by D. L. Savage
I paused, unsure how to continue.
“You liked it?” she offered.
I nodded. I didn’t dare look at her now, but I could imagine her face: it was probably screwed up in total disgust. But even so, I knew I just had to continue, to tell her everything.
“I did like it,” I said. “I do. I don’t know why, Jenny, but I really like it. And I’ve tried on other clothes too.”
“Mine?” she asked.
“No,” I said, shaking my head. “There’s this place. This place I went to. It’s for guys like me, guys who ... like to dress up. I’ve discovered this whole other side to myself in the last few weeks, and I can totally understand if you don’t like it, if you find me disgusting ...”
At this, she took my hand, and I finally turned to look at her. But to my surprise, instead of disgust on her face, there was only love.
“Oh, baby,” she said, smiling softly. “You know you don’t need to hide anything from me, right?”
I nodded shyly.
“That was the only reason I was mad, just because you were keeping it from me. You have to admit – it’s quite a shock to see you wearing one of my thongs!”
I grinned, despite myself. She was right. I can’t imagine what she must have thought when she first saw me like that.
“So,” she continued. “What do you look like ... when you dress up?”
At this, my smile grew wider.
“I actually look pretty good!” I laughed. “I know, I was as shocked as anyone!”
We both giggled.
“So is that everything?” she said. “Is that your big, dark secret?”
“There is one more thing,” I added, feeling my heart begin to pound again.
I turned and looked her deep in the eyes, knowing it was time to finally admit what I’d done.
“That night, the night you sucked the stripper off?”
She nodded, waiting for me to continue.
“Well, when I was dressed up, I ... I sucked a cock too.”
Her mouth fell open in surprise, as she tried to process this new information.
“But baby,” I continued, “it was just like you. I only did it because, well, I was horny, and it was right there in front of me and I still love you and ...”
She reached out and put her finger to my lips.
“It’s okay,” she whispered. “I think I understand. And anyway, I think that makes us even, right?”
I grinned and nodded, my whole body now flooded with relief. I simply couldn’t believe how well she’d taken my latest news, and I knew I was the luckiest guy alive to have a wife as understanding as her.
“Now stand up,” she said, a strange new tone entering her voice. “I’m not finished with you quite yet. I brought you here for one damn thing, and I’m not gonna leave this room without it!”
I got to my feet, my trousers still unbuckled and she grabbed me and positioned me in front of her, pulling them down my thighs, her eyes now fixed on the bulge of my cock and balls in that bright blue thong.
Very slowly, she reached out and eased down the waistband, uncovering my dick, easing the elasticated fabric down so that it was underneath my balls, and then with a breathy sigh she took my swelling cock and guided it towards her mouth. I watched her eyes close in pleasure as she began to suck me, sitting on the edge of the bed, her legs spreading wider, her skirt hitching up around her thighs, her own cute black thong now on display as she began to bob her head, her glossy lips sliding up and down the throbbing shaft of my cock.
As she sucked on the head of my cock, she jacked me with one hand, while the other slipped between her legs and into her panties, rummaging around as she began to play with her clit, soft moans coming up from the back of her throat as she toyed with her pussy, all the while sucking me, too.
Pretty soon, I could feel my orgasm building and I tried to hold off as long as I could, as I watched Jenny, totally lost in her own horniness, playing with herself as she sucked me, working my swelling dick in her mouth, desperate for my come.
I knew just how she felt – and I hoped that some day I could be back in her position again, too.
All of a sudden, she stiffened and shuddered, her whole body trembling as she came with a muffled whimper, and that set me off too. I cried out, as I shot my load into her mouth, and she groaned again, gulping it all back, her hand still moving in her panties as she toyed with her clit.
Wow, I thought, as she cleaned up my cock, licking up every last drop of come, a strange new sparkle in her eyes.
We normally had such regular, vanilla sex – nothing as kinky as this. And I wondered if perhaps the last few developments had turned her on a little too.
