The Doctor with a kind heart, Margaret Hampton

A couple days after that nerve-wracking choice, Jamie sat at a table in a rather fancy café, Momma in the chair beside him. The boy's heart felt like it was pounding a mile a minute in his chest, and he was too anxious to even try and break the awkward silence hanging in the air. Today, he was supposed to be meeting the woman he was to marry, the blonde doctor whose picture had made her seem so gentle and kind. Margaret Hampton, he didn't know much beyond her name. He just hoped she really was as nice as she'd looked, since it seemed already like he was going to be spending the rest of his life with her.

Momma at least, had seemed fairly happy with his choice, though he did sense by the faint frown on her face when he'd pointed anxiously at the smiling doctor that she'd rather he'd have chosen another of the woman. Still, she'd told him she was delighted for him to marry Dr. Hampton, rather quickly discarding any notion that he was going to get the chance to back out now he'd picked. Dad had seemed far more relieved than anything and had hugged Jamie tightly to his chest and whispered how proud he was. Later that evening, Momma had come into to her son's room and briskly informed him that she'd arranged a meeting with his bride-to-be in just two days, a chance for them to talk before she started arranging their wedding. The time had gone by so quickly, Jamie still felt like his head was spinning as he fidgeted awkwardly in his chair, fiddling with the hem of the pretty sundress he was wearing that still felt way too short.

Momma had bought it for him just yesterday, and insisted he wear it now even though it was the kind of thing she'd have spanked him very hard indeed for daring to pick out at the store himself. It was cut above his knee, baring inches of pale, smooth leg, and it was held on his shoulders by a pair of tiny little straps. The dress was very pretty, he'd thought as he'd spun delicately in front of the mirror this morning, admiring the light flowery patterns decorating the fabric, only he'd never worn anything quite this stylish before. He felt...bare and exposed, an impression the lingering looks he kept getting from every woman in the cafe didn't help to dispel.

Or maybe all that attention was more about the salon haircut and makeover Momma had also insisted he get right before coming here, where he'd spent what felt like hours sitting in a chair while an achingly stylish older man fussed over his ginger locks and put on makeup for him. Either way, Jamie felt like everyone was staring at him right now. For someone who was used to being a shy wallflower ignored by girls that wasn't exactly a welcome prospect, no matter the strange fluttering thrill it sent through his body when he noticed the handsome lady sitting at the table against the wall was staring hungrily at his bare legs again.

"Ms. Holiday, and this little cutie must be Jamie?" A strong, female voice intruded into his thoughts, making him squeal shrilly in surprise. Blushing hot, the surprised boy glanced up and found himself staring right up at the handsome face he'd seen smiling kindly from that photo. Margaret Hampton was as tall as Momma, but way curvier, her large bust covered by a smart collared shirt that made her look very dashing to innocent Jamie. The boy couldn't stop himself from staring at her chest, her huge boobs straining the buttons like they were about to split the shirt wide open. He'd never seen a woman with a chest quite that large, and just looking at her now he felt his dick start to twitch and stiffen between his legs. "You're much prettier than your picture, dear." The doctor's lips curved into that same gentle smile he'd liked so much. Jamie felt his cheeks burn, knowing she'd had to have noticed him gawping at her chest. His stomach twisted in embarrassment. Would she think he was some kind of bad slut and decide not to marry at him at all?

"Dr. Hampton." Momma rose fluidly from her chair and held out her hand. Margaret shook it deftly, looking the other woman right in the eye. There was an easy confidence to the gesture Jamie couldn't help but admire. He'd never seen anyone be so brave around his scary Momma. "Please, take a seat." Momma waved at the chair across from her.

"My apologies, Ms. Holiday, but I think I'll sit here instead, across from your son." Margaret replied, already slipping into the chair over the table from Jamie instead. "I am here to get to know him better, aren't I?" She turned and gave the blushing boy another gentle smile that made him feel like he was melting into the chair. "Hey there, dear, such a pleasure to meet you at last. My name is Margaret."

"Oh um...I'm Jamie." He just about managed to stammer, his voice breathless and high-pitched.

"I know that, sweetheart." Margaret replied smoothly, but Jamie still felt so embarrassed he could hardly breath. Why was he being so dumb? Of course she knew his name! "Your Mother's told me a few things about you." The handsome Doctor continued. "How hard a worker you are at home, and how well you're doing in school. It sounds like you're a very sensible young man, one any woman would be happy to have as her husband."

"He is, of course." Momma cut in, still looking rather surprised that Margaret seemed entirely focused on her son instead of her. "A little clumsy at times and he does, of course, need a firm hand to keep him focused, but with a bit of discipline he's very much a good boy."

"Yes, you mentioned your views on discipline." Margaret leant back in her chair, her pillowy bust straining her t-shirt even further. There was something a little strained in her face as she glanced at Momma, her piercing blue eyes narrowing. "I know you requested to stay as a chaperone, Ms. Holiday, but I think it's best I speak to Jamie alone. I'm planning to marry the boy after all, and I want to get to know the real him first. You and Mr. Holiday have done a fine job of raising him, I'm certain, but once he's my husband he become my responsibility, not yours. Best we make certain of what that means right now."

"I'm not sure that's a good..." Momma began.

"Considering the circumstances, Ms Holiday." Margaret interrupted firmly, raising her big hand. "I would have thought you could be more accommodating to my needs. Right now, I'd really prefer to talk to Jamie on his own." Momma paused, looking more uncertain than Jamie had ever seen her. Her icy blue eyes flickered to him for a moment, something rather worried in the set of her jaw. The boy shivered in his seat, not understanding any of this, but far too anxious to ask.

"Very well." Momma nodded stiffly. "An hour, I guess. I'll grab a coffee round the corner and be back then, Dr. I hope we can discuss this more between us women." She rose from her chair, her hands gripping the end of the table tightly. Jamie still didn't understand, but he found himself rather in awe of Margaret for standing up to his Momma so easily. Of course it was easier for her as another woman...but still. He glanced shyly at the busty blonde, tearing his gaze from her pillowy chest to look at her face instead. As Momma strode out the café looking rather tense, Margaret turned back to look at him.

"Now, that's better, isn't it sweetie?" Her lips curled into that gorgeous, kind smile that made the boy blush even hotter. "Your Mother's a bit hard on you, I think, and I'd like for you to be able to relax around me more so we can talk about what you want from this marriage. I'll get you whatever sweet treat you want to nibble on as well, the cakes here are divine." Then she paused, looking rather serious now. "First though, there's a very important question I need to ask you, dear."