A bunch of questions started running through her head. Should she knock? How will he know she’s here? If she knocked would she wake his daughter? That would ruin the night… She hadn’t really thought this through. She climbed up and sat on the hood of his Tahoe as she waited.

    Her body felt like it was on fire. She could feel the heat and wetness between her legs and it took all her willpower not to slide a finger down there and play with herself. “There would be plenty of pleasure later”, she thought to herself. She looked down over her body. Her nipples were hard and visible through the fabric of her dress. Her exposed cleavage was covered in goose bumps.

    Cassidy opened her legs, trying to relieve some of the heat and pressure. She also brought a hand up and started to run her finger tips lightly across her exposed breasts. She closed her eyes and enjoyed the touch and feelings of pleasure that moved through her body like electricity.

    Just then, she heard a sound coming from the door. It sounded like someone was undoing the lock. A second later the door slowly open and Steve stood there, backlit from the light coming from the house. That same light illuminated Cassidy who froze like a deer in the headlights. Steve just looked at her, his eyes giving her a very obvious up and down. He saw her sitting there, her finger tips lightly touching her breast, her legs slightly open and the cute dress that showed off her body.

    Not sure what to say, neither of them spoke, but Steve took a step back, clearing room in the doorway for her to enter. Cassidy flashed him a smile and hopped down off of the truck hood and walked towards the door. She was going to walk right past him, but stopped when she stood next to him. She turned to him and reached up and put an arm around the back of his neck and pulled him down to her. He resisted at first but leaned down and Cassidy planted a kiss right on his lips.

    This was not a quick first kiss. Cassidy stuck her tongue into her mouth and started kissing him like a lover (which she would soon be). He seemed to relax and was soon kissing her back. Cassidy felt her nipples harden as the passion was released.

    She had first intended it to be a quick kiss, but it went on longer than that. She had other plans for the evening so she pulled herself way. They looked at each other for a long second. She was sure he could see the passion and lust in her eyes.

    She bit her bottom lip and smiled and grabbed his hand and started pulling him into the house. He closed the door and locked it and followed her. She didn’t really know her way around his house. The kitchen led into the living room and it was there that she saw it. A big leather chair.

    Cassidy led him over to the chair and moved him around so he was standing in front of it. “You’re going to want to sit for this.” She whispered to him as she playfully shoved his chest. He sat down in the chair and looked up at her. She stared into his eyes as she reached under her left armpit and found the zipper on her dress. She saw his eyes dart over quickly to see what she was doing then he came back and looked at her.

    Cassidy found the zipper and slowly slid it down to her waist. She pulled her arms out of the dress then dropped it to the floor. She stood there in her lingerie. Hands on her hips. His eyes stayed locked to hers longer than she would have thought, but he eventually gave in and she watched as his eyes very slowly moved down her body. They stopped at her breasts. Then moved down to her pussy where they lingered again, then all the way down her shapely, freshly shaven legs.

    They moved back up, stopping at her pussy again. She could almost read his thoughts. She brought one hand forward and slid it over her panties and through the slit in the front, burying a finger through her wet folds. She didn’t have to say anything, the look in his eyes and slight shock on his face told her he saw.

    She waited for his eyes to make their way back up to hers. Not breaking eye contact she took the few steps towards him and then climbed on his lap. She placed her hands on his shoulders. Tossing her head so her hair fell back over her shoulder.

    She stared at him again and slowly leaned in and their lips met again. This time there was no hesitation as they started to passionately make out. His hands found her hips and held onto her. His touch felt so good. Cassidy pressed herself down onto his waist, putting some pressure on her wet pussy as well as hoping to solicit a response from him.

    Cassidy leaned up. She grabbed his hands on her waist and pulled them up and placed them on her breasts. She squeezed his hands, making him squeeze her breasts. Cassidy unintentionally moaned out as he grabbed them. His strong muscular hands felt amazing on her tits When she let go, he didn’t. He began to slowly and gently massage them, much to Cassidy’s pleasure.

    Cassidy felt his dick start to harden in his pants which was starting to put pressure on her pussy. The sensations of pleasure running through her body were starting to become too much for her. Cassidy leaned back, placing her hands on his thighs to support herself. She began to rock her hips, sliding her pussy across his ever hardening dick through his pants. Steve’s hands never left her breasts and he didn’t lose a beat as he was massaging them.

