πŸ“š rye's encounters Part 5 of 5
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Rye's Encounters

Rye's Encounters

by Sissyrye
19 min read
4.94 (2100 views)
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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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Rye's previous encounter opened her mind--She got a real taste of the depths of sissy life. Poppers completely blew the door open to her obsession and she is excited by what's to come next...

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CH.1

"Mind Expansion"

10:32 AM

I laid on my bed with my eyes closed and shivered. Just last night, my new friend, Alex, guided us through the evening into a sparkling new milestone of enlightenment. Not only did he drill my sissy holes into submission, but he introduced an incredible portal to pleasure--poppers.

I snorted and could still smell and taste the remnants of the evenings delights. Another shiver raddled through me. It wasn't cold; I was reflecting on the stunning events that I allowed to happen.

It was like i was still there on that couch, ass out, cheeks spread, mind reeling...cock deep inside me. "Please cum in me!," I heard my past self echo. My sissy hole winked and I could feel how used it was. I writhed in my bed, stretching and aching for the events of the night before to come back to the present. I opened my eyes, but i could see still image flashes of Alex's cock in my face as the first hit of poppers took me away.

I bit my lower lip. "I need that again, soon," I thought.

I opened my texting app on my phone and saw that Alex had already reached back out to me hours before I woke up:

"You were amazing last night. I want more. There is so much left to show you, sissy."

"Text me when you wake up"

I texted back:

"Hey :) Im still in shock from everything last night lol. I want more tho...what are you gonna do to me next?"

I pressed send and switched apps to an active porn site I hadn't closed last night. It read:

"Bareback Sissy Faggot"

The porn contained flashing images and quick cuts to various Trans girls serving and getting smashed by huge cocks. Little text boxes would appear in the screen periodically and say:

"Give In"

"Spread your hole for men"

"Sissies are meant to be used"

"Get bred by alpha cocks"

I had to lookup what bred and breeding were in the sissy world. It turned out to be a Gay term that simply meant being creampied raw. Those were the words that the video paused on:

"Get bred by alpha cocks"

This text was backed by a still image of a sissy spreading her hole in the downwards dog position, while a thick stream of white liquid poured from her gape, down her taint, around her balls, and stopped just before her Alpha's cum touched the tip of her dangling, limp clitty.

I stared dumbfounded by how beautiful and simple it was. A real man fucks and cums inside of a sissy; the submissive sissy shows her man his work. It was perfect. Was that what I wanted? I begged for it last night. I accepted that he came in me. I didn't care. I was sad when I found out he didn't. The poppers gave me permission to dive deeper into this fetish...or was it more than just some secondary level sexual deviance?

Am I gay? I wasn't sure. I hadn't even thought about it; I was just following my desires to where they led. Maybe I'm one of those people who figures out that I'm trans later on in life? I'm not sure that I felt rooted to the sissy life like that, but some of my thoughts felt so natural and instinctive. So many questions raced through my head.

My phone buzzed and a message popped up above the porn video that was still paused:

"I can't tell you. You’ll just find out when you come over again tonight.

Same time, same address. Before you come over, I want you to shave your litte sissy ass and pubes. No hair. And dont touch your cock at all"

My face turned red and I could almost feel his hands gripping my hips with manly strength. He was so commanding and I couldn't help but write:

"Yes, Daddy"

His reply, seconds later:

"Good girl"

"What am I getting into?" I thought. My eyes locked on his last message. My clitty started to get hard. I smiled, unbit my lip, and got out of bed to prepare.

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CH.2

"Prep"

Shaving your own ass is hard. There is so much ground to cover. I performed a grid pattern with my electric razor as I sat on the edge of my tub, naked.

After I hit both cheeks from every angle and direction until it was smooth everywhere, I looked down at the tub to see hundreds of short blonde hairs, recently severed from my body. I thought then," I'm lucky that my body hair is so blonde." Im sure those sissies with darker hair have to be incredible perfectionists if they were presenting their ass to a real-life cock.

I usually keep my balls and taint shaved, so that was easy. Shaving my cock and pubes was something I hadn't done since my first girlfriend asked me to, years ago.

