sissystephaniex

It’s happening—I’m officially participating in 'Gapril' ! 😳 I just placed an order for a Gape Keeper 116 (plus some nipple trainers to for free shipping 😉). Now I need to plan out my Gapril training—how will I work my way up to taking my massive Gape Keeper 128 by the end of the month? What should my punishment be if I fail? And how can I make this an interactive challenge for you all? Drop your ideas—I want to make this as fun (and intense) as possible! 😏💦 💌 @stephsisx #sissy #young #femboy #chastity #anal #bbc

Check out my Fansly Tier 2 subscription if you wish to wake up with some naughty pics in your inbox! 🤭💕 💌 @stephsisx #sissy #young #femboy #chastity #anal #bbc

You guys really seem to like this new outfit! 👀 Should I get more latex/wetlook clothing? 💌 @stephsisx #sissy #young #femboy #chastity #anal #bbc #latex

✨ Gapril Challenge – Stretch Me Wider! ✨ Topped Toys just announced Gapril—a whole month dedicated to stretching and gaping that needy hole. And I think it’s the perfect excuse to push my limits. 😏💦 I already own a Gape Keeper 85 (8.5"), 100 (10"), 108 (10.8"), and a massive 128 (12.8"), but I know the jump from 108 to 128 is way too big. So, I need to add a Gape Keeper 116 (11.6") to my collection before I can take on this challenge. Goal: By the end of Gapril, I want to take my biggest plug ever fully inside me. If I fail, there will be punishments—including extra chastity time. 😳 💖 How You Can Get Involved: 🔹 Fill the tip goal under this post to fund my Gape Keeper 116—when reached, I’ll officially commit to the challenge. 🔹 Help decide extra challenges along the way! Want me to walk around plugged? Do squats while stretched? Wear it all day? Drop your ideas! 🔹 Failure = Punishment! The more tips I receive, the harsher the punishment if I don’t succeed by the end of the month. More chastity? More stretching? A 24-hour plug session? You decide! If you love watching me squirm, struggle, and stretch my pussy wider, make sure I join Gapril by helping me hit the goal! Let’s push my limits together. 😏💦 💌 @stephsisx #sissy #young #femboy #chastity #anal #bbc

The urge to ride my big BBC dildo before bed is so hard to resist. Tonight, I’m going to bed aching, frustrated, with my stretched, puffy pussy lips wrapped around my thong. 😳💦 💌 @stephsisx #sissy #young #femboy #chastity #anal #bbc

Verification Nr. 31 🔒 Total days locked: 338 days Total days remaining: 29 days Lock activity: - Stephsis's duration increased because of late verification. (+ 6 Days 18 Hours 17 Minutes) We're sub 30-days again! If only I verified on time, my lock would have ended months ago already.. 😳 💌 @stephsisx #sissy #young #femboy #chastity #anal #bbc

Hey guys! 💋 I noticed you all really loved my wide-angle riding video last time, so I thought I’d do it again. I honestly can’t even describe how good it feels to ride this huge BBC dildo. The way it stretches me, fills me up so deep… it’s like my mind goes blank and all I can focus on is taking it harder and deeper. 💦 The way my body moves on its own, grinding and bouncing, desperate for more... it’s just so fucking nice. I could do this for hours. 😳 💌 @stephsisx #sissy #young #femboy #chastity #anal #bbc

Fun times.. full video soon! 💕👀 💌 @stephsisx #sissy #young #femboy #chastity #anal #bbc

Hey guys! 🩷 I tried something new and secured my fuckmachine to my bed—letting it pound my pussy from above, basically dicking me down hard. That big BBC dildo sliding deep inside me felt soooo gooood. At the end of the video, my camera mount broke, so I had to switch angles, but I was already so horny and desperate. I couldn’t help myself—I grabbed my vibrator and made my caged clitty cum in my tiny cage. 💦 Be honest… am I allowed to cum like this when I’m getting wrecked by a long, thick dildo, or should I stay denied forever? 😳

Rush + BBC tomorrow? Sounds like a fun plan 💕

Fun times.. 😻💕😳

Deep anal fun like never before! 💦 Last weekend, I took out my 1-meter (39") anal Tongue toy again, and omg… I forgot how insanely hot deep play feels. I'm so close to taking the whole thing, when I fold the last part double, I can stuff my pussy completely. Feeling it move inside me, pressing against my prostate is just pure bliss. I've seen Natalie Mars take the entire thing in its full length without doubling it, so now I'm determined to do the same. I'm always up for a horny anal challenge. Should I keep training with this or stick to riding massive BBCs? 😊

