View Full Version : Shemale MILFs / The Best Mature Shemales...
fatbutt1
11-15-2008, 10:34 PM
These are a few pictures of some shemales that age like wine.
Bionca
11-15-2008, 10:38 PM
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, :respect::respect::respect: for showing that trans*women can be attractive at every age!!!
fatbutt1
11-15-2008, 10:41 PM
yea you are right....milf is totally the wrong term. i hope you guys enjoy the pics tho
transjen
11-15-2008, 10:48 PM
I think those cocks would get in the way of them getting pregnant...
That said, :respect::respect::respect: 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 :yes: Jennifer
purplehead
11-18-2008, 02:34 PM
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
purplehead
11-18-2008, 02:39 PM
Jasmine-photo from Shemale Strokers
Very natural looking breasts with a healthy, circumcised cock
purplehead
11-18-2008, 02:43 PM
Another one with a bit of TILF in her
Amethyst-photo from Shemale Yum
fatbutt1
11-19-2008, 09:44 AM
yummy pics
Chris22
11-19-2008, 10:16 AM
1st set of pics, 1 row and furthest to the right. I dream of the day i'm with a tgirl like that......
Chris22
11-19-2008, 10:17 AM
that was meant to be 1st row.
fatbutt1
11-19-2008, 10:31 AM
yea shes hot
jamie
11-19-2008, 10:33 AM
age has not hurt any of these beauties
fatbutt1
11-19-2008, 10:42 AM
these shemales are also hot
wankless
11-19-2008, 11:01 AM
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.
TSmelissacarter
11-19-2008, 01:21 PM
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.
practicename
11-19-2008, 02:06 PM
My god melissa you are stunning, you take the cake when it comes to shemale milfs.:turnon:
gaspare12
11-19-2008, 02:32 PM
First time for me!:eek: I read the rules and will try to abide by them.:yes:
The pictures are simply beautifull :turnon:and I can now live out a life time fantasy and meet some one some day.:coupling:
More later,
Gaspare
TSmelissacarter
11-19-2008, 02:37 PM
so we all know the "ilf" stands for "__________ I'd like to fuck".
I'm curious, for transsexuals, is it that you want to fuck us, get fucked by us or both?
transjen
11-19-2008, 02:49 PM
so we all know the "ilf" stands for "__________ I'd like to fuck".
I'm curious, for transsexuals, is it that you want to fuck us, get fucked by us or both? I've always prefered to be the one getting F:censored:D, But i'd kinda like to give it one final go before it's gone ;) Jennifer
Chris22
11-19-2008, 03:18 PM
I must say Melissa, you're gorgeous! i'm going to check out your site right now!
fatbutt1
11-19-2008, 11:46 PM
yes ms. melissa you rock
TSmelissacarter
11-20-2008, 12:16 AM
imagine I'm the girl next door
if you need some sugar come knock on my door
purplehead
11-20-2008, 07:14 AM
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.
purplehead
11-20-2008, 07:55 AM
Alexis-photo from Shemale Yum
Full figured with a nicely cut cock, a hint of a circ scar and a loose, possibly empty sac
purplehead
11-20-2008, 07:58 AM
Kimberly-photo from Shemale Yum
Another with the TILF look-very nice cock with a prominent head and visible scar
DL_NL
11-20-2008, 04:21 PM
Wow, Melissa... great pics! I wouldn't mind having you next door, guess I'd never buy sugar again. :)
purplehead
11-21-2008, 07:51 AM
Ruby-photo from Shemale Yum
A dark hued, uncut member with a shiny head partially exposed and tiny balls
TSmelissacarter
11-21-2008, 07:55 AM
purplehead, it is funny how you describe transsexual anatomy, almost like we are cuts of beef
purplehead
11-21-2008, 08:06 AM
purplehead, it is funny how you describe transsexual anatomy, almost like we are cuts of beef
I am not trying to be disrespectful in any way-just describing what I see
fatbutt1
11-21-2008, 10:23 AM
do you have any more pics of ruby purplehead?
AndreaK
11-22-2008, 05:23 PM
How about Middleaged Intersex i'd Like to Fuck?
Thats me boys....
Andi
How about Middleaged Intersex i'd Like to Fuck?
Thats me boys....
Andi
Hi Andi. Welcome to the forum.
O'Sully TS Hopeful
11-22-2008, 08:41 PM
I've always prefered to be the one getting F:censored:D, But i'd kinda like to give it one final go before it's gone ;) Jennifer
Same here. and I also wouldn't mind giving it a go one last time. Mainly to decide if it does go or stay.
black nylons
11-22-2008, 08:58 PM
Kimberly-photo from Shemale Yum
Another with the TILF look-very nice cock with a prominent head and visible scar
how beautiful r you my dear love xx
transjen
11-22-2008, 10:43 PM
Same here. and I also wouldn't mind giving it a go one last time. Mainly to decide if it does go or stay. My mind has made up for a long time now and nothing can or will change my mind, But i'd still like to go to bed with G-girl one last time to use it as after i'm post-op i'll never be able to do it agian just a last time before i lose it for good :yes: Jennifer
purplehead
11-23-2008, 05:39 AM
do you have any more pics of ruby purplehead?
