Dating : Coffee Shop Hookup

He couldn’t believe his luck. The morning had started out so shitty before work. First, he couldn’t get a taxi and it was pouring down rain, so he walked to the coffee shop in the rain. Then, once he finally made it to the coffee shop, the line was at a standstill because one of the machines screwed up. At that point, he knew he was going to be late if he didn’t hurry, but he stood in line and got his coffee anyway. When he turned to leave, he bumped into another patron, spilling his cup of coffee everywhere. He wanted to cuss, he wanted to scream. He turned to give the offending party a piece of his mind when he met a pair of ice blue eyes and brown hair piled on top of a short female frame. She was one of the most beautiful women he had ever seen.

“Oh my God, I am so sorry. Here, you can have my coffee,” she started to hand him her cup. “It’s black, so you can doctor it any way you like.” She looked terrified.

“Oh, no. It’s okay, I’ve just been in a rush all day and wasn’t watching what I was doing,” he smiled at her and finished cleaning up the spilled coffee. Her freshly pressed skirt and blouse screamed that she was on her way to an interview, or perhaps it was her first day on the job. Her clothes were perfect, but he could see in her eyes how nervous she was. “First day on the job?”

She laughed, “Is it that obvious?”

“Eh, I’ve been in business for awhile,” he smiled at her. They continued to make small talk, and he managed to get her number before they parted ways. The rest of his day wasn’t nearly as bad, even the rain had decided to stop.

A few days had passed and he decided to call the young accountant. Her name turned out to be Macy, a very fitting name if you asked him. She had an air about her that he was just drawn to, and he was hoping she had felt the same. “Hey Macy, it’s James. I was hoping you’d join me for dinner tonight? Call me back when you can, I look forward to hearing from you.” He grimaced as he hung up. His messages always sounded so business-like, not something you wanted to leave for a potential date.

It took hours for her to call him back, “Hey James. I’m so sorry it took so long to get back to you. I’ve had back-to-back meetings all morning.”

“That’s okay, I assumed you were busy or I’d scared you off,” he gave a light laugh, trying to ease the obvious tension seething from the phone.

“I’d love to go to dinner tonight,” she said it in a soft, rushed voice. It almost sounded like she was embarrassed.

“Great, I can pick you up. Just text me the address later.” James felt his pulse quicken as they said their goodbyes and hung up. He hadn’t been on a date in a while. Besides being busy with work, his last few dates always felt flat and never went anywhere. He found himself looking forward to dinner in the first time in a long time.

He picked Macy up in front of her apartment later that night, and to say that she looked stunning was an understatement. She had on a classic little black dress that covered her modestly while still showing off her curves. She let her brown hair fall around her shoulders in soft curls and had very little makeup on. He loved the simplicity in the way she dressed, so unlike the city girls he was used to taking on dates. She was classy in an age where women felt that they needed to show off everything they had to get a man’s attention.

Macy was quiet during the ride to the restaurant and kept her eyes down during most of the conversation. Her perfectly manicured fingers waved slightly as she talked about her new job as a paralegal at a downtown firm James was familiar with. She seemed enthralled with the details of his job, even though marketing wasn’t the most exciting of career venues. He assumed she was just being polite. She seemed like the type. He guessed that she was always quiet and submissive like that, but kept it to himself as they enjoyed their meal.

Dinner was nice, but James felt like that was going to be it for awhile. Maybe dating someone without sleeping together for a while might be nice. James still couldn’t think about the way her slightly curvy ass fit in that little black dress and the way her hips swayed as she walked in front of him as they left the restaurant. They headed back to Macy’s apartment in a silence that had become familiar throughout the night.

“Macy, I had a great time tonight. I’d like to see you again sometime,” James parked his car in front of her apartment and shut off the engine. He may not be going in, but his momma always insisted that he walk his dates to the door.

Macy grinned sheepishly as he opened the door for her, “I had a great night as well.” She dug her keys out of her purse and she started blushing. A grin spread across her lips like he hadn’t seen all night.

“What’s up?” James chuckled nervously.

“Would you like to come up? I would love to show you how much I enjoyed tonight.”

James’s heart nearly stopped. “I’m sorry, what?”

She actually laughed and it sounded incredible. A mix of bells with devilish undertones. “I know it may seem a little… loose to ask a guy up on the first date, but I figure that I only live once!” She unlocked the door and held it open, “Are you coming up or not?”

