Letters to Penthouse XIII (24 page)

I let out a long, low groan as Gary pushed the last inch or so of his hard dick in my pooper. I could tell that he was all the way in because I could feel his ball sac resting against the lips of my pussy. He held that position and let out a long sigh.

I remembered to breathe. My whole body was trembling with pleasure. I was so crammed full that I felt as if I had just sat on a bowling pin. When Gary started fucking in and out of my ass—slowly at first, and then faster—I had to reach between my legs and rub my pussy. That’s how turned on I was.

“Do it,” I said between my teeth. “Fuck my ass. Fuck it like you’ve always wanted to fuck it!”

Gary really slammed his dick in and out of me after that. I felt like he was turning me inside out. The friction made my asshole feel like it was on fire.

Why the hell had I waited so long to try this? This was the most fucking incredible feeling on earth! I felt like apologizing to those former boyfriends for being so damned stupid. How was I supposed to know they were not lying when they told me I would like this kind of sex as much as they would?

Gary gave a loud moan and went balls-deep in my ass again. I felt his cock throbbing, spurting his thick come, filling up the tip of his rubber. I rubbed my pussy harder to make myself come at the same time. I cried out, and I nearly blacked out. I collapsed on the mattress in a sweaty heap, as limp as a rag doll.

Okay, so I learned my lesson. Now I am at the point where I actually prefer butt sex to the regular kind. Gary has no complaints, that’s for sure. He can’t get enough of my tight little eighteen-year-old ass.

And you know what? I think I am going to call up those former boyfriends of mine. I’ll show them that I am not as much of a tight-ass as I used to be—in more ways than one!—
V.N., West Hartford, Connecticut

IS THIS LETTER REALLY HOT? DO THE BARE SHIT IN THE WOODS?

My boyfriend convinced me to go on a camping trip with him last weekend. It was a pretty tough selling job, let me tell you. I am an eighteen-year-old city girl whose idea of roughing it is going more than a week without having my nails done. The last thing I ever thought I would want to do was spend two days in a tent on the side of a mountain.

Greg promised me that I would have fun, though. “Just wait until I’m eating your sweet pussy at dawn with the sun coming up over the north ridge,” he said. “There will be nobody else around for miles, just you and me naked on a blanket on the grass. Your legs will be wrapped around my head, my tongue will be buried in your tasty cunt, and I’ll have both of your tits in my hands while the morning sun beats down on our bodies. You’ll turn into a nature girl then, I guarantee it.”

I guess I must be a sucker for sweet talk, because that Friday we loaded up Greg’s SUV and headed out of town. I’ve discovered that he is the kind of guy who can convince a girl to do just about anything, when he puts his mind to it.

I knew that he had a lot more sexual experience than I did. He was six years older than I, and had taken my cherry a week after I turned eighteen. We had met when he came in the bank where I work as a junior teller. He asked me out, we had dinner and saw a movie, and the next thing I knew I was back at his apartment in his bed—that same night.

He was really gentle with me the first time we made love. I had worried that the man who took my virginity would ram his dick inside me as soon as my pants were off and plow away. But Greg took things nice and slow, massaging me all over. He used his hand between my legs to get me ready for my sexual initiation. By the time he put his cock against the lips of my pussy, I was so slippery that he had no trouble at all getting inside my body.

I would always be grateful to him for making my first fuck so enjoyable. Plenty of other guys had hit on me since then, but he was the only man I wanted. I would do anything for him.

My feet were killing me as we hiked to what he called “the best lookout spot in three states.” That got me wondering. I poked him with my walking stick and asked, “How many times have you been up here with other trusting, innocent girls, you big creep?” Even though we had a good thing going, I never could stop feeling jealous of the girls he had been with before we met.

He grinned. “Don’t worry about that, beautiful. All of them were just practice runs, so I would be at peak form when I met you.” Then he picked me up in his strong arms—I am kind of on the petite side—and sprinted the rest of the way to our campsite.

Greg didn’t wait until our tent was up before showing me what he meant by “peak form.” He spread out our double sleeping bag on the grass like a blanket. He pulled me down onto it beside him. His hands were all over my body, squeezing my tits through my T-shirt and rubbing my pussy through my khaki shorts.