    Cassidy closed her eyes and bit her bottom lip as she ground against him. She needed this so bad after this week.

    She pictured his cock, hard in his pants. Pictured her pussy sliding across it. Steve’s hands had a firm grasp on her sensitive teenage breasts as he slowly kneaded them. The pleasure was just too much for her and after another minute or so Cassidy felt an orgasm wash through her body. She felt herself tense up then shake like a muscle spasm as it rocked through her body. She still bit her bottom lip, doing her best not to cry out in pleasure.

    As he felt her start to shutter, Steve grabbed on firmly to her tits which turned out to be the final piece to send her over the edge. On one hand Cassidy was a little embarrassed she came so quickly, but on the other hand she had been horny all day, all week and now that Steve’s hands were on her and she felt his cock between her legs, the feelings were as good as she was envisioning.

    Cassidy stayed there and froze as her orgasm subsided. Finally she opened her eyes again and saw Steve looking up at her. She smiled and leaned in and shared a passionate kiss with him, then whispered in his ear, “First of many tonight I hope. Now it’s your turn.”

    Cassidy climbed off his lap. His hands releasing her breasts, much to her sadness. She looked down at his pants and saw a big wet spot on the front from her pussy juice. Steve saw it too and Cassidy giggled a little. “Opps” she said smiling.

    Cassidy got to her knees and then ran her hands slowly up both his thighs until they got to his crotch. She immediately grabbed his dick through his pants and started sliding her hands along it. She looked up at him and saw that he was very intently watching her. Cassidy bit her bottom lip then went for his pants button and zipper. She undid them and Steve lifted his butt off the chair to allow her to pull his pants down.

    Cassidy got his pants and boxers down to his knees and much to her pleasure his hard cock popped up. She smiled when she saw it again. She had been fantasizing about it all week and now here it was in front of her once more.

    Staring at it as if she was in a trance, Cassidy slowly brought both her hands up and wrapped them around it. Just like before, her hands could not reach all the way around his thick shaft. Cassidy felt her mouth start to water in anticipation.

    She looked up at Steve who was sitting in the chair, looking down at her, watching this teenage girl stare at and softly touch his cock. He knew this was wrong, but her touch was so exhilarating. He hadn’t felt someone else’s hands on him in such a long time. He also hadn’t been this hard in a long time. He felt like his body was continuing to pump blood into his dick, but it was running out of room to put it. The pressure lead to increased sensitivity. He felt everything. Every current of air, the softness of her skin and the creases in her hands.

    Steve watched her as she began to slowly stroke him. Every nerve ending was alive. His dick was on fire with stimulation and pleasure. She slowly ran both hands up and down the length of his cock, twisting them in opposite directions as they slid along his shaft. Neither of them said anything, they were just enjoying it.

    Cassidy stopped stroking him. She held his dick at it’s base so it was pointing straight up. She locked eyes with him as she leaned down and stuck her tongue out. Not breaking eye contact, she made a long, slow lick up the entire length of his shaft, then turned her head and went back down, then back up again. Cassidy continued doing this until she had covered every inch of him with her saliva.

    Wrapping her hands around him again, she began stroking him once more, except this time slightly faster. Her spit was providing some lubrication making her hands slide across him. Since neither of them were speaking, the wet sounds of her hands interacting with her spit were starting to fill the room.

    Cassidy sat up a little so he was right in front of him. Holding him by the base of his shaft she began to smack his hard dick against the exposed skin of her breasts. She smacked her left breast a few times, then her right. Then she pressed him into them and traced his head across them a few times. Her saliva left a trail where he touched her.

    Steve grunted when his hard dick smacked the soft but firm flesh of her breasts and again when she traced it along them. They both stared at her chest and watched her soft skin give in when hit by the hard flesh of his dick.

    Steve’s hard dick felt amazing against her chest. She wished her breasts were bigger, she would have liked to give him a proper tit fucking, but they were too small to wrap around him. Cassidy looked up at Steve’s face, which was intently glued on her chest. She could see it in his eyes, see how turned on he was.

    She leaned back down and took just his head back into her mouth. She swirled her tongue around him. She was slow about it. She took every opportunity to savor his member in her mouth. Steve began grunting. She looked up st him and saw him intently watching her. It must have been quite the sight, seeing her little mouth and lips stretched around the girth of his manhood. She actually wished she could see it from his point of view.

