"Speaking of assholes," my girl said to me one day, eyes twinkling, when I'd finally finished complaining to her about some jerk at the office, "I'm getting increasingly curious about what it would be like to play with mine..."

- - - - - - - -



She's on top of me, riding me nice and slow like she likes to do. My naughty nymph, lying down on me with the side of her face on my chest and slowly sliding soaking wet pussy lips up and down the length of my thick cock. Damn I love the way my girl fucks. How many guys like me are lucky enough to have a little sex-starved teenage girl fuck them whenever they want? I'm the luckiest man on earth.

I have my hands on her bottom and I'm pulling her ass cheeks open and inching my fingers down, until an index finger finds her little anus. I just simply touch it, very gently. Tickle it.

"Did you clean your bottom, sweetie?" I ask her.

"I did," my girl answers, looking up at me with a little smile. A nervous little smile. "Nice and clean."

"Maybe we should take a little break from sex and I can give Little Miss Sloppy some kisses, and then do the same for her little friend?"

"OK," my girl says, although she does not actually stop her slow and wonderful fucking. She looks up at me and smiles, a little nervous smile. "Does Little Miss Sloppy's friend have a nickname, too?"

"Sure. Little Buttercup."

"Little Buttercup?" She giggles, still sliding her pussy up and down my cock.

"Sweet Little Buttercup," I say, gently tickling her anus.

"And you wanna kiss your Sweet Little Buttercup?"

"I do."

"I'm feeling kind if shy."

"I understand. I'll take the lead, you just do what I say."

"OK."



Little Miss Sloppy is already gushing from our sex by the time I get my tongue on her. My girl's wonderful taste is flowing out of her and within a few seconds my chin and cheeks are soaked with her fantastic sticky girl-come. Paradise.

Then I move down, licking the skin between her vagina and her anus. She may be feeling shy, but she lifts her legs and spreads them open and reaches down and spreads her cheeks, so that my tongue can find his little friend. His Sweet Little Buttercup.

I lick my girl, a nice big tongue-on-anus lick. She lets out a breathy little moan and I kiss her, I kiss my little secret friend. She is nice and clean and tastes sweet, although Little Miss Sloppy has gushed a fair amount of come and I'm tasting that wonderful taste, too, and oh my god I'm getting fucking turned on.

I lick and kiss a few times more, then sit back and put an index finger in my mouth to get it wet. I rub my wet finger around my girl's anus a few times, pushing harder as I circle, until my finger is inside her, only up to the first knuckle. She's tight, so damn tight, her anus clamping onto my finger, and I wonder, even if she lets me, whether or not I can actually get my cock in there.

And she's warm. No, she's hot. Oh, man, she's so hot inside her. OK, that settles it, I've got to get my cock in there!

I circle my finger around, very gently and carefully stretching her sphincter. She gives a little moan as I move my other finger in as well, circling it around on the outside of her anus, then pushing it in, stretching her with both fingers now, pulling and circling and rubbing.

I look up at my girl; she is looking down at me, her face red.

"Will you let me have anal sex with you, Cee?" I ask.

She nods. No hesitation.

"I get to take your anal cherry," I say to her.

She nods again, her face even redder.

"You're a naughty girl, Cee."

She gives a nervous smile. "I'm a little slut."

"A little teenage anal sex slut."

"That's me!"

I circle and stretch her a little bit longer, then pull my fingers out. "Turn over now, shorty. Face down, booty up."

My girl turns over and lifts herself up onto her knees. I take a bottle of lube and squirt a bit right on her anus. I work a finger into her warm little hole, circling, stretching her tight muscle, getting her ready to accept my manhood into her.

"Keep your muscle as loose as possible," I whisper, squirting more lubricant on her anus and squirting a copious amount on my cockhead. Then I pull my finger out and press my blunt, thick cockhead against her tiny little pink sphincter.

