Post
This experience may contain mature content, as flagged by the community. Please click away if you do not want to see this content, or if you are not of age. To report inappropriate content, please email us.

I Catch a Skirt Blowing Up In the Wind

Personal Stories, Advice, and Support 119 People

    My Stories.

    I like giving people a show so I sometimes go out commando in skirts/dresses that easily go up. I’ll share with you two of the best moments. I was wearing a purple, flowy, very-short (by that I mean just below the ***) dress and was getting off the subway. Normally there’s a...
    sexysweeet sexysweeet 18-21 1 Response Jul 13, 2010

    Your Response

    Cancel

    Red-cheeked With Embarrassment

    The other day, I was taking my little girl for a walk in the park. I was wearing a cool, kicky sundress, the kind that hangs loose from the shoulders. There were lots of people about enjoying the sunshine and my daughter was skipping along beside me holding my hand. Suddenly, a...
    KristyLeigh02 KristyLeigh02 26-30, F 6 Responses Aug 19, 2011

    Your Response

    Cancel

    What An Outstanding Day

    i've had the most wonderful day today. we had winds gusting up into the 60 mph range but it was still about 70 degrees. i made a visit to the college campus downtown and walked around. downtown, the winds get slightly accelerated by all the buildings. i was walking around...
    thisismyusername22 thisismyusername22 22-25, M 2 Responses Apr 7, 2012

    Your Response

    Cancel

    Teachers Thong

    There was a really sexy teacher at my old school. She has a nice, wonderful and round arse. One day, we were doing a project, and she knelt down. This revealed a sexy, white lacy thong. I was so hard. I jizzed off happily at home! She had the perfect ****!
    egrve egrve 66-70 Apr 26, 2011

    Your Response

    Cancel

    Skirts Blowing On A Visit To London

    A few Saturdays ago I was walking down from London Waterloo Station down to the side of the Thames River by the Royal Festival Hall, when in front of me was a group of about six girls aged between 18 - 20. All the girls were either wearing skirts or dresses that in the windy...
    Robbies Robbies 41-45, M Jul 14, 2012

    Your Response

    Cancel

    Beautiful And Pink

    It was my softmore year when I was just talking to my friends. This girl then walks out the building wearing a black mini skirt to cover up her juicy big beautiful booty. Just then a gust of wind came out of nowhere and blew up her skirt, revealing her cute pink panties and her...
    mrdac1234567891 mrdac1234567891 16-17 1 Response May 29, 2011

    Your Response

    Cancel

    Sexy Teacher

    I went to high school in a small farming town so the weather was usually very windy. A lot of girls wore skirts to show off their bodies and the teachers were no exception. The one day was extremely windy with about 50 to 60 mph winds. When school ended, I sat at a table inside...
    scarssymmetry scarssymmetry 22-25, M 3 Responses Aug 17, 2010

    Your Response

    Cancel

    amazing view

    in town the other day, it was a really sunny day but really windy but girls still turned out in skirts and summer dresses and had already seen a load of flickering skirts with glimpses of panties and thongs. i end up being this slim asian girl who was wearing an extremely short...
    iloveupskirt iloveupskirt 22-25, M 3 Responses Jul 1, 2012

    Your Response

    Cancel

    Wraparound Skirt Came Unwrapped

    I was walking from the parking lot into a large shopping mall one late spring morning. There was a woman ahead of me with a big purse and a shopping bag ahead of me and I did not think much about it until the wind started to nip at her skirt. I was thinking, nice tush, is there...
    eyeful eyeful 51-55, M 1 Response Aug 20, 2011

    Your Response

    Cancel

    Nice Underwear

    I live near a suburban freeway with 3 lanes of traffic going in each direction . Outside of peak time  it is possible to cross 3 lanes to the medium ***** in the centre ,,wait there util there is clearance before completing to the far side . As I waited on the ***** ,a long...
    ginamontagu ginamontagu 31-35, F 5 Responses Aug 28, 2010

    Your Response

    Cancel

    Oh My!

    several years ago (more than i'd like to remember), i worked for an airlines on maui. one day while working a flight on the ramp, a passenger was boarding the plane. the normal tradewinds were blowing so to say the least it was quite windy. as she got to the top of the steps a...
    deleted deleted 26-30 1 Response Jan 29, 2010

    Your Response

    Cancel

    Full Frontal

    My wife and I had been posted to a new town and it involved quite a long drive through country areas. To spice the trip up a little I was constantly playing with items of my wife's clothing and continually undoing zips and buttons etc. I eventually talked her into letting me...
    citylivingcountryman citylivingcountryman 46-50 2 Responses Feb 24, 2011

