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SUCKING MY FIRST DICK - STORYTIMENot only was I going to be on my knees sucking cock, begging a man to splash his hot cum across my face, shoot it into my eager mouth and fill my ass with it, I was going to do it all as a cross-dressing, lingerie-wearing sissy.
Back at home, S continues to entertain the young man while I finish dressing. The panties I picked out today will be just big enough to cover me when not aroused My cock, raging with anticipation, juts from the top of the waist band.
It's head swollen, red and pulsing. I smile wide. This is just the look I was going for. Once dressed, I take a few minutes to appreciate the complete image in the full length mirror.
This outfit isn't going to fool anyone; I'm clearly a man in drag. Still, the outfit itself looks great. The stockings shape and tone my legs.
The sweet bow in the front brings a certain level of femininity and innocence to them, and a sense that they are not in-line with the sultrier image I want to present.
It's a detail that I wanted just for that conflict. S' high heels extend my legs in a long line, further defining the curve of my calves.
My new tanga panties shaping and hugging my round ass. The rear seam rising higher inside me, titillating tonight's ultimate prize. The panties are slipped-on over the top of my garter straps, to be easily slipped off later.
In the front, I manage to slip the tip of my sex back inside the slim fabric. Tightly outlined in the pink satin, it's no longer exposed, but certainly not hidden.
Far from timid or embarrassed, I feel confident, emboldened and powerful There is a strength in owning your nakedness, in being exposed and unashamed.
I love my silhouette cannot wait to show it off. I close my eyes to remember this moment just the way it was, the scent of the perfume, the sound of the music, the touch of the fabric.
My stomach flutters as I imagine all the sins awaiting me Or later, laying back, legs spread, panties down around one ankle, hand leading his hard cock to my eager hole, arching my back and raising my ass to meet him, gasping from the shock when the big swollen bell first touches my virgin hole, begging him to push forward, moaning and grinding like a bitch in heat as he first enters me, and whimpering in pleasure as he begins slowly fucking me Body flushed, I come back to reality with a shudder I shocked myself I'm such a cross-dressing dick-slut.
I can only imagine my wife's reaction. With a deep breath, I reach out and open the door. The two of them go silent as I enter the room with a confident air and exaggerated hip and shoulders sashay Setting it down loudly, they're both taken aback at the sudden noise.
Wasting no time, and still without a word spoken, I step forward and forcefully kiss the young man, biting his lower lip, reaching down to feel for the bulge I pray would be there.
Relief and bliss, it is, but before I can reach my fingers inside his pants and feel his tip, S grabs me around my naked waste and swings me round.
When I finally look her in the eye, I see her face filled with desire. She takes my face with both hands and kisses me deep and passionately. Then lowering lowering them around my ass, she simultaneously pulls me to her and raises her thigh between my legs Her hot, wet, mouth finds my ear, tongue teases me before she whispers, just for me, "You look fucking fierce!
This is going to be fucking amazing. You're going to love it! So frilly and girly, all painted up like a cheap whore.
Sure I've always wondered if you were gay, but this? I had no idea! Here all these years I thought I was the woman I'll bet you can't wait to get this guy's big dick in it in your mouth.
Well don't you worry, slut, you're going to get that, and so much more. You can tell he's ready; look at his panties. Jimmy blushed as he thought about it and tried to change the color in his cheeks as his schoolmates looked at him in curiousity.
But he was secretly facinated to think of what it woud be like to be on his knees, bowing before such a magnificent cock as that, and what it would be like to take it in his mouth.
Jimmy's own miniscule willie stiffened as he thought about it and he was glad he was sitting down so no one would be aware of his forbidden, dirty fantasy.
A year later, Jimmy's secret fantasy hadn't abated--if anything, it had only gotten stronger. But since he had no way of knowing how to go about meeting a man like the one he'd seen that day in the locker room, he picked up an adult newspaper that had personal advertisements for various things.
In one ad, he read about a woman who was looking for someone preferably a guy to give her husband a blowjob. Evidently, she was concerned about having another woman do it and found a male to be less threatening.
In any event, it was with trembling hands that JImmy finally made the call and contacted the woman. The woman identified herself as Brenda and Jimmy was immediately intimidated by her strong, forceful personality.
She sounded older than him and it was all he could do to keep from wetting himself as she told him when and what he was to do.
Instinctinvely, he felt a fear of this confident, superior-willed woman and he changed his mind a half dozen times before at last making his way to her house.
On a whim, he'd worn his prettiest pair of pink panties but now as he stood in front of her house, he regretted taking the risk and being "found out" by her.
After hemming and hawing for ten minutes, he was about to turn around and leave when the front door opened and a striking brunette woman came out.
He tried not to stare at her big breasts but she caught him in the act anyway. Jimmy swallowed nervously and blushed a hot, beet red.
He was not accustomed to be spoken to so bluntly, and especially not by such a pretty woman. It was all the more humiliating that she seemed to regard him as a limp-wrist sissy right off the bat and his presence here did nothing to dispel that image.
Not knowing what to say, he fidgeted anxiously until she opened the front door and led him inside. It was a very nice house she lived in but it all passed Jimmy in a blur.
What was he doing here? Was he really going to go down on some strange man? He'd never even kissed a girl before and now he was strolling boldly into some woman's bedroom to slurp on her husband's cock.
Jimmy's knees went weak and he suddenly didn't have the nerve to go any further. His heart was thumping a million miles an hour!
Before he could stutter out another reply, Brenda snatched up a wooden Spencer paddle and stared at him with a look of steel.
Jimmy stared in shock at her before slowly nodding his head submissively. He had no idea she was going to be so strict!!
His face burned at his open display of weakness and he sniffed to try and hide his tears. He stood over six feet with big broad shoulders and square, manly chin.
Jimmy felt instantly intimidated as if he wasn't already and his mouth went dry. It was a picture of manly pride, thick and long, curving slightly upwards like a samurai sword.
Jimmy was too frightened to speak and he could only shake his head nervously. Brenda put her hands on Jimmy's shoulders and pushed him down onto his knees.
Jimmy licked his lips as he wondered what he'd gotten himself into. Seeing the hestitancy on his face, Brenda's husband took the inititive and without warning, shoved his mammoth pole into Jimmy's mouth.
Her hunky husband thrust his big cock deep into Jimmy's mouth, gagging the poor sissy until Jimmy placed his hand up to try and steady himself.
Although he knew he liked girls, he couldn't deny the hard-on he was getting as he started to slurp on this man's magnificent member.
It filled every inch of his mouth and tasted wonderful to him. He tried his best to use his tongue and the man's moaning soon told him he was doing a good job.
Suddenly, Jimmy heard a click, and as he looked out of the corner of his eye, he saw Brenda snapping pictures of him with a digital camera.
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