Adele finally becomes a Sissy

My name is Andrew, but I have an alter ego named Adele. Like Andrew, Adele is 5ft 9 inches tall with blonde hair and green eyes.

When I was nineteen my mother threw me out after catching me crossdressing in lingerie for the umpteenth time. I never knew my father, but I had an older sister who took me in, providing I never messed around with her clothes.

As far as I was concerned, I was done with crossdressing. It was humiliating every time I got caught by my mother, even worse now my sister knew I got off on dressing up as a woman.

But gradually, I submitted to the urge to start crossdressing again. My sister was twenty-five and she worked full time at a local hospital. She had a boyfriend who stayed over at weekends, but neither he nor she was the committed type.

Sissy-hypno porn was my regular go to. I like guys and girls, but I had a nagging desire to dress up and imagine my arsehole was a submissive, tight pussy for alpha men to use and overflow with their spunky cream.

Within three months of living with my sister, in her swanky two-bedroom apartment, I was on Amazon, discreetly ordering all the sexy accessories a sissy craves.

I would come home from my boring job at a food warehouse, and design Adele in my head while listening to sissy-hypno porn. I would then spend all of my money on the things I wanted.

Cliché, but I started wearing a cute sissy-maid outfit to clean the apartment when my sister was on shifts. I had a collection of sexy toys, and started using body removal cream, not to mention hours of watching and experimenting with trans make-up tutorials.

Having very little testosterone for a man, anyway, I thought I looked quite good as Adele, dare I say, even passable if I were in a dark club surrounded by drunk, horny men.

One weekend, my sister went to Benidorm for a friend's hen party. As soon as I came home from work, I showered my already, smooth, slender body and began my transformation into Adele.

I started by putting my clitty into chastity. A cute pink one which had the word SISSY written across it. I then pulled my box of tricks out and doused my body in talcum powder, ready for my EE cup, silicone breast plate.

I felt so feminine sat in my bedroom, in front of the mirror, applying make-up and red toenail varnish with a big pair of tits on my chest. So what if they weren't real. I loved them.

Once the make-up was complete, I blew myself a kiss and smirked mischievously. I then opened my latest parcel from Amazon, and gushed at the black, wet-look, party cocktail dress. It looked so sexy. I couldn't wait to put it on.

It was latex, very high thigh, hemming just below my firm, tight butt cheeks. I took it out of the box and slowly peeled it onto my body. It clung deliciously to my skin and the silicone breasts after I squashed them into the dress and zipped it up at the front.

"Oh my God," I blushed at my reflection, then slipped on a pair of size 8, glossy red, high heels and pulled on my blonde bob wig. "Mmm, good evening, Adele," I smirked.

To finish off, I sat down, feeling more feminine than ever, and carefully glued on a set of red, French false nails.

"Woooow!" I gasped at my reflection this time. I couldn't believe how good and sexy I looked, never mind how amazing and turned on I felt.

The dress fit perfectly, showing off how slender I was, and how big my 'tits' were. The cleavage looked fantastic. It was time for a celebratory drink before I spent the next, however long, fucking my virgin gurl-pussy with my favourite thick, 8" rubber dildo.

In preparation, I went into my sissy box and took out a large, chrome butt plug. I greased my star-shaped hole and lubed the plug before I bent over and slipped the beauty right in.

"Ohh, ohhh, fuck," I whined, forcing it it in. "Ohhhhhhhhhh, yeeees!" I then sighed and groaned when I let go for my gurl-pussy do the rest. It sucked that bad boy right into its home, where it belonged. Such an amazing feeling.

Standing in my sister's kitchen as Adele, I poured a glass of wine and practised my elegant drinking posture. It was fun. I drank most of the first glass then topped it up to walk around the apartment in my heels.

I love walking in heels. The sound they make on the floor, announcing something sexy is approaching.

I was walking around, sipping on wine, when I heard the apartment door open and close. My heart started pounding. I put the glass down and hurried to my room.

"Andrew?" my sister's boyfriend called out.

But before I could get away, he opened the door, joining the hall and lounge, and caught me dressed as Adele.

"What the fuck?" he laughed. "Andrew? Is that you?"

"Fuck," I cursed under my breath, frozen for a moment until I braved myself to turn around and face him.

"Holy shit!!! What are you doing dressed up like that?"

"Hello, Mike," I muttered, embarrassed. All of Adele's power and freedom disappeared.

"What are you doing?" he stood grinning, mocking me, humiliating me.