This is the only one I have.
purplehead
11-23-2008, 05:41 AM
How about Middleaged Intersex i'd Like to Fuck?
Thats me boys....
Andi
Any chance we get to see pictures? :yes:
AndreaK
11-23-2008, 10:51 AM
Any chance we get to see pictures? :yes:
Maybe sometime soon, I look like a right dog at the moment, you wouldn't thank me for posting!
Andi
x
purplehead
11-23-2008, 04:10 PM
Gigi-photo from Shemale Yum
Another with a bit of TILF in her along with a full figure and a nicely circumcised cock with an apparent empty sac
purplehead
11-24-2008, 10:44 AM
Armani-photo from Joey-Silvera.com
A bit of TILF in her as well with her good looks and nicely clipped cock and smallish balls
purplehead
11-24-2008, 10:49 AM
Tiffany-photo from Shemale Yum
Nicely cut cock with a visible circ scar and tight full sac
purplehead
11-24-2008, 01:46 PM
Foxy Angel-photo from foxyangel.com
IMO, I think she fits the description. Her nicely cut member and its prominent head are possibly one of the best.
BigToy4Asia
11-24-2008, 01:54 PM
I love Tiffany... petite where it counts and full grown where it matters... Great j-o material!!
SweetCharmer
11-24-2008, 04:55 PM
Melissa you are a goddess no doubt about it you have an amazing natural beauty about you that i'm sure drives guys (or girls) wild. i'm glad that someone as beautiful as you is on this forum because its made my love of shemales even greater
hawaiinguy
11-24-2008, 07:15 PM
Very lovely pics, even though they might not be mothers, still would like to give them the ol' :turnon:, or have them give it to me
purplehead
11-25-2008, 09:26 AM
Bianca-photo from Frank's T Girl World
Nice, shiny pink head on her uncut member with large, tight balls
purplehead
11-25-2008, 09:29 AM
Lani-photo from Shemale Yum
Full figured with a cut cock and missing balls
fatbutt1
11-25-2008, 09:30 AM
purplehead, you always got the best pics thanks
CuriousGirl
11-25-2008, 09:43 AM
Purpie,
The two pics of the castrated latina are terrific! I'm increasingly intrigued by castrated shemales and I hope you'll post some more of her and any others you may have or can find.
"She" must have had a very impressive penis before castration's effects began to set in. Even now, all limp and dangly (YUMMO!) it's larger than most.
Thanks!
(I know...I know...I'm one crazy girl.)
purplehead
11-26-2008, 07:33 AM
Cheyenne-photo from Shemale Yum
A bit of TILF here along with a cut member and empty sac (for CuriousGirl)
purplehead
11-26-2008, 09:47 AM
Same here. and I also wouldn't mind giving it a go one last time. Mainly to decide if it does go or stay.
Perhaps you should let us all have one last look before it is disposed of. :D
purplehead
11-26-2008, 09:52 AM
My mind has made up for a long time now and nothing can or will change my mind, But i'd still like to go to bed with G-girl one last time to use it as after i'm post-op i'll never be able to do it agian just a last time before i lose it for good :yes: Jennifer
Perhaps we can get one last look at it before it goes-for old times sake ;)
CuriousGirl
11-26-2008, 11:50 AM
Awwwww...Thank you, Purpie!
I know I must be one wacked-out lady but there's something so special about these castrated shemales. I think it may be that I see them as having given up manhood but by keeping their penises they announce themselves as a truly unique sexual entity rather than trying to be something they can never be by undergoing the whole operation.
I once thought the novelty of a penis without balls might wear off but the opposite has proven true. I hope I can find more pics and vids soon, either by my own searching or via the kindness of you, Purpie, and others. Also, I think my Asian "ladyboy" lover might be thinking I might suck her little penis completely off someday since I'm so addicted to it. Luckily, we can only get together for occasional weekends of fun and games and "She" doesn't seem the least bored with our play; Quite the opposite, in fact, since I'm one of the very few partners who is skilled and patient enough to bring her to an orgasm despite the fact that she's been without balls for a few years and is not taking male hormones.
Thanks again, so very much.
CG
purplehead
11-26-2008, 02:32 PM
Awwwww...Thank you, Purpie!
I know I must be one wacked-out lady but there's something so special about these castrated shemales. I think it may be that I see them as having given up manhood but by keeping their penises they announce themselves as a truly unique sexual entity rather than trying to be something they can never be by undergoing the whole operation.
