If his friends are always talking about cheating and constantly encouraging your boyfriend to cheat as well, he might already be cheating! If you 100% know that they literally tell him to cheat, I would suggest leaving him. Why would you want to constantly worry yourself sick about his actions, when he’s probably not worrying at all? He continues to surround himself with negative influences! If his friends don’t respect you, but he doesn’t put them in their place and assure you AND them that he is committed to the relationship, it sounds like he might not respect you either. You can’t make your boyfriend completely ditch his friends… so make a tough decision: either trust him to go on a normal boys trip and be completely faithful to you, or leave him and possibly save some heartbreak. Try having a responsible conversation about your insecurities: tell him you love him and want to see him having fun, but sometimes the way his friends act and say hurtful things makes you wonder if he’s faithful or respectful to you, so this upcoming “boys trip” will cause for some anxiety/nervousness on your part. Wait for his reaction, as maybe he just hadn’t thought much of his immature friends’ jokes — either that, or he might react just as immaturely in defence of his friends, and then you know you might be dealing with someone who doesn’t respect your feelings/point of view. But it’s up to you how you handle this.