Oops.

Maybe trying to hookup with Skater wasn't such a good idea. I sent him a message online (claiming that I was still drunk) hinting not-so-subtly that if he started questioning his sexuality, or if he just was horny, that he could give me a call. I didn't get a response. I wrote an apology the next day, saying that I would never write anymore messages to anyone when I was drunk because I didn't want to embarrass myself anymore. He didn't reply to that one either.

A daddy that I haven't met yet wrote me online looking to hookup tonight. It was kind of last minute, so I wasn't able to, but I hope to meet him soon.

Frustration.

I'm frustrated. Sexually frustrated. Very sexually frustrated. I have a girl-friend in town visiting, so she has been staying in my dorm for the past two nights (tonight is the third) and I want to get laid. I never get laid in my room; I haven't hooked up with anyone at my school and I've never brought anyone back to my room, but I'd just like to be able to get naked and masturbate while cruising online. Is that so much to ask? I'm lucky because I don't have a roommate, so I am free to live life in my dorm room as I please. But when I do have to share it, I get irritated. I am constantly horny and I need to constantly... well, get myself off, be it alone or with others. So, you can imagine my frustration when I say that today will be the third day that I haven't jerked off.

I'm starting to try and hookup with some guys at my school. I've always been intimidated by guys my own age. If you point out a graying, middle-aged man and tell me to bed him, that's a piece of cake. But ask me to do the same to one of my peers and I get flustered. But lately, I've been using intoxication as an excuse for my uncharacteristic behavior. There is some kid that goes to my school (we'll name him Skater). Skater has the potential to be really cute. He's got long shaggy hair, dresses in your typical skater clothes, but isn't very impressive. If he cut his hair and put on some nice clothes, everyone would be fawning over him. But for some reason, I'm able to see his potential clearly. Anyway, Skater says he's straight but I'm not the only one that thinks he could be curious, so last night, I got trashed with some friends. Skater was there. I flirted with him openly, which included touching his chest and his stomach, telling him that he is cute, etc. At one point, he was talking to someone else and, for some reason, lifted up his shirt to reveal his smooth chest and treasure trail. I told him not to do that in front of me again or else I'd molest him, but he just laughed and said, "That's fine." So, later, I told him that I wanted to talk to him, so I pulled him aside and gave a small preamble, blaming my excessive alcohol intake for anything offensive that may come out of my mouth. I then asked him flat out, "Do you like boys?" He answered "no," which was quite disappointing, but I followed up with, "Hmm... okay. Well, if you decide you might want to think about that again, you have my number." He wasn't the least bit offended, freaked out, or otherwise. In fact, tonight I got a little tipsy again and he was there, slightly drunk, and we were talking just as normal. He would occasionally put a hand on my laugh while laughing and the like, so I'm definitely not giving up anytime soon. I will get his dick in my mouth. I promise.

First time... sort of.

Okay, three posts in one day (well, kind of... it's officially Wednesday, but I have yet to go to bed). A lot, I know, but I really get a kick out of this. It's kind of liberating (and titillating) to write about and relive the things I have done. This post is about something new to me. It happened last week with a Daddy, whom we shall call Professor Daddy, that I have been hooking up with for a while now. He and I have grown to have a mutual friendship besides our sexual relationship, despite the age gap. I have come to really trust him and have a great rapport with him.

Prof. Daddy loves my ass. Really. Once when we hooked up, I wasn't really in the mood to get fucked (hey, it happens) and he just couldn't cum. He was so looking forward to fucking my ass and he was a little disappointed when he found out he wouldn't be getting it. I felt bad. Oh, I didn't give in, but I assured him that I would make up for it. Anyway, so last week, we were having sex (I let him fuck me bare) when I got an idea. "I can trust you, right, Daddy?" I asked as I was on my back getting pounded. "Of course you can," he replies. "Do you promise, Daddy?" "Yes, I promise," he says. After a slight pause, I asked a question I had never asked before. "Will you cum inside me, Daddy?" This was completely new territory for me. I've been fucked bareback a bunch of times by a few different guys, but they had all agreed to pull out before they shot their loads. I had always wanted to have a guy cum in my ass, but I wanted to wait until it was one that I trusted. Prof. Daddy was the one.

