Costumes Off [Halloween 2026]

Part 4 of 4

Evan Simmons groaned, his head tipping back against the brick wall behind him as a gorgeous blonde bobbed her head up and down the length of his thick cock. They were risking a lot doing this here, but neither one had been able to wait. They were around the back of Glassy Ike's in the secluded alleyway, on the other side of the building from where he had entered the bar with his teammates earlier in the night. This side of the building was barely lit, and it was a thin alleyway which, while it did have an opening out onto the sidewalk at one end of it, was obscured by a large truck that was parked in it.

Evan was damn grateful for whoever had parked that truck there, because it meant now that he was receiving an amazing blowjob from Rebecca Kraft, the hot blonde older cheerleader. She was still in her sexy cat costume, all she'd done was get down on her knees and unbutton Evan's pants. He was also damn grateful for his costume choice, it was really just a shirt, jacket, pants, and a mask. Nice and easy, especially when it came to ease of access for Becky to free his straining cock of its' fabric prison.

"Shit, you're good at this." Evan grunted, reaching out with one hand to thread his fingers through her long golden blonde locks, and she looked up at him with mischievous dark brown eyes, his cock still between her pretty lips. Damn, that was a hell of a view.

The gorgeous cheerleader wasn't one Evan had been a particularly big fan of, to be honest, but he was rapidly revising his opinion of Becky. It was cheerleaders like Daisy Holland, Ariel Barnes, or Vivian Nimmo that Evan had naturally gravitated towards, he loved the slutty girls. Becky, while she'd gone through a lot of boyfriends, had never really scratched that same itch that someone like Daisy did. But right now, in this dark alley with Becky's talented tongue sliding along his cock masterfully, he was kicking himself for not noticing just how incredible this blonde was.

She was quite noisy as she bobbed her head on his cock, lots of wet sucking noises and even some quick gagging noises, which Evan found ridiculously hot. She drew back suddenly, taking in a deep, desperate breath as she grinned up at Evan. "I'm glad you're enjoying." the hot 21 year old cheerleader told him with a giggle. "I've never had any complaints."

"Yeah, no surprise there." Evan exhaled, his cock twitching fiercely in the cool of the night. The poor guy missed the warm wetness of Becky's fantastic mouth, and Evan couldn't blame him. Becky smiled at it, then leaned in to give the tip of his cock a playful little lick, right at the tip.

"I have to admit..." Becky said, looking up at him. "I'm really curious what's under that mask."

Evan hesitated. He didn't think Becky would be too bothered by the reveal, he wasn't even sure she would recognize him, but he definitely didn't want to interrupt what was happening right now. That would really ruin this night.

"C'mon, pleaseeee?" Becky asked, looking up at him with big, hopeful brown doe eyes that Evan just couldn't resist.

"Alright, alright." Evan said with a sigh, and he reached up to grab the bottom of his hockey mask, sliding it up so that it was sitting on the top of his head, revealing his face.

Becky's eyes widened in surprise, and her mouth opened in amazement. "Evan?!"

"I didn't think you'd recognize me." Evan said with an uncertain grin.

"Oh, I recognize you." Becky said, shaking her head incredulously. "I had a class with Zoe in my senior year."

Evan winced at the mention of his elder sister. She was two years younger than Becky, but had always been a bit of an overachiever, it was no surprise to him that she'd been in a class with seniors in it while she herself was only a sophomore.

"Yeah, uh... me and some friends snuck into this party." Evan admitted.

"That other guy with you, he gave his name as Evan!" Becky recalled, laughing incredulously.

"Ugh, don't remind me." Evan groaned. "I wanted to smack him for that."

"Who is he actually?" Becky inquired, reaching up to brush some golden blonde hair behind her ear.

"Lucas Lake." Evan told her readily, and Becky laughed.

"Oh wow, I had no idea." Becky said, shaking her head.

"You're not... upset or anything, are you?" Evan asked worriedly.

"Upset? No, I'm not." Becky laughed. "Just a little surprised you made it past Elise, usually she's got a sixth sense for that kind of thing."

"Well..." Evan chucked, rubbing the back of his head. "A friend of mine is close with Elise, he got us all in, with her permission."

"Whoa, that guy must be close with Elise, she usually is a total hardass about that kind of thing." Becky said in amazement. "Who's the guy?"

"Jace Holland." Evan said. "He worked here over the summer, which is why he and Elise know each other."

"Oh, Daisy's little brother?" Becky gasped. "I heard from Yaz that- well, you probably don't want to talk about that."

She gave Evan a sheepish smile, then lifted her hand and wrapped her fingers around Evan's thick shaft, looking up at him with those dark brown eyes again as she leaned forwards, close enough that her breath tickled his cock.

"You're right about that." Evan grunted, and Becky giggled.

"Then no more talking." Becky smiled. "Just lean back and enjoy this."

Becky took his cock into her mouth, dragging a groan out of Evan as inch by inch, Becky's warm, wet mouth engulfed him again.

———

Jace Holland was having a fantastic night.

He had the sexy Dr. Esme Kennedy dancing up against him while she was wearing a skintight Black Widow jumpsuit, unzipped enough to show not just some incredible cleavage from her very large breasts, but the edges of a lacy red bra. She was absolutely stunning, and Jace found it hard to figure out where to look. Her tits were a very enticing option, but she was stunningly gorgeous too, and the sexy, hungry look in those gray eyes of hers was very hard to ignore.

