Dressed like Daphne from the popular movie
Dressed like Daphne from the popular movie
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My Humble Sissy,
My Humble Sissy
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10/19/10
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Hilary puts on her fav blonde wig, thong and suspender tights to go with her dark blue dress. This s
Hilary puts on her fav blonde wig, thong and suspende...
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My Humble Sissy,
My Humble Sissy
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10/19/10
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Keith believes that some M2F role playing can spice up their sex life, so one day she comes down wea
Keith believes that some M2F role playing can spice u...
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My Humble Sissy,
My Humble Sissy
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10/19/10
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Wearing a long-haired wig with female pants and a blouse, sissy Keith was going about her household
Wearing a long-haired wig with female pants and a blo...
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My Humble Sissy,
My Humble Sissy
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10/18/10
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Anna would let Richmond wipe his boots on her provided she got her share of fun. Watch the sissy's m
Anna would let Richmond wipe his boots on her provide...
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My Humble Sissy,
My Humble Sissy
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10/16/10
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Sissy Veronica dresses up as a maid, with a little red apron and a duster, ready to show off her new
Sissy Veronica dresses up as a maid, with a little re...
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My Humble Sissy,
My Humble Sissy
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10/13/10
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Melissa really startles cute boy Felix with her girlish looks. Clad in a red dress with black nylons
Melissa really startles cute boy Felix with her girli...
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My Humble Sissy,
My Humble Sissy
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10/13/10
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Sissified housemaker Joan was jerking off in the bathroom on her own when she was caught by her mast
Sissified housemaker Joan was jerking off in the bath...
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My Humble Sissy,
My Humble Sissy
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10/13/10
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Tall and slim sissy Veronica dresses up for her boyfriend and fulfills all his whims. Enjoying his p
Tall and slim sissy Veronica dresses up for her boyfr...
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My Humble Sissy,
My Humble Sissy
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10/13/10
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Dressed like Daphne from the popular movie
Dressed like Daphne from the popular movie
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My Humble Sissy,
My Humble Sissy
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10/13/10
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Dressed like Daphne from the popular movie
Dressed like Daphne from the popular movie
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My Humble Sissy,
My Humble Sissy
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10/12/10
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Wearing just a little apron and a bra, this sissy was looking for the right outfit in the dressing r
Wearing just a little apron and a bra, this sissy was...
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My Humble Sissy,
My Humble Sissy
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10/12/10
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Felix was still in his pajamas when dolled-up sissy Joan tried to attract his attention. The sissy k
Felix was still in his pajamas when dolled-up sissy J...
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My Humble Sissy,
My Humble Sissy
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10/11/10
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Shocked with his lover's girly looks, Clive starts shouting and cursing, while sissified Hilary humb
Shocked with his lover's girly looks, Clive starts sh...
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My Humble Sissy,
My Humble Sissy
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10/11/10
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Dressed up in a classy French maid's outfit topped with raunchy black lacy fishnets, Hilary was read
Dressed up in a classy French maid's outfit topped wi...
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My Humble Sissy,
My Humble Sissy
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10/10/10
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Sissy Anna hurriedly comes into Richmond�s office, applies some lipstick and hides under his table.
Sissy Anna hurriedly comes into Richmond�s office, ...
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My Humble Sissy,
My Humble Sissy
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10/10/10
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Though Veronica took off her high heels silently sneaking into the kitchen, it didn't help her and s
Though Veronica took off her high heels silently snea...
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My Humble Sissy,
My Humble Sissy
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10/07/10
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Though Veronica took off her high heels silently sneaking into the kitchen, it didn't help her and s
Though Veronica took off her high heels silently snea...
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My Humble Sissy,
My Humble Sissy
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10/02/10
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Grant treats crossdressed Veronica like his obedient sex pet making her undergo some kinky sissy tra
Grant treats crossdressed Veronica like his obedient ...
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My Humble Sissy,
My Humble Sissy
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10/02/10
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On seeing this sissy wearing hair-curlers and a nightie along with full make-up, you won't tell him
On seeing this sissy wearing hair-curlers and a night...
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My Humble Sissy,
My Humble Sissy
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09/26/10
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Hilary puts on her fav blonde wig, thong and suspender tights to go with her dark blue dress. This s
Hilary puts on her fav blonde wig, thong and suspende...
