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No bunus video this week, as I'm saving up an extra large load for the main video. But here are a few pics for you from my latest SWF photoshoot. With a cheeky naughty pic thrown in hehe. 😜💋

118] Hard Cock Anal Orgasms From F Machine And Pegging - Jessica Bloom Prostate Milking I love letting my fuck machine plow me like a good slut then getting fucked and left until Mistress Polieana finds me looking like a wet sloppy post orgasm mess, it's nice to know she quickly puts on the strap on and fucks even more cum out of me for being a naughty slut hehe. Enjoy! xx #anal #strapon #sissy #analorgasm

B61] Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm I love being a good little sissy slut sometimes. In this video Ive had my cock cage on for a couple days and my balls are full of sperm. So I edge myself by some anal play with a long 10 inch dildo and a vibrator against my chastity cage, until I leak some cum. Then I lick it up and punish myself by sucking on the dildo doing ass to mouth and then slapping my balls 20 times. Then I switch over to a massive monster dildo and ride it hard and as deep as I can until I cant handle it anymore and cock squirts again spraying a thick hot burst of cum out of my chastity cage for me to lick up again before licking and sucking the monster dildo clean too. :) xx

117] Transgirl Uses Penis Pump To Inflate Cock Then Fingers Asshole With Own Cum Jessica Bloom Its been a while since I used my cock pump, in this naughty custom video I pump my cock so its nice and big and extra sensative then jerk out a big hot creamy load of cum which I used to finger my sissy asshole and self creampie with hehe, enjoy! 😊😛💞 xx

Todays bonus video is a free one, I wrote this naughty little story a while back, and decided to make it into an audiobook. This is just a little side hobby that I thought I would try out for anyone who likes my voice or the story! Let me know if you enjoy it or think I should do more stuff like this? Maybe I will do the odd one from time to time. 😊💋

116] Trans Feet Self Foot Worship - Licking Sweat & Thick Load of Cum Off Feet Jessica Bloom Happy weekend! A naughty foot fetish video for you today, would you lick my feet for me, maybe after I squirt a huge load of cum on them hehe? xx

A naughty little pee and anal creampie tease video for sissies who like to clean me up hehe. This video is not allowed on most other websites cz they suck balls! But I love being able to post my most kinky stuff here, so enjoy! 😊💋

115] F Machine Alpha Fucks Sissy Asshole - Jessica Bloom Chastity Orgasm And Cum In Mouth Happy weekend! Hope you have a good one! Ive been trying out some new posistions with my fucking machine. It fucks me on my back, and then with my legs over my head and my cock in my chastity cage hanging above my face! I loved the anticipation of knowing getting fucked is gonna make me cum anally and when I do its gonna spray all over my face and in my mouth hehe, enjoy! 😊💋

B58] Jessica Bloom Gets Pegged By Polieana With Funzze Strapon Harness And Made To Eat Cum A little bonus video for anyone who fancies it! Available in full via inbox for 10 bucks, here are the shorter versions. 😊💋 Polieana uses a strapon harness to peg me. First I suck the dildo for her like a slut and train my oral skills, then I get on my hands and knees and she fucks me doggy style spreading my ass and fucking me deep while I stroke my cock. Then I do some ass to mouth like a good sissy before getting on my back and taking it missionary style and then finally I roll over with my legs above my head and my cock handing over my open mouth, and stroke my cock as she fucks me until I cant resist squirting a thick sticky load of cum into my own mouth and face. 😊

A couple more cheeky pics for you, hope your having a good weekend! 😊😘

114] Post Orgasm Cum Milking Jessica Bloom Big Trans Dick Milking Machine This was a kinky custom video for a cruel friend of mine! I had to use my cock milking machine until I came, then keep it in place post orgasm and see how much cum I can milk out of cock. I made three orgasms in a row and my balls where completely drained by the end hehe, enjoy xx

B57] Poliana Milks and Feeds Sissy Jessica Bloom - Anal Fingering And Cum Swallow I get on my hands and knees for Polieana again. This time she finger bangs my slutty asshole and gives me a vibrator to use on my girlcock until I squirt a big load of cum... But I have to keep the vibrator in place and cum again a second time for her before I'm allowed to lick up all of my cum like a good sissy slut, enjoy! :) xx

Happy monday, hope your not working too hard. And if you are I hope this will be a welcome distraction. 😜😊 xx

113] Foot Fetish Maid Slut Eats my Spit And Toenail Clippings Trans Femdom (Jessica Bloom And Jenby Doll) I filmed with my horny friend Jenby Doll again! (Warning this one is very kinky foot fetish!) Jenby Doll worships my feet as my pretty little maid slut, licking them clean for me along with swallowing my spit and my toe nail clippings at the end haha! What a little foot slut she is! Enjoy. 😜😘

B56] Pissy Sissy Slut - Jessica Bloom Pee Play, Cock Stroking, Anal, Self Sucking And Cumplay A filthy piss play bonus video for one of my masters here on fansly! I take a very submissive roll in this video, by pissing into a bowl, then playing with my piss like a dirty sissy slut. By dipping my hands in it and fingering myself with it, dunking a dildo and fucking with it all pissy, then doing ass to mouth with it, and using it lube my cock with too! After being a dirty piss slut, I jerk off into another bowl my first load of cum, then get in my chastity cage and use a vibrator to force myself to cum a second time into the bowl, before swallowing all my cum like a good sissy slut! Enjoy. :P

