Zack and Hannah

Hannah threw Zack against the wall of the bedroom and crushed her lips on his for an aggressive kiss, her tongue invading his mouth as he just went with it, too overwhelmed to do anything.

Other thoughts that crossed his mind that night temporarily vanished as he began to finally kiss his first crush back, his arms encircling her waist as she clutched his head. A few more moments passed and he got more comfortable by sliding both hands down and squeezing her round, juicy ass, causing the older blonde to rock against his covered bulge.

Taylor wouldn't stop her now, Hannah vowed. A couple of years ago, she had stayed the night at the Bishops' and saw Zack jerking off his impressive member through a gap on the door, and from that day onward, Hannah became obsessed about one day sampling her friend's little brother's big cock. Deciding to make that a reality, she pushed him on the bed, their kiss breaking before she smirked at him and began swaying to an imaginary tune in front of him.

Zack's eyes widened when she slowly reached to her back and began lowering the zipper on her dress while keeping her gaze trained on his. Hannah knew all the moves to make, having been a cheerleader on high school, she had also been a stripper for a night the previous year. One of her and Taylor's roommates worked at a strip club at Green Hills, and one night, she needed someone to sub for her, so a curious and excited Hannah volunteered. It had been exhilarating baring all of her body to the hungry gazes of all those horny men, and when one of them actually climbed on the stage with his cock out, she couldn't help but get down on her hands and knees and let him fuck her in front of all the others. Security immediately restrained the other patrons, and when the man came in her, the club's owner pulled her straight to his office and fucked her as well before handing over her payment. It made her even wetter to think about that as the zipper came undone and she shook her shoulders to make the blue garment fall down and pool around her feet.

“Fuck…,” Zack whispered, his cock throbbing almost painfully at the sight of Hannah’s big, round, bouncing tits as she moved to kick off her shoes, leaving her in only a lacy pair of dark blue panties as she turned around and began swaying her ass mere inches from his face. He couldn’t believe this was happening, that Hannah Woodsen was dancing almost naked in front of him, for him.

“Not yet, Zacky,” she drawled, torturing him with her firm rump for a few more moments before she hooked her fingers on the waistband of her panties and began slowly lowering it down her toned legs as she bent over in front of the boy who had a huge crush on her. She hoped he was enjoying it as her bare pussy and tight anus came into view for him.

Zachary couldn’t take it anymore and reached over to touch her juicy ass, feeling its bare skin for the first time. He actually let out a groan as he felt her up, Hannah craning her neck backward to watch his expression with a wicked grin.

“I wouldn’t have let you join in for a few more minutes, but I’ll let it slide, just because it’s you, Zacky,” she teased him.

The corner of Zack’s mouth curled up and he raised his hand and brought it down on her ass before she could say anything, a light smacking sound echoing through the room as Hannah let out a surprised moan.

“Mmm, yes!” she said, the feeling of his swat going straight to her pussy. “How did you know I liked that, you brute?”

“I didn’t,” Zack replied, a grin forming on his face. “Besides, bad girls don’t get to choose.”

Hannah moaned louder at the second smack, and the third, and the fourth, all the while loving how he took charge for a bit. “Mmmmm, looks like someone wants to get his dick sucked.”

Zack’s heart almost short-circuited at her words and he began to frantically get rid of his clothes until there was nothing else to remove, his rampant cock finally saluting Hannah Woodsen in person as it always wanted. She chuckled and wrapped her hand around it, that single action almost making his knees buckle. “Damn, Hannah, you don’t know what you do to me.”

The blue-eyed blonde smiled at him as she slowly stroked his mighty erection. “Looking at this, I have some idea. Hey, it always flattered me the way you always stared at me and hanged to every word I said, you might wonder how a guy like you can be with a girl like me, but it’s the other way around too, you know? Besides my parents and Ashley, you and Taylor are two of the best people I know,” she told him before kissing him again, their bare chests pressing against one another as her tits squashed between them. Her words feed his confidence, he never thought she would say that to him someday. Hannah broke the kiss and smirked. “Now, I believe I said someone was gonna get his dick sucked.”

