The world may never know.

The silence stretched out between Deedee and Trent as they both tried to find a way to approach the difficult conversation each had in their minds. The sudden chirping of the car’s stereo as it let them know of an incoming call cut through the tension like a knife. Thankful for the interruption, Deedee reached out and pressed the button to accept the call without even looking to see who it was from.

“Bitch! What are you and that cutie up to?” Jessica’s voice rang through the speakers. It was obvious she was excited by something. “I totes need to make up for ending our shopping trip and Mommy…” A pause in her chatter allowed Deedee and Trent a moment to lock eyes before Jessica’s voice cut back in. “I mean Rachel, said we should take you two out for dinner. Now, I know Tiffany is probably tired after all that exercise you two got up to when she got home looking all cute like that, but come out with us. Please?”

The whining request was met with a shake of Trent’s head as he stared at Deedee, the last thing he wanted was to go out with Jessica with the plug inside of him. On the other hand, for the first time since their kiss that day, Deedee smiled. Deciding that a distraction was the best way forward, she responded quickly. “Sounds good. We are at the mall, you ran off with the keys to her heels, so we came to see Ana about replacements. Where are you guys?”

Before Trent could try to tell Deedee that he wanted to speak with her and wanted nothing to do with going out, Jessica’s squeal of excitement broke through. “O.M.G. I’m totally such a bimbo sometimes! Sorry Tiff honey! I for sure owe you one! We are headed to Chess now. Meet us there bitches!” The words cut off as Jessica broke the connection. Both Trent and Deedee shook their heads at the blonde’s enthusiasm and energy.

Deedee pulled the car out of the parking spot and began to head deeper into the city. Trent sat there **** to find a way to get back to the bravery that had pushed him to suggest talking to Deedee. While his nerves had the best of him, it was actually the switch in Deedee’s mood that got him to sit there silently as the car glided through traffic. The stone facade had melted just enough for her to look more human. She wasn’t quite back to the woman he knew, but she was getting closer.

Looking down at his smooth crossed legs and tall designer heels, he wondered why he cared so much. She had been torturing him since the day before. While there was certainly something enticing about looking as beautiful as he does now, he didn’t actually want this. Did he? The plug buried inside of him made him jump when the car’s suspension bounced over a pothole in the road. The tip of the infernal device pressing up against something inside of him shot a charge up his spine. A sharp intake of breath **** Deedee to glance over to make sure he was ok.

Realizing what the noise had coincided with, Deedee stifled a giggle. Leave it to Jessica to pull her out of the funk she had been in. Nothing had been resolved, but she wasn’t sure it could be resolved. All Deedee knew was that if she had talked with Tiffany just then, she would have caved and let him go. Instead, somehow her friend had thrown her a lifeline. Deedee and Rachel had not spent much time together, but Deedee knew all about Jessica’s boss. Rachel was a boss bitch, or at least that was the way Jessica described her. The tall blonde woman was a CTO for a startup. Not only that, but she was also essentially Jessica’s girlfriend, if Deedee understood their relationship at all. Hoping that getting to interact with those two would give her ideas for how to move forward with her own troubles, Deedee had felt **** to accept the invite before Tiffany could say no.

Knowing she would have to address the problem before they met up with the other couple, Deedee spoke up. “Look Tiffany, I understand you wanted to talk. And it looked like it was important. But I think we could both use some time and relaxation before either of us says anything to the other. Just trust me on this one hun. I’ve been around long enough to know when something is about to go badly.” Reaching over, she gently squeezed his hand before returning to gripping the gearshift.

Trent nodded, knowing there was nothing he could do. Deedee still held all the cards. The thought brought a wince of discomfort as his cage took that moment to remind him of its existence. Sighing, he continued to watch the scenery fly by. “Like, sure Deedee.”

In no time at all, the coupe was pulling into the busy parking lot. All around them, men and women were flocking towards the building, many of them dressed up in date night outfits. Trent even noticed a party of women led by a gorgeous redhead in all white and a bachelorette sash across her ample chest. “Um, like Deedee? Where are we?”

“Hmm? Oh, that’s right, Chess opened up while you were gone. It is just a bar with good food, hun. Nothing to worry about.” Stepping out of the car, Deedee stood up in her tall pink heels and smoothed out her dress. She felt an instant of regret at the actions that led to her standing there in her favorite heels and no panties. It reminded her of one of the later challenges that Miss Jameson had put her through. Thankfully, that train of thought was derailed as Tiffany entered her sightline. The gorgeous blonde chewed her lip nervously as she looked around and felt people’s gazes on the two of them.

Stepping up, Deedee slipped her hand into Tiffany’s, their fingers intertwining. “I’ve got you hun.” A wink followed her verbal support and the pair of women began the trek across the crowded asphalt towards the door. Their slower walk, due to the height of Deedee’s heels, and the sound of their shoes clicking against the hard surface drew more attention than Trent wanted by far. Moving closer to Deedee did little to stem the feelings of being observed, but still gave him a feeling of security.

As the pair moved through the open door, the sight of the dark restaurant greeted them. A black and white motif spread through the room, with low hanging lights over each table giving it a private feel. The short smiling woman at the host station greeted Deedee as they approached. “Hi ladies, are we looking to get a table or meeting someone this evening?”