"Please, Daddy?" "Only if you want me to." It was nice that he made sure I wanted it, rather than just immediately unload in my hole. I begged for his cum in my ass while he continued to pound me. Finally, those familiar moans and shudders came and I realized that my dream was coming true; a man was actually dumping his load deep inside of me. This gave me such an incredible rush. I love feeling like a dirty whore when I'm getting fucked and getting breeded was the pinnacle of such a feeling. I felt like a disgusting cumdump, a cheap slut that needed constant loads squirted in his ass. And I loved it. After he finished and pulled out, I dug some cum out of my ass with my fingers and slurped it up as I jacked myself off. I was in complete ecstasy. I shot my load all over myself as my fingers were deep in my hole, playing with the cum that was freshly deposited inside.

After a short break, Prof. Daddy and I went for round two. He jackhammered my ass doggy-style and gave me a second load up my ass, at which point I proceeded to fish the cum out of my hole and feed it to myself again as I had another mind-blowing orgasm.

I think, for right now at least, he'll be the only guy I let cum inside me.

There's nothing better than walking out of a man's apartment and smirking at the doorman as you pass by, knowing that you just finished being the biggest whore you could be... especially when there's a fresh load or two inside of you.

A regular.

On Saturday, I met up with one of my regular daddies. He's in his late 50s/early 60s, but he's in excellent shape. He's from out of state but he comes to NYC weekly, usually. We don't get together every time he comes into the city, but sometimes we do. He called to tell me that he was hosting a small group in his hotel room this time. Every time we've hooked up in the past, it's just been us. He said there were two other daddies and two other boys coming. I know not to expect all parties to show up at a group event like this, so I took what he said with a grain of salt.

Lo and behold, when I show up at the room ten minutes late, I'm the first one there. One of the other daddies canceled and another one is AWOL; he never returned Daddy's calls. The other two boys should be showing up sometime soon. So, Daddy and I play around for a little bit. He's wearing a shirt and white boxer-briefs. We start making out and touching each other, grabbing each other's asses and hardening cocks. I get on my knees for a taste of his dripping cock.

A few minutes later, one of the boys shows up. I realize that Daddy clearly has a type; this boy looks just like me! Of course, he's even slimmer and has a better body, but whatever. Instead of me being bitter, I'm intimidated. He's cuter than me and he's in better shape. But he's in his mid-20s, so I automatically win in my mind. We say hello, then they begin kissing for a while. The boy decides to go freshen up. During this period, Daddy comes back to me and we start fooling around on the couch. He takes off my jeans and I'm left in my sweater and my cute little American Apparel briefs. He pulls them down just enough so only my butt is out, then pushes my legs up over my head and starts to rim me. I absolutely love when he does this. The boy comes back and is just watching. Daddy and I kiss some more, then he goes back to my butt. Eventually, Daddy sits back on the couch next to me and I take off my briefs. The boy undoes his pants and comes over. He gets on his knees and starts blowing Daddy. I play with Daddy's nipples while he's getting blown.

We decide to migrate to the bed. The boy doesn't seem very interested in me. I don't think it's personal; I just think he's more into daddies than younger guys. I have no problem with that. But he and I kiss a little bit and suck each other for a short while anyway. Daddy begins to eat his ass out and they boy asks him, "Can you fuck tonight?" Daddy replies affirmatively and the boy asks him to get a condom. This stood out to me because this daddy and I usually fuck bare, and I didn't realize that he didn't mind using condoms. Daddy wrapped it up and got himself and the boy lubed, put the boy's legs on his shoulders and pushed himself into the boy in one go. The boy was loving it. They fucked like that for a minute until the boy decided he wanted to ride it. He got on top and rode Daddy's cock like it was going out of style. After a few minutes, he shot his load all over his leg and Daddy's stomach. He went to go clean up, but Daddy and I were still ready for more.

Daddy and I kissed and he went and ate out my ass some more. Somewhere in this period, the other boy left! We had no idea that he left, but that was okay... More for me! Daddy was ready to fuck some more, so I asked him to get a condom. He got one, and before he opened the package, he decided to tease me a little, so he put my legs on his shoulders and started rubbing his cockhead on my hole. I couldn't resist, so I pushed my ass against him and let the head slip in. I have a tendency of doing this; letting guys fuck me bare for a few seconds before they put on the condom. I don't know why. Well, once he was inside me, it felt too good to pass up, so I told him to forget the condom. I don't know what it is about this daddy, but he is a ridiculously good fuck. He's not very big at all, but he knows how to work an ass... and it takes him FOREVER to cum.

