jessica-bloom posts
Posts: 348
Files: 462
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 sl...
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. 😊💋
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 ...
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 fu...
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
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, ...
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 he...
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 ...
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? 😊😜💦💞
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 go...
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 ...
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 an...
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 pre...
