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"I'm excited about this weekend." Dylan told his girlfriend Katie. "I finally get to meet your mom!"
"I'm looking forward to it too." She replied. "My mom and I are really close. I think she'll like you."
Dylan was 33 and had been dating his 32 year old girlfriend Katie for just over eight months. Now they were basically living together. They met at the gym and the couple had hit it off immediately, both physically and emotionally. They got along well, made each other laugh, and the sex was incredible. They both also appreciated each other's open mindedness when it came to sex
"You must really like me if you're introducing me to your mom." Dylan joked.
"You're okay I guess." Katie shot back with a giggle. "It was actually her idea. She wants to meet the guy I've been sleeping with for the past eight months."
"You're kidding right?"
"Of course not. Babe, she's my mom. We talk about everything!"
"Yeah but... our sex life?"
"We talk about all sorts of stuff." Katie explained, wrapping her arms around his waist in a half-hug. "She's kind of a free spirit when it comes to sex. She's the one who taught me everything."
"Everything, huh?" Dylan asked, returning the hug and grabbing Katie's ass through her leggings.
Katie giggled as Dylan squeezed her buns.
"Yep! She always said that I could ask her anything and she'd be honest with me." Katie continued. "When I was dating my first boyfriend and I was still a virgin, I asked her for advice on how to give a blowjob. Rather than just explain it, she got two dildos from her collection, gave one to me, and walked me through the process."
"Holy shit!" Dylan exclaimed. He couldn't help but feel a stir of arousal at Katie's confession.
"That's what I'm saying, babe. She's awesome." Katie said. "She even let me keep the dildo. It was my first sex toy. I still have it, too."
Dylan squeezed Katie's ass again. Although he hadn't met Katie's mother, Heather, he had seen pictures of her on Katie's social media. Despite being in her fifties, she was still a beautiful woman with a stunning figure. The mental image of her showing Katie how to give a blowjob using a dildo had Dylan excited.
"So I should thank your mom for the fact that you do such a good job of giving me head?" Dylan teased.
"Honestly? She'd probably get a kick out of that." Katie said with a laugh. "My mom's a little bit of a perv sometimes."
"So that's where you get it from." Dylan added, slipping one hand inside of Katie's leggings and groping her bare ass cheek.
Katie smirked and put a hand on Dylan's crotch, feeling his bulge.
"Someone's excited." She noted with a sultry tone.
"You just told me that your first sex toy was one that your mom used before giving it to you." Dylan told her. "That's pretty naughty."
"Now who's the perv?" Katie giggled. "You better not be getting the hots for my mom!"
Dylan blushed as Katie squeezed his bulge.
"This cock is all yours, Katie." Dylan assured her. "If you take off your pants, I'll prove it."
Katie rolled her eyes as Dylan took his hand off of her butt and out of her leggings.
"You're the worst." She joked. "We need to finish packing."
Katie turned away from him and pulled down her leggings and panties enough to expose herself. She then bent forward slightly with her hands on her knees.
"Make it quick." She demanded.
Dylan smiled and pulled down his shorts and boxers, letting his seven inch erection spring free. He moved into position behind her. He rubbed the head of his dick along her slick labia.
"Would you rather I put it in your ass?"
"Pussy is fine for now." Katie answered. "We can do butt stuff later."
Dylan put his hands on her hips and looked down at her butthole as he slid his erection into her juicy snatch. Her natural lubricant allowed Dylan to thrust in and out easily.
"You're nice and wet!" Dylan said.
Katie giggled again.
"I guess I enjoyed reminiscing about learning how to suck a dick." She admitted. "And knowing how much my little story turned you on."
Dylan pumped his cock into her vagina even faster. He reached around with one hand and groped her breasts through her shirt.
"Oh yeah!" Katie cried out. "Give me that dick!"
Dylan moved his hand from her breasts down between her legs, rubbing her clit as he made love to her from behind. He continued staring at her butthole as his penis was sliding in and out of her soaking wet pussy.
"Where do you want me to shoot it?" Dylan asked. "On your back? Maybe your buttcrack?"
"Probably best... to just shoot it inside me, hon." Katie answered.
