Sweet Treat

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A secret crossdressing husband comes out.
2.3k words
4.5
89.8k
56

Part 1 of the 6 part series

Updated 01/19/2024
Created 07/26/2016
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I

As the water streamed across the window pane, I watched Jayne pull her coat tight, dashing from the car, through the torrential rain into the house, cursing the British summer in all its soaking glory.

"Steve," she called, as she hung up the coat to dry, "I've an invite here, to a fancy dress party, Helen is holding on Friday"

"I'm in here," I called from the kitchen.

Jayne sniffed the air, grateful to ways of the modern man and his cooking ability.

"We really need to get you a more masculine apron," she giggled looking at the pink one I was wearing, "although it makes your ass look very sexy," she added giving me a squeeze.

"Steady on," I laughed "or you'll be getting the sauce early!".

Her slender fingers caressed my firm ass through my jeans, "That's fine, but not in my dinner," she remarked screwing up her face.

Placing the large knife on the chopping board, I took the piece of card from Jayne, glancing at both sides, before reading the beautiful handwriting.

Helen, Jayne's work colleague had entitled the fancy dress party 'Dodgers and Divas', and I felt my heart leap in my chest, realizing the potential this would give me to unveil my naughty little secret.

"Sounds good fun, I'll have to have a think about who I shall go as," I lied, and for a split second Jayne cast a suspicious eye over me as my mind filled with fanciful ideas of crossdressing.

Leaning across me, she pointed to the line which stated first prize was a case of expensive Hungarian sparkling wine, adding excitedly "I'm guessing Bill, Helen's husband snagged it through work".

"Are you OK?" asked Jayne, "You seem to be somewhere else," she quizzed, cocking her head to one side.

"Yes, I'm fine, just thinking of a few ideas," I replied with a forced grin.

This invite was ideal for me, as the clothing and style I adored and wore, when Jayne was at work, was that of the pop-princess who sang 'Candyman'.

It took a massive effort to play it cool, and resist the urge which screamed through my body, to tell Jayne I had been crossdressing in secret for some time whilst she was at work. Regular guys viewed pornography envying the studs for the unbridled sordid sessions they enjoyed with beautiful women, whereas when I was dressed I had become fascinated wondering what it must feel like to be the woman. The first time I wore lipstick my cock hardened to a strength I had never known before, and somewhere deep in my subconscious a voice had told me to imagine what it must feel as if were about to go on set for a porn shoot. At this, my cock had erupted, spewing semen over the bedroom carpet, narrowly avoiding filling the front of Jayne's panties, which I was wearing.

In preparation for the party, I introduced various items of clothing over the following few days, telling Jayne I had been out shopping or purchased them online, whereas in fact they come from my secret clothing box. However, I did treat myself, especially for this occasion to one specific new outfit, and the excitement it generated within, could barely be contained.

Once all my clothing had arrived, it was carefully laid out on our bed in its entirety. Inside I felt myself glow as I admired the scarlet, almond shaped false nails, but when I picked up the four-inch, white, patent leather Christian Louboutin replica shoes, with their red soles I felt as if I were floating on clouds.

Proudly, just like a catwalk queen, I announced to Jayne I was ready for a full-dress rehearsal, but deliberately chose to screw up my make-up, in the hope of deflecting Jayne's increasing suspicions. To keep the surprise of my outfit, we went in to the spare bedroom with all the make-up and blonde wig. Jayne joined me and carefully applied my make-up just like the pop diva in 'Candyman'. By the time she had finished, my cock was as hard a granite and the precum oozing freely from the eye.

"I think you need to learn how to control that" winked Jayne, giving my shaft a flick with her finger.

"Ouch," I laughed, watching it wilt.

This was evidently a potential problem and in acknowledgment I stood, tucking my cock between my thighs and placing knees together, giving my hips a small wiggle.

"Very nice," she said admiring her own handiwork, "now go next door and show me what you've got, girlfriend."

Back in our bedroom I stood admiring the fine selection of items I had purchased, before taking a deep breath and rubbing my hands together excitedly.

I stepped into the tan garter belt, with its black lace trim, then rolled up the matching stockings, before clipping them on to the belt. Looking down I could see my scarlet toe nails softly cradled in the nylon. Next I placed the fake breasts in the pale lilac satin bra, wrestling to do up the catch. Once finished, the white blouse went on, and then I slipped into the white skirt. My feet slid into those gorgeous white patent open toe pumps and I followed this by slipping on the white jacket. I placed the hat on my head at a jaunty angle and stepped in front of the mirror.