I place my hands on her ass cheeks and my girl buries her head in the pillows, nervous about what's going to happen. I move the fingers of both hands down until they are on either side of her anus and pull her open, stretching her anus open, at the same time pushing my cockhead in. I have to let go of her ass with one hand to grip my cock to provide a little more stability, but that's all that it takes and I'm in.

My girl's an anal virgin no more.

It's quite something to see, especially from my vantage point behind her with both hands on her ass again. Her tiny little sphincter is stretched wide to accommodate my thick cock; my head's inside her completely, her muscle clamping around my circumcision scar.

She is so warm. My head is in heaven inside my girl's rectum.

I watch as I pull slowly back, the crown of my head passing out through her anus. She lets out a little moan, a sound of relief perhaps as her sphincter gets to close a bit with only the soft tip of my head inside her. But then I push back in, and she moans again as the muscle is forced to stretch open around my cock.

I pull back and push in, back, and in, my head passing in and out of her anus. This is what I like to do when I have anal sex; I like to give myself head with the girl's anus. It's an unbelievable feeling, the tight little sphincter clamping down on my head as I slide it in and out.

But eventually the heat of my girl's rectum beacons me in, and I push deeper, half my cock now buried in her virgin asshole. I hold myself there and I move a finger down and begin to gently rub Sweet Little Buttercup, massaging the poor abused sphincter with my finger.

She moans, high-pitched and soft and sweet, as I rub her poor little asshole.



It is obvious why the man enjoys anal sex. It feels incredible, how wonderfully tight a girl's anus is as it grips onto cock. And then of course there is the warmth. Add to these the dominating role that the man plays in the act, and it is obvious why he enjoys it.

But for the woman, I wonder sometimes why women enjoy it as much as they do. Part of the enjoyment must be the act of penetration. Women must necessarily enjoy being penetrated, it is their role, whether it is their mouth or their pussy or, new for my girl, their ass.

But I have also had it described to me by one lover as the ultimate act of anal fixation, in the classic Freudian sense. Freud, in his infinite strangeness, believed in various stages of "psycho-sexual development," of which the anal stage was the second stage, where the anus becomes the primary erogenous zone (tied to "toilet training" at this age). Under this theory, women enjoy anal sex because it reverts them to a childish state in which the anus is the primary focus of enjoyment.

Indeed, even without anal sex, the anus is often stretched wide. As wide or even wider than it is during anal sex, but only for a few seconds. Most of the time we never think about this at all; we never think about whether or not we like the feeling--it might never even occur to us that it is something to be liked or disliked. According to Freud, however, there was a time during our sexual development when this was a feeling that gave us great erotic pleasure. And anal sex allows--forces?--the woman to return to that childish anal fixation and enjoy the feeling of having her anus stretched open.



That's how it was explained to me once at least, and it is obvious to me that my girl is beginning to understand. I can tell, because she begins to tighten her sphincter muscle around my cock, squeezing, squeezing, in rhythm with my thrusts.

"Ohhhh," she moans into the pillow, squeezing and squeezing.

"You likin' this, Cee?" I ask, thrusting and thrusting.

"Ohhhhh, yeahhhh!" she moans, squeezing and squeezing. "Your cock is so big, David! So big!"

"Oh fuck Cee!"

"Oh David fuck my tiny little fuckhole with your great big penis!"

"Oh fuck Ceara I'm gonna come!"

My girl reaches between her legs and cradles my balls. "Come in me, David! Make me take it all!!!"

My legs are shaking hard as I slam into her all the way, her anus at the base of my cock now, my balls up against her pussy.

And I hold myself there as the first shot fires out, deep into her.

"Ohhhhhh!" I shout as I orgasm.

"Ohhhhhh," she moans, feeling the hot wetness of come filling her.

I rear back and slam in again, and again, unloading.

When I pull out, my girl collapses onto the bed.

"Oh, fuck," she says quietly.

"You OK?"

"That was... That was incredible."

I give her a little peck on the cheek and go in the bathroom to clean up.

