Princess Learns to Please

"Practice makes perfect..."

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It all started as a bit of fun. I had just found a new job and was sharing an apartment with my friend, Lena. She was around the same age as me, twenty-two, but she was studying a college degree and spent most nights out partying with her friends, leaving me alone in the apartment. 

I wandered past her door one night and noticed a sexy thong laying on the floor by her bed. Something drew me to it, and I stepped inside the room, picking it up to feel the lacy material against my fingers. Before I knew what was happening, I was wearing the thong, rolling around on her bed.

By the end of the week, it had progressed from a playful curiosity, to a full-blown addiction. Every night I waited for Lena to leave the apartment, quickly rushing into her room, rummaging through her drawers to see what I could find to wear. I had started experimenting with her makeup, discovering how desperately I wanted to become a girl.

Soon after, I started buying accessories online, extra items that I couldn’t find in Lena’s room, or that wouldn’t fit, like shoes and wigs, to help me transform into a convincing girl. I’d begun to spend more time working on my hair and makeup, wanting to perfect my look, and by the end of the first month, I felt I was fully passable as a girl.

With my new found confidence I started to venture outside, visiting bars and clubs, dressed fully en femme. Men would hit on me, asking me for sexual favors and making me feel incredibly sexy. I’d always considered myself straight, but recently I had begun to question this, enjoying the sensations that came from feeling so attractive.

My curiosity to explore these feelings led me to watching pornography, eventually purchasing a realistic dildo to experiment on my own. I soon spent my nights visiting bars, flirting with men, returning home to practice my cock sucking skills on my dildo. I wanted to be like the girls who made adult videos and loved how they seemed to be in such control over the men who they performed on. 

One night, after Lena had left, I started my usual routine of sneaking into her room to find something to wear. I was already wearing my new burlesque style bustier with garter straps and lace trim, a pair of sheer stockings and 6 inch high heels, as I teetered into her room.

Once inside, I searched for a slutty dress to help complete the look, smiling as I came across a gorgeous black tie detail bodycon dress, trembling with joy as I slid it on over my tight body. I stepped over to the mirror, applying some extra lipstick and mascara and spun slowly to admire how sexy I looked.

When I arrived at the bar, I sat down and ordered a drink, already catching the attention of a group of young guys on a table across from me. One by one, they walked over, sheepishly offering to buy me a drink and trying to hit on me. The attention made me feel so empowered and extremely horny, as I continued to act seductive, waiting for a man who I deemed good enough for me.

Throughout the evening I had noticed a quiet guy, sitting in the corner of the bar. He had been watching me all night, glancing over and trying not to make it too obvious that he was checking me out. I had flirted back a few times, flicking my hair, biting my lip and generally making an effort to seduce him. 

Eventually, he got up and wandered over to me with a confident stride. As he drew closer I noticed how handsome he looked. He had a rugged but pretty face, wavy black hair, deep brown eyes and an incredibly toned physique. His chest muscles flexed as he walked and I couldn’t help but notice a bulge that swayed between his legs.

“Hi, I’m Bradley.” He said, offering his hand to shake mine.

“Mia,” I replied, gently placing my tiny fingers inside his large hand.

“I know you probably get this all the time, but I just wanted to say hi and introduce myself. I mean, who wouldn’t want to talk to someone as pretty as you.”

I giggled, and looked up at him, feeling a deep sexual urge as I stared into his beautiful eyes.

“Would it be ok with you, if I sat down and we just talk for a while?”

His openness and confidence was so refreshing and much better than the guys who just hit on me because they wanted to fuck me. Obviously that’s what I wanted, but not without getting to know them a bit first.

We sat and talked for over an hour. He was really smart and interesting and paid me a lot of attention, making me feel really special. It didn’t take long for me to fall for him, aside from how attractive he was, he was also a super nice person and I found myself desperately wanting him.

After a few drinks, I built up the courage to invite him to my apartment, nervously waiting for him to respond. He softly grabbed hold of my hand and whispered into my ear. “I’d like nothing more, princess.”

I giggled and leaped up, almost pulling him out the bar behind me, leading him to my apartment. Once we arrived, I quickly checked the apartment to make sure we were alone and led him into my room. The last thing I wanted was to bump into Lena. She didn’t even know about my crossdressing and I definitely didn’t want her to know I had brought a man home with me.

We sat down on my bed and immediately started to kiss, his large arms wrapping around my tiny frame as I helplessly gave myself to him. After some intense French kissing, I slid my hand down to his crotch, tenderly rubbing my fingers over his penis, casually unzipping his fly.

