I let him cum on my face [m 30/f 41] | 2016

I hadn't seen this lover in 10 months or so. Why? He was, in some ways, a perfect "Friend" with Benefits. I didn't see any relationship potential with him at all - and therefore was able to simply enjoy the moments and the sex. When it came to the sex, was he the best? No, not by a long shot. But the sex was good.

I heard from him on POF, shortly after re-joining: "Your new pics look great btw, wow. Very nice :)"

I simply responded "thank you".

To which he countered "are you free tonight?"

Asking directly if I was free was different for him. The reality was, I was free. I had no plans. I had no dates and no real prospects. I said: Yes, I happen to be free - why?

Him: I have to see you again, Ann. It's been too long.

We sat for more than 2 hours over drinks and dinner. Afterwards, I invited him back to my place. We sat on the couch and I waited for him to make a move. Finally I asked him why he hadn't, and he responded that he sometimes liked an aggressive woman. Right. Feeling magnanimous I proceeded to give him a blow job that he will hopefully remember forever, given the touching, ass play, and other things that went along with it.

When I couldn't stand it anymore I took off my lace panties and mounted him on the couch where he sat. I forgot how big and hard his cock was. The reality is that he's very tall, very good-looking, has the stamina of youth, and a great cock. He's not a particularly giving or talented lover otherwise - he's gotten by on those other assets.

I was able to make myself cum rather quickly - and the muscle memory kicked in for him and he remembered what I liked and tilted his pelvis that certain way. It felt fantastic. I then turned myself around - he loves my ass - and rode him that way as well.

He then took me over to a side chair and told me he wanted to fuck me over the chair, which we did. Then he said he wanted to take me on my stairs, so we did that too. It was almost as if he'd had fantasies about both those things and he had been waiting for the opportunity.

Then we went upstairs and had sex every which way for about an hour - including anal, which he had wanted to try for a while and definitely didn't have much experience with. As I was riding him again he suddenly said "oh god Ann I have to cum" - which was bad timing on my part as I was working my way toward an exquisite orgasm but I figured hey, why be selfish. He then asked to cum on my face.

It's worth noting I have NEVER let a man do that to me. I told him so and also mentioned I hear it can sting. He suggested I close my eyes and he'd aim lower.

I honestly don't know what made me agree, but I did. I certainly have no issue saying no to things I don't want to do. Perhaps it was the innocent and hesitant way he asked. Perhaps it was knowing he hadn't done it before but wanted to explore, and I liked being the one to let him do that.

So the next thing I had my face hanging off the end of my bed as he stood before me. When he came, I started to laugh because there was so much of it, everywhere - we both giggled about that as I went to my bathroom and toweled myself off. And yeah, the cum in my eye stung.

I wasn't quite finished so asked him if he would lend me a hand. He said no - and I remembered the selfish lover part again. He suggested a toy and then told me he didn't have much experience with toys. So I showed him some vibrators and dildos - picking the Hitachi Magic Wand and my favorite dildo. He wanted to watch. I can bring myself to orgasm that way very quickly, especially after having so many already.

But after watching me for a while, he went to my bathroom to clean up. Although it felt great, I really didn't want to continue while he couldn't be bothered to hang out or even participate. When I told him such, he said that he felt since I was insatiable it wasn't like I would ever be satisfied.

Sigh.

I explained to him that my pretty much always wanting more didn't mean I wasn't satisfied. It occurred to me that it was likely one of his issues - he's used to women who blindly do what he wants, don't challenge him, and who he can best in bed.

We wrapped up our evening and I asked him what he wanted of me - he said to hang out on occasion. I told him I would think about it.

Sometimes, I just want to know exactly what I'm getting, even if I know I can have better.

Ann annstvincent.com