Latest jess Ladyboy Hot Videos

Trans nurse Jessica Bloom wakes you up and looks after you with her massive throbbing hard cock, before administering her magic penis medicine to help make you feel better. Open wide, here comes the cummy healing cream!

11416 views, 2025-06-13 added

7:43
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Jessica is trying on sexy evening gowns while her shy attendant peeps through the curtains. She lures him in to help her zip up and soon after he is on his knees sucking her beautiful cock. She binds his hands with zip ties and gets him so turned on his c

11715 views, 2025-06-06 added

8:12
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Jessie Love is really missing your cock. She doesn't get to dress up as much as she used to and that makes her sad. But seeing your hard dick in front of her while she plays with her pigtails is incredibly erotic and sexy. Soon she is giving an AMAZI

9606 views, 2025-05-21 added

8:42
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Sissy cum slut Jessica Bloom rides on two of her favorite massive dildos, taking them fully inside her asshole. The anal orgasms cause Jess to cum multiple times, squirting and leaking cum out of her cock cage like a good horny anal slut.

9637 views, 2024-09-19 added

5:19
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2306 views, 2024-08-28 added

1:29
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Jessica has a type of body that please most t-lovers - normal height for a genetic woman, nice body structure, very attractive face with some extra sex appeal

4894 views, 2024-08-22 added

3:11
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Jessica Bloom trains the depths of her asshole with her new deep anal monster dildo from sohimi, she takes all 13 inches of the dildo before trying it out at the same time as another dildo and double penetrating with them. Then she goes back to take the f

1967 views, 2024-06-17 added

7:21
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Cute transgirl Jessica Bloom teases you with her sweaty socks and smelly feet. Self foot worshipping, sniffing and licking her arches and soles, sucking her own toes. All while talking dirty to you and encouraging you to join in.

8572 views, 2024-05-27 added

8:12
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Sissy slut Jessica Bloom gets fucked hard in the ass by her F Machine Alpha, taking hard fast and deep anal on her back and then with her legs above her head and her cock above her face in a chastity cock cage. The machine plows her hard until she cant he

10916 views, 2024-05-19 added

7:23
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Jessica Bloom tests out her new funzze vibrator, edging her long transgender girl dick with it, before shoving the head of it up her ass to vibrate her prostate and then finally getting on her back and licking the tip of her own cock as she vibrates a hug

11994 views, 2024-04-26 added

5:41
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Jessica Bloom tries out her F-Machine Alpha, while locked up in a sissy chastity cage with a huge double dildo strapped onto the machine. It fucks Jessica's asshole hard and fast showing multiple angles as the hard anal pumping makes her girldick leak and

10178 views, 2024-04-14 added

7:12
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A compilation of self sucking and anal orgasm clips featuring Jessica Bloom and a few of her friends too! Sissygasms, anal orgasms, self cock sucking, facials, cum all over the place! Enjoy these best bits of Jessica Bloom being a sissy slut! :) xx

12052 views, 2024-04-01 added

5:30
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Flexible transgirl Jessica Bloom teases you with her long hard throbbing cock, spitting on it and edging herself multiple times while dirty talking to you about how badly you want it. Then she bends down and sucks her own cock infront of you, asking you t

1059 views, 2024-03-26 added

7:13
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Horny Cumslut Jessica Bloom Edges and Self Sucks With Self Facial And Cumswallow

11593 views, 2024-02-28 added

10:16
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BBC Trans Queen Jessica Blake doesn't play Nice by HotTS

10829 views, 2024-02-01 added

6:46
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Jessica Bloom Deep Anal Cumplay And Multiple Prostate Orgasms

10827 views, 2024-01-15 added

6:33
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Trans Feet Femdom Redlight Greenlight JoI CEI Jessica Bloom

6684 views, 2024-01-13 added

6:17
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Christmas Blowjob And Facial With Polieana And Jessica Bloom

11226 views, 2023-12-29 added

7:14
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Sissy Cumming From Pegging Anal Orgasm Jessica Bloom & Femdom Polieana

10493 views, 2023-12-25 added

7:25
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Trans Femdom Big Dick Sissy Encouragement - Jessica Bloom

6285 views, 2023-12-18 added

7:33
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Sissy Feet And Anal Cumplay - Jessica Bloom

11543 views, 2023-12-11 added

5:34
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Big trans dick play edging and self cum eating - Jessica Bloom

12542 views, 2023-12-07 added

10:25
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Femdom Feet Worship And Foot Trampling With Cumshot Cleanup Jessica Bloom

10604 views, 2023-11-27 added

6:13
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Sissy Girl Dick Milking Hands Free Anal With Cumplay And Cumswallow - Jessica Bloom

10932 views, 2023-11-24 added

5:08
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Edging Big Trans Cock Then Fingering Asshole With Cum As Lube - Jessica Bloom Cumplay

11801 views, 2023-11-20 added

6:43
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Cock Milking Machine Makes me Squirt HUGE Load of Cum - Jessica Bloom Cumswallow