"You know..." Esme said with a soft laugh. "Our costumes almost match. Black Widow with an archer just about works, though you're the wrong one."

"It almost works the other way too." Jace pointed out, grinning. "Green Arrow paired up with a gorgeous busty blonde who wears a lot of black."

"You flatterer." Esme said wryly, shaking her head in amusement. "I do have to say though, I'm very glad you snuck into this party. You've made this a very fun night. I almost didn't come out to this, but Lara dragged me out here."

Jace knew the Lara she meant, it had to be Lara DeWitt, the wealthy benefactor of a lot of town improvement projects and charities. Lara DeWitt worked closely with the Calloway family on that, Jace knew. He spent too much time at the Waynes' house not overhear information like that from Sophia Wayne. Jace had seen Lara's daughter Lauren around earlier dressed as a sexy French maid, but he hadn't seen Lara and he had no idea what Lauren had vanished to.

"Well, I'm very glad she made you." Jace smiled. "I'm having a great night, too."

"My my, who knew my favorite patient was such a charmer?" Esme asked with a smirk. "You better be careful, or you're going to make a girl think you're scheming for something."

Jace chuckled, and he reached out to put his hands on Esme's curvaceous hips, tugging her close. The sexy doctor came willingly, wrapping her arms around Jace's neck as she looked up at him with those sexy gray eyes.

"Who says I'm not? Besides, it's not hard telling the truth. My favorite doctor is fantastic." Jace replied with a shrug, unable to keep a grin from his face as he felt Esme's very large breasts pressing into his chest, her voluptuous body nestling up against him.

"Mmm." Esme said. "I'll have to be careful around you at your next appointment."

She gave him a teasing wink, but Jace was feeling a bit bold tonight. Who wouldn't, with a woman like this in their arms?

"Or... you could be not so careful." Jace suggested, and Esme fluttered her eyelashes at him innocently.

"I'm not sure what you mean, Mr. Holland." Esme said, sounding mystified.

"I think you do, Dr. Kennedy." Jace replied, making Esme bite her lip.

"God, we should not be doing this." she laughed, dropping the feigned innocence. She didn't let go of him though, instead she looked up at him, like she was waiting for him to agree with her... or disagree.

"We shouldn't." Jace agreed, and for just a moment, Esme looked disappointed, but Jace wasn't finished yet. "But I want to."

Esme perked up again, licking her lips as she grinned at him. "You're going to get me into so much trouble." she laughed.

"That's the plan." Jace said with a hopeful smile.

"Is there somewhere around here we can go? You know this place better than I do." Esme asked him, and Jace saw the same urgency he felt reflected in her beautiful, intelligent eyes.

"Actually, I think I might know a place, just... give me a minute." Jace said. He was loath to remove himself from Esme's embrace, but he practically dashed to the bar, doing his very best to avoid running as he approached the Playboy bunny behind the bar.

"You owe me." Elise said by way of greeting.

"You don't even know what I'm going to ask!" Jace protested.

"Do you think I'm an idiot?" Elise asked incredulously.

"Definitely not. I think you're awesome and beautiful and-"

"And getting two weekends of free labor." Elise said, her lips curving into a wry grin.

"And getting two weekends of free labor." Jace agreed at once.

Elise reached under the bar, pulled out a keyring, and slid it across the wooden surface towards Jace. "Guest room, you hear me? I put up with a lot from you, but do not fuck that woman in my bed."

"I wouldn't do that." Jace argued, defensive.

"Just making sure." his old boss said, narrowing her eyes.

"You have nothing to worry about. I only fuck you in that bed." Jace said with a grin, and he was pleased to see surprise spread across Elise's pretty face, and for once, she didn't have an instant comeback as he scooped up the keyring and hustled back towards Esme.

"Mission successful?" she asked hopefully, and Jace jangled the keys demonstratively.

"Follow me, Doctor." Jace said, and Esme was grinning as she took his hand.

———

"What do you think?" a voice said over Ryan's shoulder, and he turned towards the now open bathroom door, revealing a woman framed in the light of the bathroom. The lights in the hotel room were dimmed, providing a little bit of atmosphere as Ryan, his head still obscured by the werewolf mask, gawked at the magnificent view in front of him.

Mona had shed her Artemis costume, and the goddess of the moon had shed her clothes to reveal an insanely sexy naked MILF. Her long, honey brown hair tumbled down her shoulders freely now, unrestricted by her golden circlet. Her medium-to-large breasts, a pair of fantastic C cups, were bare and beautiful, completely unharmed by the passing of time and still as perky as any girl Ryan had ever seen. Her nipples were hard and prominent, capping off her beautiful tits, but Ryan's gaze was already traveling south. Her stomach was hard and toned, showing off a hint of abs that she'd clearly worked for. Looking at her, it'd be impossible to guess she'd had a kid.

Ryan's gaze moved down even lower, to her bare pussy, the first one Ryan had ever seen in person, and it lived up to the hype. His cock was raging hard eyeing up this sexy older woman, and he drank in the entire view, his gaze moving down her long smooth legs, just as toned as her stomach. She had slim hips, but a nice curvy ass that she turned to the side to show off the shape of, biting her lip as she stared into the lupine eyes of the mask.