James could only give another chuckle as he followed her up to her place. They took the elevator to the second floor where she opened the first door on the left. Her apartment was a simple flat with her bed in a corner of the living room, a small couch, and an island kitchen. Even though it was simple, it still felt homey with photos lining the walls and books covering the coffee table.

“I know it’s not much of a place, but it does what I need.” Macy walked around her apartment, picking up random clothes off the couch and the bed so that James could sit. Although, he didn’t see himself sitting on the couch much. “If you don’t mind, I’m going to go freshen up a bit. Please, help yourself to anything in the kitchen. I might have some wine in there.” Macy waved her hand as she headed to a door opposite her bed.

James shook his head in disbelief as the door closed behind her. She seemed so quiet and guarded at the restaurant, and here she was inviting him up to her place to have sex. Wine. He definitely needed the wine. He dug around in the few drawers until he found a bottle opener and located the bottle of red wine in one of the higher cabinets. He briefly wondered how her small frame could reach that high. He poured to glasses and waited for her to come back out.

When she did finally come out of the bathroom, she had on a robe and he caught a glimpse of her black high heels. “Oh, thank you for pouring me a glass,” she swiped her glass and took a sip. “Now, I have to be honest with you. I’m into some kinkier stuff. Nothing too weird, but I got the sense that you wouldn’t be opposed.”

James gulped audibly. Damn, she was good. “I’m not opposed to some kinky fun.”

“Were you top or bottom?”

“I’ve been, and enjoy both.”

“Good.” She gave James a wicked grin, all evidence of that shy, nervous girl he’d met just a short time ago was gone. She placed her glass down on the counter and took James’s out of his hands. “Would you like to join me on the bed?”

She took his hand and led him to bed. The comforter was a soft blue and looked thick and amazingly comfortable. Drawing his attention back to her, she turned around and drew him close. Her lips were soft but commanding as she kissed him deeply. “Mmmm, you taste good,” she licked her lips.

“I can’t wait to taste the rest of you,” James smiled slyly. He kissed across her jawline and down her neck. He began to nip and suck lightly as he continued his venture south. He untied her robe and brushed it off her shoulders. James stepped back to admire what was underneath: a black bra with matching panties. And those heels. It was simple, but damn it was sexy as hell.

He bit his lip as she struck a pose. “You just gonna stare at it, or are you gonna fuck it?” Her blatant curse word made him hornier than ever. A lady in the streets and a freak in the sheets. This woman was perfect.

He gently grabbed a hair full of her hair as he kissed her neck. She started to strip him out of his button-up shirt, jeans, and finally his boxers, letting his erection spring free. Macy gripped his erection, causing James to moan. “Get on the bed,” she ordered.

James happily did as he was told, laying on the bed on his back. He stretched his arms above him, resting his head in his hands. She looked amazing standing at the end of the bed in her black lingerie. She crawled up the bed and up his body, planting kisses up his thighs, his stomach, and his chest. She slid her hands up his arms and carefully cuffed his wrists to the wall. James looked up to see the cuffs she had slid on his wrists. They were secured, and he wouldn’t be going anywhere. “The safeword is Red, understood?”

“Yes, I understand the safeword is Red.” James’s breath was ragged. He wasn’t sure to expect with this woman, and that’s what enticed him the most. Macy was still on top of him, holding her weight off of him, but he could still feel the heat coming from between her legs. All he could think about is how she was going to feel once he was in her.

She started sliding back down his body, gently biting his nipples and grazing his skin on the way down. She slowed her pursuit when she got to his belly button, right before she got to his hairline. He whispered a silent prayer, thankful he’d trimmed a bit before their date.

She licked her lips as she wrapped her hand around his shaft and cupped his balls with the other. Keeping her eyes on his, she slowly slid her lips down the length of his shaft before taking the tip in her mouth and sucking gently. Macy pushed his erection to the back of her throat and holding it there, and slowly pulled back out. She was taking her time, and he could feel his erection straining against her hand, begging for more. James felt his hips thrust, involuntarily trying to get deeper into her mouth. “Now, now. Be a good boy or you won’t get your present,” Macy chided against the head of his dick. She giggled at his groan of frustration.

