Hell you say you wanna do things on a rag doll basically? Look pro tip here (I've taken the virginity of 8+ women in my highschool so far and still got another year to go). If you are still in high school, try to find that girl who jokes about sex alot (9/10 she is virgin 1/10 she is a slut.... both good in this situation.) you need to hook up with her and actually DATE her for a month+ (while dating whenever you are sitting together or laying down move you hand down on her body and just leave it either on her ass or thigh and keep your other hand anywhere above her waist [if kissing holding her head works well]) In your conversations, joke about sex as well... When she finally gets to a comfortable point of joking with you, make a "joking" offer for sex such as: "haha yea that would be funny if we did that. I'd be all like "bam bam bam" going flintstones" (Something that sounds like you are a total dumbass...) if she is comfortable with you she will reply "hmm" or "haha yea". wait another day and lay out a serious offer to toss her salad.
On average for me each girl has taken roughly 1 month for hands 1.5months for full on sex.
Back on topic. Don't get a hooker... No matter "high class" they are, its still a hooker. That is an oxymoron "high class hooker"

. If you want a rag doll type thing, get yourself a first timer who is willing (please note that I am not telling you to do this if you are like 20 years old, that shit is illegal... make sure the woman is in your same age group. Also, don't forget to use protection no matter who, or what, you are having sexual intercourse with.)