Skip to content This is part 2, if you’d like to read part 1, click here: Anal Sex With My Cousin
*****
After I’d fucked my cousin in the ass, we settled on the couch, controllers in hand, and I was still riding the post-orgasm high that made every match feel inconsequential. Hailey kept bumping my shoulder with hers, giggling whenever she landed a hit.
“You’re not even trying,” she complained after beating me three matches in a row.
“Just giving you a chance to feel good about yourself,” I said playfully.
The front door opened just as Hailey was about to retort. “Hi, I’m home.” Aunt Olivia had gotten back from work. And she stepped into the living room after having dumped her purse on the table, looking absolutely stunning. She stood tall in her business clothes, a pencil skirt that hugged her flaring hips and accentuated curves that were even sexier than Hailey’s. Her chestnut hair cascaded past her shoulders, framing her face where light makeup highlighted her mature beauty. She wore lipstick, mascara and a light blush to her cheeks, making them rosy and pure. The top buttons of her blouse were undone, showing off her impressive cleavage with a light sheen of sweat on top.
“Hi, Mom!” Hailey said eagerly, putting the controller down.
Olivia drew in a deep breath and exhaled. “Something smells wonderful in here.”
“Ryan helped me clean,” Hailey replied, looking at me with her round, shiny eyes.
Olivia’s eyes lit up as she surveyed the spotless living room. “I can see that! The place looks amazing. Good job, Ryan.”
“You’re welcome,” I said.
*****
During dinner, Aunt Olivia couldn’t stop praising us for cleaning the house. The three of us sat around the dining table, enjoying the steaks she’d prepared.
“Ryan, you’re such a sweetheart,” she said, leaning over to plant a kiss on my cheek. Her warm vanilla perfume lingered in my nostrils.
“You’re welcome,” I said, glad she appreciated the deed.
“So what have you two been up to all day?” she asked, after taking a bite from the juicy meat.
Before I could answer, Hailey jumped in. “Oh, just playing games. Ryan really enjoys putting things in tight spaces.”
I nearly choked on my water, shooting Hailey a warning glare.
“She means Tetris,” I said quickly. “And Super Smash Bros.”
“You must’ve done something else than playing games?” Olivia said, not catching the innuendo.
Hailey shrugged and added, “Well, Ryan did help me with a few … tricky positions.”
My heart stopped.
Olivia popped another bite of food into her mouth like nothing was wrong.
“Yoga,” I said immediately. “She means yoga. She wanted to practice flexibility.”
Olivia nodded, still oblivious. “That’s nice. It’s always good to stretch.”
Hailey smirked at me across the table. “I know … there’s no better feeling than being stretched.”
It would be a miracle if I managed to get out of here alive.
*****
After dinner and a shower, it was time for me to go to bed. I was just about to turn off the light when I heard raised voices from down the hall.
“Where did you find my lube, Hailey?” Olivia’s voice was stern but hushed.
“It was in your nightstand,” Hailey replied, sounding unrepentant. “I was looking for your vibrator.”
“For God’s sake, stop going through my things! Those toys are expensive. Next time, ask if you need something.”
Their voices faded as they moved further away from my door. I wasn’t surprised, judging by the way Hailey was behaving for the past days. I wondered what it was like when I wasn’t here. I tried not to think about it. At least, I’d fucked her ass earlier.
I tried to get some sleep, but about a couple of hours later, a new sound caught my attention. Faint at first, then growing more distinct … mature moaning.
I held my breath, listening. Olivia’s bedroom was next to mine, and the walls were indeed thin. The sounds of her pleasure made my cock stir back to life. I could hear the wet sounds of something sliding in and out, punctuated by her increasingly desperate moans. She was chasing an orgasm, probably with the help of one of her toys her daughter had been using.
My phone buzzed with a notification. A DM from Hailey, Mom’s masturbating 🤭
I rolled my eyes and put my phone down, determined to ignore both Hailey’s teasing and the arousing sounds coming through the wall. I needed sleep more than anything else. Turning over, I pulled the pillow over my head and eventually drifted off.
*****
The next morning, it was Saturday, and I woke to find a note from Olivia on the kitchen counter: Taking Hailey to the ranch for riding lessons. Back by noon. Help yourself to breakfast! – O
I enjoyed the quiet house, catching up on some reading and relaxing. True to her word, just before noon, I heard Olivia’s car pull into the driveway. Only her, though, no sign of Hailey.
“Ryan?” she called, entering through the front door. “I’ve bought some fresh lemonade. Would you like some?”
“Sure,” I said. I rose to my feet and walked into the kitchen. Olivia wore a mini skirt that showed off her long legs, paired with a simple white top that just had to lift her well-endowed breasts. As she reached into the upper cabinet for glasses, the skirt rode up, revealing the full, round globes of her ass. Fortunately, or unfortunately, depending on how you look at it, she wore panties and I couldn’t see any hints of a butt plug. I started to miss Hailey for some reason.
When she turned around, I quickly averted my gaze, but not quickly enough. A knowing smile played across her lips.
“Sit down,” she said, pouring two glasses of lemonade. “I wanted to talk to you about something.”
