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It will be loads more comfortable for her if you finger her first and get her going first. It will he that much easier the more wet she is, sorry for being so vulgar.
Your tongue before trying a finger??? Just an idea for consideration.
I was in the same position a week ago and it helped massively that he went down on me first and that I was very wet before that.
No way I’m fitting him in dry.
This is the biggest thing I wish I could go back and change about my first time having sex – I never had anything inside me, never a tampon or finger or sex toy and then all of a sudden PENIS. Sex hurt for months. It sucked.
So definitely start with oral, then a finger, then 2 fingers, then if that goes well _on more than one occasion_, then try a toy or penis.
She’s too scared to put a finger or let you put a finger in there.
Shoving your whole dick in there is not going to go well.
She should be more open to exploring her own body. If you can’t make yourself cum how will you know what tickles that sweet spot? Maybe try to watch porn together or masturbate together before that. You can start by masturbating and touching each other lightly but then switch to her and start to eat her and finger her. That way she’ll be wet and if she has orgasm it will be more relaxed (but you have to check this out some girls can cum multiple times and some can only once).