I once thought the novelty of a penis without balls might wear off but the opposite has proven true. I hope I can find more pics and vids soon, either by my own searching or via the kindness of you, Purpie, and others. Also, I think my Asian "ladyboy" lover might be thinking I might suck her little penis completely off someday since I'm so addicted to it. Luckily, we can only get together for occasional weekends of fun and games and "She" doesn't seem the least bored with our play; Quite the opposite, in fact, since I'm one of the very few partners who is skilled and patient enough to bring her to an orgasm despite the fact that she's been without balls for a few years and is not taking male hormones.
Thanks again, so very much.
CG
I am glad you enjoyed the pictures.
Check out the Soft & Dangling thread as some there have very small balls or what appear to be empty sacs.
Any chance your friend will let you post pictures of her aptly described member?
transjen
11-26-2008, 04:29 PM
Perhaps we can get one last look at it before it goes-for old times sake ;) Maybe, as i love the photo of Dainelle Foxx see attached photo, i'd love to have a photo of me doing the same photo but i may get sued if i steal her pose :rolleyes: Jennifer
fatbutt1
11-26-2008, 05:04 PM
curious girl is right, purplehead you have awesome pictures.
purplehead
11-26-2008, 05:46 PM
Maybe, as i love the photo of Dainelle Foxx see attached photo, i'd love to have a photo of me doing the same photo but i may get sued if i steal her pose :rolleyes: Jennifer
I am unsure whether that pose is trademarked or copyrighted.
Certainly you can provide you own pose to give us one last look that would showcase your member in a similar manner. :yes:
fatbutt1
11-26-2008, 07:00 PM
here are some more pictures of older but still very sexy trannies i would love to make love too!
mickster
11-26-2008, 07:54 PM
I find them very desirable .
bigjoe
11-26-2008, 08:24 PM
more more!!
purplehead
11-27-2008, 08:42 AM
Kat-photo from Shemale Yum
A bit of TILF-Cougar in her along with a lengthy member with a nice head and nothing in her sac
purplehead
11-27-2008, 08:49 AM
Annais-photo from Shemale Yum
Some maturity here and a large cock with the head starting to come out along with a tight, small sac
purplehead
11-27-2008, 08:53 AM
Leslee-photo from Shemale Yum
Nice MILF type along with her full sac and nicely cut, erect member with the scar visible
purplehead
11-27-2008, 09:18 AM
Sasha-photo from Frank's T Girl World
Full figured with a darker colored cock and alternately hued head and tight sac
purplehead
11-27-2008, 02:44 PM
Hannah-photo from Shemale Yum
Nice mature girl with a loose foreskin and shiny head
purplehead
11-27-2008, 02:46 PM
Ariel-photo from Shemale Yum
Nice, full figure with a thick, cut cock and nice large head
purplehead
11-27-2008, 02:50 PM
Jennifer-photo from Shemale Yum
A MILF-Cougar looking girl with small balls in a loose sac along with a nicely circumcised member
purplehead
11-29-2008, 12:23 AM
Gia-photo from Shemale Yum
Another MILF-Cougar with a small, full sac and uncut member with a glimpse of the head
purplehead
11-29-2008, 12:27 AM
Deanna-photo from Shemale Strokers
Nice figure with a cut cock and tight, full sac
z_u_l2004
11-29-2008, 01:13 AM
Same here. and I also wouldn't mind giving it a go one last time. Mainly to decide if it does go or stay.
any other pics of u ..sully?
purplehead
12-01-2008, 10:18 AM
Chica Lima-photo from Shemale Yum
A little TILF-Cougar in her as well with her cock at attention and a circ scar showing
purplehead
12-01-2008, 10:48 AM
Kira-photo from Shemale Yum
Nicely clipped cock with what appears to be an empty sac
CuriousGirl
12-01-2008, 11:15 AM
I am glad you enjoyed the pictures.
Check out the Soft & Dangling thread as some there have very small balls or what appear to be empty sacs.
Any chance your friend will let you post pictures of her aptly described member?
Purpie,
I will ask "her". If she says OK, then fine, but if not, then that's law.
Frankly, I can't imagine a reason for her to refuse but if there's one thing I've learned in life it's "Expect the unexpected!".
I'll see her again around mid-December and that's when I'll pop the ?
purplehead
12-02-2008, 08:46 AM
Selena-photo from Shemale Yum
Nice mature girl with an uncut member and tight sac
purplehead
12-02-2008, 08:49 AM
Daniella-photo from Frank's T Girl World
Fuller figured with a nicely clipped member and smallish balls
graubi
12-02-2008, 10:37 AM
Crazy and hot. Thank you.
