Hi jenny01!
First, I want to share this article,
Reciprocity Reloaded, which discusses the way we can reframe “giving and receiving” during sex . Rather than framing engaging in sexual activities as a transactional proposal “I’ll give you A if you give me B”, how would you feel about framing it to your friend as exploring together? But, you can (and should) still be upfront about what activities you are comfortable with and which you are not.
If you are interested in engaging in sexual activities with him, it is probably best to have an honest conversation with him about it. That way you don’t have to guess about his interests!
It sounds like you are also being thoughtful about how this might affect your relationship when you ask “what would happen after that?” If he also wants to explore with you, it may also be helpful to talk about your boundaries and expectations before having sex. Asking things like - “What would you like to try together?” “What are your boundaries for sex?” “Are you open to expanding into a sexual or romantic relationship in the future, or would you like to set up emotional boundaries first?”
What do you think about these suggestions? Do you have other questions?