That time I tried anal (m/f)

Hi everyone! I'm back after a few months of being a total whore. A LOT has happened since my last post, so I thought I would pop back in now and then and share some of the happenings. (:

I'd been sleeping with this guy I met on RAOM (Random Acts of Muff Dive). He posted an ad, I responded, and within a few days of talking he was in my bed and between my legs. The voracity in which he ate my pussy was unparalleled by anyone I'd met before. We began fucking a few nights after that, and it has been some of the most fulfilling sexual experiences I've had. We are strictly platonic, and we are very well aware of each other's situations and there is a true level of mutual trust and respect there.

After playing around for a few weeks, he told me he was going to be out of town for an extended business trip. I thought this was a great opportunity to ask for what I've been wanting: anal. He had fingered my ass before, and had rimmed me, too. But neither of us ever really pushed the issue. I texted him and said "so maybe you could fuck me up the ass before you leave? It might be a nice send off, you cumming up my ass and then heading out ;)" he responded with a resounding "fuck yes" and we began talking about how he would go about shoving his cock up my ass.

We both loved the idea of him being the first to take my anal virginity. I don't know why it turned me on so much to know that he was the first guy to fuck my ass, but it really got us both in the mood. One morning he came over with the sole intention of teaching me anal. I don't remember ever being that nervous before sex, even before losing my virginity. So many people have conflicting opinions about anal sex and I so desperately wanted to be in the "God it feels so good" division.

He came over, sat on my bed and we talked for a while. He asked me a few questions about things that had nothing at all to do with sex. He quickly noticed my nerves (or rather, irritability) and decided to help me relax. He took off my top and started massaging my boobs. (For those of you who do not remember, I'm 5'0" with a curvy frame and DD tits. Boys love them.) he laid me down, took off his shirt and pants which revealed his own excitement, and began to suck on my nipples. There is nothing more that relaxes me in the whole world than having someone play with my tits!

After I was nice and fondled, he began to eat my pussy with the same intensity that he is known for in my bedroom. He would break between long, slow laps of my entire lips, and alternate with ferocious sucking of my clit. Soon came a finger in my pussy, then two, which turned into a finger in my ass, then two. At that point, I was as ready as I would ever get, and his cock told me he was ready, too.

He asked me in what position I would like to be fucked, and I figured that it would be easiest on my stomach. More access that way. I flipped over, spread my legs and my cheeks, and took a deep breath in and out. I felt him angle his cock and start to slowly press against my asshole, and at that moment I thought "Well, you are definitely a slut. There's no question about that. You're about to get fucked up the ass". After I turned my internal monologue off, I closed my eyes and decided to be in the moment and really feel what it felt like. He slowly pushed his cock in, inch by inch. I concentrated on the feeling of being stretched and filled in a way I had never been before, and before my brain even registered, he whispered in my ear and said "I am all the way in your ass, you fucking slut". I almost came at that moment; I love that kind of talk in the bedroom — and only the bedroom – I'm a professional lady, after all! ;)

He began to slowly fuck my ass in and out so I could get used to the feeling. I knew that anal sex alone was not going to make me cum, but I loved how his cock felt up my ass and I didn't want him to stop. He had to pull out a few times, saying my ass was the tightest thing he had ever felt (next to my pussy) and he didn't want to cum yet. He had me flip over onto my back so he could fuck me deep in the ass and so I could rub my clit.

As he was fucking me (and as I was trying not to wake up my roommates with my moaning), he takes out his phone and starts to take pictures of his cock in my ass. This was something discussed prior, MY idea actually. He showed me the picture of his cock in my ass and I almost lost it right then and there. I started to feverishly rub my clit in search of my orgasm, as I sensed he was almost there as well. As I came close to mine, he pulled out and came all over my tits. This pushed me into my own orgasm, watching him shoot streams of cum onto my chest.

We have fucked a good few times since then, doing anal a couple times more. We both have busy schedules, so I'm hoping the new year will be full of more orgasms, ass fucking, and cum. (-:

PS – I know that many of you will ask, but I do not have that picture anymore, neither of us do. It was something for our eyes only, and was deleted quickly afterwards. I would not be so silly to put my career and reputation on the line for a hot photo. (:

Cheers!

Source: reddit.com/r/gonewildstories/comments/3zt7jr/that_time_i_tried_anal_mf