Pillow Talk

You close the door to your apartment after having talked to your new neighbor, Vivian, and you make your way back to Cassie in your bedroom. You see she’s sitting up on the bed, her back resting on the headboard with the covers covering from her breasts down like in those Hollywood movies.

As you enter the bedroom, Cassie whistles and teases, “Looking good, Mr. Hefner”, referring to you only wearing a bathrobe.

“Aren’t you a bit young to know about Hugh Hefner?” you jokingly ask her.

“Old enough to be one of his girlfriends.” she jokes back.

“See, now I know you don’t know who you’re talking about. You need to be blonde to be one of his girlfriends.” you tell her.

“He also needs to be alive to have a girlfriend.” she replies with a chuckle.

You lay down next to her on the bed under the covers, and she immediately cuddles you. You wrap your arm around her while she rests her head on your chest and places one of her legs on top of you.

“Why would you think I don’t know who Hugh Hefner is?” she asks you.

“I don’t know. Didn’t he, like, die before you even reached high school?” you jokingly answer.

“It’s called the internet, Mr. Craig.” she answers you with fake annoyance, as if the answer was obvious, but she still has that happy grin on her face.

“You look for perverted old men on the internet?” you try to tease her.

“Seeing as I just had sex with one, that shouldn’t surprise you.” she teases back, and she laughs as she knows she hit a nerve with you.

“I’m not that old!” you react, acting like you were offended. You both end up laughing at how it’s your age that you were sensitive about and not being considered perverted.

The two of you take a moment to bask in the new level of comfort you’ve found with each other. It was only last night that you didn’t even want to be in the same room as her for fear of doing something inappropriate; and now, you’re cuddling next to her naked body and joking about Playboy and perverted old men.

“Was that ever a dream for you Mr. Craig?” she asks, genuinely curious.

“What? Being a rich old guy? Can’t say it was a dream or even a goal of mine. I’m happy that I can make a good living doing what I love, and that’s enough for me.” You answer her. She actually moans a little hearing your answer. Maybe it’s ‘Magic Touch’, but you’d like to think she just appreciates your answer.

“What about the multiple girlfriends part? Was that ever a fantasy of yours?” she asks you again. The loadedness of the question is not lost on you, and you take a moment to think about how you should phrase your answer.

“In all honesty, I never had to think about it. I got Diane pregnant when she and I were 17, and my dream’s shifted into just being a good dad to Stella after that.” You answer her.

“You’ve been a great dad to Stella!” She reacts enthusiastically. “This’ll sound icky since I’m naked in bed next to you, but you were a great ‘dad’ to me too.” she admits, blushing a bit from embarrassment.

“But Stella and I are both adults now and need less parental guidance than we used to. So now that you’ve made being a great dad a reality, and have more available time to fantasize, is having multiple girlfriends something you’d ever want for yourself?” she continues, not letting you dodge the question. You’re curious as to why she cares about it so much, but decide it’s best to just answer her question instead of acting defensively.

“After tonight, I really don’t need to fantasize about it either. I know I’ll be happy with you, and all I need to think about now is making you happy.” you answer her honestly, omitting the fact that if you had enough points before, you would have bought the trait ‘Normalized Polyamory’ to not have to choose between her and Tanya.

Having given more thought about it though, you realize that that was selfish of you. Cassie was sure about her feelings for you, and Tanya wasn’t. Choosing Cassie only means that Tanya has a clearer answer for what she needs to feel about you once you tell her about being in a relationship with Cassie.

That wouldn’t be too bad, right?

Cassie gives you a quick peck on the cheek after your answer. “I know you’re being honest when you say you want to make me happy Mr. Craig, and I’m sure you’ll be amazing at that… but what about Ms. Tanya?” she asks. “Didn’t you say you were still thinking about your feelings for her?” she adds.

“I was unsure of my feelings for her earlier, but what I am sure of, is that I wouldn’t want to lose you just to explore what I feel for Tanya further.” You answer her honestly.

“What if you don’t have to lose me?” she asks you.