nasty.

I've been gone a long while. Please forgive me.

In the meantime, I've been having a lot of good sex. I've also begun having sex with more guys around my age. For instance, I've been topping (I know... me, topping?) a boy who is my age. The fun thing is: he loves it raw. I visit him and I just fuck him silly and he begs for me to blow my load inside him. So I do.

But what's really fun is what happened just the other day with a different boy. We'll call him Tall Boy. We met online on a regular dating site and he invited me over. We proceeded to drink, smoke weed and watch TV. All of a sudden, he leans over and starts kissing me. This kissing led to groping, which led to the speedy removal of clothes, which led directly to him fucking my brains out bareback.

Once he kissed me, there was no speaking whatsoever until we finished fucking about 25 minutes later. He just threw my legs in the air and began to push his cock into me dry. It took some effort and some relaxation on my part but he got it in. He plowed me like that for a good 15 minutes before flipping me over and slamming me from behind, balls deep. With each stroke, his cock directly hit my prostate, making this encounter, enhanced by the weed and the unexpected nature of it all, the best fuck I have ever had.

He was grabbing my hips, thrusting his thick 7.5" cut cock in and out of me all the way when he said he was going to cum. Like a true cumslut, I reached behind me, grabbed his ass and pulled him into me fully and let him spill his hot seed deep into my hungry hole.

After he finished shooting, he fucked me a little more for a minute or so before pulling out. Some of his cum leaked out of my wrecked, gaping hole and onto the floor.

We both discussed how taken aback we were by the whole experience but neither of us brought up the fact that he had breeded me and that I had encouraged him to do so. We've agreed to hang out again soon.

Also interesting: I didn't cum at all... and I was okay with that. Sometimes I can be such a power bottom.

unexpected.

A few weeks ago, I finally got some dick. Phew!

I met up with a new daddy from online. I went over his place, which was huge and gorgeous. We started making out right in the foyer before he finally led me upstairs to his bedroom. Once we were up there, the clothes came off and we got in bed. More making out and stroking. We started blowing each other (something he's very good at) and kissing some more. I got on top of him to rub our cocks together while kissing and then his cock slipped below my balls and onto my ass, so I started rubbing my ass on his cock. I wanted to push the envelope a bit and see how far I could go, so I began to tease my hole with his cock (or tease his cock with my hole, depending on how you look at it).

Eventually, I had his entire cock in me raw. I rode it for a little bit and then said, "We should use a condom." "I won't cum inside you if you don't want me to," he responded. I asked him his status. He told me he was negative and I asked him once again and assured him that he could be totally honest. He assured me he was negative. If he had said otherwise, I'm not sure what I would have done, but I meant it when I told him to be honest. He asked me my status and I told him negative, so we continued to fuck.

We fucked in multiple positions and it felt so good. His 7" dick was as hard as a rock and I kept reaching down to feel it sliding in and out of me. After fucking for quite a while, we took a quick break. When we got back into it, he sat on top of me and started rubbing his ass on my cock. I was a little puzzled at first, but after some more playing, I realized that he wanted to get fucked. So, I put him on his stomach, lubed myself up and fucked him raw. He said he hadn't been fucked in a long time and I believed him. He was tight and having some trouble taking me, but not once did he try to stop me or slow me down. He just laid there and took whatever I gave him. I continued fucking him and when I could feel myself getting close, I asked where he wanted me to cum. "Wherever," he said, so I fucked him until I blew my load deep in his hole. After coming down from an exceptional orgasm, he flipped me over and rubbed his cock in the crack of my ass. I told him he could fuck me again and cum inside me, but he said he wanted to cum all over my ass, so he did that until he blew all over my butt. I held open my butt so some of his cum could get on my hole and maybe drip inside. We cleaned up and he used the bathroom to get rid of my load, which was fine with me.

All in all, it was a really hot fuck. I totally didn't expect to flip, but it was more than welcome. We're trying to arrange to fuck again very soon.

oral.

The other day, I hooked up with a guy at my new gym for the first time. The showers have no curtains (they're just open stalls), so when I was showering, I kept peeking out to see who was coming in and out of the shower room and the steam room. I saw a hot older guy probably in his late 40s and we made eye contact. He ended up coming and taking a shower in a stall across from me where he could clearly see me peeking at him and see my rock hard cock. He left first and went into the steam room and I quickly followed.

After a little initial awkwardness, we started to stroke each other before I leaned over and sucked him. We played for a little while before I brought my knees up and gave him access to my hole. He fingered me a little bit while I jerked off and blew my load all over myself. Unfortunately, I was late for a meeting, so I had to leave promptly after that. But it's nice to know that friskiness does occur in this gym.

