Two to Tango

“You good bro?” Brian’s voice cut through the cloud Jake was living in.

“Uh yeah—“ Jake came crashing back to reality “yeah just… stressing about finals I guess.”

“You’ll do fine man, you’ve been locked in all semester.”

Truthfully, Jake wasn’t thinking about finals at all— or even school for that matter. Lily’s strained voice of pleasure had been playing on repeat in his mind. Telling him all of the dirty things she’d done with Logan and Cody. He had rubbed himself nearly raw the last few days recalling the story from the bar. It enthralled him even more than the Logan story, probably because he had prior knowledge that it may happen and had given his permission. It was the realization of his fantasy to give out Lily to willing strangers, only to keep her for himself when the deed was done. He was on cloud nine and carrying himself a little taller. He wasn’t sure why his girlfriend sleeping with other people was boosting his confidence, maybe it was the knowledge that he had bagged such a beautiful girl, coveted by many and enjoyed by few? Regardless, his friends and classmates had taken notice.

Jake wasn’t sure, but he thought Cassie may have been hitting on him recently. He has never been good at recognizing those things as is evidenced by the time it took him and Lily to finally get together. Maybe it was just him misconstruing her generally friendly personality? Still he found it strange that she had started to send him selfies to begin every text conversation. Not that he was complaining, she was quite easy on the eyes and his gaze— and thoughts— had wandered fairly often at this point when in her presence, and the stiffy he was sporting after thinking of Lily and her exploits was doing him no favors. Now, looking at this picture he found himself examining the small bits of skin she was showing in just the right places. He wondered if she was wearing anything underneath her sweater. While he enjoyed the snow of the high desert, not ever seeing any back home, he now found himself cursing it. If it weren’t for the cold maybe she’d show more.

Sure, he felt guilty having these thoughts, doubting Lily would be okay with them if she knew. But he wasn’t going to do anything. He would always remain faithful to Lily and while the idea of both of them exploring sexual experiences outside of their relationship was tantalizing, it didn’t give him near as much of a rush as Lily being the sole beneficiary of their open relationship. Besides, Lily was incredibly possessive, probably a symptom of her competitive edge.

Why me? Jake asked himself. Does Cassie actually have a crush on me? Is she asking me to be her date or is this just a friendly invite? What would Lily think?

What he really meant was “Let me figure out a way to convince my girlfriend she has nothing to worry about.”

Triple text huh? She really seems to want to spend time with me. Why me though? Obviously Jake wanted to be a good friend and he wondered if he’d be able to do that and be a good boyfriend at the same time. He needed to figure out how to ask Lily.

The next morning Jake had awoken from dreams of Lily and him exploring their kink even further. Threesomes. Taboo couplings like teachers, bosses, friends parents, her own step dad and brother. Gangbangs. Fuck could I handle seeing her in a gangbang? He had to admit that while all of these scenarios were insanely erotic, it was probably best not to explore many of them. Step incest only happens in cheesy pornos and online smut, right? Fucking a teacher could get her kicked out of school. His morning wood stood strong and firm trying to rip itself out of the pile of blankets on top of him. He pulled out his phone and started mindlessly scrolling Instagram, a particular post making his wood jump against his duvet.

Jake thought for a second. He figured if Lily ended up saying no he could at least save face by throwing some money towards the fundraiser. He clicked over to the club’s website. Holy shit $300??? I’m going to have to get a job next semester. Not two minutes after his payment was confirmed he got a notification from Cassie.

The last text was preceded by chat bubbles appearing and disappearing several times, as if the message had been rewritten until she was satisfied.

This might complicate things.