She continued her slow assault, alternating between light slicks and nips and long, hard sucking motions. His legs started to strain as he felt his orgasm getting closer. “Macy, you’re gonna have to stop or it’s gonna be an early night,” his teeth clenched as he tried to keep from climaxing. Thankfully, she stopped sucking and slid off the bed. She left him tied to the bed as she swayed over to her forgotten glass of wine. She took a deep drink from it as she watched him pant and struggle to get out of his restraints.

She unhooked her bra with her free hand, slipping out of it and dropping it to the floor. She played absently with her breasts, rubbing the nipples between her fingers and cupping the nearly perfect globes. They were big, but not so heavy that they drooped when the bra fell away. Macy set down her glass before shimmying out of her black lace thong and hopping on top of the counter. She leaned back, bracing herself with one hand as the other skated down between her now sprawling legs.

She played with her slit with the same slow pace as she had done with the blow job. He could see how wet she was from his prison on the bed, and he ached to taste her. She took turns dipping her fingers into her center and furiously rubbing her swollen clit. He could see her getting closer to climaxing; her breath was ragged as she rubbed as fast as she could, her breasts bouncing with each motion of her hand. She threw her head back and moaned as she came on the kitchen counter. James couldn’t take his eyes off her, she was quite the sight to behold when she came.

“What are you smiling about?” Macy raised an eyebrow before taking another sip of wine. She casually wiped her fingers on her leg before hopping off the kitchen counter, kicking off her heels as she did so.

“Just thinking of all the things I’m going to do to you once I get my hands on you,” he gave her a smirk, hoping it was cute enough to entice her back to bed.

Apparently, it worked because she finished her wine and not only came back to bed, but uncuffed him as well. Before she could react, he pulled her onto the bed, rolling on top of her in one swift move. “Mmmmm, boy’s got moves,” she grinned.

“You have no idea,” he whispered before kissing her again. James had every intention of driving her just as crazy as she did him. She moaned as he nipped his way along her collarbone and down to her taut nipple. He took one in his mouth and sucked, almost aggressively, as he tweaked her other nipple with his fingers. She started to push into his hand and mouth, asking for more. He skipped the trail of kisses he had planned for her stomach, he needed to taste her. Now.

He spread her legs and propped her up with his hands, cupping her ass like she was a delicious feast that was only for him. She was still dripping from her little adventure on the counter, and he greedily lapped at her juices. He heard her gasp as he flicked her already sensitive bud with the tip of his tongue. James swept it into his mouth and proceeded to suck while he easily slid two fingers into her slit. Her hips bucked against his face and he struggled to hold on. He wrapped his arm around her hips to hold her still as he continued his aggressive assault on her clit. Macy moaned loudly as he felt her walls clench around his fingers. He didn’t think he’d ever made a woman cum so fast before.

He pulled away from her, wiping her juices from his face. She leaned up, her breasts heaving with each ragged breath. Her icy blue eyes were wild and full of lust. It almost scared James. She gently pushed him off the end of the bed, causing him to land on his back in the floor. She hurried off the bed to her nightstand before she came back to James. She quickly ripped the foil packet and slid the condom on over the head of his now painful erection. It was as if she needed him now, more than she needed the air to breathe.

She straddled his hips, placing the head of his dick against her slit and sliding down the length. She was slick with her need, but it was still a tight fit and he could feel every inch of her walls. Even through the condom. She impaled herself on him until her pelvis met his, where she quickly began to grind against him. There was no stopping her once she started, all James could do is hold onto this wonderful woman’s hips as she took what she needed.

He didn’t mind, though. He watched her breasts bounce, heard her moans as she used his body to get herself off. He could even smell her excitement and drank it in as he ran his hands over her smooth skin. He couldn’t help but get lost in the way she fucked him, he felt his orgasm getting closer again. This time, James didn’t know if he could stop it.

He pressed a thumb against her clit and rubbed as furiously as she had down to herself earlier. Macy moaned louder in response, rocking her hips to get more friction. She finally clenched around him, and he joined her moans of ecstasy as they found their release together. She nearly collapsed on James, and he just wrapped his arms around her. They fell asleep on her bedroom floor.

The next morning, James located his clothes and got dressed quietly. He left her a note on the bedside:

You spilling that coffee on me was one of the luckiest things that happened to me. Thanks for last night.

James and Macy ended up dating for a few years before they eloped together, always joking about that single cup of coffee.