LindsayGurl
Really Experienced
- Joined
- Aug 3, 2016
- Posts
- 418
Wow so sexy!!!!
Crossdressing orgins
- Thread starter LindsayGurl
- Start date
Toomuchcaffiene
Virgin
- Joined
- Apr 11, 2022
- Posts
- 27
My secret side started a number of years ago.
My wife was away for weekend and I came home, after being out for dinner with friends, feeling extremely horny... and after a couple of glasses of wine... very kinky.
So, after another couple of glasses, I put my wife's stockings, suspenders and panties on.
I had the most erotic orgasm as I posed in front of the mirror. I have since bought some high heels and a mini skirt.
It is still my secret tho, which somehow makes it feel more horny.
My wife was away for weekend and I came home, after being out for dinner with friends, feeling extremely horny... and after a couple of glasses of wine... very kinky.
So, after another couple of glasses, I put my wife's stockings, suspenders and panties on.
I had the most erotic orgasm as I posed in front of the mirror. I have since bought some high heels and a mini skirt.
It is still my secret tho, which somehow makes it feel more horny.
Smoothshavendad
Here to have fun
- Joined
- Nov 14, 2017
- Posts
- 22,207
The real desire is in the secret…
I started young with my cousin's clothes
https://cdn03.imaglr.com/storage/uploads/2390/2026/06/fKnhMq1DnXIu3FHIRkOakCj6VYDUtL1YpbngP5NT.jpeg
https://cdn03.imaglr.com/storage/uploads/2390/2026/06/fKnhMq1DnXIu3FHIRkOakCj6VYDUtL1YpbngP5NT.jpeg
Sexy! Thanks for sharing
Toomuchcaffiene
Virgin
- Joined
- Apr 11, 2022
- Posts
- 27
It is, but also coupled with looking at myself in lingerie that I wouldn't normally wear gave me a massive thrill.
Mrchapter6
Naughty Gent
- Joined
- Sep 10, 2026
- Posts
- 39
Try a flowing maxi dress
stargame
Literotica Guru
- Joined
- Jul 11, 2008
- Posts
- 27,446
richgo50
Virgin
- Joined
- Jul 19, 2004
- Posts
- 2,218
Can I please get your coock to full attention.
richgo50
Virgin
- Joined
- Jul 19, 2004
- Posts
- 2,218
Would like to see the entire outfit. Looks like she has a lot to suck!!
spraybomb13
Experienced
- Joined
- May 1, 2004
- Posts
- 193
Mine started at a childhood friend's house. We had been out riding bikes and got caught in the rain. When we got to his house, his mom made us strip and get into a warm tub together. We had been friends for a long time, so this wasn't anything new to us.
When we got warmed up and out of the tub, she had laid out dry clothes for us to wear. I was much smaller and skinnier than my friend and his clothes wouldn't have fit me, so she gave me a pair of his sisters cotton panties and a T-shirt that was too long for me and fit like a dress. I complained, but she was the type of mom who didn't take any crap from us, and said it was just until my clothes were washed and dried.
Once I had the panties on and my "dress", I felt a thrill inside like I'd never felt before. I loved it! I ended up wearing them all night.
My friend was much more sexually advanced than I was, and I suppose seeing me as a girl had done something to him as well. When we went to sleep that night, he climbed on top of me and ground himself into my panty covered booty. I loved the feeling of being under him and submissive to him. Nothing more happened as neither of us would've known what to do at the time, but the feeling of it all has stayed with me all these years. I still get the same thrill when I slip on something sexy!
When we got warmed up and out of the tub, she had laid out dry clothes for us to wear. I was much smaller and skinnier than my friend and his clothes wouldn't have fit me, so she gave me a pair of his sisters cotton panties and a T-shirt that was too long for me and fit like a dress. I complained, but she was the type of mom who didn't take any crap from us, and said it was just until my clothes were washed and dried.
Once I had the panties on and my "dress", I felt a thrill inside like I'd never felt before. I loved it! I ended up wearing them all night.
My friend was much more sexually advanced than I was, and I suppose seeing me as a girl had done something to him as well. When we went to sleep that night, he climbed on top of me and ground himself into my panty covered booty. I loved the feeling of being under him and submissive to him. Nothing more happened as neither of us would've known what to do at the time, but the feeling of it all has stayed with me all these years. I still get the same thrill when I slip on something sexy!
liqueur
Village Elder
- Joined
- Aug 30, 2010
- Posts
- 7,011
Good for her! She may have been “no-nonsense”, but she knew what she was doing...
Good for him! And you! He, his mother, even the sister who contributed the panties, all helped to form your nascent sexuality. I hope that in your adult years you've learned to lower the panties a bit and spread your cheeks.
drobert44
Literotica Guru
- Joined
- Dec 4, 2020
- Posts
- 15,561
stargame
Literotica Guru
- Joined
- Jul 11, 2008
- Posts
- 27,446
I did.
drobert44
Literotica Guru
- Joined
- Dec 4, 2020
- Posts
- 15,561
saintcero
Literotica Guru
- Joined
- Sep 8, 2016
- Posts
- 5,112
The right person at the right time where just a nudge, a suggestion is all it takes to open a window into a new life.
Sissy_LoriLux
Slut
- Joined
- Jul 15, 2026
- Posts
- 192
I liked women's clothing for as long as I can remember
stargame
Literotica Guru
- Joined
- Jul 11, 2008
- Posts
- 27,446
Especially purple lace.
Redblack81
Virgin
- Joined
- Sep 24, 2026
- Posts
- 410
I’m with you. Has been forever
, sheer white and black silk 
AllenJames
Experienced
- Joined
- Aug 3, 2015
- Posts
- 423
That's possibly all it would have taken for me
saintcero
Literotica Guru
- Joined
- Sep 8, 2016
- Posts
- 5,112
Mentally vulnerable, a bit lonesome, horny and a drink or three. The next thing you know is you are in a bra and panty set and it feels good
Nicolewilson
Virgin
- Joined
- May 9, 2018
- Posts
- 23
I had two older sisters they feminized every opportunity I loved it and did not want to be a male . Grew my hair and looked more girly not looked back .
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