I've never been fucked for such a long time. He fucked me in various positions at various intensities at various speeds for at least an hour and a half straight. Occasionally, he'd pull out for a bit, but he would make sure that my hole was occupied by his fingers, usually one or two. By the end of the night, he had three fingers slipping in and out of me with such ease that I didn't even bat an eye. This was a bit startling to me, considering I'm quite tight and two fingers is usually a bit of a difficulty. My ass was so stretched out compared to its usual state. He had me grabbing the sheets, biting the pillows, screaming my head off, and literally begging for his cock. Sometimes when I'm getting fucked, I like to play up the aspect of being a cockwhore, you know? I really do want it, but I like to play it up just a tad so the guy that's fucking me gets really into it because he sees how much I'm enjoying it. There was no pretense here. I was a legit cockwhore. I felt like an addict that needed more and more and more of my drug. I've never been such an aggressive bottom, pulling him deeper into me, not allowing him to pull out of me when he needed a break, grunting and sweating and NEEDING cock inside of me. I was possessed. And I loved every moment.

It wasn't until the end of the hour and a half that I started to ride him and that set me over the edge. I shot a crazy load all over his chest and stomach and my legs were shaking like an earthquake. I came so hard and screamed so loud that I am positive the people staying next door heard me. Well, they probably heard me screaming and the bed banging against the wall for the entire hour and a half. I got off of Daddy's cock and we cuddled for a few minutes before I attempted to walk and hop into the shower. Then I realized: Daddy still hadn't cum! I apologized and he assured me that there were no worries. "It takes me forever to cum," he said.

I left the hotel with Jell-O legs. My ass was incredibly sore, but that's just the sign of a good fuck.

I wonder when Daddy's coming back into town...

The beginning.

I've been inspired by the various blogs I read from people recording their sexploits.

I am 18 years old. I live in Manhattan. I am currently in college. And I'm a slut. I cruise for sex online as well as other places, always looking for my next hookup.

My friends don't really know how much of a slut I am. They know, for instance, that I'm gay and I have a preference for men older than myself, but they don't know that I have slept with men old enough to be my grandfather. They don't know that I cruise online. They also don't know that, once in a while, I like to fuck/get fucked bareback. It gets kind of irritating hiding all this from them, so why not put it on the internet for the entire world to read?

I intend to document my sexual encounters in this blog. I will not lie. I will not stretch the truth. Names of people (and maybe some locations) may be changed, but you can rest assured that everything in this blog will be 100% fact.

Perhaps some background of myself is in order. I grew up in suburbia. I always knew I was gay. I started cruising online when I was 14. I wasn't actively looking for sex necessarily, but more like looking around to see what was going on. But after a short while, I started having the urge to experiment. I rarely lied about my age online, so I had a lot of older men messaging me, looking to have sex with a 14-year-old. Oddly enough, I didn't find it creepy; I found it exciting. I finally decided to meet up with one after school one day. (This was my freshman year of high school.) Basically, we met up, went into the woods in a local park and sucked each other off. He also rimmed me for the first time, which was amazing. We met up a second time when I was 15 and he was the first guy to fuck me. It was unprotected. He was around 45 years old. Very sexy with a nice-sized cock with a very big head. He didn't seem like a predator or a creepy pedophile; obviously, he is, but he was very sweet. We still keep in contact to this day.

That's how it all started. Since then, I've found lots of guys online, all old enough to be my father, some older. I've had sex with men in parks, public restrooms, apartments, hotels, bathhouses, pretty much anywhere. I've had threesomes, foursomes and moresomes. I've topped. I've bottomed. I've done both simultaneously. I've roleplayed. (If I had a penny for every time I've screamed "Daddy"...) I've swallowed. I've spit. I've had married men. I've had fathers. I've had college professors (not my own... yet). I've had Wall Street businessmen. I've had men in their offices during the workday. I've barebacked/been barebacked. I've had restaurant waiters when they should have been serving customers. I've had anonymous men in my mother's house while she was out or upstairs sleeping. I've done a lot.

I'm 18 years old.

Who links to me?