Dean|Jill; Flashback
“No harm, no foul.” she said, shrugging nonchalantly. Jill cocked her head to the side as he guessed. Rebecca? She knew a Rebecca, but that certainly wasn’t it. She grabbed her drink once more and shook her head. “Nope,” she drank what remanded in the cup before setting it back down. Jill looked over to the clock that hung on the wall behind the counter before gathering her things together. “But if I ever see you again, I’ll give you another shot.” She stood up with her stuff, and pointed to the space beside him. “Can you hand me my jacket?”
Dean was confused why she was suddenly leaving. He thought they were hitting it off quite well, so this was weird to him. Maybe she had some place to be? He thought of asking her but wasn’t sure how to without her thinking he was some kind of stalker. Maybe the guessing game wasn’t what she liked at all. “Uh, sure. Here.” He looked over to hand her the jacket before he got up from the table himself. “I hope I didn’t offend you or anything?” Dean asked with an apologetic tone. He took out his wallet and started to pull money out to pay for the foods. “I’ll pay, don’t worry. It’s the least I can do” he said giving her a smirk.
Dean|Jill; Flashback
Dean made a face at her that showed he was not proud of the nickname she had given him. “Bob!?” He shook his head at her before giving a laugh. “Remind me to not let you name our children” he joked before eating his food the waitress had given him. As he chomped on his burger and sipped his drink, Dean noticed the woman was staring over at him with curiosity. She clearly wanted a real answer about who he was, and something told him she wouldn’t stop asking either. “The name’s Dean” he replied to her before setting his drink down to make a burp. “Excuse me.” Dean then took another bite of his burger before looking back at her. With a mouth full he started to ask her what her name was. “Should I make up a name for you too?”
She laughed, seeing his face, before taking a bite of the fry before shrugging. As soon as the waitress had brought the food for mystery man, Jill continued to look at him even as he started to eat. It didn’t take long before he actually told her. “Huh.” She went quiet for a few minutes as she ate more of the fries from her plate. After a minute, she took a sip of her drink before speaking again. “I would be offended if you didn’t, Bob.” she said, putting an emphasis on the name. Might as well have a little bit of fun with it.
Dean chuckled as he finished eating. “If I didn’t know any better I’d say you’re flirting back at me.” He gave her a wink before sitting back in his chair with his arm rested up over the seat. “Let me guess. Rebecca?” He wasn’t good at guessing names really, but he thought it would be nice to play with her a little bit to see what kind of woman she was like. He just hoped she wouldn’t slap him before he asked for her phone number. “Am I right or am I wrong?”
Dean|Jill; Flashback
Dean gave a light laugh as his cheeks blushed. He then called over the waitress to put down his order of food. “I’ll have what she’s having” he pointed to the woman’s plate in front of him, and gave the waitress a wink before she left. “Well my charm usually gets me what I want 99% of the time” he replied teasingly. His arms rested back on the table as he looked over at her leaning towards him. “Hmm, well what would you call me? I’m curious.” As he looked at her, he felt hypnotized by her pretty eyes staring at him. He hadn’t seen a pretty girl like her before, and was interested in getting to know her better. He was also curious about what she was looking at on her laptop.
Jill placed the plate back down and smirked a little seeing him blush. She leaned her elbow back on the table and looked at him. This should prove to be an interesting night. “Oh, is that right? Well, then, you must have all the ladies eating out of the palm of your hand.” She picked up one of the fries from the plate. “What would I call you?” There were a few things she could call him, but she decided against any of those. “Casanova. Or, you know, Bob, but Casanova sounds a little better.”
Dean made a face at her that showed he was not proud of the nickname she had given him. “Bob!?” He shook his head at her before giving a laugh. “Remind me to not let you name our children” he joked before eating his food the waitress had given him. As he chomped on his burger and sipped his drink, Dean noticed the woman was staring over at him with curiosity. She clearly wanted a real answer about who he was, and something told him she wouldn’t stop asking either. “The name’s Dean” he replied to her before setting his drink down to make a burp. “Excuse me.” Dean then took another bite of his burger before looking back at her. With a mouth full he started to ask her what her name was. “Should I make up a name for you too?”
(Source: deancaps)
(Source: superwhoscreencaps)
(Source: deancaps)
(via thewaalkingdead)
Dean|Jill; Flashback
As Dean ate the fry, he noticed she was looking at him. He gave a chuckle at her question. “Only with pretty women who are sitting alone, and looking like they don’t want to be here.” He wondered if she would tell him what was bothering her, or if he should go ahead and just ask. “There’s nothing wrong with having some good company is there?” He smirked at her.He hoped she didn’t mind him talking to her. Dean had a weakness for hot women. He then looked around curiously, wondering if there was a boyfriend around anywhere with her. “Your boyfriend isn’t going to kick my ass right?”
Jill shook her head. “You don’t have to worry about some macho man coming to my rescue and kicking your ass. That’s my job.” She laughed lightly and leaned forward again, resting her elbow on the table. “And no, there’s nothing wrong with having company. But I do have a question; how many times has this actually worked for you, Romeo?”
Before he had a chance to answer, she grabbed the plate off the table and asked another question. “Before you continue eating anymore of my food, are you going to tell me your name, or do I have to continue calling you something else?”
Dean gave a light laugh as his cheeks blushed. He then called over the waitress to put down his order of food. “I’ll have what she’s having” he pointed to the woman’s plate in front of him, and gave the waitress a wink before she left. “Well my charm usually gets me what I want 99% of the time” he replied teasingly. His arms rested back on the table as he looked over at her leaning towards him. “Hmm, well what would you call me? I’m curious.” As he looked at her, he felt hypnotized by her pretty eyes staring at him. He hadn’t seen a pretty girl like her before, and was interested in getting to know her better. He was also curious about what she was looking at on her laptop.