I arched an eyebrow as I took a seat at the kitchen island. She slid a glass toward me and leaned forward, her breasts pressing against the countertop, deepening the cleavage.
“Do you know what Hailey was doing with my lube?” she asked directly, eyes never leaving mine.
I swallowed hard, suddenly nervous. “I, uh—”
“She seemed very pleased with herself this morning,” Olivia continued, her smile widening. “And her cheeks were quite red. Almost like someone had been spanking her.”
My face burned. There was no point lying. She clearly knew something had happened. “Well, it’s a long story.”
“I got time, and I won’t pick her up till evening.”
I started from the beginning. “She found my browser history,” I admitted, staring into my lemonade. “She saw that I … that I like anal porn. She teased me about it for days.”
“And?”
“And yesterday, we made a bet on Smash Bros. I won, and the prize was … well, we had anal sex.” I braced myself for her anger or disgust.
Instead, Olivia nodded thoughtfully. “I see. Well, that explains my missing butt plug and anal lube.”
“You aren’t mad?”
“I’m not mad,” Olivia said, surprising me. “In fact, I understand completely.” She took a sip of her lemonade, her eyes never leaving mine. “I enjoy anal sex too. I’m just sorry Hailey teased you so mercilessly. She can be like that sometimes.”
I stared at her, unsure how to respond. “I’m fine.”
My aunt set down her glass and walked around the island until she was standing right next to me. “Well, since you like it so much,” she said in a lower voice, “I’d be happy to make up for my daughter’s behavior.”
I blinked. “What exactly are you suggesting?”
Olivia took my hand. “Come upstairs with me, and I’ll show you.”
My brain screamed that this was wrong on so many levels, but my body had other ideas. I followed her up the stairs to her bedroom, my cock already hardening.
Once inside, she closed the door and turned to face me. “Do you find me attractive, Ryan?”
“Very,” I admitted.
She smiled, pleased with my answer. “I saw you looking earlier.” Her fingers moved to the buttons of her blouse. “And many times before that.”
Slowly, deliberately, she began to undress in front of me. The blouse came off first, revealing a black bra that struggled to contain her full breasts. She unzipped her skirt next, letting it pool at her feet. Her matching black panties hugged the curves of her hips. Then she unhooked her bra.
And I popped a boner as her breasts spilled free. They were fuller than Hailey’s, with a natural sag that only enhanced their appeal. Her nipples were large and dark pink, already hard and pointing directly at me. They had a natural cleavage that I wanted to dive my face into, and her lips curved in a smile as I drooled at her boobs.
“Wow,” I said, my eyes traveling down her body. Unlike her daughter’s slender frame, Olivia had the curves of a mature woman: wide hips, thick thighs, and an ass that could warm my hands and cock for days.
She slid her panties down her legs, revealing a neatly trimmed patch of dark hair between her thighs. “One condition,” she said, her voice serious despite her nakedness. “Your mother can never know about this. Ever.”
“I promise,” I said quickly, knowing what was at stake. “This stays between us.”
“Great.” She approached me, and I could see the hunger in her eyes. “I have a confession,” she whispered, running her hands up my chest. “I get incredibly turned on by fulfilling young men’s fantasies. Especially when they’re as handsome as you.”
She pressed her body against mine, and I didn’t hold anything back. My hands went straight to her ass, gripping the soft flesh and squeezing. Then we kissed, closing our eyes and swirling our tongues together. Her mouth tasted like fresh mint, and her tongue felt like a soft stick of sweets.
She moaned into my mouth as my hands explored her curves. My cock kept pressing against the zipper, so hard it was a bit painful.
Noticing, Olivia broke the kiss and glanced down at the obvious bulge in my pants. “I won’t let you suffer as my playful daughter did to you,” she promised, helping me undress. “I’m much more direct about what I want.”
She unzipped my pants and then pulled down my underwear. She grabbed my cock and gave it two strokes before letting go.
Grabbing my cock, she led me to her king-sized bed and crawled onto all fours, presenting her full moon to me. “There’s lube in the nightstand,” she instructed. “The same one you two used yesterday.
I retrieved the bottle and poured a generous amount onto my fingers. I was so excited that I spilled it all over my fingers. Her asshole was darker and slightly looser than Hailey’s, but I worked the lube around the rim, sliding one finger in easily, feeling the tight ring that would soon massage my erection.
“That’s it,” she said. “Get me nice and wet.”
I added a second finger, amazed at how readily she accepted the penetration. She pushed back against my hand, clearly enjoying the sensation.
“Now let me get you ready,” she said, turning around.
She took my cock in her hand, stroking it a few times before lowering her mouth onto it. She took me deep into her throat, coating my shaft with saliva, her eyes never leaving mine. The sight of my cock disappearing between her lips was almost enough to make me come right on her face.
When she was satisfied that I was sufficiently lubricated, she turned around again, assuming her position on all fours. “Don’t hold back,” she told me. “I can take it.”
I positioned myself behind her, pressing the head of my cock against her lubed rosebud. With a steady push, I slid inside, amazed at how different it felt from Hailey. Where her daughter had been almost painfully tight, Olivia’s ass offered just the right amount of resistance: tight enough to feel amazing but relaxed enough to take me without discomfort.
