To wait for her ride of course

The three women stood still in the garage, Tiffany standing there bent over with her hands on the back of a steel chair. Behind her, Deedee was straightening up and wiping off the excess lube on Tiffany’s big soft asscheeks. Nearer to the entrance of the garage stood their neighbor Jessica. The fit blonde was dressed up for a party and leaning up against some cabinets. The black clutch in her hand held lightly.

“Yes, sadly he is much like his father used to be sometimes.” Deedee’s voice held genuine sadness as she stepped away from behind Tiffany. Almost as an afterthought she reached up and pulled the skirt back into place. Turning to look at the bent over 19 year old she nodded back towards the driveway. “Do the walk now hun. Maybe your garter strap being in place will remind you not to sit down so hard?” The questioning look on Jessica’s face was all it took for Deedee to fill her in. “Sorry, where are my manners? Jessica, this is Tiffany, my new girlfriend. Tiffany, this is my amazing and supportive neighbor Jessica.”

“Like, hey.” The girly feminine voice that came out of Trent’s mouth was quiet enough to barely be heard in the empty garage as he stepped gingerly to the front of the chair. The plug in his ass only made him even more aware of the way his body moved. He couldn’t believe that his father had just done that. It was made even worse by the fact that it had been Jessica that had interrupted it. It took all his resolve to not start crying as he began to slowly walk down the driveway.

“Hey yourself girl. I love that dress! Pink is totes my favorite color. And you look amazing in it.” As Trent’s feminine sway took him farther down the walk, Jessica turned to Deedee. “So what’s the deal?” Nodding her head towards the parade of one that Tiffany was currently executing.

“Ahh yeah, Tiffy was a giant tomboy growing up. She used to be really nervous about her looks and would wear all kinds of baggy clothes to hide that amazing ass of hers.” Deedee grinned at her neighbor before continuing. “She has also recently sprouted up above, as you can see. And well, now that we are dating she keeps telling me that she wants to be more like me. Well, you know how hard it can be to teach a girl to become a woman. So we are starting off today with walking and sitting.”

Trent’s walk this time was basically perfect, a few times he made a slight movement wrong, but to Deedee’s trained eye, they were likely made because of the pain of wearing such high heels for so long and for the first time. Nodding to herself she watched as he turned to sit in the chair. With a fear of pushing the plug deeper into his pained ass, Trent perched lightly on the edge of the chair. His back was ramrod straight, his chin held even with the ground. Even his hands settled into his lap correctly, something she hadn’t even taught him yet. It was perfect. Standing up slowly, he looked to Deedee for confirmation.

“Very good Tiffany hun. Come here and let me give you the reward I promised.” Motioning for her son to approach her, Deedee held out her hands. Trent, afraid of what was about to happen but having no way of stopping it, stepped forward and set his hands into his father’s. Pulling the two together, Deedee leaned in and planted a deep kiss on her son’s plumped and lipstick covered lips. This was no peck, no familial kiss on the cheek. No this was the kiss of two lovers, or well at least one lover and another who had ****. At the sudden feeling of his father’s lips pressed up against his, Trent couldn’t help but open his mouth to try and tell her to back off. Deedee felt the opening and pounced on it, her tongue darting in and overpowering Trent’s as she controlled the kiss. Pulling Trent arms up so they rested around her just like any other woman’s would, Deedee’s own hands slipped down to cup the beautiful ass cheeks she had just watched walk up and down the drive. Trent felt powerless to pull his body away as he was crushed up against Deedee, their chests rubbing against one another tightly.

As the kiss went on, it was hard for Trent to remember why he wanted it to stop. When he felt his father’s knee slip up against his own stocking covered and hairless legs, he almost moaned into the milf’s mouth. Clearing her throat after a moment, Jessica spoke up again. “So do I get one if I can do it too?” Deedee broke the kiss and giggled at the joke as Trent managed to extricate himself from his father’s grasping hands. “You two are so cute. I’m surprised Deedee, I could have sworn you were all subby, it is kinda hot to watch you be in control like that.”

“Again baby-girl.” Deedee spoke softly to Trent before turning to talk to Jessica. “What can I say, she brings it out in me.” Deciding that the best way to move forward was to focus on his walk, Trent began to strut down the walk. Unfortunately his focus had been destroyed by the deep intimate kiss with his father a moment ago. At first he had felt disgusted with the touch. The kiss had felt like it had gone on forever though, and slowly it began to grow on him. The memory of when Deedee’s tongue had invaded his mouth and pressed against his, and he had fought not to moan into her mouth sat with him as he kept walking. The feeling of their lipstick covered lips rubbing against each other was amazing, he could still taste the plum flavor of Deedee’s as he licked his lips.

