Their meeting wasn’t anything especially grand or romantic. Heather and Greg met at a house party in college, drunk, a month before classes started for the year. Not an unusual situation for 19 and 20 year old college students. Neither knew each other beforehand, and neither went to that school, but Heather’s high school friend, and Greg’s childhood friend shared a house off campus, where the two met.
The first thing Greg noticed about Heather was her thick hair coming more than half way down her body. Heather was short. 5 feet tall on a good day, 4’11 on the rest. She was petite, and very fit from years of running cross country and consistent exercise. Despite her slim build, Heather had generous breasts that were incredibly perky, and a perfect, round butt. That night, she wore torn up low rise jean shorts that failed to completely cover her ass, and a spaghetti strap top that showed half of her toned stomach. Her thick, wavy, auburn hair contrasted hazel eyes, and billowed out with the summer humidity, covering the back pockets on her jean shorts and hiding the rose tattoo on her upper back.
The first thing Heather noticed about Greg was that he had a buzzcut. A drunken bet led to him shaving his head a few months prior, and he’d decided to keep the look, using the guardless clippers every week over the summer to keep it down to a faint stubble. It worked for him. She thought the cut brought out his blue eyes. He was 6’2, athletic, and worked out a lot. Like so many guys in 2009, he wore a slightly too small t-shirt from Express with a gaudy graphic, and some baggy cargo shorts.
It was loud, so not a lot of words were said. Drinks were flowing, and a couple hours later, Greg found himself with his shorts and shirt off, sitting on the couch in his friend’s bedroom, rock hard and balls deep in Heather, who was straddling him and riding him hard, her hairless waxed pussy grinding against his cleanly shaved cock, their lips only parting for him to put his on her aching nipples. Heather’s thick, long hair draped over them, covering everything above their waists. Greg’s hands moved between holding her firm ass and smooth, toned legs, and grabbing the thick mass of hair at the back of her head, as she bounced and soaked him, shaking and moaning from her constant orgasming.
Greg and Heather exchanged numbers, to no one’s surprise. They had become a couple seemingly immediately. The sex was hot. Heather’s body burned like a furnace, and her long, thick auburn hair laying everywhere was like adding a wool sweater to the mix. She often wore it up in a giant bun on top of her head for a bit of relief.
“Ugh. It’s so freaking hot!” Heather complained again. “You’re lucky with your buzzcut.”
“Sorry. It does keep things a bit cooler. Just cut yours like mine.” Greg joked.
Greg soon learned that Heather’s hair length was constantly changing. Her short height combined with extremely fast growing hair meant she could go from mid back to waist length in what seemed like a matter of just a few months. It was only a few week later when Greg walked in to Heather’s college studio apartment and saw her hair in a much abbreviated ponytail.
“Donated a little over a foot!” Heather said with a big smile. “Now I can put it up in a ponytail without it feeling like it’s pulling my head backwards.”
Greg didn’t mind the look. He was used to Heather wearing her hair in a messy bun most of the time anyway. He actually found that the shorter ponytail looked sexy and cute. It also gave him something to hold on to while railing her from behind. Despite losing some insulating hair, the sex never cooled down. The huge weight and size difference between them made for a lot of possibilities, with Heather being barely 100lbs, and Greg being 250. After barely fitting his cock in her tight slit, Heather sometimes found herself sitting in Greg’s large hands as he stood using her like a sex toy.
Greg watched in awe as Heather’s hair grew so quickly after each cut. Regardless of the season, though, there were always complaints. “It’s too heavy.” Heather would say in winter. “It’s so hot,” would be repeated through summer. She also never failed to notice that Greg’s erections came faster and got harder in the days following a haircut.
A year and a half later, spring was in full bloom. Greg was walking by his roommate’s bedroom when he said to him, “what happened to Heather’s hair?” Greg stopped with a jerk. He went in to his roommates room to see his roommate, Brandon, with facebook pulled up on his laptop. A post made by Heather was at the top of his timeline, showing a long ponytail in her lap.
Greg didn’t really know what to say. Heather’s hair had already been the shortest he’d seen it since they’d met, just a few inches below her shoulders, after having nearly a foot chopped off couple weeks before. Heather had complained endlessly about the blunt cut, saying it was just a big frizzy triangle from the back and still heavy and thick. Checking his phone, Greg realized that only 10 minutes prior, he’d gotten a text from Heather saying she’d be at his apartment soon. No word of another haircut had been made. This was a surprise. He dropped his backpack at his desk and jogged down the stairs to the sidewalk.
Walking toward his apartment, Heather was beaming, with a big smile on her face. Greg could barely believe the sight.
Heather walked toward him with a crop top that showed off her belly button and cleavage, low rise short shorts, flip flops, and… a lot less hair. She did a spin, and the rose tattoo on her upper back that was usually hidden by her hair was fully visible. Scissors had taken any hair that could have covered her left ear.
She jumped in to Greg’s big arms, and their lips met.
