Her Hookup Era Chapter 4 [F30/M32] [Curvy] [Casual Sex] [Reverse Cowgirl] [Squirting]
It was a bright and warm Saturday morning, the balmy weather tempered by a slight breeze. The patio around her buzzed with activity as Shay tilted her face toward the sun. She grabbed her glass of iced coffee, the condensation gently beading on to her palm, and took a long sip.
“So,” Dani asked, stabbing a piece of lemon ricotta pancake onto her fork, “how many times have you seen Truck Guy now?”
Shay sputtered slightly but managed to swallow her iced coffee rather than accidentally spraying it all over the table.
“Dani,” she pleaded, “can you please stop calling him that?”
Beside her, Anna laughed. “I actually think it works. Remember that guy I was seeing who worked at a liquor store?”
“Liquor Store Guy,” Dani supplied automatically.
“He has a name,” Shay announced to no one in particular.
“Julian,” Dani replied. “Yes, we know. But Truck Guy has a nice ring to it.”
Shay rolled her eyes good naturedly, taking another long sip of her iced coffee.
Anna squinted at her friend. “So, how long has it been? Two weeks?”
Shay shrugged. “Roughly. I mean, I like being around him. We're keeping it casual. We text. We meet up. Sometimes we get dinner.”
“And have insane sex,” Dani added around another mouthful of pancake.
Shay dropped her fork. “Jesus, Dani,” she hissed.
Her friend shrugged non-committally. “I call ‘em like I see ‘em. Besides, I know it must be nothing short of phenomenal, with that look that comes over your face whenever someone so much as mentions him. Not to mention you're more relaxed than I've seen you in a long time.” She paused, chewing another bite of pancake. “Actually, I haven't seen you this relaxed since before you were with James.”
Shay didn't say anything, just nodded sagely. She couldn't exactly disagree with anything Dani was saying.
“Wait,” Anna said, brow furrowed. “Do you think that this thing you have…well, that it might become something more?”
Shay didn't respond right away, but when she did, her words were thoughtful. “You know, I'm not really sure. We both got out of emotionally exhausting relationships around the same time and what we've agreed on for now is to stay casual. I like spending time with him, but I'm still healing from years with the wrong guy.”
Anna and Dani nodded in recognition.
Shay continued after taking a bite of her omelet. “I don't exactly have a crystal ball, but right now I'm honestly really happy with what we have going on.” She leaned forward slightly, voice lowered. “And yes, the sex is insane. In a good way.”
Dani squealed with delight. “I knew it!”
Later that afternoon, Shay felt accomplished. After brunch, she had done several errands and was now relaxing at home. Placing her e-reader on the coffee table, she realized she was curious about something. Most of her closet was full of skirts and dresses, and that was naturally what she had worn every time she had met up with Julian. She grabbed her phone and began to create a voice note.
“Question for you,” she started out simply. “Is there anything women wear that really drives you crazy?” She sent the message, curiosity blooming at what Julian might say.
A few minutes passed, and then her phone vibrated insistently against the smooth wood of the coffee table. Julian had responded to her voice note with one of his own. She quickly tapped it and his deep voice began to fill her living room.
“Leggings,” he said. “You know, those high-waisted athletic ones? I really like them in black, though I'm not exactly picky.” He paused, and his voice practically dropped an octave, as though he was picturing Shay in the very garment he was describing. “I don't know what it is. They just look incredible.”
Shay laughed out loud and began to respond with another voice note. “Well, Julian, you're in luck. My closet is full of leggings, mostly black ones.” Her voice was lightly teasing as she continued. “Who knows, maybe I'll wear some tomorrow.”
His texted reply was quick. “Yes, please.”
Another voice note popped up and Julian's voice rumbled through the air once again. “I could ask you the same question. Is there anything men wear that you really like?” His tone was lightly teasing. “I know you go a little bit wild when you peel my shirt off and I'm standing in front of you in just jeans while you work at my belt, but I'm talking about clothes.”
Shay didn't even have to think before she responded. “Well, you were right about the jeans. The more worn, the better. With a Henley, the sleeves rolled up. The color doesn't matter just so long as the sleeves are rolled up.”
His response was immediate. “Noted,” followed by a winking emoji.
