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I Want to Spend a Weekend Dressed In Female Clothing

Personal Stories, Advice, and Support 1,856 People

    My First Weekend Dressed As a Woman

    I have actually done this several times. I would really like to spend an entire week or better a month as a girl. My first time was several years ago when I was traveling by myself. I had planned this trip for a rather long time. When I left my home I had – or at least...
    deleted deleted
    2 Responses Aug 5, 2009

    I Am Sooo Lucky.

    Not only have I spent a weekend dressed in female clothing which was fantastic but I have spent a couple of weeks dressed up. Between relationships I was a happy single and dressed up at home anytime I wanted but the weekend was just not enough. I really wanted my nail varnish to...
    SusanMarina SusanMarina
    1 Response May 24, 2012

    Just Once....

    I wish I could have a chance to wear nothing but womens clothes all day every day for a weekend at my house. Then I could really feel free to express myself and have some fun pretending to go out. I say pretend for right now because im currently unable to actually do that because...
    deleted deleted
    2 Responses Aug 10, 2012

    Wife Away

    I had a great weekend as a sissy. I spent the majority of the weekend in satin and lace panties. I dressed up in 8 different outfits over the 3 days and "took care of myself" every time:) I went to the garden centre, drug store and gas station wearing black panties and thong...
    Purplesatinthong Purplesatinthong
    31-35, M
    4 Responses Jun 12, 2011

    Home Alone

    I did all of last weekend as my parents were away, it felt so good to always feel silk on your skin and I felt really sexy for the whole time I was on my own. And if you look at my other stories a great thing also happened that weekend ;)
    deleted deleted
    Aug 18, 2011

    I Don't Spend My Weekend Time In Women Clothing, But I Do ...

    I dont' spend my time in women's clothing on the weekends, I wear women's clothing 24/7. I have several friends who have spent their weekends in women's clothing at my direction. In July this year, Andrew spent six days around the 4th in women's clothing. We had planned it...
    PennsySu PennsySu
    Sep 28, 2013

    My Male Friend Wears Panties

    I have a married male friend who keeps his "girl" clothes at my house. A couple times a month he visits and changes into his female clothes. He cleans my house, cooks and we have girl talk. He has the prettiest undies and really does like to have me dominate him when he is...
    Idamae Idamae
    56-60, F
    10 Responses Sep 28, 2010

    Have You Ever?

    Have you ever though of getting sex change so you can spend all you life dressed up like a girl. I think i would make a sexy lesbien.   I think girl's clothing are so comfy, especialy victoria secret. i wish i owned victoria secret. one time i spent a weekend all in...
    norwegianguygirl norwegianguygirl
    18-21, M
    8 Responses Mar 28, 2010

    Spent Labor Day Weekend 2011

    I have, in the past, spent the weekend enfemme but for the past 10 years I have not had that much time in a row ,until this past Labor Day weekend. I have to say I have missed it alot. I was not able to spend Saturday totally enfemme,but by late Saturday afternoon . I took a nice...
    cdsusanri cdsusanri
    46-50, T
    Oct 7, 2011

    Looking For Someone To Share A Weekend With

    i would love to meet someone and hit it off then decide we wanted to split the cost for a room and we would meet and dress and help each other out ...maybe go out on the town to some bar have a few drinks flirt some then back to the hotel and see how much fun we could have...
    cdfan cdfan
    36-40, M
    Aug 16, 2012

    Sexy Weekend

    i would love to spend a weekend in full fem, sexy panties,skirts, make-up , the lot . soon i hope ;) xx
    deleted deleted
    1 Response Nov 12, 2012

    Lets Get Started!

    Oh to spend the whole weekend completely as a woman.I have to take firday off just to get ready starting with a total body smooth job hair sampood and ready to style brows are clean up and my face looks solf and smooth,little makeup to start and just dress in a casual skirt...
    Donnas Donnas
    46-50, M
    4 Responses Dec 10, 2009


    A True Story Of Feminisation I was just entering my prearranged destination. It was 11 pm and just before I paid the admittance fee, I stopped to look at myself in the mirrored walls. Reflected before me was a sexy, if a little sluttish looking woman in her thirties. The only...
    philiphudd philiphudd
    3 Responses Mar 20, 2011

    I am about to have a week,

    maybe two, to myself outside of work. I need to plan and make the most of the time, especially as the opportunity is a surprise. As I wrote earlier, I want to get some things both for around the house and that could be worn outside. I'm not going out, but I want to attempt a...
    CynthiaKarin CynthiaKarin
    31-35, T
    7 Responses Sep 30, 2014

    Camping With My Second 4 Cont...

