Yeah, it will hurt. Yeah, gonna LOVE it! Think of getting rammed like driving a motorcycle the first time: you don't just jump on and go, you need to know how to do it. So get those dildos, butt plugs, vibrators, prostate massagers, baseball bats...whatever you want up your ass, and start practicing! Make sure to clean your hole, use lots of lube, and have towels to sit on and clean up with. Try having a tool up your tailpipe whenever you jerk off, that will train you well. The painful part is the entry: your sphincter is used to slamming shut to keep shit in, and now your prying it open. Once you get past that initial sting, it's heaven. Keeping a 
dildo shoved in won't hurt, the pleasure will kick in soon enough. The thrusting in and out will hurt at first, but not enough to stop, and when the pleasure kicks in you'll be like a slut in heat. Everyone starts off a virgin, but we learn. Get a 
dildo with a suction cup, that way you can thrust on it hands free, just like getting fucked. You want your first time to be great, getting a hard cock stuffed up your virgin cunt, and you're screaming for him to go harder and faster. You shoot the biggest, longest, most intense orgasm ever and you'll be wondering why you hesitated to get rammed. If you're lucky, he won't be done with you after he shoots. He will keep you in his bed all night pounding your prostate.
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