The next night, Shay stood in front of her mirror wearing a pair of leggings from her absolute favorite brand. The fabric was buttery soft and the inky black, high-waisted silhouette hugged every curve from the smallest part of her waist to the tops of her ankles. A slightly oversized, olive-colored sweater, a white strappy bralette from the same brand that made the leggings, and shiny black slip-on sneakers completed the look.
Twenty minutes later, she walked toward his house, where they were planning to meet before heading out for some Mexican food. Julian answered the door at her knock and it was not lost on her that he was wearing a henley with his boots and faded jeans. He had indeed rolled up the sleeves of his black henley to his elbows, and the rest of the fabric strained across his broad shoulders and chest. Shay immediately felt the heat rushing south.
Her clothing apparently had a very similar effect on him, because his heated gaze swept over her as soon as he opened the door, lingering on her lower body. As he stepped aside, Shay walked into the entryway as Julian closed the door behind them.
“Jesus Christ,” he muttered, eyes locked on her hips and thighs.
One corner of Shay’s mouth quirked up in a teasing smile. Spontaneously, she did a little spin so he could get the full view. “These old things?”
Julian didn't respond with words. In one motion, he had stepped forward, pressing his body against Shay's. His kiss was hungry, more insistent than usual. She smiled softly into his lips as his hands drifted immediately to her ass. He groped and squeezed her, massaging her through the buttery soft fabric of her leggings while pulling her snugly against his pelvis. Shay snaked one hand between them and gently rubbed the front of his jeans, delighting in the thick ridge she felt there. As they continued to make out, Julian’s hands repeatedly traveled from the lower part of her ass up to her waist and back again.
She had no idea how much time had passed when Julian finally pulled back, his eyes meeting hers, hands still resting on her waist.
“We should probably try to make our reservation,” he said. His voice was rougher than usual, a sound Shay had come to know well. Earlier that week, they had both decided they wanted to try this new restaurant, which was within walking distance of Julian's house.
“Probably,” Shay replied, although she made no move to step away from him. “We can always have some fun later.”
After another lingering kiss, she bent down to grab her crossbody bag from where it had fallen from her shoulder pretty much immediately upon walking in.
Their booth was tucked near the back of the restaurant, and Julian looked ruggedly handsome beneath the hanging lights that lined the perimeter of the room.
“You know,” Shay said as they waited for their margaritas to arrive, “you kind of undersold the whole leggings thing.”
Julian glanced at her mischievously. “Did I?”
“When I asked you about clothing last night and your answer was leggings, I thought you meant you found them slightly more attractive than other articles of clothing,” she replied. “Not that you were going to look at me like you were about to lose your mind.”
His laugh rumbled from his throat. “In my defense, I didn’t realize how good you were going to look wearing them until you walked up to my door.”
Heat crept into Shay’s cheeks as she met Julian's gaze. Just then, their waiter appeared with frosty margarita glasses. She quickly took a sip of her drink, as though the cold tequila sliding down her throat might help tamp down the arousal still lingering from the intense scene in Julian's foyer. They drank and chatted amiably between bites of chips and salsa. Wanting to steer the conversation into something more appropriate for a public place, Shay asked, “So, how long have you had your truck?”
“Since high school,” Julian responded. “It’s an ‘84. Wasn't even running when I first got it. My dad gave me the truck and a how-to manual for car repairs on my sixteenth birthday.” He smiled. “Some kids get a brand new car, but not in my family.”
“You completely restored a truck just by reading a book?” Shay asked, jaw dropping slightly.
Julian shrugged, taking another sip of his margarita. “Took me forever. My dad helped if something was too complicated.”
“That’s kind of hot. Actually, not kind of. It IS hot.”
He laughed softly. “You think everything I do is hot.”
Shay grinned, raising both hands in mock defense. “You're not wrong.”
A second round of margaritas came at some point during the meal, and they continued talking and laughing. By the time they left the restaurant and began their walk back to Julian's house, the streetlights were on.
The front door had barely closed behind them and Shay had only just taken her shoes off when he grabbed her hand. She instantly shivered at the feeling of his rough palm against her soft skin.
“I'm taking you to bed,” he said simply.
Shay didn't protest.
They walked down the hallway to his bedroom, her hand still in his as he slowly traced circles on her palm with his thumb. She had been to his simple, ranch-style home one other time before tonight and immediately felt comfortable. His bedroom was simple yet tidy, with dark blinds covering the windows and a large bed flanked by a heavy wood headboard.
