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.

fresh meat.

So, I've met a new daddy. We'll call him Mr. Moneybags because, judging from his apartment, he's loaded. It's in a prime location and it's pretty enormous.

I met Mr. Moneybags online and after some talking, we decided to jump in head first and meet up late that night, around 12:30am. Boy, am I glad I did. Mr. Moneybags has the biggest cock I've ever taken up my ass. I didn't measure, but I believe it's close to 9" and it's THICK. Luckily, I had sort of prepped myself before going over; I was "getting ready" and, in the process, loosened up my hole a bit. If I hadn't done that, I don't know if I would have been able to take him as well as I did.

We started out with a lot of kissing and touching. He loves making out and body contact just as much as I do. He grabbed a bottle of poppers, shared them with me, straddled my chest and fed me his giant cock, which I happily sucked. Then he laid down on his back and I went down and continued to suck him, taking notice of the staggering amount of pre-cum that was pouring out of his slit. I would squeeze just under the head of his cock and more would drip out, right on cue. I proceeded to lick up and savor every drop of his delicious pre-cum. Mr. Moneybags then lifted his legs up, giving me access to his hole, which I ate out for a long while. He was moaning and loving every second of it. Then, he flipped me on my back and got on top of me in a 69 position, allowing me to continue eating out his hole while he played with mine, stopping only to periodically feed me more pre-cum directly from his cock.

By now, we were both more than ready to fuck, but I was still a little afraid of its size. He got on top of me and put my legs on his shoulders. He asked me if I fuck raw or with a condom and I was honest and told him that it depends, so he asked what I wanted and I requested he wear a condom. (I love getting fucked raw, but I'm not at a point where I'm willing to give it up raw to just anyone.) He rubbered up, got us both good and lubed, and I got myself sky high on the poppers. My hole opened up nicely and he was able to slip right in without much problem. It hurt me a bit, but with a little patience and a little more poppers, I was able to take him to the hilt. As my hole was getting wrecked by this huge dick, I realized that the last time I got fucked by a large cock was probably almost two years ago by a daddy fuckbuddy back home. Since then, all the daddies I've had sex with have been of average (or below average) size. Mr. Moneybags was reaching places inside of me that I didn't know existed. My eyes were rolling in the back of my head. I was moaning gutturally, so much so that Mr. Moneybags asked me to be aware of my volume. Mr. Moneybags had me stretched wider and was in me deeper than anyone else had ever been.

Mr. Moneybags stroked in and out of my loose, slutty hole for a good while until he announced he was going to cum. I provoked him by talking dirty, asking him to fuck me deeper and harder (which he did) and I talked to him as if he were fucking me raw, asking him to breed my hole and spill his load deep into my hole. He fucking loved it and had a huge climax inside of me (and inside the condom). He continued to fuck me slowly while I jerked off and shot my load all over myself, experiencing one of the strongest, most intense orgasms I can recall.

My favorite part about getting plowed by Mr. Moneybags was feeling each inch of his cock slide out of my hole and then back into my hole. Most of the guys I've had sex with push their cock in all the way and kind of just keep thrusting deeper, you know, as opposed to sliding it out and back in. That's probably due to their size; once you're in all the way, if you pull back, it might come out completely. But Mr. Moneybags had about 9 inches of cock to saw back and forth, in and out of my ass. I could feel just how insanely hard he was and I LOVED feeling the ridge of his cockhead exit and enter my hole.

After having incredible sex with a cock like that, I'm not sure if I can ever be completely satisfied by a cock any smaller. Could this be me officially becoming a size queen? Am I going to keep wanting bigger, longer and thicker things inside me to reach my full pleasure potential?

reconnecting.

