[ Free Sign Up ] Log in
Crossdressing / Sissy

Crossdressing / Sissy New Galleries

Horny russian mistress whips out her steel hard strapon so she can beat down on crossdresser guy and start pounding that sissyboy's butthole of his.
20 pictures
7207
Horny russian mistress whips out her steel hard strapon so she can beat down on crossdresser guy and start pounding that sissyboy's butthole of his.
2 years ago
1
The guy in drag blows her rubber dick too before parting his stockinged legs to straddle it again.
22 pictures
4625
The guy in drag blows her rubber dick too before parting his stockinged legs to straddle it again.
2 years ago
1
If that sissy loved dressing up like a girl, he should love getting fucked like one.
20 pictures
5480
If that sissy loved dressing up like a girl, he should love getting fucked like one.
2 years ago
1
Blonde is geared for tight crossdresser butt and using crossdresser guy in his rainbow tie dye skirt is when she started slamming that sissy's bunghole
20 pictures
3068
Blonde is geared for tight crossdresser butt and using crossdresser guy in his rainbow tie dye skirt is when she started slamming that sissy's bunghole
2 years ago
1
Domina fucks her bawling crossdressed slave with strap-on and fists his ass
24 pictures
19508
Domina fucks her bawling crossdressed slave with strap-on and fists his ass
2 years ago
5
Sissy French maid in sheer pantyhose ready to do all chores after fucking
20 pictures
4352
Sissy French maid in sheer pantyhose ready to do all chores after fucking
2 years ago
1
The young man that works in the office has transformed into a girl and she’s sucking on a strapon when her boss walks in.
20 pictures
4513
The young man that works in the office has transformed into a girl and she’s sucking on a strapon when her boss walks in.
2 years ago
1
Sissified blonde hussy sucked it really well, so next he had to take it up the butt.
20 pictures
2972
Sissified blonde hussy sucked it really well, so next he had to take it up the butt.
2 years ago
2
Sissy guy likes all things girlie, including high heels, hosiery, make-up, wigs and even nail polish.
20 pictures
3087
Sissy guy likes all things girlie, including high heels, hosiery, make-up, wigs and even nail polish.
2 years ago
2
That was a treat for her cock-loving sissy guy who went down right away to munch on the fat rubber cock.
19 pictures
2284
That was a treat for her cock-loving sissy guy who went down right away to munch on the fat rubber cock.
2 years ago
2
Horny guys in soft silky pantyhose getting new fucking sensation in 3some
20 pictures
12662
Horny guys in soft silky pantyhose getting new fucking sensation in 3some
2 years ago
4
Mistress Rosa whips out her hard strap on to go to work on sissy submissive ass
21 pictures
4133
Mistress Rosa whips out her hard strap on to go to work on sissy submissive ass
2 years ago
15
Totally girlified dude applying make-up in the bathroom wearing just a set of female underwear
20 pictures
3120
Totally girlified dude applying make-up in the bathroom wearing just a set of female underwear
2 years ago
2
Sexy mistress needed to break in her steel hard strapon and now that she had sissy in her power
20 pictures
3237
Sexy mistress needed to break in her steel hard strapon and now that she had sissy in her power
3 years ago
2
Horny young mistress whips strap-on out and doing some savage anal sex that makes sissy boyreach reach total orgasm.
21 pictures
3537
Horny young mistress whips strap-on out and doing some savage anal sex that makes sissy boyreach reach total orgasm.
3 years ago
2
Smashing babe strap-on fucking well-hung neighbor like there is no tomorrow
18 pictures
2085
Smashing babe strap-on fucking well-hung neighbor like there is no tomorrow
3 years ago
1
Raunchy babe seducing horny guy in silky pantyhose into outrageous banging
20 pictures
6471
Raunchy babe seducing horny guy in silky pantyhose into outrageous banging
3 years ago
2
Russian teen blew the strapon and licked the guy’s ass, then she put on the strapon and fucked the sissy
20 pictures
2584
Russian teen blew the strapon and licked the guy’s ass, then she put on the strapon and fucked the sissy
3 years ago
1
Lustful chick taking pleasure in fingering and strap-on banging guy’s ass
20 pictures
1937
Lustful chick taking pleasure in fingering and strap-on banging guy’s ass
3 years ago
1
Kinky russian guy was a real sissy bitch who loved wearing dresses, long-haired wigs and all things girlie.
20 pictures
4000
Kinky russian guy was a real sissy bitch who loved wearing dresses, long-haired wigs and all things girlie.
