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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

1230 views, 2024-04-01 added

5:30
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228 views, 2024-02-22 added

2:38
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147 views, 2024-02-18 added

6:38
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Femboi Sissyboi Chastity dildo anal playing sissygasm

170 views, 2024-02-09 added

1:57
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966 views, 2024-01-28 added

2:42
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Real Trans Squirting from Anal - Erika Oak's Sissygasm

388 views, 2024-01-17 added

9:46
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103 views, 2024-01-16 added

1:25
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Sissygasm Huge Cumshot Transgirl Slut Fucks Dildo Deep Anal Orgasm Boy Pussy Shemale

417 views, 2024-01-01 added

9:16
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Sissy Femboy bouncing on big toy Sexy Crossdresser anal riding big dildo, huge sissygasm

210 views, 2023-12-30 added

6:26
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Blonde Sissygasm

146 views, 2023-12-30 added

0:35
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3084 views, 2023-12-20 added

0:46
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Cute TS with sexy legs gets sissygasm in front of cam

4058 views, 2023-12-15 added

3:01
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Hina Sissygasme

163 views, 2023-12-10 added

1:59
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Sissygasm cum compilation

10141 views, 2023-12-04 added

3:32
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Sissygasm - Joanna cums hands free - Bullet Vibrator on Clit - Feminization Sissy

698 views, 2023-12-03 added

5:31
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Sissy slave Oksana gets sissygasm with her hands free from anal training while riding a dildo

1001 views, 2023-11-06 added

1:02
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Sissy Chastity Sissygasm Drinking - Trans Cumslut Jessica Bloom

10898 views, 2023-11-05 added

10:11
1
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206 views, 2023-11-02 added

1:02
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179 views, 2023-10-29 added

6:21
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Japanese Femboy Crossdresser Vibrator Play and Sissygasm Madzmoto Sun

11726 views, 2023-10-13 added

6:36
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Do you want to help me have a sissygasm?

448 views, 2023-10-06 added

5:06
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1237 views, 2023-09-15 added

5:12
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Sexy Sissygasm WBS for BNWO with BBC dildo and ball torture

378 views, 2023-08-27 added

1:53
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Sissy Oksana's anal training ends with multiple sissygasms_sc.12

737 views, 2023-08-25 added

11:39
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I got goosebumps in intense sissygasm

2196 views, 2023-08-16 added

2:06
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Sissy Couldn't stop leaking so I had to sissygasm

1382 views, 2023-07-27 added

6:51
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Sissygasm from anal and bbc dildo riding

523 views, 2023-07-19 added

2:22
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School girl sissygasm.

1223 views, 2023-07-09 added

1:05
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Locked in a chastity belt Sonechka filled her ass with her lube ruined sissygasm

1474 views, 2023-06-23 added

4:00
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Self-Sucking & Sissygasm Compilation Jessica Bloom #2

1292 views, 2023-06-05 added

5:21
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I got on Grindr got fucked and had multiple sissygasms

1761 views, 2023-06-01 added

4:09
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Travesti sissygasm

3456 views, 2023-06-01 added

1:08
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Sissygasm Cumshot - Jessica Bloom Vs The Horn Dildo

2992 views, 2023-05-08 added

5:48
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Sissygasm

206 views, 2023-05-06 added

0:38
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Hot Sissy Epic Sissygasm Cum 4th Time, while Locked in Chastity

286 views, 2023-05-06 added

4:26
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Hypnotic sissygasm one after another!

922 views, 2023-04-27 added

1:13
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Sissy slave Oksana shows her master sissygasms from anal training on a big black dildo

304 views, 2023-04-27 added

8:53
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Sissygasm anal

11041 views, 2022-12-22 added

2:14
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Compilation sissygasm

3048 views, 2022-12-14 added

9:10
4
femboy multiple sissygasm

6520 views, 2022-12-03 added

2:23
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Erika Oak Sissygasm

10624 views, 2022-10-14 added

12:03
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Sissygasm no hands

4358 views, 2022-10-08 added

1:46
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Stacey's sissygasm - quick gif

10166 views, 2022-06-20 added

0:08
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Jessica Bloom Docking Dildo Cumshot With Self Creampie Plus Sissygasm!

2463 views, 2022-06-20 added

5:02
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Jessica Bloom Has Intense Anal Sissygasm With Anal Gaping

5662 views, 2022-05-08 added

10:04
1
Sissy Oksana gets hands free anal sissygasm

11945 views, 2022-05-02 added

6:31
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Day 1 - Locked Sissygasm Quest

3729 views, 2022-04-27 added

11:58
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Sissygasm with a beer bottle

6048 views, 2022-04-24 added

5:45
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Easter Bunny Sissygasms With Carrot Double Penetration Then Lays Eggs!