Katie whimpered in delight as she enjoyed being stuffed while simultaneously having her clit stimulated. Dylan sensed her body tensing as she climaxed. He pumped his hard cock into her soft cunt even harder.
"You got it!" Dylan said, as he gave her one last thrust and emptied his balls deep into her vagina.
"Oh that's a big load, babe! You must have been really horny."
"Yeah." Dylan muttered as he pulled out of his girlfriend.
Katie didn't miss a beat, paying no mind to the sticky mess between her legs. She simply pulled up her panties and leggings. Dylan chuckled.
"Just gonna leave that in there?"
"Yep! I'll clean it up later." Katie replied with a wink. "You know how much I enjoy a creampie. Plus we need to finish packing and get on the road."
Dylan shook his head and pulled his boxers and shorts back up, silently thrilled that his girlfriend was holding his cum inside of her crotch.
"Don't forget your swimsuit." Katie added. "Mom's got a pool and a hot tub."
Dylan made sure to add his swim trunks to his suitcase as the couple finished packing together.
***
An hour later, they arrived at Heather's house. They parked the car and retrieved their luggage.
"How's your pussy?" Dylan asked.
"Most of the creampie is in my panties now." Katie answered with a giggle. "It feels so good and so dirty."
The couple made their way to the front door. Katie rang the doorbell and a few moments later the door opened. They were greeted by Heather wearing only a purple bikini bottom and top.
"There's my Katie Bug!" Heather exclaimed, hugging her daughter.
"Wow mom. Just letting it all hang out, huh?" Katie teased in reference to her mother's bikini.
"Sweetie... I'm 53, I'm not dead." Heather retorted. "Besides, I'm proud of my body!"
"It doesn't bother me, but half your ass is hanging out of those bikini bottoms."
Dylan swallowed hard, trying not to ogle his girlfriend's mother. He also noticed the bikini top did a good job accentuating Heather's natural 36C breasts.
"I was getting some sun by the pool earlier." Heather added. "Sun's out, buns out!"
The girls laughed and hugged again. Heather then turned her attention to Dylan with a grin.
"And you must be Dylan. I've heard so much about you!"
Heather hugged him tightly, her breasts pressed against his chest before pulling away. Dylan couldn't help but blush.
"Hopefully you've heard good things." Dylan said.
"Of course!" Heather assured him. "Katie, you know where your old room is, but let's get you two settled."
Heather led the way inside and down the hallway. Dylan couldn't help but notice Heather's ass swaying back and forth in her bikini. They reached Katie's old bedroom with a queen-sized bed.
"Thanks mom." Katie said as she entered the room.
"And where should I sleep?" Dylan asked.
"Here in Katie's room of course." Heather answered bluntly. "I'm not dumb, Dylan. You've been dating my daughter for eight months. I assume you're sleeping with her by now."
Dylan blushed again.
"Now you two get settled and then join me in the kitchen for drinks."
Heather turned and walked away, leaving them alone. Dylan set his suitcase down as Katie crossed her arms and glared at him.
"Get a good look at my mom's ass?" She asked.
"Babe... I mean... I glanced at it. I'm a dude, that's what we do." He admitted. "It's a nice butt."
Katie rolled her eyes and laughed, clearly not bothered by the situation.
"You're right. She does have a great butt." She agreed. "Hopefully mine looks that good when I'm her age."
Dylan walked over and smacked Katie on the rear.
"You have a lovely ass, too." He told her.
"Damn right I do." Katie said with confidence. "And at the moment, a bit of a sloppy vagina. I should probably hop in the shower and clean myself up."
"You're going to make me face your mom by myself?!" Dylan exclaimed.
"It'll be fine. She doesn't bite." Katie quipped. "Don't let her intimidate you."
Dylan took a deep breath.
"I know, but she already called us out on sleeping together."
"Yeah, and she'll probably pry into that subject even more." Katie added. "But no need to be awkward about it. My mom is very open about those sorts of things. If she notices it bothering you, it'll only make her tease you about it even more. So... yes, we fuck. Own it and move on."
Dylan accepted her suggestion with a shrug as Katie took off her leggings and then her top, exposing her soft but supple 34B breasts. Next, Katie slowly pulled down her panties, strings of sticky semen connecting the underwear and her vagina from the earlier creampie.