Two nights ago, I also met up with a daddy that I hadn't seen in about three years. It was nice to reconnect with him. The first (and only) time we hooked up, we met in his hotel room and blew each other; nothing too crazy. This time, in our correspondence prior to meeting, we discussed what we might get into. We discussed the possibility of a few things, including fucking and a little watersports experimentation, something I have never done. I kind of hinted at the idea of fucking raw, saying things like how I want him to fill me up and whatnot, but I never came right out and said it (and neither did he), so I didn't know where he stood on that.

We finally met up one late night at his hotel. Lots of mutual oral and intense kissing and body contact. I started giving him a really thorough blowjob and I brought him close to cumming. In our correspondence, he had said that he wanted to cum once from oral sex and again from fucking, so I figured this was #1, so I blew him to orgasm and swallowed his load. But since it was late and he had been working all day, he was tired. We rested and took a little nap before waking up and trying for round two. He was semi-hard and so I finally told him I wanted him inside me. He got out the lube, lubed himself up and tried to fuck me... without a condom! It was nice to know we were on the same page. But unfortunately, it just wasn't working, so we didn't end up fucking that night. We did, however, decide that the next time we meet up, we will start with a hot fuck session that ends with his load deep in my hole. I can't wait!

I haven't been fucked in a long time. I really need it. My "usual" daddies have been busy lately and unavailable to give me the dick. I'm going crazy without it!

reconciled.

I met up with Mr. Moneybags the other day. We had crazy good sex yet again. We didn't talk about the previous time at all. We just went at it like normal. During the foreplay, there was a little bit of rubbing his raw cock at my hole and letting it slip in a few times as a tease, but other than that, he was pretty adamant about using a condom, so we did. It didn't bother me; I was just glad to know that he wasn't upset with me or afraid to see me again. So, he fucked me really deep in all sorts of positions and finished by sitting on my face for me to eat his ass out before blowing his load all over my face. Pretty hot.

Unfortunately, I've been kind of busy lately and haven't really had a lot of time to fuck around. I will definitely make an effort to change that very soon.

dammit.

I got a little ahead of myself.

Mr. Moneybags and I have hooked up a couple of times since our first fuck and it's been really great. His huge cock (which I have learned to take with much more ease) keeps me mighty satisfied. Well, the last time we got together was about a week ago. We were doing the usual: mutual oral, I ate his ass out for an eternity (he loves it and I love doing it for him) and more foreplay before we get to the actual fucking. Since the first time we met, there has been a little bit of hinting at bareback play. You know, he asked me if I wanted to fuck safe or raw and I chose safe (which I later found was his choice as well), and I use some BB lingo: asking him to breed me, etc.

This last time, I couldn't take it any longer. Before we started fucking, we were talking dirty to each other and he asked where I wanted him to cum. I said how I wanted him to cum inside of me... without a condom. He didn't seem startled and he played along with the dirty talk. So when we were about to fuck, I was sort of expecting him to try and slip it in bare, but he didn't. Instead, he reached for the Magnum condom and put it on. I was a little surprised but it wasn't a problem, so I went with it.

After fucking for a while and using poppers like it was going out of style, I started with the "cum for me" talk. He replied with the standard, "Where do you want it?" and I told him that I wanted it inside me. This is where I got ahead of myself. I started asking him to put it in me bare. He wasn't too keen on the idea, but I wasn't about to take no for an answer. Basically, after a little begging, pleading, and physically pulling him out of me and removing the condom, I got him to slip it back into me. In less than ten seconds, he began to cum and I grabbed his ass and pulled him as deep into me as he could go, all the while encouraging him to squirt his load into me. He had an unbelievable orgasm and left an enormous amount of cum in my hole.

He pulled out of me and we both headed for the bathroom, chuckling over how intense our session was. I hopped into the shower while he washed up at the sink. "You know, I never do that," he said genuinely. I actually believe him 100%; I'm sure of it.

Afterward, I got dressed and we said our goodbyes. A few days passed and I wondered if he was upset at all about it. That was the feeling I had when I left his apartment. I emailed him apologizing and telling him that I still wanted to see him again and that I'd be more than happy to go back to fucking safe. It's been almost a week and I still haven't heard a reply. I really hope he hasn't been turned off by me. He's such a good fuck.

what a feeling.

I got PLOWED yesterday by Artsy. Wow. You ever get fucked and feel like you're getting fucked in a porno because it's that fantastic? That was me.

