Ass Holes and Assholes

Crazy weekend for me. I cant' go any further, but I can tell you how far I went.


A. Last night on our way out on the town Mark said to me, "You know what I'm going to do you to tonight if you get drunk again?"
"Fuck me in the ass?" This happened last time I got loaded.
"Yes," his eyes gleemed. He had an evil smile and I sort of cowered.
"Guess I'm getting drunk!"
"You are such a dirty girl."
"I know and that's why you like me." I had honestly planned on laying off the sauce save a beer or two, but I upped my intake just a tad. I didn't get wasted, but I was feeling good. Some hot chick was flirting with me and bought me a drink. I took every opportunity I could to flirt with others in front of Mark. He's done the same and more, and I felt the need to show him I had game as well. Plus, it made me feel even more sexy and devious."
Our cab ride home was a short one, but it felt kind of long.
"You know what is coming to you tonight don't you X" he whispered in my ear.
I blushed.
Back at the apartment Mark didn't dilly-dally. he had me undress save my heels and pumped out globs of lube for our play. "Are you ready X? Let me check you out." He thrust a few fingers in my asshole to prime me up for his cock.
"As I'll ever be" Well that is a lie, I wasn't even tipsy at this point. I knew I'd feel some of the burn, even his fingers hurt.
"You like the pain bitch, you know it," he growled as he inserted his thick-ass dick in my asshole. I screeched. "You want me to stop"
"No,' I panted "Go on!" And go on he did, fucking my little asshole from above, my head smashed into the bed. Oh the pain, but it felt so good! A I felt like such a filthy slut and that is what turned me on. He was not gentle whatsover, he was ramming his cock balls deep inside, and all the while pulling my hair like the reigns on the horse. As I came the first time, he was almost laying directly on top of me and I almost lost my breath between the pressure of his body and the intense wave of orgasm. Slam! Slam! Slam! I cursed and sceamed with joy and pain which enveloped one another. Mark did not have to indicate when he was going to come because those final slams into my rectum were like he was trying to reach my throat via my asshole.
Intense. Intense. Intense. Needless to say we both slept like babies.

-----------------
B. I'm a bit of an asshole, a hypocrite. Tonight I found out that Teacher had met up with another woman two months ago, a girl a few years younger than myself who was looking to learn about BDSM, but is embroiled in some heavy drama. I was mostly irritated he didn't tell me till now, but he said he didn't think I could handle it back then.
"Teacher I can't lie, I feel a bit jealous."
"You realize you're saying this right after you told me you got the living hell fucked out of your ass."
"I know, I know. It's just the thought of you getting to know and love another woman..."
"It's not like that X, no more than you and Mark"

It's silly, I want my cake and to eat it to, but I don't want share my cake. He said he didn't kiss her which made me a bit relived. I really don't kiss Mark that often. He's a bit of a closed off wall other than when we have some hot sex. When he does get mushy it throws me for a loop.

Damaged Lovers

Crazy. Both of us. Certifiable with medical records to prove it.
On the crazy scale I'm about a 6 and he's about a 9.
"Sickness attracts sickness," someone once told me, and they were fucking accurate.
Damaged.
Some of it happened during shipping, but most of it happened upon arrival.
Eccentric.
Creative.
Lunatics.
Both of us.


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I'm exhausted, so fucking exhausted as I write, but I want to write now not later. I am having a lot of confusion right now, a lot of stuff I'm refraining from sharing because it is too complex and some I need to run by Teacher first.
------------------

So I meet up with Mark prior to going out on the town. His roommates were not around and we had the house to ourselves, meaning I didn't have to worry about being loud. We always have
the music blasting, but still. Things went from zero to sixty in like two seconds. We were making out and then the next thing I know he slaps me across the face, he rips of my clothes, bites my neck and tugs at my hair. My mouth is directed towards hard cock. I lick and suck his swollen prick.
'Want me to fuck your face?"
"Whaha" Who can really talk with dick in the mouth? I can't.
My skull is grabbed and his cock hits the back of my throat again and again.
He gives me a moment to breath and then hits my tonsils again.
I'm a slut.
We fuck like animals, it was the kind of fucking where you just get into that groove where you become one entwined sweaty mass of fuck. We moved from a soft slow rythm, to him drilling my cunt like there's oil up dem dare hills. I see stars. I come like a monster. The luxury of being loud I take advantage of and moan from the depth of my gut.
I start to come again and he joins me, I feel him shake above me and release.
A few moments of post coital tenderness.
We must smoke outside.
"My heart is racing" Mark says as he gets dressed. I just am sitting there spaced out.
"Are you alright X?"
"Yeah, I am just a little out of it." Apparently getting your brains fucked out is not a euphemism.
---
We are out the bar, I'm waiting for my first drink. We mutually agree that we're both still a bit out of it. "Now that is a good natural high."
Yes it is. Too bad I don't stop at that.
Drink
Drank
Drunk.
Just me.
Not him.
He can hold his liquor.
Not I.

