navigating friends w benefits

okay so i’ve made out with a boy that’s a few years older than i am. we both know that neither one of us specifically wants a long term relationship, and he said to me that it’s up to me whether it’s a one time thing or not and that he understands i have “needs” and is down to fulfill them. the last part is throwing me off. things are kinda weird at work between us now and last time i asked to hang w him he said no because it’s father’s day. how many times should i hit him up before i give up? i just worry that i’m being an inconvenience because i’m less experienced than he is and he’s just generally better at sexual stuff than i am, even though i’m not particularly bad lmfao (edit//he’s just really really hot and i wanna know what an experienced boy feels like because i have absolutely no idea)