12313 views, 2023-11-12 added

10:22
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Sissy Chastity Sissygasm Drinking - Trans Cumslut Jessica Bloom

11224 views, 2023-11-05 added

10:11
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Double Ended Anal Dildo And Vaginal Fucking Double Penetration Jessica Bloom & Polieana

4179 views, 2023-10-23 added

8:47
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Jessy Dubai & Eva Lin

11448 views, 2023-10-12 added

8:12
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GF Sucks Huge Trans Cock And Gets Facial Cumshot - Jessica Bloom

5904 views, 2023-10-06 added

8:14
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HotTs Trans Ebony Jessica Black fucks Lance Hart's Ass

1745 views, 2023-09-29 added

5:49
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Big ass sexy Asian ladyboy Jessy POV blowjob and raw anal penetration

5413 views, 2023-09-13 added

6:33
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Foot Fetish Countdown JoI (London Accent) Jessica Bloom

13125 views, 2023-09-11 added

10:43
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sissy girl gets permanently locked while getting ready for school jessie sissy adventures

1768 views, 2023-08-25 added

1:57
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sissy school girl jessie sissy adventures rides big bbc toy

3447 views, 2023-07-24 added

0:26
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ASIANTGIRL: Jessie Got Something Sticky!

2533 views, 2023-07-18 added

3:11
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SlimSissyJessica returns to cheap motel to meet strangers.

4255 views, 2023-07-14 added

5:28
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Jessica Bloom - Balls And Dick Smothering PoV Rollplay & Cumshot

5637 views, 2023-07-03 added

10:49
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Post Orgasm Fleshlight Milking - Jessica Bloom

10912 views, 2023-06-20 added

6:12
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Sissy cums hard in her own mouth after edging with huge buttplug Jessica Bloom

10767 views, 2023-06-08 added

7:38
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Self-Sucking & Sissygasm Compilation Jessica Bloom #2

11639 views, 2023-06-05 added

5:21
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Lesbian Anal Sissy Milking & Fisting Polieana And Jessica Bloom

9696 views, 2023-05-22 added

6:29
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Sloppy Rimming & Blowjob Polieana Takes Jessica Blooms Load

4815 views, 2023-05-19 added

6:06
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Cuckold PoV Rollplay Anal Orgasms Jessica Bloom

11333 views, 2023-05-19 added

7:15
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Shemale Footjob Polieana Milks Jessica Blooms Girlcock With Feets

11647 views, 2023-05-15 added

6:43
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Sissygasm Cumshot - Jessica Bloom Vs The Horn Dildo

10144 views, 2023-05-08 added

5:48
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Hot TS Jessica Bloom Sucking Cock For Cummies

6178 views, 2023-04-19 added

5:45
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GROOBY.CLUB: Jessica Kate Arrives!

4219 views, 2023-04-16 added

3:10
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Lesbian Easter Bunnys Fucking & Sucking With Neotori Carrot (Jessica Bloom & Polieana)

10764 views, 2023-04-16 added

5:13
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Jessica Bloom Gives Lesbian Girlfriend a Huge Cummy Facial

10531 views, 2023-04-15 added

5:13
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BBC Trans Jessica Black fucks sissy Lance Hart

10321 views, 2023-04-08 added

5:45
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Sexy Slut Polieana Sucks Jessica Bloom's Long Girlcock

10942 views, 2023-04-07 added

5:45
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FRANKS-TGIRLWORLD: JESSY'S LOVE JUICE!

12093 views, 2023-04-01 added

3:09
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Huge Neotori Carrot Dildo Vs Jessica Bloom Extreme Anal Play

10990 views, 2023-03-27 added

8:42
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Cooking With Jessica Bloom - Chocolate Cum Sandwiches

12031 views, 2023-03-24 added

11:43
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Jessica Bloom 69 & Blowjobs With Dani

12656 views, 2023-03-20 added

5:36
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Fuck Machine Plows Jessica Bloom While Selfsucking With Cumswallow

12722 views, 2023-03-17 added

6:19
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Big ass Asian ladyboy trans Jessy is a horny blowjob and anal slut

6049 views, 2023-03-15 added

6:20
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Trans Lesbian Facial, Sounding And Bound Vibration Play (Jessica Bloom And JenbyDoll)

10688 views, 2023-03-13 added

10:30
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Jessica Bloom Cummy Self Suck Highlights Compilation #2

8551 views, 2023-03-06 added

7:40
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Worship Stepmom's Pits, Feet & Cock Huge Cumshot POV Rolplay Jessica Bloom

11069 views, 2023-02-27 added

10:19
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My Cumrag Pissy Pantyhose Jessica Bloom Preapres Pantyhose I'm Selling

7650 views, 2023-02-24 added

5:31
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Trans Threesome Sissy Slut Jessica Bloom Gets Pegged While Sucking Cock

18544 views, 2023-02-20 added

6:32
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Jessica Bloom Takes 16 Inch Dildo! Then Drinks Her Own Sissy Cum

