Dreamland Shorts

Walking into work one evening, she decides she will get a bit ballsy. She plans to wait until closing, and she will take advantage of the opportunity. Her boss’s name was Richard. He was older than her by about eight years. Man, she was taken with him.

Juanita clocks in for her closing shift. She wraps her server’s apron around her waist, puts her pens and notepad in her pocket, and goes out and starts working her tables. Throughout the night, when it was slow or in between customers, she would strike up conversations with Richard. “How’ve things been?” She asks Richard. “Oh, you know, work and homework and home. You?” He responds. “Eh, It could be better. Kicking the ex out has left me frustrated.” Richard looks at her with a sly grin. “Oh yeah? Well, I can only imagine.” He motions her to the checkout desk and turns away, continuing with the shift. The other servers get sent home, hosts get sent home, and delivery drivers get let go for the evening. Only Richard, the single driver, and her left in the building for the final hours before closing; Richard starts bringing the line containers and dishes back to the wait and wash station for Juanita to clean. Juanita starts early and closes the cleaning of the lobby. She tries to stay on top of everything so she has more time to talk to Richard later in the evening possibly.

She watches as three online delivery orders come in. She thought to herself; this is perfect! She will wait until these deliveries go out, and then it will just be her and Richard are alone. She will go and talk with him.

As the food starts rolling out of the oven, she cuts boxes and bags the delivery orders: walking them back to the driver, she brushes herself against Richard. Turning around, she sees Richard starting to clean the fryers out. So she walks back to the kitchen to continue with the dishes. Richard walks into the kitchen area, taking off the fryer gloves, but before she could even muster up a word, he turns right back around and back to the prep line.

Juanita pushes the dish rack into the dishwasher and walks toward the prep line. “Hey Richard, I have a question for you….” As soon as the last word leaves her mouth, the delivery driver walks back in the back door. Panic sets in. “Yeah?? What’s up?” He asks. “Umm… Well, I wanted to ask..” with a slight quiver in her voice, “Would you be willing to help me with my sexual frustrations?” Richard drops one of the serving spoons in his hand on the floor. Juanita doesn’t hesitate, bends down, grabs the spoon, and books it back to the kitchen. She was mortified; what did she just do? Did she ask her boss to fuck her? Shit… Shit… Shit…

She works in silence for about thirty minutes before Richard comes into the kitchen and stands side by side with her rubbing up against her. “I’m not ignoring you. I don’t have an answer for you yet, but I don’t hate the idea.” He says while leaning into her ear. Juanita is shaking out of pure excitement. She doesn’t know what to do now. She couldn’t respond; she was speechless. Watching Richard walk away, she lets her mind wander. Thinking about how she wanted to have him in her bed, she snaps out of it. “It’s almost time to clock out. I just need to finish up these dishes.” She thinks to herself. She runs the last load of dishes through the washer, dries them, and puts them away. Putting her apron away, she grabs her keys and phone and goes to the front counter to get her tips counted out. Unsure how to feel, she doesn’t say anything while watching him count out her tips.

Shoving her tips in her pocket, she turns to walk away. She only got a few steps toward the door when she was stopped. “Hey, don’t leave yet,” Richard says as he grabs her arm gently. He twists her around, putting one hand around the back of her head, leaning in for a kiss. Juanita closes her eyes, wraps her hands around his shoulders, and accepts whatever is about to happen. Richard slides his hand under her shirt, releasing her bra. Stripping her shirt off, he watches as her bra falls off her shoulders and onto the floor. Exposed, Juanita grabs his hand and places it on her breast. She takes her hand and pulls him back in for a kiss.

Richard grabs her legs, lifts her, and carries her to the dining area. Laying her down on a booth seat, he kisses her from her neck, down her breasts making sure to give her nipples a few extra nibbles, all the way down to her pants button. Richard runs his hands up her legs to her pants button. Unbuttoning and sliding her pants off, he realizes she’s not wearing underwear. Richard brings himself up and leans over her. He grabs her arms and pins them above her head. He slides his other hand in between her thighs. He can feel she’s already wet. Leaning in for a kiss, as his lips meet hers, he starts fingering her.

Playing with her clit he can feel her starting to squirm. Watching her squirm and moan out in pleasure gets him going. He releases her arms and starts to unbuckle his pants. Before he can get them off, he feels her hands move his out of the way. Juanita, looking up at him, pulls his pants and boxers down. His hard cock landing right in front of her face. Wrapping her hands around the base of his cock she starts to stroke him. She keeps a steady pace while watching his facial expressions. Seeing his eyes roll back, letting out a quiet moan, she changes positions. Wrapping her lips around the tip of his dick, she teases him with her tongue. He lets out another slightly louder moan. Grabbing the back of her head, he looks down, meeting her eyes. He gives her a slight smirk and slowly thrusts his cock into her mouth. Clenching her hair in his hand so she can’t pull away. With every thrust, he goes deeper and deeper. He thrusts into her one more time before pulling her off. He lifts her and kisses her before laying her down on the floor. Laying on top of her, he grabs his cock and starts rubbing it over her wet pussy.

He was teasing her just a bit before slowly sliding his dick into her. Feeling the tightness around his cock he thrusts himself in a little harder. Hearing her moan out, he pulls himself almost entirely out of her. Looking her in the eye, he asks if she’s ready? “Fuck me,” she says in between breaths. Without question, he thrusts himself into her balls deep. She screams out in pleasure, feeling him so far inside her. Again and again, having his balls slap against her ass, he moans out with her. He touches her squirt, drenching his thighs and cock. Hearing her beg for more, he lifts himself, pulls her body close to him, and throws her legs upon his shoulders. He wraps his arms around her legs so she can’t squirm away; he starts slowly. Watching her arch her back, he wants to make her fight. Quickly changing pace, his thrusts get faster and more demanding. Feeling her legs shake and quiver, he keeps going. Uncontrollably she squirms but cannot get away from his deep cock inside her. Going just slightly harder, he squeezes her legs as he pushes into her as deep as he can, letting his load explode inside of her. He moans out in relief alongside sighs from Juanita finishing as well. Laying there together on the lobby floor, they both feel a sense of laughter coming on, realizing they just fucked on the floor of their job. Until next time.