Verification Nr. 30 🔒 Total days locked: 323 days Total days remaining: 38 days Lock activity: - Stephsis's duration increased because of late verification. (+ 1 Week 10 Minutes) How has it already been 2 weeks since my last verification? 😭 I’ve been so active it doesn’t even feel that long! Next lock, I might need shorter verification intervals… these late check-ins are making my chastity time twice as long. 😳

This is how a sissy weekend should be spent—self-bound, pussy stuffed with my Gape Keeper, helplessly watching sissy porn while my useless clit and balls get shocked and punished. 😳

Hi guys, hope you’re all having an amazing weekend! This weekend, I’m home alone, and all I’ve been doing is squirming in bed, leaking in my cage, watching porn, and working out my pussy. Last night, I did a Chaturbate show, which I’ll try to upload today. This morning, I got a question on my NGL (Q&A) platform about my GK progress. After buttplug month, I’ve made some progress, but I’m still struggling with the GK 108 & 128—and I can’t even imagine plugging my pussy with the huge 130 Mare Maker. I haven’t done much stretching training since buttplug month, so today feels like the perfect time to get back into it. I took out my harness, lubed up my pussy, and tightly strapped in my GK 85. As I’m writing this, it’s been filling me for about an hour. Next, I’m switching to the GK 100 for another hour, and then I’ll try to move up to the GK 108—maybe for a slightly shorter time since it’s already massive. 😳 By the end of today, I’m determined to get the GK 128 fully inside my pussy at least once! Wish me luck! 👀

I'm going live on Chaturbate in about an hour! 🩷 Come watch me at: https://chaturbate.com/p/sissystephaniex/

Here’s the video I mentioned in my other post—a fuckmachine pounding my tight pussy can never go wrong. The quality isn’t the best, but I’d rather share it than let it collect dust in my library. More videos coming soon! 💦

Verification Nr. 28 🔒 Total days locked: 309 days Total days remaining: 45 days Lock activity: - Stephsis's duration increased because of late verification. (+ 1 Week 3 Days 2 Hours 46 Minutes)

Verification Nr. 26 🔒 Total days locked: 281 days Total days remaining: 21 days Lock activity: - Stephsis's duration increased because of late verification. (+ 2 Weeks 1 Hour 7 Minutes) Another late verification means punishment time—I locked myself in my buttplug belt with my Gape Keeper buried deep inside my pussy. Now, I can't stop thinking about stretching my loose hole tomorrow morning before work. 😳 Even after a brief relapse from the sissy lifestyle, I always come back to what I truly am—a locked-up little slut made to have my pussy stretched wide open. There’s no escaping it, and honestly, I wouldn’t want to. 😈💦

I already received an early Christmas gift! 🎄 I’ve updated my Throne wishlist just in case. 😅💕 Check it out: https://throne.com/stephsis

Hey guys, I want to wish you all a very naughty Merry Christmas! I hope you’re having an amazing time with your friends and family. I’m about to hop in the shower and get dressed for Christmas dinner with my family, but before that… I think I’ll jump on some of my dildos first. 😏 Something about the December holidays makes me *so* horny—I’ve been fucking my pussy every single day since last weekend. I wake up so desperate every morning, soaking my panties. The past few days, I’ve been grabbing my toys before work, before bed, and even sneaking in a session during the day when I’m free. I’ve been such a horny mess lately, and my tiny caged clit just keeps leaking. I’ll be uploading some videos and spending extra time in the DMs these weeks. Let’s make this Christmas unforgettable—let me make you cum while you make my caged clit drip! 🎄😘 #sissy #chastity #christmas

Hey guys! Life’s been a bit hectic, but I’ve got some fresh content coming your way—a new riding video and a fuckmachine session I just recorded. My BBC dildo absolutely wrecked me—I took it balls deep the entire time. My pussy feels so stretched and hollow right now. Stay tuned for more updates! 😏💦

Verification Nr. 25 🔒 Total days locked: 260 days Total days remaining: 27 days Lock activity: - Stephsis's duration increased because of late verification. (+ 3 Weeks 4 Days 44 Minutes) Well.. this ain't good. Why do I do this to myself, even in busier times I should still verify on time.. 😭

Good morning, everyone! Feeling extra horny today 💕 I can’t wait to ride my BBC dildos later. Anyone have fun content ideas for tonight? 🤭💦