"Very dirty panties!" Katie proudly declared with a giggle. "I love being a naughty little girl."
Katie stepped out if the underwear entirely and placed her cum-soaked panties on the bedside table. Darren couldn't help but look down at her creamy, messy crotch.
"That's a good look for you." He commented.
Katie rolled her eyes again.
"You love my pussy no matter what condition it's in."
"That's true." Dylan confirmed.
Katie gave him a quick kiss on the lips before turning and heading for the doorway. Dylan kept his eyes on his girlfriend's taut buttocks. When she reached the doorway she turned back to him.
"I'll try to make it a fast shower." She told him with a wink. "You go get yourself a drink and get to know my mom."
With that, Katie disappeared out of the room and into the guest bathroom. Dylan took another deep breath, took a final glance at Katie's filthy panties next to the bed, and then made his way to the kitchen. Once there, he saw Heather still sporting her purple bikini unapologetically.
"Dylan, there you are!" She said. "And where's that daughter of mine?"
"She's taking a shower. She wanted to freshen up."
"I see. Well I whipped up a pitcher of margaritas." Heather offered. "Would you like one?"
"Sure. Thanks."
Heather smiled and turned around, retrieving a pair of glasses from the cabinet. As she did, Dylan was treated to another full view of her backside. She turned back to him and started to fill the glasses with the cocktail. Just as she was finished, a rogue droplet of margarita dripped onto her chest. Dylan could hardly breathe as she nonchalantly scooped it up from the flesh of her cleavage and sucked it off of her fingertip. Heather then moved closer, setting one of the glasses in front of him.
They clinked their glasses together in a cheers and each took a sip.
"That's really good." Dylan said. "And strong."
"I enjoy a nice, stiff... drink." Heather replied, taking another sip. "So eight months. Katie's not the type to waste her time. She must really like you."
"I hope so. I'm quite fond of her."
"And the sex must be good too." She added. "Katie also wouldn't put up with anyone who didn't satisfy her needs. And I know she can be quite the firecracker in the bedroom."
Dylan took another sip of his margarita, trying to think of how to word his reply.
"Yes ma'am." He finally mustered. "Your daughter and I certainly have a lot of... fun... together."
Heather laughed at his response.
"Do you wear a condom when you fuck my daughter?"
Dylan practically choked on his cocktail when he heard the question.
"I... umm... I mean..."
"It's a yes or no question." Heather said. "Sex is a natural part of life. No need to be embarrassed by the topic. Boys have a penis. Girls have a vagina, among other holes. Sex is a normal activity. So... when you're having sex with my daughter, do you wear a condom?"
"No ma'am. We both prefer the way it feels without a condom."
Heather smiled and took a step closer to him.
"Interesting. I'm the same way." She told him. "When I've got a man having sex with me, I like to feel his satisfaction erupting inside of my body. Ya know?"
Dylan slowly sipped his margarita, trying his best to ignore the fact that he was getting aroused by the explicit conversation. He practically jumped out of his skin when he felt a hand on his back.
"What are you two chatting about?" Katie asked.
"Just getting to know each other a bit." Heather answered casually. "And look who's a hypocrite!"
Dylan looked at Katie and was shocked at her choice of attire: her black thong bikini swimsuit and matching top.
"If your buns are out then so are mine, mom!" Katie declared. "Now where's my drink?"
"I can pour you one." Heather told her. "Dylan, why don't you change into your swimsuit and I'll top off your margarita? Then we can move this party out to the hot tub."
"Uh... sure." Dylan said.
He made his way back to Katie's bedroom and closed the door. His heart was beating rapidly after the conversation with Heather. He tried to ignore how attractive his girlfriend's mother was.
Dylan took off his shorts and boxers and then sat on the edge of the bed, trying to let his arousal retreat. After a few moments, he grabbed his blue swim trunks from his suitcase and put them on. He took off his shirt and headed back to the kitchen.
Dylan grabbed his refilled cocktail and made his way out to the hot tub where Katie and Heather were giggling in the water.
"Welcome back, babe." Katie said with a grin. "I'm glad my mom didn't scare you off."