“Fuck, I can’t believe this is happening,” Zack said as the older blonde pushed him to sit on the bed again and kneeled between his legs, never letting go of his dick.

He held his breath as Hannah leaned forward and engulfed his cock into her mouth, expertly sucking the shaft almost all the way in as she coated him with her saliva. The onslaught of sensations was incredible for Zack as she repeated the process a few times and then began stroking the base as she sucked on the top half, her tongue diligently working on the cockhead. Zack threw his head back in pleasure, it was becoming too much, a far cry from being with the inexperienced girls he had been with in the past, Lisa Rivera and Bianca Zuccaro. “Mmm, it really is a big fucking cock, Zacky, you should be proud of it,” she said during a brief respite before plunging her mouth down again.

“I am, fuck!” Zack responded, glancing down to be greeted by the awesome sight of his first crush's gorgeous face staring back at him, her lips sliding up and down his shaft as her golden hair fell over his thighs and tickled his skin. If anyone were to ask, he probably wouldn’t have imagined a hotter picture.

Hannah sucked him for a few minutes, with Zack eventually reaching down to tangle his fingers in her blonde tresses, before she took him out of her mouth and smirked. He was wondering what she going to do next when she raised herself a little bit and slid his slick shaft between her large globes. “Time for a tittyfuck, Zacky,” she teased him before starting to jerk him off with her tits.

“Oh, God…,” Zack groaned, thinking he had died and gone to heaven as he looked down at the unbelievable sight of his dick smothered by her tit flesh, light brown nipples standing at attention with every stroke. He reached down and caressed the erect nubs, causing Hannah to shiver as he played with her sensitive breasts.

Hannah moaned at his action. “That’s it, Zacky, fuck my tits,” she goaded him, causing Zack to began thrusting his hips, his cock sliding up and down the valley created by her pushed breasts. He couldn’t speak, the pleasure was too much, and eventually, that’s what made him stop, afraid that it could make him cum too quickly and not have the stamina to fuck her properly afterward.

“Hold on, let’s slow down a little,” he requested. “I don’t know how quick I’ll be able to recover once I cum.”

Hannah pouted, but acquiesced and released the hold her tits had on his dick. “Alright, then, let’s get this show on the road,” she smirked at him and briefly stood up to throw herself down on the bed beside him. “C’mon, Zack, let’s do it, unless you’re scared,” she raised a teasing eyebrow.

Zack grinned at her, leaning down and brushing her lips with his in a calm kiss. It was surprisingly slow, more like a mutual caress of each other’s lips. Growing a little impatient, Hannah slid her tongue out, licking Zack’s mouth. He parted his lips and his tongue came out to touch Hannah’s, the two wet muscles swirling around one another in a playful caress. The two of them tasted each other’s mouths for a few minutes before Zack broke the kiss and began to nibble his way down Hannah’s neck. He wanted to devour her whole, to taste every inch of skin on the older blonde’s body. Passing through her collarbone, he reached the work of art that were her breasts, taking one in each hand and gently caressing and squeezing the soft twin globes.

Hannah leaned back at the bed, whimpering at his touch on her chest. She reached her hands to his head, tangling her fingers on his short dark brown hair. Her left foot found his hard erection and began to rub it up and down with its sole. Groaning at the sensation, Zack decided to retaliate by taking a hard nipple into his mouth for the first time, realizing an old dream as he swirled his tongue around the light brown nub before closing his lips around it and sucking on it like he was a newborn baby.

Hannah moaned as her foot started rubbing his cock harder. As he switched nipples leaving a trail of kisses on the valley between her tits, Zack felt himself close to cumming again due to the sensations the blonde was drawing from him with her foot.

Hannah was enjoying the feeling of Zack’s tongue teasing her hard nipples, when all of a sudden, he stopped and his face appeared over hers. “Zack?” she inquired, raising an eyebrow in surprise.

“I’m sorry, Hannah, but I can’t hold on anymore,” he replied, in a pleading voice. “If I don’t do this, I may never get another chance.”

