Rye's Encounters

The following series of encounters are 100% non-fiction, best of my ability accounts of my real-life encounters with horny men. Names, locations, and revealing details were altered to protect identities.

PREFACE:

Hi. My name is Rye. I am a cute, 5'9", blonde, big booty, white boy...with a hunger. I have a fairly symmetrical face, big wide eyes, and a fit figure. Also, I have been told I have a nice smile with fairly straight teeth.

This is the story not another soul knows.

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Following my anal deflowering, that same top, featured in Pt. 3, wanted a lot more. He wanted to teach me where my place was a a sissy bottom and to open my eyes to how deep the sissy rabbit hole can go...

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CH.1

"Follow Up"

A few days pass since the top claimed my sissy holes. I check my email out of curiosity and since my sexual energy had recharged since that evening. 2 new emails. All from the top.

"Hey boy, that was a hot little time. Lets do it again soon. Send me some more pictures of your ass, I need to have something to JO to."

"BTW Im Alex. Heres my cell, text me (555) 555 - 1234"

I immediately texted pictures that I've been using in other communications with tops who wanted to see more. One pic is of my ass with my finger under my cheeks, propping up my ass. The other pic captures my fit figure contrasted with my fat bubbly ass and muscular thighs. I like it when they ask for pictures, it makes me feel sexy.

In the body of the text message, I wrote:

"I'm sure these pics will remind you of who this is. BTW Im Rye"

He texted back withnin 5 minutes with:

"Damn. What are you doing Friday night"

I replied, with empowered sexual confidence, "You, hopefully. Same address?"

"No, I was just house-sitting. Im doing it again at another spot in the same neighborhood.

1254 Redwood Ln. 10pm"

And there it was, my next contribution to the sissy cause. Another date to serve cock.

He double texted me moments after receiving the address and time:

"Be ready to stay a while and serve like a good boy"

Reading that made me instantly hard and mentally submissive. I reply, simply:

"Yes sir"

My heart beating fast, butterflies in my tummy, my clitty trying to burst the seam of my pants--I was so ready.

Another countdown begins, 5 days, 10 hours...starting now.

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CH.2

"Redwood Ln"

Friday, 9:45PM. I parked my car back on Collier and walked over to Redwood. I started to feel antsy and didn't want to have anyone see me entering / exiting / driving away so easily, plus I was already familiar with Collier from last time.

Before turning the corner while walking down a few blocks to Redwood, I turn back to gaze at the house where I completed my first anal task as a self-proclaimed sissy. Some lights were on in the house; I wondered if they could sense the rite that was performed in that living room just a few days ago.

A short walk later, I was again face to face with another portal to my dark future: A door, with some numbers next to it; a doorbell, with a little circle for a button; a welcome mat, graciously inviting me to participate in my fate.

"Ding-Dong" the doorbell rang in muffled tones.

10PM struck, and, right on time, the door opened to Alex on the other side.

"Hey," he said with a little smile on his dimly lit face.

"Hi," I coyly replied, visibly blushing in the porch light.

He lets me in and guides me to another living room, with a large couch placed in front of a large TV, which displayed a still image of a large cock jammed into a transgirls ass. The video was quickly resumed as Alex caught me staring at the screen.

He told me to chill and that he was going to smoke some weed really quick. I nodded and sat down on the couch to watch the porn. The fact that I came here to do exactly what that actress was doing on screen was not lost on me: I am here to serve and take cock like a good sissy.

I quickly take off my pants and set them aside to reveal tight fitting red boxer briefs. I want to feel accessible to my top.

The lights dim and Alex walks up next to me, the smell of weed fragrancing the air, with his cock and balls hanging above the wastline of his basketball shorts. I touch his cock and stare with wide eyes for a moment. He then sits down very close next to me and place his right arm around my shoulders with his hand wrapping at the side and front of my neck, like he was preparing to gently choke me.

I lean over and he gently pulls my head and neck towards his dry semi hard cock. It's exactly as I remember. Without preamble, I put his entire cock in my mouth and begin to suckle on it. His cock quickly grew inside my mouth as I slowly altered between sucking and tongue flickering. As his cock stiffened, Alex slid his right hand into my boxers to caress and squeeze my ass cheek.

