Size Matters
by Jo-Anne Wiley
Copyright© 2026 by Jo-Anne Wiley
Fiction Sex Story: Includes Title Illustration- We’ve all read the articles, the books, listened to the sex therapists and watched the discussion groups. And they all spew the same old line. But to the contrary— ask a woman. SIZE matters.
Caution: This Fiction Sex Story contains strong sexual content, including mt/Fa Fa/Fa Teenagers Reluctant Lesbian Fiction Anal Sex Masturbation .
God. I must be insane— buying all three cucumbers— all at the same time.
She could have bought one and it wouldn’t have been a big deal. Or even two, then a third later on. But no— she looked down at the three cucumbers lined up by the cash— like an idiot she had bought all three at the same time: a big one, a small one, and the one sitting in the middle.
Now the whole Piggly Wiggly knew.
Helen glanced across at the cash-register girl. Was that a hint of a smirk curling the girl’s lip? Helen felt the heat rise in her chest and she was sure her cheeks beamed a bright crimson. The girl looked at the cucumbers, lined up side-by-side. “Is that all, ma’am?” And at that precise moment the girl found it necessary to turn away and look for a box-boy.
Oh god, Helen thought, watching the girl’s shoulders tremble. She can’t contain herself. She’s trying to stifle a smile. Or worse, she’s convulsing with laughter.
Helen bowed her head and tried to hide her eyes with thumb and forefinger pressed to her temple. She looked behind. The old woman in the felt coat and frumpy hat was also eyeing the cucumbers thoughtfully. “Those on sale, deary? I could stand a big one.”
Oh god... Helen groaned inside, nodded and returned her attention to the cash-girl. “I’m in a bit of a hurry,” Helen pleaded.
The girl gagged. Actually choked-up, her eyes glistening with moisture. “I’ll bet,” she said, her lips twitching in delight. “Let me just weigh these babies...”
Babies? Since when are cucumbers referred to as babies? Helen wanted to shrink into her shoes.
The girl wrapped her fingers around the thickest cucumber. “My, that’s a nice firm one,” she continued, her expression wide, the picture of innocence, now. “Do you have your shopper’s discount card?”
“Could you just give me a plastic bag,” Helen murmured. “I need to get outta here.”
Her purchase on the seat beside her, Helen slunk through her neighborhood like a thief on a mission. Her cheeks still burned from the roasting she had received. “Damn the Piggly Wiggly and that insolent cashier,” Helen hissed at her reflection in the rear-view mirror. “They’re just cucumbers for christ-sake.”
She pulled into her drive and fighting the feeling that every housewife on the block was zeroed-in on the white plastic bag she clutched to her chest, Helen scurried to her side-door. She poked her key at the lock, it jammed in her hand, slipped, and dropped to the pavement with a merry little tinkle.
“God-damn it.”
Helen glanced over her shoulder to check to see who was watching before stooping. She snatched up the rebellious door key, turned it the right way around and thrust it back at the lock.
Finally, safe in her own kitchen, Helen dropped her shopping bag onto the table. She poured herself a vodka from the bottle she kept stashed beneath the kitchen sink and lifted the laptop, that contained her recipes, from the rack by the stove. She got settled in a kitchen chair, took a sip of Smirnoff and booted up.
Once connected, Helen typed PinkPetals and scrolled down to Getting The Size Right and once again read through the instructions.
“Lubrication?” Helen slumped. “How the hell could I have forgotten god-damned lubrication?”
She remembered the tub of vasoline she kept in the medicine cabinet and with a huff, she pushed up outta the chair. She bent forward to noisily slurp in another hit of vodka before nipping off to the bathroom.
“Please. Where are you?” Helen shifted bottles of hand cream, eye drops, antacid tablets, old toothbrushes, floss, aspirin ... but no vasoline. “C’mon. You’re here, somewhere...” Helen mumbled. She finally gave up in disgust, slammed the mirrored door and stormed back to the kitchen.
“Margarine,” she hissed and plucked the tub from the refrigerator door. “Now we’re getting somewhere...” And shinnying-up her skirt, she dropped her lacy panties, shoving them all the way down. Her ass-skin squeaked as she shifted in the chair to loosen an ankle and finally, free of encumbrance, she tucked her left foot up next to her ass cheek and spread her knees.
Helen selected the smallest cucumber. I’ll work my way up, she figured.
