We had been chatting online for a week or so, trying to find a time to meet up.  His pics were damn sexy, mid 30's, black, 5'10, buff, about 170.  When we finally were able to meet up, I had to blow off Bi_boy to meet him, so you know I was interested.  He's staying with a relative so it makes it difficult to meet up plus he is located in the Northwest suburbs, so geographically, he is undesirable.  But I arrive at his place and he takes me to the basement.  I am a bit uncomfortable but I head down.  He immediately starts feeling me up, grabbing at my crotch and ass.  It sure didn't take long before I was ready.  He keeps at it and we start to kiss.  So far, so good.  I eventually start feeling him up and go and grab his cock and ass. Shortly after he unzips my pants and starts sucking my dick.  I let him go at it as I take off my clothes.  He has me hard as a rock and nice and wet.  He excuses himself and comes back, much to my surprise with only lube. When guys leave like that they usually are searching for a condom. He points over to the couch and I go and lay down on it.  He moves to the side and blows me so I am good and hard.  He stands up, lubes his ass and my cock and sits over me, one leg on the floor, one on the couch and guides my prick into his ass.  It is warm and tight.  After two minutes, he blows his load all over my chest.  I can feel the heat from his jizz which only makes me harder.  He is riding me like a pro and I am bucking into him.  Damn he is a hot lay.  Finally I can't take it anymore and I shoot my load deep in his ass.  Afterwards, I ask him about his scar and he says he was shot in Afghanistan.  Fuck, my first military dude and he is sitting with my boys deep inside him.  Fucking hotter now.  I wish I knew he was military before but it just got better.

Bi Boy - The hang out

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We're not related, are we?

I was in my office working on a Sunday and I was horny, shocker. I end up meeting up with this 24 year old. He's totally my type, 6'1, 165 pounds, dark brown hair, brown eyes, nice smile. He comes over to my office and he was even hotter than his pics. The first thing he tells me is that he is just back from brunch and is buzzed. Hot and drunk, perfect. We start kissing. He's an incredible kisser. You can tell he is into kissing as he knows how to use his tongue and not be sloppy. We make about for about 10 minutes while we feel each other up. Eventually, we start taking off clothes. He has a nice body, some hair but not too much. And of course skinny with a nice cock, about 7.5 inches. He goes down and starts giving me head. He is pretty good at it. We trade head back and forth until I get him on his back. I start making out with him as I grind my cock into his body. He's totally ready to fuck. I bring his legs over his shoulders, spit on his hole and my cock, and slowly inch my prick into his hole raw. It's nice and he's ready to fuck. Once I am all in, I let him feel my cock inside him. Then I start moving it from side to side to stretch him out a bit. Now that I have him ready, I start to fuck. I get a nice pace going and pick it up. He's moaning and groaning. We keep moving around on the carpet so much that he hits his head on the wall and we have to move back. I keep going at it, fucking his nice tight boy twat. We keep it up and I eventually lose it, breeding his ass. We get up and start to dress when I move in and we start kissing. He looks at me and starts to unbutton his jeans. I go down oh nim and take his dick and start sucking. He's pretty worked up about the whole scene, probably thinking about my hot jizz in his ass and he starts to cum. I don't ever swallow but he kinda snuck up on me and he starts shooting in my mouth. I was so into the whole scene and him that I didn't push him off. Plus, he already sent the first two shots down my throat and I did just knock him up with my sweet cum, so why not. Plus we would have fucking hot kids. As he's getting ready to leave, he looks up at my wall and starts laughing. He says we have the same last name. He must have seen the look on my face of complete horror as I have a distant cousin with his first name but it dawns on me that he would be in his 30's not 24. We laugh about it and talk about our backgrounds for a bit and make out a bit longer. It was a very hot Sunday afternoon with a hot dude.

The awakening, part 2 - the sex

We made plans to go out on a Friday night. Nick came over to the apartment that I was living in in the Boystown area of Chicago. He looked good. He was wearing a red shirt but it didn't matter what he wore. I wanted to rip his clothes off as soon as he walked into my apartment. We went out and had some drinks and talked. We had these great conversations, not the awkward first date conversation. It was as if we had known each other for ages. It was so natural. After a bit we headed back to my place. We both knew we were going to have sex that night. It was a foregone conclusion from the way we looked at each other when he arrived. We got back to my place and my roommate was up. We chatted for a bit with him and he eventually left us in the living room. We started kissing like bandits. He was such a good kisser. He knew how to kiss using his tongue but it never was over the top or sloppy. I remember sitting on the couch and watching him take his shirt off. He was wearing a tank top underneath but watching him calmed me down. The nervousness left my body. I wasn't thinking about my one month rule. I threw myself into the moment. We continued kissing until Nick suggested we go to my bedroom. We kissed all the way into the room, moving oddly but strangely in rhythm. We went into the bed and slowly the clothes came off as we moved further along. The first time I saw him naked, I stopped and almost pinched myself. I couldn't believe this was happening. I also thought that it so unfair. He's so beautiful and so much fun and to have a huge cock too. I started sucking his cock. I couldn't get it all in but I loved it. He was enjoying it too. He pushed me down to his ass. I had never eaten a man's ass out before. I was hesitant but knew from my experiences with girls that I liked eating out pussy so I went for it. Not knowing what I was doing wasn't a problem. I learned real quick that I liked it. A lot. I stuck my tongue in and out, moved it around, licked, dug deep. I couldn't get enough. He was turned on. He wanted me to fuck him. I grabbed the condom and did. It felt so good. Being inside him, kissing him, grinding my cock into him and having him want me as much as I wanted him. I was surprised that I lasted as long as I did. After I came, we kissed and he asked if he could fuck me. I wanted this to last as long as possible so I said yes. He tried to fuck me but as soon as he he stuck his dick in me, I felt pain like I had never felt before. I literally saw white flashes of light. I'm not sure if they were stars or not but he stopped. I told him I want to continue trying. I got on top of him and eventually lowered myself on top of him. He was so big it hurt but eventually it felt good. Right before he came I pulled off him and I can tell he wanted to cum inside but I'll never forget watching the cum accumulate in the condom as I watched. I fell onto him and we kissed. He told me that he never came that way before. Eventually we fell asleep. The next morning we woke up and I fucked him again and we well asleep in each others arms. It continued like that for the rest of Saturday and Sunday. The only time we weren't in bed was when we ate, went to the bathroom or showered. Looking back, I think Nick realized that I gave my virginity to him that night. He treasured it and respected it. The funny part was that I think he thought it was the first time I had ever been fucked. It wasn't but it was the first time that I had ever fucked a man. The curious part is, while I do remember it the most vivid memory of that night is me pulling off his cock and watching him fill the condom with his cum.