Anyone who has ever hidden a secret fetish from the world never dreams of being found out, let alone caught indulging in it. I had successfully hidden my naughty little secret kink from my girlfriend for almost three years.
She had absolutely no idea that secretly, when alone, I would spend time feminizing myself. Dressing up in slutty lingerie, stockings, cute dresses, and feminine wigs surreptitiously satisfying my deepest urges.
As an active swimmer, I was in good shape, and my hobby provided the sound reasoning for shaving my body and keeping myself smooth all over. I had a large suitcase stashed in the attic, containing an array of items I had accumulated over the years.
It included a variety of sexy lingerie, dresses, wigs, make-up, heels, and of course, sex aids to help stimulate my arousal during play times. I always thought of it as my 'sissy kit.' Containing everything I needed to become a naughty little sissy.
My girlfriend worked in an office a long drive from our home, and as a remote worker, I had ample opportunities to play around during the day. Often, I would wait for her to leave, then rush to dress up in a slutty office outfit, pretending to be a girl while I did my mundane job.
This often led to some sissy antics, practicing my dildo-sucking techniques and watching hours of femdom porn, fantasizing as I wriggled and moaned on my vibrator.
As with all closet sissies, I had developed a system to help prevent being caught. It consisted of texting my girlfriend to make sure she had arrived at work safely, then locking the bolt on the front door to hinder her entry should she ever come home without warning.
This gave me the confidence to fully immerse myself in my sissy roleplaying. Starting with some innocent crossdressing and simple dildo play, to slowly going further each time, turning myself into a complete and utter sissy slut.
After a few years, I started to become reckless. I pranced around our house all slutted up and would indulge in sex acts in the bedroom. Riding vibrators on our bed, sticking suction cup dildos to the closet mirror, and sucking it as if it was a real cock.
I would lose myself in the moment, drifting off in my fantasy, often using our bedroom as a boudoir to experiment with sexual activities and watching porn while I mimicked the girls, sucking and riding cock, edging from anal, then working up to the best sissygasms of my life.
Vanilla penetration no longer did anything for me, and sex with my girlfriend become non-existent. By this time, we hadn't slept with each other for almost a year, and I no longer had any desire to fuck her with my tiny clitty.
I presumed she had been masturbating as compensation, based on her browser history. She wasn't very technically savvy and regularly left traces on her laptop. This surprisingly turned me on, especially discovering she had been watching interracial porn.
There were several references to videos of petite girls being dominated by large black men, and the thought of her watching this while she played with her pussy certainly got me aroused.
I, too, had watched similar porn films and had even purchased an 8-inch black dildo to entertain the fantasy. The idea had engrained itself in my subliminal conscience, dreaming of two different scenarios.
The first involved me watching her getting fucked by another man, usually a black man, while I either played with my dildo or remained constrained and tied to a chair.
The other fantasy consisted of her wearing a black strap-on dildo. Dominating and forcing me to be her sissy slave while serving her every whim as I worshipped her like a goddess.
Every time I dressed up for some sissy playtime, my thoughts comprised two fantasies. My girlfriend feminizing me through domination and pegging me until I came. Then cucking me as she received her own orgasm from a well-hung black man.
This inevitably led to the fateful events that followed.
It was a regular day, and my girlfriend Cassie had left for work. Unsurprisingly, I raced to fetch my sissy kit, stripping off and dressing up in some sexy black lingerie and stockings.
I sent my usual fake concerned text to check on her while I adorned my long brunette wig, applied my make-up, and slid on some 4-inch stiletto heels. The text came back, "At work safe," and I began to set up for my playtime.
After loading some interracial porn on the tv in the bedroom, I lubed up my vibrator and began to slowly grind on top of the duvet, sucking my 8-inch black dildo while I moaned like a girl.
My sissy clit oozed pre-come, and I could feel a sissygasm brewing deep inside my tiny balls, riding faster and moaning louder as I arched back and bucked on top of the bed.
In my excitement, I never even heard the front door open nor the sound of her tiny footsteps as she crept up the stairs. The sound of porn playing in the background and my girlish moans must have covered her stealthy movements.
I will never forget her first words as she gently pressed open the bedroom door, exposing me as the sissy slut that I was for the first time.
"Oh, thank god, I thought you were cheating on me!"
I looked up, shocked and panicked by her presence, knowing instantly that I had forgotten to bolt the front door. I grabbed the duvet, pulling it over my head and hiding pathetically under the covers.
"Please, don't look. I'm not decent!" I yelled, clutching for an excuse and realizing just how ridiculous it sounded.
She said nothing, standing stunned in the doorway. An awkward atmosphere filled the room. The only thing preventing silence between us was the sound of the porn that slowly increased in volume as the girl in the video moaned and begged for more BBC.
I remained under the duvet, completely mortified by the circumstances. My mind was filled with thoughts of regret, embarrassment, and shame. Racing to find a feasible justification. Anything to excuse the situation.
Finally, Cassie broke the silence between us. "So, how long has this been going on?"
I looked up at her through a gap in the duvet, nervously shaking as I whimpered a reply, "Not long. A few years."
She stepped inside the room, picked up the tv remote and, reduced the volume, then gently sat down on the bed next to me.
"I thought so. You've been leaving clues all over the house, you know. Me and my girlfriends were convinced you'd been seeing someone else. Especially when I found these the other day."
She reached into her purse and pulled out a come-stained pair of pink silk panties, holding them out in front of me.
"I thought you were fucking another woman. I was so angry I..."
She paused, choking on her words. I could feel a heavy burden weighing her down as she tried desperately to speak. I lifted myself up, pushed the covers off, and gently wrapped my arms around her.
"I'm so sorry. I should have confided in you," I whispered softly in her ear, resting my head on her shoulder.
"I wish you had said something to me earlier, before..."