Okay, I’m very glad you asked about this!
So look, not to get too personal but a lot depends on how big his cock is. The average cock size is about 6 inches. And if he’s around average size then as long as you take things slowly, get really excited first, and USE LUBE it’s going to be fine.
No really, just your wetness, or god forbid, spit, is NOT ENOUGH. Especially when you’re doing it for the first few times but honestly, lube always makes sex better (and is always essential for anal sex, ALWAYS).
Your pussy is designed for cock, if you’re relaxed, lubed and horny it’s going to be good.
But let’s step away from the denial blog here, and get reading my tips on how to make the first time AWESOME
Follow those tips, and you can’t go far wrong. If your hymen is still intact there might be a little sharp moment of pain where that’s streched more, and even a little blood, from both that and just your vagina isn’t used to being fucked, yet… but that’s completely normal and your pussy, like your mouth, heals super fast and is literally designed for this, so go slow, have fun, and you’ll do great.
Unless, he has a monster cock. If he’s really well endowed then we just need to add a bit more to think about. Basically, it’s going to hurt. Hopefully not a lot, and hopefully, if you’ve done all the above, in that ‘good kinda hurt’ way. Some women actually totally love that feeling of being stretched, but you’re new to it so the big thing is to use EXTRA lube and go EXTRA slow. I mean, crazy good self control by him needed here not to just wham it in, In fact the best tip is just as I’d suggest with anal for anyone, you go on top for that first time. Lower yourself onto him as slowly as you want, and take it little by little, stretching and edging yourself as you go. If it hurts too much then just go for getting the head in and then give him a blow job for being so patient and try again another day.
If he is big btw, make sure to read my guide on blow jobs for big cocks
Two notes, if it continues to hurt, go see a doctor! It shouldn’t and doctors literally train to help you with this stuff. So be brave and don’t suffer, get it sorted.
Secondly, all this assumes you’re both being smart with both birth control (don’t be in this situation, ever) and safe sex. If you’re not, then you might be emotionally ready but you ain’t physically ready, so get it sorted first and make sure it’s a hot, fun and sexy first time.
Oh and tell us all about how it goes cos’ we’re all pervs here and we love hearing about it.
Oh and I’d be remiss if I didn’t add edging into the mix. Edging for a few days up to it would never be a bad thing, it’ll help you be at peak arousal when it’s all happening, which you’ll both enjoy.