anal sex with my girlfriend's mom

My girlfriend Emily had called at noon. She was away for the weekend with her little sister.

“Hey, babe … Can you do me a huge favor?” Then a sigh. “My mom’s laptop has, like, the worst virus ever. She’s freaking out. I tried talking her through it, but you know her. She needs someone to click the buttons for her.”

“Of course, I’ll help her,” I said.

“Love you, Alex. You’re a lifesaver.”

“Love you too,” I said and hung up.

I had a full twenty minutes to stew about it on the drive to Laura’s house. I thought about my sex life with Emily, and how I badly wanted to have anal sex, but she never let me … Not even a pinky.

She’d said it so casually the first time, “Your dick’s too big, babe. It would split me in half.” She’d made it a running joke. Every time we got close, she’d reach down, squeeze me through my shorts. “Damn, are you packing a toy in there?” Always with a nervous laugh, always with her hand pulling away just when I needed it to linger and be guided to her ass.

Which meant all my cravings ended up rerouted, building and building without anywhere to go. Vaginal sex with her was okay, but she still complained about my size. And if I was being honest, I’d been thinking about Laura more and more. Emily’s mom, mid-forties, ex-flight attendant, with that sharp jaw and hair the same shade of sun-bleached blonde as her daughter’s but kept longer, usually long and loose. Her body was one hundred percent MILF: thick in all the places Emily was still rail-thin, huge natural tits, hips that flared out and a butt that was basically made for yoga pants or whatever the hell she wore to her Pilates class. Emily called it “genetic betrayal.” I called it impossible to stop thinking about, especially now that I’d seen it bouncing around their backyard pool.

By the time I pulled up, I’d talked myself into being “the good boyfriend.” I was here to help. I was not here to think about what Laura looked like under her clothes. Definitely not here to imagine how she would react if I offered to take her up on the one thing her daughter would never try.

Laura’s house was a two-story number in the hills, with a driveway covered in real flagstones and a mailbox shaped like a manatee. I rang the bell, expecting to wait, but Laura answered immediately, phone wedged under her chin. And she was dressed like usual, which meant her outfit was lethal: loose tank top, no bra (because you could see everything the moment she moved), black Nike shorts that barely covered her ass cheeks, bare feet, toenails painted red.

“Hold on a sec. Oh, it’s Alex!” she called to whoever was on the line, then waved me in with her free hand. “Come in, come in. Ignore the mess, I’m in the middle of a call.”

I followed her to the kitchen, where she was pacing in front of the sink, laughing about something I couldn’t quite make out. Her tank had slipped even lower under the weight of her boobs, and I spent way too long staring at the smooth plane of her chest, the tan lines, the soft swells that bounced every time she gestured. It was like she’d been engineered in a lab to fuck with my self-control.

She hung up with a sing-song “Buh-bye!” and finally turned to me, hands on her hips. “Hey, hotshot.”

“Hey, Laura.” I tried not to stare, but she gave me nothing to work with, just smiled and let me look.

She leaned back against the counter, the tank pulling tight across her chest, nipples pebbling under the fabric. “Can I get you something? Water? Coke? Do you want a White Claw?”

I said no, thanks, and she shrugged, reaching into the fridge for a can of La Croix. As she bent over, the shorts hiked up, giving me a perfect view of her ass: round and tight, like she spent all day doing squats and posing for Instagram. I tried not to stare, but she lingered, digging around in the crisper for way longer than any human needed to.

She popped the can and slid it across the counter. “So, apparently I have a computer virus? According to Emily?”

“Supposedly.” I took the laptop from the table and cracked it open. “What’s it doing?”

She pulled a chair right next to mine at the dining table and sat so close her bare thigh pressed against my shorts. She leaned in, voice dropping a notch. “I have been a bit naughty …” Her eyes locked on mine, and for the first time I noticed how blue they were, same as Emily’s. “I didn’t really call you over here for computer stuff.”

I froze. She reached up, tucking a strand of hair behind her ear, and gave me a tiny, nervous smile that didn’t match her usual confidence.

