Goody Two Shoes (9 page)

Jonathon leans back in his heavy armchair and studies me carefully for several moments.  I feel sure he’s questioning my ability to go forward.  Probably making bets in his mind as to if I’ll really go through with it.  To test his doubts he says, “First, stand up.  Let me see what you are wearing.”

I swallow the last of the bourbon he’d offered and stand in front of him, a little embarrassed, very ashamed.  Vagina offers moral support as he stands up and walks towards me.  He leans back against his desk casually and crosses his arms, “Take off your dress.”

He says it so coolly, so matter of fact.  Fueled by alcohol and determination, I reach down and grab the hem of my dress and pull it over my head.  I can’t believe I’m doing this!  Standing in front of a stranger in my bra and heels, what a Tramp!  This is what Tramps do!  I’m tempted to cower, but in his eyes I see appreciation.  Appreciation for me and my body and my fears melt into the deep waters of his eyes.

“No panties?” he asks.  “Very good!  Now turn around and lean over the back of the chair and let me take a proper look at you.”

When the lust areas in the brain turn on, the judgment portions shut down, thus causing poor decisions.  My brain begins to chant. 
A sin is a sin is a sin.
  These are not today’s standards, they are eternal standards!  All these thoughts are currently arguing with Vagina who is straightening small tufts of hair and checking her lips.

I spread my legs in order to give him a proper view of my ass as I lean over the chair.  At this point I’m absolutely sure that even my butt cheeks are blushing.

“Push your ass in the air.  Let me see what you have to offer,” he commands, and I notice that my attention is now turning singularly towards his voice.  I’m in a game of sexual Simon Says!  I wonder if there’s some class we have to take to learn to talk to people so that they want to do what you ask.  That superpower will come in handy.  I push my ass in the air only slightly embarrassed by the moisture building below.  Vagina is crying with happiness.

“Turn around, and drop to your knees.  Let’s take stock of your oral skills,” he says calmly with a masculine deepness that wakes Clitoris.

I turn around and drop to my knees, right in front of him, but I’m not real sure I still know how to do this.  He begins to unbuckle his pants, and I edge a little closer on my knees.  As his pant’s slide to the floor I am taken aback by the sight of him.  He’s quite different from Simmons, long and narrow instead of thick and full.  That is if I’m remembering Simmons’ penis correctly.  I stare at it quizzically, not sure, not positive of what to do.  Bless my ‘Goody Two Shoes.’  I’ve never seen another man’s cock.

“Open those beautiful lips, Tara.  I’m anxious to see what you look like with my dick in your mouth.”  Just the sound of those words on his sensual voice makes Vagina clench with need.  So dirty!  So exciting!  I’m beginning to enjoy her party.

I grab him with my left hand and lower my mouth.  I push the head past my lips and revel in the taste of salt marsh and masculinity.  I’ve almost forgotten how great it feels to
want
to give a man pleasure.  But the sheer manliness that dominates Jonathon has me feeling... damn I’ve forgotten the word… oh yeah… DESIRE!

I try to swallow the entire thing, but it’s too long and I feel awkward.  So, I pull it out of my mouth and run my tongue down the underside of his shaft and bury my nose into the hair above.  I’m snuggling with it like a towel fresh from the dryer.  He responds to my touch and I feel the power of controlling someone else’s pleasure.  I look up at his face to see his reaction.  His pale blue eyes seem to pierce through me, and the magnitude of the lust in them inspires me to encapsulate him.  His thick hands wind into my hair and guide me slowly, then faster against his groin.  Vagina and her twin drool as he makes a final push and holds himself deep in my throat.  Hot come warms my mouth and tongue and I hold it there.  For the first time in my life I want to taste it, not shoot it back like a shot of Schnapps.

“Swallow!” he orders.

I swallow every drop with a gulp.

Slowly he withdraws from my lips and pulls his pants up.  Before I can say anything he walks back around the desk and plops down in his chair.  Me, on my knees feels forgotten.

Wait a minute, where is my orgasm?
Vagina protests with a fist in the air.

“Hush!” I say to her.

“Is there a problem, Tara?”

