jessicajackson38 | Page 4

New post TOMORROW! Can’t wait to share some wreckage with you all 😉❤️

I’ve always wanted a huge back cock to ruin my holes… seems like I made that dream come true 😋🙌 #fyp #anal #hugedildo #hugeanalgape #analgape #extreme #analstretching #analprolapse

Still my favorite wreck sesh of all time! #fyp #fisting #analfisting #ruined #gape #extreme

Your favorite anal slut on a casual day ;) Happy Thanksgiving! 🦃🍁 I’m so thankful for all of you! #fyp #ass #bentover

Blooming ahead of the holidays 🌹 #fyp #prolapse #analprolapse #rosebud #extreme #anal

I’ve been realllyyyyy working on my gape 😋 can you tell? #fyp #analgape #gape

This was soooo much fun to film. I love how wide and loose my asshole is after this session! What do you think of my CUMback?😉 #fyp #anal #gape #prolapse #fisting #analfisting #analstretching

NEW video and consistent content coming tonight ❤️❤️❤️ school TOOK OVER my life but now that I’ve got a regular schedule again, you’ll be seeing much more of this wrecked asshole ;) #fyp #prolapse #analprolapse #anal #fisting #analfisting #extreme #extremeanal #selffisting #wreckedholes

New ass wreckage vid coming tomorrow 😎 #gape #analgape #prolapse #asshole #fyp

Guys I have CRAZY new content that I made for you today. My prolapse has never come popped out so far as it has today…. My asshole is WRECKED 🙌 #prolapse #gape #analprolapse #analgape #dildo #buttplug #extreme #fyp

Can we take a moment to appreciate the damage this inflatable plug has done for me 👏👏 #gape #analgape #prolapse #hugeplug #anal #buttplug #anal #inflatable #fyp

Omg guys!! I was banned from posting for a few weeks - apparently someone reported my profile as using someone else’s work… luckily through the review that was proven to be untrue 🙌🙌🙌 ANYWAYS!!! Here’s a fun ass wreckage vid for you with of me playing with my super fun pump, plug, and dildo 🫶

Hi babes!! I’m back from my trip :) can’t wait to tell you all about it! I’m posting a new vid tomorrow 🫡

Do I have your attention now? 😉 CRAZY LIFE UPDATE FOR YOU! I decided to QUIT my job and take a few weeks to travel through Europe!!! Right when I get back, I’ll begin a Masters Program 🎓 During this time, I’ll definitely be posting and I’ll leaning on this page to support myself through school ❤️ you guys have made that POSSIBLE! Thank you for all your support, tips, and love! I truly have the best fans and friends! #fyp

Pumped my pussy… who wants to see it get played with 😜 I loved feeling it in between my legs while I walked around all day… I felt so fucking naughty. #fyp #pumpedpussy #pussypump #fatpussy

I got a new camera man…. He was so shocked at what I could do to my asshole hehe. Maybe he’ll join next time 😉 anyways I’m excited to have new angles and better close ups for you!

New content coming tonight - here’s a teaser of me getting warmed up 😎 #fyp #analgape #anal #gape #buttplug #hugetoys

UMM… WHY DIDNT I HAVE AN INFLATABLE PLUG SOONER??? The way it expands inside of me stretching me inside out feels insane 🤤🤤 #fyp #analgape #anal #prolapse #rosebud #buttplug #gape

Good morning from my resting lil gape 🤍 #fyp #gape #analgape

Sometimes I forget to show the rest of me.. hi friends :) #fyp

GUYS! I finally got an inflatable buffplug and I couldn’t wait to show you! This is going to be epic 😈 PS - new longer content coming Wednesday :)

I often forget to show off the rest of me 😅 if you saw me in this bikini, would ever think I was an anal slut underneath?

There’s no better feeling than being opened up from the inside out… just knowing your holes will always crave destruction. Knowing that not just any fuck will be enough to satisfy 😈 #fyp #prolapse #gape #ruined

IM SO GLAD TO BE BACK 👀❤️ getting back into things slowly but surely… I can’t wait until my prolapse is in full bloom like it used to be! #anal #analprolapse #gape #analgape #squirt #fisting #analfisting #pussyfisting #fyp

Filming new content today… what do you want to see?! Gapes, prolapsing, fisting, toys, strange insertions, pussy pumping? Sky’s the limit gimme some ideas 😈