purplehead
12-03-2008, 07:27 AM
Ihara-photo from Shemale Yum
Nice member with a thick foreskin and nice sized balls
purplehead
12-03-2008, 07:30 AM
Princess-photo from Shemale Yum
Nice, pointed breasts along with a cut member and a bit of wrinkle in her sac
purplehead
12-03-2008, 07:56 AM
Ginna-photo from Frank's T Girl World
Nice TILF-Cougar type with a full figure, an unsheathed cock head and somewhat loose sac
purplehead
12-03-2008, 10:43 AM
Cheribaum-photo from Shemale Yum
A nice bit of maturity with a tanline surrounding her clipped member and tight sac
purplehead
12-03-2008, 10:47 AM
Mayumi-photo from Shemale Yum
A nice, clipped stiffy on this mature girl
purplehead
12-04-2008, 07:23 AM
LaCherry Spice-photo from Shemale Storkers
MILF type with a nicely cut stiffy and smallish balls
purplehead
12-05-2008, 06:17 AM
Samantha-photo from Shemale Yum
Nice MILF type with a lengthy, clipped member, visible scar, tight sac and full pubic bush
fatbutt1
12-07-2008, 11:15 AM
older but still soooo sexy
purplehead
12-08-2008, 04:49 AM
Leslie-photo from Shemale Yum
Another with a mature touch along with a tight sac and an unsheathed, shiny head on her uncut cock
curious4TS
12-10-2008, 02:27 AM
Dang Melissa, you are smoking. You are the perfect embodiment of all my combined fetishes. Thank you for posting those photos!
johnfitzgerald
12-10-2008, 04:24 AM
ty for my wonderful orgasms!!!:turnon:
dangdaddy
12-10-2008, 07:41 AM
Nice looking :coupling:
purplehead
12-10-2008, 08:54 AM
Brooke-photo from Frank's T Girl World
Nice balls topped with a cute, clipped member
purplehead
12-12-2008, 07:20 AM
Alex-photos from Shemale Yum
Nice touch of maturity with a full sac and nicely clipped cock
fatbutt1
12-13-2008, 10:06 AM
another sexy older latina shemale named karla
asefase1
12-13-2008, 10:20 AM
Same here. and I also wouldn't mind giving it a go one last time. Mainly to decide if it does go or stay.
it has been my fantasy to be with a shemale every since i acquired the fetish, but i must say that the decision to keep it or lose it might be intimidating for someone. i like the best of both worlds anyway
asefase1
12-13-2008, 10:22 AM
another sexy older latina shemale named karla
love the latinas and when the balls hang like that, magnificent beauty
asefase1
12-13-2008, 10:27 AM
here are some more pictures of older but still very sexy trannies i would love to make love too!
the tranny in the last pic is my idea of perfection, so pretty
it has been my fantasy to be with a shemale every since i acquired the fetish,
Being with a transwoman is no more of a fetish than being with a genetic woman. If you look at transwomen as a fetish then you are just a shallow person with nothing more on his mind than getting his rocks off. Transwomen are real people with real feelings. To think of them as anything less is degrading to them.
coolioe
12-13-2008, 11:10 AM
very nice pics!! :respect::turnon:
mbru777
12-13-2008, 10:47 PM
man they really do age like a fine wine
asefase1
12-15-2008, 08:01 AM
Being with a transwoman is no more of a fetish than being with a genetic woman. If you look at transwomen as a fetish then you are just a shallow person with nothing more on his mind than getting his rocks off. Transwomen are real people with real feelings. To think of them as anything less is degrading to them.
sorry, i meant no disrespect, bad choice of words. but i must say that i only recently discovered my attraction to transexuals, and only very recently began communication on this forum and no other. everybody on this planet is a human being, and (i don't want to open the religious pandora's box) one of you know who's beautiful creations
purplehead
12-16-2008, 04:40 AM
Angel-photo from Shemale Yum
Nice, mature girl with a full figure, full sac and a shiny head at the end of her cock
cr8tive
12-16-2008, 08:27 AM
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 :turnon::turnon::turnon:
motorola
12-17-2008, 09:12 AM
these girls are so fucking hot maaannn
Kimberly is the best. She has the scrotum of a bull. I love her gigantic sack and balls
Kimberly-photo from Shemale Yum
Another with the TILF look-very nice cock with a prominent head and visible scar
bignhard4u
12-18-2008, 03:13 AM
Is your she-cock circumcised ?
> I think of myself as the girl next door- with a big dick.[/COLOR][/QUOTE]
bignhard4u
12-18-2008, 03:18 AM
Purplehead , You are a woman after my own hart !
I love cut shemales !
benji5
12-18-2008, 07:34 AM
some great mature shemales on this thread
benji5
12-18-2008, 08:30 AM
also gotta join in the compliments to melissa, sexy soccer mom!
purplehead
12-19-2008, 10:31 AM
Sabrina-photo from Shemale Yum
Nice touch of maturity here along with a small tight sac and unclipped member with the tip of the head peeking out
graubi
12-19-2008, 10:46 AM
Beautiful faces and cocks. Thank you.
bignhard4u
12-19-2008, 12:56 PM
also gotta join in the compliments to melissa, sexy soccer mom!