As they reached his bedroom, Shay gently pulled her hand from Julian's and walked over to the low nightstand, bending over just enough to switch on the flameless candles he kept there. She heard him make a low, satisfied noise, smiling to herself as she turned on the last candle.
When she straightened and turned around, he was on her instantly, his large hands once again finding her ass as their mouths crashed together. Soon, he moved his hands to the hem of her sweater and began to push it up. She let go of his shoulders and raised her arms. He tugged the sweater off the rest of the way and let the light fabric fall to his bedroom floor.
Shay stood in front of him in only her soft white bralette and the now famous black leggings. “I…I should have worn something a little sexier,” she confided, gesturing to the simple bralette.
Julian shook his head. “Now don't get me wrong, I love when you wear lingerie. But this?” He groaned softly, his eyes sweeping down her body once again. “This look gives anything lacy a run for its money.”
She laughed, stepping forward and reaching for the hem of Julian's shirt. Just as she had done, he raised his arms to assist her as she quickly peeled it off. After his shirt had been tossed on the floor, she hooked her thumbs into the thick waistband of her leggings, a question in her eyes.
Closing the distance between them, he rested his hands on her hips and nudged her toward the bed. He swept the quilt back with one hand before beginning to give her gentle orders.
“Keep them on for now,” he said, his familiar, gruffly aroused tone unmistakably returning. “Can I massage you?”
“You don’t have to twist my arm,” Shay joked, turning around and climbing onto the bed on all fours before settling down flat on her stomach, folding her arms and resting her head on them.
She could see Julian from the corner of her eye as he knelt between the V of her still legging-covered legs. Shay sighed, content, as he began to knead her curves. His broad hands charted a slow, intense path over her hips and thighs.
“Jesus,” he muttered. “I swear these leggings were invented specifically to torture me.”
Shay laughed, the sound muffled by her folded arms. “Maybe so.”
His hands lingered over the generous curve of her ass. “You work out,” he observed casually.
“A few times a week,” she admitted. “I walk a lot too. And I do a ton of squats and lunges.”
Julian groaned. “I can tell. You’ve got a great body. Soft and strong in all the right places.”
Shay squirmed, realizing how wet she was. It was beyond arousing to be desired so openly.
Julian apparently registered the slight wiggle of her hips. “Impatient, are we?” he murmured.
She raised her head. “This feels fantastic, but…”
“Tell me what you want, Shay.”
She smiled mischievously. “First, I want you to take your shirt off. After that, I want you to make me feel good. Then I want you inside me.”
The sound that issued from Julian's lips was a half-moan, half-grunt as he rose up. Shay flipped over and looked at his tan form appreciatively from her position. She had barely had a chance to ogle him properly when he planted his lips on hers, giving her one long, devastatingly slow kiss before moving down to kiss her neck. She felt his fervent neck kisses everywhere, but especially in her pussy.
Julian began to nudge the soft cups of Shay's bralette aside so he could lavish attention on one nipple, then the other, alternating hard sucking with slow licks. Her moans began to fill the room and she shamelessly ground her hips against his jean-clad erection.
"Could you…bite them?” Her voice came out more breathless than she had anticipated. “Not hard or anything. I just like having them softly bitten.”
Julian didn't reply verbally, just began scraping his teeth over her right nipple as he rolled the left between two rough fingers.
“Oh, fuck,” Shay moaned. “Fuck, Julian.” Pleasure had overtaken her so thoroughly that she knew she had probably soaked through not only her lace thong, but also her leggings. She was fully bucking her hips against his by this point, and it was as though her heartbeat existed solely in her clit.
Julian raised his head, face flushed, a fire in his eyes. “Will you ride me? In reverse cowgirl?”
The sudden question made Shay smile. It was not lost on her that they hadn't yet tried that position. “I will absolutely ride you. Actually, I brought a couple toys along with some extra condoms. They're in my bag, which I'm pretty sure I left in the front hall. I should go grab-”
Before she could finish the sentence, Julian had gone down the hall to retrieve her bag, handing it to her after striding back across the bedroom. She took it, unzipping it to take out two small drawstring bags and the condoms.
