stretched.

I got my hole stretched by Out-of-Town Daddy. I haven't seen him in months, but we regained contact and hooked up. After going to dinner, we went back to his hotel and were back at it like we never stopped seeing each other. He's still just as sexy as ever with his graying hair and his hairy chest and big biceps. There was a lot of kissing and sucking; he went down and ate my ass out for a good while.

Then, he broke out the big bottle of lube and started working a finger or two in me. Once he felt I was ready, he lubed up his cock and pushed it into me raw. He loves the dirty talk just as much as I do, so he kept telling me how much he loved fucking my tight ass, raping my hole, and fucking me like the dirty whore that I am. I fucking loved it. He plowed really hard as my legs were on his shoulders. He grabbed my ankles and spread my legs as far as they went and then turned me on my side and fucked me that way, too. I finally shot my load as he was fucking me and then he pulled out and laid down next to me. We relaxed for a bit until I was feeling randy again, so we started touching each other and whatnot, until I asked him to finger me some more. He put a finger in me and felt around until I asked him to put another in. I kept asking him to put another finger in me until he managed to get all five fingers in my ass. He wasn't fisting me, but he fit all of his fingers in me. Because we progressed slowly, it didn't really hurt, but I felt really full and it was an incredible feeling. After a little while, it got a tad bit uncomfortable, so he went down to four fingers and that was better. As he thrusted his fingers into me, I moaned and grunted and told him to finger-fuck me harder and deeper, which he did. I was quickly brought to a second orgasm.

As usual, he didn't cum that night; it takes him a very long time to cum and we usually get worn out before then. But we were both very satisfied and I was really excited to have gotten my hole stretched out as much as it did. Luckily, though, my hole soon returned to its usual tightness, but I will definitely have to try getting my hole loosened up like that again.

triple whammy.

No, the title of this entry doesn't refer to any sort of group activity. It's just three stories in one entry.

I've been seeing another Daddy. We've met up twice so far. He works for a bank, so we'll call him... Daddy Banks. (I don't have the energy right now to think of a clever name.) Daddy Banks and I met online and agreed to meet in person for dinner. I went over to his apartment and we decided where to go for dinner... and then we hooked up. I honestly didn't intend on hooking up with him so soon (especially before we even went for dinner), but I couldn't help myself.

It was really great. There was no fucking; it was all touching, rubbing, kissing, sucking, licking, etc. We got naked and kissed a lot, followed by him deep-throating me (which was incredible). He had poppers, which he said he doesn't use often, but we used them and it made everything even more amazing. He sucked me until I came all over myself and I proceeded to suck his uncut cock until he shot his load all over my face. After that, we went to dinner and had a wonderful evening. We got together again and had a repeat session; again, no fucking, but lots of kissing, sucking, ass-eating, and poppers. So hot.

I also met another Daddy, whom we shall call UWS Daddy, obviously because he lives on the Upper West Side. We also met online, except we had no plans for anything but sex. I went over to his place and after some talking, we began kissing and I straddled him on the couch. We moved to his home office which had a big futon in it. We got each other naked and just enjoyed each other bodies. One of the highlights was when he ate out my ass; that was truly mind-blowing. Before we met up, we had discussed how we both love cum, so I was looking forward to that. He ended up swallowing my load when I blew in his mouth. Actually, during my time with him, I had six orgasms. No lie. Every time I was about to be finished, I got hard again (or stayed hard) and decided to just keep going. He fucked my ass really well (protected) on that futon and I loved every second of it.

We took a shower together, which got me SO horny. I bent over in the shower and we tried to fuck again (bare), but he wasn't fully hard, so it didn't happen. I sat down in the shower with him standing above me, while I tried to cum my sixth time, begging him to spit on me (which he did) and piss on me (which he said he would have, if he could have). For some reason, in that shower, I became such a disgusting, submissive whore. It became hardcore daddy/son roleplay and he slapped me across the face a few times and yelled at me for trying to let him fuck me bareback. I found out later that he felt that way truly (not that he wanted to slap me, but he didn't want me fucking raw). I was slapped across the face once before by another guy while sucking him and I made it clear that I didn't like it, but I really liked when UWS Daddy did it; I don't know why. He eventually shot his load over my face and body while he stood over me in the shower.

Also, just the other night, I met up with Prof. Daddy again, who I hadn't seen in months. We talked a lot and caught up on each other's lives. Then, of course, we fucked. Now, we were both extremely horny and hadn't had sex in a while, so after we cuddled and kissed for a long time, I sucked him really well, then lubed up his cock and my hole with Vaseline and sat right on it. I rode his cock hard for a while until we both couldn't hold off any longer, so I shot my load all over his chest and he shot his inside me. I got off of him and fingered my ass a bit to feel his cum in me... ooh, I loved it. After that, we cuddled more and talked for a long time before I decided to go home.

I'm definitely meeting up with all three of them again soon.