I get hot really fast when he starts paying that kind of attention to me. I wanted to be naked for him, for my sweet lover. I tugged off my shirt, while he unfastened my belt. I wasn’t wearing a bra; my breasts are small and firm enough that I don’t really need one. That used to bother me, but Greg says he likes my “mouth-sized boobs” just fine.

He pulled my shorts down, tugging them over my bulky white knee socks and my brand-new hiking shoes. He didn’t pull down my panties. I reached to push them down my narrow hips for him, but he stopped me.

“Not yet,” he said. “Why don’t you tease me a little first?”

That is one of the things I love about Greg. He never puts me down or makes fun of me for not knowing much about how to make love. Instead, he teaches me how to please him.

I assumed that he wanted me to leave my boots and socks on too, since he had not removed them. I felt really kinky wearing only them and my white cotton bikini panties there in the “great outdoors” with him.

I said, “In that case, you have to lie on your back.” I pushed him backward, so he was lying flat. He put his hands behind his head and smiled, waiting to find out what I would think of next to do.

I was really, really horny. So what I wanted him to do was fuck me, and soon. But if he wanted to be teased, then I would be happy to show him some teasing, all right.

I started by rubbing my smooth, bare breasts on the front of his flannel shirt. Then I moved my chest up to his face. I brushed his mouth with one of my little dime-sized nipples. When he tried to suck it, I quickly pulled away. I put my other nipple near his lips. He was faster that time. He managed to give it a good hard suck before I backed off.

“You like my little titties, don’t you?” I asked. I put my hands behind my head and pushed out my chest, giving him a good look at my freckled A-cup breasts in the afternoon sun.

“You better believe it,” Greg said. He had told me plenty of times before that day that he thought my small breasts were a lot sexier than the big, sloppy kind older girls have.

I used my thumbs and index fingers to tug at my nipples while I hovered over Greg’s body. “Do you like these beautiful little buds?” I said. “Aren’t they pretty?” I could feel them getting longer and stiffer as I manipulated them. I loved it when Greg stared at my body the way he was doing. I wanted him to get as horny as I felt.

He reached up and put his hands on my waist, but I was not finished teasing him yet. “No, no, no!” I said, wagging a finger. “You have to stay right there on your back. I have one more treat for you.”

I stood and put one of my booted feet on either side of Greg’s head. Then I squatted over his face. My pussy was so wet by then that I knew I was soaking through the material of my panties. I rubbed my covered crotch against Greg’s mouth.

“Do I smell nice and sweet between my legs?” I asked. “Do you want to give me a kiss down there?”

That was all Greg could take. He grabbed my hips and raised his head, placing his open mouth over the crotch of my panties. I felt his tongue pressing the cotton crotch up against the groove of my pussy. Then I felt him sucking my cunt right through my underpants.

I reached down and tugged my panties to the side, wedging the crotch in the crease of one leg and baring my pussy. Greg’s tongue went right up inside my little opening, probing deep. While he ate me, I leaned over his body and unzipped his jeans. His dick was so stiff that I had a hard time getting it out of his fly. When I finally pulled it free, I sucked as much of that thick, veiny cock as I could into my warm mouth.

We licked and sucked each other until I couldn’t stand it any more. I arched my back and squealed so loud that my cries of pleasure echoed back and forth between the mountains. That got Greg off. His cock started spurting in the direction of my face.

I put my mouth over it again, sucking and swallowing his sweet come. We lay together for a few minutes after that. I felt so warm and happy and safe that I could have fallen asleep in his arms. But there was something I had to take care of first.

“I really got to go to the bathroom,” I said. “Or, I mean, to—” I looked around in alarm, a sudden realization dawning on me. “Hey, where the hell is a girl supposed to poop out here in the middle of nowhere?”

Greg seemed very amused by my predicament. “Just go behind a bush,” he said. “There’s nobody around to see you for miles.”

“Did you bring any toilet paper?”

He found a roll in his backpack. I really had to go bad, so I hurried behind a bush and squatted. When I came back, Greg had stripped off all his clothes. He had his dick in his fist, stroking it. His cock already was hard again, even though he had come mere minutes before.