So do I , The cut soccer mom !
bignhard4u
12-19-2008, 01:02 PM
or seen pics of a Tgirl by the name of Kayla Starr ?
dirty30
12-19-2008, 01:55 PM
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
purplehead
12-21-2008, 04:00 PM
Tempest-photo from Shemale Strokers
Nice hint of maturity along with uniquely colored hair & cut member and small, tight sac
purplehead
12-25-2008, 03:34 PM
Lanie-photos from Shemale Yum
Nice MILF type with pierced nipples and a circumcised member with a hint of a scar
purplehead
12-25-2008, 04:07 PM
Jessica-photos from Shemale Strokers
An unsheathed head on her member with nice balls
purplehead
12-28-2008, 05:42 PM
LeFemme-photo from Shemale yum
Nice touch of MILF with a lengthy uncut member and what appears to be an empty sac
purplehead
01-01-2009, 03:59 PM
Christina-photo from Shemale Yum
Nice, MILF type with a dangling sac and nicely clipped member
softsoleman
01-02-2009, 04:28 PM
Very Very Nice Pics.
purplehead
01-05-2009, 07:40 AM
Martika-photos from Shemale Strokers
Nice, MILF type with the head of her uncut member unsheathed along with a nice pair of balls
cockluva
01-05-2009, 04:36 PM
There's something alluring about a mature shemale.
szxasq1
01-05-2009, 09:04 PM
Hannah-photo from Shemale Yum
Nice mature girl with a loose foreskin and shiny head
looks like that one has a dorsal slit circ with all that skin hanging off the bottom. Might be filipino
purplehead
01-06-2009, 07:01 AM
Tomika-photo from Shemale Yum
A touch of maturity with a nicely cut member and hint of a scar
Boghy
01-06-2009, 03:02 PM
Nahhh Keep'um fresh :coupling:
Bubba11133
01-06-2009, 03:40 PM
mmm melissa carter, simply amazing
hotwire
01-07-2009, 08:12 AM
damn these are some super sexy older ladies im loving it!!
simone
01-07-2009, 08:25 AM
gooooooooood:coupling::coupling::coupling::turnon:
purplehead
01-13-2009, 07:33 AM
Ursula-photos from Shemale Yum
A touch of maturity here along with a smallish, loosely circumcised cock and and empty sac
samercom
01-13-2009, 08:55 AM
it's very sexy ...
titleist
01-13-2009, 01:15 PM
you look fantastic. another great shemale milf
purplehead
01-21-2009, 05:55 AM
Brooke-photos from Tranny Surprise
Smallish, loose sac with a small, nicely clipped cock
purplehead
01-23-2009, 05:52 AM
Kourtney-photos from hotwendywilliams
Very nice mature girl with a circumcised cock, visible circ scar and small balls
simonne5478
01-23-2009, 07:21 PM
another sexy older latina shemale named karla
She is very beautifuck!!
santis
01-23-2009, 07:47 PM
thanks :yes:
purplehead
01-28-2009, 09:54 AM
Erika-photos from Shemale Yum
A mature look with a nice, full sac and nicely cut cock
purplehead
01-29-2009, 06:03 AM
Alexandra-photos from Shemale Yum
Nicely circumcised with a prominent head and full sac
purplehead
02-01-2009, 03:25 PM
Maitai-photos from Joey-Silvera
Top heavy MILF type with a cut stiffy and purple head on it
redas
02-01-2009, 05:09 PM
these milf shemales are real great
purplehead
02-06-2009, 06:44 AM
Annette-photos from Shemale Yum
A touch of maturity with a healthy chest and a nicely circumcised cock with the scar visible and full sac
Veero31
02-07-2009, 03:29 AM
these are nice, thanx!
LolaLovecock
02-07-2009, 04:01 AM
This thread rocks - "soccer mom" rules
oxxo125
02-08-2009, 06:05 AM
they look hot yea.
dirty30
02-08-2009, 06:35 AM
Kourtney-photos from hotwendywilliams
Very nice mature girl with a circumcised cock, visible circ scar and small balls lot's of resect to ya Kortney :respect:
purplehead
02-09-2009, 09:23 AM
Maitai-photos from Joey-Silvera
Top heavy MILF type with a cut stiffy and purple head on it
http://www.shemale-movies.net/1991kdn/ahvds.html
Here is a clip of this girl playing with herself and jacking off
pau50
02-09-2009, 09:26 AM
They are veryyyyyy good. Thanks.
Opeth
02-09-2009, 01:06 PM
thx ... they're so hot
serapnil
02-09-2009, 01:36 PM
Beautiful faces and cocks. Thank you.
purplehead
02-10-2009, 06:46 AM
Melissa-photos from Shemale Yum
MILF type with nice breasts, a full sac, and nicely clipped cock
adrian
03-28-2009, 05:04 PM
Jasmine Jewels.
VrgnBoi2Fuck
03-29-2009, 05:07 AM
so we all know the "ilf" stands for "__________ I'd like to fuck".
I'm curious, for transsexuals, is it that you want to fuck us, get fucked by us or both?
mmmm, You Are soo Beautiful Melissa. I would want to get fucked by you. :drool::turnon::coupling:
purplehead
04-14-2009, 08:54 AM
Brandy-photo from Shemale Yum
A touch of maturity here with nice breasts along with a circumcised cock & tight sac
simonne5478
04-19-2009, 10:40 AM
Experienced Tgirls!!
purplehead
06-25-2009, 04:17 PM
Rosita-photos from Shemale Yum
Nice looking MILF type with a small, uncircumcised member (head partially unsheathed) and a small nut sac
purplehead
06-25-2009, 04:25 PM
Kelly-photos from Shemale Yum
A MILF looking girl with a cut cock and nice trimmed pubic bush
ippopippo64
06-25-2009, 04:32 PM
more more pics
MILF its so hot
runround04
06-26-2009, 12:15 AM
purplehead- very nice addition
angel274
06-26-2009, 07:32 PM
the older they get the better some of them look.
Jonas
06-26-2009, 07:55 PM
hei guys i've some more brand new pics of the trantastic jasmine jewel!!!!!
and soon, others of this set
purplehead
07-01-2009, 07:19 AM
Julia Reeds-photos from Shemale Yum
A MILF type girl with a nice, circumcised member
Jonas
07-04-2009, 04:36 AM
I promised you more Jasmine's pics, so........... Enjoy!
Rambam
07-04-2009, 05:41 PM
Giselle Meirelles Kuzattis, a well-known sexy TV lady in Brazil
Vanillas
07-06-2009, 02:49 AM
Kelly-photos from Shemale Yum
A MILF looking girl with a cut cock and nice trimmed pubic bush
This Tgirl (not yet a MILF in my opinion) is my ideal type. Her cut cock looks quite suckable, fairly begging for deep throat. And, I love her bush. It is getting harder to find unshorn Tgirls. It seems they are suffering the same fate as GGs with pubic hair, in mainline porn.
brien
07-15-2009, 01:22 PM
I've always prefered to be the one getting F:censored:D, But i'd kinda like to give it one final go before it's gone ;) Jennifer
any day of the week
J_TSLover
07-15-2009, 01:29 PM
Love em cant get enough:turnon:
Jonas
07-28-2009, 09:43 AM
Love em cant get enough:turnon:
So others pics 4 u:
Jonas
07-28-2009, 09:50 AM
i'm sorry 4 the double post, but i've another present 4 u guys that love milf's cocks. A complete pics' set, always of Jasmine:
tktktk
08-07-2009, 04:28 PM
:coupling::coupling::respect:
Jonas
11-21-2009, 07:51 PM
Let's change for the joy of milfs' lovers:
El nino
11-23-2009, 12:26 AM
Can't go wrong with a TILF!!
Jonas
11-28-2009, 11:57 AM
Can't go wrong with a TILF!!
Ok, so others TILF 4 u:
From tranzmania.com & shemaleyum.com
calgaryshyguy34
11-28-2009, 01:43 PM
Love the Japanesse ladies
interal
11-29-2009, 08:30 PM
It's nice to see Olivia Love in new sets again.:yes:
Starting with an earlier picture of her followed by some newer ones.:eek:
..not sure of her name but.. Mmm-mm moMI!! :kiss:
kraken111
11-30-2009, 02:01 PM
What a great group of milfs
piskavac
11-30-2009, 04:57 PM
wow, that last MILF is awesome. nice curved cock!
p.lewis2
12-01-2009, 04:55 AM
I'm in love with these older chicks. Please keep it coming!
tgirlass
12-14-2009, 09:18 AM
Ok, so others TILF 4 u:
From tranzmania.com & shemaleyum.com
The second babe is HOT!!!
Keep the mature babes cumming.
oskar
12-14-2009, 09:30 AM
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!
bernybudmon
01-04-2010, 03:26 PM
hi love the pics of these older trannies :turnon::turnon::turnon:
Falcon22
01-05-2010, 10:05 AM
:yes: good work:yes:
Jonas
02-06-2010, 02:32 PM
The second babe is HOT!!! ...
I know, Olivia she's so hooot:turnon::turnon:
news of Jasmine:
manhasso
02-07-2010, 02:41 PM
Kelly-photos from Shemale Yum
A MILF looking girl with a cut cock and nice trimmed pubic bush
Wow, she is very hot! Does anyone has more pics or vids of her?
tgirlass
04-30-2010, 05:51 AM
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.
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! :turnon::heart:
NickNickNick
04-30-2010, 10:15 AM
so we all know the "ilf" stands for "__________ I'd like to fuck".
I'm curious, for transsexuals, is it that you want to fuck us, get fucked by us or both?
I'd like to do both, but i'd prefer for you to fuck me more. And giving you blowjobs all the time would be awesome.
connie
04-30-2010, 03:03 PM
I am in love, my gosh, you are beautiful. Would love to be anything for you. Any chance of more pictutes? I hope, I hope, I hope. Say would Barbie Woods, Olivia Love, Joanna Jett, and Gia Darling fit into this catagory?
shadows
04-30-2010, 10:59 PM
Alas, Melissa Carter has had her account deleted some time ago(I am not certain of the exact date as there is no way for me to check).