His precum flow increased and he inched closer and closer to my little pucker. I gratefully swallow and taste the precum as it glides along my tongue. I begin to mouth-stroke up and down on his cock faster and he lets out a low moan. I cup his balls with my right hand and slowly rub in the saliva and precum mixture that since slid down from his now wet and hard cock.

He sneaked his hand beneath my undies and grabs a handful of my ass cheek. Alex then tells me to take off my boxers. I take them off while he still grips my bare ass. He leans over to gaze at my hole as he speads my ass cheek. My hole was hungry for cock, so I flexed/winked it at him. He responded by lightly tickling my little picker with his middle finger. The sensation was electrifying and incredibly eroctic. I responded by diving deeper and faster onto his cock.

This went on for a few minutes, him gently tickling my sissy hole while I energetically plunge my face into his pelvis. Occasionally he would reach a little further and gently stroke my taint and get very close to touching my little sissy balls. We were both in silent ecstacy, minus the tones of slurping and the porn playing on the tv. It was that day that I learned about my interest in soft light touching and feather play.

After coming up for air for the hundreth time, he told me to wait there on the couch. He got up to go get something out of a bag on a near by table. Before he sat back down, I noticed that there was a damp spot on the couch where his cock and my mouth met. I was really giving him some sloppy head.

He sat back down and put a bottle of lube, 2 condoms, and a small brown bottle on the coffee table in front of us. I asked him what the bottle was. He smiled with a devlish grin and replied, "Those are called poppers. You sniff them and it makes you super horny".

"What does it feel like?" I inquired.

"It kind of feels like Coke, but without the side effects," he replied.

I didn't really need any drugs to feel empowered enough to be a sissy, so I kind of just shrugged it off. It was obvious that I had never tried them based on my questions and demeanor. He grabbed the bottle, uncapped it, and took a long sniff. He quickly capped the bottle after he was done sniffing.

"Your turn." he said with serious look on his face.

I immediately felt butterflies in my stomach and some anxiety. I don't really do drugs, so this was really not my space. I then remembered that I was sitting on a couch naked, in a strangers living room, with trans porn blasting 10 feet away from me, after having sucked a mans hard cock raw for 25 minutes. Who am I to say no in this moment?

"Ok, I'll try it," I responded shyly.

He taught me that I had gently shake the bottle, open the lid, cover one nostril, and sniff a full breath of the vapors in the bottle, then quickly close the lid.

He handed me the bottle. It was really cold, like it had been in the fridge or freezer.

I shook the bottle, hearing some ticking like there was a little bead or something in the little container. I opened the lid and covered my left nostril. I held the bottle up to my right nostril, locked eyes with Alex, and...

ssssssssnnnnniiiiffffffffffffffff...

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CH.3

"Slut Juice"

The first thing I noticed was the intersting chemical aroma. I could almost taste it. I also felt a slight tickling inside my nose as the vapors penetrated my virgin nostrils.

Alex grabbed the back of my head and a handful of hair with his right hand and slowly pulled my face down to his now very hard cock. He stopped with my face 2 inches away from his cock and began to masturbate while pointing his cock at my eager mouth.

As I stare at his cock at point-blank range, I start to feel a warmth spread around my head. My focus begins to narrow down to this cock that's getting a massage in my face. My mouth begins to salivate. I begin to really notice the incessant moaning and slapping from the porn playing on the TV. All I could see was cock. All I could hear was fucking. My mind began to swim. My body began to tingle.

"You want this cock inside you, don't you, boy?" Alex almost growled through gritted teeth.

"Yessss," I whispered back at him. I was feeling a huge rush coming.

"Tell me you want my cock inside you, slut," he said much louder than my reply.

"I want your cock inside me pleasssse" I whimpered. He continued to jack off into my face while holding me back from sucking his precummy cock. I was in this poppers dream state and had a hard time replying. Everything was so warm and erousing.

He stopped jacking his cock, leaving me to stare at his throbbing meat. I heard a long sniff from him, then at the same time the poppers bottle appeared under my nose and he closed one my left nostril again with a finger the same hand.

"Again, twice. Sniff." he commanded.

I took a long drag for the first sniff, blew out my popper breath, then hit it again but even harder and longer. Before I could blow out my breath the second time, Alex quickly removed the bottle from my nose and firmly pushed my face down onto his cock, forcing me to throat him without warning. He kept me there, balls deep, as he adjusted to kneel one knee on the couch and the other leg firmly planted on the floor.

