Anytime

I blushed as I heard the feminine squeals greeting me into Aurora's house, brushing a strand of the blonde wig I had chosen for tonight out of my face. While I had been dressing femme around them for years, they still justhaaaadto make a big deal out of it when I showed up as Rory. But as the three women circled around me, playfully placing hands all over me, I had to admit to myself it felt nice to be the center of attention.

Tonight I had been a bit more daring than usual, wearing a new pair of tight leather pants. Stretchy, light, and obviously fake, they hugged my legs and ass perfectly, feeling every part of them with each movement. I chose a strappy heel to wear, nothing crazy high but it was a super girly night inside of myself, and I wanted to go all out. My shirt was a deep red, glittery and reflecting under the lights in the hallway, the hem offset to show off some of my stomach.

I won't lie, I felt hot.

Taking my arm, Aurora led me into the party, introducing me to a few of her friends I hadn't met before. Smiling, I exchanged pleasantries, hyper aware of being on display around new people. While my tight pants did barely hide the tiny cage I had chosen for the evening, there certainly was a hint of it for those who knew to look. Aurora, one of the few I shared my more kinkier secrets with when it came to being Rory, smirked as she led me to the couch, offering me a knowing wink. She always had an uncanny ability to see right through me, annoying really.

The party was quite relaxing, just chatting and sharing stories over drinks. Sometimes it was nice just to sit back in a pretty outfit and laugh, legs crossed as I sipped on my beer. Off to the side, failing to subtly glance in my direction, I couldn't help but notice Anthony, offering very little to the conversation, his focus seeming to be on me. Well, more specifically, my legs I suppose. But who could blame him, these pants were quite unfair in how well they showed me off.

With an empty glass in hand, I made a dramatic gesture of standing up to stretch, slowly swaying into the kitchen. I took my time, eyes passing over the refill I was looking for several times in the fridge, offering a certain someone ample moments to gain the courage to come talk to me.

"Uh, h-hey. Rory, right?" Well would you look at that, it worked.

Staying bent over at the waist, I offered the sassiestMmmmhmmmmmI could muster, finally pulling out the beer I had been hunting for out of the fridge. Slowly turning, I faced Anthony with a smile, towering over his small frame. Even without heels, I easily was 20cm taller than him, and possibly twice his weight. I could just eat him up.

Anthony blushed, adorably smiling as he looked away, hands in his pockets as he spoke. "Sorry, I just wanted to say hi, and that I, uh, like your outfit." I smirked, staring at this poor man clearly caught in my web, watching him shift on his feet with nerves. He was seriously cute. I opened the can, pouring carefully and slowly into my glass, eyes never leaving him.

"Oh? What do you like about it?" I feigned, a knowing look on my face as his blush deepened.

Anthony smiled, "um, you know...all of it?" He looked down, sheepishly twirling his fingers together. "Maybe more so the pants."

I laughed, finishing with my pour, placing the empty can to the side. I placed a finger underneath his chin, forcing those adorable eyes all the way up to mine. "Is that so, hun? What do you like about them?"

Anthony glared at me, his blush a permanent fixture on his face. "It's not nice to tease, you know?"

I shrugged, sighing. "Yeah, but I've never been very good at being...nice." He chuckled, those nervous hands moving slowly closer to my thighs. My hand moved to the side of his face, running through his hair. "You can feel them if you'd like, sweetie."

He needed no other invitation, hands running up and down my legs. I moaned, a smile spreading across my face, clit beginning to awaken and strain from being touched and appreciated. A fire started burning in his eyes, a surging confidence as his hands gripped my thigh. One thing was for sure, this poor man needed release.

I moved my hand down to his shoulder. "I'll tell you what, Anthony. I'm going to go sit back down on the couch. If you ask Aurora if we can use her bedroom, and then make your way alllllll the way across the room to me, extend your hand, and ask to "show me" something upstairs..." I smiled, leaning down to whisper in his ear. "I'll let you explore my pants all you wish."

I leaned away, seeing the surprised excitement on his face. With a sultry wink, I walked back to the party, ensuring to add as much ass movement as I could in these heels. I sat back down, crossing my legs, feeling the ache in my clit as it strained away, far too excited from that exchange with Anthony. I may have been in "control" of our little conversation, but by no means was I interested in dominating him. After all, nothing made you want to be a good girl quite like wearing a cage.