"You look incredible." Ryan groaned, reaching down to adjust his pants, as he had gotten way too erect down there, it was deeply uncomfortable.

"Is this where I say my line?" Mona grinned, teasing.

"What line?" Ryan asked, most of his blood rushing south. It was making it a little hard to think about anything other than Mona's delicious body.

"My, what a big cock you have." Mona said in a playful, girlish tone, and Ryan found himself laughing. The local celebrity MILF stalked forwards, and despite it being Ryan in the wolf costume, Mona was all she-wolf as she came up to him, reaching down to cup him through his jeans. Ryan groaned, his hips bucking into her hand as she smirked at him. She reached up with her other hand, cupping the bottom of the mask.

"I have a feeling why you're keeping this on, you know." Mona said softly, fixing her eyes on the eyes of the mask. "I think you're a bit younger than you were supposed to be to get into that party. And if that's your problem... you have nothing to worry about."

Ryan hesitated just for a second, before he reached up to pull off the mask. Mona bit her lip in anticipation as he did so, and she gave his cock an encouraging squeeze as he lifted it off his head and tossed it aside. Her hazel eyes widened, and she was breathing hard.

"Oh my God. You're Faith's son." Mona gasped. "Ryan."

"That's me." he admitted.

"Oh, this is so dirty." Mona giggled. "Your mom and I cheered together in high school, and now... oh, this is going to be fun."

"You're still into this?" Ryan asked, so relieved he could hardly believe it.

"You better believe it, stud." Mona grinned, and she tugged at his shirt. "Now, I think you're still wearing way too many clothes."

Ryan didn't think he'd ever undressed faster in his life. Mona watched from the bed eagerly as he did so, her legs spread, one hand between her legs as she watched. Ryan looked over after his shirt was off, and for just a moment, he admired the view before him, the insanely sexy Mona Dearden fingering herself. Ryan practically tore off his pants like it was a cartoon gag, and then he was kicking off his boxers.

Mona's eyes were fixed on him, specifically his hard cock, which was twitching under the scrutiny of her hazel gaze. "God, who knew you were so hung? They don't call you the Big Bad Wolf for nothing, huh?"

A burst of pride spread through his chest, and Ryan grinned. Mona pushed herself up off the bed, and she moved towards him eagerly. Her hand, the one with glistening fingers, reached down to wrap around his cock, and Ryan groaned as a woman touched his cock for the first time. He reached out blindly towards her, his arm slinking around her slim waist as he relished in the feeling of the MILF's talented hand.

"I know this is your first time, so I don't wanna tease you too much before we start." Mona murmured breathily in his ear. "I just had to touch it."

"I'm... ugh... sure not complaining." Ryan grunted, his cock pulsing against her palm.

"Uh huh." Mona nodded. "I can't imagine you would be... but I think I want this thing in me."

Ryan twitched wildly in her grasp, and Mona giggled, kissing his shoulder as she looked up at him. "I guess you're not opposed to that?"

"Hell no." Ryan burst, and Mona smiled.

"Then come fuck me, Mr. Wolf." Mona said teasingly, leading Ryan by the cock towards the bed. She only let go of him so that she could climb onto the bed, wiggling her curvy ass at him as she positioned herself on all fours. She looked back over her shoulder at him, a burning heat in her eyes as they looked down to his twitching dark cock. This view of Mona, with her ass shaking enticingly, both of her holes fully visible to his eyes... it was driving him crazy. He wasn't going to last long, he knew, but he was going to do his best to hold it together. He just had to.

Ryan came forwards, feeling distinctly like he was dreaming as he climbed onto the bed behind Mona, grabbing her by her slender hips. He squeezed her, feeling the warmth of her smooth, toned body beneath his hands, and as he lined up his cock with her pussy, he assured himself that he wasn't dreaming.

This was, however, a dream come true.

Ryan slid deep into Mona's hot, soaked pussy, making both wolf and cougar moan in unison.

———

Matt felt like he was drunk, dreaming, or both. Everything seemed fuzzy around him, except for one thing, a fucking sexy knockout clad in pink and leading him by the hand towards the bar. Matt was following Daphne very, very willingly. She didn't seem to care about anyone seeing them like that, and Matt sure didn't care either. Any thoughts of one of his friends recognizing him with Jace's aunt seemed distant and far away. Hell, he didn't even remember which of his friends he'd came with, it was like Daphne's kiss had been a drug.

He'd had a crush on Daphne Franklin for about as long as it was possible to have a crush, and this was nothing that he had ever expected. Even his hopes and fantasies felt pessimistic compared to what seemed like it was about to happen. Holy shit, was he going to fuck Daphne Franklin?

"Ah, Yaz. Excellent timing." Daphne said, flagging down the sexy devil bartender. Matt barely glanced at the bartender's extensive cleavage- OK, well, he glanced a bit, but he was much more preoccupied by Daphne's.

"Daphne, what can I do for you?" Yasmin asked, her eyes flicking towards Matt, then down at his hand joined with Daphne's. Her eyes widened, and she looked back towards Daphne with a surprised expression that she hastily tried to mask. Matt was deeply grateful that Daphne already knew who he was, because if not, the devil bartender would have blown it right there, pretty much.

