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View Full Version : Shemales and T-Girls Wearing Hats !! (Very Sexy!!)


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smc
08-14-2013, 09:43 AM
Carla Cardille in a policewoman's hat. I'd like to be arrested by her and have her conduct a cavity search with her exquisite cock.

smc
08-16-2013, 03:49 PM
Ciara, in Cowgirl Cock ...

jfk92110
08-17-2013, 08:44 AM
foxy angel with a white cap

smc
09-17-2013, 12:57 PM
Luktan cums.

smc
09-26-2013, 01:45 PM
This is Gelly ...

jfk92110
09-30-2013, 09:57 AM
Bailey Jay playing russian

Captain Jack Sparrow
10-02-2013, 03:30 PM
My mate Keira Verga....

Captain Jack Sparrow
10-02-2013, 03:43 PM
Holly Harlow...

Captain Jack Sparrow
10-02-2013, 03:52 PM
Oliviah Ovahness...

smc
12-03-2013, 03:56 PM
Karla Desejo ...

smc
12-10-2013, 10:32 AM
Miss Mary ...

not2old
02-09-2014, 12:53 PM
What? No hats since back before Christmas?
OK, here's Joy, courtesy of Frank. Nice hat :turnon:

ila
02-09-2014, 05:50 PM
What? No hats since back before Christmas?
OK, here's Joy, courtesy of Frank. Nice hat :turnon:

She's wearing a hat? :confused: I noticed something else that was much more prominent than a hat. ;)

Boner
02-09-2014, 06:36 PM
Sexy Sierra Ferraro.

not2old
02-10-2014, 05:51 PM
She's wearing a hat? :confused: I noticed something else that was much more prominent than a hat. ;)

Very perceptive, ila!
Of course, it's always nice to find something good under the hat ;)

ila
02-10-2014, 09:31 PM
...Of course, it's always nice to find something good under the hat ;)

So very true.

not2old
08-28-2014, 05:23 PM
No new hats for over 6 months?
Time for a bump, so here's Riona Aino to fix that.

a9127
08-28-2014, 10:31 PM
Oops... Caught speeding in the Camaro by "Officer Kelly" and will have to pay the price... ;)

Of course I'd let Kelly catch me anytime! :innocent: :heart:

man74tiop2
09-23-2014, 09:36 PM
Yes, that's her real porn name but I don't think it's because of her choice in hats. Perhaps some other reason?

Boner
08-30-2015, 12:05 PM
Soldier girl Kelly removes her hat with the rest of her clothes in this shoot which is a shame because she looks adorable in it!

LuvTSLB
08-31-2015, 02:02 AM
:D I think women look great in hats!! Sexy, Flirty, Sporty, Cool, Elegant.....

Here are some great examples....

Models: Allanah,(2) and Alessandra playing Cops, Sahara,Tara, Unknown,
Alessandra and Terah wearing cowboy hats!!

Yee Haw!!

Comments?

CowGirl Hats ! Save a horse , ride a CowGirl

Yeeeee Hawwwwww !

Boner
08-31-2015, 07:24 PM
CowGirl Hats ! Save a horse , ride a CowGirl

Yeeeee Hawwwwww !

Cute Cowgirl Kelly could ride me anytime!

Object69Tranny
08-31-2015, 08:44 PM
I've already posted several pics of Tara.... She loves dressing up, and seems to love hats too! :heart:
Here are some more....
Very Classy! :D

Tara was probably the first TS who caught my eye and I haven't looked back.

not2old
03-27-2016, 09:05 PM
No new hats since last August? Time for a bump, and
I think Alice is just the one to do it :turnon:
.

cumshooter69
03-28-2016, 01:44 AM
No new hats since last August? Time for a bump, and
I think Alice is just the one to do it :turnon:
.

What a great way to start the week with sexy Alice

Boner
06-08-2017, 10:55 PM
This thread needed a bump.

I'm not sure I'd like this hat on other people but Aubrey Kate looks incredibly sexy in it :turnon::drool:

elexis666
10-15-2017, 10:25 PM
Why not? Hats are fun.

Boner
10-16-2017, 10:03 PM
Jessica Host looks very smart with that hat:drool::turnon:

Boner
02-26-2018, 08:15 PM
The magnificent Tara Emory!:turnon::heart::respect:

Iowaguy82
02-26-2018, 08:28 PM
The magnificent Tara Emory!:turnon::heart::respect:

Lovely, can't go wrong with Tara:turnon:

a9127
02-26-2018, 08:50 PM
The magnificent Tara Emory!:turnon::heart::respect:

Gorgeous. Have never seen these before. :inlove:

And welcome back Iowaguy82... :cool:

Boner
02-27-2018, 05:31 PM
Since you guys like Tara...here's a couple more!:turnon::drool::heart:

Iowaguy82
02-27-2018, 08:48 PM
Since you guys like Tara...here's a couple more!:turnon::drool::heart:

Love it, she's gorgeous. Here's a few from one of the first sets I saw of her a long time ago.

Boner
11-12-2020, 03:42 PM
She looks soooooo sexy in that hat!:turnon::drool::heart:

buck1986
11-13-2020, 11:57 PM
Ladyboy Bella wears a hat while getting fucked.

Boner
11-15-2020, 11:22 AM
She looks so cute and sexy- I love her hard body too:turnon::drool::heart: