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I Love My Painted Sissy Toes

Personal Stories, Advice, and Support 332 People

    Painted All The Time Now

    couple of years ago, my wife and i were fooling around and she got out the nail polish and painted my toes. It was fun and it lead to a great night. Now you all know by now, i have a very strong feminine side, and it was wonderful. anyway, being self employed, and business was...
    wishingtobe wishingtobe 56-60, T 2 Responses Aug 19, 2010

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    Painted Toes

    I offered to paint my wife's toes nails one night and as I love secret cross-dressing it came as no suprise to me that I started to get hard. I hide this while I took in the smell of the polish and the shine of the near all finished toes. I wanted mine done and stared to think...
    dreamer1958 dreamer1958 46-50, M 3 Responses Jun 27, 2013

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    I am looking forward to some sissy alone time

    next week. So far, I am planning a pedi with red polish and I will be ordering some sexy shoes to show off my sissy toes. I am thinking maybe some white patent sandals or some black patent peep-toes. Any suggestions?
    bobbieCD bobbieCD 41-45, M Jun 22

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    Pretty Painted Toes !!

    On occasion I will put some polish on my toenails. There is just something so very sexy looking.... to see my red toenails thru my nylons and open toe heels. Mmmmmmmmm!!!!
    chrisg03 chrisg03 46-50, M 5 Responses Nov 5, 2010

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    I Love Going To Get A Pedi :)

    After a couple months of neglect and changing nail color twice I went to get a pedi yesterday. I have a local place I go and they know when I come in it's to get a pedi. I find it kind of funny. Yesterday I went in with pink sparkly toes so it's no secret that I paint my toes...
    CDAmber CDAmber 46-50 2 Responses Feb 3, 2012

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    Always Polished Red Toenails!

    Since I started painting my nails, more than half a year ago, I've become so hooked on the sexiness and great looks of my feet when my toenails are polished red, so that I can't think I'd have them any other way from now on..! I don't think I'll ever take the red polish off of my...
    Nailpolishaddict Nailpolishaddict 26-30, M Oct 29, 2011

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    Marked As A Sissy

    There is no doubt in my mind that my painted red toe nails truly stamp me as a sissy. I love putting my feet up and looking at my nails and thinking what a girly boi I am.For Valentines Day my wife bought me half a dozen bottles of polish and told me she was tired of red and...
    sissyallison sissyallison 61-65, M 2 Responses Jul 18, 2012

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    Got Another Pedi

    Went to the nail spa and got a pedi today. Still had on the brown polish I had put on before christmas. She did my feet and ask what today? I told her a french pedi. After 45min my toes were done. The weather was to include snow.She said she put snow flakes on the toes for the...
    bobinphose bobinphose 51-55, M Jan 6, 2011

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    French Tips

    I am diabetic, so I go for a mani/peti every three weeks. It helps so much to keep my feet in good shape and to keep them healthy. I have my manicurist do my toe nails in French Tips. I did have a problem with my left foot about a month ago, so I had to go to the foot doctor...
    leftboobbigger leftboobbigger 61-65, T Sep 22, 2010

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    Have Painted My Toe Nails For Over Thirty Years

    Started crossdressing over thirty years ago. To look more feminine painted my toe nails bright red every other week. Removing the old color and trim nails and repaint toe nails. On weekends painted my finger nails mostly red colors. This past summer wore Cream Pink by...
    deleted deleted 26-30 1 Response Oct 11, 2011

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    i love to paint my toes a nice girly color.

    i think painted toes are very sexy and i feel like a pretty girl when i do my nails. i love to see other women and crossdressers with painted toes popping out of some sexy open toed heels. its a huge turn on for me.
    GirlyBoySean GirlyBoySean 26-30, M 1 Response Jan 18

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    Pink Toenails

    I have been painting my toenails for years. On occasion I will work up the nerve to get a pedicure at a salon, and when I do, I love the humiliation from the comments of the staff. I also shave my legs and they always notice that. usually I wear slip on crocs when I go, and...
    TNsisssysub TNsisssysub 51-55, M 5 Responses Dec 2, 2010

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    I Have Milani On

    I removed some natural polish yesterday and when I got up this morning and got out of the shower my toe's just looked unnatural. So I reached into my drawer and got out some Milani La Vie en Rose, a very cute pink color, and put it on. Now I feel much more feminine and much...
    AndiSissy AndiSissy 51-55, M Sep 17, 2010

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    Bright Red!

    I love catching sight of them whenever I look down, but the best time is first thing in the morning when I shower - the contrast between the white shower tray and red polish never ceases to thrill.  
    teather teather 46-50 4 Responses Jun 19, 2011

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    Sissy Toe Nails

    I love waking up every morning and looking down at my painted toe nails, sometimes **** red and sometimes girly pink. On special days I get to wear my toe ring aswell.
    seanmcaa seanmcaa 26-30, M 1 Response Aug 24, 2012

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    Painted Nails!

