I paused on my way out of the grocery store to flirt with Gayle, a buxom eighteen year old clerk. She and I had shared treasured moments of flirtation for months. Treasured by me anyway. I had no idea if she even thought about it. Perhaps her behaviour was just natural, as automatic as the way her breathing seemed to threaten to pop her shirt open.
“You saw the size of my order and decided to stay on express?" I teased. If she laughed, the button stretching would be more extreme.
“Actually, I like your big orders."
"That's not all that I have that's big."
“Really. What else are you talking about?” Her big brown eyes widened as she grinned. Her pink tongue flitted along the bottom edge of her top teeth. Was it just my imagination or was she sticking her chest out even more than normal?
I could feel me blush from my toes to my nose. A lot of forty plus guys dream of sweet young things. We never really think we’ll get a chance to redo properly what we screwed up in high school.
“It’s one of those things I’d have to show, not tell.”
“Do you think you could show me sometime?”
“What time is your break?” The flirting had never gone this far before. My mouth suddenly was very dry.
Gayle’s stare never shifted from eye contact until I broke the trance by allowing my eyes to travel down to check out her heaving chest. Though her big lively eyes and quick humour had first enchanted me, I could never forget that what made her special immediately was how, on the first time we met, she wore a very visible lacy yellow bra under the standard white dress shirt of the store uniform. The outfit, together with her slim body, screamed ‘look at these puppies- aren’t they huge?’
As the months had passed, I learned that Gayle was a naturally boisterous lass, totally at ease with herself, and her appearance. The first Tuesday of each month was Customer Appreciation Night - ten percent off if you bought over $100 worth of groceries. Gayle worked every Tuesday. I would steer into her aisle even if it meant a longer wait. The huge orders meant she had lots of time to babble on about school and ask me about my life. I noticed she never talked about boy friends, and never asked about my wife, though I wore a wedding band.
Until this evening, when her glance focused on my package, I assumed she was just outgoing, and treated all the guys that way. Just the possibility she was interested in more than laughs caused all the blood to rush from my brain to my penis. I must have stood there with my mouth hanging open for half a minute. Guys, or at least guys like me, would never have sex if women, or at least gals like Gayle, forced us to do the speaking. Luckily, gals like Gayle fill those awkward moments.
“What a coincidence. My break is in five minutes. If no one else is around, I’ll sneak you into the break room.” This last bit was whispered extremely quietly. As I leaned closer to listen, Gayle’s strong perfume was mixed with an unmistakable odour of excitement. Looking down, I saw strong young nipples poking out against her blouse. Her breathing was now shallow, but her chest still heaved.
Her smile was so dazzling I felt like I was about to drown in it. ‘What are you doing, playing games with a girl young enough to be your daughter?’ a little voice in my head scolded.
‘Oh, shut up,’ my balls replied, shipping a fresh load of sperm towards my stiff cock.
I took my groceries to the car. It was still chilly, so the ice cream wouldn’t melt. Five minutes seemed like forever. I slinked back into the store. The thrill of illicit sex with a young hottie was dampened by the fear of being caught before I could get there.
The stairs to the staff room were in a quiet corner by the bakery. Though the door was guarded by a computer control keypad, someone had stuck a comic book into the space where the latch should fit. As I climbed the steep stairway, I mentally undressed Gayle.
I would slowly unbutton Gayle’s shirt to reveal that tantalizing bra within which a pair of magnificent mammaries awaited. ‘No not slowly,’ I corrected myself, ‘because if she’s on break this has to be fast.’
This made me reflect upon how little I knew about Gayle. Like her last name for instance. Or, more significantly in this instant, whether her experience was limited to young boys, barely men, who reveled in their potency, but finished in a sprint. Would she expect me to be a jackrabbit too? Or perhaps Gayle picked up older guys like me regularly. Images of her sprawled across a teacher’s desk, a teacher’s tongue exploring her pussy as she swallowed the Principal’s cock flashed across my brain. My cock throbbed as I imagined Gayle’s tiny mouth forming an oval, her pink painted lips stretching around stiff meat. I quickened my pace up the stairs; titillated by mental images of Gayle’s pussy - would she be shaved or natural? Trimmed into a heart shape?
Could I make her moan as loudly as she did in my instant fantasy? Would her nipples really look like pink bubblegum, and scream to be bitten? I smiled as I thought of the last question. I would be just fine, regardless of what Gayle expected. My oral skills had never failed me. Quickie or not, I could slide my tongue down her flat tummy from the crest of her breast to her vulva, pierce her labia, and engulf her clit more effectively than any 10 guys she might have tried before.
