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  #1  
Old 11-15-2008
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Default Shemale MILFs / The Best Mature Shemales...

These are a few pictures of some shemales that age like wine.
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File Type: jpg F111.jpg (132.0 KB, 398 views)
File Type: jpg Picture 1141.jpg (83.3 KB, 86 views)
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File Type: jpg holdinghesrup1.jpg (73.8 KB, 79 views)
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  #2  
Old 11-15-2008
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Default milfs??

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!!!
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  #3  
Old 11-15-2008
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yea you are right....milf is totally the wrong term. i hope you guys enjoy the pics tho
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  #4  
Old 11-19-2008
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Default Totally Right!

Quote:
Originally Posted by fatbutt1 View Post
yea you are right....milf is totally the wrong term. i hope you guys enjoy the pics tho
Motherfuckers I'd like to fuck - and t-women can certainly do that.
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  #5  
Old 11-19-2008
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I'm often mentioned as a shemale MILF, or told I look like a "soccer mom with a cock". Some, oh dare I say, have even said I resemble movie stars like Natalie Wood or Debra Messing.

I think of myself as the girl next door- with a big dick.

Last edited by SSL; 04-10-2013 at 12:53 AM. Reason: Images removed as per copyright holder's request
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  #6  
Old 11-19-2008
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My god melissa you are stunning, you take the cake when it comes to shemale milfs.
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  #7  
Old 11-20-2008
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Quote:
Originally Posted by TSmelissacarter View Post
I'm often mentioned as a shemale MILF, or told I look like a "soccer mom with a cock". Some, oh dare I say, have even said I resemble movie stars like Natalie Wood or Debra Messing.

I think of myself as the girl next door- with a big dick.
Thanks for the photos.

Very nice shots-very much a "TILF"

Cute, perky breasts and a cock with nice length and girth; nicely circumcised with a prominent head.

Always enjoy your posts.
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  #8  
Old 12-10-2008
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Dang Melissa, you are smoking. You are the perfect embodiment of all my combined fetishes. Thank you for posting those photos!
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  #9  
Old 12-16-2008
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Quote:
Originally Posted by TSmelissacarter View Post
I'm often mentioned as a shemale MILF, or told I look like a "soccer mom with a cock". Some, oh dare I say, have even said I resemble movie stars like Natalie Wood or Debra Messing.

I think of myself as the girl next door- with a big dick.
I've got to agree Melissa you are totally stunning, an awesome TILF.

And to answer your other question...........to fuck and be fucked
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  #10  
Old 12-18-2008
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Default WOW you are hot !

Is your she-cock circumcised ?

> I think of myself as the girl next door- with a big dick.[/COLOR][/QUOTE]
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  #11  
Old 01-13-2009
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you look fantastic. another great shemale milf
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  #12  
Old 04-30-2010
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Quote:
Originally Posted by TSmelissacarter View Post
I'm often mentioned as a shemale MILF, or told I look like a "soccer mom with a cock". Some, oh dare I say, have even said I resemble movie stars like Natalie Wood or Debra Messing.

I think of myself as the girl next door- with a big dick.
Easy to see why! You are smokin hot!
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  #13  
Old 07-10-2010
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Quote:
Originally Posted by TSmelissacarter View Post
I'm often mentioned as a shemale MILF, or told I look like a "soccer mom with a cock". Some, oh dare I say, have even said I resemble movie stars like Natalie Wood or Debra Messing.

I think of myself as the girl next door- with a big dick.
Wow Melissa, I think you are gorgeous! And yes, you do have a nice big dick!
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  #14  
Old 11-15-2008
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Quote:
Originally Posted by Bionca View Post
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!!!
Well that and a few missing inside parts, but maybe someday it'll be possiable, but you're rite we are hot no matter what are age Jennifer
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  #15  
Old 11-18-2008
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Maybe the term should be TILF-Tranny I'd Like to F**K

On that note, here is Mia-photo from Shemale Yum

A short, thick cock with a very bulbous head
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  #16  
Old 11-18-2008
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Jasmine-photo from Shemale Strokers

Very natural looking breasts with a healthy, circumcised cock
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  #17  
Old 11-18-2008
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Another one with a bit of TILF in her

Amethyst-photo from Shemale Yum
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  #18  
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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  #19  
Old 12-07-2008
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older but still soooo sexy
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File Type: jpg adriana_mortagua-2008_10_03-002.jpg (257.4 KB, 46 views)
File Type: jpg adriana_mortagua-2008_10_03-012.jpg (169.2 KB, 22 views)
File Type: jpg adriana_mortagua-2008_10_03-024.jpg (163.6 KB, 41 views)
File Type: jpg adriana_mortagua-2008_10_03-034.jpg (133.6 KB, 55 views)
File Type: jpg 1439_31_freepic.jpg (92.1 KB, 40 views)
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  #20  
Old 12-08-2008
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Leslie-photo from Shemale Yum

Another with a mature touch along with a tight sac and an unsheathed, shiny head on her uncut cock
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  #21  
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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File Type: jpg Becca-Benz-in-Los-Angeles-2.jpg (99.8 KB, 17 views)
File Type: jpg BeccaBenz_Header_1.jpg (162.8 KB, 21 views)
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  #22  
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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  #23  
Old 08-28-2016
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Default Blonde MILF