Suddenly the smallest cucumber didn’t look so small. I must have been crazy, she thought, gauging the cuke’s size against its larger companions. She held the cucumber upright by the narrow end and smeared the bulbous tip with the margarine she scooped up on an index finger.
She took a last moment to squint at the instructions on the computer screen then, with a shrug, she opened the lips of her vagina.
The refrigerated margarine clinging to the tip of her finger felt cold and delicious between the inner vaginal lips. The soft lining surrounding the opening to the flume was hot and sticky with vim and, touched by the cold goo, her body responded. A tremor arched down her spine and caused her anus to screw.
Helen let out the breath that had been captured in her lungs and tossed her head back. She entered herself, just two fingertips into a core of ravenous tissues that clustered just inside the opening. She swirled lightly and after a second jolt crushed her loins, she traced a line up the vaginal chute to where her swollen clit lifted and throbbed.
The anticipation was so exquisite, she was almost afraid to touch herself. But she did— raking a fingernail up along the side of the nub, then across, deliberately rasping at the super-sensitized nerve endings. The contraction was immediate and violent. Her foot slipped and her legs convulsed, rocking the chair on which she sat, back across the tile. Warmth radiated out from her vag, down along inner thigh muscles.
“It’s been so long...” she exhaled, twirling her fingers manically on the thrumming nodule. “Oh god ... oh god ... oh god...” And as her loins clutched, she cried out and, holding herself open, she stuffed the cucumber up inside.
Her cunt seemed to inhale.
In a moment blurred by intensity and surprise, she lost her hold on the slimy vegetable and it disappeared. Helen frowned at her lap, her expression blank. She was looking at empty fingers and left stupefied. Her cunt had gobbled up the cucumber like it was a snack before mealtime. And damn, she couldn’t even feel it lodged up there, inside.
Helen’s breath quickened as she wondered what embarrassing question the doctor in the Emergency Ward would ask. She jammed two fingers between the lips and was heartened when she butted-up against the stem of the cucumber but no amount of reaching and squirming could provide a solid grip.
When she clamped down, the cucumber slipped away like a bar of soap and retreated deeper into the nether regions of her groin. “Why didn’t I tie a string on it?” she moaned.
Helen, half rising from the chair, shifted her fingers to one side and hooked the opening wider. She hardened her abdomen and pushed. The cucumber, still streaked with margarine, skidded out, bounced across the edge of the chair and ended up shooting across the floor like a misguided torpedo.
Helen slumped back down. “Whew,” she blew out, wiping damp curls from her forehead. “Let’s not try that one again.”
She checked the instructions on her computer screen but nowhere was there any mention of ingesting a whole cucumber. Nor what to do if it should actually happen.
She reached for the Smirnoff, slurped off a mouthful and winced. Her eyes watered up and she swallowed hard, chasing the burn down her throat. Helen shook herself, picked up the larger cucumber and studied its girth. Maybe it would be the safer bet.
Once again she ladled on the margarine and, hoping for a better result, she twisted the butt end of the cucumber into the crevice lapped either side by fleshy lips. It was friggin’ tight. Helen took it up in both hands and rotating her hips, she jacked the cucumber into her groin. She felt the resistant and rocked her ass up and pulled harder. Something had to give and all of a sudden, like toes opening sheer silk, the lining of her pussy expanded to take delivery. 1`
“Jesus,” Helen shrieked, holding the cucumber very still as her pussy throbbed around it. The cuke was lodged halfway up and stretching the membranes razor thin. She felt a bead of sweat trickle down across her ribs while she contemplated whether or not to continue.
After a moment of indecision, things seemed to settle and spreading her knees wider, Helen took a chance and, rolling the end in her hands, she levered the cucumber a little further up the slippery slope. But after another inch Helen decided it was damned uncomfortable, like the Jolly Green Giant squeezing himself into a pink tutu.
With some reluctance, she gave up and with a tug and a squish, the cucumber was deposited back into her hands and she placed it on the tabletop.
“Last chance,” she instructed the remaining cucumber. “I can’t go back to the store. I just can’t.”
But before she could dip her finger into the margarine tub, there was a sharp rap at the side-door. Helen, with her skirt up about her ass, felt like she had just stepped into a cold shower.