After a full week of frustration and no relief, this had to be one of my most intense and satisfying sessions ever. A week-long family trip with no toys left me desperate and leaking, resorting to slut walks on the balcony to try and cope. But it wasn’t enough—my balls were aching so bad, and my pussy was practically begging for attention. As soon as I got home, I couldn’t wait to dive straight into some playtime. For this session, I brought out one of the first "big dildos" I ever bought—a massive BBC toy that I hadn’t used in ages. I completely forgot how incredible it feels inside me! The girth, the length, the way it stretches me perfectly—it’s absolutely amazing. 😳 Riding this thick monster balls-deep is honestly one of the best feelings ever. I was so desperate and worked up, and this toy gave me exactly the relief I’d been craving all week. I will be definitely using this toy more regurarly in my fucking sessions from now on. 💕

Hey guys! 💕 Tomorrow, I’ll be heading back home. Unfortunately, I didn’t manage to do any outdoor slut walks in daylight this trip, but I did record some videos last night that I’ll upload later. It’s been such a lovely week spending time with my family—I’ve had so much fun—but I can’t lie, I’m itching to spend some quality time with my toys when I get back. This has been one of the hardest weeks I’ve ever had in chastity. I’ve been so horny and completely helpless to do anything about it. I’m definitely planning to have some fun tomorrow, even though I’ll be quite busy Friday and Saturday. Sunday I’ll have all the time I need to play with my toys, and I’m thinking about doing a long-term plug session. I’m not 100% sure yet, so if you have any fun ideas, let me know! Also, those slut walks on the balcony this week were such a thrill. I forgot how wet they make me! I'm thinking about planning some daytime walks or outdoor playtime when I get home. Maybe somewhere quieter to start. Any suggestions? I'm so excited to get back to normal and make up for all the pent-up frustration. 💦 - #Femboy #Twink #Feminized #Sissy #Chastity #Trans #Tgirl

What would you do with me in the shower? 😳💦 I’m counting down the days—just 4 more until I can finally get some relief. Honestly, I feel like I’m going crazy. It’s taking everything in me not to just rip off the seal of my chastity and let it all go. My willpower is really being tested right now. At moments like these, I wish I had someone to keep me in check... or maybe even a PA piercing, so unlocking wouldn’t even be an option—it just wouldn’t be physically possible. Right now, I’m having such a hard (well, actually limp) time staying in control. If you’re feeling generous, send me some motivational messages to keep me on track. I need it! 😩💦

Don’t forget—there are only a few spots left for my Tier 2 subscription! With this tier, you’ll get access to my personal WhatsApp, where I send naughty pics and chat more often. It’s 20% off until Friday, and I have plenty of time to chat while I’m still on holiday. 😊 This tier also includes a free cage check: ask for a pic, and wherever I am, I’ll snap one of my clitty just for you. Don’t miss out! 💋

Hey guys! 💕 The second balcony slut walk is done—this time a little riskier. What’s next? Broad daylight? 😳 It’s insane how quickly my clit starts leaking... just a naked walk on the balcony and it’s already soaked. 😈💦 - #Femboy #Twink #Feminized #Sissy #Chastity #Trans #Tgirl

Hi guys 💕 I'm on a trip with my family until next Friday, and I’m already regretting not bringing any toys with me. No dildos, no e-stim—nothing to stimulate my little locked clit. It’s so frustrating! The house we’re staying in is lovely, and I’m enjoying the family time, but OMG, my balls are aching so bad. By Friday, they’re going to be so full, and there’s no relief in sight. Every night in bed I've been constantly horny, and let’s just say I couldn’t resist doing a little something again. It’s been ages since my last outdoor adventure—the one in that parking lot video. Tonight, I decided to show off on the balcony attached to my bedroom. The thrill was insane! As soon as I got back inside and squatted down, my clitty started leaking so bad. I forgot how exciting these moments are. Maybe I should do more daring things like this, and next time, I’d love to include toys outdoors as well. 😳 If you have any fun ideas for things I could do while I’m here, let me know! I don’t have much to work with, but I’ll try to make it as naughty and fun as possible. 😏 - #Femboy #Twink #Feminized #Sissy #Chastity #Trans #Tgirl

Hi guys! Just a heads-up—I’m on a short family trip until next Friday, so no live shows this week. I’ll try to upload some recent videos from my phone in the meantime! 🩷 #Femboy #Twink #Feminized #Sissy #Chastity #Trans #Tgirl

Some interesting thoughts on Bluesky. 💙 Follow me here: https://bsky.app/profile/stephsis.bsky.social

