I wish you …..

I love your story. I only hope I have as good Italian as you do English when it's my turn for this exercise! I love your sense of humour.
In the first photo there are two guys. The one with the black T-shirt is very sad, he is saying: "What a shame!" And his friend, in the orange T-shirt, is consoling him: "Come on! Get well soon! Tonight we will go to the Gambling House. There are a lot of beautiful girls in that place, so you can find another girlfriend.
In the third photo there is the ex-girlfriend of the sad guy, with her new boyfriend. She is so happy! She is sayng: "That's fab! I will not see the black T-shirt of my ex ever again. Yes, he was a nice guy, but his shirts were horrible!" :O
Well, good luck to the sad guy:)

In the first photo there are two guys, the one with black the T-shirt is very sad, he is saying:"What a shame!" And his friend, in the orange T-shirt, is consoling him: "Come on! Get well soon! (You will get over her!) Tonight we will go to the Gambling House (unless this is really a name of a bar, I suggest you just say 'casino'). There are a lot of beautiful girls in that place, so you can find another girlfriend. In the third photo there is the ex-girlfriend of the sad guy, with her new boyfriend. She is so happy! She is sayng: "That's fab! I will not see (better = have to see)  the black T-shirt of my ex (or, my ex's black T-shirt). Yes, he was a nice guy, but his shirts were horrible!" :O Well, good luck to the sad guy:)

Nice job.  And such a warm and touching story.  :D

Which expressions would you use for each of these photographs?

In the first photo there are two young boys. The one who is wearing a black T-shirt is very sad, so that he is saying:"What a shame!" His friend in the orange T-shirt is trying to cheer him up and says: "Come on! Don't let it get you down! Tonight we can go to the Gambling House. There are a lot of beautiful girl in that place, so you can find another girlfriend. In the third photo there are the ex-girlfriend of the sad guy with her new boyfriend. She is so happy! She is sayng: "That's fab! I will not see the black T-shirt of my ex. Yes, he was a nice guy, but his shirts were horrible!" :O Well, good luck to the sad guy:)

In the first photo there are two guys, the one with the black T-shirt is very sad, he is saying:"What a shame!" And his friend, in the orange T-shirt, is consoling him: "Come on! Get well soon! (maybe cheer up) Tonight we will go to the Gambling House. There are a lot of beautiful girl in that place, so you can find another girlfriend. In the third photo there are we can see the ex-girlfriend of the sad guy, with her new boyfriend. She is so happy! She is sayng: "That's fab! I will not see (or you could say I don't have to look at) the black T-shirt of my ex. Yes, he was a nice guy, but his shirts were horrible!" :O Well, good luck to the sad guy:)

Well done!

In the first photo, there are two guys, that one with black T-shirt is very sad, he is saying:  "What a shame!"  His friend, in the orange T-shirt, is consoling him: "Come on! You will get over her! Tonight, we will go to the casino. There are a lot of beautiful girls in that place, so you can find another girlfriend. In the third photo, there is an ex-girlfriend of the sad guy, with her new boyfriend. She is so happy! She is sayng: "That's fab! I will not see my ex's  black T-shirt. Yes, he was a nice guy, but his shirts were horrible!" Oh, well, good luck to the sad guy.

Buon lavoro!