    The look of lust was also starting to mix with one of despair. She wanted to make him cum before she fucked him, she wanted him to last once her teenage pussy engulfed him. She fully expected that once she got him inside her, she wouldn’t want to give it up.

    She wrapped both her hands around his shaft once more and began to stroke him again. She twisted her hands as they slid up and down his full length. Her tongue continued to swirl around his head in her mouth. She liked to concentrate on the soft skin right under the rim of his helmet. This is also what seemed to give him the most pleasure.

    She stopped both swirling her tongue and stroking him and pulled him out of her mouth with a loud pop. Looking at him she pumped him a few more times then popped her mouth on him, sucked hard then pulled him out making a “pop” again.

    She looked at him and smiled and whispered, “I want you to cum in my mouth so you have plenty of stamina to fuck me.”

    With that, she repeated this a few times until finally when she took him in her mouth she pushed down, taking him as far as she could. This was still hard for Cassidy. She had spent the week getting her pussy ready for him, but nothing for her mouth. She still managed to get him pretty deep. He groaned once he felt his dick enter her throat and felt her throat muscles contract around him.

    She pulled back up until just his tip was in her mouth then she went down on him again, getting him a little deeper this time.

    “Uuuggg, I’m close” Steve grunted.

    Cassidy smiled. She pulled him out of her mouth and started pumping him furiously. Her hands gripped his rock hard shaft firmly and she aimed him at her open and waiting mouth. Steve began to fidget in the chair as he felt it building, but Cassidy didn’t let up.

    Finally after a long grunt Steve started to cum. The first powerful shot went straight into Cassidy’s waiting mouth, covering her tonsils with his cum. The next two also landed in her mouth, on her tongue. Losing pressure, the next couple hit her in the chin and neck, both of which began to run down and cover her breasts.

    Once she felt his orgasm subside and his dick stop pulsing, Cassidy quickly jumped to her feet and hopped back on his lap. His dick was laying flat against his belly. She was determined to take advantage of it before it started to deflate. With the right stimulation, she could keep this going and not have to wait for him to recharge.

    Her pussy landed squarely on top of his dick. She didn’t slide it in her, although she wanted nothing more at this point. Instead she shimmied until her wet pussy lips parted and came to rest on either side of his shaft. This time it was Cassidy’s turn to moan out as the soft insides of her pussy lips felt him for the first time.

    Cassidy began to rock her hips and grind her pussy against him. She went nice and slow, savoring the feeling of him touching her pussy. As she glided across his cock her pussy juices began to coat him, making him even more lubricated and slick.

    Cassidy wrapped her hands around the back of his neck and leaned into Steve. She placed her lips on his and they began to passionately make out. Cassidy’s hips didn’t skip a beat and continued to slowly grind along the length of his shaft as their tongues swirled in each other’s mouths. Steve’s hands moved up and he placed them on her waist. He held her, but lightly enough that she was still free to move how she wanted.

    Finally, when Cassidy couldn’t take it anymore and was convinced his cock was thoroughly coated in her juices she broke the kiss and leaned up a little bit. She reached down between them with her hand and grabbed him. She stroked him a few times just to make sure he was still hard, which he was, then she pointed him straight up in the air. She broke the kiss and rose up, lifting herself up above him and positioned him at the entrance to her pussy. They looked at each other and locked eyes as Cassidy began to slowly sink down on him. She didn’t want to give him the chance to back out.

    Staring into his eyes as he entered her was incredibly sexy. He was staring right back at her. In unison they felt the head of his dick part her pussy lips. Cassidy’s pussy was soaking at this point in anticipation, that, combined with her juices which now coated his dick provided plenty of lubrication so there was no resistance on either end.

    Cassidy felt herself begin to stretch out to accommodate his girth. If Steve felt any tightness, he didn’t show it. Cassidy slowly proceeded to lower herself down. She wanted him inside her bad. She closed her eyes as she felt the walls of her pussy stretch out as she slowly took Steve inside her.

    She felt Steve’s hands slide up her lace covered body until they came to a rest on her tits. He began to slowly squeeze and massage them. Their faces were now just inches apart, they could feel each other’s hot breath.