“No, I just thought…”  But I am afraid to ask for an orgasm.  After all, it doesn’t seem particularly lady like now does it?  Saying the word ‘orgasm’ out loud and all.

“You want to come too, is that it?” he asks, genuinely interested.

I simply nod as I sit back on my heels and stare at the pattern on his oriental rug.  There!  I’ve admitted it… well sort of.  But I feel like a Tramp.  I mean look at me, on my knees on a stranger’s rug!

“You’re absolutely right, Tara.  Please have a seat on my sofa and spread your legs,” he says calmly as if he’s explaining how to change a tire.  He opens his bottom desk drawer and pulls out a massive dildo, the sight of which gags Vagina.  It seems as though technology has hit the sex toy market since Simmons bought me the small hard plastic one in my attic.  This one is rubbery looking; it’s shaped like a man’s penis and he twists the purple top to show me that it buzzes like a small chainsaw.

“Here you go.  Give this a try,” he smiles devilishly as he hands the shivering toy to me.  “It’s time to put on a show for me.  Show me exactly how you pleasure yourself at home.”

My hands shake as I take it from him, “Oh, I uh… I’m not sure I can do this Jonathon.”  The sight of it stuns Vagina and Clitoris into silence; they aren’t sure either.

His head moves from side to side with a pitiful look, “What’s wrong, Tara?  Let me guess, you’ve spent so many years tending to snotty noses and everyone else’s needs that you don’t remember how to pleasure yourself?”

He’s taunting me, and I know it, yet on some level he’s right.  It’s the spectator part that causes me to shiver, “I’m not exactly Playboy material here…”

“Get up!” He orders brusquely, sending alarm through my blood.

He grabs my arm with frustration; I can’t help but feel intimidated as he drags me across the room to a full length mirror that’s leaning against one wall.  “Now look at yourself!” He orders.

The woman in front of me is flushing with desire, her graying hair is wildly flowing across her shoulders and perspiration marks her bare body.  “Do you see what I see, Tara?”

I nod; I don’t look much like the prim and proper housewife who’d walked in here.  I reach up and wipe a stray smear of his come from my left cheek.

“Go on.  Show me,” His arm surrounds me as he leads me back to the sofa.  “I assure you that I find you unreservedly beautiful.  I want to know the look on your face when you’re fully pleasured.  Please share that with me, darling?”

I gaze at the fireworks that sparkle in his eyes and can’t help but smile.  I want to give him what he wants, I’m just not sure I’m not going directly to hell immediately afterwards.  Leave it to Vagina to move things along.  Almost robotically my body lowers onto the leather sofa and my feet move up to the edges beside me.  As the purple dildo touches Clitoris, all Holy thoughts are erased from my mind; I want more!

Jonathon sits down beside me for comfort, “Yes, that’s it precious one.  Let go.”  His hands stroke my hair and his lips move to nibble at my neck.  And what I feel is loved; as though I’m not in this alone.  His hands roam down my breasts, plucking at the nipples through my bra and then comforting them with his warm breath.  My head falls back against the sofa and Clitoris shakes with happiness as the vibrator pleasures her.

“Would you like to borrow my fingers, Tara?” he whispers close to my ear.

I nod, still some inner shyness rears its ugly head and I am unable to ask for what I need.  His fingers slide expertly inside me and their length finds my core.  Instantly I come.  His touch inside me, compounded by the vibration is too much.  But Vagina isn’t done.  I push the vibrator deep into the fleshy folds against her twin and she shutters again.  Jonathon is the master conductor and his fingers are my personal symphony.  After losing count of my orgasms, I begin to feel exhaustion creeping into my bones. 
Just one more!
  Vagina yells, but Clitoris is already napping after having complained about exhaustion.

As if he can read my thoughts, Jonathon’s palm presses hard on the vibrator, forcing Clitoris to shiver, twitch and shake uncontrollably from her slumber.  He pushes his fingers deep now, further than anyone or anything has touched before, and I scream into his neck as the final orgasm rattles the very teeth in my head.

“Very good, Tara.  Now lick my fingers clean.”  His deep voice startles me, but his fingers press against my lips.