The excitement rose within her body as she felt the hot tip of his cock nudging the entrance of her drenching pussy open. Her eyes widened and a long moan escaped her lips as Zack scrunched up his face at the barrage of sensations that assaulted his body when he sank himself into the older blonde’s burning depths. Neither of them spoke for a few seconds, their blue eyes and uneven breath doing all the talking for them. The enormity of what just happened didn’t escape them. Zack had just penetrated the first girl he had ever dreamed about and Hannah was about to let her best friend’s cute little brother fuck her while loving every second of it.

“Zack?”

“Hmm?”

“You, you’re fucking me.”

“Yeah…”

“No, you’re actually fucking me, your big cock is inside my pussy!”

“Looks like it…”

“Zachary, look at me,” Hannah needed to redirect Zack’s dopey face back to hers. “Don’t space out on me now.”

Gradually, Zack’s vision began to re-focus. He felt the warm wetness around his shaft and Hannah’s face became clear under his own. He grinned at her warm, inviting expression, her striking baby-blue eyes staring back at him. His face assumed a determined expression once again and he made a single thrusting movement into the girl below him.

Hannah whimpered. “That’s it, big boy, stop overthinking it,” she encouraged him, raking his back with her fingers. “Let’s have the fun we are all here for, Zack, fuck me!”

Liberated by her words, Zack finally started moving, slowly thrusting into her as he felt her walls snugly enveloping his member within her heat. God, I can’t believe I’m fucking her! he thought, elation written all over his face.

Almost as soon as he began fucking her, Hannah knew she was in for a hell of a ride, the length of his cock reaching places within her that very few had done before. She wasn’t about to complain, though, it was pretty hard to find guys with that kind of equipment around Green Hills.

Seeing her exquisite breasts bouncing beneath him, Zack leaned down and took a nipple into his mouth, sucking on it gently and causing Hannah to wrap her legs around him. He couldn’t believe how good it felt to have his dick sliding in and out of his dream girl.

On her hand, Hannah was beginning to really get into it. “So, Zackie, what do you think so far?” she asked, a hand holding the back of his head to her chest. “Is this what you expected?”

He looked up at her and grinned. “Honestly? Way better than I ever hoped.”

“Yeah?” Hannah bucked up against him. “Feels good to have your cock in your sister’s best friend, doesn’t it?”

“You have no idea,” Zack replied, leaning in to press his lips at the column of her neck as he continued to take his pleasure of her spectacular body.

“Yeah, you’re right, I’ve never fucked any of my sister’s best friends,” Hannah grinned wickedly. “I don’t think Heather or Vicky would want to feel my dildo.”

Zack groaned at the picture she put in his head, he had no idea Hannah was bisexual. “You evil woman,” he said, getting up on his knees and taking a hold of her legs. “You’re gonna pay for that!”

“Yes, Zachary!” Hannah screamed as the younger boy started pounding her with his cock. “Punish me, I’ve been a very bad girl!”

Zack smirked, cheesy porn lines aside, sex with Hannah was indeed proving to be even hotter than it was in his dreams. The way she enthusiastically fucked him back and squeezed his dick with her muscles amazed the younger Bishop. The rhythmic noise of flesh slapping against flesh aroused the two lovers even more, making the experience even more real as they fucked each other on that bed. Zack peppered kisses along Hannah’s calf as he relentlessly thrust himself into her dripping wet fuck tunnel. At that moment, Zack recalled a trick he had seen in a porn movie once and then, licking two of his fingers, he found her clit and started rubbing the little button.

Hannah’s body shot up from the bed with the added stimulation. “Oh, my god, Zack, that’s it!” she moaned, bringing her hands to her chest and mashing her own tits. “Right there, oh, don’t stop!”

Zack gave her a wolfish grin. “Glad you’re enjoying it,” he replied, panting as the physical effort began to take its toll on him. They would have to change positions very soon. Figuring she was close to her own climax, he glowered at the possibility of making her cum before him so, despite the loud complaining coming from his body, Zack ignored the fatigue and redoubled the speed of his thrusts, fucking the experienced blonde beneath him hard.