“J-just a-a second,” her voice warbled and standing, Helen tugged at her skirt. Scooping up the cucumbers, she rifled them into the kitchen sink. Halfway to the door, she remembered and on hands and knees she rescued the smaller cucumber from where it had skidded to a stop under the table. It was tossed in with the others and, with her underpants clutched in her fist, Helen reached for the deadbolt.
“Who is it?” she asked before twisting the knob.
“Stacy,” the muffled reply came from the opposite side of the wooden panel. “What’s going on in there?”
Helen wildly looked about. She saw her boots standing on the mat and stuffed her panties into the closest one. “N-nothing,” Helen called out and, smoothing down the front of her skirt, she pulled back on the door.
Her neighbor stood with the sun in her hair, her eyes squinting suspiciously. “Took you long enough.”
Stacy was every guy’s dream-date. A sassy little blond with a cropped cut of curls, large blue eyes and a tempting mouth with full lower lip and a sensual overbite that screamed oral sex. And to the delight of the men she picked up, she was perpetually horny.
Stacy had divorced successfully and, vowing never to remarry, her kicks centered on the local bar scene where she sought out guys half her age who had, as she called it: lots of push. It was irksome for Helen who couldn’t remember the last time she’d had any form of decent push.
Stacy sidestepped Helen and with her nose twitching, turned. “Smells good in here. What have you been up to?”
For the second time that morning, Helen felt the heat rise in her cheeks. “Nothing, really. It must be the vodka.”
Stacy’s eyes shifted and Helen realized she had scored a miss but recovered by pulling a glass from the cupboard. “Want ice?”
Stacy ignored the question and dropped into a chair. “Thought maybe you paid extra for overnight shipping. You placed your order, didn’t you?”
Helen set the clean glass next to her own and charged them both. “Well no,” Helen confessed. “To tell the truth I’m having a hard time making up my mind— between the Earth Tremor and the Red Pumper. It’s awkward, you know?” Helen thought she sounded like a whiny three-year-old.
“Remember. You promised we’d do this together.” Stacy sipped thoughtfully at her vodka. “The Red Pumper ... that’s the fire truck one ... the one that spurts.”
Helen sat by her friend and wished she’d never heard of Pumpers or Tremors or an online sex store called PinkPetals.
“I looked at that one once,” Stacy continued, “but opted for the Black Stallion. It’s bigger and holds more. When I press the button it feels like I’m being hosed out. And there’s a lot of pressure. Stuff just goes flying everywhere.” She laughed, a little hysterically, Helen thought. Stacy suddenly went quite serious. “You’re not going to chicken-out, are you?”
“Of course not.” Helen’s voice was touched with indignation she didn’t feel. “I’m just trying to make an informed decision. That’s all...”
“Here’s a decision for you. Buy ‘em both and stick one up your ass while you pound on the other.”
“You mean use them both, together? At the same time?”
“Sure. Why not. I sometimes use a plug in back while I’m humping the Stallion. And guys really get off watching me stick the plug in before doing me. It’s great fun.”
“You let them watch?”
“Oh god, you’re such a prude, Helen.” Stacy reached for her shoulder bag. “I knew you’d chicken out so I bought you something.”
Helen eyed the pink box Stacy set on the table. It was embossed with the familiar logo— a stylized double-P configured in an adult ‘69’ position. “What is it?”
Stacy flipped the top off the box. “It’s The Insider— an egg-style vibrator, remote controlled and all yours. I knew you’d chicken out.”
Wrapped in tissue, Helen saw an electric-blue egg with a tail. At first she thought tadpole but then realized the vibrator had been skillfully designed to resemble a giant sperm and was meant to be worn inside the vagina.
Stacy lifted it from the box and balanced the bullet-shaped head in the palm of her hand. “The tail,” she pointed out, “is the antenna. It hangs outside and that makes it easier to pop the head out after you’re done.”
“Done what?” Helen snapped.
“Done fucking yourself,” Stacy shot back. “Here, let me show you.” And to Helen’s horror, Stacy dropped to her knees, a hand poised above the hemline of her skirt.
Helen grabbed for Stacy’s wrist. “What the hell. What are you doing?”
Stacy twisted in Helen’s grip and pushed the over-sized sperm-y into Helen’s face. “I spent a lot of money on this thing and I’ll be fucked if you’re gonna deny me the pleasure of watching you use it. Understand?”
Helen swallowed. Stacy might be small in stature but she was a feisty little bitch and Helen didn’t fancy crossing her.
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