“Holy shit, Heather!” Greg breathed. “You look amazing.”
The two were soon in his room, naked. Greg took in the sight. Clippers hadn’t been used, but Heather’s hair was cut in an asymetrical style. The bangs on the right side reached down below her nose and lips, coming upward and blending in with the back, where the hair below the occipital was cut to finger length. The left side was cut shorter, arching over her ear. Everything had been thinned and texturized heavily. Greg couldn’t believe how turned on he was.
“Do you like it?” Heather said, as she threw a leg over Greg, slowly positioning his erect cock between her legs. Greg nodded while Heather lowered herself on to him, moaning as his thick member filled her petite body.
“It’s amazing babe.” Said Greg. “I can finally see all of you. I love it.”” Greg put his hand on the back of Heather’s neck and ran it upward through the half inch long hair at her nape. Greg lurched from the sudden arousal and Heather held in a scream from the near-orgasm the movement caused. They’d both discovered something, but didn’t say a word.
The sex continued, his hand on the back of her neck, gripping her shorn locks, Heather riding hard, orgasming, squirting, gushing her passionate juices, creating a slippery mess between their smoothly shaved pubic areas and sweat all over their bodies. Heather collapsed on to Greg’s chest, his throbbing cock still inside her. She breathed heavily, moaning softly, her legs tingling with a hint of numbness, as her steaming hot body twitched while Greg played with her hair.
“Are we going to ignore what just happened?” Greg said.
“What?” Heather replied.
“Your hair, Heather. When I ran my hand through it you almost came, not ten seconds in to sex.” Greg said. “I know you always come quickly, and often, but that was crazy. I almost did too.”
Heather was thinking about it herself. She liked the new haircut. She missed her butt-length hair a bit, but this was new and exciting. Greg seemed to love it too, and the sex… the extra sensation was something she wanted to explore further.
As usual, Heather’s hair grew like a weed. Only two months later, it had grown about two inches, and her stylist friend told her she needed to come sit in her chair.
Heather thought about the summer heat outside, her thick hair that was growing in way too fast, and the shaggy uneven bob she saw in the mirror
“What can we do to get me through summer? I can’t be driving here every few weeks to get my hair thinned out and trimmed.” Heather was not even remotely considering a grow-out now.
“We could try an undercut.” Her stylist friend suggested. “Your hair is so thick, we could go pretty up high all the way around, and the hair on top would still cover it when down. Then Greg could keep the sides trimmed down for you between visits with his clippers.”
Heather thought about it for a moment. Greg had grown his hair out some. It was a few inches long on top and buzzed on the sides and back, but she still saw the clippers in the bathroom from time to time for trimming his beard. She gave the nod, and her friend started sectioning hair a couple inches above her cute, petite ears. Then she put a plastic #4 guard on and started removing hair all the way around the sides and back.
The clippers were like nothing Heather had felt before. Even with the plastic guard muting the vibrations, she came, soaking the chair.
“I’ve seen people moan a bit from the nice feeling of these, but no one’s ever reacted that strongly.” Her friend said. “I guess Greg is in for a treat when he trims it up for you. Just for reference, that was a #4, about half an inch long. Usually it would take a month to go from bald to that, but for you, I’d say a couple weeks, just in case you still feel too hot.”
She finished the cut by creating a textured micro bob with the remaining longer hair on top. It barely grazed lip length in the front, showed her ear lobes, and came up higher in the back where it just grazed her occipital. When dry, the lighter hair sprang up, with Heather’s natural auburn waves almost becoming curls. She was surprised to see that even with so much buzzed off, her hair was still super thick.
Heather was a bit embarassed that she’d come in her friend’s chair, but she walked out of the salon excited, and headed straight to Greg’s apartment.
Greg sat listening to his two roommates. One’s girlfriend had recently cut her hair from mid-back to a long bob hanging a few inches below her chin, and he was a bit upset about it.
“You know, short hair suits some women, and it’ll grow back.” The third said. “It looks good on her anyway.”
“I know.” The other roommate replied. “I just got used to it being long. She said she’ll grow it back and just wanted to try something new. What do you think, Greg?”
“You know…” Greg trailed off a bit. “I uhh… well, I really liked Heather’s hair when it was long. It was really beautiful, but, I don’t know. I think she’s even hotter with it short. It may sound weird to you guys, but I like how it shows off her neck and stuff. Anyway, I’m just gonna meet you guys out later. Heather is coming over soon and we’re going to get dinner before going to the bar.”
Greg’s roommates got dressed, and a friend swung by to pick the two of them up.
Heather sat in her car outside Greg’s apartment. She was a little nervous about what Greg would think of the haircut. Then she saw Greg’s roommates walk out and get in a car on the other side of the parking lot. Heather realized it would just be her and Greg, alone, and her excitement washed away any hesitation.