"I'm a crossdresser," I replied. "And now I need to get changed."

"Hey, hey, hold on a minute," he rushed towards me and gently pulled my arm as I turned to leave. "Talk to me for a moment." He backed off, seeing how traumatised I was.

"What are you doing here?" I sighed. "My sisters in Benidorm."

"I know. I left my wallet in her room last night. I just popped in to get it before I meet the lads down the pub."

"Ok, well, enjoy your night while I go and top myself," I said.

"Andrew, wait. I'm sorry I laughed at you. I was just in shock. I expected to find you watching TV and eating pizza. Not dressed... well... you look hot."

"Don't take the piss out of me, Mike. I feel like shit as it is," I whined.

"I'm not taking the piss, you look hot." His eyes were staring at my cleavage and dress. "How long have you been doing this for?"

"Too long. Sorry, Mike, but I need to get changed."

"Is that your glass of wine on the coffee table, with the red lipstick around the rim?"

"Yes."

"Let's have a drink together. Talk."

"About what? How your girlfriend's brother is a sissy faggot!" I grew tired and became agitated.

"If you want," he grinned.

"No, I don't want."

"Then what do you want, and what do you call yourself when you dress up? You don't look like an Andrew."

I sighed. "Adele."

"That's a sexy name." Mike moved towards me; his hands slid up the PU fabric on my hips. "Adele, mmm," he smiled, putting his hands on my tits, over the dress.

"What are you doing?" I trembled. A man had his hands on me for the first time in my life.

Mike was a good-looking guy. He was tall and athletic. Twenty-seven with short brown hair and blue eyes. I didn't fancy or fantasise about him, but he was a catch for any woman, especially a pretend one like me.

"Relax, Adele," he smirked, inspecting my hair and make-up. I gulped and felt my sissy clit expand inside her cage. "Can I kiss you?"

"What?" I pulled back but Mike grabbed my hips.

"I want to kiss you, Adele."

"Stop messing with me, Mike."

"I'm not messing with you. I want to kiss you." He looked serious, holding onto my hips.

I felt strangely unnerved now. He could be setting me up to embarrass me further, or he could be offering me what I'd dreamed about all my life.

"No, Mike. You can't kiss me." I didn't believe he really meant it.

"You got dressed up, looking as hot as you do, and you don't want a guy to kiss you?"

"I... this is..."

"Relax, Adele, you know me, and now I want to get to know you." Mike pulled me close and kissed my lips."

"Mike," I gasped softly.

"Relax, Adele," he kissed me again, filling my mouth with his tongue.

We sighed and I accepted the kiss, pushing my tongue inside his mouth and wrapping my arms around his neck. My first kiss with a guy was my sister's boyfriend. He groaned and slipped his hands around my back and cupped my arse.

"Have you ever been with guy before, Adele?" Mike was aroused.

"No," I gasped, as he squeezed my arse through the dress.

"I want to fuck you, Adele. Would you like that? A man to take you to bed and fuck you for the first time?"

I lost control. All I could hear was Mike whispering my dreams in one ear and the sissy-hypnosis telling me to do in the other.

"I... I don't know," I sighed, confused.

Mike walked me backwards into my bedroom. It reeked of perfume and Adele. He slammed the door and turned me around, pushing me up against the door, and filling my mouth with his tongue again.

He kissed me passionately, holding my face in his hands as if I were a real woman, like my sister. It was crazy and hot. I was trembling and throbbing inside my cage, unable to become erect.

"Can I tell you a secret, Adele," Mike smirked, unzipping my dress and taking out the rubber tits.

"What?" I sighed, as he started groping me, and kissing my neck and throat.

"I sometimes watch tranny porn. It's a kink I have," he confessed, squeezing my tits together. I wished they were natural, grown from my body, so I could feel what a real woman felt when a man caressed her like that. "What kind of sissy are you, Adele?"

"I don't know," I breathed, as he sucked the nipples and unbuckled his belt.

"What do you think about? Tell me, baby, you're so fucking hot." Mike unzipped his jeans.

"I... I... I'm..." I couldn't speak. I was pinned up against my bedroom door with my sister's boyfriend in control of me.

"Have you sucked a cock before, Adele?"

"N... no," I gasped, knowing I was about to."

"But you've practised, yes?" Mike assumed.

"Yes, I have a dildo which I use."

"Mmm, well now you can suck on the real thing, baby. Get down on your knees, Adele. Daddy has something nice and hard for you."