“Baby, can you tell I’ve missed you?” he said. He gave me a sideways grin as I stood there in my boots, socks and panties, holding a roll of toilet paper in one hand.

I always had been a little afraid of having anal sex for the first time. I knew that Greg never would hurt me, but the idea of taking his big dick up my butt was scary anyway. Greg had asked me to let him fuck me in the ass a few times before when we were in bed together. When I said that I didn’t think I was ready for that kind of intercourse, he never made a big deal out of it. Still, I knew he wouldn’t want to keep being told “no.”

As I stood in that clearing facing Greg, I came to a decision. I loved sucking his cock, letting him eat me and opening my legs for him to fuck my little pussy. I decided it was about time for me to break through that one last barrier that stood between me and my complete womanhood. I would give him what he wanted.

“Are you sure it won’t hurt?” I asked, unable to hide my nervousness. His cock looked huge. I couldn’t imagine how it possibly could fit inside my tiny, virgin butthole.

“I brought plenty of lube with me,” Greg said. “Don’t worry, I’ll stop if you tell me to. But I don’t think you’ll want me to stop. Just like you didn’t want me to stop the first time I fucked your pretty pussy. Remember?”

I felt myself turning red. He knew how much I loved it when he fucked and ate my pussy. I had to trust that he would be right about this, too.

I bit down on a fingernail. Then I stepped onto the sleeping bag where he was standing. I turned my back to Greg and got down on all fours in front of him, with my butt raised high.

“Pull down my panties, Greg,” I whispered. “Make love to me the way you’ve always wanted. I want you to fuck me in the ass.”

I felt him gently easing my small panties down my hips. He left them around my knees. He spread my butt cheeks. I shyly clenched my anus shut tight. I knew Greg had seen my butthole dozens of times before that day, but this was different. Today he was going to put his cock inside it. I felt like a virgin all over again.

I concentrated on letting it ease open. I heard Greg gasp behind me as he watched that happen. “That’s beautiful, baby,” he said. “Just beautiful.”

He unscrewed the top of a tube of lube. I looked back and saw him squeezing some onto his fingers. He used those fingers to rub lube all over my tender asshole. One of his fingers dipped inside me. I clenched down on it as it fucked in and out. It felt strange, but kind of good.

Greg was breathing heavily as he squirted lube onto his cock and greased up its entire length. He got on his knees behind me. I felt the blunt tip of his dick sliding up and down my crack. For a second, I have to admit that I hoped he would stick it in my pussy instead of putting it in my anus.

But then I felt it pressing against the tight knot of my asshole. He pushed. My mouth dropped open as I felt the head of his dick stretching its way into my tiny tailhole. I grunted as he pushed deeper inside, then deeper. I knew Greg had a big cock, but at that moment it felt as if it had grown to twice its, length—and twice its width too!

“Ohhhhhh,” I groaned, letting my upper body collapse onto my crossed arms on the sleeping bag. “Oh, my God. It’s so huge. It’s so fucking huge in my ass.”

“You’re doing great, baby,” Greg said. He was holding on to my hips. He pushed another inch of his hard-on up my ass, then another. When he was all the way in, I felt the head of his cock actually twitch, deep inside my guts. Then Greg started fucking me, sliding his slippery dick in and out of my incredibly tight back hole.

The two of us were groaning and grunting like a pair of forest animals in heat. I had expected to feel stuffed the first time I had anal sex, but this was about a hundred times more intense than I ever imagined. It was a completely different feeling from regular fucking, even if the mechanics were basically the same. I was totally focused on the feeling of Greg’s dick in my butt. Every other thought and emotion of mine had been shut down. I was nothing more than a living sheath for my man’s hard, pounding cock.

I barely noticed when Greg reached around to finger my clit while he boned my ass. Subconsciously, though, my body must have registered what he was doing and responded. I soon felt my cunt start spasming with my building climax. When I came, I clamped down so hard on Greg’s dick with my asshole that he shouted and started spurting. His come was hot and thick. It seemed to be shooting all the way through my entire body.

Greg started to pull his cock out of my ass when he finished coming, but I reached back and held on to his hips. “Don’t, not yet,” I pleaded. “Leave it in just a little longer. I think I like it back there. I think I like it a lot” I wiggled my butt against his crotch in order to emphasize the point.