Having agreed with sister Sue to enter the town's fancy dress competition as Cinderella and Prince Charming, with me as Cinderella and her as the Prince, I had discovered my liking for wearing girl's clothes. The feel of them, especially the undies, turned me on so much that I became stiff even as I started dressing. Sue's answer to this problem was that I would have to wear knickers all the time till I got used to them and also be fully dressed at the weekends.
So there I was on a Saturday morning in her bedroom preparing for the day. At that moment, I was just wearing a tight waspi as a way to give me more of a figure and was clipping on the sheer black stockings, that Sue said made my legs look more shapely, prior to stepping into a pair of silky French knickers. Too often in the past, they had been my downfall because they felt so sexy and made me stiff.
At that moment, Sue came in carrying two packets with the comment "For us" as she began to unpack them. I was busy arranging my bra prior to padding it out when Sue said "For you" and handed me a couple of breast forms. I was surprised and then delighted and once they were in place, I was so busy looking at myself in the mirror to gauge the effect that I hadn't noticed what Sue had got for herself.
It was only when she said, "You look good enough to fuck," that I turned to look at her and saw a distinct stiffness hidden by her 'Y' fronts.
"What on earth ...?" I exclaimed.
Sue slipped her 'Y' fronts down and revealed the strap-on that she was wearing. "You know," she said as she pulled her briefs back up, "I almost know what it must feel like to be a bloke."
"I can see that," I said as I stood beside her and then grasped her cock through her underpants. I gave it a few firm pulls that resulted in a brief sigh and a tensing of her thighs to show me that my fondling had had the desired effect on my tom-boy sister.
"Stop that and finish dressing," she said. "I'll get some coffee and then we can have some real fun." I knew exactly what that meant from the way that Sue's nipples made stiff little points in her tee-shirt, showing that she was very excited.
I was barely conscious of the front door being answered as I put on a simple dark blue cotton dress that buttoned all the way down the front and showed off my figure to its best now that I had properly shaped breasts that jutted forward proudly.
I had just finished arranging my hair into a page boy style when Sue came into the room followed by Phoebe who, from the way she was dressed all in white with a very short pleated skirt, looked as if she had been playing tennis, however, I was surprised that Phoebe didn't immediately recognise me even though Sue had introduced me as her friend Paula.
She sat on Sue's bed and I sat next to her while Sue relaxed in the chair opposite. I reflected that I hadn't seen her since the time of my initiation into wearing lingerie and I had certainly come a long way since then. So we sipped our coffees as Sue and Phoebe chatted about boys. Noticing my quietness, Phoebe asked me if I knew Sue's brother Paul. Taking my cue from Sue, I shook my head. What Phoebe said next surprised me even more. "You should," she said, "I won't say how I know but he's got the most beautiful cock."
"He has?" I said, somewhat stunned.
"Oh yes," she said, "and it's really quite big."
"Really?"
"Yes, really."