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Secretary (Ryanmo97 x lunawolfsoul)

She didn't know on what to say to him. she always felt like she wasn't pretty she was shy about her body but who isn't now and days. she wanted to pull away from when he took her hand and lead her over to the chairs in front of his desk. she looks up at him her hair falling over half her face. Why was he telling her this and why was it that he thought that this was ok. "but....this isn't right...i...." she says but she sat there thinking she really didn't see what she signed four days ago. she thought it was something else like a sign contract that's says she will be working here and not be his slave.
 
Ryan smiled, "I know this doesn't seem right, Jenifer... But, I just have a felling this is what you want. You want someone to help you get through your shyness with sex. Don't worry... We'll take this nice and slow... I promise that I won't share you with anyone. It will be just you and me... Trust me... You will feel much better... Are you willing to give me a chance, Jenifer? Let me show you a new world..." He gently rubbed her hand...
 
Jenifer looked up at him as he tell her all this. she didn't want someone to show her this was wrong in many ways. she looks down as she cant say that she wanted this. it was embarrassing to be half naked in front of her boss. "I Dont know what to say sir....." she was shy but not because of sex, it was because of her body pull this was her boss. she was going to work with him its a bit hard to think about sex and work.
 
Ryan nodded. "I'm sure this is a lot for you to take in. But, I am willing go by the limits you st for. Tell me what you would and wouldn't do. I think this experience could be very good for you. What do you say?"
 
She looks up at him as she was still unsure about this for a guy who was kinda blackmailing her, he was being nice? "i dont know i mean...i dont really have any, this isn't the first time i had sex so....." she mutters as she lets her arm fall from her chest as she lets it rest on her lap. her lace bra was nearly see-through
 
Ryan smiled, "Well, I'm going to tell you one thing... We are not having sex today... In face we won't be having sex for awhile... I just wanted you strip down to your bra and panties. In fact, whenever you walk into my office and I'm alone you are to strip down to your bra and panties."
 
she looks up at him in shock by that last part. "What?! but sir!" she loudly says as she cant believe this now he was making her take her clothes off all the time if no one was in the room with him. she pulls away from him as she hold her arms close to her body. this was so wrong in make ways he was making her do this on her first day? but than again if he did now she would do it....oh who she is she kidding she would still do it to keep her job.
 
"No, 'buts, Jenifer..." said Ryan... He handed her her lunch and said, "Enough talk... Let's eat..." Ryan walked around to his side of the desk and started to eat. When lunch was over, and Jennifer had redressed and walked out of the office. Gwen asked her, "How was lunch?" Gwen smiled.
 
After lunch and getting redressed she stood there by the door quiet, she glances over at Gwen before walking over to her desk her mood was off putting to say the least. "fine" she says quietly as it was kinda rude but not really. she quickly gets back to work as she stayed lie that until he needed her again or until she can go home. she was kinda out of thought as what had just happen hopping around her head it was hard for her to work but she cant just ask Gwen if he really did that or all that. Was this something she can talk about or was it in the down low?
 
Gwen watched as Jenifer sat back down and started to work, she sighed, "He had you strip, didn't he..." Gwen sighed again, "That man... I told him he would have to ease you into this... Or at least talk to you before he had you just strip..." Gwen sighed again, "Are you Okay? Did you want to talk?"
 
Jenifer just stops before looking over at her. she doesn't know what to say to her really "...i cant just do this every time....i'm not like that i mean...i was fighting with myself when i was taking my dress off...i don't think i can do this every time?" she says as she looks over at her with teary eyes. this was to much for her she could quit but the money was good that if she did quit how will she live?
 
Gwen handed Jenifer a Klennex, "Here dear... I know this is hard but he wouldn't have chosen you for this job if he didn't think you could do this... And, taking your clothes off is just the tip of the iceburg. I've had to masturbate myself in front of him, take memo's in the nude... Gosh, there is so much stuff... I couldn't possibly list it all... I'm going to miss it..." Gwen reached up and touched her peal necklace, "You better think about this, Jenifer... Because he is going to want to have sex with you too... If you can't do what he asks of you then you better just go in there and quit right now... Because, it's not going to get any easier."
 
She takes the Kleenex from her as she drys her tears. she sits there hearing her story as it shocks her. "its not that i want to quiet its just that i...i don't want to seem like a slut to everyone else here." she says as she tries to calm herself down it was just so much to her. what is she got a Boyfriend and still had to do this she didn't want him to think of her wrongly.
 
Gwen smiled, "Don't worry about everyone else," she said, "No one here knows what goes on in Ryan's office. He is very discreet about what goes on in there. Plus, it's soundproof so no one can hear anything. Whatever happens in there will between you to." Gwen patted her on the back, "Everything will be fine... You'll see..."
 
She looks up at him before nodding her head, things will be ok but with her being a really shy girl its going to be hard. she smiles back at her before getting back to work. After that things go back to how it was granted she still had that whole moment still playing in her mind. she leans back in her chair with a sigh. she look over at the clock and see that it was close to four.
 