Squeaky clean and smooth, I gazed at my work in my long bathroom door-mirror. I spun around and spread my cheeks, exposing my hairless pink pucker, and soft limp cock. Seeing myself like this made me feel this deep guilty pleasure. I did this for another man's pleasure. This is his mark he's leaving on me. I am being...feminized.

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After I chose what boxers i was going to wear, which took some careful deliberation, I texted Alex with an update:

"Hey, I'm all smooth now, like you asked :)"

He replied a few minutes later, just after I started to watch another hypno to get my mind right:

"Show me"

I quickly realized that I hadnt ever sent a nude on command like this before. I've always sent pics I've already taken days or months earlier from a secure file in my phone--never adhoc.

I bent over, pointed my ass and my camrera at the mirror, and use my other hand to gently spread my left butt cheek. You could see my hole, but it wasn't obvious. You could see my cock and balls, but they were kind of out of focus. It was a very teasing and coy picture. I sent it with a winky face emoji.

He replied with a longer-than-reasonable delay:

"You're gonna remember this night for a long time. Im already hard. See you soon"

I felt a sinking feeling in my stomach. I felt my heart rate increase. My clitty twitched and I felt a little precum wet my balls.

"What am I getting into?" I thought.

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CH.3

"Arrival"

This started to feel like a ritual. I parked on Collier. I looked over at the house Alex first took me in. Lights were off. It was a dark street, in many ways.

I rounded the corner and nervously looked through my message thread with Alex:

"Recieved Yesterday, 11:57 AM"

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

1254 Redwood Ln. 10pm," my phone read.

I looked up and found the address number across the street, remembering everything so clearly now. I was jittery and spooked by his last lessage, I could feel the smoothness of my ass cheeks rubbing together as I walked, and my clitty was almost fully hard. The anticipation was distressing.

Before I could knock, he opened the door. He was not smiling, but had this smirk and intense stare as I came up the porch.

I had my head down from looking at my phone, so I just looked up at him with my wide eyes.

"Hi," I said in an almost high pitched voice. The tone that came out of my mouth suprised me.

His smile grew and eyes squinted a little.

"Heyy," he replied in a much deeper and more gravely tone.

I smiled a little and walked in past the threshold, but he didnt get fully out of the way--making for a more than casual amount of body contact. This made me pause a little, but I gently pushed past him with a giggle. He was much more intense today...

The house was exactly as it was before, with one difference: two big beach towels were draped across the fuck couch. Seeing this, I bit my lip, hard. I put both hands on the back of the couch and gazed at the porn coming from the TV. My mouth gaped a little bit as I realized this was not just trans porn, it was...sissy hypno.

The room was silent for other than my heart beat in my ears. The TV was muted, for whatever reason. Flashing lights and quick video cuts from different amateur to professional porn movies flicked across the screen.

Alex walked over to his laptop that was streaming the visual assualt and pressed pause.

"We'll get to that," he said with another sly grin.

I barely heard him. The moment he pressed pause, encouraging words appeared in front of a sissy taking cock in a deep, aggressive doggy style--as they do. The words read:

"Get bred by alpha cocks"

My jaw gaped lower.

"What are the odds of this frame of the video being the one he paused on?" I thought to myself.

"Come here, I got something for you." Alex said from the nearby kitchen, snapping me out of my internal dialog.

I walked over, not taking my eyes of the TV until I stood in front of him. He had a black plastic bag and gave it to me.

"Sit down and take everything out." He firmly told me.

I sat at the kitchen table and he placed the bag in front of me. I reached in and immediately felt something cold and pulled it out. It was a bottle of poppers reading "Jungle Juice" on a gold label. I bit my lip again and reached into the bag more excited now. I pulled out something metallic feeling and knew what it was from the moment I grabbed it. I pulled out a metal buttplug with a pretty crystal shape at the stopper end. I giggled and so did he.

The last things in the bag were a piece of paper and a small bottle of lube. The lube made sense, but what was this neatly folded, printer paper?

I grabbed it and unfolded it with nervous fingers. At the top it read "MyScripps," some doctors name, and a body of text that listed off every single STD I have ever been scared of. Next to the scary words would say "Negative" or "Non-reactive." I read it 5 or 6 quick times and noticed Alex's full name in the right corner.