    I go every three weeks to have a Mani-Peti. It keeps my feet very soft and in good shape. I used to have a French Pedicure, but now I just have them put on the base color for the French pedicure and the hard top cost. It lasts for a long time. The ladies that come to the salon...
    leftboobbigger leftboobbigger 61-65, T Apr 15, 2011

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    My Pedicure Tonight

    My wife bought a pedicure set so we could do each others toes and feet. My daughter got excited and wanted a pedicure also...so tonight I got my pedicure. The kids really wanted my wife to paint my toes so they picked out the color and all watched my wife take care of me...
    Kris99 Kris99 36-40, F 2 Responses Jul 11, 2010

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    I Love It

    I go to a nail solon to have my nails done .the girls there know tht I crossdress,and they pick awsum shades of pink for my polish,; feel so fem when I leave
    transdana transdana 56-60, T 2 Responses Jun 27, 2013

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    Painted Toenails And Fingernails At Work

    My name is Bobbi Lynn I have been working and living as a female for 5 years to date. I have always been so sissish I just loved having my toenails painted as well as my fingernails it is just so fememine. I started out at the age of 6 palying dress up with my sister and never...
    kerriegipson kerriegipson 56-60 2 Responses Jul 21, 2010

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    Love My Toes Girly

    My wife has painted my toes on a couple of occasions and i just love having it done, most recently we did each others toes and decorated them with little flowers it was so much fun. I was wearing my purple top with my bra underneath and my jean knickers. Both of which she had...
    jamie8008 jamie8008 31-35, T 2 Responses Jun 10, 2013

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    Having To Take The Nail Polish Off My Toenails

    I have kept my toenails painted a bright and vibrant shade of red for 3 months so far. I thought I'd only keep them on for half a month or so but I became addicted to the sexy look of my feet with red toenails that I decided to keep them that way and, once in a while, fill the...
    Nailpolishaddict Nailpolishaddict 26-30, M 6 Responses Nov 20, 2011

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    Painted Sissy Toes

    i love my painted sissy toes help to mark that i am a sissy!usually keep my toe nails painted pink and my body shaved so if i undress people will know i am a sissybitch!have painted my toenails since mysecond Mistress when i was 20 start to make me do it!just enjoy doing it now...
    mandiejune mandiejune 51-55, M 2 Responses Jun 27, 2010

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    First Time Pedi

    I've fantasized about this for years and finally did it tonight. After applying some shiny red nail polish, I love my painted sissy toes! Looking forward to keeping them this way for a few days. They look so hot in my black patent peep toe pumps. Next I will see how they look...
    bobbieCD bobbieCD 41-45, M 5 Responses Jun 14, 2011

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    Painted Toes

    i love painting my toes usually a light peach color they look so nice and i love seeing females with painted toes..so i decided to paint mine i love most female feet and like to suck on toes and lick feet while i play with myself my first wife got me started with that making me...
    banditone banditone 51-55 1 Response Nov 22, 2012

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    I absolutely HATE my finger nails but I love painting my toes! This time I did rainbow with stripes and polka dots(:
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    I love toe rings - I have 5 that I love to wear with my toes painted, in thong flat sandals or my open-toe wedges. I'm a guy - but I love having pretty feet and toes!!
    steve66oh steve66oh 41-45, M 1 Response Aug 13

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    I love woman's feet, I love my moms friends feet my friends moms feet my Ed's feet all the hot girls at schools feet god I love hot tan painted toes feet in heels or open toes...
    sissyslut4training19 sissyslut4training19 18-21, M 2 days ago

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    Dolly Parton - Why'd You Come In Here Lookin' Like That Lyrics Why'd you come in here lookin' like that In your cowboy boots and your painted-on jeans All decked out like a...
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    *disclaimer - contains naughty words*Grumpy,This song, in its absolute entirety, makes me think of you.Jx  You could probably say I'm difficultI probably talk too muchI over...
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    I remember watching this game show called let's make a deal, there were 3 girls that game to play, and the last women, her name was Connie, was actually barefoot! Soon I actually...
    Dellxx5 Dellxx5 13-15, M 1 Response Aug 13

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    I am a sissy that wants to be taken and used by alpha males and turned into a sissy bimbo ****
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    It's hard to find a women who likes their feet, especially in salt lake city. I love the summer time due to all the girls wearing sandals and showing off their toes and heels. Any...
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    Haha I love it! Hated anyone touching my toes! Until I had them licked and sucked OMG XD
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    I'm a proud sissy, and I want to play. Message me. Please. You won't regret it :p
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    Gosh some of those online tests are absolutely worthless! LOL But, on the few that were actually worth the time to take... I passed the Sissy Test, with flying colors!
    curiositykillz805 curiositykillz805 46-50, M Aug 12

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    how can i become some ones sissy
    gerommino gerommino 66-70, M 3 Responses Aug 13

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    SighSighSigh. So yeah...about three months ago my bf broke up with me because he knew his family wouldn't let us wed .-. Yeah... I'm brown-Asian and interracial marriages are...
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    I've been sleeping with the lights on Cause the darkness is surrounding you This is my world, this is my choice And you're the drug that gets me through I've been waiting for an...
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    milehighHeartbreak milehighHeartbreak 31-35, M Jul 25

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    Next riddle: I can be long or I can be short,I can be grown,and I can be bought,I can be painted or left bare,I can be round or square, What am I?
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