Cross Dressings at young age and older

Did your cross dressings begin at young age and continue into later life? Myself now 70 y.o. had a cross dressing episode at age of 10 yo. by a 12 y.o. older sister and her two best next door girlfriends who were twin sisters , they her age also. It occured during the summer with my mother out of town with the twins parents for a weekend outing trip. Myself and sister were being supervised by a aunt whom would be returning later that evening for the night and until my mother's return the next evening. Having been told by the girls to leave them alone during their day together of play etc. I neglected their decree of order and began to tease and harass them such as taking their Barbie dolls and throwing them out into the yard etc.. They began chasing after me in retaliation and in a moment of anger I threw a rock and struck one of the twins which brought about crying etc. and anger and threats from the three as to how I was going to be reported to the aunt and returning parents later. I departed back next door to my home now in fear and paranoid as to what I may be facing in punishment. Within about a half hour I heard the three girls summoning me to come to them awaiting me at our adjoining properties and after a bit of more chastisement and threats of what I could be facing that evening and next day I succumbed to an apparent punishment decided by them instead of the alternative. Once I agreed I next was told to follow them into the house and as we proceeded inward I realized my destination was to be the twins bedroom and immediately upon entering it I saw my impending feminization punishment with their chosen apparel on the twins bed. As I went into a state of fear and embarassment before my disciplinarian three I again was reminded of the alternative consequences if not submitting to their desire and self satisfaction. I slowly began undressing first with the shoes and socks followed by the shirt and dreaded belt unbuckling of my pants as they fell to my ankles and the floor I now only clad in my tighty whities bringing about loud laughter and cackling from the girls particularly the twins in that they didn't have a brother. No doubt in my humiliating state I surely had blushing occuring also for their amusement. Once down to my briefs I next was instructed to go to their in room bathroom and I stepped out of my pants and proceeded as directed . Once inside one of them pushed the door behind me closed and next I was told to remove my underpants and attire myself with a lacy frilly white satin panty of their choosing. To be continued… Fretter

For me, i enjoyed cross dressing - mostly wearing panties when i was younger, but have not continued to have that interest as much as i passed int my 30s. The closest i come now is wearing tights around quite a bit, that gives me the feeling of femininity.

interesting how our sexual desires change over time to some degree.

Pt.2. Once I observed the panty chosen for myself and began to pull down my manly tighty whities a feeling of apprehension encircled me this a new initial first experience in wearing feminine attire. Once the silky frilly underpants was upon me a tingly sensation occured over my entire lower body quadrant followed by the verbal outer room decree to hurry and return to them for completion of my sissification as connived by them. Once reopening the bathroom door I was told to also bring along my just removed underpant and to give it to them and once completeing this task even more amusement and chastisement was directed at me along with finger pointings by the trio of them as I was sinking in total emasculation this a new total surrender of self for others satisfaction. My undies were passed around among them as though they were a new toy. Told to approach the bed I was soon being put into a half white slip and a knee length silky black girls dress each of them assisting the other in this ordeal for me. I next was told to sit upon the bed where my feet were covered by a white pair of frilly socks that folded over with their frilly bottoms. Next came the lifting of my feet to be placed into a shiny pair of patent leather dress shoes with their folded over and latched buckles. …. After standing and adjusting to the new footwear I was told to go and become seated before a mirrored furniture piece and instantaneously I began to have my hair furiously brushed and a plastic head band placed upon it followed by a trio of small red bows for the finishing touch. I tried to avert looking at myself in the mirror but soon had my head raised upward and humorously told to observe my pretty self along with the mirrored image of them behind me in joyous behavior. In a few moments I was told to stand and begin to turn about for their observations in my conversion to their liking and that I needed to view myself also in the mirror. I next was ordered to follow them into the living room and become seated before them in a chosen chair . Once in place I next had to handle and play with their Barbie dolls I had earlier mishandled with my misdeed upon them and their owners. I had to adjust their attires and brush their hair with the supplied toy plastic brushes. This was total demoralizing for me and I began to cry a bit bringing about more chastisement and gratification from my punishers . Once they felt satisfied I lastly had to arise from my chair and curtsey my jury along with a bit of skirt tail raising for viewing of my panty punished under region I also viewing it as more enormous laughter erupted at my appearance before them. I soon was dismissed for my fem. undressing and told intently that nothing would be known or told of this experience and to remember this in the future before I committed another offense upon them. I hurriedly returned home and immediately stripped down and bathed as though I could make all the shame disappear that had been put upon me earlier. Now roughly 61 yrs. later I can still remember and envision this experience it now being arousing and erotic. Fretter

I was about 9 when I started being interested in my mother's clothes. She had her overflow clothes in my room. I would try on her lingerie, girdles, garter belts. I earned money doing chores, and bought my own panties. Got caught of course, and scolded but that didn't stop me. Staying at my grandmother's house: an aunt who came up often had a lot of clothes in the spare bedroom and I would wear my aunt's clothes, grandmother's corsets. Grandmother was an 'enabler.' First time I got caught I was 12. I was very embarrassed. She was just amused, asked me why I was wearing lingerie and dress; I told her I just liked wearing women's clothes. I desperately wanted to get my own clothes back, but she made me keep the clothes on rest of afternoon & evening. Maybe she thought I'd quit if I were forced to cross dress in front of her; she asked me if I wanted to cross dress a couple days later; soon I cross dressed whenever I wanted. She never told my parents. I lived at her house 3 years while I was studying at the University. Still let me cross dress, with my own clothes. She'd wash my lingerie along with the rest of the laundry.

The thing i remember most about being dressed by my cousin and her friends is the headscarves i was made to wear . I didn't have long hair at the time and the scarves hid that . I do remember the perfume on them and the silky softness on my cheeks though . The scarves always seemed to match the dress or skirt blouse combo they had me in .