    Apparently having her tits played with was just what Cassidy needed. She felt the pleasure wash through her body. Her pussy gushed out some more juices and her muscles loosened up. Cassidy slid down the rest of his shaft with no resistance like it was no big deal at all. She let out a surprise “Yelp” as his dick hit her cervix. Steve let out a grunt as well as Cassidy’s teenage pussy suddenly engulfed his entire cock.

    Cassidy’s eyes shot open and her and Steve just stared at each other for a moment, neither of them moving, both enjoying the pleasure of their bond too much.

    “Oh my god, you’re all the way inside me!” Cassidy whispered to him, the sound of pleasure unmistakeable in her voice. “God, you’re so big! And so deep! Oh my god I love it!”

    Steve smiled as Cassidy leaned in and the two began to make out again. Steve’s hand started caressing her breasts again. Steve loved how her firm, young tits felt in her hand, now his entire palm could grab them at once. He could feel her nipples, hard as erasers, poking through her lace lingerie. He loved how soft the exposed skin of her breasts was as his hands traced over the exposed skin, to the lace, and back.

    Cassidy and Steve were locked in a full fledged, tongue filled make out. Neither of them was holding back. Cassidy’s hands held his cheeks as their tongues swirled in each other’s mouths.

    As if remembering she was impaled on him, Cassidy began to rock her hips back and forth ever so slightly. She had never had anything so big inside her and feeling it move around was sending pleasure to every corner of her body. The fact that her orgasm was building inside her again surprised Cassidy. She wanted to cum bad, she wanted to cum with him inside her.

    Seeking that orgasm, she began to rock her hips faster, trying desperately to catch it. Breaking the kiss, Cassidy began to grunt as she rocked her hips and ground herself into him hard. Steve wasn’t quite sure what was going on, but this teenage hottie on top of him obviously had an agenda, so he didn’t intervene. He just held her breasts in his palms and continued to massage them as he felt her grind herself on his dick.

    Finally it came and Cassidy leaned into Steve’s shoulder and screamed. Steve felt her pussy muscles contract and squeeze him, then a moment later an immense feeling of warmth as her juices flooded his shaft.

    Cassidy took a few moments to recover on his shoulder, but leaned up and looked at him once she did.

    “Wow!” She said, a smile on her face, “I just came from you just being inside me. That’s never happened before! Oh, I love your cock!” Then she leaned in and kissed him again.

    Now it was time to make love to him. As they made out, Cassidy raised herself up then lowered herself back down. Being longer than anyone she had fucked before, she had to raise herself up even higher than normal to make sure she got the full experience of his shaft. She was afraid he would come out, but he didn’t.

    She felt empty when he slid out of her. She paused when just his head was inside her. The pause seemed to last forever, however they continued making out. When the time seemed appropriate, Cassidy lowered herself down and took him all the way inside her. She stopped as she came to a rest with her pussy against his balls. She could feel them through her super sensitive stretched out pussy.

    Cassidy continues to ride him slowly, making out with him the whole time. After several rides up and down, she broke their kiss and looked at Steve. They both had sweat on their brows, the look in their eyes was passion and lust.

    Cassidy wrapped her arms around the back of Steve’s head and brought it down to her chest, pressing him into her breasts. As she did that, she started grinding on him again. Much to her pleasure, Steve started kissing whatever his lips could find. She held him there loosely, but he moved his head around until he found her nipple where he started licking and sucking on it.

    Cassidy bit her bottom lip to keep from moaning out. Her body was experiencing unspeakable pleasures from both ends. His big, hard dick buried deep in her pussy on one end and his tongue sucking on her sensitive teenage breasts on the other.

    Cassidy slipped her arms out of the straps of her lingerie and pulled it down to just below her chest, letting her firm teenage breasts free. Steve pulled back and watched as she exposed herself to him. She watched as he took her in. Saw his eyes admiring her and the excitement and lust in them as he took in her body. This made her happy and she pulled his face right back into her chest where he happily continued licking and sucking on her now exposed breasts.

    Cassidy began to ride him harder now. She began to bounce on him with a lot more force and speed. It was too hard for Steve to keep her nipple between his lips, so he let them fall out. He watched her as she began to ride him. His eyes watched her petite breasts bounce on her chest as she bounced on his dick. Cassidy was watching him the whole time. She found it incredibly sexy having him watch her body as she rode him.

