The Closet Domme Ch. 03

Oliver – The Safety Toy, part 1

After weeks of letting her adventure with the flyboy set in, the quiet attorney Jacky Frederick returned to herself. She knew this would happen, and had started to think of her little adventure with the pilot as just that a little adventure in an otherwise boring life. She went to work as she always had and went home most nights eating something quick that required little to no effort.

The only change she noticed was that she had gone shopping. Now, when she had shopped before, yes she cared about what she was wearing. She made sure that her clothes were flattering, but not too sexy and always appropriate for her job. Lately though, she had made several stops at her local Victoria Secret store. She justified it to herself as maybe she trying to reclaim some of what she felt with her flyboy, and part of her took a little joy in knowing that she looked totally professional to everyone around, but under it she was hot. So, her plain white or beige bras found their way to the donation pile and suddenly her top drawer was filled with lace and colors and ribbons in the middle. She seemed to now care that her underwear were super cute as well. She even made a few stops to assure that she had a few matching sets of panties and bras.

It was a return to work after a few hours at the mall buying that underwear that led her to meet her sweet little security guard. He was always waiting patiently at the door to the building unless someone was checking in and then he would be at the front desk. He was pretty much adorable though. He was just a hair taller than her with heels on and always greeted her sweetly. She figured he was about 25 or 26 and knew he was Hispanic, although he had no accent.

Normally this lovely gentleman, named Oliver, would say hello Ms. Frederick and hold the door or nod if he was at the desk. She didn't know what had changed the dynamic if it was her or him, but since the flyboy affair she had seen a difference in his smile. His normal politeness had become an intense gaze and his normal "hellos" had turned to playful banter for a few minutes. Her own words and smiles had changed as well, but she didn't know if she was imagining all of it or if it was real. He was very good looking after all, and that lack of self-confidence she had was certainly in her face every time she thought she saw something in his gaze.

On this particular day, she had blatantly walked in with her Victoria Secret bag in her hand, having forgotten that she meant to leave it in the car. She approached the door and put out her hand holding that bag when Oliver reached out and pulled it open. In so doing, the bag fell right onto the ground in front of him, and despite that oh-so-safe tissue paper stuffed inside, the dark blue panties with white dots and the matching blue lace bra fell out and slid across the marble entryway. They both froze with neither knowing what to say in a moment like this one, and then Oliver sprang into action and apologized as he gently gathered both items and slid them back into the bag. His blush was adorable as he handed it back to her.

"Thank you sweetie, and sorry if I embarrassed you." Her words and smile were seeking some form of comfort from him.

"You didn't embarrass me, just gave me dirty thoughts." Ding, ding...that was it a light went off in her brain.

"And what thoughts are those? You aren't picturing me in those are you?" Her smile stayed playful, but she was blatantly fishing.

"Maybe, but I should really take you to dinner first." Oh wow, was he serious? She didn't know what to think for a moment. Then her thoughts flooded in. Should she tell him she was seeing someone? She couldn't really lie to him because he might have asked around already or would certainly ask someone later, so what the hell should she say? Should she decline, or be coy? Oh crap...she had not planned this.

"I'll only go to dinner if you let me play with you first. I usually don't date, just play with toys." Well, that was one way to go. Quick Jacky, pretend you are in court and play it off.

"Oh, wow, are you serious?" He was genuinely shocked.

"Yes, what time do you get off?"

"Five, why?" His eyes searched her face to see if she was serious.

"Let's meet in your car for fun. Right here in the parking structure, and then we can talk about seeing me in those. What do you say?" Her wetness started already, and if he said yes, what the hell was she going to do?

"I drive a black Toyota with tinted back windows and it's on the third floor of the garage. Are you serious Ms. Frederick?"

"I'll see you there at 5:10 p.m. exactly, and if you say anything to anyone I'll have your job. By the way, my toys call me Lady Jacky." She smiled and walked towards the elevator.

He said nothing then and just sat down as she walked away, but she felt his eyes follow her. Oh my god she thought, I'm going to have my way with Oliver the security guy. She was so excited already and the thought of seeing Oliver's body without that uniform on was making her insane. She started to wonder what his eyes looked like when he came, and if he made noise when he did. This was incredible.