"We're looking for somewhere private. I'm sure you or Elise are keeping track, what's available?" Daphne asked wryly.

"Um... are you sure-" Yasmin hesitated, looking to Matt, but then she cut herself off. "Other side of the bar. Storage closet that's usually full of Halloween decorations, but it's nice and empty right now. Should be, anyway."

"Thanks, Yaz. You're the best." Daphne said, beaming.

"You're insane." Matt gasped as Daphne led him away from the bar.

"Why?" she asked teasingly. "Worried about people knowing you're fucking me?"

"It was just so... casual." Matt said incredulously, shaking his head.

"Oh, Yaz and I understand each other. She knows who you are, doesn't she?" Daphne guessed. "She looked shocked."

"She doesn't know it's me, but she knows I'm one of Jace's friends." Matt admitted.

"Well, that'll be some fun gossip to deal with." Daphne winked.

"You're just fine with that?" Matt asked, amazed.

"Well, I've gossiped about most of my friends at some point or another." Daphne shrugged. "Turnabout's fair play."

They moved through the bar, slipping through the crowd to make it to the lonely door in the corner of the bar. It was slightly walled off by one of the tables, and it was an undecorated corner of the bar, probably to avoid people doing what Matt and Daphne were about to do. Daphne dropped Matt's hand to reach out and grab the doorhandle, and she turned it, opening the door. It revealed a pretty decent-sized storage closet, with shelves against the left wall, but Matt barely looked at the shelves. He was staring in some mixture of shock and horror at the sight before him.

Daphne let out a delighted gasp, then immediately clamped her hand over her mouth. Fortunately, neither participant of what was happening in that closet seemed to be in the right state of mind to hear. Kayla Roberts, her Cinderella costume on the floor, was getting fucked by John Barker. The high school football coach was standing up as he fucked her, with Kayla's long legs wrapped around him, her hands up and grasping onto the shelves for some semblance of support as Coach J pounded up into her. Kayla's breathless, erotic moans had Matt's cock twitching, admittedly, as did the incredible view of her large, teardrop shaped breasts bouncing wildly as she got thrust up into.

Kayla's Cinderella hair style had fallen apart, and her blonde hair was now loose and wildly disheveled. Her face was tipped towards the ceiling, eyes closed, her legs squeezing Coach J tighter as he fucked her hard. His hands were on her hips, cradling them with his big dark hands as he fucked the sexy chemistry teacher. Coach J was a big dude, and he seemed unfazed by supporting Kayla's weight as he slammed up into her over and over again, grunting with every thrust.

Daphne slowly closed the door, then looked at Matt with a huge grin. "I'm so proud of her. And also so, so horny right now. We need to find somewhere else. Now."

Matt's eyes widened. He opened his mouth to say something, anything, but Daphne cut him off.

"My car is in the parking lot. I drew the short straw and got made the DD, but now I'm pretty damn glad about that." Daphne said. "You think you can make that work?"

"For you? Absolutely." Matt blurted, and Daphne looked pleased.

"You really did have a crush on me, didn't you?" Daphne teased.

"Can you blame me?" Matt asked, shaking his head. "You're ridiculously sexy, it's not even fair to anyone else."

"My, my." Daphne shook her head, grinning. "Who knew I had such a big fan waiting in the wings? I think you've waited long enough, Matty."

She leaned in close to his ear, and Matt grunted as she whispered breathily into his ear, using one of the sultriest tones he'd ever heard escape her pretty lips.

"Come fuck me."

———

Esme pounced as soon as the door was unlocked. She'd pressed up against his back while he was trying to find the key, which did not help him work any faster. Her arms around his stomach and her big tits squashed against his back only distracted him further, but finally he did find the right key. The second that lock was undone, Jace turned to face Esme, and she leapt into his arms. Jace was not expecting it, but thankfully he didn't have much issue catching her. His hands clasped her by her big, round ass as she slammed her mouth against his, her legs wrapping tightly around him.

Jace staggered backwards against Elise's apartment door, and he took one hand off Esme's ass to reach down and turn the doorknob, but he put it back on her ass the very instant that he could, giving it a good squeeze. He and Esme kissed fiercely as he stepped backwards into the apartment, squeezing Esme's incredible ass as he walked. He'd been in Elise's apartment plenty of times, and he didn't struggle to walk towards her guest bedroom with Esme wrapped around him like she was. He did bump her against the door by accident, making her laugh her hot, husky laugh against his mouth.

"Eager, are we?" Esme teased.

"Of course I am." Jace huffed, making Esme laugh again. Jace opened the door to the guest bedroom and walked Esme inside, feeling his cock pressed firmly into her, her incredible body pressed to his in just about every possible way, but even this much contact just wasn't enough. Jace didn't just want to feel Esme, he wanted to be inside Esme. And he wanted it bad.

When Jace closed the bedroom door, Esme dropped down to the floor, and she held Jace's gaze as she took a few steps back, lifting her hands to the zipper of her Black Widow jumpsuit, dragging the offending zipper tantalizingly slowly down her body. More and more of her lacy red bra was slowly exposed as she dragged that damn zipper lower until finally she reached the bottom of the lace, where it gave way to the skin beneath it. The zipper kept going lower, revealing her flat, toned stomach, her navel, and then finally it stopped at the very hem of her lacy red panties. With a small, prideful smirk on her face, the sexy doctor gave a little shrugging motion, and the top half of the jumpsuit fell away. It slipped easily off her shoulders and fell to hang around her legs as she stood before Jace, topless. Her very large breasts looked incredible in that bra, which with the jumpsuit off was revealed to be sheer, meaning Jace could see her dark pink areolae and the pert, thick nipples capping them off.

