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Everyone knows you have to warm the engine first so you don't blow an O-ring or bend a rod.
Found the asshole (and no, not yours.) DTMFA!
You should’ve just dropped his annoying butt for whining about it so much. How old is he? Lol seriously
Now the term "broke-ass" has a literal connotation!
This is why my boyfriend and I have one rule for sex: anything he gets to do to me, I get to do to him.
and the reason you didn't tell him that you would after him?
Frankly that is so many levels of wrong I seriously hope he's your ex now. Repeatedly whining about not getting anal for years before eventually getting an agreement to try it, is coercion, whether or not it's intentionally coercive. Sex with consent obtained via coercion, is rape. More importantly, when attempting something he knew you were a little less than 100% comfortable with to begin with, he decides that using force enough to hurt you. Unless you two include pain in your sexual play there is no way he could make a mistake about that meaning you would want to stop, therefore; rape. Assuming you were able to tell him to stop, I seriously hope he did the moment you said so, but I'm not sure he'd be able to cause so much trauma if he had. Also for anyone wanting an explanation on how consent works (and because the video is kinda funny too); https://www.youtube.com/watch?v=pZwvrxVavnQ
Oh my god, dump him! First of all, he shouldn't have been pressuring you to do it and secondly he obviously doesn't show concern for you when you're in such a vulnerable position. These are serious red flags.
He sounds like a grade A butt head. I hope you are okay op. He should respect that you didn’t want to, and drop the subject.
That is beyond wrong! He clearly doesn’t respect your boundaries. Sex in a healthy relationship requires listening to your partner and mutual respect. Whining until your partner gives in and then doing what you want without regard for their wellbeing is abusive! You don’t need him!
Keywords
I feel bad for you, OP, but why did you give in after so long? Doesn't he realize that no means no? He should have got the hint years ago.
Seriously, when you say, "Stop, that hurts," or "Slow down," or "I'm not ready," or anything like that, and he keeps going, that's pretty simply rape. It is traumatic bodily harm. Make DAMN sure he understands this, and that HE is the reason you need surgery.