Need Advice :)

Bobbi Jean • Quirky and beautiful! Taking it one day at a time

My boyfriend and I are gonna go away for a long weekend. We’ve only been together 2 months, and we haven’t had sex. When we are away I have this gut feeling his “walls” are gonna be let down, and sex will happen lol. I’m just wanting to know, do I bring the condoms or should he? I don’t wanna count on him bringing them, and then in the moment we don’t have them, and get frustrated.

Also, he’s only had sex ONCE and he said it was awkward, which is understandable because they were both virgins at the time, and had no idea what they were doing.

Also also, I wanna “surprise” him and I don’t wanna ask him before hand because then it’ll seemed planned and I want it to be spontaneous sorta lol.

Also also also, is there anyway to ease him into it and kind of “coach him” along so 1 he doesn’t get frustrated and give up, and 2 it’s an enjoyable experience for the both of us. I’ve been more partners than he has but I don’t want to belittle or immaculate him in any way shape or form.

Thanks in Advance!!