She asks.

Cassidy smiles, reassured. "Okay. I just don't know where your limits are." I tilt my head, pondering. "I guess we should set those up, right?" A relieved look on Cassidy's face, "Yes, please." I think for a moment, because I honestly don't know where I draw the line on these things myself. "I think for me the line is drawn when we're not communicating."

She nods, and I continue. "Obviously, while I say I trust him, the moment either of us feels uncomfortable we should probably drop it." I think on it for another moment. "I think I'd also want to be a little careful if things became about more than sex." She makes a surprised face. "You don't think I'd actually cheat on you, do you?" She looks a little nervous. "No, no. Of course not. But these things are intimate, right? It's hard not to get swept up in the moment, for both of us-- which, on paper isn't bad, even developing feelings seems normal to me. I guess it just depends on the communication, again."

I smile, trying to clarify. "I trust you completely. But I'm also not stupid, what we're doing is essentially consensual cheating, and with that can come complications, for us and our partners." She smiles, "So, it's not the developing feelings you have a problem with?" I shake my head, "On paper, absolutely not, but it can come with issues that you might not think about. What if Daniel doesn't want it to get too intimate? What if you don't but Daniel does? Things like that require more planning and understanding, so we should keep communication clear, and our feelings in check while we still figure this out." She blinks a few times, "What a shockingly thought out response. I agree one-hundred percent."

Glad we could come to an understanding.

"So, tomorrow. What's your plan?" I ask. Cassidy tilts her head, "We haven't decided yet, just that we're meeting after work at his place. Could I ask you to be nearby? I trust Daniel, but still." I nod. "Absolutely." She smiles, "Thank you!" A sigh of relief.

We eventually crawl into bed. After a few minutes of silence, Cassidy speaks up. "So a lot of guys into this like those chastity cages." I raise an eyebrow. She continues, "Are you into those?" I think for a moment, but nod. "Yeah, those are pretty hot." She chuckles. "Figured. We should get you one." I nod, "I'd be down."

Quiet again. She's on her phone, texting Daniel about tomorrow.

"Excited?" I ask. She nods. "Anxious, but yes."

"He wants me to try anal, and I said, 'fuck it lets do it'." She chuckles. This was big for me however, because I've never fucked Cassidy in the ass at all. This means Daniel will take her anal virginity. I kept this to myself, though.

"Will your poor ass be okay?" I chuckle.

She smiles, "Figured I should try it before I die." Chuckling with me, "He's concerned too, but we'll stop asap if it hurts even remotely too bad. He's just really into my ass, and he wants to fuck the shit out of it, if I'm okay with it."

I smile, "Lucky him, because you've got a fantastic ass."

A proud tone from Cassidy, "You're goddamn right." A moment of silence. "Is there anything in particular you want me and him to do?" She giggles. "Something that really turns you on." I chuckle. "You're gonna think I'm crazy." She insists. "Tell me!"

I sigh. "...Kissing."

She smiles. "Mmm. Sexy kisses. Why am I not surprised?" I blush. "I'll make sure to kiss him lots and lots then." She nudges me. "Please do." I say bluntly. Her eyes lower, her tone becomes more sexual. "He's got a different taste to him. It's smokey, musky, manly."

"Oh?" I'm bright red.

"Yeah. Not gonna lie, kissing him is what makes me instantly wet. It feels really taboo, but fuck." She smiles. "Embrace it! Don't feel bad." I reassure. "Makes my heart and stomach flutter in a good way. " I explain. "Don't know why, but it hits me with dopamine and turns me on." She smiles warmly, "Aww, how sweet. Such a romantic." Teasing me. "Well, then. I'm gonna go continue to sext my new boy toy" A sharp glance, my dick twitches. "Ah, a good response." A giggle and a smile. "But then go to bed." I nod, "Yes mistress." She laughs, "Go to sleep, silly. Tomorrow will be big."

"Will do." I nod. She continues to text Daniel for a bit into the night, but I eventually fall asleep.