oops.

I was horny last night, so I was cruising on Craigslist. I posted an ad and a guy that had replied to previous ads of mine replied to this one, too. He's mid-to-late 20s and very cute. We exchanged emails and did all that stuff and agreed to meet up.

I showed up at his building and we went up to his apartment. We walked into his room and he took off his pants and laid down on the bed. I immediately got down and starting sucking him. In the middle of giving him head, he asked me to take off my pants. He didn't touch me or anything, but I guess he just wanted me to take them off. I continued sucking him for, probably, ten minutes or so. Then he told me to rub my ass on his cock, so I got on top of him and started grinding my ass on his cock. He grabbed my hips and started rocking them and he ended up slipping the head of his cock in my ass. I let him keep it in for a little bit, but then I got off of him and went back to sucking; I wasn't in the mood to get fucked. I sucked him for a few more minutes and then told him that I wanted his load on my face. He told me to lay on my back. He knelt beside me and had me suck him while he played with my balls and my ass. Suddenly, and seemingly at the speed of light, he lifted my legs onto his shoulders and attempted to slip his cock into my ass. I managed to stop him, but part of me couldn't resist, so I let him in me a little bit. But after that, I told him I couldn't. So, he pulled out and I sucked him some more... but I just needed it, so I told him to fuck me. He got right back into that position and slammed himself into me in one stroke. I started to stroke myself and moan loudly and he covered my mouth with his hand while pumping away at my hole. He asked me if I was ready for my cum and I attempted to say "No," but he told me that I was going to take it. I shook my head because I didn't want him to cum inside of me, but then he groaned, "Here it comes," and he pushed himself all the way in me and dumped his load in my ass. I proceeded to shoot my load on myself.

He pulled out of me, grabbed a towel, and wiped off his cock. I stood up, took the towel, and cleaned myself up a bit before becoming slightly frozen. I stood there for a few moments with my legs shaking uncontrollably, thinking about what had just happened. I put on my clothes and showed myself out. Neither of us said one word to each other. I only waved without a smile as I left.

I don't know if what happened constitutes as a form of rape, but I know that part of me enjoyed it and another part of me wishes I could go back and change it.

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.

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.

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.