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My Humble Sissy,
My Humble Sissy
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09/25/10
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Sissy Anna hurriedly comes into Richmond�s office, applies some lipstick and hides under his table.
Sissy Anna hurriedly comes into Richmond�s office, ...
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My Humble Sissy,
My Humble Sissy
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09/25/10
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Patrick keeps pushing off his pesky sissy lover who has dressed up as a real whore. However, Monica
Patrick keeps pushing off his pesky sissy lover who h...
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My Humble Sissy,
My Humble Sissy
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09/24/10
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Kinky Melissa indulges her cross-dressing kinks with every new cute job seeker, so Felix falls a vic
Kinky Melissa indulges her cross-dressing kinks with ...
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My Humble Sissy,
My Humble Sissy
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09/23/10
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Feminized Stephanie was ready to serve drinks when she was spotted in the kitchen by her lover Tom w
Feminized Stephanie was ready to serve drinks when sh...
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My Humble Sissy,
My Humble Sissy
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09/20/10
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Wearing his yellow blouse with an ultra mini and footless pantyhose, sissy Keith was waiting for his
Wearing his yellow blouse with an ultra mini and foot...
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My Humble Sissy,
My Humble Sissy
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09/20/10
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Wearing his yellow blouse with an ultra mini and footless pantyhose, sissy Keith was waiting for his
Wearing his yellow blouse with an ultra mini and foot...
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My Humble Sissy,
My Humble Sissy
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09/19/10
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This sissy has a strong penchant for dresses, panties, stockings and everything girly. Today Hilary
This sissy has a strong penchant for dresses, panties...
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My Humble Sissy,
My Humble Sissy
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09/18/10
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Patrick doesn�t like Dena�s dress and hairdo, angrily telling his crossdressed lover that he resembl
Patrick doesn�t like Dena�s dress and hairdo, ang...
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My Humble Sissy,
My Humble Sissy
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09/18/10
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Richmond finds his sissy lover dressed as a girl and toying with a dildo. He decides to tease him an
Richmond finds his sissy lover dressed as a girl and ...
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My Humble Sissy,
My Humble Sissy
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09/18/10
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Anna would let Richmond wipe his boots on her provided she got her share of fun. Watch the sissy's m
Anna would let Richmond wipe his boots on her provide...
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My Humble Sissy,
My Humble Sissy
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09/15/10
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Melissa went on the prowl wearing her smashing red blouse with matching long gloves and tights. This
Melissa went on the prowl wearing her smashing red bl...
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My Humble Sissy,
My Humble Sissy
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09/14/10
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Kadeem couldn't understand why his boyfriend should wear female clothes with stockings, a G-string,
Kadeem couldn't understand why his boyfriend should w...
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My Humble Sissy,
My Humble Sissy
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09/08/10
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Coming back after a weekly business trip, Keith surprised her boyfriend Kevin with a bright female o
Coming back after a weekly business trip, Keith surpr...
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My Humble Sissy,
My Humble Sissy
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09/06/10
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Naughty Dena wakes up her sleeping boyfriend eager to boast her new girlish looks and go for a fuck.
Naughty Dena wakes up her sleeping boyfriend eager to...
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My Humble Sissy,
My Humble Sissy
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08/31/10
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Melissa asks Felix to bring her a report, surprising him with her sissified looks and trying to sedu
Melissa asks Felix to bring her a report, surprising ...
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My Humble Sissy,
My Humble Sissy
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08/29/10
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Grant treats crossdressed Veronica like his obedient sex pet making her undergo some kinky sissy tra
Grant treats crossdressed Veronica like his obedient ...
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My Humble Sissy,
My Humble Sissy
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08/21/10
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Melissa went on the prowl wearing her smashing red blouse with matching long gloves and tights. This
Melissa went on the prowl wearing her smashing red bl...
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My Humble Sissy,
My Humble Sissy
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08/19/10
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Grant treats crossdressed Veronica like his obedient sex pet making her undergo some kinky sissy tra
Grant treats crossdressed Veronica like his obedient ...
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My Humble Sissy,
My Humble Sissy
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08/18/10
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Unable to choose what to wear, sissified Dennis was looking through his wardrobe in his suspender ti
Unable to choose what to wear, sissified Dennis was l...
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My Humble Sissy,
My Humble Sissy
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08/12/10
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Keith believes that some M2F role playing can spice up their sex life, so one day she comes down wea
Keith believes that some M2F role playing can spice u...