    "This could get a bit awkward", I was thinking to my self as they strode into camp. Now a normal guy might think that being tied to a tree wearing stockings, panties and bra, and silicon breasts with a corset pushing him into a perfect 38"x24"x36 would be enough to make him die...
    Corsetboy106 Corsetboy106
    56-60, M
    10 Responses Mar 29, 2011

    I'm finally following up about the experience I

    was leading up to back in September. I was able to get the house to myself and wanted to spend my evenings dressed. Unfortunately, as I later hinted in the comments there, I ended up having my fears confirmed. The fears may have been self fulfilling, but the result was that I...
    CynthiaKarin CynthiaKarin
    31-35, T
    3 Responses Feb 24, 2015

    I am going to dress fully

    as a women next week, Friday night and all day Saturday and Sunday. Pink knickers, white stockings, full length silk slip, knee length silk dress that is for Friday night and I will vary it over the next two days.
    timothysknickers timothysknickers
    26-30, M
    2 Responses May 23, 2014

    Camping With My Second Wife

    After my disastrous first marriage I made it clear to my my 2nd wife long before we got serious that I cross dressed and that I would not or could not stop. Not only did she not mind she really got into it and helped push my limits. Keep in mind even though I cross dress I'm...
    Corsetboy106 Corsetboy106
    56-60, M
    2 Responses Mar 26, 2011

    Wish I Could

    Since I work six days per week, my weekend is only 1 day.Sometimes I get lucky and only have to work 5 to 6 hours on Saturday.I would love to come home after work and get all dressed up in my lingerie, and spend the rest of the day lounging around the house.Then on Sunday I would...
    happilymarriedguy happilymarriedguy
    51-55, M
    Dec 20, 2012

    The Weekend Approches

    This weekend my girlfrend  is going to visit some old frends and Im so excited. Dont get me wrong, I love living with my girlfrend, its just she does not appricate the Feminine side of me.  She knew about my crossdressing quite erly into the releationship and said she...
    SophiaSteel SophiaSteel
    8 Responses Jun 22, 2009

    Looking For A Female Partner To Share This With

    Just got back from the Adult store anb bought all kinds of things to dress up into. Looking for a female who wants to get dressed up with me and change into and out of different outfits. I bought all kinds of lingerie, Sexy costumes, Stockings, Hose, etc. etc.
    iltwphah iltwphah
    Aug 15, 2012

    Weekend As A Girl

    My wife went away for the weekend and I was able to spend it as a girl.Wore girls knickers,short skirt and a top.Wandered round the house as a girl.Spent lots of time wanking as I was so horny and my **** so hard.Slept in a nightie and panties.Wonderful weekend.Hope I can do it...
    carly2011 carly2011
    51-55, M
    10 Responses Nov 3, 2011


    I am going on business trip tomorrow and will be dressed as soon as i get to my hotel room. Then it will be every night for a week. Cant wait.
    christinetv christinetv
    31-35, T
    5 Responses Mar 12, 2011

    Home Alone

    I was lucky enough to spend three whole days dressed as Pippa. My wife and daughter went on a shopping trip to Paris leaving me home alone. No sooner had they left when I was running a bath full of scented bubbles and oils. After an all over shave I moisturised and set about...
    deleted deleted
    Jun 15, 2011

    Week-end Dressing

    As I'm now a full time crossdresser in the home the only thing I want to do now is spend a week-end dressed as a afmale along with another crossdresser
    xdpaul xdpaul
    56-60, M
    Jun 14, 2011

    I got this experience about a year ago.

    I was mad at first the older male friend I have has a cabin out of town and we had gone there for fishing was the excuse but I would always carry my clothes with me and dress for him and our time there. I would have male clothes when we went to get something from town or eat. He...
    alexiswcd alexiswcd
    56-60, T
    1 Response Jun 21, 2014

    Weekend Dressing

    There are times, like this weekend, I am able to spend the days and nights dressed in femme attire. This morning I shaved, showered, douched and enjoyed applying girly scented lotion all over my clean body.  I needed to do household chores, so I dressed in tan pantyhose, red...
    cdsparky cdsparky
    66-70, T
    2 Responses Apr 13, 2013

    I would love to spend a weekend fully dressed,

    but due to having room mates it always proves challenging. Womens clothing to me is not about just a fetish but more about self discovery. It is said that every journey starts with a small step and i hope this will be mine. lots of love sissy bambi
    justasissy justasissy
    31-35, T
    Dec 14, 2013

    Just Once

    would love to have a place i could just go to and be able to dress how i want to maybe one day :(
    Female Female
    18-21, T
    1 Response Aug 10, 2012

    Sexy Weekend.........

    I used to spend long periods of time dressed in female or unisex clothing. Now we hav special weekends and this i one. Reservations were made to the mountains to a secluded cabin. When we got there I was ******** and ordered into the bathroom to shave and prepare for the...
    wildcierra wildcierra
    36-40, T
    2 Responses May 21, 2011

    I've Spent Entire Weeks

    Since the beginning for me, my desire was not only to dress lie a girl but to be out in public as one. My first weekend out was at age 17, many years ago, and I was alone throughout. When my girl side exploded out about 15 years ago I started meeting other trannies, first online...
    deleted deleted
    Sep 7, 2012

    Yes I Would!

