Here are the general meanings:
1. to be in birthday suit = to not be wearing clothes
2. closest to legit = the most legitimate
3. I suggest you make an effort to try = you should try to try (it's a little sarcastic, because trying to try is redundant)
4. you can take it up with him = go discuss the topic with him
5. what I'm getting at is…. = what I am trying to say is...
5. sucks to be you= i wouldn't want to be you
6. as long as it takes him to get down there = as long as it takes him to travel to that place
7. well I respectively(respectfully?) decline = i am politely saying no, thank you
8. what's his 20? = ? (not sure about this one without context)
9. I turned up later = I arrived later
10 ok, got that one down = OK, I understand that one / OK, that one is finished (depending on context)
11. that and the like = that thing and similar things
12. rate my setup = tell me how good my house/car/etc looks (depending on context)
13. are you up to supermarket? = Do you feel like going to the supermarket?
14. back flip = jumping backwards, turning upside down, and landing on your feet (an athletic trick, like gymnastics)
15. we can't let it slip away = we can't allow it to escape/get away
16. have you been in touch with… = have you been talking to.../have you contacted...
17. we gotta bounce = we need to leave
18. contractor talked me into it = the contractor convinced me to do it
19. I'm jerking off on that thing? = You want me to sleep on that? (depending on context, a dirty joke)
20. I just didn't get around to it = I didn't have time to do it
21. hey you could just cut to the chase = hurry up and get to the point / please get to the main topic
22. I need to get you up to speed = I need to help you prepare/ I need to tell you what happened
23. I can swing by your place = I can quickly visit your house
24. we've been playing catch-up ever since = we have been trying to keep up
25. he set us way back = he destroyed our progress