Step-MILF's poolside lesson

There’s no polite way to say you’re obsessed with your stepmom’s ass. There’s definitely no way to make it sound less creepy when you’re nineteen and can’t go twenty minutes at home without thinking about it. I’d tried. The first week after Dad married Ava, I told myself it was just the shock of her looks, or the divorce weirdness, or maybe some Oedipal brain virus. By the end of sophomore year, it was clear: I was just another sex-obsessed loser, except the Pornhub search terms I used best matched the woman who picked me up from soccer practice.

Ava moved in two years ago and basically detonated every expectation I had of what a stepmom was supposed to be. She was in her forties, but you’d never guess it if you went by her body, perky yoga-tits, a flat stomach and an ass that turned heads. Dad bragged that she was a fitness nut, but her version of fitness was yoga in sports bras, jogging in the tightest shorts on Earth and “accidentally” buying thong swimwear two sizes too small. The only thing sharper than her body was her sense of humor, which always ran dirty if you listened close. She was the type who caught you looking, then winked or made a joke so filthy you pitched a tent.

It was Saturday morning and I was in the kitchen, eating a breakfast burrito and trying to ignore the hard-on I’d woken up with. Dad was already out for the day, working some weekend convention gig, so it was just me and my stepmom.

Ava padded in barefoot, dark hair loose and thick, wearing a black sports bra that lifted her big boobs, which made the cleavage deeper and yoga pants so tight it looked like they were painted on, not even baggy. The leggings rode high, wedging her ass into two perfect orbs, seam splitting the difference with all the subtlety of a magic marker. She did a calf stretch at the sink, bent her knee, then switched sides. I glanced, looked away, breathed and looked again. Ava bent further, reaching for the floor and touching her toes with straight legs, ass aimed straight at me.

“Always staring,” she said, not looking up.

“Sorry, what?”

She grinned at the tile. “You heard me. You’ve been staring at my butt since you were seventeen. I’m flattered, honestly. Your dad doesn’t even look anymore.” She straightened and winked, then twisted to reach for a glass from the cabinet, which naturally involved a full side-to-side shake.

I felt my face turn red and tried to cover it with a joke. “Yeah, it’s, uh, hard to miss. You’re like … a walking ad for yoga.”

She filled her glass and took a long drink, watching me over the rim, her high cheekbones reddening. She was hot, insanely so. She had a natural tan and a gorgeous face, wherever you looked, it was like a sexual treat. “You have no idea,” she said. “Maybe I’ll teach you sometime.”

I tried to focus on my breakfast, but she came over, hip-checking my elbow, close enough that the top of her ass grazed me. I was in mesh basketball shorts and zero underwear. She had to have felt my half-wood.

“Relax,” she whispered. “You’re a guy. You look. It’s fine, just don’t get caught staring too long or I’ll charge you rent.” She swatted my arm, laughed, and went off to the laundry room.

I just sat there, my heart thumping so loudly that I was sure the neighbor’s dog could hear. There was a hotness to Ava that went way beyond what you see online. It wasn’t just her looks, but how she talked, how she always seemed to know the exact moment you were thinking something filthy.

*****

Later that morning, she called me into the laundry room. “Jake, I need a hand with the washer, it’s stuck again.”

I wandered in, expecting to lift something heavy or reset a button. Instead, I got the sight of Ava bent all the way into the washing machine, legs spread and yoga pants stretched so thin you could read her tan lines. The waistband had slipped, revealing a bright red thong riding above her hips.

She grunted, twisting to reach a lost sock, and the move made her ass vibrate. I had to shift positions to keep my junk from doing the same.

“Can you grab my waist and pull me out?” she asked, voice muffled by towels. “I’m stuck.”

She wasn’t, not even close, but I played along, grabbing her at the hips, which meant direct contact with the meatiest part of her ass. She pushed herself back, grinding against my palms for a split second before I helped her upright.

She turned to face me, smiling with a lipstick-red flush to her cheeks. She caught my eyes flick down to her waistband, then to her boobs, then away.

“Really, Jake? Still hard?” She flicked her eyes down at my shorts and smirked.

“Sorry. It’s like … involuntary.”

“Boys,” she said with a giggle. “You know, back in college, I dated a guy who was obsessed with my ass. Like, literally wouldn’t touch me anywhere else.” She adjusted her waistband, giving me a longer look at the thong before snapping it back into place. “You ever wonder what it feels like?”

“All the time,” I said.

Her grin widened. “Pool this afternoon. You’re on sunscreen duty. And no peeping from your room.” She wagged a finger at me, then left, carrying a basket of towels.

*****

Upstairs, I tried to focus on my phone, but every time I closed my eyes, I saw her ass in my face, or the thong flash, or the way her voice dropped whenever she caught me looking. My phone was full of girls my age who posed in thongs and crop tops, but none of them had Ava’s proportions or her attitude. She was always one step ahead, always running the game.