“Oh, fuck,” I said as I bottomed out inside her on the first plunge. “This feels divine.”
“Better than my daughter?” she asked with a knowing smile over her shoulder.
“So much better,” I admitted, pulling out till only the head remained and then pushed right back inside, stretching her tight ring.
I established a rhythm, watching in awe as my cock disappeared into her ass over and over. Her cheeks jiggled with each thrust, the flesh rippling in the most hypnotic way. The sounds she made were deeper, more guttural than Hailey’s, the moans of a woman who knew exactly what pleased her.
“Harder,” she said, and I obliged, increasing my pace.
I gripped her hips tightly, pulling her back to meet each thrust. The wet sounds of our bodies meeting filled the room, along with our mingled moans. I gripped her hips and pulled her against me for each thrust. The smack was so satisfying, lube spilling over her globes and my pubic bone. She backed her wonderful ass against me. Then we found a rhythm, our flesh smacking for maximum pleasure.
“Did you fuck my daughter like this?” she asked, biting her bottom lip and moaning.
“Yeah … I did, hmm.”
“You wanna try another position?” she asked, backing her ass against my pubic bone, her ass swallowing every inch of my cock, her cheeks pressed against me.
“Sure,” I said, twitching inside her.
“Missionary,” Olivia suddenly suggested, her voice breathless with excitement. “I want to see your face while you fuck my ass.”
I slowly pulled out, letting the right ring squeeze my cock, which came out wet and slick with lube. She turned over onto her back, reaching for one of the plush pillows at the head of the bed. She tucked it beneath her hips, elevating her lower body to the perfect angle.
“Come here,” she said, spreading her legs wide, her hands reaching back to part her cheeks. “I want to watch you enjoy yourself.”
I positioned myself between her thighs. She helped me guide my cock to her puckered hole. Her dark eyes locked with mine as she pressed the head against her ass. “Go on, give it a little nudge.”
I followed her instruction and once again slipped into my aunt’s ass, pushing all the way in on the first stroke.
“God, Ryan,” she whispered, her legs wrapping around my waist.
I pulled out and yet again sank into her, inch by inch. I liked this angle a bit better. I got a perfect view of her soaked pussy, looking slightly swollen and flushed. I rubbed her a little, making her moan.
“Now fuck me properly.”
I began to thrust. The pillow beneath her hips provided the perfect elevation, allowing me to drive into her with increasing force. Her breasts swayed with each impact, and she squeezed them together, forming a mouth-watering cleavage.
There was so much eye candy. Her stretched asshole, her soaked pussy, her busty boobs and her beautiful face. All the while I kept penetrating her over and over again.
“Look at me,” she said, and I did. The intensity in her gaze was overwhelming. I saw only lust and desire. Her cheeks were so flushed the color reached her neck. I’d never seen her so horny in my life. This was nothing like the playful encounter with Hailey. This was raw, adult sex.
I picked up the pace, my hips slapping against the underside of her ass. The bed frame creaked beneath us, the headboard occasionally thumping against the wall as I drove into her with grunt after grunt.
“Yes, just like that,” she moaned, one hand reaching down to finger herself. “Don’t you dare stop.”
Her other hand reached around to cup my balls, squeezing gently as I continued to pound into her. I was about to climax hard. I was surprised that I’d lasted this long, but all good things eventually came to an end, and I was almost there.
“Gosh,” I grunted. Then she lifted her legs, placing them right onto my shoulders, forming her rear into the perfect heart-shape. I was about to lose it right there. I held onto her thighs for dear life as I kept having my way with her.
“Come inside me,” she said, her eyes half-lidded with pleasure. “I want to feel you come deep in my ass.”
Her words were all it took. With a final thrust, I buried myself to the hilt and came hard, pumping rope after rope of hot cum into her depths. The intensity of my orgasm made my vision blur at the edges, my entire body shuddering with release. For a moment, I kept my cock entrenched inside her, closing my eyes and enjoying the sensation of her intimate flesh against mine. I held onto her thighs and sighed in relief.
Olivia continued to finger her pussy, and seconds later, her back arched off the bed as she came, her ass clenching around my still-pulsing cock. The added pressure milked every last drop from me. It was like the cherry on top, and it felt even better than when I’d fucked her daughter.
Eventually, I opened my eyes and pulled out of her well-fucked asshole. It gaped open, glistening with cum and lube before closing and spilling all over her thighs. I reached for a towel, and I cleaned it for her.
“Good boy,” she said, in her post orgasmic glow.
I collapsed beside her, both of us breathing heavily. After a few minutes of catching our breath, Olivia rolled onto her side, propping herself up on one elbow to look at me. Her hair was tousled, her lips swollen from our kisses, and her skin flushed. “Did I make it up for you?” she asked.
I chuckled. “You sure did.”
“I’m glad … if she teases you again, I’ll have a talk with her. She might need a little spank or two.” She pressed her lips to my cheek. “Shower together?”
“Sure,” I said, knowing damn well that our adventure hadn’t ended yet.
The end.
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