Category: SissyPOV

Riley Jay – No One Can Know About Him (02/Mar/25)
Posted in SissyPOV

Riley Jay – No One Can Know About Him (02/Mar/25)

Sarah Catness – Pink Pony Club (16/Feb/25)
Posted in SissyPOV

Sarah Catness – Pink Pony Club (16/Feb/25)

Sophie Bee – Working Up To It (09/Feb/25)
Posted in SissyPOV

Sophie Bee – Working Up To It (09/Feb/25)

Jazmin – Sissy Maids Are Insatiable (02/Feb/25)
Posted in SissyPOV

Jazmin – Sissy Maids Are Insatiable (02/Feb/25)

Druslan – Total Transformation (26/Jan/25)
Posted in SissyPOV

Druslan – Total Transformation (26/Jan/25)

Becky Barr – Mature Sissy Enjoys Her New Life (19/Jan/25)
Posted in SissyPOV

Becky Barr – Mature Sissy Enjoys Her New Life (19/Jan/25)

Harlee Chanel – She Loves Sucking His Cock (12/Jan/25)
Posted in SissyPOV

Harlee Chanel – She Loves Sucking His Cock (12/Jan/25)

Bunny Summers – From Mechanic To Sissy (05/Jan/25)
Posted in SissyPOV

Bunny Summers – From Mechanic To Sissy (05/Jan/25)

Bambii Mercedes – Sissy Stuffie Party (29/Dec/24)
Posted in SissyPOV

Bambii Mercedes – Sissy Stuffie Party (29/Dec/24)

Tiffany Too – Time For A Change (22/Dec/24)
Posted in SissyPOV

Tiffany Too – Time For A Change (22/Dec/24)

Riley Jay – Sissy Maid Works Over A Big Dick (15/Dec/24)
Posted in SissyPOV

Riley Jay – Sissy Maid Works Over A Big Dick (15/Dec/24)

Jackie – Femboy Hooters Hottie (08/Dec/24)
Posted in SissyPOV

Jackie – Femboy Hooters Hottie (08/Dec/24)

Naomi – Dressed And Confident (01/Dec/24)
Posted in SissyPOV

Naomi – Dressed And Confident (01/Dec/24)

Harlee Chanel – Sissy Princess (24/Nov/24)
Posted in SissyPOV

Harlee Chanel – Sissy Princess (24/Nov/24)

Catalaya – New In Town (17/Nov/24)
Posted in SissyPOV

Catalaya – New In Town (17/Nov/24)

Aliza Breeze – Working Hard (10/Nov/24)
Posted in SissyPOV

Aliza Breeze – Working Hard (10/Nov/24)

Jessica Nicole – Bedroom Sissy (03/Nov/24)
Posted in SissyPOV

Jessica Nicole – Bedroom Sissy (03/Nov/24)

Riley Wraith – He Is Just The Cutest (27/Oct/24)
Posted in SissyPOV

Riley Wraith – He Is Just The Cutest (27/Oct/24)

Christine Dose – Descent Into Sissyhood (20/Oct/24)
Posted in SissyPOV

Christine Dose – Descent Into Sissyhood (20/Oct/24)

Becky Barr – Taking It Up A Notch (13/Oct/24)
Posted in SissyPOV

Becky Barr – Taking It Up A Notch (13/Oct/24)

Candi – Cute Canadian Gurl (06/Oct/24)
Posted in SissyPOV

Candi – Cute Canadian Gurl (06/Oct/24)

Jackie – Pretty Gurl (29/Sep/24)
Posted in SissyPOV

Jackie – Pretty Gurl (29/Sep/24)

Kate Dinero – Feeling More And More Like A Girl (22/Sep/24)
Posted in SissyPOV

Kate Dinero – Feeling More And More Like A Girl (22/Sep/24)

Bunny Summers – Rookie Hazing (15/Sep/24)
Posted in SissyPOV

Bunny Summers – Rookie Hazing (15/Sep/24)

Taylor Diamond – Bedtime For Sissy Taylor (08/Sep/24)
Posted in SissyPOV

Taylor Diamond – Bedtime For Sissy Taylor (08/Sep/24)

Akira Kristensen – Nervous About Her Sissy Debut (01/Sep/24)
Posted in SissyPOV

Akira Kristensen – Nervous About Her Sissy Debut (01/Sep/24)

Zia Cristal – In Her Happy Place (25/Aug/24)
Posted in SissyPOV

Zia Cristal – In Her Happy Place (25/Aug/24)

Jazmin – Big Booty Latina Sissy (18/Aug/24)
Posted in SissyPOV

Jazmin – Big Booty Latina Sissy (18/Aug/24)

Ryne Stone – Sissy Bimbo Slut (11/Aug/24)
Posted in SissyPOV

Ryne Stone – Sissy Bimbo Slut (11/Aug/24)

Vanity Price – Stripped Of His Masculinity (04/Aug/24)
Posted in SissyPOV

Vanity Price – Stripped Of His Masculinity (04/Aug/24)

Jessica Nicole – Work Sissy (28/Jul/24)
Posted in SissyPOV

Jessica Nicole – Work Sissy (28/Jul/24)

Clarice Darling – Showing Off (21/Jul/24)
Posted in SissyPOV

Clarice Darling – Showing Off (21/Jul/24)

Jossilyn Swallows – Patiently Waiting For Her Man (14/Jul/24)
Posted in SissyPOV

Jossilyn Swallows – Patiently Waiting For Her Man (14/Jul/24)

Robin Banks – She Has A Job To Do Before Bedtime (07/Jul/24)
Posted in SissyPOV

Robin Banks – She Has A Job To Do Before Bedtime (07/Jul/24)

Georgia Sissybum – Mature Welsh Sissy Wants To Please (30/Jun/24)
Posted in SissyPOV

Georgia Sissybum – Mature Welsh Sissy Wants To Please (30/Jun/24)

Jeanne – Sissy Bride In Chastity (23/Jun/24)
Posted in SissyPOV

Jeanne – Sissy Bride In Chastity (23/Jun/24)

Taylor Diamond – Lovely Pink Sissy Maid (16/Jun/24)
Posted in SissyPOV

Taylor Diamond – Lovely Pink Sissy Maid (16/Jun/24)

Quinn Tesla – Sissies Are NOT Athletes (09/Jun/24)
Posted in SissyPOV

Quinn Tesla – Sissies Are NOT Athletes (09/Jun/24)

Jennifer Lunden – Classy And Slutty At The Same Time (02/Jun/24)
Posted in SissyPOV

Jennifer Lunden – Classy And Slutty At The Same Time (02/Jun/24)

Peyton – The First Thing He Does After Work (26/May/24)
Posted in SissyPOV

Peyton – The First Thing He Does After Work (26/May/24)

Sissy Poptart – Begging To Be Owned Forever (19/May/24)
Posted in SissyPOV

Sissy Poptart – Begging To Be Owned Forever (19/May/24)

Bunny Summers – Big Blonde Sissy Loves Her Secret Life (12/May/24)
Posted in SissyPOV

Bunny Summers – Big Blonde Sissy Loves Her Secret Life (12/May/24)

Jamie – First Time Anal (05/May/24)
Posted in SissyPOV

Jamie – First Time Anal (05/May/24)

Sara Love – Going The Extra Mile (28/Apr/24)
Posted in SissyPOV

Sara Love – Going The Extra Mile (28/Apr/24)

Peyton – Relationship Goals (21/Apr/24)
Posted in SissyPOV

Peyton – Relationship Goals (21/Apr/24)