Secret Life: Anal Virgin

As most of you would know by now, I've been playing with guy that I met about the middle of last year. We even came up with a couple's profile and had been making contacts with others and making arrangements to meet and play. While we were setting up the couple's profile we had some real dirty fun taking pictures for our pg. This was definitely something I'd never done before - taking nude sexy pictures! It was sexy and fun for both of us.

There was also something that I've never done before- anal penetration! After a month or two with him, I was finally taken by his charming persuasion to try that. I was a nervous wreck on the day that we decided to try that. But he was very thoughtful and made me as relaxed as possible for the day. He started off the whole process by running a hot bath for me as he said that would help relax my muscles and gave me a nice glass of red wine to sip while I was soaking in the bubble bath. Pretty soon my body and mind was very relaxed and ready for some fun.

He started off with teasing and touching. Laid me on my back and played with my already swollen clit and pink hot wet pussy. Then he started pushing the purple dildo in and out of my pussy, vibrating and teasing my dripping pussy. I was in heaven and he started to flicked and lick my clit while the purple dildo fucked me senseless! Then he started to fuck me with his thick hard cock. I could feel him pulsating in my pussy, and that excited me further and I contracted my vagina muscle and squeezed his thick cock as hard as I could. This brought moaning from me and grunting from him. As he fucked me faster and faster and harder and harder, flesh pounding flesh, I could feel my tension building up and knew that in a few more seconds the orgasmic cycle would start and then it happened. My whole pussy constricted and I was moaning at the top of my lungs in pleasure while he continued and tried to fuck me despite the constriction and then a few great seconds later, the orgasmic waves ended. We both collapsed and was breathing hard from that climax that he gave me.

A few minutes later he asked me to get on my hands and knees. He laid the bed with some towels and put pillows underneath my tummy to prop me up comfortably. He started to slowly massage my arsehole, and sprayed some muscle relaxant on it. I was on my knees and elbows comfortably laying there while he slowly massaged my arse. He then lube up his fingers and start to slowly penetrate through to my virgin arsehole. My heart was pounding away and I could not get myself to breathe smoothly as it was a whole new feeling that I'm experiencing and wasn't sure if it was my feeling that brought the imaginary pain or it was really painful for even a small finger to go through. I felt his index finger slowly pushing in and out trying to make my ass muscle get use to the size. Then he slowly used his middle finger and tried to expand my hole even further. I was really breathing hard and feeling the blood draining from my brain and down to the lower part of my body. It was all sensations and no thinking whatsoever.

He kept playing with my little hole and as he sensed I was beginning to get use to the 2 fingers, he slid them out and took a new toy. I could not see what it was but I can felt the slight coldness when he touched it to my hole. I turn around and saw that he had a butt plug in his hand. He had it lubed up and was ready to slowly stretch my hole bigger. He took a few minutes pushing it gently at the entrance. I was a little scared but I trusted him and he slowly took his time to push in the butt plug. I felt the plug slowly making its entrance and I was breathing hard this time, trying to relax and letting him push the butt plug through my tight scphincter. He took another few more minutes to slowly push it in and once it's in, he soothes me and stroked my back as I tried to get use to the size of the butt plug.

Once he felt I started to get use to the butt plug, he slowly slid it in and out, in and out. I did not know what to expect and what to feel at that point. But it was definitely a new feeling that I could get use to. My breathing started to hasten and I was actually starting to get excited and was moaning lightly. He heard it and took it as a sign that I was enjoying it. He continued the action for a few more minutes and I could hear him getting excited as well as his breathing started to change. Then he took the butt plug out and this time I could feel his massive hard hot cock pushing slowly at the entrance of my arsehole. It was a whole new feeling, the skin to skin contact makes me even more excited, but I was very wary of the feeling of being stretched too much the first time. As he slowly pushed through, I could feel a little pain but the feeling was too intense to be stopped. Though I was moaning in pain and pleasure I wanted him to continue pushing in. He just started to push his massive cock in and hadn't even pushed passed his knob. He was rock hard and I could feel his excitement, but he was holding it off because he knew I wasn't ready yet for his whole massive cock. He held it steady for a few more seconds and my body started to get use to his size, he proceeded further and pushed in a few more centimetres and then I could feel the knob passes through.

Then I could feel him throbbing in my arse. Then he slowly built up speed, sliding in and out. The feeling of pain slowly changed to something else. I was slowly loosing the pain and my breathing got more and more ragged and could feel him building up speed. The intense feeling was really a new feeling and I was really enjoying it. I was loosing my thoughts and was just feeling everything that was happening. From this point onwards, we both could not contain the exploding excitement, and started to gain speed, and he was ramming into my ass and I was pushing back towards his penetrating cock. I was on my tummy with my ass propped up and he was behind me with both hands holding on to my narrow hip and rocking us. Moaning and grunting and sweating, a few more minutes later I felt him as he was ready to cum, I was seeing white lights and breathing hard, then he pulled out and came on my back as I tried to get my breathing back and he collapsed beside me as he tried to get his breathing back too. I look up at him and smiled. I knew then, that was just the beginning to a whole lot more fun that we could have with all my holes. The pain and the tear in the hole were worth the intensity of the feeling of being fucked in the ass.

I had no idea then that only 6 months after this event of loosing my anal cherry that in one night alone, 11 different guys would fuck my little ass, several times each, before they all shot their cum all over my face... But that's a story for another day! ;)