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When I Was Sixteen

"Losing my virginity to my dad"

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Famous Story

“Baby girl?” Dad asked. He also knocked at the door to my bedroom. It was about ten o’clock and a school night. I was sixteen, not very tired, and had just turned out my light. I turned it back on.

“How’s mom?” I asked back.

“She’s fine. She’s asleep now.” Mom had a bad cold and took a fair amount of medication for it.

I remember I was wearing my red zippered Minnie Mouse pajamas. My hair was longer then, but I looked pretty good, all things considered. I mean, I didn’t think I looked that great, but now, looking back twenty-one years, my perspective is different. My boobs, still kinda small, were even smaller then. But I had a quick smile and happy eyes and I knew these were good things to have.

Dad sat in the chair next to the bed. He was like he wanted to say something, but couldn’t quite say it. I wondered what I’d done wrong and could think of quite a few things, but I volunteered nothing.

“I love you, baby,” he said with a catch in his throat.

“I love you, too, dad,” I said, meaning it.

He put his hand out and it landed on my breast. It was on my pajamas, really, but there was a breast underneath.

“Dad?” I asked. I had no idea what to think. He hadn’t done that by accident. He was my father, so it was probably illegal. [It was.] But it felt kind of nice and I doubted I had anything to fear. And as I would learn twenty-one years later, we’d have been legal in Rhode Island.

“I, uh, like your tits, baby,” he said. “They’re nice. Compact. Firm. Sweet.”

His hand began to move, stroking my breast, fingering my nipple, which was getting hard. His hand was warm.

“Does this feel good?” he asked.

“Well, it does, but I’m not sure you should be doing it.” I sounded completely rational despite the confusion in my head. What could he possibly want? Certainly not…

“Does that mean it’s OK if I do it?”

I thought about it as my nipple finished getting hard. I touched myself between my legs and felt some wetness. I finally smiled and said, “Sure, daddy.”

He leaned forward and kissed me, smelling like cologne and not exactly hurting me with the stubble on his face, but it didn’t feel good. I kissed him back, my mouth closed. His mouth opened a little and his tongue pushed against my lips and I let him French kiss me. I’d French kissed a few boys, it wasn’t completely new, but he did it with assurance and with a lot of his tongue. My mouth was wide open. I almost panicked, then gave in to the feeling of it. It felt lovely.

Dad’s hand pressed my boob. He squeezed my nipple between two fingers, not very hard. He massaged me for a minute, still kissing, until his hand moved to the zipper on my pajamas and he pulled it all the way down to a little way below my bippy. I felt his hand moving up my skin, back to my breast, really to my other breast, and stroking it. Dad continued to kiss me the whole time. If I’d wanted to complain, which I didn’t, I couldn’t.

He kissed my chin and my neck, then between my boobs and directly on a nipple. His hand moved down, too, eventually reaching my pussy, which I now mostly call my cunt. He licked my boob, but his fingers rubbed my labia, felt how wet I was – really wet – and he slowly inserted a finger. I suddenly sucked in a breath and held it, feeling his finger trying to wander around where no finger had gone before. I mean, I’d been felt up there a few times, and I’d masturbated some, and two boys had cum in their pants while dry humping me at different times, but no boy, or man, had ever put his finger inside me. And it felt… good.

The finger went inside me two inches, then most of the way back out again, then in, a bunch of times until it went in and stayed in, moving kind of up and down inside me. Dad’s lips kissed and sucked my nipple. He pulled his finger out and rubbed my clit, then put his finger back inside me. Dad did this a bunch of times and I felt myself getting a little warmer. The next time, he slowly pushed two fingers inside.

Dad’s fingers didn’t hurt, exactly, but the pressure was pretty intense for several seconds. It eased up and I felt his fingers feeling around inside, finally curving up and hitting a really good spot in my cunt. He sort of scratched there for a minute, then took his hand away and climbed on top of me.

“How are you doing, baby girl?” he asked.

“I’m good, Daddy,” I said. Reverting to “daddy” seemed totally natural. “I liked your fingers.”

“Just wait,” he said.

He kissed me briefly, then took hold of the pajamas and pulled them back. I shook my arms out of the sleeves and daddy pulled the jammies all the way off. I was naked except for my panties. I felt his fingers rubbing me again, this time through the sheer cotton, which was really wet. He rubbed my slit up and down, focusing at the top, where my clit was. He pulled off my panties and I blushed with embarrassment, my cunt bare in front of my father, and I turned over onto my tummy.

“God, you’ve got a beautiful ass, Lauren.”

I just mumbled into my pillow. I felt his hands roaming over my back and my thighs and my butt. He spanked me, not hard, and it felt pretty good, much to my surprise. He spanked me again. And again. Daddy licked my ass, kissed it in many places, and I felt his tongue on my asshole. I gasped. I’d never felt anything as good as that. His tongue continued to play with my asshole, spearing it sometimes, and then it roamed lower, touching my cunt.

