A vicious rumor at school claims I'm terrible in bed, and apparently my stepsister Lily is dealing with the same cruel gossip. Desperate to prove it wrong, I turn to our stepmom Vanessa for advice. But walking in on her giving Lily a very hands-on lesson with an enormous cucumber changes everything. What starts as shock turns into the most intense, forbidden tutoring session imaginable—first with mouths, then with a strap-on demonstration, and finally with me taking over to show them both exactly what I've learned.
The rumor hit me like a punch in the gut. Some girl I'd hooked up with once decided to tell everyone at school that I was lousy in bed—quick, clumsy, selfish. It spread fast, and suddenly guys were smirking and girls were avoiding me. I couldn't let it stand. That night, I knocked on my stepmom Vanessa's door, heart pounding.
Vanessa had married my dad four years ago, when I was eighteen and Lily—her daughter from a previous marriage—was seventeen. At thirty-eight, Vanessa was a total knockout: long raven hair, full D-cup breasts that strained against her tight tops, a toned ass from yoga, and these piercing blue eyes that always seemed to see right through me. Lily, now nineteen, took after her—slender but curvy, with soft blonde waves, perky C-cups, and a shy smile that hid a mischievous streak.
"Hey, Mom," I said awkwardly (I'd started calling her that a year in). "Can I talk to you about something... personal?"
She patted the bed beside her. "Of course, Connor. What's wrong?"
I spilled it all—the rumor, the embarrassment. She listened intently, then pulled me into a hug, her soft tits pressing against my chest, vanilla perfume filling my nose.
"Oh, honey," she murmured, stroking my back. "Rumors like that are cruel, but fixable. Experience and confidence—that's all it takes. Actually... Lily came to me with the same problem earlier. Some boy said she was 'frigid' and bad at... intimate things."
Before I could respond, a muffled sound came from the attached bathroom—wet, rhythmic sucking noises. Vanessa's eyes twinkled. "Speak of the devil. I'm already helping her with one part."
She led me to the door, cracking it open. My jaw dropped.
Lily was on her knees on a towel, completely naked, her pale skin flushed pink. In front of her was the biggest cucumber I'd ever seen—thick, veiny, at least ten inches—coated in saliva. Vanessa, in just a silk robe that hung open to reveal her lacy black bra and matching thong, guided Lily's head.
"Slower at first, baby," Vanessa coached softly. "Use your tongue to tease the tip—circle it, flick underneath. That's where it's most sensitive."
Lily obeyed, her full lips parting as she swirled her tongue around the cucumber's blunt head, tracing the ridges with sloppy, eager laps. Saliva dripped down the shaft, pooling on the floor. She took it deeper, cheeks hollowing as she sucked, bobbing with increasing confidence. The wet gluck-gluck sounds echoed, her small hand stroking what her mouth couldn't reach. Her free hand had slipped between her thighs, fingers rubbing her shaved pussy—glistening lips parted, clit swollen and pink.
Fuck. My cock hardened instantly in my jeans, throbbing at the sight. Lily's tits bounced slightly with each bob, nipples hard as diamonds.
Vanessa noticed me, a wicked smile spreading. "Perfect timing, Connor. Theory is fine, but practice makes perfect. Come in."
I stammered, but she pulled me inside, closing the door. Lily's eyes widened, locking on the bulge in my pants, but she didn't stop— if anything, she sucked harder, moaning around the vegetable.
"See how she's using her hand and mouth together?" Vanessa purred, stepping behind me and unzipping my jeans. My cock sprang free, thick and veined, pre-cum already beading at the tip. "Lily, sweetie, let's use the real thing. It'll be better for both of you."
Lily pulled off the cucumber with a wet pop, strings of spit connecting her lips to it. She crawled over, eyes hungry. Vanessa knelt beside her, guiding my shaft to Lily's mouth.
"Start slow," Vanessa instructed, her hand wrapping around my base. "Lick from balls to tip."
Lily's warm tongue dragged up my length, hot and velvet-soft, tasting the salty pre-cum. She swirled around the head, just like on the cucumber, but this was real—electric. Vanessa joined in, her experienced tongue licking the other side, their mouths meeting in wet kisses around my cock. The dual sensation—Lily's tentative eagerness, Vanessa's skilled suction—made my knees weak.
Lily took me in, lips stretching wide, throat relaxing as she sank down. She gagged softly at first but pushed further, nose brushing my pubes. Saliva poured down my balls, her hand twisting and pumping. Vanessa whispered encouragements: "Hollow your cheeks... hum a little... good girl."
I groaned, hips bucking. Lily learned fast—pornstar level. She deepthroated me effortlessly now, tongue flicking the underside, suction pulling groans from deep in my chest. When I came, it hit like a freight train—thick ropes shooting down her throat. She swallowed greedily, milking every drop, lips sealed until I shuddered empty.
But we weren't done. Vanessa stood, shedding her robe. Her body was flawless—full breasts spilling from the bra, pussy shaved and already dripping. She retrieved a strap-on from her drawer: thick black silicone, nine inches, realistic veins.
"Now, the other part," she said huskily. "Boys spread rumors when girls don't cum. Connor, watch closely."
She had Lily bend over the bed, ass up. Vanessa lubed the dildo generously—slick shine coating every ridge—then eased it into Lily's tight pussy from behind. Lily moaned loudly, walls stretching around the girth with wet squelches.
"See the angle?" Vanessa demonstrated, thrusting slow and deep. "Grind up to hit her G-spot. Like this." She pounded harder, hips slapping against Lily's ass, the dildo plunging in and out—glistening with Lily's creamy juices. Lily's tits swung, fingers clawing the sheets as she whimpered.
"Fuck her harder when she begs," Vanessa continued, grabbing Lily's hips and railing her relentlessly. The room filled with obscene sounds—wet smacks, Lily's cries, the harness creaking.
Lily came hard, pussy clenching visibly around the toy, squirting clear nectar down her thighs. "Mommy... yes!"
Vanessa pulled out, the dildo shiny and dripping. "Your turn, Connor."
My cock was rock-hard again. I took Lily first, sliding into her soaked heat—velvet walls gripping me like a vice, hotter and wetter than anything. I mimicked Vanessa: deep thrusts, grinding up. Lily screamed in pleasure, pushing back.
Then Vanessa—on her back, legs spread. I plunged in, her experienced pussy milking me with rhythmic squeezes. Lily watched, fingering herself, then joined—kissing Vanessa deeply, sucking her nipples.
I fucked them both, switching—pounding Lily doggy while she ate Vanessa out, then Vanessa riding me reverse while Lily sat on my face, her sweet juices flooding my mouth.
We collapsed hours later, sweaty and spent, cum and nectar everywhere. "No one will believe those rumors now," Vanessa whispered, pulling us close.
Lily grinned. "Practice makes perfect."
And we had the whole weekend to keep practicing.
**End of Story**