Heather headed up to the apartment, unlocked the door, and stepped inside. She was pleasantly greeted by the sight of Greg stepping out of the bathroom, towel in hand. She ran her eyes up and down, noticing he’d made some changes. Greg had just shaved his head and beard to a faint stubble with the clippers, trimmed his chest and stomach hair down to a neat quarter inch, highlighting the results of his time in the gym, and had freshly shaved his balls and cock clean.
Knowing they had the apartment to themselves, Heather dropped her shorts and panties, and pulled off her tight t shirt and bra. Greg smirked. She walked across the living room toward him, her tanned, petite, hairless body and perky breasts completely bare, her pussy throbbing and wet. She set her fingers at her temple on either side of her head and pushed them back and up through her hair. Greg’s eyes widened, seeing the undercut.
“Greg, I need a favor.” Heather mused, looking up at Greg with her green eyes. “I need you to shave this hair on the sides and back of my head the way you do yours.” She gently touched Greg’s faintly stubbled head, then ran her hands across her half inch long hairs as she said it. “It’s just so hot outside, and…”
Greg took her hand and led her to the bathroom, where she saw his clippers still sitting on the counter. He lifted them up and took the #2 guard off that he’d used on his chest, then he clicked them on.
“Are you ready?” Greg asked, a little excited but a little hesitant. Heather nodded.
Greg started at the right temple, shearing Heather’s half inch auburn hair down to faint stubble with the bare metal clippers.
The warm, unabated vibrations of the naked steel hit Heather like a ton of bricks. She clenched her teeth, grabbed the bathroom counter, and flexed every muscle in her body to stop from shaking while Greg sheared the sides of her head. Then, the clippers ran up her soft nape, and she lost it, her hands reaching for her smooth, waxed pussy, finding her clit, and coming hard, dripping on the bathroom floor.
“More!” Heather moaned. “Shave me higher.”
Greg knew what to do. He grabbed a condom and lube from his toiletry caddy, and shoved his rock hard dick into Heather’s firm, tight ass. He started slowly fucking her asshole as he plowed the clippers through longer hair above the original undercut. Heather shook and moaned as she came over and over. She was too overrun with sensation to worry about what was happening.
Heather heard the clippers turn off, and raised a hand to her head. She shuttered, feeling uneven stubble where long hair had been a moment before. She looked up to see that Greg had gone higher than she’d imagined. A strip of hair two inches wide remained at the top of her head, extending barely four inches front to back. She should have been upset, but it somehow turned her on even further.
Greg turned the shower on. He tossed the condom in the trash and pushed Heather under the hot water. He took a moment to wash her ass and around his dick before shoving a butt plug in to her. Heather let out a meek squeak, and moaned. Greg picked up her light body and used it as a sheath for his cock. Heather screamed as Greg’s large member entered her petite, soaking wet slit for the first time in a week, stretching her unexpectedly.
Then, she felt something new. Greg spread shaving cream around her head with a free hand, and began scraping her undercut’s stubble to nothing but soft, smooth skin with his razor. Heather was beyond anything she’d ever felt before by now. She could only whimper and shiver under the hot water, as Greg finished shaving her through the remaining coals of her burning orgasm.
The water shut off, and Greg grabbed a towel to wrap over Heather, her legs clasped around his waist, his dick still deep inside her. She clung to him as he walked them to his bed.
Greg rubbed the towel over Heather’s meager patch of remaining locks, before dropping the towel, sitting on the bed, and laying back, the two still attached.
Heather felt herself recovering a bit from her episode, and started to flex her pussy on Greg’s cock. Then she slowly started to move her body up and down his, feeling his short, rough chest hair on her body, his muscles below her, and his bald, veiny, hardening cock deep inside her. She was already close to another orgasm, when Greg grabbed the newly slick back of her head with a light slap, and sent her over the edge.
Heather convulsed, passionate juices flowed, and tears of pure ecstasy ran down her face as Greg joined in the movement with his hips and hands, thrusting in to her pussy with his engorged cock, gripping and rubbing the back of her petite head with one broad hand, as the other moved between her sensitive nipples and her ass. She lost control, calling out, screaming at the top of her lungs, “oh my gosh, yes, Yes… YES!”
Greg came, with a bellow of unadulterated pleasure and loss of control, deep inside of Heather’s pussy, as she trembled and wept. He softly mouthed each breast, then her mostly bald head, then her lips. She flopped down on top of him, trembling, her body radiating with pleasure from her overwhelming orgasms, legs barely responding, her face on his chest. She reached and wrapped her hand in his as she fell asleep, exhausted.
Heather woke up, an hour later, wrapped in blankets and heavy arms, barely able to move, her body still tingling. She brushed her wavy tuft of remaining auburn hair from her face, ran her hand over her shaved undercut, and shivered, her clit and pussy suddenly throbbing. Turning over to face Greg, she ran a hand down his chest and gripped his cock, which responded almost immediately, still sticky from their recent fucking. His bright blue eyes flashed open and locked with hers, and he smiled.
“Let’s do that again.” Heather purred, as she slid a leg over Greg’s hips and slowly guided his cock inside of her slick, wet pussy.