"100% Clean. Nothing to worry about. Now we can really play." he stated.

As I naively contemplated the meaning of showing me the tests, he reached into his pocket and pulled out a jumble of wide black string. He placed it in front of me among my other presents. It was a black G-String thong.

"You're only wearing this tonight," he said with authority.

By this point my clitty is fully erect, precum soaking my boxers, and my mind aching with the possibilities and implications of these items.

"I'll go change right now," I sqeaked out nervously. I grabbed everything and he put his warm hand on my arm to say:

"Just the thong and the poppers. Everything else is for you to take home. I want you to take a big sniff right before you put on the thong. Then come out and play."

I whisked off to the bathroom, undressed, completely, and opened the poppers. I was staring at my hairless body, marveling at the cute panties, and breathing deep. It was time.

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I cracked the seal, shook the bottle,and gently opened the cap to my nose.

"Sssssssnnnnnniiiiiiiiffffffff"

I held my breath, bent over, and slowly pulled up my first thong over my raging hard clit and smooth ass.

I stared at myself in the bathroom mirror and felt my lungs aching for air. I exhaled. Looking back and forth between deeply into my own eyes and longly at the thong.

I felt the first rush come on. Tickly awareness spread around my head and body. My cock began to shrink. My mouth began to water. Things got warmer.

I opened the door, and confidently walked into the living room and embraced my fate.

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CH.4

"Sissy Slut"

Alex was waiting for me as I strutted out into the living room. The TV was now playing at full volume. Electronic music and moans tickled the airspace between us as I approached, eyes locked together.

I stopped in front of him, slowly turned around, and showed off my ass in every way I could think of. He smiled in response and rubbed his cock through his pants. I felt so sexy and powerful.

"There she is!" Alex proclaimed, "There is the sissy thats been hiding in you for so long."

I smiled and actually blushed. I grabbed both of my ass cheeks and spread them so he could see the silhouette of my hole behind the black string. He suddenly sprang up off the couch to embrace me from behind and feel all over my near nude body. I felt his hard hands grope me and touch me aggressively--his face burried in my neck inhaling me and biting me at the same time. It was intoxicating. All I could do was hold onto his arms to try and stay upright.

He spun me around to grab my jaw with his right hand and lifted a bottle of poppers up with his left hand. His finger kept the cap on and then deftly unscrewed it for use. He pushed it under my nose, and I sniffed.

He just kept it right under my nostril and looked at me expectantly.

"More." Alex insisted.

I skulled another huff, but this time I didn't care about moderation--a good sissy wouldn't. I felt the poppers hit the back of my skull like a soccer ball flying into a net.

He picked me up by grabbing my ass with both hands, sat down, and leaned back on the couch with me riding him in Cowgirl position. My legs naturally hiked up like i was riding a horse. I could feel his thick hard cock now, jabbing my ass.

He looked deep into my hazy eyes and took out a weed vaporizer from his shirt pocket. He inhaled deeply, grabbed my neck, and pulled my face into his. He planted his lips on mine, which shocked me as I had never kissed a guy before--felt too gay. He blew the weed smoke into my mouth and I instinctively inhaled. I couldnt get much of it in because I was still holding my breath from the poppers hit, so it all came back out after another second or two of holding.

Moments later, I could see stars and I knew I must have looked absolutely blasted. The wave was coming; I needed stimulation. Then he pulled me in again and french kissed me extremely gently. The sudden shift was suprising and so erotic. The poppers activated, everything felt warm, and I settled into full sissy mode.

"Give in," the hypno echoed in my brain.

I pushed my face back into his and accepted his tongue into my mouth. I pushed my tongue into his and they wrestled a hot, wet match. He groaned in return as I gave into his will and slid his hand from my ass to my bussy hole. He swirled my hole with his finger as our faces were attached. I bucked on him everytime his finger grazed my hole. His cock was about to burst from his zipper, but mine felt very wet and soft under the little black cloth that kept it tucked away.