“Emily would kill me if she knew I was asking you this. She’s always saying how you’re so… honest. And I need an honest opinion.” She opened her laptop, pulled up a new tab, then navigated to a folder of pictures. “I’m getting back into dating. The apps, you know? But I can’t tell if my photos are, like, ‘hot mom’ or just ‘trying too hard.’ Can I show you?”

I nodded. Now it fully dawned on me why she wanted me here … And it excited me enough to make my cock stir. “Of course, show me.”

Grinning, she scrolled through some basic shots at first: Laura in her Pilates gear, Laura at a wine bar, Laura in a sundress at the beach. Her hair was down in every shot, the sunlight picking out golden streaks. But then she hesitated before clicking on the next photo. She glanced at me, her tongue flicking across her teeth, then clicked.

Bikini shot, poolside. Laura reclining on a lounger, breasts bursting from a neon blue top, hips stretched and legs bare and smooth. She looked older than Emily, obviously, but not in any way that made her less attractive. If anything, she looked more dangerous: confident, like she knew exactly what she was doing to any guy who scrolled past this pic.

“That’s my favorite, but I feel like it’s a little… much?” She twisted the computer toward me, almost like she was daring me to look longer.

“It’s not too much,” I said as I quickly noticed the effect it had on me. “It’s definitely… yeah, you look great.”

She smiled, pleased. “You’re blushing.” She leaned in. “Here’s the one Emily said not to use.” She clicked again.

It was another pool shot, but this time she was turned away from the camera, looking back over her shoulder. The bikini bottoms were borderline pornographic, showing almost her entire ass. Her skin was smooth, the tan lines sharp, and the curve of her hips and thighs was ridiculous. It made me think of anal sex. I bet she could take it in the ass. My dick twitched, and I tried to shift in my seat, but Laura noticed. She always noticed.

“Too slutty, right?” she asked, but she sounded hopeful.

“Honestly? It’s… I mean, you look amazing. Like, really amazing.”

She beamed then closed the laptop. “I’m glad you said that. It’s not like I can ask my daughter for honest feedback.” She put a hand on my thigh again, higher this time, almost at the hem of my shorts. “You’re not uncomfortable, are you?”

“No,” I said. Instead, I was feeling hot and bothered.

She left her hand there, gentle pressure then squeezed. “God, you’re tense.” She slid closer, now pressed hip to hip. “I hope Emily’s treating you right.”

I snorted. “Yeah. I guess.”

She looked at me, all pretense gone. “You don’t sound convinced.”

There was no way I was going to tell her about the anal sex stuff, but she must have seen something in my face. “It’s okay. You can talk to me.” She smiled, kind and a little sad. “I’ve been there. You know I was married for years? Trust me, I’ve seen all the ways a person can feel… neglected.”

I laughed, a little too bitterly. “It’s not that. Emily’s great. She just… doesn’t like to try new things.”

Laura arched an eyebrow. “Like what?”

I wanted to die. Instead, I mumbled, “She won’t let me do anal.”

Laura blinked, then let out a wild laugh. “That’s it? Oh, honey. That’s, like, half the reason I got divorced. My ex thought it was unnatural. I told him, ‘There’s no dick too big for anal, you just need the right attitude.’” She winked, a slow, deliberate thing that sent a bolt of heat straight to my crotch. “How big are we talking, anyway?”

I gaped at her, and she grinned. “Don’t be shy. Show me.”

I looked at her, certain she was joking. She wasn’t. She leaned back, crossing her arms under her chest, which only made her boobs look bigger. “I’m serious, Alex. I need to know if my daughter is just being a brat or if you’re actually, you know… challenging.”

I hesitated, but she kept her eyes locked on me, daring me. “Alright.” So I pulled the waistband of my shorts out, just enough to show the bulge underneath. Laura leaned in, peering down, and then whistled low.

“Wow, that’s not a rumor, is it?” She giggled, then reached out and ran her finger lightly along the shaft, over the fabric. “Emily was right. It’s like a fuckin’ cucumber.”

The touch sent electricity through my whole body. Laura didn’t pull away. If anything, she pressed harder, outlining the shape of my cock with her fingers.