Suddenly, I was at a landing. Above me, the stairs veered left. If I had to guess, that was an office. To my left, a door read “male staff only”. Turning right, the door marked “female staff only” popped open. Gayle’s lean arm reached out and grabbed by sleeve. “In here, quick,” she ordered. She slammed the door shut.
Her blouse was already half open, revealing ample cleavage stuffed into a yellow push up bra. She was breathing heavily again, her cheeks flushed. The room was tiny, crowded by lockers, a few broken chairs, a ratty cigarette burnt couch.
“Do you gals spend your breaks on your back on the…” I was about to say “couch” but Gayle shushed me with a finger across my lips. She stood on her tip toes and kissed me. Her body heat warmed me as her nipples pressed into my chest. She held me tightly, her hands on the small of my back, for just a moment. My surging cock twitched against her hard flat tummy. She was so short; it almost tickled the underside of her tits.
“We haven’t much time.” She reminded me. Gayle stepped back and released me. She undid the last few buttons of her shirt, wiggling her shoulders in a girlish mock strip tease. Her bra was a front loader. She undid the clasp, her hands holding the cups in place. Her fingers momentarily caressed the mounds of flesh, almost as if she were home alone in her room. I noted a dreamy look in her eyes. Her smile softened, not the public grin I was used to. I was seeing this girl’s private ecstasy.
Gayle ran her hands along the curves of her body, leaving the bra to fall free. She obviously only wore the underwire construction for extra emphasis. I could swear her tits surged upwards as they gained freedom. For the first time, I got a good look at her nipples. The stubby little thumb like protuberances perfectly matched the pink bubblegum colour I imagined. The pink circles around them were larger than any I had ever seen, and puffy, swelling out from the massive whiteness of the actual tits.
“I know you’d love to play with these a while,” she said, lifting and caressing her breasts, licking the left nipple with the tip of her tongue, “but we just have time for you to give them each one quick kiss.”
She stepped forward again, her right hand reaching behind me to steer my head to her cleavage. I ran my tongue straight into the deep valley.
“Your beard tickles,” Gayle laughed. She leaned back, twisting so that her right nipple grazed across my cheek, and then teased my lips open. I drew the stiff flesh into my mouth, ragging my teeth across the sensitive tip. It seemed to swell larger as I nibbled. I felt Gayle squirming. My hands, thinking for themselves, found her round firm bottom and squeezed. She squirmed harder, moaning. Twisting her torso fiercely, her breast popped free so quickly I almost was left with a chunk of nipple between my teeth. I was only left with my mouth gaping open for a second. Gayle reached up and guided the left nipple to my lips. “More gently,” she begged.
I bit down harder in response. Since it was her break, she could set the tempo, but I would still lead this dance. My fingers slid inside the waist of her stretchy black pants, confirming my guess that she wore a thong. My longest finger slowly caressed the cleavage between her buttocks, making her tummy rotate against my stiff cock.
“Now I want to see you,” she said, suddenly stepping back again, wincing as my teeth stretched her nipple an extra inch before it popped free. Gayle fell to her knees. She pulled my shirt out of my pants, and then undid my belt. “Hmmm, I have a friend that says her old guy ties her up with his belt. When we have more time, you can do that with me, okay?”
Without waiting for an answer, Gayle unzipped my pants. The pressure of my cock straining against the fabric pushed the fly open and the slacks fell around my ankles. My woodie poked out of the front of my boxers.
Gayle tentatively touched the tip of my cock, bobbing it up and down with a fingertip. “I’ve never really looked at one of these up close before,” she confessed, blushing, “all I’ve ever done with the boys I date is give a few hand jobs. That’s always been in a dark movie theatre or a car.”
“You’ve never sucked a cock?” I was shocked. I had believed eighteen year old girls gave out blow jobs like hand shakes these days.
As we spoke, Gayle began wrapping her hand around my rigid shaft, gently grasping the muscle, slowly rubbing the length. I was fascinated just watching how her firm young breasts bounced as she massaged my hardness. I could feel my balls tighten. Her warm moist breath tickled my nest of pubic hair.
“I wanted to wait until I could have a man who would teach me things. I want my first fuck to be from a nice fat experienced cock like yours. One that belongs to a guy who won’t blow his load in the first two minutes.” She blushed again, and chuckled. “But I guess a fifteen minute break leaves me wanting you to act like a selfish boy in a back seat.”