Painfully shy couple take first tentative sexual steps

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Reaching under her tee shirt I ran my hand up her well defined abs and reached up to feel her breasts for the first time (indeed the first time of course that I’d felt any breasts). She had on a flimsy bra, so I could already feel her nipples through it. Taking my courage in both hands, I reached in and lowered the cups so that I could access her tits fully.

“Oh shit, yes,” Sally hissed, as I manipulated her nipples.

Emboldened by her response and the obvious approval of my actions I took another more daring step and dropped one hand into the waistband of her leggings. Then, before I lost my nerve, I moved lower and reached into her knickers.

My mouth was dry and my heart was beating so hard I honestly wondered if Sally would be able to hear it. But she certainly did nothing to stop me. In fact, far from it, as she was now pushing firmly back against me and breathing heavily herself.

I took the final step and lowered my hand just an inch further until, for the first time in my life, I had my hand on – and then fingers in – a pussy.

As exciting as this was for me, it seemed to be having the same effect on Sally. As my trembling fingers made their way through the mass of hair I’d encountered she was gasping and writhing against me.

I really did have very little idea what I was doing, particularly as I was behind Sally and was working purely on touch. Fortunately, Sally was so aroused and therefore so wet that my fingers were running smoothly over her pussy lips and then into her pussy itself, causing her to groan and finally turn towards me.

“Oh God, Jack, you’re driving me wild… plus,” she then confessed, “I’ve been playing with myself a little earlier, in anticipation of having this time together. So I’m absolutely on fire. Shall we go up to my room so we can be more comfortable and take this further.”

“God, yes please,” I concurred.

So we raced up the stairs and, in record time, shed our clothing. After a brief pause, we collapsed onto the bed, as I pulled Sally to me. As we did this, in the latest in a series of “firsts” she grabbed my cock. I was so worked up I almost came at that very first touch. And I certainly twitched and winced involuntarily.

“Is that OK,” she asked, with some concern.

“Oh my God yes,” I assured her. “it’s much better than OK. I was just worried I was going to “pop” before we even started. You’re not the only one that’s one fire.”

But, with the shock of this initial contact over, I was more able to relax and enjoy the experience. Laying on the bed, both of us stark naked, we continued to explore each others bodies. Sally had her hand wrapped around my cock, with my fingers buried in her pussy.

As we were lying there side by side, just inches apart, masturbating each other I looked over at Sally. Her lips were parted and we looked deep into each others eyes. We were so close I could feel her breathing and, in an act that felt both entirely natural and utterly terrifying, I leaned over and kissed her.

Oh my God, it was electric! But after a few seconds I paused, worried that I’d perhaps overstepped the mark.

“Are you sure this is OK,” I queried. I really was a respectful (perhaps overly so) lover.

Seemingly not trusting herself to speak, Sally just nodded assent and pulled me back to her.

I discovered, almost immediately, that I enjoyed kissing almost as much as I was enjoying being wanked off. So, it appeared, did Sally.

So much so that we let go of our genitals, wrapped our arms around each other and buried our tongues in each others throats.

Remarkably, at the age of 18, until then I’d never kissed a girl. Nor, I discovered later, had Sally kissed a boy. There can’t be many people who’ve been wanking with another person before they’ve been kissed! So, from the off, we made up for lost time.

As gratifying as this was, of all the things we’d done (and were to do in the future) this felt, initially at least, the most awkward. Watching ourselves wanking, and even wanking each other, felt somehow “functional”. Whilst kissing, on the other hand, had much more of an intimacy about it. That, of course, is part of its huge appeal. But kissing your sister, or to be accurate step-sister, felt much more taboo.

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