^ Melissa has been gone for about 18 months now. She still has her web site. I think they it is melissacarter.com or melissacarter.org. If neither then do a google search and her site will come up.
shadows
04-30-2010, 11:07 PM
Yeah, that's a little bit before my time here.;)
I'm sorry that Melissa did leave. She was one of the nicest ladies that I've had the pleasure to meet on here.
connie
05-07-2010, 10:39 PM
thank you for the info about melissa, kisses and more
manhasso
07-06-2010, 01:34 AM
Karen Rodrigues
Alex1977bi
07-06-2010, 03:24 AM
Older is better. ;)
I love MILF-Tranny?s. :turnon:
manhasso
07-08-2010, 02:19 AM
Blonde MILF ladyboy Marylyn gets drilled
frolickingjames
07-10-2010, 11:07 AM
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!
bigjoe
07-12-2010, 04:20 PM
i adore milfs wow!
Sessha
07-12-2010, 06:30 PM
I could very well see myself with one of these sexy TILFs.
b umboy100
07-16-2010, 10:59 PM
I'm not gay and have never considered myself to be such. The shemale cock is such a darned turn on. Some of these are awesome
manhasso
07-16-2010, 11:18 PM
I dont know her name but I love her big eyes
tgirlass
07-24-2010, 05:15 AM
Blonde MILF ladyboy Marylyn gets drilled
Wish that was my cock in her ass. Looks like she it loving that ass fucking.
Putte
07-26-2010, 07:45 AM
:) Great pix in this thread.
Thanks.
/Putte:turnon::turnon:
manhasso
07-29-2010, 01:28 PM
You can see it in Yasmin Hernandez's eyes that she's saying "come on big boy, get closer"
manhasso
07-29-2010, 02:21 PM
Jazmeen is getting ready for a good fuck
locco86
09-13-2010, 10:51 PM
i believe she is an ANGEL!!!
Slavetoebony
09-14-2010, 11:13 AM
Alexis-photo from Shemale Yum
Full figured with a nicely cut cock, a hint of a circ scar and a loose, possibly empty sac
A great make-up job, in particular her lips. 10 out of 10 for choice of lipstick.
manhasso
09-20-2010, 06:10 PM
Jasmine Jewels is very high in my preferences. I would like to contribute to such a 3some
mabedzaqueen
09-28-2010, 11:07 PM
Here are 2 beautiful mature transwomen that I'd like to be seen with (and, of course, do things with!)
#1: the lovely Amanda Taylor who I think I'd get along with pretty well (I've seen a few vids of her and she seems the quiet, relaxed type).:inlove:
#2: believe me, this pic of sweet Mickelly is not amateur work! Hmmmm she looks so inviting there...:kiss:
i believe she is an ANGEL!!!
Does she have a full name?
Fantasex 76
09-30-2010, 12:11 PM
i believe she is an ANGEL!!!
Kimberly Devine :inlove::inlove::inlove::inlove: a true TS superstar.:cool::respect:
mabedzaqueen
10-08-2010, 08:32 AM
Finally found a recent pic of sweet Carla Abiazzi that most of you may remember as a brunette, while others will recall her torrid, magnificent "lesbian-shemale" scene with Marjorie Romao...:drool:
One thing I'm sure of: waking up every day with such a beautiful lady by my side would make this world seem like a much better place...
manhasso
10-18-2010, 04:07 AM
Nadine is still fresh
Agurlishboy01
11-11-2010, 04:25 PM
Nadine is still fresh
:respect:
She is very fine and delicious...
code13
11-30-2010, 10:10 PM
great thread great pics i love me a shemale milf!!
TrannyFan88
11-30-2010, 10:56 PM
lady godiva
LibertyHarkness
12-02-2010, 06:09 AM
what age is one a shemale milf/cougar? i am 33 on the 12th december.. does that make me a cougar/milf
what age is one a shemale milf/cougar? i am 33 on the 12th december.. does that make me a cougar/milf
I have no idea of the answer to your question, Libby, but if you are a cougar, I'd like to be your prey. I guess that makes me one of the following in this quote from Wikipedia:
"A capable stalk-and-ambush predator, the cougar pursues a wide variety of prey. Primary food sources include ungulates such as deer, elk, moose, and bighorn sheep, as well as domestic cattle, horses and sheep, particularly in the northern part of its range."
