Wednesday, April 25, 2007

revisit.

I hooked up with Prof. Daddy the other night. He texted me at a very late hour, but I was in the mood, so I made the trek up to his place.

It was good sex as usual, except we were both so eager to cum because we hadn't been with each other in quite some time. There was a lot of touching, kissing, rubbing, grinding. I sucked his cock and got it really wet, then I climbed on top of him and sat down on it bare. I rode it really good for a few minutes until we both exploded at the exact same time; me all over his stomach and chest and him inside of me. That was one of the most powerful orgasms I've ever had, mainly because we came simultaneously, which has never happened before. It was quite an experience.

After regaining some energy, we went at it again. He came in my ass again while fucking me from behind. I attempted to cum again, but it was taking forever (even though I was rock hard), so I decided to call it quits. He was so nice about it, though; he really wanted me to cum again! He was sucking me, fingering me, licking my balls and doing whatever he could to make me cum, but I was just so spent from that first incredible orgasm. It was a great evening.

I got some money for cab fare. And this time, I actually spent it on the cab ride home.

Tuesday, March 13, 2007

sleepover.

I spent the night with Out-of-Town Daddy the other night. We had previously discussed the possibility of this happening, but it just hadn't happened yet. I went over to his hotel at around 11:00pm and we had quite the romp. We started with lots of deep kissing, touching, body contact, sucking. He proceeded to rim me for a good ten to fifteen minutes before he started rubbing his cock on my hole. Somehow, the idea of me fucking him came up and he was into it. He lubed up, I put on a condom and he sat on my cock and rode it for a good while. I've topped before and it was good, but it's been better before. He really wanted to get in my ass, so before either of us could cum, he got off my cock and started fingering me. I told him I was ready for it, so I had him put on a condom (I had prepared myself for getting fucked, but for some reason, I wanted him to wear one just in case I wasn't as thorough as usual). After that, it was the usual... a ridiculously hard ass-pounding in all different positions.

Basically, he made me cum three times in all. The first time was when he had my legs pretty much over my head and he was squatting down to thrust into me. I ended up squirting a really big load all over my body up to my neck. After that, I cleaned up and we went to sleep. In the middle of the night, I woke up rock hard and so I grabbed his hand and put it on my cock. He woke up and he fucked me again... this time, it was bare. He pulled out for a bit and shoved three fingers in my ass, which made me cum all over myself again. This time, he wouldn't let me clean up, so I fell asleep in his arms, covered in my cum. The third time was in the morning. I was too sore to get fucked again, so he made me cum from touching and sucking. Also, he shot his one and only load of the event all over my chin, which he then rubbed all over my face. It was delightful.

I was definitely at my slutty best that night. I was literally screaming for cock: "I NEED YOUR COCK... PUT IT IN MY ASS... I NEED COCK IN ME... RAPE ME, DADDY," etc. No matter what position I was in, I was aching for cock in me. If I was on my back, I spread my legs as wide as I could and opened my hole for him. If I was on my hands and knees, I arched my back so my ass stuck out and I thrusted my ass into the air, hoping for a cock to be shoved into me. I was breathing so hard and grunting and moaning and whimpering and screaming so much. Yet again, I felt like a disgusting whore. And I loved it.

He also gave me some money for a taxi when I left in the morning.

I took the subway home.

Friday, March 2, 2007

attention.

Is it bad that I am so excited that my blog has already been read by (at least) two bloggers I admire? One put me on his blogroll and another told me that he wants to fuck me! I'm an attention-whore already (kind of) and this is definitely fueling that. Now, regarding the latter blogger, I truly don't know if I could meet up with him. He's on a pedestal in my book and I would truly hate to be a disappointment to him. It's almost as if I don't consider myself worthy enough to be with him. And he would, most likely, want to cum inside me, but I've just started letting one guy do that... I don't know if I'm ready just yet to start letting random guys do it.

I don't think I could ever be as much of a slut as I dream of being. I can definitely fuck guys I meet online, etc., but I have dreams of being really nasty. Like, getting a hotel room and posting an ad on Craigslist, allowing guys to come over freely and use me, protected or unprotected. I dream of going to a bathhouse and getting a room, laying on my stomach and leaving the door wide open. I dream of letting any man cum inside of me. But I don't think I could ever follow through. I'm sorry to be so wanh-wanh right now, but I've been grappling with myself about it lately. I just have a family and a career ahead of me and I would hate to do anything that would be detrimental. So, I'll be a slut, don't you worry... just not one of those completely nasty ones.

You know what else I dream of? Getting paid for all this. I've had sex with so many men from online that I look back and wish that I had charged them. But they probably wouldn't have paid when they can just hop back online and find someone that won't charge them. I want to be able to go over to a guy's apartment/hotel room and be of service to him (like I usually do) and walk out of there with a little extra cash in my pocket. I wouldn't charge outrageous prices or anything. It'd just be a little bit of extra income for a struggling college student.

Skater and I haven't spoken still. We've seen each other around campus and in classes and nodded or said "Hey," but that was the extent of it. So, I don't think I've completely botched that acquaintance, but I think it sustained a little damage.

I, unfortunately, haven't gotten laid in a little while, so there aren't any experiences for me to share with you. But don't you fret... as soon as I have one, you'll be the first to know. ;)

Tuesday, February 27, 2007

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.

Sunday, February 25, 2007

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.

Tuesday, February 20, 2007

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...