*****

At three, she was out at the pool in a bikini that left nothing to the imagination, neon green, string, barely even a square inch of coverage. I brought out the bottle of sunscreen and tried not to stare, but the effect was direct and nuclear. She lay face down on a lounge chair, legs parted and one foot bobbing in the air. The fabric of her bottoms wedged so deep I wondered if she’d have to surgically remove it.

She didn’t look up, but patted the chair next to her. “C’mon, be a gentleman. Oil me up.”

I nearly tripped sitting down. She pulled her hair up, exposing the curve of her neck and shoulders. “Start at the top and work your way down.”

I pumped sunscreen into my palm, but my hands shook since I was a bit nervous. I started with her shoulders, and her skin was so warm and smooth I almost came right there. I worked down to her lower back, where she arched just enough to flex her glutes, then into her back, her ass inches away and gleaming with sweat.

“Don’t be shy,” she said. “You can touch. I know you want to.”

I let my hands drift to her hips, then to the bare skin above the bikini. She shivered. “That’s it,” she said. “A little firmer, hmm.”

I massaged the sides of her ass, then got bolder, working my way in. She spread her legs a little wider, and I let my thumbs ride the outside curve, careful not to be too obvious. The entire time my dick was throbbing against my shorts, straining so hard I thought it would tear free.

“You’re good at this,” Ava said. “Are you sure you haven’t done it before?”

I swallowed. “No. I mean, yes, I’m sure, never.”

She rolled over, bikini top untied, and let her breasts bounce free. “Do my front, too. Don’t worry, I’m not a prude.” She winked. “Unless you want me to be.”

My jaw dropped. It was the first time I’d seen her MILF breasts nude, shaped as two bells, slightly tan and topped with thick peachy nipples. She had a natural cleavage on top of it. She was a well-endowed woman. After ogling for a minute, I rubbed lotion onto her abs, her boobs and the insides of her thighs. She watched me the whole time, smiling when I lingered too long or went too low. Her peachy nipples hardened, and the bottoms of her bikini barely concealed anything. I could squeeze those breasts for the rest of my life.

She glanced down at my lap. “You’re about to poke a hole in those shorts, you know.”

I looked away, but she reached over and squeezed my thigh, thumb grazing the head of my cock through the fabric.

“It’s okay,” she whispered. “You want this ass, don’t you? Don’t lie.”

I couldn’t speak. I just nodded.

She sat up and put a hand on my chest, leaning in close enough for me to smell her perfume and sunscreen. “Your dad won’t touch it anymore. He’s always limp, needs dick pills to get a hard-on. But you … you’d do anything for it, wouldn’t you?”

I nodded again, barely breathing.

She kissed my cheek. “Maybe if you’re good, I’ll let you have it. But you have to earn it.”

“Really?”

She gave me a wink and nodded. “But you need to tone it down on your peeking. Your dad is going to catch you.”

“I—”

She cut me off. “Jake, I love that you’re obsessed. It makes me feel wanted, which is more than I can say for your dad lately. But you don’t have to sneak around. If you want it, you can just ask.”

She reached over, placed her hand on my thigh, and squeezed. “I know you watch a ton of ass porn. I’ve heard you. I know what you’re thinking about when you look at me.”

My face was on fire.

She moved her hand higher, almost to my crotch. “I like it too, you know. I love the feeling of being filled. But your dad refuses. Says it’s ‘gross.’ And he can barely keep an erection for vaginal penetration. If you want my ass, you can have it. But you have to promise, no more peeping, no more secrets and you never tell him ever, got it?”

I couldn’t speak. I just nodded, mouth open, so hard I was dizzy.

She smiled, “Bedroom … now.”

She stood, put on her yoga clothes and went inside, hips swaying for maximum effect. I followed her up the stairs, my brain totally short-circuiting, all the shame and guilt and need slamming together into one hot, unstoppable rush.

She pulled me into the bedroom the second the door was closed, her lips hitting mine hard, hands in my hair and then on my back, then under my shirt. And when I kissed her back, she moaned as if enjoying this more than anything else.

She walked me backward to her bed, then sat and tugged me down with her. The feeling of her tongue in my mouth, her hands moving fast and sure, was enough to make me forget that this was supposed to be impossible. But it was real, and she wanted it even more than I did. She made that clear in the way she went for my shorts, pulling them down to my knees, then stroking my hard cock, eyes never leaving mine.

“You’ve got a good one,” she whispered. “Thick and hard, perfect for what I want.” She twisted her fist at the head, making me buck, and grinned. “Don’t worry. I’ll go slow.”

She stripped off her sports bra, letting her bell-shaped breasts spill out. She pressed them against my chest, her skin so hot I shivered.

“Take off my pants,” she said, and leaned back on her elbows, watching me.

I tried to go slow, but my hands shook and I fumbled the waistband. She laughed, then lifted her hips, letting me peel the yoga pants and thong in one go. The sight of her bare ass, tanned, perfectly smooth, a thick juicy curve that rippled as she sat up, hit me like a punch. I’d imagined this a thousand times, but the reality was beyond anything a phone screen could show. Ava’s pussy was shaved, glistening, a pink slit hiding between tanned thighs so toned I felt weak just looking at them. But it was her asshole that drew my eye, perfectly puckered and a little darker.