    Cassidy grabbed his hands and brought them to her chest once more. She wanted to feel his touch, feel him on her body. Much to her satisfaction, he was more than happy to oblige and expertly massaged her breasts as she rode him.

    Cassidy was on cloud nine. All her previous experiences were all leading up to this. Her little teenage body was now being a woman’s. A man was buried inside her, her pussy and body were doing everything in their power to pleasure it, and the same man who was buried inside her had his hands all over her teenage body.

    Cassidy leaned back and placed her hands on his lower thighs as she continued riding him. Her eyes closed, she concentrated on the dick inside her and the hands massaging her breasts. Cassidy rocked her hips hard and fast, grinding herself into him. Her clit was also being stimulated by his hard shaft.

    All the pleasure was starting to build in her body. She didn’t want it to end. She wanted to ride Steve all night. She felt complete with him inside her. She felt like a true woman who was doing what she was placed on this earth to do, fuck.

    Cassidy but her bottom lip as the pleasure continued to grow. She began to moan out as she fucked him, determined to get as much pleasure out of the fuck as she could before she came.

    Cassidy began whispering, “yes… yes… yes”. The volume increasing with each subsequent repeat of the word. Right as she felt she was going to cum, Cassidy leaned forward and picked herself up, almost completely removing him from her body. Just the head of his dick remained in her. Cassidy panted as she opened her eyes and looked at Steve. Her body was not happy with her. It was on the verge of an orgasm and she had taken away all of the pleasure. Cassidy held herself above him for as long as she could. Just when she felt she couldn’t take it any more she quickly dropped down, impaling herself on him in one very quick and swift motion.

    The suddenness of Steve’s long, hard, thick shaft entering her caused her to let out a yelp as it had its intended effect. As she hoped, as soon as her push felt Steve’s shaft sliding into her again it sent her into another and this time very powerful orgasm.

    Cassidy felt her body erupt in pleasure. She felt her pussy gush juices across him and she felt those same juices leaking out of her pussy around his shaft.

    Steve just stared at Cassidy as he watched her second orgasm of the evening hit her. He felt her pussy contract around him. Her already very tight pussy became even tighter as her pussy muscles convulsed around him. He felt her juices soak his shaft and slide down it and across his balls.

    He tried to hold out but the pleasure was just too much for him. Steve grunted, his hands releasing her breasts and moved down to her waist where he grabbed her hips and pulled her down even tighter on him as he shot his load deep inside her.

    Cassidy screamed out this time as she felt his cock pulse and shoot it’s load right into her. She felt his powerful shot shoot his cum deep in her. She had never had a man deposit his load directly into her womb before, but he was so deep inside her that she felt his cum hitting the back of her womb.

    Both their orgasms seemed to last for an eternity. As they subsided, Cassidy melted into Steve’s arms panting as she felt his cock slowly start to deflate until it finally slipped out of her. Neither of them wanted to move, both were still on the emotional high of their fuck.

    Cassidy by that point thoroughly fucked and exhausted. She was very happy and satisfied. Finally she climbed off of Steve’s lap and stood in front of him. It took him a moment but he looked up her body then at her face. They just stared at each other. Finally Cassidy leaned in and gave him a long slow kiss on the lips.

    She looked him in the eyes when it broke. “That was incredible. Thank you.” Cassidy told him.

    Steve smiled, as he felt the same.

    Steve watched as Cassidy dressed herself. Putting her lingerie back on, then finding her dress and slipping that back on, covering her sexy teenage body. He watched as she rubbed his cum into her chest, giving it a nice shiny look.

    Cassidy came back over to him as she was about to leave. She leaned down and whispered in his ear. “I hope we can do this again, except next time, I want you to make me scream.” She grabbed his hand and stuck it under her dress and ran it through her still wet pussy. She pulled it out and brought it up to his nose. “Something to remember me by” she said as she turned and headed back towards the garage and out of the house.

    As Cassidy walked back to her house and snuck back in the window, she had a big smile on her face. Tonight went better than she ever could have imagined and she couldn’t wait until next time.

  2. #2

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    This continues to be my favorite series on here. Cannot wait for the next one!!

  3. #3
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    Great addition Breastgirl! Very hot and lust filled!

  4. #4

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    Thanks Craig and Groomleader!

    I have ideas for 3 more chapters. So keep your eyes peeled!

 

 

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