Second time with my internet sex mate

So this story continues the plot of an earlier story "My first time with a guy Parts I and II."

It had been about a month since I had my virginity taken by John, which was also my first time doing anything sexual with a man. But ever since that night I had been longing for more and specifically more with John. We had tried a few times to get together but things just hadn't worked out but I was getting so horny and my dildo just wasn't cutting it anymore now that I had felt what it was like to have a real cock to play with in bed.

So instead of my usual fear of my roommates finding out about my sexual endeavors getting in the way of setting up a time, my horniness got the best of me and I decided to set a time with John for him to come over on Friday night once my roommates had left for the what I thought would be enough time for me and John to have sex.

At this point I didn't care if they so happened to come home when I was having sex, I just thought I'd cross that bridge if it came. After contacting John and setting up a time he had told me he had a new outfit he wanted me to put on for him and this time he went one step further and asked if I'd like to try wearing a wig for him and some make-up so I could really play the role of his cock slut, the role of which we both knew was right for me.

After contemplating a decision for a few minutes John told me he had bought the stuff especially for me and that he thought I would look really good in it, so needless to say I obliged to go along with his plan.

As Friday night approached I was getting so eager to see John that once again I found myself unable to sleep, so on Friday afternoon I found it imperative to take a nap so I would be well rested for what was to cum ;-) that evening. Upon wakening up I took a shower and made sure to clean myself out really well so I wouldn't ruin what we had both been anticipating since our last adventure together.

Once I was out of the shower, my roommates left for dinner which I thought was perfect timing so I sent John a text to come over when he was ready. John replied, "I just have a few things to finish at the office but I'll head your way in about 5-10 mins." About a half hour later I heard a knock on my door. As I looked through the peep hole a sense of nervousness, anxiety, and horniness rushed through me all at the same time. I opened the door and John could tell I was happy to see him and he was just as happy to see me. He slowly leaned in and gave me a peck on the lips.

So I lead him to the couch and he handed me a bag and told me to go get ready and come get him when I was all dressed up. I quickly obliged and headed to my bedroom to get dressed in his outfit. John had picked out a brunette wig and a black camisole with attached garters for me, and there was also a matching thong. I quickly put on the outfit and wig and did my best with the make-up he had also brought which was mainly just lipstick. Next I headed out to the living room where john was sitting.

As I had been getting ready, John had taken the liberty of removing all of his clothes but his boxers and as I walked out, he began to play with himself, which obviously was a good sign. Next, john asked me to give a spin so he could see how good of a lingerie choice he had made. All he could do was mumble the sound "mmm." I quickly grabbed John's hand and led him to the bedroom as I could see he was beginning to pitch quite the tent in his boxer briefs.

Once in the bedroom I set him down on the edge of the bed and began to give him a lap dance, really grinding hard on his stiff, hot cock. After a few minutes John ordered me down to my knees as he slowly stood up. I then grabbed and played with his cock as I began to pull down his boxers. Once his cock sprang free, I grabbed it and began to stroke and lick his shaft all while looking up into his eyes, and seeing the pleasure I was giving him.

Next I began to suck him feverously, not being able to get enough of his cock to make up for the lost time we had over the past few weeks. Just as he had during the first meeting, John pulled his cock out of my mouth before cumming. This time he told me he had something different in store for me.

Next, I took off the thong I was wearing and assumed the position we had first started our anal sex journey in, doggy, with my ass up and me on all four. John admired my ass for a few minutes and then began to kiss and lick it, working his way to my hole. Slowly he began to rim me and I began to squirm in excitement. John then asked, "Do you want it raw or with a condom?" since we had done both during our first meeting. I responded, "As long as we are together, I want you to be my bareback." John replied, "that's what I thought you were going to say." So he lubed his cock and my ass up and slowly began to penetrate me."

All I could think about was how good it was to have him fucking me again, and in the back of my mind I was starting to understand that this whole process was much more than living out a fantasy now that I was in round 2 with a guy and that it was more like this was going to be the new reality. And I was ok with the thought of being John's bottom, so long as no one else found out about it I was thinking that I would like to take this position on a more regular basis with him. After daydreaming for a few minutes while John was working his cock in and out of me, we decided to switch positions.

This time I wanted to ride John again, so he lay on his back and I climbed on top of him slowing lowering myself down on him. As I began to ride him, he reached and grabbed my ass with his hands to help quicken the pace and depth of his strokes so we could enjoy more of his length. After awhile john told me he was about to cum and he wanted me to get on my back.

As I assumed this position I quickly learned what John's plan was for his cum. He straddled my face with his legs and inserted his cock into my mouth and began to fuck my mouth as if I was deepthroating him. Once he was nearly ready to blow he pulled out and began to feverously stroked his cock till he erupted all over my face and in my open mouth. Though my face was all sticky now, I couldn't have been more happier than to be back with John for another go around.