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  #251  
Old 09-03-2013
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Surprised the Ultimate Mature T-girl wasn't mentioned.
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  #252  
Old 12-02-2013
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Don't know who she is but I sure would like to hang out with her.

Quote:
Originally Posted by manhasso View Post
Sue-Ellen-Ewing has a funny name but she is a very sexy MILF
pics are from different sets from her profile on imagefap
Thanks, Man', I'll be trawling there for Sue-Ellen asap.
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  #253  
Old 01-08-2014
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Shelby Reddy (get it?) ...
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  #254  
Old 02-25-2014
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Bella poses for SMY ...
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  #255  
Old 03-12-2014
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Default www.shemaleclub.com
Remember beautiful, sexy Angie from years back? Here she is in her first new shoot in a very long time ...
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  #256  
Old 03-14-2014
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Default Renata Bueno
Some more (sorry if repost). What a beautiful woman
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  #257  
Old 04-12-2014
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Johanna Bardin last appeared for SMY in the October 14, 2003 update, more than 10 years ago!
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  #258  
Old 04-15-2014
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Quote:
Originally Posted by smc View Post
Remember beautiful, sexy Angie from years back? Here she is in her first new shoot in a very long time ...
Looking at the first jounger picture,
I greatly prefer the mature pictures two and three!
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  #259  
Old 04-17-2014
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Quote:
Originally Posted by MistressStevie View Post
I like the dabbling of milk on Jasmine here. -mS
isn´t she post-op meanwhile?
If any pixxx, please post.
Thx
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  #260  
Old 04-17-2014
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Quote:
Originally Posted by fatbutt1 View Post
These are a few pictures of some shemales that age like wine.
This thread is great allows one to see the real girls as they mature, my girl asks will I still want her when her greys, silly question as she is here because of her whole self not just her looks, thanks kadies for the great pictures and as always
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  #261  
Old 04-17-2014
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Raquel Dourado seems to have been around forever but can still ride a stiff one and that body looks gud gud ...
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  #262  
Old 05-03-2014
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Default www.shemaleyum.com
Quote:
Originally Posted by smc View Post
Johanna Bardin last appeared for SMY in the October 14, 2003 update, more than 10 years ago!
Johanna returns to SMY for a hard fucking ...[/COLOR]
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  #263  
Old 05-28-2014
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Default Celine
Such a delightful presentation. It's a pity we've seen so little of her.
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  #264  
Old 05-31-2014
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Quote:
Originally Posted by purplehead View Post
Another one with a bit of TILF in her

Amethyst-photo from Shemale Yum
That's a photo I've not seen before
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  #265  
Old 08-28-2014
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The word for today must be LEGS (again), so here's a pair happy to be seen spreading the word.
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  #266  
Old 08-29-2014
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Quote:
Originally Posted by Pollux View Post
Looking at the first jounger picture,
I greatly prefer the mature pictures two and three!
Somehow I have to agree with you, she looks more refined now...
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  #267  
Old 09-13-2014
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diosporo is just really nicediosporo is just really nicediosporo is just really nicediosporo is just really nice
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With some mileage, but sexy as hell!

Wendy Summers, you're the one!!

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  #268  
Old 10-11-2014
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age doesnt matter
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  #269  
Old 12-24-2014
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Quote:
Originally Posted by Kalenafan View Post
I agree, Kourtney is specially hot
Kourtney is specially hot
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  #270  
Old 12-26-2014
ladyboyadmirer ladyboyadmirer is offline
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Default Joanna Jet
Matured and an evergreen
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  #271  
Old 12-27-2014
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Quote:
Originally Posted by smc View Post
Johanna Bardin last appeared for SMY in the October 14, 2003 update, more than 10 years ago!
She is the epitome of shemale MILF...man she is gorgeous!! The things i would do with her are


Quote:
Originally Posted by damiangentile View Post
beauty mature
mother of...i want, i really want!!!
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  #272  
Old 12-30-2014
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Love Joanna Jet!
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  #273  
Old 01-03-2015
MistressStevie MistressStevie is offline
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A new addition appears: Becca Benz has been getting some press and she is one cute mature shemale.
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  #274  
Old 02-18-2015
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Enjoy Joanna Jet in Stockings
http://www.joannajet.info/shemale-po...getting-fucked
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  #275  
Old 02-23-2015
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Quote:
Originally Posted by man74tiop2 View Post
Such a delightful presentation. It's a pity we've seen so little of her.
Yep! She still has it.
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  #276  
Old 03-03-2015
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Quote:
Originally Posted by purplehead View Post
Ihara-photo from Shemale Yum

Nice member with a thick foreskin and nice sized balls


Totally agree, the thick foreskin seems interesting and i bet it shall taste awesome!
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  #277  
Old 03-05-2015
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Default TS Delia
She isn't young but isn't old either. Just the right age - mature and sexy!
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Last edited by dauls; 03-05-2015 at 05:58 PM.
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  #278  
Old 04-08-2015
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Quote:
Originally Posted by Bionca View Post
Not to nit-pick, but...

MILF = MOTHERs I'd Like To Fuck...

I think those cocks would get in the way of them getting pregnant...

That said, for showing that trans*women can be attractive at every age!!!
very true! the fact is even women get inspired by their makeup ideas and fall in love with their beauties. Anyhow, I strongly believe that tswomen are the best
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  #279  
Old 05-22-2016
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Default More Becca Benz
I noticed some updated pictures out there showing Becca Benz since my last update. The Bikini on beach is awesome. -mS
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  #280  
Old 05-24-2016
MistressStevie MistressStevie is offline
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Quote:
Originally Posted by man74tiop2 View Post
Celine Such a delightful presentation. It's a pity we've seen so little of her.
There is much more Celine to see on her website and blog here:

http://celine.ineedescort.co.uk/

Just a taste:
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  #281  
Old 07-16-2016
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Her own hair, eyebrows permenantly thin, a svelt body. One can only hope she has just a dim memory of erection. Lovely.
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  #282  
Old 07-16-2016
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Quote:
Originally Posted by MistressStevie View Post
I noticed some updated pictures out there showing Becca Benz since my last update. The Bikini on beach is awesome. -mS
She is so yummy, I just adore her nails.
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  #283  
Old 08-28-2016
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Default Blonde MILF
One of my favourites.
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  #284  
Old 08-28-2016
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One of my favourites.
Thumbs up!
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  #285  
Old 08-28-2016
a9127 a9127 is offline
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Quote:
Originally Posted by damiangentile View Post
Some more (sorry if repost). What a beautiful woman
All great posts but I wonder how I ever missed this beauty! I don't want to know what the definition of "mature" is... They all look young to me!
Last edited by a9127; 08-28-2016 at 05:11 PM.
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  #286  
Old 08-28-2016
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Quote:
Originally Posted by chaser666 View Post
One of my favourites.
There is a lot to like there Chaser. Usually, with three pictures I can figure out who somebody is. This time, that failed. So I'll ask--Who is she and where do we find more! -mS
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  #287  
Old 01-30-2017
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Default Lludy Fortune
Mmmmm! I'd love to share experiences with her.
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  #288  
Old 02-01-2017
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Great seeing mature women here.
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