Especially a cute, tiny, pink one...

So I kept a handle on the submissive excitement I felt beginning to bubble to the surface of my personality, watching with amusement as a timid and embarrassed Anthony approached Aurora. Leaning down, she listened to him whisper in her ear, dramatically rolling her eyes in my direction as he finished with his request. Now it was my turn to blush, pretending to not notice as I sipped my beer. She mouthedBRATat me, before returning to the whispered conversation with Anthony.

Still nervous, but with energy in his step, Anthony headed over to the couch, suddenly aware of just how many people were seated around me. Clearing his throat softly, he stood in front of me, slightly shaking as he extended his hand.

"Rory could I, uh, show you something? Upstairs?" A few people around us giggled, the knowing unspoken social response, while Anthony's face slowly turned a deeper shade of red. Placing my beer down, I gently took his hand, letting myself be led out of the living room. I put on my best innocent face as we passed by Aurora, who in turn offered me yet another dramatic eye roll.

The noise of the party slowly muffled itself as we closed the door, standing together in the middle of the room. I could see Anthony's cock against his jeans, outlined perfectly showing off his excitement. My own was still at least somewhat hidden, the aching strain in my clit doing wonders to my imagination. Clearing his throat, he moved closer to me, hands running all over my legs, gripping my ass enthusiastically.

I moaned, leaning in to his touch, encouraging the exploration of my body. I ran my hands through his hair, pulling his head back slightly so I could kiss him, my moans echoing into his mouth.

"Mmmmm, I like when you touch me like that, Anthony." I gently bit his lip, staring into his eyes. He groaned, his poor cock trying its best to burst through his jeans. I smiled, my hands moving down for their own exploration, rubbing and gripping as best I could. "I suppose this is my doing, is it?"

Anthony smiled and laughed, nodding his head breathlessly, continuing our kisses. After a while I pulled away, staring down at this adorable man. "Well I suppose I should be a good girl and do something about it, then."

He watched wide-eyed as I slowly knelt down in front of him, staring down at me for the first time. Biting my lip, I slowly unzipped his pants, pulling them down to release his cock, springing and slightly bouncing to attention. He blushed, being so excited, but I simply giggled, offering the excited cock before me a kiss, my eyes hungry to play with it, knowing my own was trapped away in its cage.

I ran my tongue along the shaft, before kissing and sucking on his balls, Anthony shuddering and groaning, his hands gently running through my wig. "I, oh fuck. It's been a while for me Rory since I, you know..."

"Mmmmmmmm," I continued my worship, staring up at the nervous and excited face. "Does that mean someone is rather sensitive?"

Anthony nodded, groaning and shaking as I placed my hands on his thighs, continuing planting kisses all over his cock. Once more I ran my tongue all the way up his hard cock, before taking his eager cock in my mouth. Moderately sized, I winked up at him as I easily took it all in my mouth, barely tickling the back of my throat. After all, I didn't want to spill in Aurora's bedroom...

Back up to the tip, lips pressed around him, I slid up and down slowly as I sucked his cock, basking in the multitude of noises above me. His legs shook, staring down as I relentlessly pleasured him, not slowly for even a moment, my eyes pleading for his cum.

"Fuck, Rory wait I-" I smiled, his cock never leaving my mouth. I could feel him getting close, feel his cock tensing, growing, hardening. It was mine, and I wanted his orgasm. Now. I moved one hand to his balls, gently massaging them, easing them to the release I so desperately knew he needed. I felt every twitch, every pulse, and knew it wouldn't be long now.

Anthony stifled a scream, putting a hand over his mouth as he came, jets of warm cum soon filling my mouth. I giggled in surprise at how much there was! He hadn't been lying that it had been a while, it seemed, having to swallow down some of his cum while I continued to suck on his cock, pulsing away in my mouth. He groaned, body quivering from his orgasm as it finally ceased, that fire behind his eyes finally sated.

When I was sure he was finished, I pulled off his cock, showing him my mouth full of cum. I ensured he was watching, before swallowing the rest, feeling it slide down my throat. With a happy moan, I went about licking and cleaning off his cock, watching him shiver from being over stimulated when I got near the tip.

"Fuck me..." Anthony exclaimed, running a hand through his hair, a big smile on his face. His cock shined with my saliva, as I continued to explore him with my tongue and lips. Holding his cock and balls in my hand, I stared up at him.

"You've gotten me all excited, Anthony, watching you cum. Would you mind terribly if I kept playing with your cock?" He breathed out, seeming unable to even think, nodding with a smile as I giggled, once more returning to kiss and lick his cock. He may have finished, but I was not quite ready to let him out of my sight.

After twenty minutes of teasing, sucking, licking, and kissing, I finally let him cum once more, Anthony's poor cock thoroughly spent. I touched up my lips as he pulled up his jeans, popping in a mint I found in the small clutch I brought with me. I sat on the edge of Aurora's bed, hands entwined in his.

"Rory, that was, wow." I blushed, smiling through the compliment. "Thank you. It's been a long time since someone did that for me, not that any of them were anywhere close to what you did and I...thank you." I laughed, leaning to the side to plant a kiss on his cheek, knowing my breath still smelt and tasted like cum.

"You are very welcome, sweetie. I had lots of fun playing with your cock." He blushed, hands once more running along my legs. Just then an idea popped into my head, pulling out my phone. "In fact...here." I brought up my contact details, helping him put it into his own phone. After it was done I wrapped my arms around his neck, ensuring I had all of his attention.

"Anytime you find yourself in need of a release, text me." His eyes lit up.

"R-really?" I nodded, smiling as I playfully ran a hand through his hair.

"Mmmhmmm, you have a nice cock, and are a nice guy. I'd hate to see you all pent up and frustrated." I gently placed my other hand on his cock now safe from my eagerness in his jeans. Staring into his eyes, I made sure he knew I was serious.

"Anytime."

Anthony blushed, staring up at me. "I will definitely take you up on that, Rory." I smiled, planting one final tiny kiss on his lips before we headed downstairs to join the party. I expertly feigned ignorance on my disappearance to friends, while ignoring the knowing stare Aurora was directing at me.

If only all of her parties were that fun!

________________________________________________________________

Fueled by my exciting adventure with Anthony, I stayed caged for an entire week afterwards, an uncommon act for sure. Typically after a girly night my more masculine persona surged forth, not really meshing with the idea of being caged and denied. Yet, something about seeing him so happy, relieved, tension melting off of him from my mouth resonated with me. I couldn't get the feeling out of my head, straining and whining each night in bed, my poor clit aching to cum.

My resistance was rewarded with a text one night.

Anthony: Hey, Rory?

Rory: Why, hello stranger :)

Anthony: Haha, hi. So, uh, listen. About your offer, you know...

Rory: Hmmmmm, offer?

Anthony: Oh come on, don't make me say it!

Rory: Whatever could you mean though, Anthony?

I giggled, thoroughly enjoying knowing there was a cute blushing face on the other side of that phone. Was it mean to tease him like this? Probably. But he was the one who let a brat suck his cock, so really it was his fault.

Anthony: FINE!

Anthony: Would you please help me...relieve some stress again?

Rory: You mean like a massage?

Anthony: I hate you.

Rory: :D

Rory: Okay, okay. I did say anytime, and I meant it. Just fun to make you squirm, sweetie.

Anthony: Mean. But thank you!

Rory: Want me to come over?

Anthony: Yes! Here's my address.

Rory: Does 8 work?

Anthony: That's perfect.

Rory: See you soon, cutie :)

My clit hummed with excitement, that weird mix of desperately wanting to be let out, to have its own release, yet craving denial as I gave that needed release to someone else. Chastity was a confusing kink, to say the least. But I happily ignore the familiar strain in my cage, going about getting ready to see Anthony once more.

As 8pm hit, I knocked on his door, a tiny apartment building downtown. A grinning Anthony opened the door, his eyes filled with that fire I loved to see. I had worn one of my favourite bodysuits, half hidden by a cute matching navy flowing skirt. Black tights, solid toe heels, and eyes done up far more than I usually did, I took the opportunity to smile down at him, batting away as he stammered incoherently.

With a hand on his shoulder, and kiss on his cheek, I let myself into his apartment. Collecting himself, Anthony shut the door and took my hand, wasting no time as I was led to his bedroom. Once inside I giggled, slowly loosening the zipper on my skirt, letting it fall to the floor. Fully exposed, my clit no longer having anywhere to hide, I blushed slightly as I slowly spun around for him. I drank in the look in his eyes, the desire for me, the hunger.

