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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/18/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/18/10
|
Dena crawls to her boy-lover dressed in her fav stripy dress, pantyhose and heels. Patrick hates his
Dena crawls to her boy-lover dressed in her fav strip...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/17/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/17/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/17/10
|
Dena crawls to her boy-lover dressed in her fav stripy dress, pantyhose and heels. Patrick hates his
Dena crawls to her boy-lover dressed in her fav strip...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/17/10
|
Always hungry for a cock sissy Stephanie was ready to go out clad in the best female outfit and a fl
Always hungry for a cock sissy Stephanie was ready to...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/15/10
|
Sissy Monica prepares a big surprise for her boyfriend with her new hairdo and make-up topped with a
Sissy Monica prepares a big surprise for her boyfrien...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/15/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/14/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/13/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/12/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/12/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/11/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/09/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/07/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
10/02/10
|
Caught applying make-up and dressed up like a girl, this sissy was about to get punished by his brut
Caught applying make-up and dressed up like a girl, t...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/30/10
|
This sissy has a strong penchant for dresses, panties, stockings and everything girly. Today Hilary
This sissy has a strong penchant for dresses, panties...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/29/10
|
Dressed like Daphne from the popular movie
Dressed like Daphne from the popular movie
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/27/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/26/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/26/10
|
Grant treats crossdressed Veronica like his obedient sex pet making her undergo some kinky sissy tra
Grant treats crossdressed Veronica like his obedient ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/25/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/24/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/23/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/22/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/21/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/20/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/20/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/20/10
|
Dressed like Daphne from the popular movie
Dressed like Daphne from the popular movie
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/19/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/19/10
|
Lying in his pajama on the bed Felix was upset and angry, as Joan wasn�t still home. Then the sissy
Lying in his pajama on the bed Felix was upset and an...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/18/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/16/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/14/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/12/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/10/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/09/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/06/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/05/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/04/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/04/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/04/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/02/10
|
Dressed like Daphne from the popular movie
Dressed like Daphne from the popular movie
|
|
My Humble Sissy,
My Humble Sissy
|
|
09/01/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/31/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/31/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/29/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/29/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/28/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/27/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/26/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/25/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/23/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/20/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/19/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/18/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/18/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/18/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/15/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/15/10
|
Pissed off with his friend�s slutty looks, Richmond tries to send this sissy bitch out, but she�s to
Pissed off with his friend�s slutty looks, Richmond...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/15/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/12/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/06/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/06/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/04/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/04/10
|
This sissy has a strong penchant for dresses, panties, stockings and everything girly. Today Hilary
This sissy has a strong penchant for dresses, panties...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/03/10
|
This sissy has a strong penchant for dresses, panties, stockings and everything girly. Today Hilary
This sissy has a strong penchant for dresses, panties...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/02/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/02/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
08/01/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/29/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/29/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/29/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/26/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/25/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/24/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/23/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/23/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/21/10
|
Surprised with his boyfriend's new looks Kevin begins to think that these blouse and skirt suit his
Surprised with his boyfriend's new looks Kevin begins...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/19/10
|
Dena crawls to her boy-lover dressed in her fav stripy dress, pantyhose and heels. Patrick hates his
Dena crawls to her boy-lover dressed in her fav strip...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/17/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/17/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/17/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/16/10
|
Grant treats crossdressed Veronica like his obedient sex pet making her undergo some kinky sissy tra
Grant treats crossdressed Veronica like his obedient ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/16/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/14/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/14/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/12/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/08/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/08/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/07/10
|
Sissy Monica prepares a big surprise for her boyfriend with her new hairdo and make-up topped with a
Sissy Monica prepares a big surprise for her boyfrien...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/07/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/06/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/03/10
|
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...
|
|
My Humble Sissy,
My Humble Sissy
|
|
07/03/10
|
Strutting before Kadeem in this glamorous female outfit Dennis tries to attract her lover's attentio
Strutting before Kadeem in this glamorous female outf...
|
|
My Humble Sissy,
My Humble Sissy
|
|
06/30/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
06/28/10
|
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 ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
06/28/10
|
Grant treats crossdressed Veronica like his obedient sex pet making her undergo some kinky sissy tra
Grant treats crossdressed Veronica like his obedient ...
|
|
My Humble Sissy,
My Humble Sissy
|
|
06/27/10
|
This sissy has a strong penchant for dresses, panties, stockings and everything girly. Today Hilary
This sissy has a strong penchant for dresses, panties...
|
|
My Humble Sissy,
My Humble Sissy
|
|
06/27/10
|