"This mouth is mine, slut" he bent over to whisper into my ear.

He slowly began face fucking me deep and slow, only pulling out about an inch then pushing back to balls deep. His balls firmly planted on and under my chin with each push. Every other thrust I could exhale a little at a time, but it didnt matter at this point, the poppers were in my system and were about to take over.

I began to feel that warm sensation again, but this time twice as strong and the experience came on twice as fast. My whole body began to tickle. My focus was solely on giving the cock inside my mouth and throat the most sensual experience I could give it. I desperately needed to please his cock. Thats all that mattered. My mind echoed the sissy hypno that I had binged for weeks:

"Sissy sluuuut. Take that big dick. Oh no it's too late, you're a faggot now. Sissy sluuut."

The poppers mixed with my incredibly over stimulated brain created what felt like and eternal loop of Alex's cock pounding my face with increasing intesity, his groaning of pleasuring reverberating in the living room, and my memory replaying sissy hypno videos. I wasn't even touching my clitty or boipussy this hole time and it was still indescribable.

"Bend over, slut." he said as he finally let go of the back of my head and ripped his cock out of my mouth.

I slumped over, not expecting the sudden lack of support. I tried pushing myself up, and found my limbs were a little shaky and akward to manipulate. He helped me by lifting my hips up and turning me so I was, again, gripping the back of the couch with my ass facing him.

He quickly pushed lube around my sissy hole, then pushed a little lube inside me. Then I felt a series of cold lube, then his warm finger pushing inside my hole over and over. I was still absolutely reeling from the poppers and was feeling a desperate need for him to fuck me. His finger pushing inside me felt so right, but I wanted to be used as a fuck doll. My mind was set; there was no question--I am a sissy slut. I need this. I am a gay sissy whore. Cock is my life.

A long, loud sniffing noise broke my concentration on my reeling thoughts. He took another hit. I hear footsteps. He stood in front of me with a exceptionally hard and glistening cock, poppers in hand, and a look on his face that said "Do it; sniff those poppers you little whore. You know you want it".

I looked up from his cock, still pointing my naked ass straight back. I obeyed by locling eyes with him and covering my left nostril again. One long sniff later and he disappeared from my vision. I felt his hands grip and spread my mily white ass cheeks. Then, his cock started to gently stir my pussy hole. I gasped as it hadn't been touched sensually since he tickled it earlier. The lubing of my hole was very clinical and focused. This was teasing and erotic.

Another rush came over me. Nothing else in the world mattered. I needed to be fucked now. As if reading my mind, I hear, "You want this raw cock in your ass, slut?".

"Yesssss pleaseeee put it inside meee" I said with zero control of myself.

"You want me to fuck this little hole?" he asked again, now slapping my boi hole with his hard cock.

"Ohhh my god, yes please fuck meee, I need it" I begged, then used both of my hands to reach back and spread my cheeks wide open for him.

"Good boyyyy" he respnded in a deep baritone. Slowly but firmly he pushed his cock all the way in balls deep and pulled it right back out completely.

I gasped and had shuddered exhales. My heart was pounding in my ears. I was fulfilling my purpose as a sissy. This was what I was meant for.

Ballsdeep thrust. Full extract.

"Wowww that hole needed this huh? You need this fat cock don't you?" He said teasingly.

I moaned in reply.

Over and over, he plunged his cock as deep as he could push then slowly pulled all the way out and let me sit there, ass spread wide open, waiting for more. Every touch sent sparks across my mind. Every heartbeat louder than the last.

He thrust again inside my hole. His balls, sticky with lube, saliva, and precum, peeled away from my taint as he withdrew.

He knew what he was doing to me. I was desperately needing some aggression from him, but he responded to my lust with gentle and sensual actions.

He slowly pulled all the way out again. "Wowww what a nice gape. That's what I've been waiting for." Alex said. He snuck a lubed finger inside my hole and hooked it down towards my balls to watch it stretch. I moaned in response, again. I could feel the cold air touch the inside of my hole. I was very much gaping.

I felt a different cold sensation spread all over my hole and inside of it--more lube. Again, he slowly pushed himself all the way inside me, balls deep. Instead of a gasp of suprise like I would have reacted earlier from such an action, my immediate response was to sigh in relief. His cock belonged inside of me. I could feel his heart beat on my hole...or was that my own?

