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Confessions

Skirt Confessions

Read the best #skirt confession stories


My boss complimented my short skirt. I choose not to wear underwear that day and imagined he saw my bald pussy. He appeared to have a hardon. With so many thoughts and all that was happening so fast, I asked if I could suck his cock. He replied no. I am left embarresed and my ego is crushed. I have never been turned down before. Now I don't even feel like doing my nightly masturbation. So sad.


#boss   #blowjob   #panties   #skirt   #masturbation   #ego  


When I was around fifteen I found some letters my mother and stepfather had written to each other. He was in the services and away a lot. They'd had two kids after she'd divorced my father and it was obvious to me from a young age that she really liked sex. The first of these letters described an incident that took place on a major train station after she'd seen him off at the end of his leave. Being a friendly person she'd struck up a conversation with a man who was waiting for a train. She described in detail in the letter to my stepfather how they'd talked for about thirty minutes when the man started to slide his hand up her dress and moved it towards her pussy. She said that she was so excited that, 'I couldn't help myself and I opened her legs so that he could touch my cunt that was wet from the fucking we'd done before leaving home. I almost came as his fingers stroked my slit, but when I felt my pants get wet with my pussy juices, I stood up and walked away.' I found a letter in answer to her from my stepfather who was obviously open to her being touched by other men and said he'd love to watch her being touched like that. As I went through their letters, I found out that they'd fucked each other in a public garden just after my father and mother had separated. He described how he'd loved how hot she was when he'd slipped her panties down to her knees and slipped his fingers inside her. Needless to say I was masturbating like crazy reading this exchange of letters. In another letter he said how much he liked fucking her ass and from the tone of her letters it was clear that he had a large cock which she really loved to suck and have inside her. It would be fair to say that she loved sex and was open to many aspects of it. I heard them fucking once in the middle of the night and one thing was very clear, she loved his cock and he knew how to make her cum and cum again. Her public face was very prim and proper but after reading their letters I knew it was just a facade as she liked nothing more than having a man inside her and the more often that happened, the more she liked it and the more I read, the more I liked the hot woman that she truly was. I masturbated often over those letters and guess that she always knew I was reading them but privately she didn't really mind


#mother   #panties   #dress   #upskirt  


She was my total fantasy girl. I never dreamed of dating her but she asked me out about a week before. I was 36, she just turned 18. Absolutely gorgeous girl.
One day I was to pick her up after work at the restaurant she worked at. When I saw her I couldn't believe the tiny little skirt she was wearing. It barely covered her ass. She was serving tables and said she was just going to be another minute which was fine because I sat and watched her bounce around in this skirt. Suddenly, as she was heading back toward the kitchen, when no one was looking...she hoisted the front of her skirt and revealed her bare pussy to me. I couldn't believe it. Later she proved to me that she had no panties or changeing clothes with her and had been like that all day waiting for me. Needless to say we had the best sex of our lives a few minutes later, as soon as we got to the car.


#sex   #skirt   #teen   #flashing  


Not sure how to start this so here goes.
I am a 52 year old married mother with 3 girls. Iv always been in good shape always been active. I have a great job and a house I've built up and im proud of in a nice area in Manchester. I think I'm still young and can turn heads even at my age.
Im 5,9 slim but I have a big bottom haha and it gets me noticed.

My daughters are all grown up and only one of them still lives at home. My girls have always brought boys home, some cute some not but id never thought much into it. Iv had affairs in past (and no my husband does not no so lets hope he never does find out hehe) and still occasionally will have sex with strangers if I'm in the mood, they always want to put it in my bottom hehe.

my daughter lets call her K who still lives at home finally got serious with a nice guy he's a bit older then K she is in her mid 20s and he is 32. They are saving up for a house. We will call him B.

I never really noticed or even thought about B in a sexual way for the longest of times until one summer I was sat in the garden in my summer dress, I was sat on the decking messing on my phone. its was a hot day, myself and B was the only two home that day. I didn't think much of it at first but B came out to the back where I was sitting, we talked for a bit about day to day life and suddenly B sits straight infront of me.

I honestly didn't think at first I just talked and answered questions he asked. When id look up to talk back to him i would just catch his eye roll back up to my face level. That's when I realised what he was doing, he was taking a good look at my knickers.

My first reaction was to shut my legs. I was shocked at first and angry, I wanted to punch the pervert, I asked him if he would get me a drink. Of course he said, as he was standing up he placed his hand over his crotch to push down his thick hard dick and thats when the dirty slag in me came out. As soon as he was out of sight i stood up and pulled my now wet knickers as far up my arse crack and pussy as they would go, I rubbed my pussy for a few seconds just to be sure there was a damp patch on them.

I sat back down with my knees together, I was so turned on by what i was about to do. I was going to give this dirty fucker what he wanted a good view of a real milfs wet pussy.

B come back outside with a nice cold drink and again one hand on his crotch.
As he passed me the drink i told him to sit, we talked for what seemed like hours, I was so nervous and unsure but I thought fuck it. With a big smile on my face as we talk i slowly opened my legs.

OMG is all I can say. The boy couldn't take his eyes off my dirty cunt he wanted it so bad.

B likes to return the favour whenever he can by showing me bits here and there but last week he got really brave, I was sat in the kitchen talking to my daughter when B walks in the room in just his robe. I could see straight away it was adjusted to benefit me, he walk over to me and sat next to me, my daughter was on the other side of the room talking but not paying attention to anything else other then what she was doing. He sat next to me sideways on so he was facing me.
I could only steel a look every now and then but slowly and surly the robe parted from his legs until this think hard cock was in plan view.

