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Consider What You and Your Partner Want and Feel Ready For: Even when we know we want to have certain kinds of sex, we may be comfortable with some things and not others. We may, for example, be comfortable having vaginal sex with a condom but not without one or be ready for vaginal sex but not anal or oral sex or vice versa. Thinking through what we feel ready for ahead of time can make it easier to communicate our boundaries to our partner s before or during sex. Just like with other kinds of sex, everyone will have a different experience with vaginal sex. What we enjoy and do not enjoy can be a lifelong preference, or it can depend on the day, the partner, and the circumstances. If you and your partner are interested in experimenting, you will be able to discover your own comfort and enjoyment levels with vaginal intercourse or make the decision that it is not for you.
Add a pillow in there. No, don't have sex with the pillow, that's weird. But a pillow can modify most positions by slightly altering the angle of penetration, and that can make a huge difference. Have sex on a deadline. Give yourself 20 minutes, or if you're daring, an hour where you can't have sex.
There are a lot of myths around sexual activity, one being that your first time having sex will hurt. Others may include oral stimulation, fingering or handjobs, or anal penetration in their definition. Your definition could also include stimulation or penetration with a sex toy.