Skip to content This is part 3. If you want to read part 1, click here: Mom Teaches Daughter Blowjob or if you want to read part 2: Mom Teaches daughter Sex
Joly’s and my sex life had gotten so much better after the lessons. She could suck me like a pro now: deep, wet, and without gagging or crying. She didn’t get anxious anymore when we had sex either. I could fully thrust into her without hitting resistance. She stayed tight, snug, and warm, fitting me like she was made for me.
Weeks passed, and while everything between Joly and me was amazing, I couldn’t shake the feeling that something was missing. I missed the intimacy we’d shared with our mother. Sex with my mother had felt better than I anticipated, yet I didn’t want my sister to think I’d forgotten about her.
During dinners, we’d talk about our day while Mom sipped her wine and shared stories from her clients: husbands who couldn’t please their wives, women rediscovering their bodies, and couples reawakening their sex lives. Both of us loved to listen to her, and she reminded us to enjoy our youth, to explore lust while it burned hot. And we definitely did.
But still … I wanted more. Another lesson and another chance to cross that line again.
I just didn’t know how to ask, and I didn’t know what either.
Then one evening, I was lying on Joly’s bed with her, watching porn. The scene shifted. The guy started easing his cock into the actress’s ass, slow and steady, and we both went quiet.
Joly glanced at me, biting her lip. “What do you think of ass fucking?”
I looked back at her. “It looks hot.”
My little sister rolled onto her back. She was wearing a white top and a short skirt, her thighs parting slowly as she reached under the fabric.
“Are you trying to touch yourself there?” I asked, watching her hand move between her cheeks.
“I’m just curious,” she said with a laugh. “It’s kind of hard to get anything in.”
“Can I try?”
She nodded and lifted her skirt higher, exposing the soft curve of her ass. Her panties were already pulled aside, giving me a perfect view of her tight, untouched hole. I slid closer, placing a hand on her thigh and leaning in.
“Tell me if it’s too much,” I said.
“Okay,” she whispered, her breath catching.
I spat into my hand and used my fingers to spread the slickness around her tight rosebud. She shivered as I touched her, the tension in her body clear but mixed with curiosity. I rubbed small circles around her rim, watching how her body responded.
She was warm and tight, her hole twitching slightly under my touch.
“Relax,” I said softly, leaning in to kiss her inner thigh.
She exhaled, her muscles loosening just a little, and I pushed the tip of my finger inside. Her eyes widened, but she didn’t stop me.
“Mmm … that feels weird,” she said with a nervous smile.
“But not bad?”
She shook her head. “Just different. Keep going.”
I eased my finger deeper, slowly working it in until I was fully buried. Then I pulled my finger out, wishing it had been my cock instead.
She gave me a look, playful but knowing. “You want anal sex, don’t you?”
“Only if it’s okay with you,” I said.
“I want it if you want it.”
“Well … I’d like to try.”
She smirked. “Hmm, we should ask our sex teacher, quote-unquote, right?”
We both giggled.
“You’re exactly right,” I said. “But first, let’s fuck before she comes back.”
We tore off our clothes in a rush, laughing between kisses. I rolled on top of her, and within seconds, I was buried deep inside her again, fucking like rabbits.
****
Joly and I sat outside, waiting for our mother. Eventually, she came home.
She stepped onto the patio wearing black stockings, a mini skirt, and a white button-up shirt. As she reached us, she pulled the tie from her ponytail and let her hair fall freely around her shoulders. Then she sat down next to us.
“So, how’s your day been?” she asked.
“Fine,” we both said.
“Have you gone outside? Beach or something?” she asked. “You’ve got to enjoy the summer while it lasts.”
“We know,” we said in perfect unison.
“We might go tomorrow,” Joly added, then nudged me with her elbow. “But for now, Tony wants to ask you something.”
A warm blush crept up my cheeks. She was right. It was me who wanted it this time.
“What is it?” our mother asked gently, giving me space to speak at my own pace.
I cleared my throat and glanced at her. “I wanted to ask about… anal sex. We’ve never done it before, but I think we’d both like to try.”
Her lips curved into a slow, beaming smile. “I was wondering when you two would bring that up. I’ve actually been looking forward to teaching you again.”
I let out a quiet sigh of relief. “Would it be alright if we did it later tonight?”
“Of course,” she said, brushing a strand of hair behind her ear. “We’ll take it slow, and I’ll guide you through every step.”
Before I could say anything else, Joly leaned in and wrapped her arms around me. “This is going to be so much fun,” she whispered, her voice full of excitement.