Not realizing he had reached the end of the driveway, Tiffany stepped into the street. Suddenly, her name was being called from behind her. “TIFFANY!” The girls in the garage were both yelling. Turning to see what was going on, he caught sight of where he was and the car that was heading down the street towards him. The large black SUV wasn’t speeding and he was in no threat of being harmed, but still in the stilt like heels a fear came over him as he hopped back onto the sidewalk. Taking a moment to catch his breath in the cruelly tight corset, she watched as the SUV pulled up to the house next to theirs. As the front and back door opened up a pair of tall well built black men stepped out.

The smaller of the two gentlemen turned and looked at her while the other headed towards Jessica’s front door. “Damn girl, you fine.” Stepping up closer to her he pulled off the flat brimmed black and white Raiders hat. “What you doing walking into the street like that? You need a ride somewhere? Me, Tre, and Nando could drop you if you want.” The man slowly stepped closer and closer till he was suddenly encroaching on her personal space.

“Jax, leave that poor girl alone.” Jessica’s voice rang out as she came sauntering down the driveway, followed by Deedee. “You’re gonna scare her.” The black man smirked up at Jessica, his eyes roaming over her and then going back to look Deedee over as well. Jessica sauntered up to the man and laid a hand on his chest as she leaned in to kiss him on the cheek. “Be nice.” Stepping away she walked up to the other man. “Hey baby.” Her voice sounded different than when she had spoken to anyone else, there was a depth to it, a need that hadn’t been present before. Wrapping her arms around his neck, she melted into his embrace.

If the kiss between you and Deedee had been hot, this one was scorching. With no effort at all the man wrapped his hands around her and pulled her up to him. Her heels left the ground as one of his meaty fists gripped Jessica’s bouncy ass. Their lips met and Trent could see him overpower her. The token resistance that she put up was clearly just to tease him as when he finally got her lips open, Trent could see her greedily accept his tongue. He stared up at his long time crush as she made out with another man in front of him. Surprise crossed Trent’s face as he suddenly realized that she was sucking on the black man’s tongue like it was a cock.

Jax spoke up again as he looked up at Deedee. “Hey Dub-D. How you doing baby? This one of your friends?” Deedee slipped up behind Trent and wrapped her arms around him as she pulled him back into her.

“More than friends baby.” Her kiss on his cheek was neither fatherly or friendly. Turning to stare up at the black man in front of her she continued. “That doesn’t stop me from needing my intake sometimes though hunny.”

Trent froze as he realized that this was not the first time that these men and his feminine father had met. The way they flirted made him question just how far gone down the hole as a sissy his father really was. “Damn girl. Good to know, good to know. Hey, you remember I told you my unc was moving into town? He got here last week.” Jax stepped up closer to the pair of embraced women and leaned down to kiss Deedee on the cheek, much as she had just kissed Trent. “He got a job working at the mall, but that's just to pay his gym fees for now while he gets ready for his next meet.”

Deedee smiled as the boy kissed her cheek softly. “You are so sweet baby.” With a sudden realization, she spoke up again. “Wait, your uncle’s name isn’t Jimmy is it?” Trent froze as he realized that this could be going in an even more terrible direction. “Cause some big hunk of chocolate there today got my number. And if there is more than one of him there, I’m gonna need to go shoplifting or something.”

Stepping back, Jax laughed and slipped on his cap while he moved towards the SUV. Trent realized that Jessica and the other man had already disappeared. As Jax climbed into the passenger seat he nodded. “Yeah actually it is. Damn, old man got game huh? Already got your digits? Shit.”

Trent assumed as the door closed that the SUV would pull away, but it sat there for a moment before the rear passenger side window rolled down. Jessica leaned her head out, her blonde hair already slightly tousled. “Hey, we are going to a party. The boys want me to invite you. You know you both look sexy as fuck right now, why don’t you two come party with us?!”

Trent couldn’t believe it. Here was his dream turned nightmare. The hottest woman he knew was inviting him to go party with her and calling him sexy. Only he was standing there in a dress and heels while his father stood behind wearing an even sluttier outfit. Deedee leaned in to nibble on Tiffany’s ear for a moment before she spoke. “What do you think baby, you wanna go party with these guys. I know how big you thought mine was earlier, but Jax, whew hun. That is a nightstick that will put you to sleep.”

Trent’s body language told her everything she needed to know. While she was having fun playing with her new toy, at this stage it was easy to break them if you bent them too far. Speaking up over her son’s shoulder she grinned. “Not tonight baby. Me and Tiffany need to spend some alone time together. I want to make sure I show her some things before I can risk losing her to one of your boys.” Pulling Trent along with her towards the garage, Deedee waved by to the SUV with one final thing to say. “Plus, we all know what happens when you go black.”