Mike pushed down on my shoulders with the dress unzipped. My EE cup tits were exposed, and I obeyed my sister's boyfriend. I pulled his jeans and boxers down and his thick cock sprang free, hitting me in the face.

"Mmm, suck it, Adele. Suck my cock, baby."

I looked at it. Around seven and a bit inches, and thick. Beautiful, with veins pulsing throughout the shaft and a mushroom shaped head, glistening with pre-cum, demanding I wrap my mouth around it.

I didn't hesitate. I parted my red lips and sucked the end into my mouth, rolling it around like I'd done so many times with my dildo. It tasted so masculine, warm and hard, musky and real.

I looked up at his face. His eyes glared down at me, full of lust and control. I kissed the head and licked the strong shaft. I knew I'd never forget the taste of my first cock.

"Ohh, that's good, Adele. You were born to suck cock, weren't you?"

"Yes," I grinned, proudly kissing down to his balls.

"Mmm, you're a sissy-slut, aren't you, Adele, craving cock."

I giggled girlishly, surprised how quickly I got swept off my feet as I gently sucked on his balls.

Mike breathed in sharply and grabbed the two huge mounds of silicone, tweaking the hard nipples as if they were real.

"Daddy wants you, baby. Daddy is going to fuck your sissy-pussy, just like you've always wanted."

His words became noise. I was lost, sucking on his cock. Bobbing my head along his meaty shaft for well over five minutes, taking the spongey dome to the back of my throat, chocking on it as he grabbed my head and thrust his hips.

"Get on the bed, Adele. Daddy needs to fuck you."

Mike helped me to my feet before pushing me down onto the bed. He removed his shirt, revealing a toned body, making me quiver in anticipation. He undressed quickly, suddenly standing over me like the hunk he was.

I did fancy him, I decided. I wanted him to be the first guy to fuck me. To break the mental barriers and finally free the girl inside of me. I was a sissy, and my sister's alpha boyfriend was going to see to it that I never forget my place in this world. I rolled onto all fours, flashing him the pink, heart-shaped base of the shiny butt plug.

"Mmm, you naughty girl, Adele. You've been waiting for daddy all along, haven't you? And what's this?" he said, cupping the cage between my legs," chuckling.

I giggled then winced when Mike gently pulled the plug out, leaving it gaping for his big cock. His breathing was excited.

"Smooth, just like your sister," he groaned, getting down behind me and licking my crack with his long tongue.

"Uhhh, yes," I gasped.

"You like that, Adele?" Mike licked me again, tracing the tip of his tongue around my hole before he licked across it.

I was tingling all over, in and outside of my cage as Mike skillfully licked me. "You have such a smooth, tight pussy, Adele. Daddy likes."

I was so overwhelmed by the sensation, I needed to be fucked. Mike pulled my cheeks apart and got his tongue right in there. Tasting and teasing me. He then slowly pushed a finger inside and began to thrust.

"Ohhh, yes," I gasped. "Fuck my pussy." I was weakened further, badly needing to be treated like a real sissy.

"I will, baby. Daddy is going to fuck you deep. Where do you keep your lube, Adele?" he asked, pulling his finger out.

I reached under my bed and handed him the lube. Mike greased my hole and his cock, then positioned himself to finally fuck me.

"Are you ready, Adele? Are you ready to take your first cock?"

"I'm ready," I quivered, head down, arse up, about to be broken in. About to lose my virginity.

"Ready what, Adele?"

"I'm ready, Daddy. Please fuck me!"

"That's right, Adele, daddy's going to take your virginity, baby."

I gripped the bedcovers as Mike walked his knees in between my bent, spread legs. He pressed the head against my gurl-pussy. I gasped.

"Mmm, so tight," he groaned, pushing it into my body.

"Uhhh!" I grunted, as it pressed in and spread my opening. My dreams were coming true.

"Tell daddy how much you want his cock, Adele."

"I want it so bad, daddy," I moaned. I want your big cock inside me, fucking my pussy."

"And you're going to get it, Adele. I'm going to make you my little sissy bitch," he promised, and I felt the head of his cock force my tight gurl-pussy open, hard as iron, throbbing.

"Oh, God! Yes! Urrrr!" I moaned at the burning sensation before it gave way to pleasure.

I felt his dominance and eagerness to get inside me and claim my virginity, Adele's virginity. His hands grabbed my hips tightly, holding me still while he broke the resistance and drove his hard length, all the way into me.