"You're so sexy." Jace groaned, lifting his hands to the zipper of his Green Arrow top. He flipped back his hood before unzipping and shrugging off the pleather top, his eyes still fixed on Esme as she kicked off her heels and stepped barefoot down onto Elise's carpet. She brushed them aside with the side of her foot, and then she grasped the black fabric where it was bunched around her thick, enticing hips, and she slid it down her curves. It fell to the ground once it got past Esme's voluptuous hips, and she stepped out of it, clad only in her sheer lacy red lingerie.

Jace physically could not have torn his costume off any faster. The buckle of the quiver, the domino mask, the pants, the boots, the gloves, he tossed all of it to the floor as he surged forwards to catch Esme by her incredible hips and pull her into another sizzling kiss. The older woman moaned appreciatively into his mouth, having to lean up to kiss him more now that she'd stepped out of her heels. She gathered her hands around the back of his head, cradling it as she tugged him down lower so she could kiss him properly, arching her body up against him with all the familiarity of a woman who knew the effect that her own body could have on a man. And fuck if it didn't work. Jace squeezed Esme's hips as he pulled her bottom half flush into his, his hands sliding around to squeeze and grip at her now mostly bare bottom. He squeezed it tight enough that the swelling expanse of her bottom was bursting out through his fingers, too big to be contained. His cock throbbed angrily into Esme's stomach as she kissed him, her familiar scent clinging to his nose.

Her doctor's office always smelled like her, and it brought back strong nostalgia as the sexy doctor before him leaned backwards to give him an eager smile, her gray eyes burning with desire. Esme reached up behind her, and Jace's breath caught as she unclasped her bra. It was silent in the guest room as she lifted the offending article with one hand, tossing it dismissively aside as she bared her breasts to him. Dr. Esme Kennedy's tits were something of a legend to her horny teenaged patients, and Jace had had plenty of fantasies about his busty doctor. Seeing her breasts now in person was incredible. They were ample and heavy, gravity-defying in the best possible way. A low groan from Jace was the first noise to break the silence as he felt himself dragged towards Esme like she was a magnet and him a helpless... paper clip? Who gave a fuck what he was, he just couldn't stop himself from going to her.

He lowered his head to her breast, and as his mouth closed around one of her nipples, he wrapped his arms tight around Esme's curvaceous lower half and lifted her to give him easier access. Her legs wrapped familiarly around his waist, and she cradled his head to her bosom, panting and cooing as he suckled from her incredible tits.

"Ohhh, Jace. That feels amazing." Esme gasped raggedly, one of her hands clutching at the back of his head while her other ran through his messy blond hair, left an unruly mess from the hood he'd been wearing all night. Jace didn't need to speak, he was confident that Esme could feel just how much Jace was enjoying this from the angry pulsing against her, even despite the two layers of fabric between his cock and her pussy.

Jace wanted to fuck her badly, but when he'd seen these tits, his brain had just defaulted to sucking on them. Her nipples were too prominent not to, her tits were heavenly, and he made sure his lips and tongue gave them plenty of attention. In addition to his eager sucking of her thick nipples, he licked the sensitive areolae around them, peppering her with kisses and enjoying the goosebumps on her soft skin that he caused.

Jace adjusted his grip on Esme, and he tossed her to the bed when he simply couldn't take it anymore. His cock was hard as steel, he might very well rip through his cotton boxers if he didn't take them off right damn now. And so he did, shoving them down his legs and kicking them aside. Jace didn't look to see where they landed, he just kept his gaze on Esme. She'd landed on her back, and her tits were still bouncing from the impact when she leaned up on her elbows. Her gray eyes were fixed on his now bare cock, and Jace had to smile at the delighted look in his doctor's eyes.

"Is it weird if I say you took after your father?" Esme asked with a small, naughty smile.

"A little." Jace said with a grin, moving forwards to rub his hands along Esme's thighs, starting near her knees and sliding his hands upwards along the insides of her legs, his fingers headed to the lacy red fabric between him and the only thing that his animal brain wanted right now. Esme.

The lace of her panties was soft and inviting, but Jace practically ripped the damn things off of Esme, tugging them down her legs and tossing them carelessly aside as he knelt to lap at Esme's pussy. The blonde bombshell let out a loud, surprised moan, and her thighs squeezed around his head as his tongue slid into her.

"Oh, God..." Esme gasped, wriggling a little as Jace put every ounce of practice he'd ever had doing this to good use. Her thighs were draped across his shoulders, squeezing gently at both sides of his head as he licked and kissed her hot, wet entrance. It wasn't like she tasted sweet and delicious, but what was delicious was the extremely erotic moans that kept bursting free of her lips. Those were like music to his ears as he ate her pussy with everything he had, thanking every girl who'd ever had him do this to her, Skylar Wayne chief amongst them.

