Kendra paid the cashier, grabbed her coffee and wheeled her stroller over to a small corner table in the coffee shop.
She and her son Jackson were in Chicago to visit a friend of hers who'd also just had a baby. She came a few days early to make it into a mini vacation, the first one since Jackson was born. Kendra loved Chicago. It had great museums,great shopping, a fantastic zoo, the Cubs, and deep dish pizza!
She has no particular agenda. She thought she might try a museum or two, but her best vacations always evolved organically.
Her father had taught her to vacation this way. The pace was more relaxed and allowed one to meet the most interesting people. Kendra remembered so many vacations were her dad made friends of a stranger which lead to them seeing things and hearing stories that only the locals knew about. Today at age thirty seven, she felt it was the only way to travel.
She sipped her coffee while Jackson slept soundly. It tasted and smelled so good. She loved the sights and sounds of a busy coffee shop. She'd only recently started feeling comfortable enough to bring him out of the house.
As a valued executive at her advertising firm, Kendra had the freedom to work from home or anywhere in the world if she liked. This made traveling to Chicago a cinch.
She took another sip of her coffee and smiled down at little Jackson. He was her little miracle. Recently her son had moved away to college. She was so proud of him. Soon after he moved out she found herself an empty nester and wondering if she might want to have another baby.
She had the normal reservations of course. She was older now, but her doctor had assured her that she was more than capable of having a normal pregnancy resulting in a healthy child.
Kendra didn't need a husband, or a wife for that matter to have a baby. Her high income meant that she had the resources to overcome many of the normal obstacles experienced by single mothers. So, after 6 months of working with a fertility doctor, she became pregnant. She had a blissfully uneventful pregnancy, then two months ago she'd given birth to a beautiful baby boy.
She'd had a very messy divorce a few years back and hadn't quite recovered enough to start dating again. Kendra was an extremely disciplined person. She had outlined for herself a very specific set of circumstances under which she would be willing to entertain the possibility of a new relationship. After four years no one had met her standards. Similarly she had a set of rules when engaging in casual sex. She had not patience for anything phony. A confident lover with both men and women, she decided not to put herself out there with just anyone. This, she resolved to only give or receive orgasms from worthy people, who were authentic and real.
The result was a quality over quantity situation. One day she realized that there was a finite number of times her heart would beat and then one day it would stop. She began to evaluate relationships in those terms of whether she really wanted to "spend" heartbeats on someone.
Sticking to her rules meant saying no to having naked fun with the twenty-something girl with the flat stomach and beautiful tits because she was crass and vapid. It meant she'd have to settle for imagining what the college swim coach's cock looked like instead of seducing him because he was unkind to a waiter. She missed having a nice hard cock to play with.
She'd always been fascinated with the penis She liked all shapes and sizes as well as the cum that they produced. To the delight of her boyfriends, she loved swallowing cum and receiving facials. She was proud to be a cumslut. All her girlfriends were disgusted by the idea. To each their own, she thought. She refused to be kink shamed by anyone.
To tide her over between lovers, she'd recently taken on a new hobby of sorts giving handjobs to especially worthy men that she encountered from time to time. She liked doing it and they did too. Each session held a top spot in her mental masturbation playlist.
Kendra masturbated a lot. She always had. It was a great way to start a new day, or to shake off a rough one. She dressed provocatively but professionally and absolutely loved flirting. It was a fun way to interact with others in a sexy way without breaking her rules. At 5'5" and 110 lbs, she could turn heads for sure. She had a tiny waist and a tight butt. She loved her breasts. They were normally A cups but while breastfeeding they'd grown to C cups. She enjoyed going braless often, especially in a sheer top that highlighted her dark brown nipples.
She'd been lost in her thoughts for a little while when the soreness in her breasts became too much to ignore. She'd forgotten how challenging breast feeding could be, and she was a little bit rusty. She knew she needed to nurse soon.
As if on cue, Jackson woke up and began crying to be fed. Kendra put her coffee back on the table and picked up Jackson from the stroller. She shushed him and rocked him a while then she draped a small shawl over her shoulder and pulled out her breast.
She rarely nursed in public, but her breasts were so swollen and painful that she knew she couldn't wait another minute. Besides, her son was hungry. She felt Jackson latch on right away, and closed her eyes enjoying the relief for a brief moment. She never even noticed it when the shawl fell down, exposing Jackson's feeding to anyone who might happen to glance over.
One such person was Nathan Novak. He had just set down his newspaper and was while rubbing his eyes. From the other side of the coffee shop he saw the shawl fall. Nathan averted his eyes right away. He was a gentleman after all, and she was vulnerable. The mother had her eyes closed and seemed unaware of her exposure. He considered telling her, but hesitated as he feared she'd be too embarrassed. As fate would have it, someone else decided to make her aware.
Kendra was jolted out of her peace and back to reality when she heard screaming and opened her eyes to find a middle aged woman jabbing her finger towards her face. She was shrieking about how disgusting and indecent it was for Kendra to expose her breasts in public. Kendra felt like a deer in the headlights. She looked around in desperation, but couldn't find the shawl, which had fallen under her chair. The woman had not stopped screaming and pointing her finger in Kendra's face.
Nathan sprung to his feet and quickly crossed to the other side of the shop, where he stepped between the shrieking woman, and the mother feeding her child. He smiled wide and extended his hand.
"Hi, I'm Nathan, perhaps I can assist here." he said smiling at the woman who seemed to be calming already.
"I understand that this is something you don't want to see, and that's certainly your prerogative."
He knew he was placating her by suggesting that she shouldn't feel bad about her behavior, but he reminded himself that his mission was to shield this young mother from the woman's wrath not lecture said woman on proper behavior.
"In fact, I will happily let you take my table. It's just over there." he said pointing.
When she hesitated too long, Nathan took the initiative. He noticed she already had her purse over her shoulder.
Before she could resist he said, "Here let me help you over there," and he picked up her coffee cup and her book from her table and started walking across the coffee shop towards his. She followed him almost hypnotically and was soon sitting at his table. He set her things down, gathered his newspaper under his arm and picked up his own coffee.
Kendra could see he was speaking with her, and that they were both smiling. She wasn't surprised, he was a very attractive older gentleman. She guessed he was in his mid 50's with salt and pepper hair and a brilliant smile.
He walked back over to Kendra, bent over, picked up her shawl, and gently set it on the table.
"Please don't think too harshly of her. Some people just don't get a proper upbringing. It's actually her parents fault that she's insensitive, intolerant and lacks even a teaspoon of manners." he said smiling. He had such kind eyes, and that smile was electric.
"That's an awfully kind assessment of a very unkind person. It takes a great deal of character to look for the good in someone behaving so terribly." she said.
"Well, I think one's upbringing has a large impact on their character. If she understood that, she'd know that what you are doing is one of the best things a mother can do for her baby." he added.