I never understood those questions. If you tell her that, you're only showing insecurities and therefor, she will tell you "no" probably just because you're probably go all crazy/pornhub style at the meeting. Just call her, she doesn't need to know that you're virgin, and let her do the job, take your shower, lay onto the bed, let her suck you, ride you first, she'll ask you to change position as most escorts get tired in 30seconds. Then if you're worried about how to get "in there", just let her manipulate her cocks inside her pussy at first, go slowly the first few entrance, she'll be the judge of how well it's currently lubricated down there, then once she's warm'd up, you can go faster if you feel like it. Just go basic positions on your first time, missionary, girl on top, eventually missionary but her legs arround your neck, doggy style, but take care of not switching holes by going too fast lol. (That doesn't mean you should go all exotic the next times, I don't believe an escort is appropriate for going all kamasutra about it, that's more for longterm couple getting bored in bed imho) Then you wont be a virgin anymore. Next time: Pay attention to the body language to see how the girl react to certains things, if she likes/dislikes, if it hurts her, etc. Also, important for noobies: Do not try to finger her or stimulate her clitoris if she don't push you into that direction, as you lack experience, you'd be probably not carefull enough and you'll hurt her most probably. So unless she directly made you do it (then PAY ATTENTION TO BODY LANGUAGE and go all soft), don't try, you'll hurt her. Note that most escorts denies fingering at all. (Probably because people don't realize how's the inside of a vagina and try to finger the pee-hole thinking it's G-Spot or something lol)