Without thinking, I raised my hips and felt his tongue burrowing into my cunt. These sensations were all new and mostly terrific. Daddy flipped me over and spread my legs, his tongue licking my labia and thighs for a minute before centering on my clit. His hands on my legs, he lapped me up, down and sideways, sucking at my clit and returning to just licking it. This went on for many minutes until I finally came.

Or at least I think I did. It wasn’t an orgasm like I often have now, which is a roller coaster ride I can’t wait to take again. It was more of a gentle fizz that started in my bippy and flowed to my clit, or maybe it went the other way. In any case, I thought it was an orgasm and that’s what mattered at the time.

“Thank you, daddy,” I said. “That was really nice.”

“Well, baby, we’re not quite done. There’s still me,” he replied.

And with that, he stood and took off his clothes. I was shocked? Stunned? Scared? I really just remember being totally surprised at his half-hard cock. I’d seen boys’ soft cocks before, a few even went out of their way to show them off. But never an adult dick and I’d only felt them hard so far, not actually seen one in person. In truth, I wasn’t sure how much bigger and harder it could get until it did.

Dad walked to the side of the bed and his cock was right there, almost in my face.

“Lick it, baby girl,” he said, gently but with a husky voice.

His cock was circumcised, as most of the cocks I’ve known since then have been. It had already grown harder and my first lick made it totally stiffen up. So many veins, so hard and yet it was kind of soft. Pliable. Sort of like… an underripe peeled banana? Anyway, it was very interesting. I licked it many times.

“Open your mouth, Lauren. Suck it.”

I really didn’t even think about it. I took hold of the shaft and put the tip of it in my mouth. It tasted like pennies, I’d say, although it smelled a little sweaty. Not bad, really. He pushed his cock deeper into my mouth. He went in maybe two inches, then out an inch, then back in. I knew he was fucking my mouth and I kind of liked it. I pushed my tongue against it and he moaned. That had to be good, so I continued to do it. I knew enough to keep my teeth out of the way. He fucked my mouth for maybe a minute, looking at my eyes and my breasts and my cunt, and he suddenly pulled out and came.

The first spurt took me totally by surprise. Well, they all did, but I was totally unprepared for the first one. I think it surprised daddy, too. It shot into my face and partly open mouth, dripping down my cheeks and chin. After the first one, he had his hand on his cock and steered the fountaining cum to my boobs, where it pooled and leaked down one side. Daddy looked exhausted, but happy.

“Clean yourself up, baby girl,” he said. “And maybe do the laundry tomorrow with your pajamas in it. Your mother will be pleased. Of course, you shouldn’t tell her about any of this. I love you, Lauren.”

With that, he walked out of my room completely naked and I heard the bathroom door in the hall close. I expect he was going to clean himself up, too, before he went to be with mom. Imagine that! I’d just had sex, sort of, with dad and he was going to sleep with mom. I lay back and thought about it and fell asleep. I slept naked, for the first time I think, but certainly not the last. I didn’t clean myself up until the next morning. And I did do the laundry, just as daddy had suggested.

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That Sunday morning, after starting the laundry, dressed in a long red nightshirt, I went down to breakfast and found no one there, which wasn’t unusual. In fact, the whole day was surprisingly normal. I got together with friends at the mall in the afternoon, but I told them nothing, not even Caitlin, who was my very best friend. Dinner was just pizza that dad called out for. Mom was still quite sick, almost as bad as the day before, and went to bed around eight pm, taking stuff that would make her symptoms less and help her sleep.

“So, what do you think about last night?” dad asked me.

I looked at the floor. I totally didn’t know what to say.

“It was nice, daddy,” I said. “You made me feel good.”

“OK.”

“Well, let’s see. I liked how your thing tasted, but I didn’t like what came out of it so much. The, you know, cum.”

“Well, OK, but I expect you’ll get used to it,” he said. “Even like it someday.”

“Maybe.”

“Do you want to play again?” he asked. “I know I had a good time.”

I looked at his crotch, I couldn’t help it, and I saw it bulging out with what I knew was a hardening or maybe even a totally hard dick. He certainly wanted to play. His cock had to be uncomfortable.

“Sure, daddy, let’s play,” I said. I just about skipped to my bedroom and had strewn my clothes across the floor by the time he closed my door. I bounced into bed, naked.

“We need to be quiet,” he reminded me.

“Shhhhhh,” I whispered. “Come here, daddy.”

He walked over to me and I undid his belt. I unzipped his pants. He pulled them down and off. He stood there, his hard cock pressing against his white underwear. He took off his shirt.

