Masturbating in womens clothes ideas (Only answer if you do it)

Silkskirt78 · Jan 28, 2026

JamieO'H said: ↑

Women in long skirts have turned me on since I was a kid. My old school teacher wore ankle length skirts all the time, and I had a real thing for her. I used to try and touch them whenever I could, and just a brush of the material with my fingers was electric.

About this time my mom was given a long, hippie style skirt by a relative, but it wasn’t her thing so it got put in a donations bag that lived in my closet. I found it in there by accident, and would regularly get it out, lay it on my bed, and run my hands over it, imagining it was my teacher. The more I did it, the more I got the urge to try it on, but I resisted for ages. Then one day I caved in, grabbed the skirt and ran to the bathroom. I dropped my pants, pulled on the skirt, and was undone. It was amazing and I've never looked back since.

I'd regularly wear it, and other longs skirts, after that, but always with my underwear. I 'liberated' lots from the closets of friends and relatives too. Just the feel of the material against my legs would give me a boner, and sometimes I'd lie on the floor and grind away until I came in my shorts. While my contemporaries masturbated over the lingerie pages in fashion catalogues, I was jerking off over the models in long skirts.

I was always attracted to girls in long skirts too, and would encourage them to keep them on during sex. Being ridden with a skirt spread over my chest and legs was unreal.

Then one day, while staying at a girlfriend's house, her mom came home wearing the most gorgeous green satin skirt. I got a boner just looking at it, and knew I had to find a way to try it on. The next morning, my girlfriend and her parents left for work/college, and I got my chance. I found the skirt in the mom's closet, pulled it on. By chance I'd gone commando that night, and with no shorts between my dick and the skirt, I was harder than I'd ever been in seconds. The satin was amazing, and before I knew it I was yanking away; the satin clenched over my dick in my hand. I hadn't intended to orgasm, but I couldn't stop myself and literally exploded inside the skirt. I'd never seen so much cum, and it was everywhere. Mild panic followed as I attempted to clean the skirt, but I must have succeeded as the mom never mentioned it. Saying that, on another occasion when she wore it I commented "Nice skirt!", and she said "Thanks, you should try it on some time!", so she probably knew. I'd loved to have f*cked her in it.

After that long skirt masturbation became a regular part of my life. I've got several, and have owned even more. I like to wear them around the house and a few are just for wearing, and some are purely for wanking in. I don't wear any other womens clothing, just long skirts.

A few years back I had a bi friend who cross-dressed, and when in femme guise looked pretty good. He had this fabulous long patchwork skirt that I really loved, but he didn't know that I wore them. It actually really messed with my head when he wore that skirt. One night we'd been out for beers and were back at my apartment when, out of the blue, he asked if he could give me a BJ. Now I wasn’t into that, and said no. So he asked why, and before I knew it I’d said "Because you're not wearing your patchwork skirt."

So he got up and left without a word, and I knew he'd gone home to change. Like I said, I wasn’t into same sex stuff at all, but for some reason (possibly the beer) I went and put one of my own skirts on... and waited. I watched from the kitchen window and, sure enough, after a while he came down the road with patchwork skirt swinging. I was aroused and terrified in equal measure, but decided that it was a step too far. So when he knocked on the door I hid and wouldn't let him in. Unfortunately he'd seen me through a gap in the curtains, and he knew my secret.

A few days later he confronted me and I told him about my skirt fetish. He asked if he could make me up as a woman, but when I said I wasn't keen he threatened to tell everyone my secret so I reluctantly agreed. He went home and changed, coming back later fully dressed and made up, in a long black, full circle satin skirt. He'd also got a near identical skirt for me, and wig, boots etc. He worked miracles with me, and I couldn't believe how I looked when he'd finished. Not convincing in any way, but passable.

As I suspected, he tried it on again, but this time I was a little more open minded. I still didn't want to do anything heavy, but agreed to some mutual leg caressing over the satin, and occasionally hands would brush against boners. We were both really aroused and it showed as neither of us was wearing underwear.

After a while, and after refusing his requests for more, he got down on his hands and knees on the floor (his ass did look pretty good draped in satin, I have to admit), and told me to simu-f*ck him. This basically meant rubbing my dick between his ass cheeks, with my skirt (and his) still down - satin on satin. By this point I was so turned on that I agreed, and it was awesome. My satin-draped dick slid beautifully over his satin-clad butt, and it was good in fact that I was sorely tempted to lift our skirts and do the job properly. I didn't though, and very quickly came in the most glorious orgasm. After I'd finished we swapped places and he did the same to me. It was one of the most erotic moments of my life. Never been repeated though.

I still consider myself straight, but am quite happy to look at guys in long skirts as well as women. What turns you on, turns you on I guess!
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Love that story .we have so much in common

Pantyman61 · Jan 29, 2026

thenotorious21 said: ↑

ok, so i like to wear womens clothes while i masturbate, lots of people do it, it's very arousing and exciting, i just want to hear new
ideas for wearing womens clothes while masturbating.

i stated off on ebay, because you can get everything from there, i bought a pair of control briefs and then moved on to tights and then finally got a silk nightdress, but all this is not enough, i either need more or something different in womens clothes, i was thinking of getting a bra, suspenders, a pair of high heels, satin gloves and maybe a wig to top it of, i like the idea of having my hole body covered in womens clothing.

i don't have a clue about womens clothing, so could you help me out, because what I'm doing is not enough, tell me what you like to wear or what you recommend, and please only answer if you do it or like it, because i don't want hundreds of people replying calling me a weirdo and saying I'm different, its a fetish, a lot of people do it.

and also could you tell me what this ladie is wearing, i don't know what its called, but i like it.
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I wear women's panties to masturbate. I cum inside them and watch my sperm seep out

JR West · Feb 2, 2026

Pantyman61 said: ↑

I wear women's panties to masturbate. I cum inside them and watch my sperm seep out
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I do that too. Then I wear them the rest of the day too

Pantyman61 · Feb 3, 2026

JR West said: ↑

I do that too. Then I wear them the rest of the day too
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It's a great feeling isn't it?

JR West · Feb 3, 2026

Pantyman61 said: ↑

It's a great feeling isn't it?
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Oh yes. It’s like a dirty kinky secret as I go through the day

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