Kelly's Diary 025 - Truth or Dare - Cover

Kelly's Diary 025 - Truth or Dare

Copyright© 2024 by Kelly85

Chapter 3: “Convincing” My Boyfriend

Coming of Age Sex Story: Chapter 3: “Convincing” My Boyfriend - People always ask me whether or not I ever played this silly game when I was younger and if so, why I didn't write about it. Well, who hasn't? I've stayed away from "Truth or Dare" stories because they seem a bit too cliche. Erotic websites are full of such plots, most of which are garbage and unbelievable. Finally, some friends convinced me to give it a try so here's what happened one time when we played the game.

Caution: This Coming of Age Sex Story contains strong sexual content, including mt/ft   Teenagers   Consensual   True Story   Group Sex   Exhibitionism   Masturbation   Oral Sex  

Beth called me that night and gave me the news that her guy was OK with me bringing John along with. Of course, there was just one tiny issue remaining - would John agree? This wasn’t the sort of thing you asked your boyfriend over the phone so I called him and asked him if he wanted to come over to talk to me about something. Now if you don’t think I have John wrapped around my finger, consider that he was standing in my bedroom doorway less than fifteen minutes later!

“So Kelly, what did you want to ‘talk’ about?” he asked.

John’s tone of voice definitely implied that he thought it was all just an excuse by me to get him over to suck his cock or something. Granted, I understood why he might have that idea but it wasn’t the case tonight, at least not at the moment. Seeing his dick hardening under his jeans was a bit distracting, to say the least, so I knew I’d better get through things before it went from a distraction to an obsession. It was then I realized that I hadn’t really thought this out and for moment I felt panicky as my mind went blank. Well, sometimes it’s best just to be forthright and come right out with what you want to say.

“How would you feel about getting together with Beth and her boyfriend?” I asked him with a sly grin.

John looked at me, obviously unsure of what I was asking. “Well, I guess that depends on what do you mean by ‘getting together’,” he replied, “You mean like a double date?”

I took a deep breath and went for it all. “Well sort of ... I meant having sex together with them.”

John’s face went through a series of contortions as he seemed puzzled but yet turned on by what I’d said. “Just so you know, no way am I EVER doing it with another guy,” he protested.

I gave him a kiss and smiled at him, saying, “No you silly boy, I meant that you and he would trade between Beth and me.”

“You mean your best friend Beth?” he verified. I nodded and then he grinned, a little TOO broadly if you asked me. “You really don’t mind watching me fuck her?”

Such a typical guy, thinking about his dick first. I couldn’t help but notice there wasn’t any concern on his part about ME being fucked by another guy. Apparently all he could think about was the chance to fuck Beth. I didn’t see what the big deal was myself. Knowing Beth, all he had to do was ASK and she probably would’ve let him fuck her anytime he wanted. It’s not like she was picky or anything! She’d had sex with a lot more guys than me. They loved her big tits, a point not lost on me when I looked in the mirror at night and despaired over my much smaller versions. My dad used to tell me I was “perky”, but he wasn’t the one I was trying to get to fuck me!

“I guess can live with it,” I answered him. “So what do you think?”

“Hey, whose idea was this anyway?” He asked, suddenly looking suspicious.

At first I hesitated to answer but I knew he would find out the truth sooner than later so no sense making anything up. Taking a deep breath, I explained to him what Beth had told me. As I talked I noticed John’s attention seem to be wavering, his eyes more on my boobs and crotch. By the time I was done I was pretty convinced he wasn’t listening to a word I was saying. His hand rubbing his crotch like he didn’t even know what he as doing pretty much said it all.

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