As if to answer my question, she looked up at me with a naughty playful smile and said, “So when am I gonna get to see you all dressed up then?”
“How about next weekend?” I replied, totally taken aback.
“I can’t wait,” she grinned, as she smoothed her dress back into place.
And as I buckled my belt and zipped up my zipper, I though, Me either!
* * *
“Hello, Sissy School?”
I stood there in the kitchen, clutching the cell phone to my ear. It was Saturday evening, and Jenny sat at the dining table, watching me make the call, smiling expectantly, her pretty eyes sparkling. But even so, I still felt a little nervous to be making the call in front of her, and for some reason I kept my voice down as I spoke.
“Hi,” I said quietly, “I was just calling to ask if ... well, if couples were allowed to come in?”
“Of course!” came the bright, friendly reply. “Now, as you can probably understand, some of our patrons are a little shy about being seen by non-Sissies on regular nights, but we do have a special couple’s only party once every month.”
I felt my heart sink. I’d got so worked up about it being tonight, I didn’t know if I could wait another day, let alone another month.
“But you’re in luck!” the voice continued. “We’re actually throwing a party tonight. Just come along any time after ten!”
“Thanks,” I stuttered, my shocked expression turning into a big grin.
“See you later!” the voice replied, before hanging up the call.
“Well?” Jenny asked. She looked just as excited about tonight as I did. “What did they say?”
“It’s on,” I replied. “We can go tonight.”
* * *
As we drove there, we hardly spoke. I could tell that Jenny was getting a little nervous – not sure what to expect – and I felt the same way. It was one thing dressing up on your own, but what if she didn’t like the way I looked? What if she found it too weird or creepy or worse? What if she went off me completely?
But it was a risk I was willing to take, and anyway, more than once she’d assured me that actually she found the idea pretty hot, and couldn’t wait to see me as my new feminine self.
I’d even confessed to her that I’d chosen a different name.
“Hailey?” she’d said, curiously, the night I told her, rolling it around on her tongue. “That’s actually a really pretty name!”
“Thank you,” I’d blushed, feeling another rush of excitement as I remembered the image of myself dressed as Hailey – there in the mirror, slutty and sexy, down on her knees with that big black cock just inches from her lips.
And now it was finally time. We were actually driving to Sissy School! I just wondered what exactly a ‘Couples Only Party’ would entail, and whether perhaps there’d be a little more than just dressing up on offer.
Pretty soon we’d pulled into the now-familiar looking parking lot. I cut the engine and we both stayed in the car in silence for a moment, looking out at that big normal-looking building, no hint of all the wonders and fun it contained.
I took Jenny’s hand. She looked so beautiful: tonight she was dressed in a cute purple mini dress and she’d gone all out on her makeup – pink glossy lips, ruby red blusher, and the longest bla
ck lashes that really brought out her eyes. And as I admired her makeup, I just couldn’t wait to get my own on again too.
“Are you sure you want to do this?” I asked gently.
“Are you kidding?” she grinned back. “I’ve been looking forward to this all week!”
I squeezed her fingers, feeling another rush of love for her.
Then we got out of the car, and strode towards the building, our hearts pounding with a heady mixture of excitement and nerves, both of us wondering just what might happen when we stepped inside ...
* * *
“Hello again!” the pretty girl at the reception desk said with a smile when she saw me, and then a moment later her eyes flicked across to Jenny. “And a big welcome to you, too.”
“Thanks so much,” Jenny said, looking around her in amazement at the plush little lobby area. Clearly she wasn’t expecting something like this when she stepped through the doors just a moment ago, and I just couldn’t wait to see the look on her face when she saw the rest of Sissy School, too.
“Do you want me to call Candy?” the receptionist asked, and I grinned and nodded, kind of overwhelmed by the fact that she even remembered me.
She punched a number into her call and as she chatted in a low voice, I felt Jenny’s fingers squeezing my own in anticipation.
