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Get him to hold the camera and do it POV style
Yeah. You fucked it. I'm not sure there's anything you can do to fix this.
Added an edit
just fuck him already
Do you come when you have sex with your partner? Do you do a lot of foreplay? Good sex is more naturally motivating than mediocre sex. Also, do you know your own body well? Do you use toys? Do you masturbate? Do you have kinks that interest you and do you feel comfortable talking about them and asking for what you like or want to try? If you grew up learning that sex isn’t to be talked about or that was sex negative, those beliefs can run deeper than we realize and put us out of touch with our own desire. I like Esther Perel’s book Mating in Captivity which is about common problems couples have sexually in long term relationships. Also, individual or couples therapy with a therapist with training in sexuality could be helpful.
Homie was just enjoying the rider
You got to tell him or you’ll end up stuck in the same place. Us men are stupid animals. Unless we know something is not right we will assume what we did was good for the lady. If he actually cares for you he would want to know
I would encourage her to try with smaller things first and work on that until she's comfortable trying anything larger. That is, if she even feels like she can. As someone else mentioned this could be vaginismus and you don't wanna force anything. She always wants to practice not just to get comfortable with an object inside her but to ensure she's figuring out how to get adequately wet for insertion too. You can take part in that with her if it helps, but she might have less distraction and stress trying to do it on her own first. I'd leave that up to her to decide.
So penises come in all shapes and sizes but vaginas are all exactly alike? Bullshit. There are loose vaginas and tight vaginas.
Thanks buddy.