*****
After dinner, Mom called for us to come to her bedroom. When we entered, I stopped in my tracks. Mom stood before us completely nude, her body illuminated by the soft glow of bedside lamps. Unlike our previous session, where she’d worn lingerie or negligee, this time she was displaying everything without reservation.
My eyes traveled over her mature body, drinking in every curve. Her breasts were full and heavy, hanging with a natural weight that my sister’s perky ones didn’t have. Her nipples were large and dark, standing erect in the cool air of the bedroom. Her stomach showed slight curves from motherhood, but it only added to her sensuality. And between her legs was her perfect pussy, reminding me of my sister’s womanhood.
“You’re staring, Tony,” she said with a knowing smile, her confidence making her even more attractive.
I swallowed hard. “It’s because you look amazing.”
She chuckled, clearly pleased with my reaction. “I’m just joking with you, stare all you want.” Mom picked up a bottle of lube from her nightstand and held it up, her expression shifting to that of a teacher.
“The most important thing about anal sex is lubrication,” she explained, her voice taking on that professional tone I’d grown to appreciate. “The anus doesn’t self-lubricate like a vagina does. Without enough lube, it can be painful and even cause tearing.”
She looked at me expectantly, her eyes traveling down my still-clothed body. “Tony, we need your penis for this.”
Chuckling, I pulled my shirt over my head. I unbuckled my belt and slid my jeans down my legs, my erection already straining against my boxers. When I removed those too, my cock sprang free, fully hard and ready.
Mom nodded approvingly. “Perfect. Joly, you too, sweetheart.”
Joly quickly stripped beside me, her perky breasts bouncing slightly as she pulled off her top. When we were both naked, Mom uncapped the bottle of lube and squeezed a generous amount into her palm.
Mom beckoned us closer, her eyes twinkling with excitement. “Joly, come here. I want to show you how to prepare a man for anal sex.”
Joly moved beside her, and Mom squeezed a generous amount of lube into my sister’s palm. “Now, watch me,” she instructed, pouring the same slick substance into her own hand. “You want to make sure he’s completely covered.”
They both reached for my cock at the same time, their hands cool and wet with lubricant. I gasped as they wrapped their fingers around my shaft, Mom’s experienced grip complementing Joly’s eager touch. They stroked in unison, their hands gliding effortlessly up and down my length.
“That’s it,” Mom said, her fingers working along her daughter’s. “Make sure you get plenty around the head. That’s the widest part and needs the most lubrication.”
“It’s so wet and sloppy,” Joly said with a giggle.
“Oh, it will be sloppier,” Mom said with a chuckle.
They covered it with a glistening coat of lube until it shone in the bedroom light. Once I was thoroughly prepared, Mom moved to the center of the bed. She turned away from us and lowered herself onto her hands and knees, her ass raised invitingly in the air.
Her full moon was magnificent, full, round, and perfectly shaped. Unlike Joly’s smaller, tighter curves, Mom’s had a mature fullness that spoke of womanhood in its prime. Her cheeks parted slightly, revealing both her glistening pussy and the tight pucker of her asshole. Her skin was smooth and unblemished, with just a few beauty marks dotting the landscape of her lower back. The curve from her waist to her hips formed an hourglass that made my cock throb.
“See how I’m positioning myself?” she asked, glancing back at us. “This angle makes entry easier and more comfortable.”
Joly nodded attentively, watching as Mom reached back with one hand to spread her cheek wider.
“Now, you both need to prepare me,” Mom instructed. “Lube is essential for anal play.”
Joly and I moved forward, each taking the bottle of lubricant. I squeezed a generous amount onto my fingers and watched as Joly did the same. Together, we approached Mom’s exposed ass. I gently applied the cool gel around her puckered entrance, feeling it twitch slightly under my touch. Joly followed my lead, her fingers joining mine as we circled Mom’s asshole, making sure it was thoroughly coated. Our fingers bumped into each other, and it made us giggle. It was something incredibly erotic having us two lube up our mother’s ass. I became curious and stuck a finger inside, and my sister wanted to try as well. “You seem way looser than me,” Joly said.
“Because I’m a bit more experienced than you,” Mom reminded her. “But you’ll be able to do this as well. I promise.”
While we kept caressing her ass, my cock kept slapping her thighs, desperately wanting to enter her.
“Perfect,” Mom said, clearly enjoying our attention. “Now, Tony, position yourself behind me. Remember what I taught you about patience and gentleness.”
“I’m quite horny, but I’ll try my best.” I knelt behind her, my lubed cock in hand, and I lined up my cock with Mom’s puckered entrance. Taking a deep breath, I pressed forward, watching as the head of my cock began to stretch her tight ring.
“That’s it, sweetie,” Mom told me. “Nice and slow. The key is patience.”
