November 1st
Wow, I crashed hard last night. It's a bit past 3 AM now, but I have to document this before I forget any details!
He got to my dorm a little later than he said he was going to be because he got held up at work a little bit, but he said he still left earlier than he otherwise would have because he was so excited to see me! I wore a purple strapless bra and a green pencil skirt as a half-assed Ariel (The Little Mermaid) costume (mainly because it looks very sexy and I had an excuse to wear it around him). He was still in his work clothes, but we joked about how our costumes could still fit together thematically since he works within the oil industry and it could be like "forbidden love"... if that's not a promising indication of his feelings towards me, I don't know what is!
He didn't want any of the candy I offered him, but he definitely snuck some looks while I licked down a couple of lollipops. I stationed my laptop on my desk so that we could lay on the bed and watch it from there. We cuddled for probably an hour before anything really happened, but he held his hand firmly on my waist. I'd never felt him touch my body so much before that. I was resting my right arm across his lap with my hand on his hip so that his cock was somewhere underneath my forearm. I have no idea how to seduce a man, let alone my Dad, so we laid together in an awkward frozen cuddle for so long. I feel like he was thinking the same exact things as I was. I wanted to make a move and do more, but I was never sure when the right time was, or how it would be received.
I remembered that I was working with a time limit and a desperate goal, so eventually I decided to suck it up and bite the bullet... I casually pulled my arm back towards myself, dragging it along his lap so that my hard would innocently and unsuspectingly brush over his cock. It was rock hard. His hand that was gently rubbing my waist stopped moving. We both sat still for a moment. He grabbed my hand and put it back onto his cock. My heart raced! I couldn't contain my excited smile. I rubbed my hand over the length of his cock and felt it throb with a loving squeeze. Not long after that, he unbuckled his belt, unzipped his pants, and lowered the band of his boxers to reveal what I have been yearning to see again for so long. I immediately moved in and started to suck on the tip while he sat up. He grabbed my forehead with one of his hands and my chin with the other, and guided my head up and down his cock. His cock is so big it made me gag every time he lowered my head onto it. He said "Can you take it all for Daddy?" (!!!!!) And I hummed "M-hm!" And bam, I was WET.
He threw his head back and moaned, letting go of my head and rested his right hand back on my waist and held onto it tightly while I took his whole cock down my throat. I swirled my tongue all over his delicious cock. He snaked his hand under the top of my shirt to grab my butt and instantly asked why I wasn't wearing any underwear. I didn't really know what to say. I didn't want to make it seem like I had any specific expectations for the night in case he was still on the fence. He made me stop sucking his cock and sandwiched his hands onto both sides of my face in order to make me match his gaze. That was so hot to me. He reminded me that we can't have sex.
Again, I was speechless. I don't know what the right thing to say in this situation would even be. At that moment, all I knew was that I wanted him. I needed him. I had been building it up for so long, and now that it was finally here, I had to do everything in my power not to waste my precious opportunity. So... I hiked my skirt up, exposing the ass he was just feeling up without a problem, and bent over to show him what he was missing. He just sat there, flustered. He couldn't mutter a full sentence, just "Wait-- we-- no-- don't-- well-- hey-- you-- ok-- I-- uh-- we can't-- err--" You get it. To be fair, I still didn't know what to say, either. All I said was "Please..." I buried my head deeper into the bed. I was embarrassed. I didn't know what he was thinking or what was going to happen next, and I was too afraid to look at him so I didn't see what facial or body expressions he was making. He just seemed really conflicted. Just like our first night together in my dorm. When he finally spoke, he feigned sternness-- again, "We can't have sex baby girl." To which, I just said "I have a condom." He was quiet for another minute. I could hear my heart beating. I heard him sigh, and he otherwise remained just as silent as me, but put his hands back onto my butt. After the tense silence, this sensation sent chills up my entire body. He didn't comment. He just kept feeling me up. I asked him if he wanted to use the condom. He said... Yes!!
I dove for the bottom drawer of my desk and rushed back over with two condoms, just in case. He asked if I had lube, and I told him I didn't need any, referring to how wet I already was. He stuck one of his fingers inside the entrance. He quietly chuckled and said "Wow," and took his pants off completely. I got a peek at his firm butt and watched as he put the condom onto his erect cock. I love how it stood so straight off from his body, to think I got him all hard like that...
He didn't notice the holes and continued to climb back onto the bed. He unbuttoned his shirt and took it off, folding it neatly before placing it onto the floor with the rest of his clothes. He's so responsible! He put the tip of his finger back into my pussy and smeared my juices around to get everything wet. He stopped for a moment to ask me if I was sure this was what I wanted, to which I turned around and practically begged him to "put it in already," catching a glimpse of the situation... me, on all fours, my Dad behind me naked and on his knees, about to put his cock inside my pussy... I savored the moment. I can't describe the feeling. Perhaps a mixture of triumph and pure joy. He rubbed his wrapped gift in between my wet pussy lips and over my sensitive clit. I arched my back deeper and spread my legs a little wider, and then... he... poked the head of his cock through the backdoor. Yes, THE backdoor. The WRONG DOOR.
I thought it was very strange that a man of his calibur and experience would make such a mistake, but when I told him it was the wrong hole, he simply disagreed. He said if we want to have sex, we have to do it that way or else I'll get pregnant. I couldn't exactly tell him... That I WANT him to get me pregnant... So I didn't really have another form of objection... If it's anal sex or no sex, well... I wasn't going to choose "no sex."
He pushed his cock into my ass super slowly and gently, like the good Father he is, and listened to my limits. At first it felt like it does when I go to the bathroom... but after a few minutes of thrusting, it actually felt very good! It wasn't exactly what I wanted to happen last night, but I still enjoyed myself with Daddy. We moaned together and he touched me all over, and his cock made my ass feel so full. He said Mom has never let him do this with her, so I can say there's another thing I have over her. I would let him do anything to or with me. Because I love him, unlike her. Deep down, I'm sure he can see that too. That I am the right one for him.
He told me that my ass was so tight and it felt so amazing, even with a condom on. He made a hot, low growling noise as he came deep inside my asshole. After he pulled out, I ran to the bathroom to see if I could recover any of his bountiful seed. Some warm semen poured back out of my ass, but most of it stayed in the condom. I gathered up what I had on my middle finger and shoved it as deep as I could into my vagina. I can hope for the best, but I'm not too optimistic.
Unfortunately, by the time I came back to my room he had most of his clothes back on. He was just finishing buttoning his shirt up as I closed the door behind me and insisted that he needed to get home. I knew he wasn't going to be able to stay too late since he always has to go to work at like 5 AM, but it was still sad to see him go. I felt closer to him than I ever had before. I was feeling good about the progress I had made. He approached me with his arms open. We hugged, and he held me tightly... and then he leaned down and placed his mouth directly beside my ear. He whispered "We can't do that again," and then, as our bodies separated, he stared down at my chest. He unhooked my bra and watched my boobs bounce out of it. He brought me back in for a hug. Then we said goodbye. That was it. I fell asleep as a happy girl, but now I can't stop thinking about that last bit. Why would he tell me we can't be together and then disrobe me? I don't understand. These mixed signals are going to be the end of me.