What?
I think to myself.  I’ve never tasted my juices; it’s just not what proper ladies do.  But his fingers push into my mouth and I have no choice but to taste.  It’s not so terrible, and that gives me relief.  I smile timidly again.

“Ah, see what magic happens when you let it?”

I nod, too shy to admit that it was more magic than Disney could imagine.  Awkwardly I try to hand him back the purple dildo.

Clearing his throat and regaining polite posture, “Keep it.  You need it.  Now Tara, you’re about to begin a wonderful journey.  Our sessions will be conducted each Friday at 4:00
P.M
. sharp.  You will endure a series of activities, and should you meet our expectations, you will be asked to join the Tramp Stamp Club.”

“How many sessions?” I ask, now quizzically ashamed of my naked body on the sofa.

“Generally five or six.  It really depends on you.  And then of course there’s a Graduation Ceremony to display what you’ve learned.  Assuming you understand the meaning of each lesson and how to incorporate it into your life, you will be inducted into the ‘Tramp Stamp Club.’”

“And the meaning of today?” I ask, curious.

His lips peck the tip of my nose, “Agh Tara!  Alright, because you’re so damned precious I’ll give you a start!”

I nod and smile; because I think I’m in love with him.

“Today you’ve learned that your inhibitions stem from a lack of confidence in your body, even though it’s quite clear that I find you exquisite.  As for the rest, the power you felt, the need to please me… well that’s all you.  You’re a natural!  When you leave here I want you to go find the sexiest, tiniest bikini you can find, and wear it at home this week.  Oh!  And go buy yourself some more toys and batteries.  If what I just witnessed is any indication of your need, they’ll come in handy.” He kisses my cheek tenderly.

“Oh,” I groan.  Me in a bikini sounds like a train wreck and me, actually physically walking into a sex toy store seems like an opportunity for lightening to strike.  I wrap the purple dildo in a tissue and slide it into my purse noncommittally.

But Jonathon shakes his head, “Precious one, you are absolutely beautiful in every way.  If you show up at my house without new tan lines, there will be repercussions.”  And he swats me on the thigh with a smack.

It doesn’t startle me; as a matter of fact the image of him standing over me with a whip has me oddly excited.  Vagina eagerly envisions him in that stance. 
Tramp!
 Suddenly it occurs to me that I’ve just cheated on my husband under the guise of the ‘club.’  “Do you think I should tell Simmons about this?”

“I’ll leave that up to you.  Talk with Patty about it and see what she thinks.  She knows more of your relationship with Simmons than I do,” he shrugs as if it isn’t a crucial part of what he deems important.  Basically the exact same expression Patty gave me when asked the same question to her.  I can’t wait to get to the part where I can so easily dislodge my guilt.

“What if he’s mad that I’ve done this?”

“Is he a man?  Does he have a cock?”

I nod, “Of course.”

“Then I really wouldn’t worry too much over it.  Lesson 1 begins here at O’Malley’s next Friday at 4:00
P.M.
  Do not be late.  Tardiness will be dealt with accordingly.”

He leans forward and holds his hand out to guide me to my feet.  I slide my dress over my head and smooth my hair.  “It was very nice meeting you, Mr. Galloway.”  The words seem strangely inappropriate, but that’s what comes out.

His lips move forward to touch mine ever so slightly, “Very nice meeting you too, Tara.”  His muscular hands turn me towards the door and I feel him pat me on the ass as I take my first step away from him.  I have to giggle.  I feel like a teenager again.  In this case, my visit with the principal has been a lot of fun!

As I pull into my driveway I notice Simmons’ car is not there.  I sigh, because what else is there to do but sigh.  I have a lot of thinking to do; this kind of reckless behavior isn’t sitting well with my Catholic upbringing.  I’m feeling queasy and go upstairs to take a hot bath.  That’s when it occurs to me that I have the secret to Jonathon right in the other room!  I dry myself and cover with my trusty Walmart bathrobe and head for his office.  I want to know every single thing there is to know about Jonathon.

If you want someone to fall for you, you’ll have to give them something worth tripping over