"Fuck, get off me." Esme finally gasped, and her hand in his hair moved to push his forehead away, and Jace lifted his head to see little tremors coursing through the blonde MILF, and from the flush to her cheeks and the rapid rising and falling of her chest, Jace had a feeling he'd done a pretty damn good job.

"Everything alright?" Jace grinned, already knowing the answer.

"So fucking good." Esme panted, spreading her legs wide. "I just really need you inside me, baby. Doctor's orders."

"Yes, ma'am." Jace said, a huge grin on his face as he moved forwards to fuck Esme Kennedy. He'd wanted her for so long, she'd been one of his biggest crushes since forever, and now his chin was glistening with her while she was naked and desperate for his cock. Best Halloween ever.

Jace put his hands on Esme's thighs, squeezing the soft skin as he moved his hips to align his cock with her entrance. His tip brushed against her, and he felt the same slickness that he'd tasted just moments earlier, and he rubbed his cock along her entrance, wetting his cock with the sexy doctor's arousal.

"Stop teasing me." Esme demanded. "Fuck me."

Those words made Jace's cock leap, and he never even paused to think before obeying. He pushed his hips forwards, sinking into Esme's warm, inviting pussy. Esme threw her head back and moaned, her blonde hair splayed across the sheets as Jace pushed forwards eagerly, feeling every inch of himself vanish between the good doctor's thighs, until finally his hips met hers, a groan escaping his own lips at the feeling of his cock throbbing inside Esme's warm, wet pussy.

"Fuck, you feel so good." Jace groaned, his hips bucking into her as he began to pump in and out of her. He quickly adopted a quick rhythm, all thoughts of taking it slow had absolutely fled the second his tip poked into her. She was just fucking irresistible.

"So do you!" Esme moaned, arching up to meet his thrusts. "You're so big, Jace, oh my god. It feels amazing."

She opened her eyes to look at him, and Jace was thunderstruck by how sexy she looked at that moment. Her blonde hair a splash of gold across the sheets, her gray eyes filled with both lust and ecstasy, her ample, generous tits bouncing every time he fucked her, the sexy expanse of her flat navel, the moans escaping her lips... she was so fucking sexy. Seeing her naked only affirmed his crush in every possible way, and seeing her with his cock buried inside her made all of that lust burn to higher heights.

Jace gave Esme's pussy no quarter, and he fucked her like this was his last night on Earth. The sound of bodies slapping together filled the room, an erotic, naughty soundtrack, often joined in by moans and gasps from one or both of them. Every time he pulled out of Esme even a little bit, he couldn't wait to slam back into her, and he did so with relish. The feeling of her pussy embracing his cock was like a drug, and he loved the euphoric look in her gray eyes.

Esme, panting, began to twitch and moan, and Jace's cock responded in kind, throbbing eagerly watching the older woman's orgasm begin. Esme gave a shudder of ecstasy, and her moans reached a new pitch and fervor as she arched up into him, her pussy clenching tight around his cock as she came on it.

"J-Jace!" Esme gasped, and her thighs squeezed tight around his waist, drawing him deeper into her as she rode out the waves of her pleasure.

"That was quick." Jace said with a grin once she came back down from her high.

Esme laughed softly. "Try not to look too pleased with yourself."

Jace chuckled, and Esme sat up, moving her lower half backwards while her front half leaned in to him. Regrettably, his cock slipped out of her as she leaned in and kissed him. Jace, despite his cock twitching in protest at exiting Esme, pulled Esme in for the kiss, and he wondered if she tasted herself on his lips as they kissed. Esme didn't seem to mind if she did, but when she drew back, she was looking at him hesitantly, then she glanced down at his cock.

"You alright?" Jace asked her, unsure.

"Oh, I'm better than alright." Esme said with a crooked grin. "I was just wondering if I had any hope of fitting you in my ass."

Jace must have looked as thunderstruck as he felt, because Esme giggled. "Is that something you'd be interested in?"

"It'd be a first for me." Jace admitted. "I'd definitely be interested though."

"Oh?" Esme asked, lifting an eyebrow. "I do rather like the idea of getting to be your first."

"I never once thought that you would be this naughty, Dr. Kennedy." Jace grinned, and Esme huffed, swatting at his chest as she shook her head.

"I'm not." Esme shook her head. "It's just... it's been a long time."

"Well, your ass is incredible, so if you want to try... I'm down." Jace said.

"Be gentle with me, alright?" Esme asked, looking up at Jace with those pretty gray eyes. "I'm not some pretty young twenty year old anymore."

Jace scoffed. "As if you're not still just as sexy."

Esme gave him a wry smile, but she seemed appreciative of the words as she got to her feet before turning around to climb onto the bed, wiggling her round bottom at him, looking back over her shoulder. "Do it quick before I lose my nerve."

"You don't have to if you're nervous." Jace tried to tell her, but Esme just shook her head.

"Oh, you don't have to worry about that." Esme insisted. "I definitely want this. You're just the biggest cock I've ever had back there."

"You're making it very hard not to feel like an egotistical asshole." Jace told Esme, and she laughed her sexy, husky laugh.

"Maybe you deserve to feel like a little bit of one tonight." Esme winked. "Besides, it fits your costume."

"My only costume right now is Doctor's Favorite Patient." Jace said.

"Look at that, you didn't even need to dress up." Esme teased. "Now, come fuck your doctor's ass."

