A Girl Called Eddie

Eddie trembled, either in fear or anticipation of a further taste of the crop. Despite my newly discovered sense of potency, I was reluctant to subject him to a good thrashing. However, he was not to know that. Planting my right foot on the bed, I commanded him to lick my boot.

As he licked his way slowly up along the expanse of smooth rubber, the crop resting between his shoulder blades, he took full advantage of the view up my dress. As I was not wearing any underwear, my attributes were on full, shameless display.

“Let me suck your cock, Mistress!” he pleaded, his tongue only inches from the swollen length.

“Does my sister have a cock?” I demanded, cooling his ardor with another whack of the crop across his butt.

“Of course not!” he cried. “How could she?”

“A strap-on cock, moron,” I snapped. “Dominant women sometimes like to use such things on their slaves.”

He shook his head. “She has a vibrator, but she’s never used it on me. I wish she did have a hard, juicy cock, just like yours. That would make her the perfect Mistress.”

“Perhaps I am the perfect Mistress then,” I responded. “I have something my sister doesn’t and I want to do something she has never done. You enjoy being a girl, don’t you?”

He nodded eagerly, nuzzling my rubber-sheathed thigh.

“My first boyfriend taught me a valuable lesson,” I continued. “You’re not really a girl until you’ve taken a cock in both ends. Only by being fucked can you become truly feminine.

“You want to fuck me?” He did not sound entirely enamoured of the idea.

“You’ll love it,” I promised. “I should know.”

Under the circumstances and with my cock only inches from his face, he was prepared to be persuaded. I was the sort of horny slut who, as a rule, preferred to be fucked rather than fuck, but Eddie was bringing out the dominatrix in me.

Like a shy young virgin, he lay passively back on the bed, my riding whip gripped like a rose stem between his teeth, while I peeled off his dress and panties. My rubber dress had ridden halfway up my hips and I saw a mixture of fear and desire in his eyes as he gazed at my stiff cock, which jutted just below the hemline in an extremely businesslike fashion.

“You want my cock, darling?” I teased, spreading his thighs with both hands.

He nodded eagerly in response. By the time I had smeared my throbbing tool with a liberal fistful of lube, he was practically begging for it.

Holding my cock in my right fist, I guided the head to his asshole. When he felt me penetrate him, he started to resist, but I wrapped my free arm firmly around his waist.

“Aaaaaaarrrrgggggghhhhhhhhhhhhhhh!” he cried.

“Now you’re a girl,” I sneered, punching his virgin butt chute with my full length.

Eddie spent the first few minutes screaming and struggling like a raped virgin, but by the time I was cumming in his ass, he didn’t want to fight anymore.

That was but the first of many such passionate afternoons. Even more than the pleasures of my complete lack of inhibition, Eddie enjoyed being transformed into a girl. I was happy to share all my secrets with him, teaching him how to apply makeup, walk confidently in high heels and generally carry himself in a convincingly feminine manner. Having practically grown up as Carrie’s little sister, such things had always come naturally to me. Eddie’s tuition required a little more time and patience, but for a student with such promise and enthusiasm, I proved myself a devoted teacher.

Though careful never to give Carrie any cause for suspicion, we knew we could not carry on like this indefinitely. Sooner or later, she was bound to find out. The problem was, what did we do? We could not stop seeing each other, but neither did we wish to hurt her. Apart from that noble consideration, there was the fear of how she might react, especially on my part. I had been severely punished in the past, for far lesser crimes than stealing her boyfriend.

Our shared dilemma was put on hold when she unexpectedly announced that she would have to go abroad on business for a week. I did my best to conceal my joy at the news. It was not that I wouldn’t miss her, but the prospect of Eddie and I having a whole week together was like winning the lottery.

We did not waste any time. Scarcely had Carrie departed for the airport when Eddie had arrived at the apartment, eager for seven long, hot days and nights of playing at girls. He had even brought a suitcase, packed with brand new clothes that we could both enjoy wearing, not to mention practically ripping off one another.

It was not long before I was suggesting the next natural step for his new self. The world, or at least a very small part of it, deserved to see us in all our feminine glory. It was such a waste to confine ourselves behind four walls, especially now that he had developed into a most convincing girl. To my surprise, he needed little persuasion. After all, I had been stepping out as a girl for years. If I could do it, then so could he.

Our first excursion was to a nearby mall, where we treated ourselves to some sexy new lingerie, perfume and lipstick. We were both dressed the modest side of sexy and met with not a single suspicious glance. Eddie enjoyed every moment of our afternoon adventure and his pleasure added greatly to my enjoyment of the occasion. The following evening, I had an even more daring idea.

“Let’s become girls and go to a nightclub. I know this great place that you’ll just love. We might even get lucky and pick up a couple of real men. Well, shall we live dangerously?”

“That might be just a little too dangerous,” he answered. “Going shopping is one thing, but a pair of queens in high heels and short skirts could get themselves into serious trouble, if they bumped into the wrong kind of people.”

“Oh, honey, please, for me!” I pleaded. “Carrie only allows me to go out once a fortnight and I do so enjoy the nightlife. There’s nothing to be afraid of, honestly. Besides, Mistress will be back in two days, then we’re going to have face the music. Let’s enjoy ourselves while we can.”

