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Playing Post-COVID The Sissy Whisperer Podcast03:23
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31 Oct 2023
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3 May 2023
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11 Apr 2023
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6 Nov 2021
Japanese pornstar Tsubomi Kanno being fucked in prison07:00
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10 Jan 2023
Conjugal visit for prisoner Pascal White from Francesca Felucci and Stacey Saran08:00
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12 Feb 2023
Stepson Impregnates stepMom Before Prison - Jane Cane11:59
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20 Mar 2022
Jail visit turns into a hardcore threesome in the prisoners cell07:59
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28 Dec 2022
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20 Dec 2022
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8 Jan 2023
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19 Dec 2022
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24 Dec 2022
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16 Feb 2023
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2 Jul 2021
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28 May 2023
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5 Apr 2023
Is Sissification Transphobic The Sissy Whisperer Podcast03:48
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31 Oct 2023
Boy To Sissy Quick Transformation03:44
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22 Jun 2023
Sexy blonde girl Krissy Lynn pleases a prisoner with her fett08:59
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16 Dec 2022
Cop gets his cock sucked by a prisoner04:39
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9 Mar 2023
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19 May 2021
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7 Oct 2021
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4 Apr 2023
Oiled up police sluts use their prisoner in a hot jail threesome08:00
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28 Dec 2022
Alpha Hole Prison - Part 11 - Reaver ending - IM IN LOVE WITH THE REAVER BEAVER!59:40
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31 Aug 2021
Prisoner Debi Diamond toying her restless pussy and wrecking it05:00
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27 Dec 2022
Luscious prison guard takes care of her prisoners hard10:12
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12 Oct 2023
Sexy sissy Charlotte licks Lisas pussy then fucks her with her tiny sissy cock21:51
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27 Aug 2023
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18 Dec 2022
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23 Sep 2023
Lucky dudes fuck two stunning babes Kayla Green and Dominica07:57
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13 Feb 2022
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19 Jul 2023
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17 Dec 2022
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16 May 2021
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24 Dec 2022
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19 Feb 2023
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28 May 2023
Karryn's Prison Review UNCENSORED25:08
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15 Mar 2023
Hot milf Alana Summers getting analized on the desk in the prison07:00
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17 Dec 2022
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26 May 2021
Alexis Grace grants a prisoner's last dying wish07:51
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24 Dec 2022
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24 Feb 2023
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12 Apr 2023
Two hunky prisoners get naked and fuck the big breasted babe07:50
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28 Dec 2022
Sissy CD sucked and fucked hard on all fours11:19
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17 Feb 2024
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13 Mar 2024
C'mon Put Your Panties On Sissy! Crossdressing Encouragement Sissy Training Erotic Audio Mesmerize11:02
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16 Feb 2023
Lola Reve submitted to 3 prisoners10:16
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4 Aug 2023
Sissy gets FUCKED by a HUNKY Black Daddy from Grindr - CD MIKAH DOLL with BBC01:12
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15 Sep 2021
PCF5: chaingang inmates, prison haircut, SWAT+rioting inmate05:37
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16 May 2021
Lezzie BFF - Pervy Blondes Babes Having an Orgy in their Prison Cell29:39
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31 Aug 2021
Greg & Jordan In Prison Camp French Gay Porn By -SiNN-01:34
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13 May 2021
Erotic dick sucking and riding in the prison - Francesca Felucci04:57
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7 Feb 2023
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16 Aug 2023
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22 Dec 2022
 Handcuffed, Shaven, Inspected, and Locked Away.10:28
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30 Nov 2023
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22 Dec 2022
Horny guard gets his dick sucked by a prisoner04:13
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9 Mar 2023
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2 Apr 2023
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9 Jan 2023
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31 Dec 2022
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30 Dec 2022
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18 Dec 2022
Naughty police officer Akiho Yoshizawa blows and rides a lucky prisoner06:56
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16 Dec 2022
Upside Down Torment in Warsaw Prison02:14
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22 Jun 2023
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10 Jan 2023
Lela Star & Molly Stewart make lesbian love in the prison08:00
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18 Dec 2022
Sissy Blondie Fucks Her Ass With Buttplug In Pink Dress01:04
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1 Sep 2021
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27 Aug 2023
Busty blonde gets double penetration in prison10:00
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23 May 2023
Prison guard 1 Amy said goodbye to her old inmates and went to a new prison11:12
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12 Mar 2024
Sexy police officer Black Angelika inspects a prisoner14:00
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10 Apr 2023
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19 May 2021
Sexy police officer Nicoletta Blue enjoys a gangbang in prison05:00
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18 May 2021
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6 Jan 2023
Kloe Kane And Victoria Summers - Cell Sisters22:15
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19 May 2021
Feminization - Sissification - Sissy Training - Sissy Support - full version - 216:59
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24 Nov 2023
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10 Jan 2023
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10 Jul 2023
Threesome Prison Heat 1 - busty brunette Darcia Lee15:00
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29 Dec 2022
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19 May 2021
Judge Gives Prisoner Rough, Painful Anal32
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1 Feb 2023
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30 Mar 2023
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9 May 2023
Evan Stone punishes two prisoners18:56
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19 May 2021
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19 Aug 2023
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7 Feb 2023
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20 Jun 2023
Boy To Sissy Beautiful Transformation03:39
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29 Jun 2023
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4 Jul 2023
Muscular prison guard fucks a slutty inmate in the ass09:30
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7 Jan 2023
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29 Jun 2023
Two hot brunettes get clothespinned and toyed in a prison07:00
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25 Dec 2022
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30 Aug 2021
Prisoner Sarah gets fucked in prison POV09:01
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2 May 2023
Cristal Kinky in Latex Anal Training My sissy slut, fisting, big anal toys, big strap on Preview03:44
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11 Jun 2021
Lola Crystals (TrulyByL) gets BBC special from Ali Da Reaper on Black Friday02:16
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30 Nov 2021
Prison guard gets pleasured by a prisoner17:42
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16 May 2021
Gorgeous blonde girl gets fucked in a prison ward07:00
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23 Jul 2023
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11 Jun 2023
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25 Dec 2022
Bosomed Prisoner Wants To Get Freedom Seducing A Sheriff11:58
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17 Dec 2022
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8 May 2023
He's Really Sweet For An Ugly Goth - Alpha Hole Prison Part 2007:51
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30 Aug 2021
Old Prisoners Gangbang Bukkake & Piss On The Hot Young Prison Guard P407:04
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7 Mar 2023
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1 Aug 2023
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4 May 2023
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22 Dec 2022
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1 Jun 2023
Incredible Jo B Goes Really Hardcore In A Nasty Prison09:00
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24 Dec 2022
Leggy Japanese Girl Needs To Suck Swallen Dick In The Prison Cell39:04
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17 Dec 2022
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15 Feb 2024
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14 May 2021
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9 Dec 2022
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6 Mar 2023
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5 Jan 2023
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28 Dec 2022
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17 Dec 2022
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28 Feb 2023
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7 Jun 2023
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