My heart somersaulted; I couldn't believe how passable and more importantly how gorgeous I looked. I truly felt I had been transformed as my mind ran through a checklist of how to walk, speak, what accessories would work with the outfit and any make-up improvements I should consider.

Carefully, I made my way down the stairs, a tricky feat in the heels, and stopped by the living room door. Gently I knocked on it, and with one hand on my right hip I floated in. Jayne's draw jaw literally dropped open.

"Where did you get that female US Navy, white uniform, it's incredible on you!" she stuttered. I chose to ignore her and concentrate on my posture.

Raising my chin, I winked at her, then placed my other hand on my hips and slowly turned. I could feel those deliciously high, white, patent leather heels keeping my legs tight and giving my ass a beautifully enticing wiggle.

"That is unbelievable," Jayne stammered, struggling for words to convey her disbelief.

"Thanks," I whispered, blowing her a kiss and laughing.

She then stood, and walked around me, admitting she had a certain envy of the figure I was displaying.

"But I've not had children like so many of your friends," I replied compassionately.

"Well I'd be careful If I were you, you may get pregnant going out looking like that," she oozed.

Involuntarily, my eyes closed and a shudder of delight snaked through my body, causing my swollen glans to tingle and my ass to relax. It felt as though I had finally accepted my long, denied desire to be receptive to sexually aroused men.

Jayne paused to admire my cleavage, and I explained the fake breasts weren't fully attached as I did not wish to use all the adhesive they came with. Unfortunately, the amount was limited, although it did provided a sweat resistant seamless joint which lasted for ninety-six hours.

"I must admit," Jayne said quizzically, as she tapped her forefinger on her lower lip, "we need to do something about the wigwam in your skirt." Peering down, the white material had formed its own shroud around my erection.

"Well I am feeling kind of sexy," I laughed nervously, attempting to mask the intense change of sexuality which was coursing through me uncontrollably.

Raising the skirt revealed my stocking tops, suspenders and oozing erection, causing Jayne to slowly shake her head and grin.

"Now, there is only one more day to go and I think the sexiness you're feeling will give your walk that extra wiggle," she giggled with a twinkle in her eye, "so I bought a small gift for you, to help keep you...fully charged, shall we say."

Reaching down behind the side of the chair she picked up a small object, then displayed, in the palm of her hand, a transparent, plastic cock cage.

I raised an eyebrow and felt my cock begin to deflate at the thought of being in chastity. She told me to close my eyes and open my legs. Her fingers began to play with my cock and moments later I felt something surrounding it.

"Almost done," she giggled. My cock was squeezed and restricted tand suddenly there was a 'click'.

Opening my eyes, Jayne was stood grinning, holding two small keys.

"Hmmm," I grumbled, "it'll take some getting used to," I snorted looking at my prick squashed against the clear plastic.

"But," she began, "you will be so sexually charged in the next twenty-four hours you will drop so easily into an attention seeking pop-diva, without hesitation."

At her request, I had a soak in hot bath in preparation for a full body wax. Judging by the pain, it was evident my attempts with a razor had been quite pathetic, and my respect for women went up several notches further.

The next morning, in preparation for the fancy dress party I enjoyed a terrifically long soak in a rose-scented bath. Jayne followed this up with a delicious application of a female body moisturizer, paying particular attention to my ass. I felt her hand, smothered in cream, part my ass cheeks, and without thinking I spread my legs. Slowly, she inserted two fingers into me, causing me to sigh longingly.

"Oh, you dirty girl," she remarked gutturally, "two fingers, easily."

Leaning forward I place my hands on a bedside cabinet as Jayne slowly worked her fingers in and out of my ass, until she was up to her knuckles. Now my restrained cock began to ache so painfully I had to ask her to stop. Slowly she withdrew her fingers and gave my ass a harsh, but friendly slap. I gave a long groan as it felt as if my entire groin to feel electrified.

"Oh my," Jayne gasped, "we are finding some of your dirty little secrets this morning aren't we?"

"Fuck, yes" I gasped.

"Still, we have an appointemnt to keep, so let's get you dressed" she replied, moving over to the bed, admiring the outfit laid out before her.

She spent time making sure my clothes were immaculate, and my make-up and nails were perfect. We placed the blonde wig on and secured it with the adhesive. Finally, Jayne helped me to secure the large fake breasts which so felt remarkable to handle that she couldn't resist having a good feel herself.