    Your Response

    Cancel

    The First Time It Happened To Me

    I was on a business trip and I got tired of being in the hotel room so I dressed nicely and went to walk around the area. Then it happened. A gust of wind cought my skirt and lifted it some. I also remember catching it just in time so my panties and nylon tops didn't show...
    Josie06 Josie06 56-60, F 3 Responses Aug 5, 2010

    Your Response

    Cancel

    Related Experiences

    It's soothing and exciting all at once. I like when I have been sitting in the sun and I can hear the wind blowing through the trees, they it comes down to meet me. Cooling off my...
    mmissy1012 mmissy1012 31-35, F 1 Response 6 hrs ago

    Your Response

    Cancel
    Today has been one of those extremely windy days. The weather forecast said there'd be 50mph gales this afternoon with gusts of anything around 80mph... and I was out shopping! I'd...
    xPrincessxPerfectxHairx xPrincessxPerfectxHairx 13-15, F 3 Responses Sep 1

    Your Response

    Cancel
    I did it today! I wore my skirt in public in heeled boots! :-) It wasn't for long. I've done this before in the dark, but not on purpose. Today was a conscience decision. I...
    shadowplt shadowplt 46-50, M Aug 31

    Your Response

    Cancel
    Weather its flying in a plane, riding on a train or being a passenger in a car, I like a window seat so that I can see where we are going and also to admire the view.
    candywhite26 candywhite26 56-60, M 1 Response 12 hrs ago

    Your Response

    Cancel
    The way jeans and trousers are made there's almost always a seam under your crotch. Well you need panties on because the hardness of the seam catches your undercarriage and you get...
    Mstroig Mstroig 18-21, F 8 Responses Sep 9

    Your Response

    Cancel
    This has to be one of the worst and unchallenged stereotypes ever. Just because a boy is feminine, it has nothing to do with his sexuality. It's been my privilege to know many...
    MrsJoanieBNH MrsJoanieBNH 56-60, T 5 Responses Aug 25

    Your Response

    Cancel
    I had been working this summer at the rental office of an apartment site owned by my aunt. I always dress nicely for work (as well as school!) and this day I was in my newest white...
    lookingmybest lookingmybest 16-17, F 1 Response Sep 3

    Your Response

    Cancel
    Well the windy weather kept up and I had quite the adventure walking to and from school! Like Windyspirit suggested I went out today in a dress, it was a brown dress that went...
    webary webary 16-17, F 3 days ago

    Your Response

    Cancel
    Went to Lane Bryant today looking for a skirt. Found two long skirts: one in black and one in navy. It was the pre Labor Day sale and the skirts were 60% off. Had to buy both...
    jml2000 jml2000 56-60, M 3 Responses Aug 28

    Your Response

    Cancel
    I recently purchased the skirt you can see in the picture which I am wearing which is a body contouring style made of soft polyester a wonderful multi purpose fabric. When I put...
    FontanaSlips FontanaSlips 41-45, M 3 Responses Sep 9

    Your Response

    Cancel
    Hey guys, I have read most of your stories and they all sound like awesome experiences! I thought I would share one I had today So today after cross country practice I decided to...
    webary webary 16-17, F 2 Responses a week ago

    Your Response

    Cancel
    I just got my first skirt! Right now I'm sitting in my room doing homework wearing a skirt and panties, with my legs freshly shaven and a nice new coat of a royal purple nail...
    jjthom jjthom 22-25, M 2 Responses 1 day ago

    Your Response

    Cancel
    Our expert team are the two accredited and insured, providing clients trustworthiness of overall performance and cheerful workmanship.These screens are tailor made to your house...
    Devon1739q Devon1739q 31-35, M 1 Response Sep 5

    Your Response

    Cancel
    Apart from shorts, I have only been wearing dresses or skirts since I was 8 or something. And apart from the fact that my husband does not want to see me in trousers, I like...
    Susanna3 Susanna3 31-35, F 7 Responses Aug 21

    Your Response

    Cancel
    Behold the skirts for men come true!! http://www.thedailybeast.com/articles/2014/05/22/skirts-should-be-a-normal-choice-for-both-women-and-men.html Enjoy!! ;)
    TransAsian TransAsian 26-30, T 4 Responses Aug 25

    Your Response

    Cancel
    I just thought of it. I wear my chef pants daily, why not get a waiter apron to wear daily every where? It's like a skirt somewhat an I can still wear shorts with a square apron...
    TransAsian TransAsian 26-30, T 1 Response Aug 29

