My guy Gary has this thing about my butt. Specifically, he has this thing about wanting to fuck it.
What is it with guys and that area, anyway? It’s not like we girls don’t have a perfectly good hole around front for them to stick their dicks in. Don’t they know the difference between an exit and an entrance? God! My last two boyfriends were exactly the same way.
I should mention that I only date older guys, usually guys in their late twenties. You would think that having a sexy eighteen-year-old girl’s pussy to fuck would be enough for any man that age. Not to brag or anything, but I mean, come on! We’re hot!
Girls my age know that we are every guy’s idea of perfect. We are tight, firm and full of energy. Also, we are young enough that guys can kid themselves thinking how sweet and innocent we are. “Oh, mister, what is that big, hard thing sticking out of your pants! I’ve never seen one of those before! Are you sure it will fit inside my little tiny pussy?” Get real!
Anyhow, just like Gary, those other boyfriends kept bugging me to let them bone me in the butt. Nothing I said would get them off the subject. I called them sick. I asked if they were queer. I said that I had just eaten jalape o three-bean chili with onion sauce. None of that mattered. They still would beg me to let them stick their dicks up my ass.
Hey, I’m not going to kid you and say that I didn’t like a little attention back there now and then. If one of those guys was fucking my pussy and decided to dip a finger in my asshole at the same time, I never complained. I kind of enjoyed getting probed that way, to be honest. But there is a big difference between a finger and a dick. I didn’t like the idea of stretching something the size of a Cheerio to the diameter of a toilet-paper roll. Which is a pretty good analogy, when you think about it.
They kept insisting that I would love the feeling. One of them asked me if he could stick a dildo up my butt so I would have an idea of what I was missing. No, thanks!
The other guy said that he had not met a girl yet who did not end up enjoying anal sex. Like that was going to turn me on–the idea that he had stuck his dick up other girls’ asses! Gee, way to make a girl feel special!
Long story short, I eventually told both of those guys to fuck off. Then I met Gary. Things went great for us at first. He was a real champ at pussy-eating, for one thing, which counts for a hell of a lot in this girl’s scorebook. Any guy who will get down there without being asked, and who will stay down there until I’ve come, definitely gets a gold star. And Gary could stay hard forever!
But sure enough, the night came when he told me he wanted that “little something extra.”
We were at his place. I was on top of him in 69 position, naked, sucking his dick while he ate my pussy. I knew what was coming when I felt his tongue wriggling its way toward my asshole and starting to flick around. Still, I wasn’t about to tell him to stop. If you’ve ever been in that situation, you know why. The sensation of having a tongue licking your butt crack is sheer heaven.
Then something new happened. Gary made his tongue real stiff
and pushed it inside my asshole, actually going right in. That was a new one! I know that I have not been having sex very long, so I don’t really have all that much experience, but none of my other lovers ever got that wild. They usually just circled my butthole with little butterfly kisses. Or maybe I should say “butt-erfly” kisses.
But Gary was going at my pooper like he was eating my pussy. He probed inside my asshole with his tongue, fucking it in and out. He was holding my cheeks apart with both hands. He had formed a seal around my winky with his mouth. When he started sucking my butt, I thought I was going to come!
“Oh my God,” I sighed. “God, that feels good.”
Knowing that he had me right where he wanted me, Gary said, “How about letting me put something a little bit bigger inside this pretty little hole? Something nice and long and thick.”
So, okay, I was in a good mood. I figured if anybody ever had earned the right to take my butt cherry, it was Gary.
“Have you got any lube?” I asked. Hey, I read magazines like Penthouse Letters, so I know the drill when it comes to girls who take it up the butt.
“And a rubber?”
“And do you promise to go slow?”
“Well–okay. But you’ve gotta stop if I tell you I don’t like it.”
“Oh, you’ll like it, all right.”
I wasn’t sure what he meant by that. Did I seem like the kind of skanky chick who liked getting fucked in the butt? What was that all about?
I decided not to give him any shit about his remark. He got up on his knees behind me, placing both of his big hands on my rump. I felt really exposed and naked when he held my butt cheeks apart. Once a guy has seen a girl from that angle, there’s not a lot of mystery left, that’s for sure.
“Take a deep breath,” he said. I took a deep breath. I felt the blunt tip of his hard-on press against my asshole. He pushed it in a little. It felt huge.
“Open up for me,” he said. “Try to make your asshole relax.”
I concentrated on making myself less tense back there. I felt my butthole flower open a little.
“That’s the way,” Gary said. He pushed some more of his dick inside me, then even more. I forgot to breathe. The feeling was pretty overwhelming.
“Is it all the way in yet?” I moaned.
“About halfway,” he said.
Halfway! Jesus! I already felt like I had a foot of cock up my ass. Gary began doing some back-and-forthing, working more of his dick in. I broke out in an all-over sweat. This went way beyond fucking. Let’s just say that what he was doing definitely had my undivided attention.
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