"Of course not." Dylan replied, pretending that his mind wasn't racing.
He eased into the warm water next to his girlfriend.
"So Dylan, has Katie told you much about me?"
Dylan immediately recalled the story of Katie's first dildo but shook his head no.
"Not too much." He answered. "But she did tell me that you two are close."
Heather smirked before taking a sip of her margarita.
"And she told me that you and her dad got divorced when she was 19." Dylan added.
"Yes, that's true." Heather confirmed. "He couldn't handle or understand all of my... needs. But it was for the best. Once it was just the two of us, Katie and I became even closer. It's wonderful to have such a strong connection with my daughter."
"That's nice. Family is important." Dylan agreed.
They each took a sip of their drinks, their inhibitions lowering further.
"Katie Bug, why don't you go get us what's left of the margarita pitcher?" Heather suggested.
"Okay mom!"
Katie stood up and slowly stepped out of the hot tub, basically flaunting her ass in front of them both in her thong bikini. Once out of the tub, she sauntered into the house to get the remainder of the margaritas.
"Doesn't she have the cutest little ass?" Heather asked.
Dylan was thankful for the alcohol putting him more at ease with Heather's invasive questions.
"It's a fantastic butt." He told her. "It's actually the first thing I noticed about her when we met at the gym."
"That's adorable."
"She was doing squats and I couldn't help but admire how amazing her butt looked." Dylan continued. "She saw me checking her out, introduced herself and then... here we are."
"Does she still enjoy anal?"
Despite the alcohol making him more comfortable, Dylan couldn't help but blush. His girlfriend's own mother was asking about her daughter's interest in anal penetration.
"Yes, it's a regular part of our routine." He answered.
"I'm happy to hear that!" Heather said. "Katie lost her virginity shortly after turning 18. The boy who took it liked to put his finger in her ass while they had sex. Ever since then, she's been fascinated with sticking various things in there. Her fingers... toys... and of course plenty of cocks. I guess she takes after me in that department."
Dylan took a sip of his drink. He couldn't believe that Heather had just admitted that she enjoyed being fucked in the ass.
Before the conversation could continue, Katie returned with the pitcher. She split the remaining margarita mixture between the three of them and then sat the pitcher aside.
"Did I miss anything?" Katie asked as she slid back into the hot tub.
"Nothing much, sweetie." Heather said. "Dylan was just telling me how much he appreciates your butt."
"Oh is that so? Dylan is definitely an ass man." Katie teased with a giggle. "Did he tell you he was checking out your butt earlier, mom?"
"What the hell, babe?!" Dylan exclaimed.
Katie and Heather cackled at Dylan's embarrassment.
"Relax." Katie told him. "She loves it when guys and girls check out her body."
Dylan sipped his drink nervously as he felt Katie's hand on his thigh.
"She's right. I'm flattered that you enjoyed the view of my derrière." Heather added. "Even though it's not as fit as my Katie Bug's little booty."
"Whatever mom." Katie said. "You know your ass is beautiful. That's why you chose that bikini. And your tits look great, too!"
"Thank you, sweetheart." Heather replied, looking down at her breasts. "I guess they aren't too saggy yet."
"Oh stop it." Katie continued. "You're still a total MILF, mom."
The girls laughed again. Heather turned to Dylan.
"Do you agree, Dylan? Am I a MILF?"
Dylan had no idea how to respond. He felt Katie's hand move between his legs under the water.
"His cock says yes!" Katie announced.
"What are you doing?!" Dylan exclaimed, squirming uncomfortably.
Katie giggled as she gently squeezed his aroused shaft through his swim trunks.
"I'm asking if you agree that my mom is a MILF."
Dylan took a deep breath as he looked at Heather, then down at her cleavage, noticing the warm droplets of water resting on her breasts.
"Yes." Dylan admitted. "Your mother is absolutely a MILF."
"My favorite part of that acronym..." Heather said. "... is the F."
Dylan's heart rate continued to go up as Heather and Katie both scooted closer to him from either side. Katie's hand gave Dylan's manhood another squeeze.
"I told you my mom and I are close, babe." Katie reminded him. "Very close. She taught me a lot more than just how to suck a cock. She taught me everything about pleasing men... and women."