Pulling away for his lips I softly told him my intentions. “Baby, I’ve never done this before and I’m not ready for sex, but I really want to please you. Will you let me please you?”

He smiled at me, a stupid but romantic grin on his face. “Yes, princess. I’d love that.”

Slowly I unzipped his jeans, helping him as he pulled down his pants, my eyes widening at his huge cock as it sprung into action. He sat back letting his cock free as it dangled hard in the air. It must have been at least eight inches and seemed much bigger than my six-inch dildo that I had been playing with.

I grabbed a cushion and kneeled down between his legs, looking up at him seductively as I wrapped my tiny hands around the base of his cock. I gently stroked it before running my tongue up over the base, gently flicking it against his hard shaft as it twitched with excitement.

“Mmm,” I moaned, “You like this?”

“Fuck, yes,” he groaned back.

I started jerking his big hard cock with both hands as I licked his balls. Starting at the bottom and working my way up, sucking gently on his sack as I stared back up at him, making sure to make eye contact. He stared back down, a look of lust and gratitude in his eyes as I gradually licked his balls, working my tongue up the length of his long cock.

He let out another long bassy moan as my tongue moved up to the tip, gently pulling back his foreskin and kissing the head of his cock, continuing to tease him with my tongue.

“Oh fuck, princess!” He groaned as he began to pant heavily.

His cock was rock hard, pulsating between my fingers, the nerves twitching as I began to wrap my lips around the head of his cock, flicking my tongue over the tip and slowly sinking my mouth over the top. My mouth began to water and salivate at the sensation of his cock entering my mouth, bobbing my head, still stroking the shaft at the base with both hands. 

I could hear him moaning, his eyes closed tightly as I watched in awe. The feeling of how much pleasure I was providing filled me with a sense of joy and achievement. I suddenly started to experience an extreme sense of pride and happiness, loving how slutty this made me feel.

Passionately, I began to sink my mouth over his long shaft, trying my best to deep throat his huge cock, choking as it slid further down my throat. He started to thrust his hips, pushing his cock further inside my mouth as I started to choke, desperately trying to breath through my nose to avoid gagging. 

I had swallowed about half of the length of his eight-inch cock when he reached forward, grabbing the back of my head and pulling me closer. My eyes began to stream while he rammed his cock deep down into my throat. I was gagging on at least six inches, struggling to breathe.

Thank fuck I’d practiced, I thought, taking deep fast breaths through my nose as he fucked my mouth hard and fast, moaning in pleasure.

“Oh, shit, baby! Fuck!” He screamed, sliding his cock in and out like he was fucking a pussy with his cock.

I choked and pulled back, spitting saliva on his cock and rubbing it in with my hands. “Are you close, baby?” I asked innocently.

“Don’t stop, I’m almost there,’ he pleaded.

Taking a deep breath, I quickly sank my mouth back over his cock, taking him deep into my throat and using both hands to jerk him off faster. I moaned, sending vibrations over his cock, feeling him speed up, thrusting and fucking my mouth.

“I’m so close, princess. Please don’t stop, I want to come in your mouth!”

I looked up at him, moaning as he fucked my face. I wanted to make him come so badly, staring deeply into his eyes, trying to let him know how much I wanted him. After a few more heavy hard thrusts, he leaned back, raising his hips and groaning heavily.

“Swallow it. princess, please!” He begged.

The first thing I remember was his balls clenching, then the muscles tightening between my fingers and hearing him let out a loud moan. Then a warm salty sensation in the back of my throat as he shoved his cock deeper, forcing me to swallow every drop.

I felt like a real girl, gulping down his hot sticky come and sucking his cock while he trembled in pleasure on my bed. I felt so proud of myself, so sexy and feminine, kneeling between his legs like a good slut as he emptied his balls.

Several streams of come trickled down my throat, his body collapsing on the bed as he lay back completely content. After I was sure there was nothing left, I slowly lifted my head, letting his limp cock fall out my mouth and dangle between his legs. He was still panting and mumbling under his breath.

“Oh fuck, That was so fucking good. Thank you, princess!”

I looked up at him, smiling and wondering what to do with myself as he lay there, pants around his ankles, trying to recover from the experience. 

“Are you ok, baby?” I asked.

“Oh yes, princess. That was the best ever!”

“Really?” I asked inquisitively and blushing.

He sat up, looking me dead in the eye, “yes, baby, really!” 

I looked back lustfully, a slutty smile on my face as I thought to myself, ‘I guess practice does make perfect!’

Published 5 years ago

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