We started off with the usual making out and slowly stripping each other. I sat on the bed in just a jockstrap and blew him for a while he was completely naked. He then pushed me back onto the bed and continued to feed me his cock. He swiveled around to 69 with me: I kept sucking him off while he fingered me deep and got my hole ready for him. After quite a while of this, he flipped me over and got me on my hands and knees. He lubed us both up with some petroleum jelly and he slowly worked his raw cock into me. I took a few long hits of some super strong poppers I had brought and got myself crazy high. I could feel my hole expand, allowing him to fuck harder.

This is where things get a little blurry (thanks to the awesome poppers) but I started feeling like I was in a porno flick. Artsy was being really intense. He would sink his cock all the way into me and then lay down on top of me and just thrust deep into me. After a while of that, he pulled me back up to my hands and knees and would thrust all the way in and pull all the way out, leaving my hole gaping wide open and then he would repeat the cycle, ramming it back in all the way in one thrust. That action alone drove me CRAZY. I kept myself really high on the poppers, amplifying every amazing feeling he was giving me and making my hole more accepting of whatever he wanted to do to it. Again, being so fucked up on poppers and really being in the moment of it all, I can't remember every detail. But this sort of fucking he was giving me made me feel like I was bottoming for some super-hot, raunchy bareback movie. It reminded me of the bareback porn I've seen with Jarod Steele or Dawson or Sean Storm or any of those crazy hot bareback bottoms. I really was just a hole and I really was being used like a nasty bareback slut... and I loved every second of it.

(I only felt comfortable, though, because I know him and I knew that this was just something fun and different for us, so don't even get any ideas that I should start doing this for random guys. That is not something I want to do. But playing around like this every once in a while is super fun.)

He continued to use and abuse my ass, alternating between fucking me really hard and fast and fucking me slow and deep. This went on for, probably, about half an hour. Then he flipped me onto my back, grabbed my ankles, spread my legs wide and pushed them back so my knees were at my shoulders and my ass was begging to be assaulted. He continued his barrage of relentless fucking until I begged him to cum. He fucked harder and harder until, finally, he pulled out, squirted a couple streams of hot cum, then shoved his cock back into me and spilled the rest of his huge load right inside my hole. I took some of the cum that got astray and tasted it (yum!), then pushed the rest of it onto his cock so I could get as much of it inside me as possible. He pulled out and I continued to jerk off until I blew a huge load all over my chest and stomach.

This sort of slightly nastier fucking was a nice change of pace from the more relaxed yet still intense sex we usually have. I'm going to have to find a way to get him into this mood more often.

experimentation.

The other day, I met up with a new guy from online. For purposes of this entry, we shall refer to him as Mr. Claus, due to his wealth of toys. I probably won't be talking about him again because I doubt I'll see him again. It wasn't particularly bad, but it didn't end up being my cup of tea either.

Mr. Claus and I discussed using toys, something I'm not too familiar with. We had already decided what we'd do and what we'd use.

I arrived at his apartment and was immediately instructed to strip. We moved to the bedroom where we proceeded to touch, kiss, etc. He eventually moved down to rim me, which was really nice. Then, we moved onto our first "event" that we had discussed previously: the enema. He really wanted to administer one, so I said I'd let him. It was a little odd at first, but I quickly got over it.

After that was done, he lubed up my hole and inserted a small butt plug. Admittedly, I had never used one before. I liked the way it gave me a consistent feeling of being full. We left it in for a while to get me nice and stretched open while we kissed some more.

After having the butt plug in for, probably, 15 to 20 minutes, he wanted to move on to the dildo. Now, I didn't know how serious this dildo was going to be. It was a double-sided dildo, but it was ridiculously thick; like, thicker than a soda can. I didn't think I'd be able to take it. But with a lot of lube, some poppers and some patience, I was able to take it about 5 inches in. It was a lot to handle girth-wise, but once I relaxed enough, it felt so incredible to have my hole stretched open that wide. He kept trying to push it in deeper, sometimes when I would specifically ask him not to, so that got on my nerves.

He worked my butt with the dildo for another 20+ minutes before putting the butt plug back in (which wouldn't even stay in anymore) and getting some anal beads. They were the kind on the plastic string, not a regular string. Those felt pretty hot popping in and out of me.

Basically, we kept playing with these toys for almost two hours, which was fun, but I learned that I'm definitely more into actual sex than toys. And Mr. Claus was nice, but I wasn't feeling it when he would try and push my limits without my consent. It really bothered me, so I probably won't be seeing him again. It was a good learning experience, though. I learned that I love getting my hole stretched to its limits (which I kind of already knew) and I learned that I must truly be a bottom because for the majority of the session with Mr. Claus, my cock was soft but I was completely sexually aroused, which has never happened before. I'm always hard, but this time, I started out hard and the more intense the anal play got, the softer my cock got... but my level of excitement or arousal never dwindled. Interesting to me, at least.