A week later school was out for the summer which gave me and Karen a lot more playtime, playtime that ever so often also included Molly and with Molly came her strap on. Karen totally adored that strap on and I have to admit I was quite fond of it myself.
In fact ... I was so fond of it that it wasn't long before I asked Molly to lube it up and fuck me with it while I was pounding away on top of Karen. Oh FUCK. That was such a turn on. I can't really find words to describe it. It was like the first time you tasted chocolate. I came so hard being pinned down against Karen's sweaty body while Molly just kept pounding away in my ass like she didn't care. I came and came again, and so did Karen. Afterwards me and Karen rewarded Molly by licking her cunt and ass until her eyes were rolled up into her head and she couldn't talk straight, much less walk straight.
--
That summer was one of the best in my life and it was a summer of many firsts, as I think you already suspect. I started to dress up in Karen's clothes more often and more elaborately. Karen taught me how to do make up and walk more girly. She even began calling me Nicole whenever I was dressed up and made up.
There was one other first though that also happened on a dare. You have to understand that these dares weren't really a regular thing between me and Karen, most of the time we just screwed around, experimenting with whatever popped into our dirty minds. And they were indeed dirty as fuck. The dare in question though was one I hesitated to go through with. I'm sure Karen knew this and that she made a dare of it for that very reason. Otherwise I might not have actually had the experience it lead to. She later told me she came up with this dare after having seen how much I adored Molly's strap on, how I not only loved when she fucked me with it but also how I loved to suck it too with her riding my cock and Molly straddling my face.
Eventually though I suggested that we leave Molly out of our games and after that things weren't as hot between us anymore. Karen even borrowed Molly's strap on once but it was getting obvious that there was something missing. We were starting to slip into a rut and for two people who have barely been able to keep their hands off of each other going a whole day without even a kiss was a huge dry spell. Neither of us knew what was going on, was the attraction of the taboo wearing off, had we emptied out our curiousity. For a couple of days we barely even hung out.
--
That is until one Friday evening when everything was about to change between us forever. As usual there was a dance thing going on at the youth centre. And as usual me and Karen were outside smoking, sharing a beer, quite bored. At least I was but the smile on Karen's face suggested she had something out of the ordinary on her mind.
"What's on your mind K?"
She killed her cigarette and straddled me. Her hands on my chest pushing me back against the grass. She sat there like that, for what felt like an eternity, looking at me with that wicked smile I both loved and feared. I was getting hard and was half expecting her to screw me right there on the lawn in front of the youth centre. Little did I know what had been brewing in that dirty mind of hers over the last few weeks.
"You really want to know?"
I nodded and at the same time the tone of her voice scared me a bit. It had that seductively evil quality to it, the kind of quality that makes you realise that no matter what you say or do, you are in for a big surprise.
She smiled and started to grind her crotch against mine while telling me that there was this guy from school she had been talking to, about me. Of course the first thought that popped into my head was a threesome with her, me and this guy. At least it was until she told me that he was gay. At first I didn't get what she was suggesting. She leaned close to me, her breasts grazing against my chest, and kissed me.
"I dare you ..."
To describe what went through my head as I finally realized what she was talking about would take several pages to even give a short description of but it's quite safe to say that I was shocked which was followed by a surge of anger. What the hell did she think she was doing. I wasn't into guys. Our eyes were locked into each other and the tension between us wasn't so much sexual anymore as it was ... a fight for dominance, I suppose you could call it.
I pushed her off me, got up and walked away. I was so angry and a bit offended and I just kept walking. I hated that she had made it a dare. Even though the dares were not a regular thing they were in our twisted little minds almost sacred. And even though we had never even discussed the price of not completing one I couldn't get the thought out of my head that I owed Karen one for having walked away.