Little teaser post because I’M BACKKKK BABY! After my little hiatus, I’m stoked to let everyone know I am back in action. I’ll be posting anal wreckage pics and vids every few days ❤️ let me know what you want to see! #fyp #gape #prolapse #analprolapse #anal

I’m usually showing you my asshole… but I have a few other assets as well 🫣 #fyp #tits #boobs #bigtits

Had to take a break because I was very sick but I hope this video makes up for it ❤️❤️❤️ Felt so good popping my rose out, being spread wide open, and squirting while I ride my tentacle dildo 😋 #fyp #anal #prolapse #analprolapse #rosebud #asshole #extreme #squirt

HI LOVERS! ❤️ I’m back from recovering from the flu 🤒 and really wrecked my ass for you 😈 Some highlights…. I FIST my ass, insert a huge bottle, fuck my ass with a champagne bottle, and my rosebud is turning into a full blown PROLAPSE 😎😎 #fyp #analprolapse #analgape #prolapse #extremeanal #anal #fetish

Hi loves!! Just getting over the flu 🤒 but I have new content for you tomorrow!

PART 3- ANAL WRECKAGE 😈 Watch me shove a huge EGGPLANT, a massive APPLE, and an ORANGE in my asshole. This is a MUST SEE - with my biggest insertions yet, most stretched I’ve ever been, and my prolapse is starting to come out more 🤩 This is the biggest challenge I’ve had so far - when the eggplant went in… I was SHOCKED by how full I felt. I was loose for like 3 days after this session 😅 #fyp #anal #extremeanal #prolapse #anal prolapse #gape #analgape #fetish #eggplant #asshole

PART 2 - PUSSY DESTRUCTION!!! Can you believe I fit a fucking eggplant in my pussy? My first was a joke after that lol. That APPLE gave me a run for my money tho 😅 Part 3- anal destruction- is coming tomorrow. Pace yourselves 😉😉

Part 1 of wrecking my ass 😈 This 25 year old asshole is gonna be completely blown out by the time I’m done with it… oopsies 😇 #fyp #analgape #analprolapse #extreme

I’ve got some crazy new content coming later today for you 🎉 Stuck an orange, apple, and EGGPLANT up my ASS & PUSSY 🤫 let’s just say… my holes were worn out after… and this video is the “before” 😂 #fyp #gape #prolapse #extreme #analstretching

Apologies for the lack of content, my loves! It’s hard to be an anal slut when you’re surrounded by family 😅 But don’t worry…. Im still keeping up with my stretching ;) new content coming late this week or most likely the next week! (I’ll be uploading some older footage and sneak peaks of my ass as I can ❤️)

Should I get back into pumping?? #fyp #pussypump #gape

FINALLY got a chance to sneak away and fuck my ass in the shower 😩💦 it’s been too long, my ass needs to get destroyed so badly … it’s begging for it

Some resting gape / open asshole content for you 😏❤️ New extreme content coming this week! I’m currently visiting family and forgot to bring any toys … but a quick Amazon order should fix that 😉

Why do three dicks, a can, and huge toys fit so easily in my pussy?… I think I was MADE to be a stretched out Whore 😈 Might need some help with the wine bottle tho lol #fyp

Hi loves! ❤️ Been busy with my new job & recovering from my accident but I’ve got some amazing stuff coming this week for you 😉 Stay tuned…..

I BOUGHT A ROSEBUD PUMP! I can’t wait for it to arrive so I can show y’all the results 😈

Sunday recovery consists of longgg warm showers, shaking my ass to some good music, and also… bagels 😈 #fyp

Good morning to my asshole 😉

Wreckage with my fist, a can, and a huge plug makes my asshole so nice and open 😈 #fyp #analprolapse #rosebud #gape #fisting #anal #kink

When making lunch turns into wrecking my asshole beyond belief 😅 oopsies! #fyp #anal #prolapse #analprolapse #gape #fetish #strangeinsertions

Couldn’t help but make sure I could still fist my ass after a few weeks 😅 looks like I’m permanently loose!! #fyp #anal #fisting #gape #prolapse

Hi friends 👋🏼 I apologize for being less consistent lately. Quick update for everyone - I was in a very serious car accident am slowly but surely recovering! In the meantime, I’ll be uploading some content I filmed before the accident to make sure you all still get to your favorite asshole in action 😉 Thank you so much for the continued support and love ❤️

Took this right before I went on a walk with my family 🤫 felt sexy .. #fyp

Wide open for you 🤤 what’s the first thing you’d do? #fyp

Even when I’m not filming or playing, I stay plugged up so I’m always nice n loose 😜