3012 views, 2022-04-17 added

5:40
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Anal sissygasm while riding a dildo

3079 views, 2022-04-17 added

1:16
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Jessica Bloom Being a Slut on Cam Self Suck & Anal Dildo Sissygasm

973 views, 2022-04-03 added

5:30
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Penis Pumping, Hard Anal Sissygasms And Cum Eating with Anal Dildo Jessica Bloom

8268 views, 2022-03-27 added

10:04
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EXTREME Sissygasm Cumshot, Self Sucking & Foot Fetish Camshow Highlights

4550 views, 2022-03-22 added

10:42
2
Sissygasm Slut Caged Training Massive Cumshots & Anal Milking Jessica Bloom

13311 views, 2022-03-14 added

10:43
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Jessica Bloom Self Suck & sissygasm into Own Mouth

3192 views, 2022-03-05 added

2:28
2
Sexy Femboy Makes Multiple Guys Cum on Cam, Sissygasms on Her Dildo Jessica Bloom

7170 views, 2022-03-03 added

9:51
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Ridding Knotted Dildo Gives Intense Sissygasms & Cum Eating Sexy Transgirl Jessica Bloom

11188 views, 2022-03-01 added

13:12
1
Little Sasha Star's Birthday Sissygasm TRAILER ONLY

1054 views, 2022-02-25 added

1:38
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sissygasm 09

11453 views, 2022-02-11 added

0:47
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Unboxing The Boogeyman Dildo! (Sissygasms & Cumplay)

5317 views, 2022-02-03 added

15:50
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Butt Plug Dildo Gives me Multiple Prostate Sissygasms

11199 views, 2022-01-30 added

6:51
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Self Sucking & Sissygasm - Jessica Bloom Cam Highlights #2

1044 views, 2022-01-30 added

10:01
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Lovely Sissygasm caged clitty squirting

11302 views, 2022-01-07 added

6:51
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Shemale Dana get Sissygasm from giant Dildo

698 views, 2022-01-07 added

4:42
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NO HANDS sissygasm in Black stockings chastity

11141 views, 2021-12-16 added

3:17
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Huge sissygasm with fuck machine

6242 views, 2021-12-16 added

1:53
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Cute TRANNY first time SISSYGASM after make up and stroking

3269 views, 2021-12-16 added

11:36
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My first sissygasm

2194 views, 2021-12-06 added

0:28
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My FIRST SISSYGASM after I shave my shemale body

6362 views, 2021-12-04 added

16:13
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Freesites Sissygasm Condom Milkshake Drinking

10672 views, 2021-12-04 added

5:13
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Sissygasm attempt total fucking whore

5426 views, 2021-11-26 added

0:52
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Jessica Bloom Self Sucking, Sissygasm & Shemale Cumshot

11703 views, 2021-11-25 added

11:05
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Feminized Sissy Has A Sissygasm From Huge Dildo

3082 views, 2021-11-22 added

0:22
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SIssy MJ Sissygasms After Putting On Her New Chastity Cage

7039 views, 2021-11-18 added

1:56
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Sissy Training - Sissygasm Encouragement Jessica Bloom

11951 views, 2021-11-17 added

5:29
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Feminized Sissy Sluts First Sissygasm With Her Stepmoms Dildo

7783 views, 2021-11-14 added

0:36
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Sissy riding her huge cock dildo almost had sissygasm

1104 views, 2021-11-13 added

1:12
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Deep Anal Play & Sissygasms Creampie Jessica Bloom

11480 views, 2021-11-05 added

10:19
1
Sissy has SissyGasm bent over like a Good Girl

3443 views, 2021-10-23 added

6:12
1
Sissygasm Guide & How A Good Slut Cleans Up Jessica Bloom

11408 views, 2021-10-12 added

12:23
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Sissy Rides Your Cock PoV Sissygasm & Creampie Jessica Bloom

10555 views, 2021-10-07 added

1:37
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Sissy crossdresser sissygasm

3756 views, 2021-09-21 added

0:09
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Sissygasm hand free cum

867 views, 2021-09-05 added

1:15
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Chastity until Sissygasm, making him cum like a girl

7562 views, 2021-09-03 added

1:01
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Cd with BBC dildo sissygasm cumming

4771 views, 2021-08-30 added

0:51
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S4rahMaxine fucks her ass till chastity sissygasm

4719 views, 2021-08-30 added

2:38
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hand free sissygasm

1434 views, 2021-08-28 added

0:53
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Sissy Gape asshole and Sissygasm huge Dildo

1663 views, 2021-08-25 added

1:49
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Multiples Sissygasm & Prostate milking

5193 views, 2021-08-25 added

2:43
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SissyGasms CumShots Compilation

5122 views, 2021-08-22 added

1:53
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Milking and sissygasm Dildo

11379 views, 2021-08-21 added

2:16
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Sissygasm in Pink

1005 views, 2021-08-15 added

7:59
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Soles Sissygasm Training with Dildo and hot ass footjob

2770 views, 2021-08-14 added

2:04
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Dildo Gives Intense Anal Sissygasms & Moaning Jessica Bloom

11418 views, 2021-08-14 added

2:15
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Sissy Cucumber Training with delicious cock sissygasmcum

505 views, 2021-08-12 added

4:19
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SISSYGASM 69

493 views, 2021-08-11 added

0:16
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SISSYGASM 68

9567 views, 2021-08-11 added

0:41
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SISSYGASM 67

15907 views, 2021-08-11 added

0:50
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11973 views, 2021-08-07 added

4:44
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11706 views, 2021-07-30 added

3:30
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