He was still nervous, three hours later, as we strolled into the club, looking for the entire world like two predatory blonde real girls in high heels and lip-gloss.

“If that skirt of yours was any shorter, your cock would be showing,” he whispered.

“You can talk, Miss Hot Legs,” I retorted. “That little pink Lycra number doesn’t leave much to the imagination.”

“We look like a pair of cheap whores,” he said. “I just hope we get away with this.”

“Of course we will,” I promised. “This is going to be the night of our lives. See the way some of those men are looking at us. Let’s see if we can get somebody to buy us a drink.”

Eddie soon discovered that I had much more in mind than just a few drinks and a little harmless flirting. While he seemed uncomfortable with all the attention we were attracting, I reveled in my natural role of shameless tease, pouting suggestively, flashing my stocking tops and fluttering my eyelids at any available man that took my fancy. Before he quite knew what was happening, I had invited a pair of handsome young studs back to the apartment for “coffee”.

“This is madness!” he hissed, drawing me to one side, just as we were preparing to leave. “Those two obviously think we’re the genuine article. We can’t just take them home for a foursome.”

“Don’t tell me you don’t want that six-foot-four blond “I retorted. “You’ve spent the last ten minutes with your tongue down his throat. I’m surprised he didn’t notice the bulge in your panties.”

“It’s not that I don’t like him,” he said. “There’s nothing I’d love more than to fuck with him. But if he finds out I’m a guy in a dress………”

“Trust me, darling,” I told him. “I’ve done this sort of thing many, many times and it’s never gone wrong yet.”

“Are you girls ready to go?”

The voice was that of Jason, the older and somewhat less rugged of the pair, who had spent most of the last hour trying in vain to get his hand up my skirt, while I sat on his lap and familiarized him with my French kissing technique. I had never been a girl who believed in playing hard to get, but I wanted to save his “surprise” for later.

“Oh yes, we’re ready to go,” I smiled.

By the time we reached the apartment, Eddie was even more nervous. After the way we had behaved in the club, our prospective partners were in no mood to waste much time on pleasant chitchat. In fact, it was obvious they could not wait to get down to business with the two hot blondes they had so effortlessly scored. Had Eddie not dragged me straight to the kitchen, I would not have kept them waiting a moment longer.

“I can’t go through with this,” he said. “It’s too dangerous. You’re going to have to get rid of them.”

“After we invited them back!” I protested. “That wouldn’t be very polite. Tell you what, you stay here for a few minutes and I’ll make everything alright.”

I kissed him on the cheek, then hurried back to my guests, who waited impatiently on the couch. Planting myself on Jason’s lap, I draped an arm around his neck and kissed him with a ferocity that took his breath away. As expected, his right hand once more began gliding up my silk stockinged thigh. I reached for it, but instead of pushing it away as I had done in the club, I guided it upwards, to the unmistakable swelling in my black lace panties. Startled, he disengaged his mouth from mine, though his hand remained in place beneath my skirt.

“Is this real?” he gasped.

“As real as yours, darling,” I replied, reaching for the bulge in his skin-tight jeans. “Though not nearly as big and beautiful, I’ll bet. Do you still want me?”

It was a silly question, as he was already tugging down the waistband of my panties.

“Your friend,” he panted. “Is she….., er, is he….?”

“She is,” I replied, just before terminating the conversation with another forceful kiss.

Eddie’s worries had all been in vain. The instant he returned to the lounge, his greatest concern was that he might not manage to get out of his dress, before the other man ripped it off in a frenzy of lust.

The full-blooded foursome that followed was a revelation for all concerned. Our guests had been hoping for a pair of cock hungry nymphomaniacs and neither Eddie nor I disappointed.

We took their cocks in both ends, in every possible manner and combination. The highlight of the orgy was when I was crouched on the bed, with Jason and Eddie’s cocks stuffed into opposite corners of my mouth and the other guy’s nine-inch boner fucking my ass.

We bid goodbye to our guests, late that morning, leaving them more satisfied than if they had spent the night with a couple of real bimbo sluts.

We might well have donned our high heels and short skirts and gone out again that night, had Carrie not returned forty-eight hours prematurely and found us in a decidedly compromising position. I was seated before my dressing table mirror, wearing only a tiny pink negligee and discussing the most memorable moments from our kinky foursome with Eddie, who was combing my long blond wig. All he was wearing were his high heels and purple satin Basque. His hard cock was gripped in my right fist.

Caught in the act, there was nothing to do but confess. To everything! When we had finished, it was Carrie’s turn to spring yet another surprise.

“I suspected as much. That’s why I came back early. You’ve never been any good at keeping secrets from me, little sister. And as for you.” She glared at Eddie. “You ought to be ashamed of yourself. What a pair of sluts! Wait here.”

When she returned, a few moments later, both of us blushing transvestites were exactly as she had left us. The cane in her right fist provided ample warning that it was not just our faces that were about to be reddened.

“Punishment time, girls,” she announced. “You two are about to be very sorry you screwed with your Mistress.”