Hannah felt all the raw passion radiating from the younger boy as he pounded her into the mattress. She lazily smiled, Zachary really had a lot of pent-up feelings for her and in a way, she was happy to do this for him. What they were doing was far from a pity fuck, though, she really meant it when she said she wanted to do it with him and that he was better than the guys and even some girls back at Green Hills. What she didn’t expect was to get swept up on the hurricane of passion and love that was Zachary Bishop. He surely wasn’t the best she ever had, but she was quickly finding out that the boy had a gift of evoking inside her the kind of feelings she hadn’t felt ever since the time she was in love with Peter. She grasped his butt and stared into his eyes, so much alike to his sister’s ones. “Don’t stop, Zack, you’re gonna make me cum!” she screamed, bucking up against him as his cock went in and out of her tight grip in an almost inhuman speed. It was then that Hannah felt the heat within her building up to what would surely be a huge climax.

I’ll be damned, I’m gonna cum before him after all, Hannah chuckled as a particularly hard thrust from Zack’s hips tipped her over the edge and the shockwaves started spreading all over her body. The loud moan that accompanied her orgasm made the blonde worry that Taylor would hear it in the other room, she and Zack would have a lot to explain if she caught them in the act. “Zaaaaaaaaack!”

Zack felt her walls contracting around his shaft and he knew right there that his mission had been accomplished. He had to make a giant effort to not release on the spot, slowing down his thrusts into her delicious pussy. What he didn’t expect, though, was that his body would choose that exact moment to demand the price for all the extra effort he made. As soon as he heard Hannah screaming his name, he withdrew from her and collapsed beside her on the bed.

“Oh, man…” Zack mumbled, breathless.

“Fucking hell, Zack, that was quite the orgasm, thanks!” A sweaty Hannah turned to look at him, her blue eyes quickly locking on his still rampant cock, shiny with her juices. “You didn’t cum? You poor guy!”

Zack shook his head in response, still trying to pull himself together and regain at least a small portion of his strength as his heart threatened to burst out of his chest.

Hannah grinned and wrapped his hand around his drenched shaft, stroking it a couple of times. “Hmm, I wonder how we can remedy that,” she said with a lazy grin.

Zachary turned his head to her only to have her lean down and deposit a brief kiss on his lips. “Don’t worry, Zackie, Hannah’s going to make sure you feel every bit as good as you made her.” That said, Hannah swung her legs over his body and straddled his crotch. Zack’s eyes widened at the sight of her big tits looming over him, causing his cock to throb against her slit.

She grinned down at him while grasping his dick and positioning it at her entrance once more. “I’d never forgive myself if I didn’t ride this thing at least once,” she said. “So get ready down there, Zachary.”

Zack managed to lift his hands, placing them on her waist as she rubbed the tip of his erection on her labia before allowing herself to sink down on his mighty cock one more time. She whimpered at the feeling of being stretched by him again, so much that she waited a few seconds before starting to move.

Looking up, Zack marveled at the vision above him, blonde hair cascading around her face and boobs bouncing freely, Hannah looked every bit like an ancient Greek goddess. Hannah is Aphrodite, it all makes sense now.

Hannah smiled at the look of adoration on his face. When did he become so handsome? she asked herself while riding his throbbing member even harder. “Yesss! So good, Zack!”

Emboldened, Zack tightened his grip on her waist and began to slowly meet her hips halfway, his cock going deep inside her. “You’re so sexy, Hannah, c’mon, ride my cock!” He told her as his hands snaked around her body to grab her toned ass. Her eyes narrowing with lust, Hannah planted her hands on his chest and began to really ride him in earnest. Zack dug his fingers on the smooth skin of her butt as he started feeling the signals that his own release was near. He tried his best to postpone it, though, wanting to see if he could make Hannah go off a second time. “A bad girl, indeed.” Zack grinned as he delivered a light swat on Hannah’s ass.