112] Trans Cuckold Roleplay With Tantaly Sex Doll And Jessica Bloom (Humiliation) Humiliation warning! - In this video I rollplay your wifes friend with benefits, you catch us talking about how small your penis is, and then I end up fucking her (a sex doll) infront of you, with close ups of my cock going in her pussy. Then I cum all over her pussy and give her a creampie, before telling you to lick it up and suck her juices off my cock like a good cuckold! I then go right back at it, fucking her again and cumming in her pussy a second time for a deeper thicker creampie this time, which I have to scoop out with my finger for you to lick up haha! Enjoy! xxx

B55] Jessica Bloom vs Funzze Vibrator - Huge Sissy Cumshot I test out a new vibrator from Funzze edging my cock with it for a while, then shoving it up my ass to see how that feels before I get on my back with my cock aiming at my face, then vibrate my cock until I spray a nice hot sticky load of cum all over my tongue and into my mouth which I had been saving for three days hehe, enjoy! xx

Trans Lesbian Anal Fisting And Cum in Own Mouth - Jessica Bloom And Jenby Doll My trans friend JenbyDoll has a go at the dominant roll and fists my sissy slutty asshole, then commands me to cum into my own mouth and face like a good cumslut. Unfortaintly she didn't manage to get both hands in this time, but that just means I need to be a good sissy and train harder next time hehe enjoy! xx

110] Chastity Sissy F Machine Milking - Jessica Bloom Cums Hands Free And Swallows Cum Ive been testing out my new F-Machine Alpha again! But this time with my cock locked away in a chasttiy cage and a much bigger double dong on the machine pumping my slut hole! And it's just as effective as last time tehe, the big throbbing dick makes my cock squirt multiple loads of cum into my slut lunch bowl. After a good hard milking session with multiple angles and orgasmas, when I feel like my bowl has a enough cum saved up, I turn off the machine and do a little cum play eating my reward like a good sissy slut, I just wish I had a cock to suck on while it was fucking me too! Hope you enjoy! :) xx

109] F-Machine Alpha - Makes Jessica Bloom Cum Thick Load of Cum Wich She Licks up I test out the my new sex machine Alpha, from F-Machine it makes me squirt cum hands free twice which I lick up like a good sissy, before jerking off and cumming a third time, I'm a greedy girl for cum hehe! Can't wait until next week when I get to suck a dick while the machine fucks me at the same time! xx

Mid-week bonus video: B54] Sissy Slut Candy Shop - Jessica Bloom Anal Sweetie Slut I shove lollipops and marshmallows up my ass, then use my vibrator on my chastity cage to make my clitty squirt some extra juicy cream all over them before eating like a good slut. Would you like take part in the sissy slut candy shop? 😊😜💦💞

108] Self-Sucking & Sissygasm PMV Compilation #2 Jessica Bloom It's time for another self sucking anal orgasm compilation! Hope you enjoy this mix and have a happy easter! 😊💞 xx

Hope your having a good week and feeling horny, I've been thinking about getting a tattoo done, what do you think, yay or nay? 😘 xx

x107 - Self Sucking With Dirty Talk Suck My Cock With Me Slut Would you help me suck my cock? Thats right please lick and suck on my shaft, balls and asshole while I suck my tip hehe. 😈🤤 xx

Mid-week bonus video: B53] Cock Milking Machin Drains Huge Trans Cock With Self Cum Swallow Jessica Bloom I edge and stroke my throbbing hard girl dick, getting close to the edge multiple times before putting on a condom and then using my cock milking machine the fleshlight launch. I then use it to pump and milk my cock to spray a big hot sticky load of cum into the condom, which I then drain into my mouth like a good cum swallowing sissy. 😊 xx

106] Sissy Feet & Ass Vs Cum Squirting Monster Dildo - Jessica Bloom I loved testing out this new cum squirting monster dildo from a fan! It wasnt the only thing squirting cum after I rode it for a while teheh! Featuring footjob, blowjob, dildo riding, anal creampies and a huge hands free anal orgasm as I take it balls deep! Thanks so much to the fan who got me this from my amazon wishlist. I love to show my slutty appreciation for gifts. 😊💞 Wishing everyone a happy weekend and hot horny orgasms, please cum for me! 😊💦💞

Another lil photoshoot for my lovely friends and fans, hope your having a fun weekend, and I hope your rubbing yourself while thinking about me hehe! 😜😊💋 xx

105] Chastity Slut Anal Training - Jessica Bloom - DP And Multiple Cumshots A naughty little sissy session for you, training my asshole with some deep training dildos and big wide ones too, enjoy! 😜 xxx

Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom A video for my fellow sissy sluts, or anyone interested in how one can train to cum in a chastity cage from getting fucked in the ass! In this method I use a vibrator to bring myself to the edge and then pump my asshole to cum. This builds an association between anal sex and orgasms. If you train this way eventually you will be able to cum from the anal sex alone. This is just one method to help horny anal sluts train. 😜💦 xx

Mid-week bonus video: xB52] Jessica Bloom Vs Sohimi Thrusting & Vibrating Dildo I try out a new vibrating and thrusting dildo from sohimi, my cock is out and getting harder and harder as I ride this dildo and feel it thrusting up and down inside me, sliding up and down it so you can see the thrusts and vibrations in action. I take the dildo balls deep, sliding over a knot-like shape on the toy and eventually cum pretty hard into a glass from getting fucked. Then I stroke my still hard girl cock until I orgasm again, leaking a tiny bit more cum into the glass. Which then eat like a good sissy slut after getting my asshole plowed. 🤤💦😜