"Last sniff, boy," Alex said as he reached around and held the bottle up to my nose from behind me. His balls pushed up against my taint as he completed pushing himself to the hilt. I covered my left nostril and sniffed as hard as I could, but my nose was stuffed and I could barely get any air or poppers fumes through it. Frustrated to delay the impending moment, I covered my right nostril and nearly covered the bottle opening with my left nostril. I attempted a huge whiff:

Sssssssssniiiiiiiiffffffff...

In my poppered up daze, I thought that both of my nostrils would be stuffed, but I had only been sniffing with my right nostril, not both. My attempt to take a huge whiff was way more successful than I thought it would be, as I now had my lungs full of the vapor / air mixture--instead of just a hit.

"Are you ready to get fucked like a real sissy, Rye?" Alex said, then took a few smaller hits. "I know your about to turn into one after that big ass hit. You're gonna beg me to cum inside you."

He knew about my sissy fetish and waited until now to remind me--while he was balls deep, doggystyle, and my lungs were on the verge of bursting from holding my breath of poppers.

A wave of warmth and shudderingly powerful tingles began to crash over me. I let out a studdering exhalation. He started pushing against me, trying to get deeper inside me. His balls squished onto my body. The he relaxed, and the he did it again. Literally as deep as he possibly could, Alex grinded and pumped his fat cock inside me. I felt full and used--sissy bliss.

He started to increase speed and depth at which he grinded and withdrew his girthy hammer, constantly ramming back to balls deep. Suddenly, he savagely gripped my hips to pull me back towards him more aggressively. He had barely touched me this whole time and now had gripped me with such intense strength. I yelped and opened my eyes in suprise.

I realized then my eyes had been closed for many minutes since that last sniff. I came back to my body, however still seeing stars and warm from the deep trance of poppers.

The constant smashing of our bodies together created a slapping, clapping rhythm that echoed in the living room, combined with the fused moans of the sex on the TV and our real life union. Ripples went across my ass, thighs, and back is he savagely fucked me.

"I am really doing this. There is a man using me like a real whore? It feels good! I'm really a sissy!" My inner thoughts sprinted away with the thoughts and thrived.

"I'm taking cock like a good sissy girl. He is loving my ass. Arch it more. Reach back and spread your cheeks for him" I was in a peaceful, submissive mindset as he fucked me like a caveman.

I listened to this voice that commanded my submission and reached back to spread my cheeks to expose my used hole. He continued fucking me and watched as I reached back slowly to spread myself. He ripped his cock out, exposing a perfect black hole.

I flexed my hole to magnify my gape, accidently pushing out a stream of clear lube. Alex immediately started masturbating as soon as he took his cock out. He was hyper fixated on my ass and gape. All I could hear was his furious masterbation. Both of my hands deeply gripped my ass cheeks. I felt sexy, shameless, and empowered.

"Are you going to claim my hole with your hot cum?" I blurted out. I had no shame.

"Fuck yeaaahh," he whispered back with a desperate intensity.

I was about to say another whore-ish sentiment when I suddenly felt the most intense and amazing sensation wave begin to zip through my body. I gasped and flinched. I had completely forgotten about my clitty just dangling limp between my legs...and Alex gently grasped and was kneeding it with his properly lubed hand.

"Ooooohhh yeah boy," he whispered again in the same manner, "You're fuckin mine."

I trembled with incomparable ecstacy. Every milimeter his hand moved was an unbelievably powerful sensation. I was beyond desperate, I was distressed at the incredible sensation and awareness of him touching my clitty from behind, as I stretched my ass open for him, while he jacked off at my hole. All the while, poppers were magnifying every thought, feeling, sensation, and desire.

"Pleaaase cum inside meeee!" I whined. It was all I could muster. My heart slammed in my ears.

He started grunting and pumping audibly faster. His grip on my clitty turning from delicate stroking, to a firm hard grasp, to nothing.

He plunged his cockhead inside me as he started to quickly repeat, "I'm gonna cum. I'm cum gonna cum," still jerking his shaft--his left hand grasping my hip.

He slammed himself inside me with 5 fast and powerful strokes; his right hand came down hard on my other hip and he pulled me in far another 8 more labored strokes, followed by 5 or 6 slower strokes; followed by slower and deeper strokes. He exhalations staggered. He finally stopped balls deep inside of me.