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I Love My Painted Sissy Toes

Personal Stories, Advice, and Support 336 People

    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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    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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    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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    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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    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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    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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    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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    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 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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    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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    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 22-25, M 1 Response Jan 18

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    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 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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    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 3 Responses Jun 27, 2013

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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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    Related Experiences

    I have been wearing exclusively panties now for 2 weeks. It feels so amazing. So liberating. I am going shopping tomorrow with my girlfriend to VS to pick out a few more items to...
    Winesissy Winesissy 46-50, M 9 Responses Jul 10

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    I can't decide if I should wear my baby blue, silky cheeks or pink silky bikinis tonight!!! Can anyone help a gurl out???
    Winesissy Winesissy 46-50, M 7 Responses 4 days ago

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    So this weekend I was at a bbq and this young girl (probably 12 or 13) was there barefoot and just hanging out. At one point I had gotten up to get some stuff and we had been...
    LoneRider1984 LoneRider1984 41-45, M Jul 11

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    So this weekend I was at a bbq and this young girl (probably 12 or 13) was there barefoot and just hanging out. At one point I had gotten up to get some stuff and we had been...
    LoneRider1984 LoneRider1984 41-45, M Jul 11

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    So this weekend I was at a bbq and this young girl (probably 12 or 13) was there barefoot and just hanging out. At one point I had gotten up to get some stuff and we had been...
    LoneRider1984 LoneRider1984 41-45, M 1 Response Jul 11

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    I just want to blow a load on a nice set of toes painted black, there's nothing sexyier than that, they make me so h0rny,
    Icantcry Icantcry 16-17, M 1 Response Jun 26

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    I got my toes in the water, *** in the sand Not a worry in the world, a cold beer in my hand Life is good today. Life is good today. Well, the plane touched down just about 3 o...
    djag2007 djag2007 22-25, M 5 days ago

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    To take me and to tell me that I am a latex sissy slave. I would say "I am your latex sissy slave". Take me and use however you wanted me as long as I am a latex sissy slave. That...
    Sissyslavekylie Sissyslavekylie 16-17, M 3 Responses Jun 22

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    I love being a sissy, even more than that I love playing with others. There's nothing better than licking down someone and ripping a hole in some nylon stockings thirsty for her...
    raelynnCD raelynnCD 18-21, T 3 days ago

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    I like supporting groups and clubs doing car washes to raise money for different activities. Most of the kids do a great job, but recently this one young guy went beyond the call...
    beachfoot12 beachfoot12 22-25, M Jul 2

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    Afternoon downpours are common during the summer in the East and Central US. I love just taking my shoes and socks off and walking barefoot after a downpour of rain. It feels good...
    beachfoot12 beachfoot12 22-25, M a week ago

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    New Order / Leave me alone On a thousand islands in the sea I see a thousand people just like me A hundred unions in the snow I watch them walking, falling in a row We live...
    Chernobylplayground Chernobylplayground 36-40, F 2 days ago

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    I so love my toe nails being painted they feel so naked without polish.
    DawnR59 DawnR59 51-55, T 3 Responses 2 days ago

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    I got 100% Sissy on The Sissy Test, Found it on Google, now I am going to take the Inner Gender Exam or something, will goggle it and let you know my results and the name of the...
    PrettySissyBoiTG PrettySissyBoiTG 26-30, T 1 Response 1 day ago

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    I believe you are who you see you're self as and if that's a women even tho you're a man who the **** saids ? Religion ? Pfffft **** that be who ya want even if it does mean you...
    kerw94 kerw94 18-21, M 4 Responses Jul 7

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    Would love to meet a cool guy who was Dom and into a Sub Sissy Boi!
    PrettySissyBoiTG PrettySissyBoiTG 26-30, T a week ago

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    A man went with his wife on honeymoon and they were getting undressed together for the first time. The man took off his shoes and socks and his toes were all twisted and...
    Michael91142 Michael91142 70+, M Jun 27

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    I was out yesterday waiting for a movie to start. I sat in the courtyard watching some little ones play in the fountain geysers. I noticed one family come sit down a few feet away...
    beachfoot12 beachfoot12 22-25, M 1 Response Jun 30

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    Young guys and even teens seem to really dress up for occasions like prom, weddings etc but they also go somewhat casual sometimes. I came across two brothers, casually dressed for...
    beachfoot12 beachfoot12 22-25, M 2 Responses Jul 2

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    Zach tickles Anna Zach and Anna and their 3 yr old daughter Avery and 1 yr old son tag r eating dinner. What's the plan for tonight asks Zach? Well as soon as we eat tag needs to...
    Dollfan32 Dollfan32 31-35, F Jul 5

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    I am trying to find shoes online to show the links so people can see the sandals and babydolls I have. I don't wear slippers and apparently the terms for sandals and slippers are...
    blossomingbeauti blossomingbeauti 36-40, F 1 Response Jul 10

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    Italy, he's so....CUTE we have a lot in common I love pasta he loves pasta, I like to hate wars, he likes to hate wars. I painted my nails blue, I'm way to addicted to him even...
    GirlItalyHetalia GirlItalyHetalia 13-15, F Jun 27

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    Hello EP , i am here to tell you more about draw! I love drawing the same way that I love to paint, so it is to be in a fine arts course that I love, because it is easy to draw...
    ferrer95 ferrer95 18-21, F 1 Response Jul 6

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    When someone tells you they love you, that they would do anything for you, give you anything you wanted, and then can't commit to it... It isn't love. Love is the person who is...
    breathtakingyou breathtakingyou 26-30, F 2 Responses Jul 11

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    It was an accident, really. Nobody plans to fall in love with their physics teacher. I met my second year physics teacher (we'll call him Mr. K) last year, before he taught me...
    MaiChan MaiChan 18-21, F 1 Response 5 days ago

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    I can't stop myself from wanting to be a girl sometimes. I do believe I should have been born a girl, I truly feel that because this part of me gets so excited when wearing women's...
    Shadowhunter23 Shadowhunter23 18-21, M 6 Responses 5 days ago