She looked up at me, her face only inches from mine. “You know, you don’t have to accept a no from someone who can’t handle you,” she said. “If you want to know if it’s possible, I can show you. Safely, I promise.”

My brain was going sideways, but my dick was one hundred percent certain. “Yeah. I mean, yeah. If you want to.”

Laura grinned, triumphant. “Good answer. Follow me.”

She eagerly took me to her bedroom, which was tidy but lived-in: a king-size bed with a blue comforter, a wall of mirrors, candles on the nightstands. She pulled the shades closed, then turned to me and, with zero embarrassment, shimmied out of her tank top.

Her massive double D breasts spilled free, heavy and full with a natural teardrop shape. They hung slightly with weight but remained impressively perky for her age. Her areolas were large, rosy-pink, and her nipples were already stiff, begging to be touched and licked. Lower down, her belly was softly rounded, feminine and warm-looking.

She slid the shorts down, revealing a pair of lace panties that cut into her hips. She sat on the bed and beckoned me over.

I stripped off my shirt, then hesitated with my hands on my shorts. She saw and laughed, reaching out to tug them down herself. My cock sprang free, rock hard, and Laura’s eyes went wide.

“Wow,” she said, “you weren’t kidding.”

She got up and opened a drawer, pulling out a bottle of lube plus a handful of, Jesus, anal toys in different shapes and sizes.

She turned to me, eyes sparkling. “Most important thing is to go slow. Lube is your best friend.” She poured some onto her palm and started stroking my cock, slow and gentle, spreading the cool gel over every inch. It felt so fucking good I nearly came right there, but she squeezed the base and grinned. “Don’t you dare.”

Then she shucked off her panties, climbed onto the bed, and presented herself on all fours, looking back over her shoulder. Her ass was perfect: round, wide, dimples above each cheek. The hole was tight and pink and looked so delicious.

She guided my cock with her hand, lining up the head with her ass. “Lube up my ass.”

“Can I … lick it first?”

Laura’s eyes darkened with lust. “God yes, honey. Get in there.”

She stayed on all fours, reaching back to spread her plump cheeks. I dropped to my knees behind her, heart hammering. Her ass was even more perfect up close: smooth, round, and inviting.

Her cheeks were plush and soft, yet firm from years of Pilates. Her tight pink rosebud winked slightly as she spread herself wider, surrounded by smooth, pale skin with a light tan line framing her perfect ass.

I leaned in, dragging my tongue slowly up her warm crack. She moaned softly as I explored every inch, tasting her clean skin. When I reached her tight pink rosebud, I circled it with the flat of my tongue, then flicked the sensitive center.

“Fuck, Alex… just like that,” she said, pushing back against my face. I licked deeper, pressing my tongue against her puckered hole, enjoying the way it twitched under my attention. Laura’s moans grew louder, her hips rolling as I ate her ass with growing hunger.

After a few minutes she gasped, “Enough teasing. Lube me up, baby.”

I grabbed the bottle, pouring a generous amount over her glistening rosebud. I worked it in with two fingers, watching her tight ring stretch and relax around them. Laura pushed back greedily, fucking herself on my digits.

“Now give me that big cock.”

I stood, slicked my throbbing shaft with more lube, and pressed the fat head against her star. The sight was obscene:

my thick cock poised at her tiny hole. I pushed forward gently. Her asshole resisted at first, then the head popped inside with a wet sound.

Laura let out a long, throaty moan. “Ohhh fuck… so thick. Keep going, honey. I can take it.”

Inch by inch I sank into the incredible heat and tightness of her ass. She gripped the sheets, breathing through it until my hips finally pressed against her soft cheeks, buried to the hilt.

“See?” she panted, looking back with a wicked smile. “No dick is too big for anal.”

Laura’s asshole squeezed my cock with intense, rippling pressure. Every ridge and ripple of her inner walls massaged my cock as I held still, buried balls-deep in my girlfriend’s mother. The sight alone was filthy: her plump, pale ass cheeks spread wide around my thick shaft, the stretched pink ring hugging me so obscenely it looked almost painful. But Laura was moaning in pure pleasure.

“God, you’re stretching me so good,” she groaned, her voice husky. “I can feel every vein, every inch of that big dick splitting my ass open.”

