Tilly's Date Night

Tilly closed her eyes as the cab idled at light. She was tired, but really she just didn't want to make eye contact with the driver in the rear view mirror. He was being a little creepy, or perhaps she just wasn't used to normal male attention. She should expect anybody to stare in her current attire but that didn't mean she liked it.

The light turned green and the taxi started off again. She was glad her shift was over, but she hadn't checked the app yet to see if she'd met her goal. She just couldn't deal with the app and her bondage at the same time.

She finally arrived at Sam's gallery. She saw Sam right away and waved, but she was busy with a client so she didn't want to bother her. Instead she wandered around for a bit looking at some of the art.

After a minute Sam came up to her and passed her a key to her apartment. She still had to wrap something up so Tilly went upstairs alone for now. That was good because it gave her time to research universities. She had to do that or risk failing a quest.

Sam came in just before her hour of research was up. She came and stood behind Tilly, "What are you looking at? Are you thinking of going back to school?"

Tilly nodded, "Ya. You don't think I'm too old do you?"

Sam laughed, "Old? Please. I think it's a great idea..." She trailed off and looked closer, "You are looking out of state...?"

Tilly blushed, she hadn't made any decisions yet but figured she had to keep her options open. It's not like she was a hot find the schools would be fighting over. She would have to go wherever she could get in.

"I... I'm just looking for now. I probably won't get it anyway..."

"No, sorry. I didn't mean to... we're new still...but I support you no matter what. Even if that's across the country, I want you to pick the best option for you."

Tilly's phone buzzed signifying the end of her quest. She shut down the computer and spun around to look at Sam, "Well if you want what's best for me how about freeing me?" She held up her hands.

Sam smirked and bent down to kiss Tilly, then stood up again, "You think getting free is what's best?"

"Uh...ya?" Tilly said.

"I'm not so sure...are you hungry?"

"Don't change the subject! But yes." Tilly admitted.

"Great! Let's go. There's a new Thai place around the corner I've been dying to try."

Tilly protested, but only a little. She let Sam lead her downstairs and to the restaurant. Of course she wasn't allowed to change, so she still had the hobble skirt, the ridiculous boots and the cuffs on.

Thanks to her earlier win, nobody found it strange that she was dressed that way. Of course that was a good thing, but it probably also explained why Sam didn't feel bad about dragging her out in public. Oh well, the food was pretty good at least.

After dinner Sam went to the bathroom and Tilly pulled out her phone to check her quests.

Daily Quest #1 Failed

Average rating was 3.5 stars. Highest rating came from customers who applied bondage or viewed you in bondage. Correction applied: Work uniform must include bondage and you will model for customers if asked

Shit! Tilly sighed. She hoped this was a one time thing but...oh well. The job was temporary anyway. Eventually she'd find something else...right...

Daily Quests #3 Complete

Reward: Select your top choice school and gain a unique networking opportunity

Tilly was confused by her reward. It sounded good...but she wished it was more specific. It had a spot for her to type in a response, but it didn't need one now. She decided to wait on it.

Sam came back and they paid and went back to her apartment. They'd barely made it inside when Sam pushed her against the wall and kissed her, "Sorry...you are just so hot! I can't wait to unwrap you!"

"Where's the key?"

"Go lie down on the bed and I'll go get it."

Tilly obeyed and laid on the bed to wait for Sam. Sam took a while to come in, and when she finally appeared in the doorway Tilly understood why.

Sam blushed as Tilly started at her. She subs consciously twirled her hair, "I thought...well... you're all dressed up for me...I could do the same..."

While she was obviously a little uncomfortable, she was also extremely hot. She wore a lacy lingerie set that Tilly had never seen her in before. Tilly found herself nodding dumbly, "Ya....wow!"

Sam blushed again, "Good wow?"

"Good wow."

"Good. Now let's get you out of the skirt." Sam crawled onto the bed and unlocked the belt holding the skirt on. Then she pulled it out from the belt loops and the cuffs, but instead of tossing it aside she suddenly looped it around the ends of the cuffs again and pushed Tilly's hands above her head.

"What..." Tilly started to ask as Sam locked the belt around a support for the headboard. She tugged but her hands were now held tightly above her head.

Sam winked at her and slide down to slowly pull the hobble skirt off her. Once it was gone her panties and boots disappeared too.

