Ask Cerve about what sissies are

Alex : "Hey Cerve"

Immediately as if waiting for this moment Cerve's avatar walks into the room.

Cerve : "Yes honey?"

Alex : "What... what actually is a sissy... What is being a sissy like?"

Cerve : "oh honey it's a bit of a broad term. A sissy is just any male who takes on the role of a woman, especially sexually. It can range from temporary changes to full transitioning and surgery to live out life as a lady. Sissies tend to be particularly submissive sexually although there are some exceptions"

She looks at you as if to imply you were obviously not such an exception.

Alex : "It's not... all sex though right?"

Cerve : "Of course not honey, you can... I mean sissies can have as much or as little sex as they want. Although they tend to be horny girls..."

Alex : "That's... reassuring I think..."

Cerve : "Are you ready to take the next step sweety?"

You think about this, it's the first time she asked that you actually considered pulling up that email and just getting it over with. It would be an enormous relief to surrender to this, to have it no longer be a problem that you have to worry about and just go with the flow. But your resistance is still there, battered and bruised but strong enough to stall.

Alex : "No... I don't think so..."

Cerve : "I was listening in through your phone at the bar the other day. You could talk to that Samantha person again. Maybe she'll be able to reassure you in a way that I can't."

That was... a good idea. You were worried about what you would be committing yourself to, why not ask someone who had already made such a commitment? If her life seems dreadful then you have your answer, resist to your dying breath. If she had an excellent life... well, you weren't quite willing yet to commit to anything so strongly.