She saw where I was looking and wiggled her hips. “I told you. You can have it, but you need to get me ready.”

I knelt between her legs, heart racing, not sure what to do, but determined to try.

“Start with your tongue,” she said. “Just like porn, but gentler. I want to feel it.”

I licked her pussy first, tasting her, getting used to the softness, the heat and the little shudders that ran through her thighs when I hit the right spot. She hummed and ran her fingers through my hair, pressing me closer to her pussy. When she was wet and moaning, she lifted her knees and told me, “Now, higher.”

I ran my tongue up, tracing the line to her rim. I kissed it, then circled the tip of my tongue around the dark ring, amazed at how soft and clean it was.

“Go on,” she said. “You want it, eat it.”

I pushed my tongue in, fucking her ass with it, and she gasped, clenching and grinding against my face.

“Good boy,” she whispered. “I love that. Now … lube.”

She fetched a small bottle from her nightstand, handed it to me and rolled onto her stomach, ass high in the air, face down. I poured lube onto my fingers, then spread her cheeks and rubbed it around her rim, slowly working the tip in.

“That’s it,” she said. “Just a finger, move it around. I need to loosen up.”

I slid one finger in, shocked by how tight and warm it felt. She pushed back, taking me deeper, then told me to add another. With two fingers, I could see her asshole stretching, her skin shiny with lube. She moaned louder, arching her back, and I realized she was fingering herself at the same time.

When she was ready, she turned over and pulled me down for another kiss, this one hungrier and wetter with plenty of tongue action. She reached down and guided my cock to her pussy, letting me slide in for a few strokes, just to get coated in her juices. My stepmom’s pussy felt snug, warm and incredibly wet. Then she pulled out and pressed my cock against her asshole.

“Now,” she whispered. “Go slow. Push when I say push. If I tell you to stop, you stop.”

I lined up and pressed the head in. It felt tight, like she was trying to keep me out, but with every push and every word of encouragement, she relaxed, just a little more and invited me inside her ass. I got the head in and she hissed, clutching the sheets.

“Easy,” she said. “Just let me adjust. God, you’re thick.”

I waited, barely able to hold back, until she gave a little nod. “Deeper, go on.”

I pushed in, an inch at a time, watching her ass stretch and swallow me. She was so tight I could feel every heartbeat and every flex. When I was halfway in, she started rocking back, fucking herself onto my cock, her moans getting wilder.

“God, I missed this,” she groaned. “Your dad never would. He’s afraid I’ll get ruined. But this … this is what I want.”

I slid all the way in, my hips pressed to her ass. She clenched and gasped, then started working her muscles, milking me, her body totally in control.

“Fuck me,” she begged. “I want you to stretch my ass, Jake. All of it.”

I started thrusting, slow at first, then faster as she loosened. Every time I pulled out, her rim gripped the shaft, clinging to it, then swallowed it back. The noises were obscene, wet and loud, but it just made me harder.

“Look at you,” she said over her shoulder. “Fucking your stepmom’s ass. You ever think you’d get to do that?”

I couldn’t answer. I was too lost in the heat, the squeeze and the sight of her thick ass bouncing with every thrust. I forgot about the taboo part, but it just made it so much sweeter.

She reached between her legs and rubbed her clit, moaning nonstop. “Don’t stop,” she said. “If you want to cum, do it inside. I want to feel you fill me up.”

I felt it building, unstoppable, like I was going to explode. I kept thrusting, seeing her gorgeous ass ripple and my cock disappearing and reappearing inside her asshole, again and again and again. I was in heaven, the ring tightening around my cock, making the friction so much sweeter. “Fuck, this feels good.”

“So you like my ass, don’t you?” she asked, twisting her neck to look at me.

“Oh, I love it,” I said as I buried myself to the hilt and pulled back, seeing the ring grip my cock before I plunged it right back in. She matched my thrusts, backing her ass against my erection. She was hungry for cock. I could easily tell by her moans and sighs. What a woman. I gripped her cheeks for dear life as I penetrated her rosebud again, feeling the orgasm approach.

“Gosh, Ava, I’m coming.”

“Give it to me, you horny stud!”

Ten more anal strokes, and I climaxed. The first jet of cum shot out of my cock, followed by several more as I buried myself to the hilt. I came so hard I saw stars, pumping into her ass until it leaked out around my cock. She milked every drop, rocking back and forth to maintain the friction. I sighed in relief and then slowly pulled out, seeing her asshole gape open with cum and lube before closing properly. She collapsed on the bed, dragging me with her.

We lay there, and she stroked my back and whispered, “Good boy … promise kept?”

I nodded.

She kissed me again, then grinned. “No more peeking, okay? If you want me, you come to me when we’re alone. Deal?”

“Deal,” I said, and realized I’d never want anything else again.