I cried out as he stretched me, pushing deeper and deeper until his big balls came to rest against my little ones. It was different to filling myself up with a dildo. I had a real man, a real cock, throbbing deep inside my body.

"That's the tightest pussy I've ever put my cock inside. Mmm, does that feel good, baby?" Mike groaned, pulling my hips towards him.

"I love it, daddy," I replied. My eyes began to roll around inside my head, glazing over as I thought about all the cocks I'd watched in porn and dreamed about. All those cocks I longed to suck and have deep inside me.

"What a good first-time sissy you are, Adele," Mike complimented me, pulling out and then sliding back in again. "You want daddy's cum, don't you, baby?"

"Yes, daddy," I squeezed my girl-pussy around his shaft.

"Ohhh, that's so tight, Adele. I'm gonna nut so deep inside you."

Mike started pounding me. His groin slammed into me and bounced off my behind as he fucked me hard. He was groaning, making me take every inch.

"Uhh! Shit!" I gritted my teeth. "Uhhh, fuck!" I raised my head.

The tits began to bounce as I was taken raw and used by my sister's boyfriend. He kept thrusting and hitting the spot with that wonderful cock of his.

Mike fucked me for what seemed like an eternity before he suddenly flipped me over, taking out his cock, leaving me feeling empty for a moment. He put my legs on his shoulders, and I was full again, getting fucked in a new position.

"Oh, God," I gasped. "You have no idea how long I've wanted to have a real man inside me."

"And now you have one, Adele," Mike grunted, leaning over me as he fucked my gurl-pussy nice and deep.

He slowed down and pressed his weight right over me, kissing my lips. Our mouths opened and our tongues became entwined. I moaned at his masculinity as he grabbed my tits, overcome with desire to enjoy every aspect of Adele, the submissive sissy.

"You're so tight, baby. Daddy might have to fuck you again. Once won't be enough," Mike groaned.

"Yes! I want your cock fucking me again."

Mike raised his body and spread my legs apart, watching his cock sliding in and out of my gurl-pussy. "Your little clitty is leaking, Adele," he chuckled, slamming his body into mine.

I looked deep into his eyes and watched him taking me, using me as a fuck toy. His face was aggressive and determined. This was just a fuck. A hole for him to bust a nut in while my sister was away in Benidorm.

"Oh! Oh! Shit!" I started whining. "I'm gonna cum!"

"Mmm, and you're not even hard. Let it out, Adele. Leak your gratitude for daddy while he fucks you like the little sissy slut you are."

"Yes! More! Keep degrading me, daddy!"

"Mmm! You've been training your little fuck hole for, daddy, haven't you, Adele?"

"Yes! Yes! Daddy! Please don't stop!"

"You wish you were a real girl, don't you, sissy?"

"Yes, daddy!"

"Cum for your daddy, Adele! Cum in your cage like the sissy bitch you are!"

"Ohhh! Yeeees!" I shook violently. "I'm cumming. I can feel my cummies!"

"Mmm, look at that! Mmm!" Mike seemed pleased with my efforts.

I started to leak from my clitty and through the cage, while Mike kept thrusting into me, harder and harder. All I could do was shudder in his grasp.

"Here comes a proper load, Adele. My gift to you, baby! Ohhhh! Take it my little sissy slut! Ahhhh!"

As my cummies dribbled, Mike erupted deep inside my gurl-pussy, emptying his balls and filling me with warm, masculine cum. He kept my legs spread, pounding me like a beast until he'd finished pouring his cream into me.

"Ahhh, I've always wanted to fuck a girl with a dick," he sighed as he lowered my legs and slipped off my bed.

"I can't believe that just happened," I laughed.

"Yeah, well, keep your mouth shut about this, ok?" Mike changed.

"Obviously," I closed my legs and sat up, feeling used. It felt strange and horrible.

Mike got dressed and took his phone out. He pointed it at me and snapped a few pictures.

"Hey!" I complained.

"Now I own you, Adele. When I see you as Andrew, we act normal, got it?"

"Yes," I dropped my head in shame.

"Be round my place tomorrow night. You know where I live."

"What for?"

"What do you think? Your sister gets back on Sunday. You can get dolled up at my place, then I'm going to fuck you again and again and again."

"But my sister?" I protested weakly.

"Don't pretend you feel guilty, Adele. You loved every second of that. Now, I have to go. Be at mine for six o'clock tomorrow."

"But Mike..."

"Six o'clock, Adele. Don't be late."