I pushed forward gently, feeling the incredible resistance of her sphincter against my cockhead. For a moment, I wondered if this would even work; her backdoor seemed impossibly tight compared to my thickness. But then, with a soft pop, the head slipped past the tight ring, and Mom gasped.
“Perfect,” she said with hints of lust in her voice. “Now pause for a moment. Let me adjust.”
I remained perfectly still, feeling her body pulsing around just the tip of my cock. The sensation was completely novel and so different from her pussy. This was tighter, more gripping, with a different kind of warmth.
“You’re doing great,” Mom said after a few seconds. “Now, continue pushing, but go slow. Very slow.”
Following her instructions, I eased forward, watching in fascination as, inch by inch, my cock disappeared into her ass. The feeling just became better, a tight, hot channel gripping me from all sides.
“That’s it,” Mom moaned. “You’re halfway in now. How does it feel?”
“Amazing,” I managed to say, my voice tight with restraint. “So tight…”
“Keep going,” she encouraged. “All the way in.”
I continued my gentle progress until finally, my hips pressed against her ass cheeks. I was fully buried inside her, and the sensation made my knees grow weak.
“Now, start moving,” Mom instructed. “Slow strokes at first.”
I began to thrust, pulling back until just the head remained inside, then pushing forward again. The friction was unlike anything I’ve felt before. Mom’s asshole gripped my cock, creating a pressure that’s almost too good.
“That’s it,” Mom moaned, enjoying this as she arched her back. “Just like that.”
I established a rhythm, watching my cock slide in and out of her stretched hole. The visual, combined with the intense sensation, was too much. Despite my best efforts to last, I felt my orgasm building rapidly.
“Oh, I’m going to come,” I told her, trying desperately to hold back.
“It’s okay,” she said. “Just keep going.”
The pleasure peaked, and I thrust deep inside her ass as my orgasm crashed through me. I groaned loudly, my cock pulsing as I emptied myself inside her. The intensity made my legs shake, and I had to grip her hips to stay upright, all the while I kept firing several ropes of cum inside her.
When the waves finally subsided, I pulled out slowly, watching as her hole gapes slightly before gradually closing.
“Gosh, that was amazing,” I said.
“How did it feel?” Joly asked curiously. “I mean, compared to a pussy?”
“Different. A pussy feels better, but this felt different and taboo, like a hole I shouldn’t be entering.”
“It just makes me more excited … What about you, Mom?”
“I love anal sex,” she said with an orgasmic smile. “Just what your brother explained, it’s taboo and that’s what makes it feel so good.”
“Now, I really want to try.”
“Well, your brother is already hardening again,” Mom pointed out with a smile.
And she was right. My cock stood at full mast, and Mom and my sister started lubing up my cock again before it was Joly’s turn to sit on all four. Mom helped me pour lube into my hands, and we worked her ass together as she bit her lips in anticipation.
Mom patted her ass. “Relax, sweetheart.”
“I’m a bit nervous,” Joly admitted.
“It will be fine,” Mom said. “I promise you’ll enjoy it.”
Mom started easing a finger inside her daughter’s ass. “Is that okay?”
Joly nodded. “Tony did that earlier too. It still feels tight, though.”
Then Mom let me slide my finger inside Joly’s ass, turning, twisting and pushing deeper. I pulled out from her rosebud, and I was so hard I wanted to fuck her badly.
Mom placed her hand on Joly’s back, gently stroking her skin. “Just breathe deeply, honey. The more relaxed you are, the easier this will be.”
I positioned myself behind my sister, my lubed cock so hard it could crack walnuts. The sight of her tight, virgin asshole made me harder than I’d ever been. I pressed the head of my cock against her puckered entrance, feeling the resistance.
“Not yet,” Mom cautioned, moving closer. She reached between us, her fingers wrapping around my shaft to guide me. “You need to be extremely gentle. Joly’s never done this before.”
I nodded, fighting the urge to push forward. Mom’s hand steadied my cock, positioning it perfectly against Joly’s slick opening.
“Now, very slowly,” Mom instructed, her voice calm and reassuring. “Just the tip at first.”
I applied the gentlest pressure, watching as Joly’s tight ring began to stretch around my cockhead. She tensed immediately, a small whimper escaping her lips.
“Relax,” Mom said, her free hand caressing Joly’s lower back. “Breathe out as he pushes in.”
Joly took a deep breath and exhaled slowly. As she did, I felt her muscles loosen slightly, and the head of my cock slipped past her tight sphincter with a subtle pop.
“Oh!” Joly gasped, her body freezing.
“Stay still,” Mom told me, her hand now moving to Joly’s hip. “Let her adjust. How does it feel, sweetheart?”
