Thought this would be the best place to ask this.

My boyfriend (of 5 months) and I are preparing to be sexually active as I am about to start taking birth control and keeping condoms on hand.

Recently I was over at his place and we started to fool around - shirts off , bra off, pants on (jeans and bikini briefs for me, khaki and boxers for him). I didn't feel up for anything further past that and he was fine with that and we partook in some outercourse (dry humping). I was able to orgasm fine (twice) but I could still feel his erection after a good 10 minutes of this. I asked him if he "came" and he said no. I told him that he go ahead and finish but another 15 minutes later he still wasn't able to orgasm.

I was concerned and asked him if he was started to hurt or feel uncomfortable, he told me no and just mentioned that despite it feeling good my jeans felt "different" when against him. Feeling bad about this, I offered to get a condom for handjob; he laughed it off and said that I didn't need to do that and insisted that he wasn't in any pain and we ended up just sleeping until morning.

I feel really bad about this. Is denim known to be that much of an uncomfortable material when partaking in dry humping? We're both beginners with this sex business so some enlightenment would help out.