Originally posted on April 19, 2010.

My boyfriend and I are straight college students, and he's always wanting to try new things. Recently, he asked to put a finger in my ass while we were having sex. Someone did that to me before, but it felt uncomfortable and it kinda hurt. I told my boyfriend that he could do it once and then I would decide whether to let it continue. So we tried it. It still felt uncomfortable and still kinda hurt. But I never came so hard in my life!

Now the question: If it's uncomfortable, but it made me feel amazing and come really hard, what should I do? Continue with it? Or tell him to find some other way of getting me to that point again?

Presently Obsessing Over Totally Extreme Reaction

My response after the jump...

You could ask the boyfriend to stick a finger in one of your armpits—or in an eye, a nostril, your toaster—but unless your pit/eye/nostril/toaster is wired the way your butt appears to be, POOTER, no amount of pit/eye/nostril/toaster fingering is gonna jack up your orgasms quite the way that finger in your butt did.

So here's what you're gonna do, POOTER: You're gonna breathe deep, you're gonna take things slow, you're gonna use more lube, and you're gonna spend more time warming up the outside of your butt before anything goes in. (Tell the boyfriend he can finger your butt for 10 minutes after he rims it for 20.) Do it right, POOTER, and pretty soon you won't be able to look at those 10 fingers of his without thinking about the kick-ass, anal-enhanced orgasms you'll be having when you can only see nine.