For the rest of the week, it was the same at lunch Jenifer would go in to the office and she would strip and eat with Ryan. But, on Friday, Ryan asked for Gwen to accompany her into the office. Ryan smiled when he saw the ladies come in, Gwen removed her purple dress to reveal a her purple nursing bra, matching panties and white stockings being held up by a purple garter belt. The three of them ate lunch and when they where done Ryan spoke up. "Ladies, it's time... It's time for Gwen to hand over the reins and for Jenifer to become my Personal Assistant. Jenifer, the pearl necklace that Gwen wears is a symbol. It's the symbol of her service to me. Since, she will no longer be serving me. She will now pass it along to her successor." Gwen removed her pearl necklace and then placed it around Jenifer's neck and then kissed each of her cheeks.
 
Jenifer was still uneasy about about being half naked in the office with him. she feels a bit better when Gwen joined her today but still. She looks up at them before just at her when she took off her pearl and placed it around hers. she blushes to her kissing on her cheek. she looks down at the pearls before looking back up at him. she look well hella sexy with the pearl around her neck, her underwear were just pink lace bra and thong like panties with no stockings. "T.thank you..."
 
Ryan smiled, "Gwen you may now get dressed." Once Gwen had her dress back on Ryan continued, "Gwen, you've been my Personal Assistant for 10 years and a friend for longer. So, I got you this gift." Ryan handed her a nice sized velvet jewelry gift box. Inside was a pearl necklace almost identical to the one she just gave to Robin. "May I?" he asked. Gwen nodded and he placed it around her neck. Then kissed both her cheeks, "You may go now..."

Gwen turned to leave but before she did she stopped and hugged Jenifer. "Good Luck and if you ever need to talk, call me. I'll leave my number on the desk."

When Gwen was gone, Ryan looked at Jenifer, "I'm going to make an addition to your dress code. You must wear stockings and garter belts every day at the office. Also, you are not aloud to wear thongs or G-strings at all. All panties you wear should properly cover your butt. Now, Jenifer, you are now my Personal Assistant which means you are to take care of my every need... and what I need now is to see you naked..."
 
She watches her go, this was it she was on her own now. she nods her head when Gwen told her she put her number on her deck. she let out a sigh before looking over at her boss as he give her a new "Code Dress" which makes her few uneasy. she looks down at her "outfit" before looking back at him. she thought that she was doing well and it looked sexy but she guessed wrong. She looks away shy fully when he told her to get fully naked. she stands there for a moment before reaching back and undoing her bra and letting it fall off her shoulder. she blushes madly at the fact that she was bare chested. She was to shy to take her panties off. she hooks her thumps at the band and pushes her panties down leaving her naked for him. she was so shy about this that words leave her.
 
Ryan smiled as he watched Jenifer strip, once she was naked he started to walk around her to get a good look at her. "You are very beautiful, Jenifer... Now, unless you have other plans tonight, I would like to take you out to dinner to celebrate you becoming my Personal Assistant... I will pick you up at your place at 7PM... You should wear your little black dress... Did you need to take off early from work to get ready?"
 
She folds her arms over her chest, watching him walk around her. she was blushing madly at this. "No sir i..i think im ok staying here for a bit long. But ah....is there anything else that i.....i shouldn't wear for this dinner?" she asks as she isn't should if there was anything else that she need to do for tonight?
 
Ryan shook his head, "No... not that I can think of but, you should wear underwear if you can at least panties. Women who don' t wear panties are sluts, in my mind. You may dress and leave... I'll see you tonight."

That night, Ryan arrived at Jenifer's apartment at 7 PM. He was wearing a nice black suit, white shirt, and a blue tie. He knocked on the door and waited for her to answer.
 
Jenifer nodded her head before getting dressed and leaving. Later that night she was getting nerves this was kinda the first time in many years that she was going out. she was just putting on the last touches of her make-up before she hears the knock on her door. she takes a deep steady breath before slowly letting it out. she picks up the end of her red dress before walking up to the door and opening as he see her in a red dress with short sleeve that hangs off her shoulder. "G.good evening sir.....You l.look nice in your suit, I hope i didn't over dress myself for tonight haha" she nervelessly says as she really wasn't sure if she did look good or she over dressed for tonight.
 
Ryan smiled. Even though he told her to wear a black dress, he was willing to let it slide, "You look absolutely beautiful. Let's go shall we..." He linked his arm around hers and escorted her down to the waiting limousine. They got inside and drove to one of the nicest restaurants in town. They were taken to their table when they got there. He pulled out Jenifer's chair for her before he sat down. He started to look over the menu. "Feel free to order whatever you want."
 
She smiled at him before being lead to a limo and to a nice looking restaurant. she took her seat when he pull it out for her before picking menu and looking inside, there was crab and stake and anything else. she look over at him when he said that she can have anything on there. she cant do that it was be rude right? When the waiter came up and asked what they wanted she look at the menu one last time before picking. "ah sure ill have the......ah...pasta" she says as she give him the menu.
 
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