    This is something that I would love to do. I would not leave the house as I am not passable, but to spend the weekend in womens clothes would be wonderful! Just to be able to feel those soft clothes brushing up against my body all that time would be amazing, and the pampering I...
    allwrappedupinit allwrappedupinit
    51-55, M
    2 Responses Jul 18, 2011

    My Interest To Be A Crossdresser

    Hello dear.Fro where I should start I can't understand.When I was 14 my mother and sister always use to say if i would be a girl then i look beautiful.Tell me who doesn't want to become look beauty.They were use to tell me this things always.When I was 16 my sister in law (bhabi...
    deleted deleted
    Jul 8, 2013

    Good Weekend

    I love to camp and fish..sometimes with family, but often by myself. I once took off for a week of solo fishing and camping in the Sierras and decided to have some fun dressing up in women's clothes which I love to do when I can. While packing, I included all my stash of...
    deleted deleted
    2 Responses Apr 10, 2011

    Wishing and Waiting

    Oh how I wish I could. Every minute of the weekend ,waking up in a sexy Victoria Secret babydoll . Doing my hair and makeup, then later in the day putting on my evening gown for my date that will be expecting me to be his little lady for the evening, then finally nuzzling up...
    kateylynne kateylynne
    41-45, M
    Jul 21, 2009

    I Just Think Itd Be Fun But Too Scared To Try It.

    i already like their cloths and trying them on but to spend a whole weekend going out into public and shopping and doing girly things no less just for the heck of it would be so fun. all in a straight spirit of course though. im just afraid of attracting some attention that i...
    vaurapung vaurapung
    22-25, M
    2 Responses Jul 10, 2011

    Holidays As A Girl

    Im on holiday in Spain with my two sisters who knows i have dressed for years and they have encouraged me to spend two weeks fully as a woman which I am loving it.
    deleted deleted
    2 Responses Sep 26, 2013

    A Night On The Town

    I have never really had the chance to dress as a woman, only wearing this and that in private. Its not that I wouldn't enjoy it, I'm just afraid of others seeing this other side of me. My parents raised me up as Christian and I know my mother would be very disappointed with...
    neurosleep neurosleep
    26-30, M
    2 Responses Jan 31, 2013

    Last Week Of Winter Break

    It wasn't a weekend.I am in college. Last week was the last week of our winter break. I spent most of it en femme.My wife has always seemed generally uneasy about my crossdressing.Last week, I spent most of the time in this outfit taking care of the house.I cleaned, cooked, took...
    JosetteLaRoc JosetteLaRoc
    1 Response Jan 15, 2013

    Wife Away - I Got To Play :)

    This is my first story that I have done...yet it's a true story. A few months ago, my wife went away for a week to visit family in the US. I have fantasized about dressing up in public and walking around to see what happens. Well this gave me a chance.    I...
    naughty1770 naughty1770
    31-35, T
    1 Response May 1, 2010

    Dressed For The Weekend...

    There have been many occasions where Ive had the house to myself and was planing on staying dressed the whole time, but never actually...something alway came up like an unexpected visitor or just nothing being into at the time...any I've always wanted to do it, and not have any...
    pinksissy78 pinksissy78
    31-35, M
    Sep 3, 2011

    Camping With My Second 2

    After breakfast we thought about the days activities and what we wanted to do. We decided to hike the 3 or 4 miles the the reservoir and do some fishing and just hang out for a half a day the head back and play the rest of today by ear. She suggested a bra, pantyhose, and panties...
    Corsetboy106 Corsetboy106
    56-60, M
    1 Response Mar 26, 2011

    One Weekend of Fun Is All I Want...

    I would love to have one weekend where I can just get pampered. Get my nails done, get waxed, have a facial so that when it comes time to get dressed. Just so I can put on a nice pair of boy shorts, a cute bra, and a dress that makes all my curves look amazing! Oh how I wish I...
    bethanys13 bethanys13
    22-25, T
    4 Responses Jul 9, 2009

    Would Love To

    i would love to wake up saturday shower shave and dress like a gilr go to the mall and hang out
    addguy3455 addguy3455
    18-21, M
    Oct 14, 2011

    Camping With My Second 4

    I woke up a little later than normal today. It was cold and rainy most of the night but now the sun was up and I could smell breakfast in the morning air. I stretched and groaned loudly and my wife called to my that the ham and eggs were about done. I was hungry. As I climbed out...
    Corsetboy106 Corsetboy106
    56-60, M
    4 Responses Mar 29, 2011


    i have been living fulltime as a female for the past 2 months now, and i have a new boyfriend that is 20 years younger than me. i joined this group to find new friends and maybe help one of you girls step out and be proud of who you are
    Mizsuzy Mizsuzy
    46-50, T
    Nov 27, 2011
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