How I started Cross Dressing

Hi I'm 64 and for most of my life have loved wearing womens clothes, though not so much these days mores the pity.

It started in the 60's with my sisiters clothes. I've got to say the 60's were a brilliant time to be young and to like crossdressing. All women wore stockings, heels, corsets and every other fantasy idea that a young boy could dream of.

I remember how it all started for me, our next door neighbour and my mothers friend was like a dream to me, probably like one of today's milf's. She used to come in our house for a chat and while sitting on the chair she'd always keep crossing and uncrossing her legs.

I'd sit there pretending to play trying to get a glimpse of stocking top, I'm sure that I did one day a small flash of white thigh, and then a quick dash to the bathroom to complete the dream.I still wonder if she meant for me to glimpse her naked thighs. mmm a boy can only dream,

Totally hooked but unable to touch my dream or her silky clothes I started to wear my sisters clothes. She was 5 years older that me and had some beautiful satin and silk underwear. So that was it I was completely hooked.

More to come later. (if anyone's still interested)
Published by rob_admirer
8 years ago
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34
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BobbiPerlaCD 5 months ago
lovely story
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lovemylingerie
lovemylingerie 1 year ago
Started in my sisters room as well. She gave me a drawer for my lingerie, and the far side of her closet for outfits and her hand me downs.
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LapperOfLabia
LapperOfLabia 3 years ago
Nice read and looking forward to more!
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petering52
petering52 3 years ago
Sim age here, my fav thing, meet crossdresser at her door, we hug and my hands feel garter belt under tight mini dress as lips kiss and nylon creates electricity, she leads me to settee, I’m dressed, nylons heels garterbelt brassiere lipstick n wig, quite the lady but our embrace has erected me inside panties cockringed and cock won’t go down , as we enjoy coffee n chat, and then......
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nylonsliplover
nylonsliplover 5 years ago
Wonderful times indeed. I had similar experiences and really loved wearing my mothers slips when she was at work. The orgasms were frenzied and powerful. All that nylon. Sheer paradise.
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explorer_3x69
explorer_3x69 5 years ago
I remember the late 50's and 60's when woman wore hose and garters and girdles. Nice pale thighs just above the hose such a turn on! Neighbor ladies would hang their intimates in their bathroom, so I would always need to use their bathroom and view their intimates!!!
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bggb29 7 years ago
interested
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rob_admirer Publisher 7 years ago
to hottvcarole : Would love to meet up with you Carole...your page is so exciting xoxoxo
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hottvcarole
hottvcarole 7 years ago
Very interested darling
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petering52
petering52 7 years ago
So then I had three sisters, and aunts gave panties as presents for Xmas , birthdays. So I was always into panty drawers and laundry. Trying them on . Cumming all over , getting caught.
It was only the invention of the Internet when I realized I wasn't alone. So I've gotten into crossdressing , , just love to be invited for meets and the first kiss, my hands are feeling your pantied bottom and our tongues dart. My panties under severe pressure when you manicured hand seems to fondle the silkyness and.....
Well it is such a rush . So yes looking for visits , NZ CDs , visitors too
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petering52
petering52 7 years ago
Hi, yes similar to me, we had newly married neighbour used to visit frequently when I was 7 to 10 and stockings girdle panties seem visible.
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Braveheart298a
Braveheart298a 7 years ago
Please tell more...
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funboi6969
funboi6969 7 years ago
More please
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Rocketman45O
Rocketman45O 7 years ago
very interested, what a lovely read :wink:

such a horny little boy hehe
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rob_admirer Publisher 8 years ago
to dennis110644 : Thanks for your lovely comment....hope to write more soon. ..would love to hear your story xo
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dennis110644
dennis110644 8 years ago
please continue,started in 60,s too
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rob_admirer Publisher 8 years ago
to michaella_cd : Thanks for the lovely comment...I keep meaning to write more...must find the time...that's a beautiful photo of you xoxoxo
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michaella_cd
michaella_cd 8 years ago
Some might say that was your downfall, but I think that of us that dress (even occasionally) know differently!
Please write some more. Could encourage others to write how they started. X
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rob_admirer Publisher 8 years ago
to pat177777 : thanks for the comment and I really will try to write some more xo
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pat177777
Yes yes more and more........
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rob_admirer Publisher 8 years ago
to hottvcarole : thanks for that Carole....would love to chat more with you darling xoxoxo
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hottvcarole
hottvcarole 8 years ago
Definitely interested
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rob_admirer Publisher 8 years ago
to billt12 : I'll be posting more soon...glad you enjoyed it xoxoxo
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billt12 8 years ago
WOW! Love the thought of you as a young boy becoming sexually aroused by your sister's underthings. I would certainly LOVE to hear more, Bi-Bill (London)
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rob_admirer Publisher 8 years ago
to littlenis : when did you start dressing darling....I'd like to hear about how it all started for you xoxoxo
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littlenis 8 years ago
Can only agree that the 60s were a great time to start dressing, clothes and the underwear were much more stylish than now.
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rob_admirer Publisher 8 years ago
to hottvcarole : \thanks Carole I'm going to write some more soon.....no I haven;t read your blog yet but I'm going there now xoxoxo
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hottvcarole
hottvcarole 8 years ago
Love to read more. Have you read my blog?
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rob_admirer Publisher 8 years ago
because you have been so kind I'll pen a few more memories that I still remember so well xoxoxo
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rob_admirer Publisher 8 years ago
thank you...I'm glad you enjoyed it xoxoxo
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