I tend to look at womens butts with two thoughts, first,damn that looks fine and secondly, I'd hit that. If it is hittable and fine that is. Yes, I am a buttman. Most definitly.
I like tits as well, but larger or small I have no preference, and you can't fuck tits. You can, sure but it is no way near as tight an raunchy as a butt.
I have had my share of women, and I have done them all anally. Some, I gave up on succeeding with but then they surprised me. I have developed surprising skill in coaxing unwilling anal virgins into giving in to the pleasures of forbidden fruit.
The first time I had anal was with my first girlfriend, I have always been interested in womens asses in a sexual way, I have also preferred shaved cunts since I can remember. Just a natural born perv I guess.
Anyway my first girlfriend, she was pretty wild in bed but she said she'd never ever let anyone into her ass. She was vehement about it, it was more of an idelogical stance and maybe an emotional reaction to something she viewed as being repressive in nature. I couldn't keep my hands away of course and started teasing her ass while eating her out. I have always liked using my mouth and hands, and I liked her ass so go figure. It didn't take long for me to get her to accept it, surprising what girls can put up with when orgasming. I never put a finger inside her though. Just touched her.
We had a thing going that if either of us woke up at night we'd tease the other one awake in and then fuck. I started waiting for her to go to sleep so i could work on her ass. I gradually worked my pinky inside her ass, massively lubricated of course. Not all of it and sometimes I didn't get very far at all if I didn't watch out or if she didn't sleep hard enough. While waking up with a finger in your ass might not sound so sweet, I always tried to just have my finger tip in and then go to work on her pussy.
She mostly slept on one side or her stomach so this access was no problem. Waking up to an approaching orgasm with a finger sliding into your ass was something else she told me. I had also started just putting a fingertip against her backdoor when doing her orally, and then holding it still as she moved her hips, letting her movements push it in past the sphincter. Looking back on it I'm not sure she really liked that but she didn't complain and anal is somewhat of an acquired taste, so..
A while into this I started pressing a bit while spooning her. I usually rub my glans over the ass as I get ready to go in, just making contact, now I started to rub and grind her hole for periods of time. She rubbed back and occasionally let me continue for quite some time.
One day it just happened, while doing her on her back and me holding her legs upp, going deep, I just grabbed the lube, pulled out and greased her ass and my dick down. Then I slowly pushed inside. I didn't stop to think until I was halfway in, so I asked her if it was alright and she replied 'Just put it all in!'. I drove that sucker home and we both waited.
It felt damn good, I could see on her face this took some adjusting but she didn't look or sound like she was in pain, so I slowly slid out a ways and back in.
Now, I have always had a thing for the penetration. The moment the glans breaches the sphincter is a magical one. The look in a girls eyes when that happens is pure emotion, it is as intimate as it gets.
This is where I got the taste for it, I withdrew completely and slowly entered her again. This fuck was only about the ass. Neither of us touched her pussy or clit, or even the tits. I held her legs up and out by the knees and she held on for dear life. I entered her for maybe ten or fifteen times before she started looking bemused and I became hungry for more. I started to ass-fuck her with a steady long stroked rhythm. It went on for ever, punctuated by grunting, characterized by sweating, eye contact mixed with blank staring, and ever so often I'd pull out and watch that sweet ass close ever so slowly.
I have never been a fast comer in bed, I can go on forever, much to some ladies dismay, I just don't want the fun to stop I guess. Eventually I could see she was on the final stretch of what she could take though, so I pulled out and laid down and gently licked her sore ass as I used my fingers to give her an orgasm followed by another.
That was my first time taking care of “the business”. Not the last with Anna however. We had lots of good ass play and some funny stories and awkward mistakes as well. I will retell some of them.