"Right away, Dr. Kennedy." Jace said, and he climbed up onto the bed behind Esme, his hands moving to her hips for stability. He squeezed Esme's ample curves, then glanced back up towards her face. She was biting her lip, her gray eyes trained on his cock as he lined it up with her ass.

Resisting the urge to make some kind of doctor and prostate joke, Jace pushed his hips forwards, his cock brushing against Esme's back door. The voluptuous blonde gave a low moan, pushing her ass back to meet him. His tip pressed into her easily enough, but it took some doing to slide the rest of his length into her. Esme's shudders and moans almost stopped him, but at any point when he stopped, Esme would push her ass backwards, an unmistakable invitation. Still, Jace took it slow, seeing a couple of flashes of discomfort across the woman's face. They usually gave him pause, but Esme never seemed interested in stopping. It was very much thanks to Esme that Jace continued his descent into the tightest hole he'd ever been inside of.

Jace groaned as his cock gave a wild throb inside of Esme's tight asshole, and his hips bucked of their own accord, drawing a gasping moan from Esme.

"Shit, sorry." Jace panted.

"Sorry?" Esme asked, and she looked him in the eye, her disheveled blonde hair falling down and half obscuring her gorgeous face. "You haven't even started yet."

She gave him an encouraging nod, and Jace began to thrust properly into Esme's ass. His hips smacked against the pronounced round swell of Esme's ass, and he squeezed her hips to steady himself as he continued.

"You're so tight, Esme... shit." Jace groaned.

"Enjoy it." Esme moaned, panting as she pushed her ass backwards into his thrust eagerly. "You earned it, baby."

Jace drove his hips forwards hard, enjoying the guttural moan from Esme as he did. "Your ass feels fucking amazing."

"Then don't stop." Esme begged. She tossed her head backwards to get her shoulder-length blonde hair out of her face, and then she looked back at Jace and held his gaze as he fucked her asshole.

It only spurred Jace on more.

———

There were really only two options for what was going on tonight.

Option 1, and the more likely option, in Matt's estimation: he had died. Maybe he'd crashed his car when driving home from school, or got hit too hard at football practice. Could have even been a random lightning strike. Any of those three scenarios seemed more likely than the night he was having just being ordinary.

Option 2 was a little less likely, but he thought it was still plausible. Reincarnation was real, and in his last life, Matt must have been a saint of some variety. Maybe he'd died saving a kid's life, or carrying a dog out of a burning building. Maybe it was several kids and several dogs he rescued from a tragic fire.

Any and all of that sounded more likely than what was happening right now. Matt was having a kind of out of body experience during it, actually. It was that kind of incredible experience, but he probably needed to focus back in. This was the best moment of his life, after all. Little sad to peak so soon at just 18, but something like this was truly the peak of a life. Sure, the backseat of Daphne's Hyundai SUV wasn't the place he would have chosen, but who was he to look a gift horse in the mouth? After all, this was the Hyundai where Matt was getting the best titjob of his life. The location did not matter one bit, he would say yes to this happening anywhere. Even in a dimly lit car backseat, where he could only see by the light of a semi-nearby streetlight. Just enough light that he could see the sexy succubus before him, even if her face was cast in sultry shadow.

The passenger seat had been pushed all the way up, and Daphne was sitting between Matt's legs, her back against the front seat while she was looking up at Matt with those sexy, teasing dark blue eyes. Her insane tits were wrapped firmly around Matt's cock, and that was after Daphne had slobbered all over it to lube him up. That had been wild enough, sprawled back against the back row while Daphne sucked his soul out, but this was amazing.

"You all good there, Matty?" Daphne teased. "I think you went somewhere else for a little while."

"Nirvana?" Matt tried, making Daphne laugh. She'd shed 99% of her Sleeping Beauty costume, and it was mostly in a pile in the seat beside Matt, but her golden tiara still sat upon her head, framing her long blonde waves, and Matt thought it fit her perfectly.

"You still want more of these puppies?" Daphne asked, cradling her fat tits in her hands and looking up at Matt curiously. "Or are you feeling ready for the main event?"

Matt's cock twitched tremendously at the thought of being actually inside Daphne, and it caused his best friend's aunt to giggle. If Option 2 was indeed the truth, doing this to Jace's aunt was probably going to screw over Matt's next life, but selfishly, he didn't give a shit. He'd earned this carrying those puppies from that burning building, he'd made five whole trips into the building, determined not to leave a single one behind.

"You're drifting off again." Daphne said, snapping her fingers in front of his face a few times. "You're going to make a girl think her tits are boring."

"What?" Matt asked incredulously. "Boring?!"

"Yeah, you keep getting this distant look in your eye." Daphne pouted. "Do you not like my tits?"

She squeezed them deliberately around Matt's cock, lifting them up and down his shaft while Matt groaned. Daphne's own saliva smeared across the mountainous valley of her tits, and her tits glistening was more than enough to ground Matt back in reality. This was real. Somehow, impossibly... Daphne was real.

"I love your tits." Matt blurted. "But you're right... it's main event time."

"Oh, excellent." Daphne grinned. Daphne, with some measure of familiarity, pulled herself up off the floor of the car, and Matt groaned as Daphne made sure to rub her tight, toned backside against his cock.

"Oops. Clumsy me?" Daphne said, grinning as she wiggled her ass until Matt was basically hotdogging her.