One of my favourites.
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  #24  
Old 08-28-2016
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Quote:
Originally Posted by chaser666 View Post
One of my favourites.
Thumbs up!
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  #25  
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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  #26  
Old 12-13-2008
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another sexy older latina shemale named karla
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  #27  
Old 12-13-2008
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Quote:
Originally Posted by fatbutt1 View Post
another sexy older latina shemale named karla
love the latinas and when the balls hang like that, magnificent beauty
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  #28  
Old 01-23-2009
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Default karla G

Quote:
Originally Posted by fatbutt1 View Post
another sexy older latina shemale named karla
She is very beautifuck!!
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  #29  
Old 04-13-2012
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Quote:
Originally Posted by fatbutt1 View Post
another sexy older latina shemale named karla
Same set different pics. Karla
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File Type: jpg karla7091.jpg (185.8 KB, 76 views)
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  #30  
Old 12-17-2008
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these girls are so fucking hot maaannn
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  #31  
Old 12-19-2008
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Default This is a MILF

Quote:
Originally Posted by fatbutt1 View Post
These are a few pictures of some shemales that age like wine.
These chicks are to young to be MILF'S ,this is a MILF
Attached Images
File Type: jpg 1.jpg (34.0 KB, 28 views)
File Type: jpg 2.jpg (37.1 KB, 27 views)
File Type: jpg 3.jpg (30.8 KB, 36 views)
File Type: jpg 4.jpg (31.6 KB, 14 views)
File Type: jpg 5.jpg (29.9 KB, 35 views)
File Type: jpg 6.jpg (30.6 KB, 26 views)
File Type: jpg 7.jpg (29.1 KB, 17 views)
File Type: jpg 8.jpg (35.6 KB, 35 views)
File Type: jpg 9.jpg (30.9 KB, 20 views)
File Type: jpg 10.jpg (32.8 KB, 16 views)
File Type: jpg 11.jpg (35.1 KB, 37 views)
File Type: jpg 12.jpg (32.1 KB, 19 views)
File Type: jpg 13.jpg (40.4 KB, 67 views)
File Type: jpg 14.jpg (32.7 KB, 30 views)
File Type: jpg 15.jpg (35.0 KB, 18 views)
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  #32  
Old 12-21-2008
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Tempest-photo from Shemale Strokers

Nice hint of maturity along with uniquely colored hair & cut member and small, tight sac
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  #33  
Old 12-25-2008
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Lanie-photos from Shemale Yum

Nice MILF type with pierced nipples and a circumcised member with a hint of a scar
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File Type: jpg lanie1122 sy.jpg (121.0 KB, 61 views)
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  #34  
Old 12-25-2008
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Jessica-photos from Shemale Strokers

An unsheathed head on her member with nice balls
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File Type: jpg jessica strokers 14.jpg (82.0 KB, 69 views)
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  #35  
Old 04-30-2010
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Quote:
Originally Posted by dirty30 View Post
These chicks are to young to be MILF'S ,this is a MILF
Now that's what we want to see. I love the mature babes,she is so yummy looking.
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  #36  
Old 01-02-2009
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Very Very Nice Pics.
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  #37  
Old 01-05-2009
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Martika-photos from Shemale Strokers

Nice, MILF type with the head of her uncut member unsheathed along with a nice pair of balls
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File Type: jpg martika strokers06.jpg (76.4 KB, 73 views)
File Type: jpg martika strokers14.jpg (74.8 KB, 44 views)
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  #38  
Old 01-05-2009
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There's something alluring about a mature shemale.
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  #39  
Old 01-06-2009
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mmm melissa carter, simply amazing
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  #40  
Old 01-13-2009
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it's very sexy ...
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  #41  
Old 02-09-2009
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Default wonderful

They are veryyyyyy good. Thanks.
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  #42  
Old 12-14-2009
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Quote:
Originally Posted by fatbutt1 View Post
These are a few pictures of some shemales that age like wine.
Thanks for these pics! They show that Tgirls need not get less attractive when growing older. And moreover: don`t forget that their experience also grows!
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  #43  
Old 01-04-2010
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hi love the pics of these older trannies
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  #44  
Old 09-20-2010
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Jasmine Jewels is very high in my preferences. I would like to contribute to such a 3some
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  #45  
Old 03-04-2011
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Jasmine is definitely the hottest shemale milf
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File Type: jpg 52.jpg (199.6 KB, 60 views)
File Type: jpg 53.jpg (165.9 KB, 100 views)
File Type: jpg 54.jpg (173.9 KB, 51 views)
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  #46  
Old 03-04-2011
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She is a classic gurl, but not sure about that ink job!
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  #47  
Old 03-06-2011
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Jasmine Jewels is real good mature lady
Olivia Love is real sexy so many years
But Kourtney is best
Sweet boobs
Nice Ass
Great body and
Amazing cock
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  #48  
Old 04-12-2011
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Jasmine Jewels teased by a girl
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  #49  
Old 05-17-2013
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Default Kourtney

Quote:
Originally Posted by ajdemipopusi View Post
Jasmine Jewels is real good mature lady
Olivia Love is real sexy so many years
But Kourtney is best
Sweet boobs
Nice Ass
Great body and
Amazing cock
I agree, Kourtney is specially hot
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File Type: jpg kourtney6060.jpg (248.3 KB, 80 views)
File Type: jpg kourtney6079.jpg (279.2 KB, 71 views)
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  #50  
Old 11-30-2010
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great thread great pics i love me a shemale milf!!
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