Comments

Nickname Date Feedback
Anonymous Why must that loony Freud appear in this story? His theories are bullshit. I wonder why that crap is so popular. "Science" like this is a pain in the ass.
Good point (and nice pun!). I will defend myself only in two ways: First, I really did have it explained to me this way by a lady friend once, and I was merely playing the scribe for her description here, and; second, this story wasn't really designed to be posted in ASSTR at all but was rather in part just a description of the act intended for a particular person, but I decided to post it and removed most of the conversational stuff but left this part in, perhaps incorrectly, but that's the way it is.

--Chris
Anonymous The only thing I could picture was the saloon in The 3 Amigos when they sing the song My Little Buttercup :)
Damn. I've never seen Three Amigos. If only I'd known I would have come up with another name.

--Chris
Coproman Unlike "Anonymous," I liked the Freud explanation. I saw it simply as a different kind of flashback--an educational one--and because you had to halt the flow of the narrative to include it, it made the anal sex seem to last longer. So please don't pull the story (there's such a dearth of well-written ones like this) and leave in "loony Freud." As far as I'm concerned, his appearance made the story no less hot :-).
pepeleon Differently from the first anonymous comment, I do like the psychological description/explanation you give to the anal penetration matter, I think those are the deep substancial reasons why we like doing it so much, Great!

Thanks for, and keep on sharing your writings.
Hey, thanks to you both, Copro and Pepe. You don't know how much your kind words mean to me. I'm going to leave it "as is," for better or for worse!

--Chris
Dan Great story...I wouldn't change anything because it all fits very tight and very well...keep up the good work, I love it.
Thanks, Dan. As far as it fitting tight, well, that's what she said! :)
Anonymous by your writing style you are either black or wish you are. your repeated use of "my girl" is a massive detractor from the overall quality of your writing and made it so i couldnt finish jacking off to this. stop writing like you are just replacing your name with a character name in a thinly veiled attempt to live trough your stories and posting them online as a substitute for bragging about encounters you havent had to friends you dont know, and start writing about characters doing what they do. less first person and more "he did" instead of "i did" and your writing will become something worth reading
I'm not really clear on what my race has to do with it.

Other than that, I really want to thank you for giving me a wonderful laugh, Anon. My only disappointment is a lack of mention of Freud in your post!

--Chris
Muse A very sexy story Chris; I only wish I had some of my own experiences to share!

I'll have to take your story with some alone time and see how my Little Buttercup reacts.
Wow, you are too kind, Muse. And just thinking about you, alone with the story, is making things a bit harder for me. I take it from your comment that you are an anal virgin? Well, then, let us know how little virgin Buttercup enjoys it. Please?

--Chris
Anonymous My SO really really likes anal sex. We have to do some widening with a vibrator and a plug first but once I'm in and she gets comfortable she goes absolutely nuts. I can barely stroke into her because she pushes back on me so quickly. Immediately afterwards she gets very sensitive and comes again and again until I finish. I personally love the tightness and her reaction. I've always been a little puzzled at how it works but I'm definitely not complaining.
Awesome post Anon. Thanks!

--Chris
Anonymous Pardon my manners. I was so wrapped up in my description of our own sex that I forgot to tell you how hot and bothered your story made me. Your erotic writing is very good and definitely turned my crank. Now to go find my dearest...
Most kind of you to take the time to return and post this, Anon. And I do have to tell you that your previous comment got me a bit hot under the collar as well, and looking forward to spending some time with my dearest when she's feeling a bit better! So, thanks to you as well!

--Chris
ymmv The story aroused me, again, made me hard, and put me in a dirty mood. Thought I'd describe how we have butt sex in a little more detail. If this is inappropriate for a comment, just let me know.
Thanks again, ymmv! Your full comment was facinating but just too long for the comments section. Instead, I'm thinking it would make a great "story" (non-fiction of course).