“Hey there!” came the soft Southern accent just a moment later, and we both turned to see Candy strutting into the room, looking even more gorgeous than she did last time. Tonight she was dressed from head to toe in black: a silk blouse, cute little mini skirt, knee high stockings and the biggest pair of shiny black stilettos I’d ever seen.
“Candy, this is my wife, Jenny,” I explained, and the two women kissed each other on the cheek.
“Well aren’t you a gorgeous little thing,” Candy said, looking Jenny up and down. “And just wait until you meet Hailey,” she added, shooting me a playful wink. Oooh, I have the cutest idea! Why don’t we get you both dressed up in matching outfits. I know just the thing.”
“That would be awesome,” Jenny said, beating me to it.
“Well come on then,” Candy laughed taking both our hands and leading us towards the doors. “The party’s already in full swing, and trust me, you don’t want to miss a second of it!”
* * *
While Candy led me through my transformation, Jenny waited in the cocktail bar. I watched in glee as once again, I slowly turned into Hailey before my very eyes. First makeup (this time, all shades of cute pastel pinks and baby blues, finished off with the most amazing, strawberry-flavored lip gloss!), then hair – the same beautiful glossy auburn curls that I’d worn last time, and then finally she led me over to the changing rooms, telling me to wait there a moment in my robe as she went to fetch my outfit.
She returned a moment later clutching a small pile of clothes – thrusting them into my arms and quickly bundling me into one of the stalls. As the door closed behind me, I heard her leading Jenny into the stall that bordered onto mine, and I felt a flash of excitement and nervousness, as I wondered how Jenny would react when she finally saw me as Hailey.
I slipped off the fluffy cotton robe, then examined the outfit Candy had chosen for me. She’d picked out the cutest little white bra and matching g-string panties, which I pulled on with glee, the stretchy fabric at the front cupping my balls and cock tightly, creating a delicious little bulge. Then I turned my attention to the skirt – which was absolutely tiny. It was a pastel pink, and I slid it over my legs and up onto my hips, turning to admire my ass in the mirror. Wow! This skirt really was short: I could see the bottoms of my butt cheeks poking out from the skirt, but it looked pretty hot.
Next I pulled on the top, which was a cute white vest, that showed off my flat tummy and perky little breasts just right. And then finally I turned my attention to the glossy pink shoes and my stomach dipped a little as I realized they were heels. Never in my life had I worn heels before. Was I about to fall flat on my face?
With a nervous gulp I pulled them on, wobbling a little as I tried to keep my balance. But actually, hey, this wasn’t too bad. It turned out I was something of a natural.
When I was finally fully dressed, I took a step back, to see the full picture in the mirror, and my heart leapt with excitement as I realized that Hailey was well and truly back – and she was looking hotter than ever!
“I’m ready,” I called out, my voice trembling a little. “Here I come ...”
As I opened the door and stepped out of the stall my heels clicked and I felt so sexy and feminine. I could feel my little sissy cock swelling in my panties, and the delicious sensation of the g-string sliding between my ass cheeks as I walked, my long hair swishing around my shoulders.
“My, you look gorgeous, Hailey!” Candy gasped when she saw me.
And then a moment later, the next door opened and out stepped Jenny. She was dressed in the exact same outfit, her eyes twinkling with naughty glee, and I felt another rush of excitement as I realized we both felt exactly the same way – so sexy and slutty.
Her eyes widened when she saw me, and I felt a flush of pride.
“Oh my god,” she said after a long pause, looking me up and down.
“Well?” I grinned back. “What do you think?”
“Oh, baby,” she said, her voice trembling. “You look ... amazing. You look like a real girl!”
“She is a real girl now,” Candy laughed, taking a step back to look at us both. “In fact, you two could pass as sisters.”
We all giggled at this idea. But even as we were laughing, Candy took our hands. “Come on,” she said insistently. “The party’s in full swing.”