I scooted my hips back a little more so I could effectively grind my entire pelvis on his cock and balls. When I began grinding, the intensity of this kiss quickly flared up. He used one of his hands to viciously smack my ass, leaving a warm, tingling handprint that lasted several minutes. I continued to grind, making sure to slow down whenever my ass or clitty was touching the rock-hard bulge from his pants. Our innocent but erotic dance was about to take a far more serious turn.

We both decided at the same time that his cock had suffered enough. I pulled my face away from his and we both began to frantically try and unbuckle his belt, unbutton his pants button, and unzip his zipper. Our teamwork revealed a beautifully erect man cock, absolutely glistening with precum and anticipation.

I gently stroked the under side of his cock with my finger tips which sent a jolt of movement and a studdering breath through Alex. Due to the position we were in, his cock was directly where mine would have been, had I been the one with a hardon; so, I easily grabbed it by the base and slowly worked it up and down. I was mindful not to touch any of the precum, as I wanted to savor the taste in my mouth.

I leaned forward and we interlocked our tongues again while I gently stroked his stiff cock--his one hand on my burning asscheek, the other fully teasing my hole. He groaned into my mouth when I stroked, I moaned back into his when he tickled my hole just right.

My brain was empty. I had no thoughts, only physical sensations. A tickling feeling behind me, his very warm cock in my right hand, my legs straddling him--all was erotic and right.

I pulled my face away and gently slid my thumb up his shaft and over his sticky frenulum; Alex nearly yelled and physically jolted from the sensation. I then reversed the action and kept gently sliding my hands down to caress his balls. He leaned his head all the way back and closed his eyes, mouth agape. I took this as my sign to finally taste him again.

I crawled off him and slid to the floor on my knees, thankfully the carpet was very cushy. I never let go of his cock. I approached and slowly started to lick his balls, very gently. He moaned and writhed a little in reaction. I made sure that no part of his beautiful and shaven sack was unlicked. I thought about it for a moment, then used my left hand to pull up his balls and lick the under side of them. He had a similar reaction and his cock flexed in my hand.

His pleasure and reactions to me were unbelievably pleasing to me--almost as if I was the one feeling them. This feeling drove me to lean his cock towards me a little and slowly insert it to about half way inside my wet mouth. Alex sighed and shuddered. I drove his cock into my mouth like it was a beautiful ice cream bar--making out with it like we were earlier. I tasted the bitter, salty precum that had coated the head and shaft. The taste wasn't delicious, but the fact that I was tasting it was, in fact, delicious.

I slowly realized that the sissy hypno was still rocking at full volume and casting shadows behind Alex and the couch. I felt like I was coming out of the trance I had dove into. Still, I watched Alex's face as I slowly bobbed up and down on his grateful dick.

Maybe he was feeling to same way regarding the trance, but he lifted his head and spoke:

"Show me how deep you can suck that cock, then it's time for me to really take you"

Wasn't sure what that meant, but I obeyed by swallowing his girthy member in one stroke. His hand came down and firmly held the back of my head there. My lips were simultaneously touching his trimmed pubes and the top of his balls. I stuck my tongue out to lick what I could, and Alex laughed in reply.

"You are going to be such a good sissy slut" he said, followed by short, quick hip thrusts into my throat and, "Yeaaaaaaah, suuuuch a good sissy."

I involuntarily made gulping sounds as he rhythmically face fucked me. I felt his cockhead plunge into and out of my throat. It was uncomfortable, but I didnt care. My gag reflex was behaving, and my mouth was full of spit and precum. I knew this felt good for him.

"Sissies are meant to be used" the hypno echoed again.

He pushed my head down and thrusted one last time. He held me there and flexed his cock inside my mouth and throat. I wiggled my tongue under his raging cock. He repeated "good girl" over and over.

I tapped him as I was about to panic from the whole not breathing thing, and he pulled my head off his cock slowly. I gasped for air as it was available, but let him control my head. I looked up at him with a hunger as strings of spit and mucus trailed his cock from my lips.

"Are you ready, sissy?" he asked with that grin he had on earlier.

"Yes, daddy," I replied.

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CH.5

"The Claiming"

He stood up and guided me to sit on the couch where he was sitting. I sat and noticed how wet the spot was, which made me glance at his glistening cock, which made Alex laugh.

"You really want this, don't you?" he inquired.

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