Five pm never took so long to arrive as it did today. She saw the clock hit and she was packing up to leave. Her secretary was shocked to see her go, but she smiled and just said, "It's Friday, I'll work at home, but I have to go enjoy some sunshine."

A smile in return was all she needed to make sure her cover wasn't blown. She briefly stopped at the bathroom to make sure she looked okay and do her usual last bathroom break.

By 5:05 she was making her way to her car on the 1st floor of the garage in the executive area. She kept thinking to herself that she could back out anytime; she didn't have to meet sweet Oliver and take this kind of risk. He worked with her, was this stupid? No, she wanted him, and screw it! She put all of her things into the car, but took her purse out making sure her lotion was in there. She put lip gloss on and she was off, her heels clicked loudly as she walked through the now empty third floor after taking a brief elevator ride.

She was looking around intently, and not one car was there. What the hell? Did she set herself up for embarrassment?. Then, as she rounded the corner she saw it a black Toyota with tinted back windows pulled into a spot in the corner. Her heart skipped a beat and her stomach nearly jumped into her throat. This was stupid was only a passing thought as she approached the car slowly. When she was a few feet away, the driver's window went down to reveal young Oliver. He smiled and she figured it was too late then. She walked around to the other side and opened the passenger door. She sat down into the car with no hesitation.

"So you were serious. I have to tell you I did not expect this." He was smiling and looking at her in a way he never had before.

"Of course I was serious, and now you'll be my safety angel." A nickname, she liked that. God he was cute.

"I saw this during the afternoon, and well I was raised to bring flowers to a girl on a first date...so..." He reached behind him and pulled a single long stemmed white orchid from the back seat. He smiled and handed it to her.

"Oh you're sweet...but this isn't a date, remember." She smelled the flower and then leaned over to him and rubbed the edge of one of the petals down the side of his face.

"I'm sorry, I'm..." He stammered only until her finger touched his lips to quiet him.

"Let's get in the back seat angel. You stop talking and relax and I'll play." She was back to brazen again, just like that. She looked at him now intently, wondering what this boy would do. He was so cute and his obvious blush only made him cuter.

"Okay." His word was simple, but enough. She turned and opened her door and then opened the back and slid in. His car was clean, which was odd, but she suspected he had just cleaned it in a hurry. She guessed that there was definitely a pile of crap in the trunk.

He slid in from the other side and closed his door. He sat nervously against the far door opposite her. She almost felt bad, like she was taking advantage of him.

"How old are you angel?" She asked looking at him as she would a young client.

"Oh, 25, why do you ask?" His words betrayed his nerves as they quaked out of his throat.

"Because you are a pretty cute guy, who is entirely too nervous to be in the backseat with a lady." She smiled, this time with a softness in her eyes to check in on him.

"I'm just, well...I haven't dated anyone older and I have never had a woman ask me just to meet like this, especially someone as beautiful as you."

"You're sweet. Do you want me to leave? I can you know." Please god don't ask me to leave you sexy young man screamed in her mind.

"No, please stay, just, well what do you want to do?" Ah, sweet music.

She put her finger to his lips to quiet him once more. Then she leaned in and placed the orchid on the center console in front of them. Her jacket came off next and she placed it in the front seat. Her hands then moved to her sweet angel. She motioned for him to move closer by tapping the seat next to her. He shifted over obligingly, and she reached over to take off his tie. She threw it behind him and kissed him softly on the cheek as she leaned in.

Her hands worked their way down his chest undoing his buttons then, and made their way to his pants. His chest was smooth, more so than she expected. He did not have the same muscles that her flyboy did, but somehow he seemed much sexier. It was the sweetness he had, she thought.

He slouched down a little as she undid his belt and pants. His dick was only a little hard as she reached in, and then she found herself leaning in towards it. She wanted to taste this man. As she licked him she found her way to his head and pulled it gently into her mouth. He instantly became hard and grew to his full girth. His semi-hard average dick was suddenly a very impressive sight. There was at least 9 inches of hard and throbbing man right before her eyes now. She had never been one to enjoy head, especially because it was what most of her boyfriends before had wanted from her. They had looked at oral as if it was her obligation, but Oliver was sighing and enjoying with no expectation. He did not force her head down or tell her what to do. He sat back, hands to his side and enjoyed.