There are moments of tumult. I apparently think I can drive. He, thankfully does not agree.
We argue about this that and the other on the cab ride back to my apartment.
I say something that pisses him off, the shit gets emotional, he tells me some heavy shit.
"What about your shit X, you never tell me your shit."
I tell him why I'm crazy.
I cry. I'm mad because I cried.
Volatile both of us. We can explode at any second.
The whole thing is crazy and I know it, but that's how I roll.

The fighters fuck.
"You want me to fuck you in the ass X?"
"Uh-huh"
"You know we couldn't do it before, you really want me to fuck you in the ass."
He was too big for me before, I couldn't make it past the head of his cock.
"Yes, I want you to fuck me in the ass!"
"You want me to fuck you in the ass?"
"Yes, yes, fuck me in the god damned ass!"


Being the sick person I am, I'm determined. Pain schmain.
My ass, his dick are lubed.
"You're not just getting the cock in the ass X, you're going to have this in your pussy while I fuck you."
I had just acquired a curved glass g-spot dildo.
DP=Double Pain
If you're going to be a slut, you better do it fucking right. Right?

The Jack Daniels is still floating around in my system and has properly done its job and numbed my asshole. It wouldn't have mattered at that moment.
My grave was dug. I brought the shovel.

It fucking hurt like a motherfucker, but I rode the pain and I rode the cock.
Mind over matter.
It pays to have a tight snatch. The dildo stayed in place and banged along with they rhythm of his cock.
Do your Kegels ladies. Every red light.
Pain coupled with pleasure is the name of the game.
The double stuffed cunt did the job and provided me with an orgasm.

----
I wake up.
He's snoring.
My head, my body, my ass are throbbing in time.
Teacher.
I was supposed to call Teacher.
See blog below

Bad Sub Nouveau

"I let you off the leash X and you were expected to come back. You didn't and that is very disrespectful."

I had Teacher's permission to hang out with Mark yesterday, and his only request was that I contact him to update him on my whereabouts.

I fucked up.

Teacher wasn't asking for much and I am very grateful I have someone who cares if I get home safely.

So I called Teacher and apologized for my negligence and being disrespectful to him. Needless to say he was pissed off. He thanked me for apologizing, but he said he was going to have a talk with me about this later today.

I could write a good post about the sex I had last night right now, but it doesn't feel right. Submission is not just about sex, and even if this was a Vanilla relationship I still would be in the wrong.

You guys will get the smut later on.

Ass Pounding

"You're going to be my three-hole slut tonight," Teacher whispered into my ear as he bit on my neck. I was already highly aroused as he had already explored my body in the light of the amber scented candles lined up on my dresser.

Go figure he'd find a new way to get me off. He had slid his hand down my body to my pussy, rubbing on my hard clit, a clit I was recently told by him (well I asked him, as it seems clit size is something I am currently intrigued) was larger than average. With a finger on either side of the clitoral hood, he rubbed back and forth, making me purr. Sensing my arouse put his warm hand with the fingers dipping inside my wet hole, and the palm covering my entire mound he squeezed my cunt in such a way that every nerve ending in my pussy was on high alert. Cumming in his hand, I knew there was much more in store as he had showed up with his tool case.

He tied my hands in front of my body with white rope, and then proceeded to take another cord and circle it around my waist. I was not sure what the purpose of this rope was for. It wasn't tight, in fact there was a bit of space between my back and the rope.

I was put in my spanking position, on all fours, my ass facing him. I had noticed the ball gag out on my nightstand, so I had expected to have it shoved in my mouth, but he proceeded to drum on my ass checks with his palms like fucking Keith Moon and I did the best I could to muffle my cries into my mattress. Goddamn neighbors.

The leather braid of the crop was placed between my legs and tapped across my cunt, a small tap, then a larger one. The leather slid through my pussy lips like a snake in the grass and found its way to bite my tush with a horrible sting. I didn't even attempt to count the blows to my ass, thighs, and back. I was on the cusp of falling into subspace when Teacher grabbed my body towards him. Rather, he grabbed me by the rope like it was the reigns on a saddle. That mere act of him yanking me like that made my cunt juice up.

He did not need to say a word, my next move was obvious as his engorged cock was waiting for my mouth, and for my cunt. Who was I to argue? Like a good girl I went down on him, making sure my man was happy, he wouldn't let me finish and instead had me offer up my dripping wet snatch for his pleasure, pulling the rope around my waist like a handle bar as he slammed in and out of me. Then he stopped. I was back in my hands and knees position.

Without a word he slathered my pink asshole with lube. I knew what was coming. Holding me steady with the rope reigns he guided his cock into my tight anus. Whew..I starting exhaling in and out a la Lamaze as he sunk that thick dick of his in me. Things were different this time. This time my ass was hungry to be fucked and fucked it was. While he was not rough, he went at a steady pace and my fear of pooping on the poor guy dissipated and I was finally able to enjoy myself. Knowing I had amped up my game turned me on even more, I desperately tried to rub my pussy while my ass was being slammed, but his grip on my rope belt and my tied hands prevented me from doing as such. Very frustrating. While I did not come, I know that will be next go around, I am happy to report Teacher did and I'm elated that I was able to take it like a tough bitch, and next time it will be more intense. Before you know it I'll be begging for him to stretch my hole out all the time!