Hi guys! Last weekend, I tested something new on Discord. I turned on my cam in Discord and tied electric conducting bands to my clitty and balls and gave viewers control of my e-stim unit using xToys. 😳 I started at around 30%, letting viewers play with patterns and shocks between 0-30%. Every minute, the max limit would increase by 1%, so you couldn’t immediately fry my balls by cranking it up to 200%! Instead, the intensity built gradually until I couldn’t take it anymore and exploded in my cage. 😳 I didn’t include any anal play in this show, which saved me a lot of prep time, making it super easy to set up. I could definitely do these more often—would you like to see them on OnlyFans and Fansly? Of course, I’ll still do anal shows too; they just take a bit more time to prepare. I’m also figuring out how to broadcast live on both OF and Fansl-y at the same time, so you can chat and interact with me no matter which platform you prefer. How fun would it be if you could control my toys during the show? Let me know if you think I should do these shows more often! 😊

Verification Nr. 23 🔒 Total days locked: 221 days Total days remaining: 42 days Lock activity: - Stephsis's duration increased because of late verification. (+ 5 Hours 29 Minutes) Only 4 hours late, aren't you guys proud on me! 😇

Hey guys, Enjoy this new video! It’s been a while since I did one like this, and I can’t remember the last time I felt so camera-shy. I put my new Topped Toys Spike dildo to the test—and finally managed to take it all inside! Got there sooner than I thought 😳

Hey guys, Enjoy this new video! I hooked my clitty up to the e-stim unit and fried my sissy balls until I couldn’t take it anymore—all while my Gape Keeper 85 plug stretched my pussy. I’m working on getting more comfortable with longer plug sessions and multitasking while plugged. Starting with the Gape Keeper 85, I’m even looking into apps to track my plugged time with different toys. Time to get serious about my training! 🍑

Verification Nr. 22 🔒 Total days locked: 213 days Total days remaining: 48 days Lock activity: - Stephsis's duration increased because of late verification. (+ 4 Days 1 Hour) I really have to start verifying my lock in time if I want my cage unlocked before 2025! 😳

Tomorrow my ToppedToys order arrives with fresh lube and new thongs—I’m beyond ready! I haven’t been able to do any anal these past few days, and I’m so horny. Can’t wait to jump on some fat dildos and drain my balls with some sweet anal fucking. 😈💦

Verification Nr. 20 & 21 🔒 Total days locked: 206 days Total days remaining: 52 days Lock activity: - Stephsis's duration increased because of late verification. (+ 1 Week 3 Days 19 Hours 13 Minutes) - Stephsis's duration increased because of late verification. (+ 23 Hours 23 Minutes) It’s been a bit hectic, so I haven’t had much time for new content. Here are my latest two verification pics, though! 😈 I also recorded some videos I’ll upload soon, along with a replay of my last live show. Speaking of live shows, I owe you some CB fun! Stay tuned 💦

I'm live on Chaturbate! 🩷 www.chaturbate.com/sissystephaniex

Hey! I'm going live on Chaturbate tonight. Fill in the form with your Chaturbate name and Fansly name for extra perks in chat like personal DMs, extra icons, etc! 💕 https://forms.gle/onrzF6q52ajYAfPv8 www.chaturbate.com/sissystephaniex

First Locktober Chaturbate show tonight! Who's gonna leak in their cages or jerk off to me tonight? 💕 What kind of show should I do? Fuckingmachine? What toys? 🎀 FILL IN THE FORM FOR SPECIAL PERKS IN CHATURBATE 🎀 https://forms.gle/onrzF6q52ajYAfPv8 www.chaturbate.com/sissystephaniex

Hey everyone, I’m going to reschedule tonight’s Chaturbate show. I just got home after a long day of work, and I’m feeling exhausted, so I don’t have the energy for a full show tonight. Instead, I’ll be editing and uploading the video I recorded on Tuesday. I’m aiming to do the rescheduled show either tomorrow or Saturday night. 🩷

Verification Nr. 19 🔒 Total days locked: 177 days Total days remaining: 69 days Lock activity: None, I am 2 days early! No more late verifications 😤

Hey guys! 🩷 I kicked off Locktober with a bang! Hooked up my Spike dildo to the fuck machine and absolutely wrecked my pussy. Check out these before and after pics—first, a determined sissy ready to take on her Spike, and then a broken mess on the floor, lube and cream dripping from my stretched ass, pumped sensitive puffy nipples, clit locked tight and desperate for relief. I will upload the video tomorrow! 🥰

I conquered my spike dildo last night! 😊 #sissy #chastity #dildo

Hey guys! 🩷 I'm so excited about my new Spike 105 from Topped Toys! I’ve been dying to stretch my pussy with this thick monster, and it feels amazing going so deep. I’m almost able to take the whole thing, and I can’t wait to train even more to fit it all inside 😳 #sissy #chastity #anal #dildo

Verification Nr. 18 🔒 Total days locked: 174 days Total days remaining: 72 days Lock activity: - Stephsis's duration increased because of late verification. (+ 4 Days 11 Hours)