My twin sister had a big role in how I became a sissy. I feel I've always been a sissy so she didn't make me a sissy but had a huge influence on how I embraced it. Our parents encouraged her to include me when she would play with her friends and I credit her with obeying with gusto. I was a regular, if unofficial, member of her girl group of friends. When we'd go to the mall, they would make me carry the bags but all of them enjoyed teasing me lightly about what outfits would look good on me or even what panties I should wear and more. I didn't recognize how wonderful this made me feel at first but eventually it became clear that it was touching me on a deeply sexual level. The very thought of wearing panties would get me aroused and to be included with a group of cute girls shopping for panties and bras was absolute heaven.
I also have to credit a bit of fate with my genetics that I was never a hairy guy and in fact developed a slender body type that was not that far off my sister's in size. I never developed beautiful breasts like she did, of course, or the extra curve to her hips and bottom, but I looked way more like her than I did some of the jock guys at school.
Naturally this caused me to be picked on at school. I guess I was giving off "sissy vibes" in the way I looked or acted. My sister was always there to defend me which should have embarrassed me but I just loved her the more for it.
Eventually, we had a heart to heart where she tried to figure out how to ask me what my "deal" was. She didn't want to be cruel but she also was a little scared of the answer. Finally she asked if I wanted to wear her panties. I think the way my face lit up was plenty of answer but I said yes.
"Okay, these are now yours," she said, handing me a pair of cotton string bikini panties. Not thinking I had anything to hide, I started to pull off my shorts and underwear. She laughed and turned around until I'd put them on.
She turned back and saw my shorts were still on the floor, "Oh, I thought you were... well, okay." She looked me over, had me turn around. "They fit really nice on you. Shows off your cute butt too."
I was so excited and happy that my cock got hard but luckily the panties were just big enough to contain it. If my sister noticed, she made an effort not to show it or mention it. "Here, why don't you take... all the blue ones and those can all be yours. Don't want to get our panties mixed up, do we?" I accepted seven pairs of panties, some cotton, some satin.
"Can I try your bra?" I asked, going for broke. She looked at me a second before opening another drawer and finding one that was a similar color to the panties I was wearing. She'd developed full C breasts by that point so the bra cups were very loose on me, but I loved that she showed me how to put it on and how it should fit on my body. Again, our "wonder twin powers" were in action as her bras fit me very well.
"Now bras are expensive, so you can keep that one, but just that one. If you want more, we'll have to go shop for them." We each had jobs by then but were still living at home so we had cash to play with. I pushed and got her to commit to a shopping spree that Saturday. I begged for the other girls in the group to come along.
"You want all of them to know?" she asked seriously. I nodded.