My god if my daughter wasn't home or even in another room i would sucked that dick like it the last dick i would ever see again. It looks beautiful. He stayed like that for a while and I was finding it hard to control myself needles to say i fucked myself silly that night and have been doing since just thinking about what one day I will let him do to me.

We haven't had sex or even talk about it. Things are at a stage of we both know what's happening but we haven't talked about it I don't know how to take things further or if i should.

we are very touch and feel with each other and i will be honest i look for any reason to text him and I think he also looks for any reason to text me, he can be forward in his text so I play it down but I want nothing more then to let this young man do what he wants to me.

Anyway if feels good getting this out in the open

XOXO


#flashing   #knickers   #upskirt  


I hired a older widow (in her early 70's) to answer the phone in my shop so I am not constantly interrupted working.
Knowing her from previous business dealings with her late husband and selling off their equipment after his death we have some history.
She is quite spry and has a sharp tongue with unruly clients.
Some years ago I installed a hidden camera in the floor at the roped-off entrance and got some good up-skirt shots from female clients still wearing skirts.
Now I installed a hidden camera under the office desk the widow is occupying. Until now I only got granny panty shots. I am hoping the summer heat will force them off her.


#hiddencamera  


I took pictures/videos of girls from my high school for 3 to 4 years. These girls were in the same grade as me. I jerked off to those photos and posted some online for random people to see. For some fucked up reason I felt accomplished showing other people the types of photos I took. Shots of different girl’s asses from multiple angles, close ups, zoom ins, and the occasional upskirt. Those turned me on so much.

My obsession got ignited when we were having a fire drill 4 years ago. Every class sat in a line next to each other. The girl who was in the line next to me (T.A for initials) was a good friend who I had no romantic interest in until I got a peek of her slim, bright yellow undies. She was sitting cross-legged, and I’ll tell ya what, she didn’t have a thick ass, but she did have curves, and along with her slim legs, I got the assumption that she had a tight pussy. That thought alone would turn me on for months after that day. I wished I’d taken a photo of it just for myself but I was too distracted. I don’t know how she didn’t notice me peeking under her legs, but it was a sight to behold. I dreamt of ripping of her undies and fucking her doggystyle right there on the oval (I would never rape anyone, I’m just saying she’s hot) That day I deemed that I loved everything about this girl. I already liked her personality, but now I also loved everything about her physical appearance. Beautiful face, round cheeks, very small tits, and a curvy ass which still gives me erections to this day.

A year later, I was sitting behind this girl. This was a pretty normal thing for me as I’m the shy one in the group and usually sit at the back anyway. I took my first photo that day. Of that same girl’s ass. She was sitting with her back towards me, so her sports pants compressed against her lovely ass stood out to me. That’s when I decided to continue photographing the girl’s asses from my school.

It started off with T.A, then I took photos of R.J’s ass. She had slightly thicker legs and a bit more curves. At this point I only targeted these girls because they were my only female friends and felt a personal connection to them. Kinda ironic I know. Over the years I’ve taken photos and videos of around 20 girls in my school. I upskirted at least 6 of them. I found all those girls super attractive. Especially their asses. Those turn me on the most.

The most fucked up part of all is that I posted my favourite pics on an Instagram account which has since been deleted as one of the girls found out about it. After that I deleted all the photos and videos I’ve ever recorded, and I’ve made a pact with myself to not record other girls anymore. Hopefully I can keep my promise. I apologise to all the girls I took pictures of. They were all innocent and pure and they didn’t deserve that.

I’m the most fucked up person I know. I know what I did was wrong. I know I should have never posted those images, yet I still want to try and change myself so that I don’t hurt anyone else.


#highschool   #teen   #upskirt   #photography   #masturbation   #voyeurism  


Because my father is very normal and conventional I like to wear short skirts and tops when I visit him just to annoy him.


#father   #normal   #clothes   #conventional   #short   #skirt   #top  


ever since i had the ability to "remember" memories, ive had a fetish of girl legs. every time i saw a girl i liked with a skirt, i looked at her legs and felt wierd inside. noone knows that i like when girls are tied up except my closest friends corgan and alex. i also met this girl who likes being tied up or just the thought of it. sadly, she lives far away from me. i hope one day i can meet her, and possibly "get to know her" if you know what i mean.


#skirt   #legs   #girls   #memories   #fetish  


I installed a hidden camera in the floor under the desk of my aging secretary and post up-skirt pics and video clips of her.


#upskirt  


Too often I find myself creating slideshows of women and girls wearing short skirts/dresses and masturbate to them. In real life, I'm just so turned on by short skirts that I often can't help myself whenever I see one. On top of that, if I happen to witness or find an image of a female curtsying in a skirt/dress or a panty upskirt shot, I get even more horny. And the weirdest part is that, for some silly reason, I enjoy jerking off to these pictures most when I replace the female's heads with an elephant's head. As someone who believes in Jesus Christ, I am easily able to recognize this as a habitual sin that I need to break because it often damages the way I look at the opposite sex when I see them wearing such attire.


#fetish   #weirdness   #pictures   #masturbation   #girls   #skirt   #dress   #panties   #elephant   #habit   #sin  



Pray and roll the dice for #skirt

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