I would rate this game as great overall. Very high quality of writing and art. I found the Jesse bits hilarious too. This is my opinion coming in for my first playthrough at v.07.
There are a couple chapters where a bit more action or a way to speed up the dialogue a bit would be nice, and at times I realized it had been awhile since there was any kind of sexual action. In those spots early on I felt like an interlude where the wife sends him some pictures or encourages him to relieve some tension in prison would fill a gap or two, maybe with her using a toy. The most recent chapter or three were definitely picking up the pace.
The tricky part with this style is how to include pictures in ways that make sense. If the wife is blowing some guy, why would she take pictures and send to the husband? So now you need a PI following her, and a coworker... but you still end up with gaps. I've seen other phone games do the "phone hacking trip" or "security camera trick" to help give a bigger window into the wife's activities. Because unless its full NTS where the wife is recording everything and sending it, the pictures have to be a bit more contrived.
I could see a "let me send you fap material in prison" interlude, where she says "I generated these pictures with AI to look like me, isn't AI cool?" but they're real pictures.
"Why does that guy look like our neighbor?"
"isn't AI so weird?"
Another could be Jesse hacking her phone, and when some juicy pictures come through he forwards them on. Of course the lawyer needs copies as 'evidence'. I'm also looking forward to the lawyer getting some time with the wife, but really not sure how those pictures are going to get to the husband.
If the wife is sending some sexy shots for the MCs personal use, maybe she accidentally includes one that hints at what she's been up to, a figure in the background or some piece of clothing, a hickey or some cum on her.
I like the tone, but it is a little unique. I thought it would be something with two paths, one where the husband pushes the wife to do things to get him out of prison, and another where she takes the initiative to do those things on her own, either to save him, or because she likes it. It seems like all these things happen, so there are a few tonal shifts. There are also some gaps, or a disconnected feel, which makes sense with the MC behind bars. With a more omniscient viewpoint it would be a better flowing narrative, but it's a bit of a victim of its format there, when the narrative distance from the character plus the occasional MC's tonal shifts (does he like it or not? Is he dominant and calling her a slut, or loving and caring?) and the wife's progression of sluttiness seem to make it feel a little disjointed in places. Like the two main events (shibari and casino) were both a little surprising how far she went. A little more connective tissue between those, some small scenes and pics to have stepping stone events would be good. Is she getting increasingly horny from not having the MC around? Is there another outside influence like those slutty friend making her want to go one step farther? These things happen, but a couple more little interludes in that vein would go a long way.
Alternatively; establish from the start for the MC "my wife's a slut, and I worry she'll return to her slutty ways", but I think that's less fun than the progression.
I see it's marked as a VN, do the choices really not matter? Do they just change dialogue momentarily, or not at all? Is there any replay value?