Let Me Be Your

"Naughty Secretary"

By Catalina

Recently on Craigslist I saw an advertisement for a woman who was looking for gainful employment as an administrative assistant, but she was looking for a particular position with a very generous boss who would appreciate extra attention from his secretary.  This got me to thinking - what if I really were somebody's naughty secretary?  Here's how my version would go:

I would wear incredibly sexy lingerie underneath very proper, yet sexy clothes.  I'd go for the classic black heels, cuban stockings, pencil skirt, and a blouse with just one button too many left unbuttoned.  I would wear my hair up, gathered together with a pencil holding it in place. I could go the easy route and just say that every once in a while I'd go into Mr. Gordon's office and give him a nice shoulder massage, rub my hands down his chest and kiss his neck and whisper, "I want to suck your cock," into his ear.  I'd sit in his lap, my legs hanging over the arm of his executive chair, feeling his cock against me, his hand down my blouse pulling at my nipples and kissing me passionately.  Of course he'd push me down onto the floor in front of him and right there under his desk he would unzip his pants, pull out his cock and tell me to suck him off and I would.  Maybe he would even boldly pick me up and throw me down on the couch in his office and fuck me with the door unlocked, the possibility that the cleaning people could walk in on our minds.  I could...  but I'm an intense person and I'd rather go for the more intense experience.

First of all, in my naughty secretary scene, Mr. Gordon makes it known that I'm his slut secretary to special clients.  For example, let's say he calls me into his office while a colleague of his is sitting in the chair in front of his desk and summons me to his side.  As I stand there he rubs my ass, explaining that one of the perks of doing business with him is that he has this perfect slut is not only extremely competent as his assistant, but has been specially trained by him to satisfy his every need.  As he's explaining that his secretary is not only his Gal Friday, she is also his submissive, he leads me by my hair in front of the desk and places me on my knees in front of our potential client.  I know what to do.  I've been shared this way before.  As they talk business, I open my mouth and take in the client's cock.  I lick and suck expertly, doing my best to please my boss, who reminds me as he is talking numbers and making deals, that I need to do a better job by pushing my head down until I start to gag and then letting me up just slightly.  I use my hand and my mouth to bring him just to the edge of orgasm, where he can't even speak, when Mr. Gordon says, "Here we like our clients to be satisfied every time they do business with us."  I swallow as he comes in my mouth, politely excuse myself, and return in moments having regained composure with the contracts ready to be signed.  My commission is paid to me later, privately, after hours.

As a professional dominatrix, I've been asked to do a lot of roleplay - most commonly I'm asked to be the mother or authority figure who disciplines.  I have a client who is my "Nephew Richard" who I catch masturbating and discipline severely and ultimately humiliate him and make him show me how he strokes his cock and such.  I've been the teacher who tutored a student (no, not a real student!) after school only to secude him with my enchanting powers.  I've even been a physician who needed to evaluate my patient's prostate and determined that it needed milking.  In my personal life, however, I have different roleplay interests.  I'm on the other side of the coin.  I want to be the slutty secretary, I want to be the patient being examined or the student seduced. 

So I love the idea of role play in general, but in particular I love the notion of being a naughty secretary.  Ultimately I think of role play as sexual fantasy acted out.  So when I think of writing about roleplay, I think of my ultimate naughty secretary fantasy.  The fantasy part is easy, I wrote it out just as I was sitting here thinking about this article, but how do you get into it?  How do you tell your partner that you want to be his naughty secretary for a night?  How do you get past giggling about how silly it is that you're doing something that is the equivalent of dressing up in Star Trek costumes and going to a convention? 

Like anything else, with the right partner who shares similar interests and that you trust, you dive in!  You'd be surprised how easy that is.  Most people really are interested, in my experience, in roleplay, but are too afraid of what their partner will think to bring it up.  You may feel silly at first, and I think it's natural to giggle about it together and admit that we are silly animals who do crazy things to get off.  But if you go with it, it won't take long before the feelings of self-consciousness dissipate and you fall into the scene. 

After years of alluding to medical play, we played doctor at my house recently, after dirty talking during sex about how hot it would be to roleplay with me as the patient and my husband as my gynecologist.  That was all it took.  I said I thought it would be hot and he said, let's do it.  Yes, we felt a little strange at first pretending to be something we're not, but I assure you that we very quickly got past that as we both got aroused instantly.  Granted, we're a pretty adventurous couple, but I think that most couples, especially couples in long-term relationships, can appreciate roleplay as a new way to spice up your sex life that may have grown somewhat routine.  It can even be a way for monogamous couples to explore other sexual ventures while remaining faithful to each other - why not pretend to be your partner's naughty nurse for the night?
 

-Catalina

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