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My Humble Sissy,
My Humble Sissy
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08/09/10
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Dressed up like an office girl in a white blouse and a black skirt, Stephanie really grows into a ro
Dressed up like an office girl in a white blouse and ...
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My Humble Sissy,
My Humble Sissy
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08/07/10
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Naughty Dena wakes up her sleeping boyfriend eager to boast her new girlish looks and go for a fuck.
Naughty Dena wakes up her sleeping boyfriend eager to...
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My Humble Sissy,
My Humble Sissy
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08/06/10
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Patrick feels like going for role play with his sissy lover, so he makes him wear female panties, st
Patrick feels like going for role play with his sissy...
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My Humble Sissy,
My Humble Sissy
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08/05/10
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Felix was still in his pajamas when dolled-up sissy Joan tried to attract his attention. The sissy k
Felix was still in his pajamas when dolled-up sissy J...
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My Humble Sissy,
My Humble Sissy
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08/05/10
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Anna would let Richmond wipe his boots on her provided she got her share of fun. Watch the sissy's m
Anna would let Richmond wipe his boots on her provide...
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My Humble Sissy,
My Humble Sissy
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08/03/10
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Wearing a black see-thru dress with a string of pearls, sissy Kelly looked like a vintage diva. Spot
Wearing a black see-thru dress with a string of pearl...
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My Humble Sissy,
My Humble Sissy
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08/01/10
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Sissy Joan was looking for papers she left on the table, but eventually had to ask Felix to find and
Sissy Joan was looking for papers she left on the tab...
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My Humble Sissy,
My Humble Sissy
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08/01/10
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Wearing a long-haired wig with female pants and a blouse, sissy Keith was going about her household
Wearing a long-haired wig with female pants and a blo...
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My Humble Sissy,
My Humble Sissy
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07/31/10
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Wearing his yellow blouse with an ultra mini and footless pantyhose, sissy Keith was waiting for his
Wearing his yellow blouse with an ultra mini and foot...
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My Humble Sissy,
My Humble Sissy
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07/26/10
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A wigged sissy in a bright red dress comes downstairs to smoke a cig, however, he soon gets to smoke
A wigged sissy in a bright red dress comes downstairs...
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My Humble Sissy,
My Humble Sissy
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07/24/10
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Kadeem couldn't understand why his boyfriend should wear female clothes with stockings, a G-string,
Kadeem couldn't understand why his boyfriend should w...
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My Humble Sissy,
My Humble Sissy
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07/23/10
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Tall and slim sissy Veronica dresses up for her boyfriend and fulfills all his whims. Enjoying his p
Tall and slim sissy Veronica dresses up for her boyfr...
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My Humble Sissy,
My Humble Sissy
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07/21/10
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Anna would let Richmond wipe his boots on her provided she got her share of fun. Watch the sissy's m
Anna would let Richmond wipe his boots on her provide...
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My Humble Sissy,
My Humble Sissy
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07/21/10
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Wearing a black see-thru dress with a string of pearls, sissy Kelly looked like a vintage diva. Spot
Wearing a black see-thru dress with a string of pearl...
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My Humble Sissy,
My Humble Sissy
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07/17/10
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Wearing just a little apron and a bra, this sissy was looking for the right outfit in the dressing r
Wearing just a little apron and a bra, this sissy was...
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My Humble Sissy,
My Humble Sissy
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07/15/10
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On seeing this sissy wearing hair-curlers and a nightie along with full make-up, you won't tell him
On seeing this sissy wearing hair-curlers and a night...
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My Humble Sissy,
My Humble Sissy
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07/14/10
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Patrick doesn�t like Dena�s dress and hairdo, angrily telling his crossdressed lover that he resembl
Patrick doesn�t like Dena�s dress and hairdo, ang...
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My Humble Sissy,
My Humble Sissy
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07/06/10
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Taking this sissified guy for a girl, Kadeem stopped on his way eyeing Dennis's yellow dress and cur
Taking this sissified guy for a girl, Kadeem stopped ...
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My Humble Sissy,
My Humble Sissy
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06/30/10
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Dressed up in a classy French maid's outfit topped with raunchy black lacy fishnets, Hilary was read
Dressed up in a classy French maid's outfit topped wi...
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My Humble Sissy,
My Humble Sissy
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06/30/10
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