Convincing

Dad wasn't sure. "How long have you been trying anal now?" he asked me when I brought it up one evening. "That's not that long. I think you're still a bit young."

"Sheri said..."

"Your sister is older than you, and she's a different person."

He was genuinely concerned. Mike and I had been fucking almost exclusively anal for the past month or so, and until we saw porn with double penetration it hadn't entered my mind. After that, it was like Pandora's box, and learning that Sheri had already tried it with two guys just made the competitive side of me want it more.

I had sucked Dad while Mike fucked me; in fact, in the early days of Mike's sexual maturity, it happened fairly often the other way around. I would sit on Dad's cock and rock, and Mike would get hard and come over and let me blow him. He was hard a lot of the time, never seemed to get tired of cumming. Young male stamina can be powerful stuff.

But we'd never tried anything else. Sheri offered to get a strap-on and stick it in me while Mike fucked my ass, but I didn't want to start out on training wheels, and I didn't want to ask her for her help. I tried it on myself, a plug in my ass and a vibe in my cunt, and while it was very nice indeed, it wasn't really anal, nor was it really fucking.

So Mike and I decided to work on Dad. I was tempted to try to seek outside help, maybe get another boy in and he and Mike could both fuck me, but that seemed hard. Of course, Sheri had done it, but I didn't think I could. So we worked on Dad.

At first, Dad didn't want anything to do with anal. He said Mike had better not bring a cock from an ass to Mom's pussy either if he knew what was good for him. It's funny to think now, but maybe Dad was a little concerned that Mike would want to try anal on Dad as well. Who knows; if things had been different, maybe Dad and Mike might have tried it out. As it was, it took a bit of convincing before Dad thought it was a good idea for me to do anal at all.

That Dad didn't think I was old enough annoyed me, and so Mike started fucking my ass all over the place, around Dad whenever possible. I even did some things I would later find kind of icky. I would let him fuck my ass until he came, then drool it out on his hand and lick it up. It's the closest I ever came to scat, really.

Then one day, I noticed that Dad was hard, and though he was trying not to pay attention, he wasn't succeeding. I put on a real show, straddled Mike's cock and rode him with it in my ass, stroking my breasts, my pussy, licking my lips and fingers, grinding down on him. When he came, I just kept going, felt the cock growing harder in my ass, then whispered, "Daddy, please?"

He struggled with it for a moment. "Not tonight, precious," he finally said. "Why don't you finish up with Mike and come on over and give your old man a turn?"

And as his stiff, thick cock was spearing me, pressing deeper and deeper, faster and faster, and I was cumming, I still grinned, knowing that I'd won. I'd broken down the barrier.

After that, it was just a matter of convincing Dad that he should do it, rather than some random guy. That argument was easy. "Daddy, I want you to be the first one, you and Mike. If I have to get another guy, you know it might not be any good..." I pouted. I was shameless.

But don't believe for a moment that I wasn't nervous. I was. A cock in the ass made me feel really full, and I wasn't sure that my pussy wouldn't be shoved closed, unable to take a cock at all. I wasn't really afraid of pain or discomfort; rather I was afraid that I would fuck it up and not be able to do it right.

In the end, of course, it wound up not being planned at all. I was in the playroom downstairs, having been given a round anal rogering by Mike and then prevailing upon Dad to follow that up with a shot in the pink, sitting on Dad's cock, feeling him stroke my tender nipples as I slid my hips back and forth, bending my lower back a little so my pelvis ground against his. We could go like that for a long time, if we were feeling patient. It was summer, not much to do in the evenings but fuck, and Dad was perfectly happy to have me sitting on him, my legs spread wide to straddle his, before my knees went totally funhouse-mirror on me and made it less comfortable.

I guess Mike wasn't finished, or he got bored, because he showed up after a while, still naked, cock half-hard and swinging slightly as he walked. "Want me to suck you?" I asked him, but he just shook his head and sat on the couch, hand running up and down his shaft slowly, thoughtfully. Thoughtful masturbation isn't something you hear about every day, but in my family you'll often see us in our natural element playing idly with ourselves, not even thinking about it, the way you might scratch your head while thinking.

"Daddy, can we try it? Mike's all ready, and we're in the right position..." I gave him a kiss and a squeeze with my muscles, then stayed lying on his chest like his approval was a foregone conclusion. He'd as much as agreed the other day, and though I had figured we'd make a bigger deal of it, I wanted to try it now, while I was glowing with all the sex I'd had and still hoped to have, while his cock was inside me and he really couldn't say no, could he?

"You ready, champ?" he said, turning his head slightly to look over and Mike. I gave Dad a kiss on the cheek and then trailed my tongue down over his chin and to his chest and sucked at his neck.

"Yeah, really?" Mike asked, perking up.

"She's going to bite my neck if I say no," laughed Dad, then moved his hand from my hips and beckoned. "Come on. She obviously wants it. Don't you, sweetheart?"

I just kissed the place I'd been sucking then kissed back up until I was lying full on my Daddy's chest. "Arch your back a little, Lex," said Mike, and as I did, I felt his hand spreading my butt cheeks. "I'll go real slow."

The lubing up made me giggle, then shiver, then cum before he even got around to touching me with his cock. I came on Dad, and he enjoyed that so much that I felt him pressing himself up against me, his cock worming its way deeper and deeper, deeper than I thought possible. Then came the pressure on my rosebud, like always, only heightened by apprehension but dulled by orgasm.

When Mike popped into my ass, made artificially tight by the penetration of my pussy, I came again. It was just too much. And I was moaning and gasping and writhing, and far from being concerned, Dad's hands were holding me to him, keeping me from squirming away from the sensation at once too much and not enough. My anus widened as Mike pressed in. It was tight. The pressure on the place between pussy and ass was incredible. I've often wished I could recapture that first penetration from both sides again, it was so intense. But while it's different the second time and every time after that, it's still the same too.

I came down from the heights to feel two cocks well and truly buried in me up to the hilt. "I don't think I'm going to last long with you feeling like this," said Mike breathlessly. I didn't care.

"Fuck me, please, fill me up," I moaned, and when Dad ground up and Mike pressed down, I lost track of the sensations again.

I can see why it might be too much for some people. It might have been too much for me the first time. But still, when I came back to myself still lying on Dad's chest, my brother's spunk oozing out of my asshole, and Dad flipped me over and started pressing his hips gently and firmly into my thighs, then grunted and shot a huge load into my pussy, I loved it.

I didn't love coming down from it, when the tension and the pressures were remembered, the ache, the feeling of having been at it too long. The pleasure went away and the rest was uncomfortable, but after a few minutes I was able to get up, stagger upstairs, and eat dinner with no problem sitting in the chair, apart from making some puddles. "Can we do it again tomorrow?" I asked Dad later that night, as he tucked me into bed. In the next room, I heard the telltale sounds of Mom and Mike going at it, and it made me wet, so wet that I also knew that I would be hopping out of bed and joining Mari in hers as soon as Dad closed the door.

"We'll see," he said. We did see. I've never regretted it.