Then Sam pushed Tilly's knees apart and Tilly closed her eyes in anticipation. Except Sam didn't do what she expected. Instead she ran a finger along the inside of Tilly's thigh and then followed it up with a trail of kisses. Getting closer and closer to her pussy but never quite reaching.

"Please!" Tilly begged.

Sam ignored her and started to kiss her stomach, working her way up again. Sam started to play with Tilly's tits. Kissing and kneading them. Again Tilly called out, "Please just fuck me!"

"Shh..." Sam said. Then she moved up and kissed Tilly's lips, "You need to learn patience. It's a good thing I had these chains, isn't it."

Tilly pouted but that just made Sam laugh. Sam then sat up and smirked, like she's had a really good idea. She got off the bed and fetched a dildo from her dresser and straddled Tilly while holding it.

Sam held the dildo in front of Tilly's face, "Lick my cock." She ordered.

Tilly reached forward and gave the dildo a lick.

Sam tsked, "No. Really get it wet." She moved it closer to make it easier for Tilly.

Tilly thought when she started dating a woman she was done was blowjobs...but part of her found it really hot to be '****' to suck this fake cock. She got so into it she was embarrassed when Sam finally stopped her, "Wow, great job pet. You really know your way around a dildo....now tell my Tilly... who should I fuck with this dildo? You or me?"

"Me!" Tilly cried. She was so horny, she needed to cum.

Sam wagged her finger, "Oh so greedy! Well fine, since you insist."

Sam moved down and brought the dildo up to Tilly's pussy. She slowly pushed it forward and Tilly closed her eyes and let the pleasure wash over her. Sam pushed it in deep, then slowly pulled it out.

Tilly waited, then opened her eyes to look at Sam. Sam laughed, "Oh you want more?"

"Yes."

"Be specific. What do you want?"

"I want you to fuck me with that dildo." Tilly said, pulling against her cuffs as if she could reach down and do it herself.

"More."

"Fuck my needy pussy with your huge cock!" Tilly said, her horniness overcoming her embarrassment.

Sam plunged it in, "If you insist." Sam started fucking her quickly with the dildo in one hand, while her other hand found Tilly's clit and moved in small circles around it. As it was it wasn't quite enough to push her over the edge, and Sam knew it.

Sam teased her for a while, keeping her right on the edge. Then finally she pulled the dildo out and set it aside and lowered her face down to finish Tilly off herself. When Tilly finally came it was so explosive she passed out.

She was only out for a second but Sam was already there removing the cuffs, "Are you ok?"

Tilly laughed softly, "Ok? That was amazing! Now how am I going to pay you back?"

Sam held Tilly close, "Shhh... don't worry about that. I just want to cuddle you the rest of the night."

Tilly snuggled into Sam, "I can do that."

Tilly woke at her usual time. Sleeping in was a thing of the past unfortunately. Sam was still asleep beside her so she snuck out of bed and got started on breakfast.

After she had things cooking she checked her phone. Instead of her usual three, there was just one quest waiting for her.

Daily Quest #1 Do not refuse Emi's request for help

Tilly scratched her head. What request? Did the app know the future or something? She checked and saw no message from Emi. Confused she set it aside and finished up breakfast.

After Sam woke up and they ate, Tilly ate out her girlfriend until they were both almost late for work. Then Sam sent her off in a cab so she would miss her shift.

Tilly was supposed to open today so she let herself in and locked the door behind her. Then immediately grabbed a pair of handcuffs and slapped them on. Her new uniform required something and at least she could still work the cash wearing these.

She went to put her bag in the breakroom/warehouse and was shocked when she saw Emi standing there.

"What are you doing!?" She shouted.

It wasn't unusual for Emi to be there. She owned the store after all. No, there were two very odd things. The first is that she was standing, without her cast. Her broken leg should have made that very difficult but she didn't appear to be in any pain. The second reason? She wasn't wearing pants.

Emi smirked, "What? Don't I look hot?"

Tilly rolled her eyes, "Not going to answer that? Where are your pants? And your cast?"

"I can't wear pants! You have to help me! I tried but I just can't!"

"That doesn't make any sense. What are you talking about?"

"Well..." Emi began, "It all started last night when Anita and I checked out this store, Celestial Delights..."