"Are you asking me?" Matt blinked, his cock pulsing between Daphne's cheeks while the hot older blonde laughed.

"More like wondering if you'd believe me or not." Daphne said unabashedly. She turned again, draping one leg across Matt's lap as she positioned herself over him. Her hands placed on his shoulders, her pussy hovering above his cock, and her tits just about eye-level, while her head was bowed over slightly to avoid whacking it against the roof of the car. Her knees were placed at either side of his legs, and she had complete control over her altitude.

"This work for you?" Daphne murmured. Matt lifted his hands to grab Daphne's hips, and his hips practically jerked upwards of their own volition, but Daphne was too high for him to be able to reach her.

"Aww, you poor thing." Daphne said with big pouty lips. "Am I teasing you?"

She lowered herself just slightly, and Matt grunted as the folds of her pussy brushed against the very tip of his cock.

"Shit..." Matt grunted, and Daphne's giggles filled the car.

"Is something wrong?" Daphne asked with fake worry across her face. She scooted back just slightly, then lowered herself. She rose back up immediately, dragging her pussy up along the underside of his cock. It pulsed angrily against Daphne's entrance, but she just smirked.

"Holy shit, Daphne... you're killing me." Matt admitted, breathing raggedly.

"Little ol' me?" Daphne asked with a gasp, putting a hand to her chest. "I don't know what I could be doing to you. I'm just kneeling here. I could be doing anything, I could be stretching, or praying, or-"

Matt's hips bucked again, and Daphne's words cut off to another giggle. "Oh Matty, I'm really doing it for you, aren't I?"

"Of course you are." Matt groaned. "You're incredible."

"Aren't you sweet?" Daphne teased, and she gave him a peck on the cheek. It was so surprisingly chaste that when Daphne dropped down onto his cock, Matt was still surprised from the kiss on the cheek. His surprise quickly cut off into relief though, as Daphne finally ended his torment. Doing things slow didn't seem to be in Daphne Franklin's vocabulary, and she, in record time, was bouncing on his cock eagerly.

"Oh, fuck!" Matt exclaimed, tipping his head back in incredulous euphoria. Daphne's plump very large tits bounced freely as she rode him, her hips rolling as she drove herself up and down on his cock. Matt didn't have to do anything, Daphne was fucking herself on his cock and he was a very, very willing participant.

"Mmm. If I'd have known you had a cock that would feel this f-fucking good, I might not have waited so long." Daphne gasped, and despite the complete and utter familiarity with which Daphne was riding him, Matt still felt absurdly triumphant that he'd made Daphne trip up on her words from the feel of his cock. He was a horny teenager with a 28 year old bombshell blonde with big tan tits bouncing on his cock. He was feeling more than a little cocksure, but this was the time to feel like that if there ever was one.

Matt's hips bucked up into Daphne, eliciting a sexy moan from the blue-eyed blonde. She threw her head back, tiara slightly askew as it got her hair out of her face. Using her arms around his neck, she steadied herself as she got even more into riding him. She'd found her rhythm by now, and Matt loved every time he looked down to see his cock sliding in and out of Daphne.

"This is... fantastic." Matt panted. "You're so sexy."

"I know." Daphne exhaled, and she kissed him passionately. Matt groaned into the kiss, and he wrapped his arms around her torso, his arms going up and down with her as she never slowed her pace. Unfortunately for Matt, he wasn't anywhere near this used to intense sexual activity. He'd done it with a few girls, but Daphne blew them all out of the water in terms of both appearance and skill.

Bad enough she was Matt's lifelong crush, but the absolute mastery with which she was riding his cock had him throbbing needily inside her pussy, and from the way she kept giggling and moaning against his mouth, Matt had a feeling that she knew exactly how well she was doing. However, he still needed to warn her, and very urgently. He opened his mouth to do just that, but Daphne just nipped at his bottom lip and slammed her plump lips into his once more for another fiery kiss. His cock gave another traitorous pulse, and he felt that familiar tightening feeling, like a bowstring being drawn back before it inevitably fired.

Matt turned away from Daphne's lips, but she just attacked his jaw with them instead, peppering kisses down his jaw and to his neck, where she nipped at him while sucking, kissing, and licking eagerly.

"Fuck! I'm going to cum!" Matt burst out, relieved that he managed to tell Daphne in time, but instantly he realized that he had not done it in time. Like he'd spoken it into existence, he felt the point of no return hit.

"Fill me up." Daphne purred into the darkness, and Matt groaned as he did just that. He couldn't have stopped if he wanted to. What felt like one of the biggest loads of his life started spurting out in hot ropes, filling up Daphne's insides as Matt's fingers dug into the flesh of Daphne's hips, his knuckles turning white as he gripped her with everything he had. His cock just kept shooting, he couldn't make it stop, but it was one of the best orgasms of his entire life. Probably his best one ever.

Daphne, for her part, seemed to love it. Her moans reached a new pitch as Matt came inside her, and she squeezed him close, her tits pressing into him, hard nipples dragging against his muscled chest as she continued riding him for every last drop he had.

"You're incredible." Matt gasped, and a soft hum of agreement came from the older blonde's plump lips.

"Happy Halloween, Matty." she teased. "Now... you want me on my back, or on all fours?"