Dressed for Sucksess

It was a crisp october evening when I began the drive back to the city from the commune style farmhouse where I'd spent the weekend with a sensous divorcee and a half dozen other open lifestyle couples.
I'd brought along a slutty girl outfit complete with brown curly wig, spike heel pumps, lacy garter belt, breast forms, several baby dolls and blouses as well as short revealing skirts.
And..I'd chickened out.

Despite a sex filled weekend with Dianne, I was going home unfullfilled. I'd desperately wanted Dianne to discover the real reason I was all smooth and hairless (save for a small puff over my clit/dick)and I simply couldn't muster the courage or face the possible rejection.
So; Prior to leaving Dianne and heading back to my flat in the city, I'd powdered and slipped on the lace top nylons, pink lace anklet socks, frilly lace hemmed pink sissy skirt, and lace and satin garter belt all of which were hidden by the slacks and sweater and jacket.
Once out of the drive and down the road, I stopped at a closed drive in which still had it's parking lot lights on and deftly applied makeup and my curly wig and doffed the sweater and slacks.
I loved the feel of driving in the spiked heel pumps and the warm air from the heater blowing up my frilly dress added to the excitement.

It was a full october moon and the clear skys had allowed for the temps to drop rapidly. I was gladd for a dependable vehicle and toasty heater.
I began rubbing my clitty with my right hand as I fantasized about picking up a hooker in the city and letting her dirt talk me into a rousing orgasim while I was transformed into the sissy slut I lusted to be.
A small boyish figure suddenly darted from the side of the road and stuck it's hand out hitching a ride. As I passed I recognized the face.
It wasn't a young boy at all but Cyndi, one of the females who'd been out at the commune.
What to do?? My heart raced and panic took over.

I had two choices. Go back and pick her up and have her discover my secret persona (and in the process risk rejection and humiliation) or..
Drive on and leave this cute strawberry blond with the pixish face and southern drawl, on the side of the road on a damn cold fall evening.
My hands shaking, I slowed the vehicle and truned arond and drove back.
I pulled off the side of the road and Cyndi was into my vehcile in an instant.
"Hi" she said with that southern drawl..
"You're a lifesaver hon" "I'd have froze my little tush off or worse standing out there..Damn car!"
I didn't know what to say.
My jacket was tossed in the back and there I was in my firlly baby doll and spiked heels and wig and makeup and..my erect clitty sticking out quite visibly.

It took Cyndi a microsecond to take it all in. I expected her to demand I pull over and let her out.
Instead; She reached over and ran her soft small hand up my bare thigh and coo'd "mmmmmmmm, someone likes to dress like a gurlll"

"So, were you playing with your..um..clitty" asked Cyndi in an almost serious tone.
'Um Hmm' I murmured in reply.
"Heyyyy, I know YOU!" exclaimed Cyndi.
YOU were with Dianne out at the farmhouse! Does Dianne know?
'Noo' I sighed with an almost dejected voice.
"Well child, take heart,cause your Cyndi-Mae knows and SHE thinks you look Really SEXY!"
With that, Cyndi found the overhead light and snapped it on.
The light illuminated my made up face and small heart shaped puff of pubic hair.
"Ohh Honey" coo'd Cyndi, YOU Are totally passable!
"Do you like the boys as well or are you just a girl guy?"
Gaining my composure and arousal I replied.."I like being a little slut for a guy with a big hard cock and..and I love it when a girl watches"
My face burnt with wonderfull humiliation as I said that.
Cyndis fingers had found my clitty and were running over the tip smearing the pre cum all over the throbbing head.
"Jerk it off for me" she urged..
"And moan and squeel like a girl as you do!"
I didn't need to be asked a second time..

My thumb and forefingers pressed hard against the base of my fully erect 5" clitty as I rotated them against my throbbing clitty.
This was a new way of masturbating for Cyndi who'd expected the normal up and down pump.
I'd perfected this style for driving and in porno theatres as it was less visible and conspicuous.
My left foot was firmly planted into the footwell and my moans and squeels were comming in droves.
"Oh yesss baby..Yessss" coo'd Cyndi. "Ohhh baby needs to cum doesn't she?" "She wants to make her clitty cum in front of a female"
Ohh Unhh OHHH
"GONNA CUM BABY?"
UhHuH

And with that I felt her warm mouth on my throbbing clitty as her hand guided my hand over to her unbuttoned jeans which were pulled about her thighs and down to her sopping wet pussy.
I think we came simultaneously.
I'd been paying no attention to the mile markers and almost missed the cutoff.
"Where do you live" I asked..

Cyndi gave me directions to her parents home which was closer, saying her dad would have to drive her back out to her car anyway.
As I pulled up in front of their place Cyndi leaned over and gave me a full tongue filled kiss.
"God I hope I see you again" I stammered
"Ohhh Baby...you will" said Cyndi as she closed the door.
She was right..I would.