3 years ago
2
Strap-on armed chick and sissy guy getting to doggystyle frenzy on armchair
21 pictures
2750
Strap-on armed chick and sissy guy getting to doggystyle frenzy on armchair
3 years ago
1
His thong clad bottom was just asking for raw anal plundering
21 pictures
3368
His thong clad bottom was just asking for raw anal plundering
3 years ago
1
Kinky chick lowering guy’s pantyhose and sliding strap-on into his asshole
20 pictures
5625
Kinky chick lowering guy’s pantyhose and sliding strap-on into his asshole
3 years ago
1
Blonde use her rigid strapon dildo to her next victim.
20 pictures
4634
Blonde use her rigid strapon dildo to her next victim.
3 years ago
6
Russian blonde chick in red lingerie and nylons strapon her sissy boy
20 pictures
3433
Russian blonde chick in red lingerie and nylons strapon her sissy boy
3 years ago
1
Submissive sissy who loves nothing more than having a steel hard strapon stuffed into his tight hot sissy butt
21 pictures
3743
Submissive sissy who loves nothing more than having a steel hard strapon stuffed into his tight hot sissy butt
3 years ago
2
Pegging #10
22 pictures
5836
Pegging #10
4 years ago
5
Chad Diamond & Danica Dillan - Sissifying
14 pictures
13736
Chad Diamond & Danica Dillan - Sissifying
4 years ago
1
Horny crossdressers showing off their rock hard cocks in some very sexy lingerie
16 pictures
66734
Horny crossdressers showing off their rock hard cocks in some very sexy lingerie
8 years ago
58
Horny crossdressers getting their cocks wanked and sucked off
16 pictures
30201
Horny crossdressers getting their cocks wanked and sucked off
8 years ago
20
Horny Crossdressers showing off their hard cocks in sexy womens lingerie and nylon stockings
16 pictures
36307
Horny Crossdressers showing off their hard cocks in sexy womens lingerie and nylon stockings
8 years ago
26
Horny amateur crossdressers wearing nylon stockings and playing with their dicks
16 pictures
34396
Horny amateur crossdressers wearing nylon stockings and playing with their dicks
8 years ago
18
Ho, Ho, Ho! Santa came early this year with a very special present for Luci May as she'd been such a good little girl
15 pictures
9699
Ho, Ho, Ho! Santa came early this year with a very special present for Luci May as she'd been such a good little girl
8 years ago
8
Juicy Luci looks just stunning in her naughty Miss Santa outfit.
15 pictures
6802
Juicy Luci looks just stunning in her naughty Miss Santa outfit.
8 years ago
4
Lucimay is dressed as a naughty Miss Santa for this Christmas shoot.
15 pictures
8629
Lucimay is dressed as a naughty Miss Santa for this Christmas shoot.
8 years ago
2
Lucimay dresses up as a fuck doll and waits to get punished in every hole she has.
15 pictures
11291
Lucimay dresses up as a fuck doll and waits to get punished in every hole she has.
8 years ago
3
Horny tranny sluts have a orgy party and the lucky TGirls get to suck on Kirstys big cock
15 pictures
11690
Horny tranny sluts have a orgy party and the lucky TGirls get to suck on Kirstys big cock
8 years ago
19
Lucimay slowly removes her mini skirt and shows off her hard cock.
15 pictures
8984
Lucimay slowly removes her mini skirt and shows off her hard cock.
8 years ago
4
Dark haired TV finds out how Janes strapon cock feels inside
15 pictures
29702
Dark haired TV finds out how Janes strapon cock feels inside
8 years ago
13
Crossdressing sluts showing off their hard cocks as they suck and fuck.
16 pictures
34228
Crossdressing sluts showing off their hard cocks as they suck and fuck.
8 years ago
16
Luci May and her fellow crossdresser Maid were left to do the cleaning at the Master's house.
15 pictures
12723
Luci May and her fellow crossdresser Maid were left to do the cleaning at the Master's house.
8 years ago
7
Horny tranny gives Nylon Janes ass a quick spanking
15 pictures
15369
Horny tranny gives Nylon Janes ass a quick spanking
8 years ago
2
Nylon Jane spanking slutty tgirl in lingerie
15 pictures
12199
Nylon Jane spanking slutty tgirl in lingerie
8 years ago
3
Candy is locked in Luci May's bondage cage, but she'll let her out to be her sex slave soon
15 pictures
11566
Candy is locked in Luci May's bondage cage, but she'll let her out to be her sex slave soon
8 years ago
4
Lucimay has a light blue negligee on and she is ready for some fun on her big bed.
15 pictures
8312
Lucimay has a light blue negligee on and she is ready for some fun on her big bed.