Julian pushed his jeans and boxer briefs down his hips and let them fall to the floor before laying down on his white sheets, a condom in hand. Eyes squarely on Shay, he began to issue orders in a low voice.
“Take off the rest of your clothes. Grab your toy. And then come here.”
Turning around, Shay pulled off her bralette, letting it dangle in her hand for a couple seconds before tossing it to the floor. Then she hooked both thumbs in the waistband of her leggings, arching her back as she began lowering the fabric down over her hips at a torturously slow pace. She was especially teasing as she pushed the soft garment over her ass, back still arched, bending over toward the ground as her leggings finally made their way over her thighs and calves. Still bent over, she stepped out of them fully, now clad in only her red lace thong.
Shay stood and turned, smiling seductively at him as she took one of her toys from its small silk bag and placed it on the bed. He got up off the bed, and, pulling her thong to the side with one hand, first ran a finger over her clit, and then further down.
“Goddamn,” he choked out. “You're always wet for me, but I don't think you've ever been this wet before.”
Speech had left Shay as she panted against his insistent touch. After several more delicious seconds, she suddenly couldn't wait any longer.
“Julian,” she implored breathlessly, “put on a condom and let me ride you.”
He did exactly as she asked and lay back down on the bed as Shay impatiently ripped her underwear off. She mounted him, swinging one leg over his muscular thighs and hovering just above his straining cock. Grasping him with one hand, she guided Julian's crown to her entrance and he began to part her lips.
As she sank fully down onto him, she had the distinct feeling of being impaled, but in the best possible way. Raising her hips, Shay slowly began to bounce up and down on his thick cock.
“Fuck, Shay,” Julian grunted. She felt his hands drift to her hips, clearly needing to both look and touch. They stayed like this for several minutes, with Shay alternating between bouncing and grinding. It was almost like a sexy, hands-on experiment to find out which motion felt the best in this new position.
Shay began bouncing again, and as Julian's cock stroked every part of her, she started to feel an unfamiliar sensation. It wasn't unpleasant, but it was full and sharp. It felt nothing like things usually did when she was getting close to orgasm. Instead, it felt more intense. Her rhythm faltered.
She twisted her head so she could look directly at Julian. Concern immediately crossed his features. “What's wrong?”
Shay bit her lip. “I'm okay. It actually feels really good. It's just…” She swallowed hard. “It suddenly feels like I have to pee.”
Julian gazed at her, a knowing expression on his face.
“Shay,” he said slowly, “I don’t think that’s what’s happening. But we can stop if you want to.”
Shay considered his words, and instead of answering, she turned her head and started riding Julian once again. Before long, that same intense feeling had overtaken her, and instead of pausing again, she simply speared herself on his cock over and over. Her hips picked up speed and her ass bounced as her pleasure climbed higher and higher.
As she rode Julian with the perfect rhythm, it seemed as though all the muscles of her lower body were tensing at once, like a spring coiling tighter. She raised her hips, and as she lowered on his cock once again, a tidal wave of pleasure crashed over her. Thighs shaking, she threw her head back, powerless to do anything but moan through this completely new type of orgasm that she had never felt before. She gradually became aware that in the midst of this incredible feeling, a gigantic gush of liquid had shot out of her pussy and soaked them both.
Once her trembling muscles stilled, she slowly rose off of Julian, rotating around so that she was laying down. She draped one arm over her eyes in embarrassment.
“That hasn't ever happened before,” she said, still in shock. “You might need to change the sheets.” At this, she buried her face in both hands, not looking at Julian.
He softly took one of her wrists, pulling one hand away from her face so that she could see him. He was grinning broadly.
“That…that was one of the hottest things I've ever heard or seen.”
“Seriously?” Shay asked incredulously.
“Seriously. You were so worked up that you squirted all over me, not to mention for the first time ever. How could that not be hot?”
She smiled slyly. “I'm glad you liked what you saw.”
“Shay,” he continued, “that was the kind of thing that I'll probably think about for the rest of my life.”
Letting her eyes flutter closed, she shifted on to one side and pressed her lips to his. This time, she was the one to nudge his mouth open with her tongue. Flames kindled between them once again as Julian swiftly rolled her over, lips still firmly on hers, his cock insistently rigid against her soft inner thigh. They stayed like that for a while, and then he slowly broke the kiss.
“Want to go again?” he murmured into her ear.
“Hell yes.”