Depends. Use lube and only try penetration once youre worked up and wet

13

I think it’s one of those things where it only gets better the more often it happens. Masturbating is good but at its best, it’ll give you half the scope. The other half is mystery you and a third party will have to explore. Not a scalar, but a vector.

5

Agree with #1

1

Maybe get a d*ldo to get yourself used to it. The whole, popping your cherry/hymen thing is a myth if you’ve used a tampon before so there shouldn’t be this stinging feeling.

1