Dylan shook his head in disbelief.
"Are you saying..."
"I'm saying..." Katie continued. "... do you want to fuck my mom?"
Dylan felt as Heather's hand joined Katie's between his legs.
"Oh you're right... he is excited!" Heather said.
"I can't believe this is happening." Dylan panted.
"Maybe we should move things inside." Katie suggested.
Heather released her grip on Dylan's bulge and stood up, turning around to climb out of the hot tub.
"There's that ass again." Katie teased. "Imagine pushing your face into that buttcrack, babe."
Heather playfully wiggled her amazing buttocks in front of Dylan's face before stepping out. Katie followed after, also teasing her boyfriend with her ass cheeks dangling from her thong bikini.
Once Dylan got out, they all dried off quickly and set their towels on the porch table.
"We might as well leave these wet swimsuits out here." Heather recommended.
Heather undid her bikini top and whisked it off, fully exposing her breasts and the hard nipples that adorned them. Katie followed her mother's lead. She then removed her thong and placed it on the table. Dylan was frozen in place as Heather turned away and lowered her bikini bottom, treating him to a full view of her mature, bare ass.
Katie smirked as her boyfriend stared at the tight, dark hole peeking out from between her mother's pale butt cheeks. Heather stepped out of the bikini and placed it next to Katie's thong. When Heather turned around, Dylan's eyes got another treat: now that she was naked, Dylan noticed Heather had a dark, thick patch of pubic hair above her vulva.
"I hope you aren't afraid of a little hair down there." Heather told him as she ran her fingers through it.
"Not at all." Dylan stated. "It's actually really sexy."
"Great." Heather added, continuing to play with her soft pubic hair. "I give the old girl a trim from time to time but mostly prefer to keep it fairly natural. I do keep my backside smooth though."
"Oh he knows!" Katie declared. "He was staring right at your bare ass when you took off your bikini."
Heather crossed her arms and smiled.
"I think it's your turn now, Dylan." She said. "Let's see that penis my daughter keeps telling me about!"
Dylan hesitated for a moment.
"Come on, babe. We're both naked." Katie insisted. "Now show my mom your cock!"
Dylan pushed down his swim trunks, revealing all seven inches of his excitement to the women.
"Mmm. Yummy." Heather noted, stepping closer and taking his erection in her palm. "You're a very healthy young man, Dylan."
As Heather fondled him, Dylan looked down at her breasts and then further down at her crotch.
"You can touch her, too." Katie informed him. "In fact you can do a lot more than just touch."
Dylan was too turned on to ask anymore questions. His hand found its way to her thicket of hair. He slid his fingers through her bush slowly before ultimately finding the moist love pocket between her legs.
"Right to the pussy." Heather said. "I can appreciate that."
Katie giggled as she watched her mother and boyfriend touch each other's private bits.
"I think it's time to head inside." Katie suggested. "It looks like you two are about ready to go at it."
Dylan pulled his hand away from Heather's snatch and inhaled her feminine scent from his fingers. Heather kept her hand wrapped around Dylan's throbbing cock and led him inside to the living room with Katie following behind them.
Heather released her hold on Dylan's manhood as he turned to Katie.
"Do you really want me to fuck your mom?"
"Absolutely!" Katie exclaimed. "My mom and I are a package deal. I figured this weekend visit would be a good opportunity to explain that. But we can discuss all the naughty details later. Right now I want to see you fuck her pussy raw."
"Speaking of pussy..." Heather added. "... why don't you come over here and show mommy that pretty pink slit of yours?"
Katie sauntered over to the couch and sat down, facing the other end of the couch with her back against one of the arm rests. She then spread her legs wide, presenting herself to her mother. Heather looked between Katie's legs and smiled.
"There's my precious girl." She commented. "You've always had such an inviting little twat, honey."
Heather climbed onto the couch, lowering her face to Katie's exposed crotch. She gave her daughter a quick sniff.
"Mmm you smell nice."
"Thanks. It tastes even better than it smells!"
Heather pursed her lips and began kissing up and down Katie's soft, feminine lips. Katie moaned in response to the attention she was receiving. She looked over at her boyfriend.