10545 views, 2023-02-17 added

7:31
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Vibrator Cumshot in Pantyhose Jessica Bloom

12238 views, 2023-02-10 added

6:01
1
Deep Sounding Session Makes my Throbbing Cock Leak & Cum Hard Jessica Bloom

10906 views, 2023-02-05 added

10:28
1
Multiple Prostate Orgasms in Chastity Jessica Bloom Sissy Milking

10374 views, 2023-01-30 added

11:04
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Cumming Into Cupcake & Eating it JOI Cum Countdown Jessica Bloom

10782 views, 2023-01-27 added

6:00
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Self Facial - Jessica Bloom Swallows Huge Load of Spunk

12185 views, 2023-01-20 added

7:21
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Tgirl Eating Massive Load of Cum After Sounding Big Cock Jessica Bloom

11051 views, 2023-01-15 added

5:57
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Jessica Bloom Hands Free Anal Dildo Milking & Cumswallow

11701 views, 2023-01-06 added

5:30
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Jessica Bloom Fucks Tantaly Sex Doll & Licks up Thick Cumshot

12025 views, 2023-01-02 added

8:37
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Trans Christmas Elf Prepares Magic Candies for Santa Jessica Bloom

10789 views, 2022-12-22 added

11:21
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Cumming 3X in a Row, Cum As Lube, Ass to Mouth And Self Suck Jessica Bloom

11858 views, 2022-12-19 added

10:52
1
Jessica Bloom Eating Creampie Out of Tantaly Sex Doll

6604 views, 2022-12-16 added

10:18
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Jessica Bloom Self Sucks And Cumms On her Own Asshole

10521 views, 2022-12-12 added

11:45
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Amateur teen ladyboy Jessie POV blowjob and pissed on in the shower

11175 views, 2022-12-05 added

6:20
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Fucking Fleshlight & Dildo Together With Cumplay Jessica Bloom

12787 views, 2022-11-28 added

5:43
1
Fuck Machine Milks Jessica Bloom's Cum & Creampie (IRL Futa)

11142 views, 2022-11-21 added

10:24
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Quickshot Launch Machine Milks Sticky Load Out of Jessica Bloom's Big Trans Cock

10181 views, 2022-11-18 added

6:12
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POV Cocksucker Instructions & Cumeating Countdown With Jessica Bloom

7769 views, 2022-11-17 added

10:29
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Trans Lesbian Foot Worship & Licking Cum Off Feet (Jessica Bloom & Trans Princess Zelda)

13170 views, 2022-11-07 added

5:21
2
Jessica Bloom Double Dick Dildo Halloween Special

12357 views, 2022-11-03 added

7:58
1
Jessica Bloom Cumshot Compilation 2022

11872 views, 2022-11-01 added

5:20
1
Deep Anal, Selfsuck & Self Facial Jessica Bloom

10551 views, 2022-10-12 added

11:00
0
Trans Lesbian Fisting & Self Sucking - Jessica Bloom & Trans Princess Zelda

19253 views, 2022-10-03 added

5:23
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Trans Femdom PoV Dick Slapping, Pee & Cum Jessica Bloom

10589 views, 2022-09-27 added

6:47
0
Unicorn Dildo Anal Orgasms And Cumplay Jessica Bloom

11420 views, 2022-09-20 added

5:21
0
Fleshlight Launch Test With Trans Girl Jessica Bloom

11365 views, 2022-09-09 added

5:40
0
Fucking My Own Feets & Licking up The Cum Jessica Bloom Foot Fetish JOI Countdown

10692 views, 2022-08-29 added

6:37
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Close up PoV Trans Cumshot & Dick Slapping - Jessica Bloom

11076 views, 2022-08-25 added

10:08
0
Sissy Jessica908x Teaser Compilation

10861 views, 2022-08-24 added

0:55
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Trans Step-Mommy Cum Eating Instructions Roll Play Jessica Bloom

11797 views, 2022-08-24 added

10:19
1
Jessica Bloom Hands Free Cumshots & Cum Eating Sissy on Bounce Seat

10400 views, 2022-08-21 added

5:07
1
Jessica Bloom Dominates Jenby Doll - Trans Girl Lesbian Anal

11292 views, 2022-08-14 added

9:15
0
The Hulk Vs Starlight Futa Hard Breeding & Anal Orgasms HULK SMASH! Jessica Bloom

11622 views, 2022-08-12 added

5:07
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Jessica Bloom Cleans Spit, Milk, Cum & Pee from her own Feet

11889 views, 2022-08-07 added

10:05
0
Jessica Bloom Vs Kraken Dildo - Creampie With Anal Orgasms & Cumeating

11126 views, 2022-08-07 added

5:29
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Jessica Bloom Dominates Her new Pig Fuck Toy Jenby Doll

11778 views, 2022-08-02 added

6:23
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Sexy Trans Girl Jessica Bloom Self Sucks With a Fleshlight & Buttplug then Swallows Own Cum

11975 views, 2022-07-24 added

5:02
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