8 years ago
6
My TGirl slut for the night looks so gorgeous in her black outfit
15 pictures
11228
My TGirl slut for the night looks so gorgeous in her black outfit
8 years ago
14
Well dressed TGirls showing off their sexy outfits and hot bodies.
16 pictures
29210
Well dressed TGirls showing off their sexy outfits and hot bodies.
8 years ago
11
Well hung crossdressers get their hard cocks out just to show off.
16 pictures
25893
Well hung crossdressers get their hard cocks out just to show off.
8 years ago
23
Nurse Jane gives this sexy Tgirl a thorough examination
15 pictures
9134
Nurse Jane gives this sexy Tgirl a thorough examination
8 years ago
2
Goth crossdresser fucks Zoe in her tight asshole
15 pictures
9497
Goth crossdresser fucks Zoe in her tight asshole
8 years ago
6
Helga takes this leashed TGirl slut for a walk
15 pictures
6506
Helga takes this leashed TGirl slut for a walk
8 years ago
3
Nikki Delano
12 pictures
11049
Nikki Delano
8 years ago
3
TGirl Lucimay is feeling a little bit gothic as she poses in her home made dungeon.
15 pictures
7329
TGirl Lucimay is feeling a little bit gothic as she poses in her home made dungeon.
8 years ago
4
Nylon Jane likes to play with her cute TGirls big bikes
15 pictures
8098
Nylon Jane likes to play with her cute TGirls big bikes
8 years ago
1
Janes gorgeous nipples get sucked then she gives TV sexy footjob
15 pictures
13435
Janes gorgeous nipples get sucked then she gives TV sexy footjob
8 years ago
4
Gorgeous crossdresser Kirsty loving fucking her tight asshole with any fruit and vegetable she can find around the house
15 pictures
10736
Gorgeous crossdresser Kirsty loving fucking her tight asshole with any fruit and vegetable she can find around the house
8 years ago
11
Lucimay spanks her pvc TGirl maid before sucking her hard cock all day long.
15 pictures
9746
Lucimay spanks her pvc TGirl maid before sucking her hard cock all day long.
8 years ago
4
Naughty TGirl Lucimay is flashing her little panties just to tease you.
15 pictures
8445
Naughty TGirl Lucimay is flashing her little panties just to tease you.
8 years ago
3
TGirl Luci takes her bike out for a spin, but ends up with her saddle up her ass and wanking in the garden
15 pictures
5988
TGirl Luci takes her bike out for a spin, but ends up with her saddle up her ass and wanking in the garden
8 years ago
5
Juicy Luci May wore her lovely long rubber trench coat and a long red skirt, before becoming an all over Domme.
15 pictures
8625
Juicy Luci May wore her lovely long rubber trench coat and a long red skirt, before becoming an all over Domme.
8 years ago
7
Cock sucking and posing crossdressers having a lot of fun.
13 pictures
33373
Cock sucking and posing crossdressers having a lot of fun.
8 years ago
21
Luci May was less than pleased with the performance of her new tranny maid!
15 pictures
6417
Luci May was less than pleased with the performance of her new tranny maid!
8 years ago
3
Nylon Jane teasing a crossdressers stocking covered cock
15 pictures
14513
Nylon Jane teasing a crossdressers stocking covered cock
8 years ago
7
Femdom Helga dominates these crossdressers and fucks them hard
15 pictures
5722
Femdom Helga dominates these crossdressers and fucks them hard
8 years ago
2
Lucimay loves to suck hard cock nice and slowly with that slutty mouth of hers.
15 pictures
6828
Lucimay loves to suck hard cock nice and slowly with that slutty mouth of hers.
8 years ago
13
Luci May tries on a new little black dress and does some photos.
15 pictures
10045
Luci May tries on a new little black dress and does some photos.
8 years ago
6
Sexy TGirl Lucimay hitches up her mini skirt and grabs her thick cock.
15 pictures
6418
Sexy TGirl Lucimay hitches up her mini skirt and grabs her thick cock.
8 years ago
4
Sexy Lucimay peels off her little mini skirt and shows off her panties
15 pictures
34984
Sexy Lucimay peels off her little mini skirt and shows off her panties
8 years ago
10
Luci May enjoys a bit of special guest service, and she was fully prepared to get on her hands
15 pictures
10870
Luci May enjoys a bit of special guest service, and she was fully prepared to get on her hands
8 years ago
5
This horny tranny lets Strapon Helga ride her naughty tongue
15 pictures
5707
This horny tranny lets Strapon Helga ride her naughty tongue
8 years ago
5