Paige is a girl I've known for a while - a friend of a friend, that I used to see at social gatherings but never really exchanged more than a few words with her. I have always been extremely attracted to her, as she does happen to be a pretty, blue-eyed brunette that also always has a very cool vibe around her. The kind of girl that responds to (literally) casting calls of "hot Coachella chick" and is a lock to get the part. I've always wanted to spend a little exclusive time with her, but never really had the opportunity to get her one-on-one. Well, I finally got her one-on-one, and damn... It turned out pretty fucking great!
Hanging out on the fringes of a party hosted by a mutual friend, it was the first time we'd ever really talked to each other by ourselves, and it was cool to find out we had a lot of common interests. We hung out for a good half hour, just talking music, books, tv, movies, everything, and I was really enjoying her company. She was funny and sharp, and yes, unbelievably hot when she got passionate about a topic. As our chemistry continued to develop, our conversation got a bit flirtier. I remember specifically thinking at a certain point, "Uh oh, I think this is going somewhere..." I started to get confident. Maybe a little too confident.
We were talking about some app that empowered users to tell secrets to strangers, and laughing about what we'd throw out there into the void. After a brief lull that almost became an awkward silence, she handed me an opening... "So" she gave me a sultry smile, "what's your kinkiest secret?"
I love these frank discussions, and I knew I had to give her a good shock, and test the waters to see how interested she really was tonight. Now or never!
"Oh, that's easy," I leaned in and whispered into her ear, "I've been fantasizing about making out with your butthole all night..."
Quick note: I have to say that even though I HAVE gotten more forward over the years in my approach, I don't usually go overboard unless I'm reasonably confident that it will be met positively or at least with good humor. I was sensing a fun chemistry with Paige all night, so I risked the embarrassment...
Between her sharp intake of breath, the jerking motion of her head, and the perfect, cartoonish "O" before she tried to cover it up with both hands, spilling half of her drink in the process, it was all I could do to keep a straight face and not burst into laughter. But this was serious stuff!
"What the fuck did you just say to me?" Paige's face was bright red, but she had an enormous smile that she couldn't cover up, even if she wanted to. Yes, I remember thinking, I am in! Before I could respond, she recovered her composure, and bit her finger as she looked me in the eye and smiled, "And you look so innocent..."
Through a smirk, I whispered again, "Nah, that's just an act."
Paige looked me up and down, as if seeing me for the first time. I could feel her mental re-appraisals in her stare. "I want you to say what you just said to me again. No whisper this time. Just say it to me."
Hmmm. Now I wasn't sure if she was going to call me out and try to embarrass me in front of our friends, or if she really was feeling the vibe. I took a deep breath, locked eyes with her, and said in a regular voice with a straight face, "I've been fantasizing about making out with your butthole, Paige. All night."
Paige nodded, and held my eyes while she took a drink; thankfully, nobody heard us. I could tell she was nervous, but playing it cool. Still trying to figure out what was going on. "So wait. Have you been fantasizing about it all night, or do you want to make out with my butthole all night? Because that's a long fucking time..."
Now I laugh. "Both. Definitely both. And you've got a lot of mouth on you!"
"I have a lot of mouth! Who the fuck says what you just said to me?"
"Wait, are you mad about it? I was just being honest."
She pauses for a second. "No, I'm not mad about it. I just don't know what to do with that information."
"I know what I'd do..."
She cuts me off, "Yeah, Jack, now I know what you'd like to do. And you're loving this, aren't you? Making me squirm."
"I'd rather make you squirm in other ways..."
Now Paige laughs, and the awkwardness is gone, "Stop it! Seriously, stop it! Is this really how you flirt?"
"No, if I was flirting, you'd know it."
"It'd be MORE obvious and inappropriate?"
"No, you'd be sitting on my face by now."
To her credit, she rolled her eyes at that. "Haha, when did you become Mr. Sex Stud?"
"You were the one that brought up secret kinks. I'm just driving down your road."
"What makes you think my road involves you..." she goes into a stage whisper, "...eating my ass?" Paige can't keep the smirk off her face as she looks up at me and self-consciously brushes a strand of hair from her eyes.
"Maybe you didn't know where the road was heading, but that's part of the fun. I think this is a detour we should definitely take..." I smiled, looking into her eyes. I noticed her breathing was getting more shallow, more excited. Like she was preparing for action.