And with that she led us out of the changing area and through the main room towards that curious darkened door I’d seen on my last visit, the one with the three neon X’s glowing above it. As we approached I could hear soft sexy music play, and what sounded like a murmur of voices, some laughing, some sighing, some even moaning ...
Did this mean what I thought?
There was only one way to find out.
* * *
Jenny and I looked around ourselves in total amazement. Candy wasn’t wrong – this was some party alright. We were standing in a large room, set out like a disco, complete with flashing lights, a bar, even a little bubble-blowing machine, scattering out pretty flurries of bubbles into the air. But our attention was quickly drawn to the people. The room was full of gorgeous girls, all as sexy and slutty as us, in tight little outfits – some in just lingerie and heels. And the only way you could tell the real girls from the sissies was the tell-tale bulges in their cute panties.
But there weren’t just girls at the party. There were tons of hot, muscular guys too, dressed in nothing more than bow ties and g-strings, carrying around trays of cocktails, their oiled bodies glistening and their big cocks bulging at the stretch fabric of their underwear, just begging to be unleashed.
“Oh my god,” Jenny giggled, taking my arm, the two of us like two slutty sisters, whispering amongst ourselves. “This place is crazy. I love it.”
“Drink, ladies?” a male voice said behind us.
We turned around to face a total hunk, as handsome as any model. And as we fluttered our eyelashes and each took a cocktail, I couldn’t help my gaze straying down from his big brown eyes and flashing white teeth, over his perfect torso, finally resting on the biggest, juiciest looking bulge right there between his tanned muscular thighs.
“Why thank you,” Jenny giggled, reaching out and taking a cocktail from his tray.
I took one too, and we both watched as he turned and headed off into the party, giving us a flash of his tight buns in the process.
“Having fun?” I said, turning to Jenny.
“You bet,” she laughed back, and I felt so glad I’d opened up to her about all this, and that we were here together.
As the drinks flowed, the party started to heat up a little, with couples beginning to dance, showing off their best moves, all dressed in
sexy slutty outfits. And as Jenny and I begin to join in, grinding up against each other, both trying to turn the other on with our sexiest moves, I was starting to wonder just how hot this party was gonna get.
Just then, all of a sudden the music stopped and I heard the tinkle of a glass being tapped at the front of the room, over by the DJ booth. “Ladies!” came Candy’s familiar voice. “Thank you so much for attending our little party. And now, for your entertainment, the main event!”
There was a ripple of excitement around the room, and I wondered just what could be in store for us next. The music struck back up – a propulsive insistent beat – and everyone began clapping along. A moment later, a guy came strutting into the middle of the room, dressed in nothing more than a bowtie and a tight shiny thong, and I realized with a flash of excitement that it was the very same waiter from earlier.
As the crowd clapped and cheered, he started thrusting his hips, teasing us all with that meaty bulge between his legs, his thumbs hooking beneath the waist band of his underpants, sliding them down to give us a flash of the cropped fuzz of his pubic hair. He turned his back to the room for a moment, before wiggling out of his briefs completely, turning back to face us, cupping his cock with the bundle of underwear. Then with a cheeky, sexy grin, he finally let the underwear fall to the floor and we all whooped and cooed, our eyes now drawn to his cock, which was thick and long, even though it was only half-hard.
As he danced, I just couldn’t tear my eyes off him: that toned muscular body, those small dark nipples, and of course that delicious-looking thick cock and those big swollen balls. I even found myself licking my lips, my own cock swelling painfully in my cute panties, as I imagined taking him in my mouth, just sucking and sucking on him until he filled my pretty little mouth with his hot creamy cum.
To my surprise and delight, he actually started to make his way around the crowd, teasing the girls with his dick, shaking it at them enticingly. I could tell that I wasn’t the only one who wanted a taste of it, but so far everyone was acting a little shy. Some girls ran a finger down his chiseled abs, perhaps cupping his big juicy shaven balls for a moment and giving them a playful squeeze, some even giggled and stroked his shaft with their trembling fingers for a moment, but nobody seemed brave enough to actually go all the way.