Think about it like this: This is true when using sex toys and when engaging in anal or vaginal sex. How about we go camping? He finally pulls them past my penis and it flicks back up and hits my stomach. I have great brown skin and a quite muscular build. That doesn't mean it wasn't good, that anyone failed, or that anything is wrong. First intercourse pain is usually, when it happens at all, fairly mild and short pain if you are aroused, relaxed, properly lubricated, and have a sensitive and patient partner. My older brother moved out and my younger brother took over the bedroom he left behind. When he pulls his tongue back there is some precum sticking to it and my penis. From both of our orgasms our penises were very wet and they were sliding together and mixing with our pubes. The latter may be a little easier because that person, who is more likely to have issues with discomfort, can control how deeply a penis is going into a vagina and at what pace. That way, you both have a better view of what is down there, as well as better control over moving into intercourse gradually, and as is most comfortable for both partners. Keep the channels of communication open, talk to your partner about your feelings, and be a good listener when your partner talks to you. I apply a liberal amount onto the head and shaft of my penis prior to first insertion. Much of the time, how aroused the insertive partner is makes a very big difference in this regard. People tend to report that the two easiest positions for new intercourse are either the missionary position where the person with the penis is on top , or a position where the person with the vulva is on top.