"Don't just stand there, babe." Katie said with a grin. "Go get behind my mom and stick that dick in her hairy cunt. You know you want to!"
Dylan couldn't argue with her logic. He got behind Heather and took in the view. Both of her holes were visible and beautiful. He teased her labia with the head of his cock before easing it into her vagina.
"Good boy." Heather moaned. "Don't be shy. Fill me up with your penis."
Heather resumed licking up and down Katie's crotch as Dylan pushed his entire length into Heather's cunt. He then placed a hand on each butt cheek, holding them apart so he could have a clear view of Heather's anus.
"You have a sexy butthole." Dylan said as he squeezed her buns and thrusted into her.
"Thank you." Heather told him. "You're welcome to play with it if you like."
Katie groped her own breasts as her mother ate her out. Dylan moved one hand closer to Heather's crack, his thumb finding the rim of her asshole and pressing against it.
"Fuck you're good at eating pussy, mom!"
"I'm good at lots of things, honey. As you've seen firsthand." Heather reminded her.
Heather's lips found Katie's clitoris as she slipped two fingers into her daughter's vagina. Dylan pushed the tip of his thumb inside of Heather's ass while his cock slid back and forth in her hairy cunt. He became more aroused with each thrust.
"Are you enjoying yourself, babe?" Katie snickered.
"You have no idea." Dylan answered.
"Oh I have an idea. I've explored those holes many times."
Dylan's cock throbbed at the mental image of his girlfriend playing with her mother's vagina.
"I love you, Katie." He panted. "I love you so much!"
"Awww. My first I love you... and it came while you were fucking my mom." Katie said with a delighted giggle. "I love you too!"
"You two make such a cute couple." Heather told them.
Katie pinched her own nipples as Heather's fingers probed her vagina. Dylan pumped his cock into Heather with ever increasing lust. Heather's sphincter gripped Dylan's thumb as she moaned.
"Fuck... yes... I'm about to cum." Heather whispered.
Katie was equally close, panting as her mother's fingers tickled her from the inside. They climaxed together. Katie looked into Dylan's eyes as her body shuddered in pleasure.
"Empty those balls, babe." She demanded. "Empty those balls inside of my mom!"
Dylan nodded in agreement. With his thumb in her butt, he slammed his cock home a few more times before succumbing to his own intense climax. Several generous spurts of semen shot deep into Heather's welcoming vagina.
"Fuck that felt good." Dylan stated.
He slowly retracted his penis, removing it from Heather's sloppy love hole. He then took his thumb out of her ass. Dylan gave Heather a hard slap on her bare buns before stepping aside.
"I can see why you like him, honey." Heather said with a giggle as she got to her feet.
"I told you he knows how to use his cock!" Katie added.
"Well mommy certainly approves."
Katie hopped off the couch and the three of them stood together naked and satisfied. Dylan was still attempting to process what exactly had just happened.
"I still have so many questions." He told them.
"We can discuss everything in more detail tomorrow." Heather replied. "For now... you two should get some rest. We still have the entire weekend ahead of us."
Heather hugged Katie and gave her a kiss on the lips.
"Goodnight, mom."
"Goodnight, dear."
Heather turned and pulled Dylan into a hug, also kissing him passionately. Dylan could taste Katie's fresh pussy juice on her lips.
"Goodnight." Dylan said.
"Night, sweetie. You and Katie get some sleep. There's plenty more fun to be had while you two are here."
"Yes ma'am."
Heather smiled at them and walked away toward her bedroom, happy to be full of fresh sperm. Dylan and Katie watched her naked butt cheeks go until she was out of view. Then they turned to each other.
"You did fantastic tonight, babe." Katie told him. "I'm really happy that you fucked my mom."
"I might not understand it at the moment..." Dylan replied. "... but I had fun!"
Dylan lifted his hand up and sniffed his thumb.
"And her butthole smells good." He added.
"You're such a perv!" Katie exclaimed with a grin. "I knew we made a good couple, but you'll fit in just fine with both me and my mom."
She took his hand and led him back to her bedroom. They didn't bother with any sleepwear, opting to climb under the covers together naked.
"I love you, Katie." Dylan said again.
"Love you too." She replied.
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