Today, I met up with Prof. Daddy, who no longer lives in New York. He was visiting for a few days and wanted to get together with me. It's been over a year since I've seen him. We got together at his friend's apartment, where he was staying. It was just like old times: I came in, we sat and caught up on each other's lives, then migrated to the bedroom. We started with some intense kissing and touching, slowing taking off each other's clothes. He sucked on my nipples, remembering how much it drives me wild. We kissed some more while we grinded our cocks together. I started sucking on his nipples, knowing how much he loved it, before moving my way down to his cock, which I sucked for a while. He broke out some poppers that were his friend's, I believe, and we shared those. After a while, I was ready to feel him inside of me again, so I lubed up his cock and my hole, took a hit of poppers, and sat down right on it. It felt so good to have him back in me. I rode him for a good amount of time, all the while kissing and playing with each other's nipples and taking more hits of poppers. Pretty soon, he announced that he couldn't hold off any longer, so I started riding him harder until he exploded inside me. I kept his softening cock inside me while I jerked off and blew a huge load all over his chest and stomach.

We took a short rest and talked some more until I was ready for round two. This time, I laid on my stomach and he fucked me from behind. He knew he wouldn't be able to cum again so soon, but we both enjoyed fucking anyway. He plowed me until he was drained of energy, so I flipped over and had him finger me while I jerked off again. My hole was extra hungry today, I guess, because he eventually got four fingers inside me--DEEP--and I didn't even bat an eye. I finally asked him to slip his thumb in there, too, just for good measure. Needless to say, this prompted me to have another explosive orgasm.

While I was cleaning up, I noticed that his friend must be a big ol' bottom. Aside from the numerous gay porn calendars in the apartment, there was one of those douche things in the shower, as well as a Ziploc bag with four or five different bottles of poppers on the bedside table. I sort of wondered how I could get in contact with this friend...

whoa.

It has been far too long. Last time I wrote, I was 19. I'm 21 now.

I lost interest in keeping up this blog, but I've definitely had plenty of exploits since I stopped writing. There's obviously no way I can recap all of it, but you can rest assured that there has been plenty of fucking, getting fucked, load swapping, and more.

In the past few months, I've discovered one of those backrooms of video stores here in NYC that you can pay a small fee and fool around with guys in video booths and whatnot. I've been there maybe four or five times and it's pretty fun. I love the idea of finding a guy, shacking up in a tiny little video booth and fooling around without saying a word. I went last night and started hooking up with a short Latino guy that sucked me for a little and then wanted me to fuck him. I started fucking him raw for a while and then he suddenly lost interest. Oh, well. There was another guy, though, whose wanted me to jerk off and pretty much worship his nipples, which was a lot of fun. He made some reference to his wife, which turned up the heat. Basically, I sucked his nipples until he was ready to cum, which I promptly swallowed. Yum.

Today, I got fucked by Artsy, which if you'll go back, you can read about. He and I have been fucking every so often over these past two years. Honestly, I cannot believe it has been that long. The last time I wrote about him (which was the only time I wrote about him), I mentioned that we graduated to fucking raw, but he never came inside of me. Well, we have crossed that line, too. For the past year or so, we have been fucking raw only and he cums inside me every time. He's the only guy I let fuck me bare. And, of course I can't be certain, but I actually don't think he has sex with other guys; if so, it's not many. Not that anything's wrong with him, but I just think he's content with just me for right now.

Anyway, today's session with Artsy was hot. It had been over a month since we had last fucked, so we were ready for it. We started with kissing and stripping, which led to lots of nipple play in the bed, which led to me blowing him, which led to him plowing me. I bought poppers last night at the backroom place and I brought them to Artsy's today. He doesn't use them, but I LOVE poppers, so I kept them handy while he fucked me all different ways. I shot my load as I rode his dick and then we took a little break. He fucked me again with me on my stomach (still using the poppers) and I begged him to breed my ass, which he did. This was followed by another break, and then we just kissed and licked each other while I jerked off and came a second time as his load slowly leaked out of my hole and onto the bed. It was pretty fucking sweet.

I'm going to try and keep up with this better. Maybe words of encouragement and appreciation would help with that... :-P