Thomas in the Gilded City

Thomas was starting to worry that he either did something to offend Addy, or he made her late. Either way, he was staring at her running away instead of watching where he was going.

Progress (10) Crit Success

The hurrying secretary aided Thomas by clearing the way for him, as the crowds seemed to part to accommodate her rush. And yet, even as she hurried, she wasn't going that fast, just a light jog would be enough to keep pace with her.

Thomas: 30 Willpower
55 Gold
Progress 2/4
Contacts 0/5
Mental Fatigue 0

Thomas felt himself speeding up. He wanted to catch up to Addy and make sure everything was alright.

Progress (49) Fail
Encounter (64) Success, Have Some Fun

Thomas quickly caught up to blushing and nervous Addy. "Oh, Thomas! Fancy running into you again, I was just on my way to town hall... which is in the town square, which is where I... oh, right..." As the secretary spoke, she realized why he had rejoined with her so soon, it's because they never really parted ways. And, as luck would have it, they were in a part of town lined with restaurants.

Thomas: 30 Willpower
55 Gold
Progress 2/4
Contacts 0/5
Mental Fatigue 0

"Is everything alright?" Thomas asked her. "Seeing you run away made me worried that something was wrong."

"Oh! I'm perfectly fine! It's just.... well... umm" Addy thought hard to come up with an excuse for her behavior, as she didn't want to tell Thomas the truth: that she was just being shy. "I'm a bit late getting back and reporting my results to the town hall, that's all! N-n-nothing to worry about!" She said, a smile on her red, shiny lips that didn't match her eyes.

Thomas: 30 Willpower
55 Gold
Progress 2/4
Contacts 0/5
Mental Fatigue 0

"Well, as long as you're sure everything is alright..." Thomas said, feeling a bit awkward as he rubbed the back of neck.

"I'm sure... in fact... I'm sure someone is covering for me at town hall, anyway. We're like our own little clique or something, looking out for each other." Addy chuckled nervously and twirled some of her hair around a finger. "It's about lunchtime... maybe I should take a break instead..." She wondered aloud as she looked down.

Thomas: 30 Willpower
55 Gold
Progress 2/4
Contacts 0/5
Mental Fatigue 0

"I... guess we can get something to eat then?" Thomas suggested with a blush. He looked around at the various restaurants surrounding them. "Is there a place you prefer?"

"Really?!" Addy replied with a sparkle of hope behind her glasses. "I prefer that place over there, their food doesn't ruin my diet." She said as she pointed to a place that seemed to advertise simple, healthy meals. The secretary did have an hourglass figure worth keeping in shape, the only parts of her on the voluptuous side were her chest, thighs, and hips.

"Th-Then, let's go there." Thomas said with a blush as he realized he started staring at her attractive body.

Addy nodded and turned to the restaurant, giving Thomas the chance to stare at her tight pencil skirt, generous cheeks, and lovely, nylon-clad legs as she walked. Looking at her like this, she could be mistaken for an enchanting and seductive escort taking him to a private room. He wasn't fully realizing how deeply he was staring until Addy spoke to a waitress that she seemed like she knew, and they were told to sit at a booth in the corner. The waitress seemed excited for some reason, maybe it was just her brand of hospitality?

Thomas: 28 Willpower
55 Gold
Progress 2/4
Contacts 0/5
Mental Fatigue 0

Thomas had a hard time taking his eyes off of Addy's backside. Only when they reached the booth, secluded in the corner of the restaurant, did he finally managed to peel his gaze away.

Thomas could see the sway of her hips and clack of her heels repeating in his mind as they sat down across from each other. The waitress gave the two of them some menus, winked at Addy, then left them be. "S-s-s-so, I suggested this place, so the meal can be my treat if you want, Thomas. The survey work pays surprisingly well." The secretary said as she pulled a tie out of her hair and let it cascade down her back and shoulders. She still had her cute glasses and scarlet lips to stare at, and she seemed to have undone a button or two of her top when Thomas wasn't looking, offering just a peek of cleavage for him.

Thomas: 26 Willpower
55 Gold
Progress 2/4
Contacts 0/5
Mental Fatigue 0

"I-I'm fine with paying." Thomas told her with a blush as his eyes traced her lips. "Think of it as a thanks for helping me out earlier." After a moment, he meekly added. "You look lovely with your hair down."

"We can split the bill, then, and oh, what I did earlier was my job, don't think too much of i- uwhaaa!!!" Addy was able to reply calmly until it clicked in place that he called her lovely. "Wawawawawaaaaaa! All I did was take out the tie, they make us do our hair up like that, something about fitting the stereotype or something....." She said nervously, and then she paused a second and continued. "Thank you. You don't look bad yourself, Thomas." Her smile started to widen with a glimmer of confidence reflecting off of her shiny lips and glasses, making her look even lovelier.

Thomas: 24 Willpower
55 Gold
Progress 2/4
Contacts 0/5
Mental Fatigue 0

"Th-Thanks." Thomas replied. He looked away from her charming smile only for his eyes to finally catch the bit of cleavage peeking out of the unbuttoned part of her shirt.

Her nice and voluptuous chest pleased the young man's eye. The peek at her boobs was enough for Thomas to imagine what the full view of her bosom might be like, although he could also wonder what kind of bra or top she wore underneath. Addy was leaning forward to give him an even better look at her tits, oh and she was also looking at the menu for their order, but that was less important than how attractive she was.

Thomas: 22 Willpower
55 Gold
Progress 2/4
Contacts 0/5
Mental Fatigue 0

Thomas could feel his mouth getting dryer the longer he stared at Addy's chest. He tried to pull his gaze away from the sexy secretary and distract himself with the menu.

(Will Check)

Will Check (81) Fail

Boing~ The secretary's boobs jiggled and squished against the table as she shifted her position. It created a delightful show that was much more appealing than anything that could be on the menu. Even while they were mostly covered, the view was amazing, just like Addy's ass and legs.

Thomas: 20 Willpower
55 Gold
Progress 2/4
Contacts 0/5
Mental Fatigue 0

Thomas could only keep staring at the show Addy was giving him. Where all secretaries this attractive or was it just Addy?

At first, the show was accidental, but Addy eventually noticed Thomas's gaze. She didn't know what to do for a second, until she used her elbows to gently press her tits together and undid a single button on her top, giving the handsome man an even better show.

Thomas: 17 Willpower
55 Gold
Progress 2/4
Contacts 0/5
Mental Fatigue 0

Thomas leaned forward in his seat, unable to stop himself from trying to get a better view as Addy showed off her chest for him.

Addy didn't say a word, but she kept going with this. Just like she dreamed of. She undid a few more buttons, opening up her top to unveil plenty of exposed cleavage from her tits that were at least D cups or maybe even double Ds. Her fashionable, eye-catching, lacy, black bra fit her girls perfectly, and just barely kept them from spilling out when Addy slowly squeezed and bounced them.

Thomas also felt a smooth fabric and warmth brush against his ankle.

Thomas: 14 Willpower
55 Gold
Progress 2/4
Contacts 0/5
Mental Fatigue 0

Thomas shuddered in surprise as he felt something brush against his leg. It almost pulled him out of his trance, but the sight of her lacy bra struggling to contain her breasts as she they jiggled and bounced kept him under Addy's spell.