This is the first sequel to Chapter 01 submitted by BLKNYLONS in 2003. I love this story so much that I decided to write two more chapters. (I hope BLKNYLONS does not mind...). Like Chapter 1, this chapter is also taking place in 1966, when nylon stockings with garters, girdles, and stiletto high heels were an essential part of women's elegant fashion, and when pantyhose had not reached their peak usage yet.
(Note: All characters in this story are 18 years of age or older.)
"I'll be right back, sis!" I said as my sister got off the phone with her friend Sue. I planned to go to my room and put on a pair of sneakers.
"Hold on a sec, my little nylon pervert!" Sharon responded, obviously not being done with me yet. "I don't think you're going to wear YOUR shoes today... in fact, I'm going to let you slip into these cute black kitten heels of mine," she suggested with a taunting smile on her face. "I know you'd be stumbling and falling all over the place with my stilettos but I'm sure you'll be able to handle this pair over here."
I knew of course that there was no way out of this. On the one hand, this would increase the level of my embarrassment massively, going out shopping in women's heels; on the other hand, the thought of wearing a pair of my sister's hot shoes was at the same time a massive turn-on for me.
"Here you go, Mike!" Sharon handed me the pair of elegant shoes with a pointed thin heel bottom and shiny black leather material. "How about you take a sniff before you put them on?" She laughed and put first the right, then the left shoe in front of my nose. In a mix of embarrassment and erotic excitement I took in several deep breaths of my sister's black leather heels, a mix of slightly pungent girly sweat and the characteristic scent of genuine leather. My cock stiffened considerably during this sensuous experience and my sister didn't fail to notice the effect that smelling her sweaty shoes had on my sexual arousal.
"Okay, my fetish sissy, it's really time to go now!" She commanded. "Put on these heels and we're on our way to have some fun!"
I slipped into her heels with ease, as our shoe sizes conveniently matched almost exactly, and enjoyed the feeling of my nylon clad feet inside of her black leather kitten heels. Never before had I worn women's clothes, hosiery or shoes in public and my heart pounded in nervous anticipation of what would still be coming up today. Knowing Sharon, she might use any opportunity to embarrass me in public, I thought, but did I have a choice...?
I got into Sharon's car and we went to Sue's place, about a thirty minute drive from our house in normal traffic. Sharon made comments on my "female look" with the kitten heels and the black nylons that could be seen by everyone without difficulty, as well.
"So, how does it feel dressing up like a sexy woman?" She teased me.
"Well, to be honest, it takes a bit to get used to it, but..."
She laughed out loud and then pulled her skirt up over her knees until the top of her shiny smooth black nylon stockings were clearly visible. I also saw several wet stains on her stockings, where I had shot my cum loads onto her earlier and then had licked it all off, as well as I could.
"C'mon, sissy," she scolded me, "don't just lookβI like action! We'll be at Sue's place soon and I'd like to have some fun first!"
Without hesitation I put my left hand on her knees, feeling the tingling sensation of her gossamer nylon stockings, tautly hugging her beautiful long legs. I gently moved my hand further up her legs, over the top band of her stockings, then following the garters, experiencing the sensation of her soft, smooth young skin, all the way up to her still very wet black nylon panties. When I looked at her I noticed her eyes widening and her lips being pressed together, so it was quite clear to me that she was more than enjoying the special attention I was giving her. My god, she was such a gorgeous girl, well, woman, I thought, I could completely understand why she had so many admirers and why she never had troubles getting dates and landing in bed with whoever lucky guy she chose to.
The tips of my fingers meanwhile had reached the area of her outer pussy lips and as soon as I started with my massage of her sex, through the soft fabric of her panties, she breathed more rapidly and kept telling me not to stop and go all the way.
I now used both of my hands to increase the sensations and pleasure for Sharon, slowly entering one, then two fingers into the opening between her enlarged outer pussy lips, still all through the fabric of her wet black cute panties. Then I located her lust pearl, fully erect and hard in the meantime, and rubbed and massaged her most sensitive organ with varying degrees of firmness and varying ways of touches and motions. From the amount of pussy juices emanating and soaking her panties even more I could clearly tell that it would not take much more stimulation to drive my sister over the edge while she was still driving her car.
Finally I wanted to feel her more directly and pulled the crotch part of her panties to the side, so that her pussy was now fully exposed.
"Fuck me, Mike, PLEASE!" Sharon exclaimed in lustful anticipation. "Give it to me, go all the way! Don't stop! Oh my god, this is WONDERFUL!" Her breathing got faster still, her mouth was now half open, she was biting her lower lips really hard as she approached her climax.
I wanted to enjoy the sensation of touching my sister's private parts and most sensitive areas, now completely soaked by her pussy juices, as long as I could and so I let go of her clit for a little while, making her even crazier, and just probing into her lust hole with first one finger, then two, and eventually with my whole hand, almost to the point of making it painful to her. I think she would have liked to finish herself off at this point but her hands had to be on the steering wheel, for both of our safety.