"They are just like the real thing," she gasped, placing her hands beneath them, allowing her palms to feel their weight. I explained that they contained a compound within the silicon rubber that transmitted body heat too, for further authenticity.

Jayne stepped back and admired our joint effort.

"Well I must admit this wasn't as difficult as I thought it would be; too easy in fact," she surmised, with a twinkle in her eye. I felt my cheeks glowing despite the make-up.

"Tell me," Jayne began, "does this turn you on, I mean really turn you on, you seem more than comfortable with it?". Without thinking I blurted out "Oh fuck yes", causing her raise an eyebrow. She took in a deep breath and said, "At the party you will be...?"

"Stefania," I replied sheepishly, feeling my guilt rise, as my secret was finally coming out into the open.

"From now on you are Stefania, so if you flirt with guys that's fine by me. However, if another woman makes a pass at you and you respond I'll give you a new set of earrings, your balls. OK?" she laughed.

"Of course," I sniggered, as my mind raced at the thought of flirting openly with guys, just as it had all the times I'd dressed in secret.

Evening was now fast approaching, and the clouds were starting clear. The faint drizzle had left a sensuous sheen on all the surfaces of the garden and the car. The walk down the path to the car would seem like the longest in the world, I thought to myself, glancing at my delicate white watch for the umpteenth time. Soon it would time to drive the short distance to Helen's.

"You look great," Jayne whispered placing a hand on my shoulder to help calm my nerves.

"Thanks," was all I could muster, looking into Jayne's eyes which had a mischievous sparkle.

Numerous people were walking down the street, going about their normal business. How I wished the car was not parked in the road, but on the driveway instead.

I took several long, slow, deep breaths and the anxiety which had set every nerve ending on fire began to subside.

Jayne's hands gently massaged my shoulders, and she stepped in front me and gave a warm smile. "Look Steve, I've had an idea for some time you crossdressed in secret. I'm proud that you want to explore your sexuality..."

Suddenly the ground felt it had opened up, and my mind felt as if it it was in freefall, screaming to get away. I took more slow deep breaths, this was the moment I had longed for so long, and it would be madness to let the opportunity slip. I just looked into Jayne's caring eyes.

"It's OK, it really is" Jayne whispered leaning to me and placing her arms comfortingly around me, "Tonight you are Stefania, a woman of beauty so enjoy yourself as a beautiful woman would....". She let the cryptic sentence remain unfinished, hanging in the air.

She gave me a wink, then growled out, "C'mon Stefania, let's knock 'em dead, and bring home that case of wine".

Taking a deep breath, I flipped open the compact mirror and checked my make-up; my wife had created perfection. She took my hand and we walked to the front door; a gentle smile flitted over face, "Lets go," she whispered. For a moment, the fear of the unknown gripped me, then I looked down at the white gloss pump's and the compulsion to follow my destiny engulfed me.

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AnonymousAnonymousabout 1 year ago

Just because he wants to crossdress doesn't mean he wants to wear a cage. It's a toy that he can remove at any time. When the bitch brings out the cage the answer is no. If she insists, smack her. You never think of any possibility of consequences. That he's going to do anything she says. That's baloney.

AnonymousAnonymousover 2 years ago

I want my wife to dress me in lingerie and share me with other men.

AnonymousAnonymousover 3 years ago

Enjoyed this story, it was well written and the characters were fun.

Of course his wife would know and the chastity cage was a little worrying as was her encouragement to flirt with the men.

Hope this doesn’t turn into a “sissy” fest.

AnonymousAnonymousalmost 4 years ago
It's Peggy

Oh gosh reading through this was phenomenal!

The way you described everything had me feeling like I was truly in the room with both of you!

AnonymousAnonymousover 4 years ago
Your cupcake

Wow! Truly just wow, this story has felt so real like I was there in the room watching a caged man develop and flourish into a full fledged woman. I can't wait to see what happens next, Steve seems like a real person who is going through a dramatic change that I'm sure others feel or are going through.

throughout this chapter I felt a lingering sexual tension that I loved with great plesure, so much so that I even stoped to watch "candyman" and imagined Chrstina Aguilera for insperation and couldn't help but feel her influcence with the description of Stefania that left me in awe.

I really aprciate the detail that went into all the products and artciles of clothing/lingerie as this allowed for a very real "sweet Treat" ;)

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