Some thoughts on LwT I've had for a while (and shared most of elsewhere (the new lagoon)).
I quite liked the game. I didn't think it lived up to the original though.
It felt a lot shorter, even though there is apparently more images. I think it suffered for the lack of grinding as well, in the first game you grew to care about the characters (I actually decided against pursuing Lisa the first time I played, and felt guilty when I eventually did cheat on Tracy) and in this one it was pretty meh. I also think, with games, as a general rule they should follow the format of the original.
Another thing which added to the feeling of 'shortness' for me was that almost all of the payoff was in the conclusion. It felt like there were a lot of ideas they didn't want to abandon that they just didn't give enough time to, a big example of this is the cuckolding - It should have been developed a lot more (especially if Justin was ignoring Tracy, which should be a hidden statistic).
I think the character of Richard was pretty much wasted as being a bland antagonist. It seemed like his entire motivation was to compete with Justin. I think we should have seen him pursuing Lisa from the start of the game (as she's single), but moving onto Tracy (or both) if Justin is fluffing up or focussing on one of them. It would add depth to the game.
Another thing which was hinted at, could have happened, but sadly didn't was that Lisa and Tracy had something going on the whole time, I mean, what a twist it would be that, while you were banging Lisa all through the first game, feeling bad about it/feeling you were controlling the situation, so was Tracy and it was Lisa who was in control.
I think this would be presented better in a LwT redux where you play as Tracy, but it would be the kind of rug pulling twist which could have made this game a classic.
What I did like (very, very much) was the gloryhole scene/scenario. The way it was presented on the phone in the pool was so hot.
On the flipside, the Tracy-gangbang felt very heavy handed as did the [Richards Wife] scene, which seemed to exist just to include the funny ending/climactic sex scene.
The Gabriele character feels like the most unfinished part of the game, and I think deliberately so. I think the expansion will be tailored around her and her mystery. So I can sort of understand that.
Anyway, just my thoughts.