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A boring cross dressing journey

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By *stelle OP   TV/TS
7 weeks ago

Cumbernauld

Been cross dressing for a long time, started maybe when I was around 14, I would go into my mothers wardrobe and drawers , pull on a pair of tights, panties and a skirt, have a wank looking in the mirror, that was it, an event that only took five minutes then it was over.

From that time I would partake in the same thing with girlfriends clothes when it was safe to do so. I was never dressed for any length of time.

Then I’m in my late 40s and I am living alone and started wishing I could dress up, so I did, I went to charity shops and started buying mini skirts, would go to Asda and buy holdups, trying to find shoes was a nightmare but I found that an open toe backless wedge style shoe in a ladies 8 I could manage it.

So I would dress up mainly from the waist down, prance about in front of a mirror while wanking my cock and my god what a fucking orgasm I would have, so intense.

Ok so there is a brief synopsis of how it evolved.

Now I’m still living alone, still adore women, love to fuck women, BUT I still love to dress and as I’m dressed I think about guys, handsome guys with large cocks, a few years ago I would go out in my car or van, dressed from the waist down, stockings & suspenders or hold ups, tiny panties , a mini skirt and my heels, I liked Stirling services, still do but not the toilets, just the car park, also Forrest mill car park and the car park on the way to Sherrif muir, when I got there I would pull off my rigger boots and jogging bottoms, I’m already wearing the sussies and panties and pull on my skirt and heels, got to say it was a horny feeling but scary at the same time., can continue if anyone is interested

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By *annabeyourbottomMan
7 weeks ago

Bangor

Please do. Brings back similar memories of my crossdressing journey

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By (user no longer on site)
7 weeks ago

Yes please. Love to hear it xx

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By *ralBiguy63Man
7 weeks ago

manchester

Yes please continue, this is sexy

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By *ita99TV/TS
7 weeks ago

bognor

More please ❤️❤️

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By *ojo1957Man
7 weeks ago

Farnborough

Oh yes , please add more

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By *2marcMan
7 weeks ago

tunstall

Please carry on

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By *ade crossTV/TS
7 weeks ago

chiselhurst

Love to hear more

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By *ashtoolMan
7 weeks ago

belfast

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By *V ShazTV/TS
7 weeks ago

Haydock

Those early memories can be a little scary, but it's a natural progression to want sex with guys, when dressed in a short skirt and panties.

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By *enny 52TV/TS
7 weeks ago

South Cheshire

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By *stelle OP   TV/TS
7 weeks ago

Cumbernauld

I would pull one foot up onto my seat so that anyone passing could see my stocking clad knee, sometimes I would open the door slightly and put my foot on the road.

I don’t know the scene, I’m trying to edge in and gauge reaction. One time at forrestmill I got out my car dressed and walked over to the bin to deposit some litter from my van, I tried to act carefree as if this was natural while thinking fuck are you insane while the light breeze was blowing my short skirt up, now I know not all gay guys are into cross dressers , but I know all of the 5 cars parked there saw my display of exhibitionism but none of them chose to act. Maybe just a poor night for me, not macho enough 😜.

I’ve not been out dressed for a long time now, I can dress fully with sexy blond wig and makeup but that is far too risky to leave home like that.

Then came along FAb guys, this is where I learn to suck cock

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By *stelle OP   TV/TS
7 weeks ago

Cumbernauld

I would pull one foot up onto my seat so that anyone passing could see my stocking clad knee, sometimes I would open the door slightly and put my foot on the road.

I don’t know the scene, I’m trying to edge in and gauge reaction. One time at forrestmill I got out my car dressed and walked over to the bin to deposit some litter from my van, I tried to act carefree as if this was natural while thinking fuck are you insane while the light breeze was blowing my short skirt up, now I know not all gay guys are into cross dressers , but I know all of the 5 cars parked there saw my display of exhibitionism but none of them chose to act. Maybe just a poor night for me, not macho enough 😜.

I’ve not been out dressed for a long time now, I can dress fully with sexy blond wig and makeup but that is far too risky to leave home like that.

Then came along FAb guys, this is where I learn to suck cock

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By *ammy41273Man
7 weeks ago

blackburn

Love to dress feels amazing. Even better with others who also dress

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By *uzanne_lincsTV/TS
7 weeks ago

Boston

Loved cross dressing at Fannyside Lochs in Cumbernauld.

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By *ylonplesureTV/TS
7 weeks ago

Stafford

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By *hris-in-WiltsMan
6 weeks ago

Chippenham

You're not alone xxx

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