I laid down on the bed, beckoning him over with my finger, feeling him on top of me as we kissed. My hands found his cock through the sweatpants he was wearing, rubbing and fondling his hard cock. I felt his moans against my lips as I played, feeling the intense need inside of him, a need I intended to release.

Slowly, I slid off the bed before him, once more on my knees pulling off his pants. That familiar cock sprang forth, eagerly awaiting my lips. I ran one hand up and down his thigh, the other cupping his balls and I kissed his cock all over, reacquainting myself with it. Anthony leaned back on his hands on the bed, groaning excitedly as I worked.

"Uh, fuck. I wanted to call you the next day, but I didn't want to seem desperate." I laughed, staring up at him while I ran my tongue along his shaft.

"I did say anytime, you know..."

Anthony blushed. "I know, but I didn't want to take advantage or bother you."

I scoffed at him. "Ilikesucking your cock, sweetie." He groaned, obviously enjoying hearing that. "But, I suppose the week-long break just means you're more ready for me." I kissed the tip of his cock, squeezing his full balls in my hand. "Not to mention all the cum. Mmmmmm."

He threw his head back and moaned as I slid all the way down his cock, my nose resting against his pubes. Already I felt him shaking, desperately ready to cum, but I was far from finished playing with him. My clit strained hard, pressed against my bodysuit, trying to protest from this unfair injustice. But I simply ignored it, letting that frustration bubble inside of me, pouring it into servicing Anthony's cock.

The twitching I felt returned, as I moaned around the cock in my mouth, knowing he was close. Looking into his eyes, I slid his cock in and out of my mouth along my tongue, watching him silently groan, eyes wide above me. Once more the need to pleasure him surged inside of me, vicariously living through his orgasm as he finally tensed, groaning loudly as cum erupted into my mouth. That involuntary quivering of his entire body always made me smile, moaning with him through his orgasm.

Once more I had to swallow a little so it didn't overwhelm me, always enjoying showing off all my hard work. Anthony shivered as I slowly slid off his cock, mouth open and giggling. He smiled as I swallowed for him, winking as I returned to clean off his cock.

"How the fuck do you do that, Rory. Wow." He collapsed back onto the bed, exhausted from his orgasm. I simply giggled, continuing to clean and lick to my heart's content.

I shrugged, slowly jerking him in my hand as we chatted. "Big lips, big mouth, and a desperation to please others?" Anthony laughed, groaning softly from my continued playing with his cock.

"Well once again, thank you. Fuck." He chuckled, sitting up once more to run hands through my wig, watching my excited eyes as I stroked him. "Is there, uh, anything I can do for you?" I smiled, leaning down to kiss his cock.

"You just keep letting me play with this, and we will get along just fine." He laughed, cock growing hard once more in my hands.

"That will not be a problem." Anthony leaned down, kissing me on the lips, making my clit pulse from the tender moment. I stared back up at him with big eyes, my own eagerness far from sated.

"So...think you can go again, sweetie?" I giggled, licking the tip of his cock in emphasis. Anthony laughed with me, nodding down at me as I took him in my mouth once more, starting the fun, addicting process of making him cum for me.

________________________________________________________________

The next few weeks we kept up with this pattern, Anthony texting me when he needed release, picking out a cute outfit I hoped he'd like, soon feeling his warm cum coating my throat and mouth. I even was able to keep up with my denial, the cage only coming off to be cleaned, staying in the mindset I so loved. Being a good girl was hard!

One night, being even more bashful than usual, Anthony admitted that he had mentioned you to a friend of his, one who was having some sexual difficulty with her husband. After playfully smacking his balls in my hand for open mouthing about our evenings together, I agreed to meet with this friend, internally screaming with excitement. Couples, in just about every capacity, were one of my biggest turn-ons. Yummm.

Anthony's friend, Angie, turned out to be absolutely lovely, thankfully. I found it difficult at times with my feminine self, meeting others who either only wanted to embrace one side of myself, or were aggressively enthusiastic. Can't a girl just have an evening of fun, kinky sex? You can, it turns out, you just have to have a good vetting process in place. And Angie passed with flying colours.

Her husband, Deshawn, had been a bit turned off of late. Angie loved passionate sex with her husband, multiple times, sweaty bodies, bouncing up and down on his (apparently) large cock. But she didn't want to be degraded, or him to be aggressive...and she really, really, REALLY, didn't want to suck his cock.