“Full,” Joly whispered, her voice tight. “And strange. Not bad, just different.”
I remained motionless, the incredible tightness of her ass squeezing just the head of my cock. The sensation was overwhelming, so much tighter than Mom’s ass. It took all my willpower not to thrust deeper.
“You’re doing wonderfully,” Mom praised, stroking Joly’s hair. “When you’re ready, Tony will go a little deeper.”
After a minute, I felt Joly’s body relax around me. She nodded, signaling she was ready.
“Go ahead, Tony,” Mom said. “Another inch, very slowly.”
I eased forward carefully, watching as more of my length disappeared into my sister’s ass. Her tight hole stretched to accommodate me, her body accepting what seemed impossible moments before.
“That’s it,” Mom said, her hands guiding both of us. “Perfect.”
I continued this slow, careful progress, pausing whenever Joly tensed up. Mom kept her hands on both of us, sometimes adjusting my angle, sometimes massaging Joly’s lower back to help her relax.
Finally, after what seemed like an eternity of delicious torture, I was buried to the hilt inside my sister’s ass.
The tightness was indescribable, her virgin hole clenched around me like nothing I’d ever felt before.
“How does it feel?” Mom asked, her eyes moving between us.
“So tight,” I groaned, fighting the urge to thrust.
“Full, again,” Joly whispered. “But good, really good.”
Mom smiled, clearly pleased with our progress. “Now you can start moving, Tony. Nice and slow at first.”
I pulled back carefully until just the head remained inside, then pushed forward again. The friction was intense, her tight ring gripping every inch of my cock. I established a gentle rhythm, watching in fascination as my shaft disappeared into her ass again and again.
“That’s it,” Mom said, her hand moving to Joly’s clit. “Pleasure is the key to anal sex.”
As Mom’s fingers worked my sister’s pussy, I felt Joly’s body relax further around me. Her initial discomfort transformed into pleasure, and soon she was pushing back against my thrusts, taking me deeper.
“Harder,” Joly moaned, surprising both Mom and me. “Please, Tony, fuck me harder.”
I increased my pace, gripping her hips for leverage. The sight of my cock plunging into her tight hole, combined with her moans of pleasure, drove me wild. I fucked her ass with growing lust, my balls slapping against her with each thrust.
“Yes,” Joly said, her body shuddering. “Oh god, that’s so intense!”
Mom continued rubbing Joly’s clit in circles, watching us with obvious pride. “You’re both doing beautifully,” she praised us. “How does his cock feel in your ass, sweetheart?”
“Amazing,” Joly gasped between thrusts. “So … fucking… good!”
Her words pushed me closer to the edge. I pounded into her faster, my fingers digging into the soft flesh of her hips. The taboo of fucking my sister’s ass while our mother watched and helped was too much to handle.
After ten more ass strokes, I reached the peak, and with a final, deep thrust, I buried myself completely inside Joly’s ass and exploded. My orgasm hit me like a freight train, more intense than anything I’d experienced before. I groaned loudly as I pumped rope after rope of hot cum deep inside her, my entire body shaking with the force of it.
When the last wave of pleasure subsided, I slowly pulled out, watching as my sister’s stretched hole closed around a trickle of my cum. I fell back on my heels, breathing hard.
Mom smiled at me, then looked at my cock, still wet and glistening. “Here, let me take care of that for you.”
Before I could respond, she moved between my legs and took my still-sensitive cock into her mouth. The sensation made my hips buck involuntarily as she swallowed me whole, her throat muscles contracting around my shaft that had just been buried in her daughter’s ass.
She pulled back with a giggle, a strand of saliva connecting her lips to my now-clean cock. “There. All better.”
“Geeze, Mom, that was hot,” I said.
She just gave me a wink. “I’m glad you liked it.”
Joly crawled across the bed, her naked body still flushed from our anal adventure, and threw her arms around Mom in a tight embrace. Their naked bodies pressed together, mother and daughter skin-to-skin, curves melting into each other.
“Thank you so much, Mom,” Joly said, her voice thick with emotion. “You’re literally the best mother ever.”
Mom returned the hug, stroking Joly’s back. “I’m happy for you, sweetheart.”
When they broke the hug, I sure owed Mom one as well. And she made sure to mash her round, busty tits against my chest while my hands squeezed her ass. I could feel the traces of lube there, reminding me where my cock had just been. “Thank you … We’re truly fortunate to have you.”
“No, I’m the lucky one,” she said after breaking the hug. “I love the fact that you’re getting along, and if you ever want my help or expertise again, just tell me, and I’ll be there for you instantly.”
The end.
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