    Your Response

    Cancel
    Tonight was the first night of our bowling league. I wore a skirt and heels to the game. Skirt was under pants heels exposed. Han a great time.
    shadowplt shadowplt 46-50, M 1 Response Sep 11

    Your Response

    Cancel
    Infants, little ones, and even change staff can slumber peacefully because of its gentle and sounds reduction Houses. Heating and cooling prices will probably be decreased, which...
    Devon1739q Devon1739q 31-35, M 1 Response Sep 5

    Your Response

    Cancel
    My wife, daughter and I accepted and did the ALS challenge. We're donating $30 to the cause. I challenge three of my circle to do the same. I did mine dressed in my favorite...
    shadowplt shadowplt 46-50, M 1 Response Aug 22

    Your Response

    Cancel
    An exceptional thing happened today. I wore mascara to work along with my heeled boots. Everything else was normal; dress slacks (skirt underneath) a nice shirt ( women's blouse...
    shadowplt shadowplt 46-50, M 3 Responses Aug 22

    Your Response

    Cancel
    Tonight I'm wearing a skirt to bed. Wonder what My wife well feel.
    shadowplt shadowplt 46-50, M Aug 24

    Your Response

    Cancel
    Getting ready for work. Skirt and boots with short hose.
    shadowplt shadowplt 46-50, M 2 Responses Aug 25

    Your Response

    Cancel
    Today my wife got up early, 4:30, so did i. Deem wanting to go to bed early tonight. Wore my skirt to work. Boots too. Had fun and taught a lot.
    shadowplt shadowplt 46-50, M Aug 29

    Your Response

    Cancel
    I went walking around town in a skirt, and I the sidewalk was getting crowed so I moved over and slipped on the side and fell! My but was in the hair and at least 20 people saw my...
    DoubleDirtyPanties DoubleDirtyPanties 18-21, M Aug 29

    Your Response

    Cancel
    today i went to the mall to grab some stuff, there were so many hot girls walking around in summer dresses, i saw a girl drop some stuff from her bag and bent over to pick it up as...
    tomigt tomigt 26-30, M Sep 2

    Your Response

    Cancel
    My parents buy me dresses skirts tights pantyhose makeup bows for my long hair and heels
    tomgirl7499 tomgirl7499 18-21, T 3 Responses Sep 3

    Your Response

    Cancel
    While I like the feel and comfort of wearing a skirt, I like watching American football even more. I may be a guy in women's clothing, but I'm still a football guy Tomorrow...
    shadowplt shadowplt 46-50, M 3 Responses Sep 4

    Your Response

    Cancel
    i love skirts and dresses but in high school people call you easy and the pervs try and get behind you on the stairs
    kkkeeennnzzz kkkeeennnzzz 13-15, F 3 Responses Sep 4

    Your Response

    Cancel
    I wish constantly I was female so I could wear dresses and skirts all the time. I wear them as a C D every chance I get and just love how I look and they feel.
    Janae60 Janae60 51-55, M 5 Responses Sep 6

    Your Response

    Cancel
    My husband is all about it. I was very hesitant at first, but now I enjoy all the attention. Love wearing a small tight skirt with a thong underneath. Ill walk around in my heels...
    curiousbrenda69 curiousbrenda69 26-30, F 4 Responses Sep 8

    Your Response

    Cancel
    I've always been more boyish and spent my teenage years dressing in baggy black clothing (I admit I still do that a lot of the time :-D), largely because I was conscious of my body...
    kakhi kakhi 18-21, F 2 Responses Sep 13

    Your Response

    Cancel
    I am an office worker and wear either a nice dress or a skirt and blouse there. I love to show off my legs so I add high heel shoes to my wardrobe.
    momandher2girls momandher2girls 36-40, F 10 Responses 6 days ago

    Your Response

    Cancel
    Me and my family were staying in a hotel and they had all gone out. I had just had a shower and so was walking around the room naked. I wanted to be daring so I went and opened my...
    Bartimaues Bartimaues 31-35, M 1 Response Aug 21

    Your Response

    Cancel
    This is my dream catcher ~~~~~
    lonewolfxx lonewolfxx 22-25, F 1 Response Sep 1

    Your Response

    Cancel
    I'm afraid to fly and I don't know why. I'm jealous of the people who are not afraid to die. It's just that I recall back when I was small....Someone promise that they'd catch me...
    littleana littleana 18-21, F 1 Response Sep 6

    Your Response

    Cancel