Deedee began to respond only for a high pitched squeal to shoot through the air towards them. “Deedee! Tiffany! My favorite bitches!” Standing there in the same white outfit she had on earlier that day, Jessica waved from the bar area. Next to her stood a woman who could have been Jessica’s sister, if not for the way she carried herself. The taller blonde had her hair pulled back in a severe looking high ponytail, the bright blonde locks falling in waves down her back. Her black backless sheath dress was taut across her hourglass frame, just the hint of side boob showing that there was no way for her to be wearing any sort of bra underneath it. What truly separated Jessica and the woman who had to be Rachel was the predatory look in her face. Her steely blue eyes tracked them even as she reached out a manicured hand and pulled Jessica back to her to whisper to the perky blonde.

With Jessica suitably chastised, Deedee smiled at the host and nodded towards the other pair. “Clearly we are meeting them. Thank you though.” Pulling Tiffany along with her, Deedee began the walk towards the bar area. Both Tiffany and Deedee used the travel time to take in as much of Rachel as they could. Of course both of their eyes were drawn down to the black and white heels, with Deedee smiling immediately she recognized the Dergaloubi 120s. Looking back to meet her gaze, Trent was captivated by the immaculate and aggressive dark makeup look.

As the four feminine forms came within arms reach of each other Rachel was the first to speak. Her voice came out with a sexy rasp to it as she greeted them. “Ladies. I have heard so much about you. I am happy that I could get Jessica to invite you both out with us.” Rachel’s steely eyes went between Deedee and Tiffany before slipping down to notice their still conjoined hands. Looking back up she smiled softly. “We are just waiting on the table and figured we could grab a drink.”

Jessica was almost vibrating as she turned to look at Rachel, obviously waiting for permission before speaking. Leaning in, Rachel kissed Jessica’s cheek softly and whispered something into her ear that was impossible to make out over the noise of the busy restaurant. With the consent from Rachel, Jessica giggled and stepped forward to swiftly embrace Tiffany. Wrapping her arms around him, their bodies mashed up against one another as Jessica pulled him in tightly. With their faces just inches apart, Jessica spoke. “Tiffy! I’m so sorry about earlier. Rachel needed me and you know how that goes. But now we get to hang out now. See, it all works out!” The girl’s happiness was infectious and the energy seemed to seep into Trent through the contact.

“Like, it’s totes fine Jessica.” Suddenly aware of Jessica’s wrists resting on his hips, her hands just grazing the back of his skirt and thus his round ass, Trent wished nothing more that he wasn’t caged while this had been happening. The tight enclosure around his cock began to feel even smaller than it already had as Jessica embraced him. Slowly the brazen blonde stepped away from him and leaned in to kiss Deedee on the cheek.

“So, what did you think of her little maid outfit huh? Sooooo cute right?” Giggling, Jessica fell back into place next to Rachel. Rachel’s hand slipped casually around Jessica’s tiny waist and pulled the two women closer together.

Deedee smiled before responding. “She looked amazing Jessica, if you hadn’t run off with her keys it would have been perfect.” Trent didn’t even try to stop the feminine sounding giggle that slipped from his lips as stood next to Deedee.

Rachel’s sculpted eyebrow raised as she turned to look at Jessica. “Jessica, did you forget or were you being a bad girl?”

Jessica giggled, bringing her finger up to her chin to tap on it like she was deep in thought before responding. “Umm, both?” The line was perfectly delivered and all four of them enjoyed the laughter that followed.

“I see. Well, then maybe I’ll let Deedee punish you later. I’m not sure you deserve my punishment yet.” The hand that was around Jessica’s waist fell down to swat the blonde’s leather clad ass. A look of desire crossed Jessica’s face and her pink lips parted to respond before a voice interrupted them.

“Ladies, I’m sorry to interrupt, but your table is ready. Right this way please.” Trent was amazed to look at the hostess and realize that everyone in his group, himself included, was simply prettier than the cute girl. It wasn’t that she was homely, just more that she was boring. She was cute, not gorgeous. It still bothered him to think of himself as gorgeous, but the constant views in the mirror did nothing but reinforce that thought.

Leading the group across the busy establishment, the cute hostess brought them to a dark booth in the back corner of the large room. Trent’s mind instantly flashed back on the first day with Deedee. Her hand squeezed his as she winked at him, clearly remembering it as well. “Scoot in Tiffany.” Knowing that it was impossible to refuse, he nodded and smoothed his dress before sliding into the booth. Wincing as the pressure of sitting pressed up against his plug, he bit his lip to keep quiet. Jessica sat across from him, with both Deedee and Rachel sitting on the outsides of their respective dates.

“Ladies, today’s special is the salmon and the filet. We do market price on lobster. If you have any questions, Tony will be your server. I hope you ladies have a good night.” With those parting words the cute girl slipped off into the restaurant.

As the party at the table picked up their menus and began to read through it, a deep rich voice caught their attention. “Now, what did I do to win this particular lottery?” Trent looked up to see Jessica almost salivating as she openly stared at their server. The tall black man had an easy smile. “Hello ladies, my name is Tony and I’m here to service you this evening.”

Jessica couldn’t stop herself and replied instantly. “Is there an all you can eat option?”