Need Tip on sex!

Im 18 years old and I am still a virgin. I am planning on losing my virginity to a guy i liked a lot and we have been friends for over a year and we have done sexual things together too, but it’s more of a no strings attached kinda thing. Many of my friends think i will regret it since it’s not like my “lover” but i feel like i won’t regret it bc i just wanna have sex. Also, he doesn’t want to use a condom and wants to do the pull out method and I am fine with that because i am on the pill but im still kinda scared to get pregnant. Any advice for this too? i take my pill everyday at the same exact time and i haven’t missed a day. i’ve been on it for 2 years. hellppppp im sorry im a prude