;):turnon:
TrannyFan88
12-03-2010, 12:52 AM
jasmine jewels is really lush
manhasso
02-18-2011, 03:37 AM
Jasmine Jewels knows how to thank a boy for a nice Valentine's gift :)
manhasso
03-04-2011, 02:34 AM
Jasmine is definitely the hottest shemale milf
Elliot
03-04-2011, 03:02 AM
She is a classic gurl, but not sure about that ink job!
ajdemipopusi
03-06-2011, 09:37 AM
Jasmine Jewels is real good mature lady :turnon::turnon:
Olivia Love is real sexy so many years :turnon: :turnon: :turnon:
But Kourtney is best :turnon:
Sweet boobs :turnon:
Nice Ass :turnon:
Great body :turnon: and
Amazing cock :turnon:
manhasso
04-12-2011, 09:17 PM
Jasmine Jewels teased by a girl
Anallisa
04-13-2011, 04:34 AM
Nikita on Shemaleyum
dauls
04-29-2011, 08:40 PM
Kourtney :eek:;):drool:
Jasmine Jewels and two lovers.
passivedude
06-15-2011, 05:54 PM
so we all know the "ilf" stands for "__________ I'd like to fuck".
I'm curious, for transsexuals, is it that you want to fuck us, get fucked by us or both?
Get fucked by you long and hard. Id use the term MILTFM Mother i'd Like To Fuck Me! Having said that you look quite young and very lovley!:inlove:
passivedude
06-15-2011, 06:16 PM
Kourtney :eek:;):drool:
Kourtney is just amazing. I'd got to the ends of he earth to get her big stiff girl willy up my bum hole. Does any one jave any barefoot pictures of her?:inlove::turnon:
manhasso
09-06-2011, 01:31 PM
Nadia is a very sexy mature tgirl promoted on Joanna Jet's webpage
Slavetoebony
09-06-2011, 03:06 PM
lady godiva
I love the second photo. She is so hot and those beautifully painted lips..... Would love to see what she is hiding under her dress.
Slavetoebony
09-06-2011, 03:10 PM
jasmine jewels is really lush
Dirty games in an office with the secretary comes to mind here.
manhasso
11-15-2011, 03:54 AM
Jasmine Jewels rides a big cock
manhasso
11-18-2011, 02:04 AM
Jasmine doesnt get scared from cocks, not even when they appear thru a gloryhole
manhasso
04-13-2012, 01:49 AM
Chica Lima did a new shoot for shemale yum
robeasy56
04-13-2012, 08:04 AM
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, you are beautiful and so is your cock...:respect:
so we all know the "ilf" stands for "__________ I'd like to fuck".
I'm curious, for transsexuals, is it that you want to fuck us, get fucked by us or both?
as for me, it's a definite "both"....:respect:
Afk.Cpl
04-13-2012, 10:59 AM
another sexy older latina shemale named karlaSame set different pics. Karla
Chica Lima did a new shoot for shemale yum
You are correct, but the pictures you posted are from several years ago. The ones below, though, are from her new set in this week's SMY update ... her first posted since Summer 2009.
manhasso
05-07-2012, 03:44 AM
Sue-Ellen-Ewing has a funny name but she is a very sexy MILF
pics are from different sets from her profile on imagefap
set123
05-07-2012, 11:38 AM
Nadine is still fresh
very very HOT!!! MORE PLEASE!!!!!!!!!!!!
Kelly-photos from Shemale Yum
A MILF looking girl with a cut cock and nice trimmed pubic bush
her bone!!! DEEP IN ME!!!!
DohJeho
05-08-2012, 09:59 AM
Kelly-photos from Shemale Yum
A MILF looking girl with a cut cock and nice trimmed pubic bush
Quite a few Kelly MILFs on Shemale Yum. This one has a distinctive gold tooth.
damiangentile
05-08-2012, 10:39 AM
Don't know her age, but she could be here (there and everywhere)
Thread in this forum (http://forum.transladyboy.com/showthread.php?t=53)
TrannyFan88
06-06-2012, 11:40 PM
camily pryns
claydude
04-18-2013, 07:49 AM
Big tits , nice package , mature and with nice soft lips to put to work
manhasso
04-24-2013, 02:11 PM
Sofia Santos as a gipsy. Would you allow her guess your fortune? Will you score?
damiangentile
04-26-2013, 10:56 PM
beauty mature
MistressStevie
04-28-2013, 01:17 AM
I like the dabbling of milk on Jasmine here. -mS
Anallisa
04-29-2013, 04:56 AM
Joanna Jet i would say
http://www.joannajet.info/
man74tiop2
05-14-2013, 09:29 PM
One mature/milf I always enjoy spending time with. :turnon: She's such a 'girly' girl but so rude as well.
man74tiop2
05-14-2013, 09:34 PM
My other favourite mature/milf; beautifully presented & dressed to excite. :turnon:
TGLuver4sure
05-17-2013, 10:16 AM
Here's my favorite! Love the way her balls hang low! "Teabag me please!!!"
Kalenafan
05-17-2013, 04:44 PM
Jasmine Jewels is real good mature lady :turnon::turnon:
Olivia Love is real sexy so many years :turnon: :turnon: :turnon:
But Kourtney is best :turnon:
Sweet boobs :turnon:
Nice Ass :turnon:
Great body :turnon: and
Amazing cock :turnon:
I agree, Kourtney is specially hot
Sure, Renata Bueno's a little older than most of the models who are posted on this site, but that just means she's more experienced.
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