I pulled down his underwear, leaving him standing there with his underpants just above his knees and his cock sticking out at me. I knew very little about cocks despite having sucked his just last night. I could see that daddy’s was bigger than the boys’ I’d felt in their cars, both of them. And his balls were kind of surprising. I mean, I knew what balls looked like from some pictures I’d seen, but to see them in real life was different. They looked big, for one thing, considering that they had to go inside his pants. They hung down more than I expected, like two small eggs in a balloon. I hefted them in my hand and they felt heavy.

“Careful, baby girl,” he said.

He stripped off his underwear and got into bed. He kissed me, my ear, my neck, my nipple, my tummy and finally my cunt. He licked me there for a while.

“You’re really wet,” he said. “Do you want to, you know, have sex?”

I was pretty sure he meant fucking. And I was ready to do it, although a little nervous.

“Totally ready, daddy,” I said proudly, lying. “I want your cock inside me.”

“Are you on birth control?” he asked.

I thought about lying some more, realized how stupid that would be, and admitted, “No, I’m not.”

I figured he was thinking about going into his bedroom to get a condom. Or maybe he didn’t even use condoms, mom was probably on birth control. Maybe he thought he shouldn’t fuck me. I had no idea what he was thinking.

“OK, baby, I’ll pull out before I cum, OK?”

“Yes, daddy,” I replied. I would learn a little later in life that this was a totally stupid way to attempt birth control.

He put his cock right at the entrance to my cunt and I tensed.

“Don’t do that,” he said, “you want to relax. Think about relaxing your pussy.”

I tried to think about my cunt, but it didn’t really work. I could sort of relax my tummy, so I did that. He pushed the tip of his dick into me, maybe a half an inch, and the pressure was significant, but OK. I realized I’d taken a really deep breath, so I let it out. I felt a tiny bit stretched, but it didn’t really hurt.

“That feels OK, daddy,” I said. “I can take it.”

He very slowly eased his cock into me maybe a total of an inch and a half and that hurt. My cunt was being opened way more than it ever had. I breathed rapidly and squeezed my eyes shut.

“Ow,” I said. “Ow, ow, ow.”

Dad just stopped pushing his cock in, but he didn’t take it out at all. He looked at me with concern on his face and licked his lips. He leaned over to kiss my nipple and his cock slithered another inch into me. I screamed.

“Shhhh,” he said. “It’s all right, baby girl. It’s all right.”

I was breathing quickly, but the pain lessened. Neither of us thought about mom in her room just ten yards away.

“OK,” I said, feeling brave. “OK.”

I felt his cock slowly recede from my cunt, but it came back in again without actually leaving, all very slowly. He didn’t go any deeper and it barely hurt this time. I thought about my father’s cock inside me. How I’d yearned to be fucked, at least sometimes I did, and now I was. I thought about how it was my dad fucking me and I put my arms around him. He moved back and forth again and it hurt even less. A few more times and it hurt hardly at all.

“That feels sort of good, daddy,” I said. I felt totally filled up with his cock. I felt it go in another inch and while I flinched, I didn’t scream. It felt pleasantly warm. His cock went into me the rest of the way. Dad paused, looked at me, and began to slide his dick in and out. Fucking me.

“Oh, daddy,” I said.

“Yes, baby,” he said. “Yes.”

The feeling of pressure building and then going away and coming back, the feeling was pretty good. I didn’t move, I made dad do all the work, but he didn’t seem to mind. His cock was fucking me for real, partway out and all the way back in, faster, the pressure building and then releasing somewhat and building again. I was nowhere close to an orgasm, I don’t think, when daddy pulled out his cock, jerked it twice and came on me.

“Oh, Lauren,” he growled. “Baby girl.”

I didn’t say anything, but I watched cum shoot from his cock, a long squirt that hit me in the face and fell between my boobs. Dad continued to stroke and more spurts happened, I had no idea whether or not it was a lot, and it made streaks of white on my breasts and tummy. I counted seven spurts and a dribble at the end. He started to put his cock back inside me and stopped. Again, I had no idea what he was thinking.

“How was that, baby girl?” he asked.

“It was good, daddy, my first time, thank you,” I answered, almost formally.

In fact, I was disappointed. Daddy had cum, but I hadn’t. It had hurt, maybe less than I feared, but still… it had hurt at first. Why would people want to do something that hurt? Although maybe since it stopped hurting, and it did feel good being all filled up like that, maybe it would be better the next time. If there was a next time.

“Are we going to do this again? Now?” I asked.

“No, Lauren, not now. Maybe soon, we’ll see. You should clean up and go to sleep now. I know I am.”

“OK, daddy,” I said. “I love you.”

“Love you, too,” he replied. Like the night before, he just left the room. That was twice now, he squirted his cum and a minute later left me. I would learn this wasn’t uncommon among men, although generally they just went to sleep, they didn’t actually leave.

My cunt was sore. On the other hand, my clit was a little tingly. I reached down with a hand...

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