The scent of her filled the room: warm skin and the faint musk of arousal and lube. It was intoxicating. I pulled back slowly, watching her hole cling to me, then pushed back in. Laura’s thick ass rippled with every thrust, the soft flesh jiggling as my hips met her cheeks.

“Harder, Alex,” she demanded, pushing back to meet me. “Don’t be gentle. Fuck your girlfriend’s mom’s ass like you’ve been dreaming about.”

The taboo hit me like a drug. This was Emily’s mom, and now she was on all fours, completely naked, taking every inch of the cock her own daughter refused. The wrongness made my balls tighten.

I grabbed her wide hips and started fucking her ass harder. The wet, obscene sounds of lube and flesh filled the bedroom, slap-slap-slap as my pelvis smacked against her juicy ass. Laura’s heavy tits swung beneath her hypnotically with every thrust, full and pendulous. Between her spread thighs, her pussy was visibly soaked: swollen, puffy lips glistening with arousal, her clit peeking out as I rubbed it.

She reached back with one hand, spreading herself wider so I could watch my cock disappear into her stretched hole.

“Fuck, look at that,” she panted. “Your girlfriend’s boyfriend balls-deep in my ass. She’d lose her mind if she saw how easily I’m taking you.”

I leaned over her, one hand on her shoulder, the other reaching around to rub her swollen clit. Her pussy was dripping, soaking my fingers. The dual stimulation made her clench even tighter around my cock. The heat, the pressure, the way her asshole pulsed and fluttered … it was overwhelming.

“You feel so fucking good,” I growled, pounding into her. “So much tighter than I imagined.”

Laura laughed breathlessly then moaned as I hit a particularly deep spot. “Because I know how to relax and take it. Emily’s still scared of a real man. But I love it. I love feeling my daughter’s boyfriend wreck my asshole.”

Her dirty talk pushed me closer to the edge. I straightened up, gripping her hips harder, watching the way her ass cheeks bounced and rippled with every brutal thrust. Sweat glistened on her lower back. Her rosebud was puffy and red now, stretched obscenely around my girth.

I felt her start to tremble. “I’m gonna come,” she gasped. “Don’t stop … fuck my ass!”

Her whole body tensed. Her asshole clamped down like a vice, pulsing rhythmically around my cock as she came hard. A gush of wetness ran down her thighs. The feeling was too much. I buried myself as deep as I could go, grinding against her soft cheeks.

With a deep groan I let go. My cock throbbed violently as I pumped rope after thick rope of hot cum deep into her rosebud. The sensation was incredible: her tight ring milking every last drop while I stayed buried inside her. Pulse after pulse, filling her until I could feel my own cum leaking out around my shaft.

We stayed locked together, panting. My cock twitched inside her flooded ass, the warmth of my load surrounding me. Laura’s hole fluttered weakly, squeezing out a creamy mix of lube and semen that ran down over her pussy.

She looked back at me over her shoulder, flushed and satisfied, a wicked little smile on her lips. “See? No dick is too big for anal. Especially not when it’s this fucking good.”

I stayed inside her a moment longer, enjoying the taboo view, my cock buried in Emily’s mom’s freshly creampied asshole, cum slowly dripping out. The guilt was already creeping in, but the afterglow made it impossible to care.

I slowly pulled out, enjoying the sight of her well-fucked asshole gaping slightly before clenching shut. Her creamy pussy lips were flushed dark pink and dripping, while thick white cum slowly oozed from her stretched asshole and ran down over her folds.

Gosh, this had been the best day of my life, and the fact that she wanted more, made it even better.

We collapsed together, sweating and shaky. Laura rolled over, tits heaving, and pulled me into a hug.

“I needed that,” she said, all satisfied and smug. “Hope I didn’t ruin you for my daughter.”

I laughed, dizzy. “I think you just set the bar.”

She patted my cheek. “You can keep a secret, right?”

I nodded. “Yeah.”

She smiled, closing her eyes. “Good. I’m going to need more computer help. A lot more.”

Thank you for reading! You can find many of my other stories on [PornReads](https://pornreads.com/).