The blonde girl shuddered, moaning at the treatment. “And he spanks me again,” she smirked down at him. “Do it again!”

And Zack obeyed, the sound of the second slap resounding through the room.

“Ah, again!” Hannah pleaded, throwing her head back.

Zachary couldn’t help but compare her to Lisa and Bianca, the only girls he had ever fucked. His ex-girlfriend, Lisa, almost bit his head off when he tried to spank her, but Hannah was a different story altogether. The older girl soaked in sex, and it seemed the smacks he gave her were only adding to the pleasure she was feeling at that moment. With a small part of his strength recovered, Zack raised his head and captured Hannah’s left nipple into his mouth, sucking hard at it. That made her hands wrap around his head to pull him closer to her body.

“That’s it, Zachary, lick my tits,” the older girl pleaded, lost in pleasure. “Oh, fuck!”

When she lightly bit his earlobe, Zack shuddered, knowing that his time had come. “Damn, Hannah, I’m gonna cum!” He announced, holding the blonde to him even tighter. “I’m gonna fill you up!”

“Then do it, Zacky!” Hannah retorted, kissing his neck. “Cum inside me, I want it all in me!”

With a final roar, he felt a powerful jolt of pleasure go through his cock and his release started spewing out. However, just as he started spurting into her snug depths, the fingers of his right hand unwittingly brushed over her tightly closed anus, the sudden stimulation setting Hannah off as well. And that’s how the younger Bishop and the older Woodsen achieved a powerful mutual orgasm, his cock filling her up with his hot white cum as her walls contracted around him. It was a body-wracking experience, shockwaves spreading to every part of their bodies. In the end, Zack collapsed again on the bed, bringing Hannah down with him. Almost a full minute passed with only silence going between the two of them, their heavy breathing doing all the talking. Finally, Hannah rolled off him, his softening penis slipping out of her pussy. She lied on her front and stared at him with a wicked grin.

The blonde then started laughing all of a sudden. “My God, we’ve ruined the covers!”

Zack chuckled. “Looks like it,” he managed to say. “Well, the Wynwicks probably have anticipated a few guests will use the guest cottages for some fun.”

Hannah nodded and then laughed. “Hell, look at us, we’ve just had an awesome orgasm and the first thing we do is talk about the ruined covers.”

Zack laughed with her. “You’re right,” he said, a brief silence coming up before he opened his mouth again. “This was the single most amazing moment of my life, I can’t thank you enough, Hannah,” he turned to her and stared into her baby-blue orbs.

“Shush, no need to thank me for something we’ve both enjoyed,” Hannah retorted. “As a matter of fact, I think I may ask Taylor to lend you to me from time to time, what do you think?”

A panicked look crossed over Zack’s face at the mention of his sister. “Fuck, Taylor’s gonna skin me alive for this!”

Hannah laughed at his reaction. “I won’t tell her if you don’t,” she said, kissing his shoulder. “Tell you what, let’s not talk about this now. We can just lie here and take a nap.”

“That sounds great,” Zack smiled. “I don’t think I can feel my legs right now.”

“Let’s do it then, my little Zacky,” Hannah briefly pinched his cheek before snuggling up to him.

Zachary took a deep breath, not quite fully realizing yet that one of his greatest dreams had come true in the most spectacular way. He then smiled and wrapped an arm around Hannah’s shoulders. He started stroking her hair with all the gentleness he could muster, her warm naked body pressed against his. However, he was so spent that his dick refused to be disturbed in its slumber. Soon enough, Hannah’s breath slowed down, meaning she had fallen asleep as well.

Not Zack, though. He stared at the ceiling, a million thoughts seeping into his brain, when all of a sudden, his eyes widened in alarm.

“Oh, my God, Chloe!”

---

After speaking to her parents, Chloe went back to the guest cottage and since Zack wasn’t waiting for her at the entrance, she tried the door and found it open. Getting inside, the redhead found no one, though. Raising a confused eyebrow, she curiously looked around.

Where’s Zack?

A loud moan startled the young woman, causing her clear-blue eyes to widen as she froze on the spot. A few moments after that, one of the doors opened up.