When she felt his breathing quickening and his hips move, she pulled up and looked at him. He was so sexy right now. "How was that my safety angel?" She was now that brazen cougar that she had been with the flyboy.

His look said more than he ever could, but his words...

"Oh Lady Jacky that is so amazing. What do you want me to do to you?" Oh my goodness, he was now officially the sexiest man in the world...well in that moment he was.

She put her finger to his lips again to silence him. The flash of an idea turned into her action almost immediately. She reached out and grabbed the orchid. His eyes watched her every move and he gave her a puzzled glance. She smelled it again, and then touched a petal with her tongue lightly. She moved the orchid down her chest then and looked right in his eyes. She lowered it more, touching it to the tip of his dick.

As she pulled it away she saw his clear precum form a line between the petal that had touched him and his throbbing head. Her finger found its way to that liquid and she took captured a little of it. His eyes lit up as she put it in her mouth. "Mmmmm."

"Oh my god, you are so hot.." His words made her feel so sexy. She went slowly then moving the orchid up and down his hard dick. Occasionally, she would use her hand and give him a quick stroke. Watching that flower on him made her so wet and touching his dick made her practically drip.

She saw his left hand clench and it nearly drove her mad. She moved into a sideways position next to him so she could be closer. Her hand soon found his right hand and pulled it over to her spread legs. His fingers were all too eager to move her panties to the side and start rubbing her throbbing clit.

His excitement seemed to grow as he touched her. She paused with the stamen of the orchid pressed against the opening of his dick. He didn't even have to ask then as her legs spread wider, he simply slid two of his fingers into her. Her breath caught now.

She dropped the orchid on his lap and slid her hand around his cock. Her strokes were fast, but light as she tried to match his thrusting in her own body. When his fingers pulled out, she stopped and only then realized her eyes had been closed.

"Oh please Lady Jacky, don't stop, I'm going to cum." Oh my god, those were the magic words again. She wondered for about two seconds if that was what every man said. Then she picked up the orchid again and started to slowly rub the open part over the tip of his dick as her hand slid up and down his shaft.

Less than a minute went by before he gripped her leg and leaned up to look into her face. The veins in his necked popped out as he came into the orchid. The hot white cum seemed to fill the flower immediately and as she saw it hit the petals she could not help but stare. Her tongue found her own lips as she heard his soft grunting. He came so much the flower filled up and hot cum began to run out onto his pants. He didn't seem to mind though.

He seemed to cum for an eternity before he calmed. She dropped the flower then and touched the tip of his dick once more with her finger. This time it was his cum that she stole and placed on her tongue. It was salty and sweet, and the smell of it filled his little car.

"You like?" She asked sweetly her finger still on her lip.

"Yes," he panted laying there and staring. His left hand released its grip from her thigh and found its way to her head and he pulled her in then. His kiss was soft and gentle, but he did not release her right away. As they pulled apart, his eyes looked at her with surprise still.

"I don't know what to say, I'm sorry...I." He stammered sweetly.

"Oh my safety angel, just enjoy, and maybe we'll do dinner next time." She turned and grabbed her jacket from the front seat with her purse. She opened her door then and stepped out. She leaned down once outside, and looked right at him. "This is private, remember, just us."

"Not an issue, don't worry. Should I?" She shook her head stopping his movements. He had realized she was leaving and probably the good boy kicked in thinking he needed to give her a ride or something.

"Goodnight Oliver." Those were her parting words as she closed her door and made her way back to the elevator.

Once there, she turned and noted that he had not gotten out of the car yet. She smiled, feeling the utter control and excitement of knowing she had made a mess of that man, and it was his job to clean up. She had never experienced that. It was always expected that she would have to clean herself up before, now she was the one in control. It was glorious to know that she had taken advantage of Oliver and left him with the mess. The best part was he could not be mad really, she had just pleasured him and he was probably happy as hell to clean his clothes.

Once at her car, she smiled to herself and thought maybe she should stop and buy herself some orchids later. An audible laugh came out as she pulled out of the garage. What a fabulous time – she liked little Oliver, her safety angel.