By the way, I never post email addresses, they are strictly confidential. I've been meaning to update the comments form to indicate this, since lots of people ask, so i'm finally getting around to it.
celebum God, how I love this kind of fantasy. Thank you for allowing me an outlet to an area that so many people don't discuss. Would love more serious and dirty outcomes, e.g. coming all over her face.
Sissy I loved reading the story and can identify with the girl enjoying the anal penetration. I've enjoyed anal penetration and would have loved having someone as kind as you penetrating me. I love preparing by cleaning myself prior to penetration and then feeling the pressure and the lovely stroking. Thanks again.
Dave Nice description but would have been more erotic if the girl had been described as "very " young teen or even preteen. You could also have mentioned that even very very young girls can quite easily accept huge cocks up their ass ( with proper foreplay and lubrication ) as oppose to in their pussies. The vagina in little girls is not very deep and you have to first bust the cherry and then once in, the cervix stops full penetration by big cocks. The anus on the other hand has limitless depth and will expand to accept any size when the penis is inserted slowly and carefully and full penetration is possible.
Arava First of all let me say I really enjoy all your stories I have read. Your writing really works for me. Specifically in this story I think the Freudian stuff is completely in place. Allow me to add that physically, anal penetration also affects the base of the clitoris. My partner reaches higher and faster with anal penetration (digital), than she does with vaginal. I do not think that is all in her head.
Anonymous 10/9/2015 i think dave's comment/account here may better explain the reasoning behind many women's, let's say, fascination with or propensity toward anal sex - fuck a young girl, oh sorry dave, fuck a very VERY young girl in the ass and no matter how deep those memories get buried, they must certainly become an integral part of her psycho-sexual self
Whackdoodle 10/12/2015 Another great story. The only detractor for me is the swearing by the girl. Calling it her "fuckhole" and other degrading names seems over the top to me. Not even my wife, who is hornier than an 18 yr old teen, degrades herself verbally like that.

Not saying it doesn't happen, just that s girl who does that at so young age had some mental issues.
10/14/2015 Hmmm... Interesting comment. I like it when girls talk that way, myself, and I don't find it degrading--just part of the dirty talk that accompanies a good romp in the hay. But to each their own of course! I'm glad you liked the story and sorry that you found that language distracting.
--Chris
Not Dave 10/13/2015 I love your stories and this one, although short, was brilliant too. Don't change anything and please keep writing and posting!
Likes em Young 1/11/2016 It would have been a nicer story if you could have hinted that she was maybe only 13 or 14. I love anal sex with very young teens ( even older preteens 11 or 12 )
Justin 9/17/2016 I really appreciate how you broke up the dialog from the narrator's spiel about the joys of anal sex for both the man and his partner. I love the directness of the dialog and how it gives you enough space to fill in all the wonderful blanks with your own imagination, but the write up you did about Freud is, contra what some of the above posters have said, brilliant. It's like a lovely little detour into some psychosexual theory (whether its cooky or not is academic and this is not the place to debate it anyways). I always appreciate when I don't just get off reading this stuff but also get a taste of some food for thought for my subconscious to chew on afterwards too!
Tex 2/5/2017 I first read this hot little tale (tail? ;)) some time ago, but had to comment this time. I admit to--sadly--never having had anal sex with anyone (yet), but this story makes me feel something of what it must be like. Your description of the act of anal penetration is especially good, and oh so erotic. I only wish the story were longer, to perhaps delve into other anal scenes with this girl. Keep writing!
Anonymous 2/7/2017 I have had anal sex on many occasions with both men and women (I am male). If on the receiving side it does not have the same "rush" as pv sex but giving pleasure is satisfying. It is pleasant when it stops for a very basic biochemical reason Endorphin, a hormone released after physical stress. Ask any long distance runner.

To hell with running. Every female I had anal sex with was happy to continue doing it. Actually so were the men.

Mind you all orifices were always mutually exploited to mutual satisfaction, often.

You really have to know what you are doing when utilizing someone else's orifices. You really want them to come back and do it again, often.

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