I had my first real girlfriend when I was 17 and she was 15. I was a virgin and she was not. After we dated for a while she told me that her older sister and boyfriend had been having anal sex and she cums from it and now she wanted to try it.

That night she got on all fours and I got behind her. We had no idea of what it takes to accomplish this act. We tried using Vaseline. I just tried to get it in with using fingers or anything else first to loosen her up. Needless to say but this didn't work and I didn't even get in a little bit.

Every time she would give me head she would start by saying don't cum in my mouth as if I had forgotten that one stupid rule. Since the anal fell thru I just said go sit up on the bed and lean against the bed frame. I straddled her so my dick was inches from her face. I told her that I was going to cum on her face and in her mouth. As the time got near I asked her to grab my balls then I came. I shot twice on her face then put it back in her mouth and finished off there. She made the old I can't believe you came in my mouth look. She swallowed. I've never tried to persuade her to swallow and really don't get why that is such a turn on. All I want is a warm place to cum and since I can't cum inside her yet, that is the next best place. It's such a shitty orgasm when you're getting great head and right before you cum, she removes her mouth. What a letdown.

To this day I do everything I can to enhance a woman's orgasm. Even if it means doing something that may be considered gross. Let's she she pee's when she cums. Well, I don't want to disapoint so I just take it in stride and let her cum really good and pee on me if she has too then go take a shower if need be. It's worth it. Especially if they do the same for me.