Joining the A-Team

A long time ago, back in the days of sex-is-evil-unless-you-do-it-with-your-husband, if you would have told me that at some point, I would willingly allow someone to drill me in the ass...well, I would've called you crazy, psycho, insane. I, like many women, weren't having any of that anal talk. You poop out of there!

Even after I took my sabbatical from church and started playing with boys, the butt was still strictly off limits. I dated a guy for two years and he was obsessed with butt sex (he even made a game out of begging me for it). For two years, my ass was on high alert for possible invaders. You still poop from there!!

One day, quite a few years back, I was getting a massage from a friend of mine (he was an instructor at a massage school). He was ridiculously hot, and waved a huge freak flag. The massage started innocently enough, but somewhere along the way, the innocent massage became not so innocent, and I ended up with his finger in my ass.

Surprisingly, I found it pleasant.

Fast forward to now, and The Boy. I've decided that The Boy has ruined me for other men...but that is beside the point. Anyway, The Boy had mentioned in the past of his desire for anal play, and in my desire to please him, started to seriously look at the subject. I'm sure every woman has a story if a bad anal experience, and it can be traced to lack of preparation and knowledge by both parties. Hell, I'd even had a bad experience in my formative sexual years. The guy "slips" and ends up in the wrong hole. While writhing in agony, he apologizes, and in the same breath, asks if I liked it. Who in the hell would enjoy something like that? From these bad experiences, I can only surmise that is why a lot of women are turned off by all things anal. That, and the fact that you poop from there.

At any rate, The Boy starts off slow...rimming (which feels awesome!), and then a finger (yes, please). Never forceful, always gentle, and reading my reactions enough to know when to continue or when to retreat. There came a moment when we tried for the big enchilada (his penis) in my forbidden garden, and it was a no-go. For one thing, he's not exactly small. Secondly, my body was just not ready for it.

Back to the drawing board I went.

I read everything I could get my hands on concerning anal sex. The best information I came upon was written by Nina Hartley. I knew she was a porn star. I knew she also used to be a nurse. She's also considered an expert of the Big A. Ordinarily, I think learning anything from porn is a bad idea, but what she wrote about made a lot of sense, and offered great advice for a novice such as myself. Probably because she spoke about it like a nurse.

If I could meet just one porn star in my life, she would be it.

Armed with knowledge, I finally felt I was ready. Unfortunately, The Boy was busy with whatever it is he gets busy with, and I was forced to wait to try out my new found education. And wait.

The time finally arrived when he wanted to come over one morning. I had worked the night before, and I actually sat at the desk weighing sleep vs sex. Sex with The Boy is always amazing, but gosh, sleep is good and I had to go back to work the following night.

In the end, Amazing Sex with The Boy won. Thank God.

We started out in the shower and worked our way to my bed where the Amazing Sex ensued. I always love looking into those expressive brown eyes when he's on top. I get mushy just thinking about it...

Butt sex! Oh yeah, I digress...

After round one, a brief intermission, and then onto round two and I'm getting pretty tired. The Boy mentions anal, and it I was game. The rules: we use lube, and he must listen to my cues very carefully. Agreed.

So, he starts with his fingers while I focus on relaxing...which is a lot harder than one might think. Things progress, and we graduate to his very excited cock, which was carefully introduced, in small increments. He was very gentle, very cautious...and before you know it, we're having anal sex.

It was amazing. I could feel my pussy dripping with pleasure...the feel of fullness, the sound of his moans and sighs, the urgency that culminated in an orgasm that left him shuddering beside me in a moment he called, "reaching enlightenment".

Yeah, I'm a sex goddess that way.

I don't think anal is something I would offer to just anyone. The fact that I trust The Boy implicitly is a huge factor in why I consented to him. So much could go wrong in that type of scenario, I shudder to think of what could happen in the hands of someone who wasn't as conscientious.

I didn't think it was possible to be even more crazy about someone, but I was proven wrong that day. I'm so looking forward to our next play date.