Taylor left the room where she and Peter had just had sex in, wearing a black robe she found in the bathroom, after she heard the noise of the front door opening. What the 21-year-old brunette didn’t expect was to find her little brother’s best friend in the living room.

“Chloe?” she raised a confused eyebrow. “What are you doing here?”

The redhead’s eyes were wide in shock after the moan she heard, so she got startled again when Taylor made her appearance. “Taylor?”

The older girl frowned, making her way to Chloe. “What’s wrong? Where’s Zack, wasn’t he with you?”

“I…I don’t know,” Chloe stammered as the scare slowly subsided. “He asked me to hang out here in the other bedroom to not disturb you guys, then I went to the Lodge to warn my parents, but when I came back, he wasn’t here anymore.”

Hannah took him back to the party? Taylor wondered. It wasn’t possible, Hannah said she left Zack with Chloe because he seemed to have taken a deeper interest in the redhead who was his oldest and best friend. It doesn’t make any sense.

Suddenly, another loud moan coming from the other bedroom made the two girls jump. “What the fuck?” Taylor demanded, everything clicking in her mind. "Why did you do that for, Hannah? I've basically pleaded for you to not do my brother," she mumbled, frowning as she rubbed her forehead.

"Taylor?" Chloe looked at her curiously.

"Nothing," the brunette smiled. "So, Hannah **** Zack to kinda ditch you."

The redhead shrugged. "We were gonna hang out a little and then probably go back to the party. I think it's good for him," she replied, unaware of Zack's earlier thoughts about her.

"No, it's not, she's just leading him on," Taylor said, leaning against the threshold as she looked at her brother's best friend. "If you don't mind me asking, what's with this dress, Chloe? You never liked dressing up."

Chloe bit her bottom lip in uncertainty at first, but then she figured there wasn't any harm telling Taylor, the brunette had been like a surrogate older sister growing up, so if there was someone she trusted after Zack, it was his sister. "Well…," she started and then proceeded to tell Taylor all about her anxiety of being possibly the only girl at school to never even have kissed a boy in her senior year and how she wanted to find a boyfriend and experience things before she went to college.

Taylor smiled at the girl she also considered her surrogate little sister, it would have been so cool if Chloe could have experienced those things with Zack, but it seemed her brother was always stuck in his crushes; even on the day he finally noticed his best friend, Hannah was there to remember him. She wished there was a way she could help Chloe. Well, there is, her mind suggested, creating a picture. No, it was too fucked up, she pondered, but this was Chloe, and she could really help. Taylor bit her lower lip for a few seconds. Peter, you better kiss the ground I walk on after this.

Taylor smiled at her brother's best friend. "Wait a sec," she told a confused Chloe before turning to the bedroom door and pushing it slightly open. Peter was sitting against the headboard, apparently waiting for her to come back. "Pete, go and sit down on the edge of the bed and close your eyes," she told him from the door.

"What? Why, Tay?" her boyfriend inquired.

"Just do it," she urged him.

Taylor then walked over to Chloe and placed her hands on the girl's shoulders. "Chloe, I can help you get at least the experience, but you have to promise me you won't freak out."

The redhead frowned, wondering where the older girl was going with that. "Taylor? What are you talking about?"

"Please, promise."

"You're not making any sense."

"Chloe, promise me."

Chloe groaned. "Alright, alright, I promise."

Taylor smiled. "Good," that said, she went behind the younger girl and gently pushed her, making her walk to the door. When she had a clear view of the bedroom, Chloe's blue eyes almost bulged out of her skull at the sight of a naked Peter sitting on the bed, his dick standing up proudly on his lap, the first erect one she was seeing live, and it belonged to the guy she had nurtured a small crush back in her early teens. It lasted for a second before fear took over her body and she tried to turn, but Taylor held her firmly and leaned to her ear. "You don't have to do anything if you don't want to, but if you want to get some experience, Peter is there for you. I wanna do this for you, Chloe, as your surrogate big sister, what do you say?"