So my friend and I (both 25) recently fucked. We both have some experiences with guys; but most only with women.
TLDR; I fucked my boy raw for the first time, without lube or much foreplay and now he doesn’t want to do anal again.
Long story short, we got high and started making out, which lead to me sucking his dick and fingering his ass. He is super tight and smooth; I could not resist fucking him.
I asked him if he wanted me to fuck him and he agreed. I got him on his side and started to finger him – which seemed fine. In the heat of the moment, I started working my raw dick inside his ass (we are both clean). I didn’t rim him and didn’t use any lube (except for some precum).
I was able to get inside him and get a few pumps in before he told me to stop. We ended it there and we just made out some more before going to bed.
The issue is that now he doesn’t want to try anal again because he is afraid of it hurting. I explained that I can rim and finger him more; as well as use lube to make it much better. All I want is for him to feel good and for me to fuck his tight ass again…any tips for trying to make him more comfortable and willing to take my dick again?