He'd stop to check on me and I told him to keep fucking me. I was his three-holed slut.

(yep, that is my butt! crappy camphone pictures. anyone have a digital camera they'd like to donate to a certain blogger?)

Anal Training Part 2 -The Entering

It had been over a week since Teacher and I last had any true action. Yours truly spent the last several days a pent up, cranky, frustrated mess. Honestly, I can't not even begin to tell you all how much I needed a release. My own hands, nor electronic or battery operated implements could do the job. Why? It was, apparently not just an orgasm that my body and psyche craved, but my new drug of choice-physical pain. Lord knows I had oodles of psychological pain-it was this big empty hole in my chest that needed to be filled. I tried to fill it one night with Jagermeister and beer. Of course (duh!) that only left me with a hangover and an embarrassing call to Teacher to drive my hungover ass to my car. I just wanted to get it all out and I didn't know what to do, I contemplated cutting--something I've never done, and ultimately decided was not for me. I just held on.

Heavy

Last night Teacher and I had a lovely evening. He picked me up looking all sorts of hip in a Johnny Cashesque black shirt and black tie which contrasts perfectly with his long blondish hair and baby blue eyes. Once in his car, I felt myself go back to my normal bubbly demeanor. After a lovely dinner we went back to my little lair in the ghetto.

We were barely in the door when he got a fist full of my hair and kissed me deeply. In seconds flat we were in my bedroom with our clothes off pawing at one another.I found myself chewing on his lip, gnawing and scratching at his body and he chewing on my neck and nipples. I say there nothing more delicious in life than being in that primal state acting like feral beasts.

It was pretty obvious at that point that we were not going to be getting into a heavy BDSM thing. If Teacher were writing this, I think he'd tell you that little ol' me can be quite the temptress if I may brag a little.(I was told later that he had planned all night to tie me up, but the need for my pussy overruled that desire)Teacher did take the time to spank my needy ass.

Bare palmed he whacked my butt which apparently had gone back to it's virgin tenderness. He started out with mild spanks that slowly build up to major cheek punishment. Each time his hand met my bottom I found myself chewing on my bedspread to stifle my cries.

After Teacher laid his hand on me for the last time, I was flipped over, legs forced apart. He dove into my my cunt like it was the first one he had ever seen. As he lapped at my clit, and chewed on my labia I started thinking that perhaps maybe a finger up the old ass would be a good add-on. I tapped his head, and you'd think a foul-mouth chick like me would have no qualms asking for some anal play, but I got all hot faced and mumbled my wish. There was no argument.

Teacher reached for the lube, and he finger fucked my tender baby of an asshole as he continued to tongue my pussy. Unlike the time before, I felt much more relaxed, I actually started to really, really dig it. In my mind there were more than one finger inserted, so I figured OK I can handle the cock.

I sat up, alarming Teacher, I gasped, "OK, I'm ready for it, I'm ready for your cock in my ass."

"Put your hands on the bed," he said. I did as told. I was standing up, with my ass towards him, face towards the headboard. I heard the bottle of lube click open. "Oh crap," I thought, "what am I thinking?" But I figured it was now or never, I was ready as I'd ever be.

Teacher moistened both my backhole and his dick with the lube. "I'm going to take it easy on you X."
Immediately I started breathing very heavily. I was shaking. Goosebumps broke out on my arms. I stretched a bit forward. He held on to my shoulder and I felt the head of his cock enter. I panted, "Ok, ok..more."
It seemed like forever, but as he slowly entered me, I felt myself release my body to accept him into me. For lack of a better way of describing it, it stung a little as my rectum was stretched out, but I also simultaneously felt the pressure like I had never felt in my pussy before, and I could feel the pressure of his cock in my pussy via my ass. It was intense. He paused, "Are you OK, X"
"Uh-huh," huff, puff.."Go on."
He didn't stroke to hard, he was kind that way. It felt good, painfully good as his cock slid in and out, but it got to the point where still I couldn't continue. I still apparently could not handle the full intensity of a big cock in my ass. I didn't want to disappoint him, but I didn't want to be a big shot. We paused again.
"I think I need to stop Teacher" He obliged, and then pulled me into his arms and hugged me. Then it happened.
I started shaking.
I started crying a little.
"Are you OK X?"
"Yep" I said as he wiped the tears from my eyes.
He hugged me again and then I just lost it, I was a sobbing little mess. Can I just tell you guys It was just an insaneo moment where I was a tad overwhelmed with some memories, a tad happy,a tad turned on, and well my mind was fucking blown.I just had to let it all out. Teacher soothed me and I realized he, unlike any man I have ever known my life does not flip out when I cry. Last night while it was not assorgasmic, I felt closer to him than ever.

After the tears had dried up and we had relaxed, I walked to the corner of my room and retrieved his rattan cane. "Can you?" I pouted a little. Hell, I just caught myself pouting as I wrote that! "But of course," he said. I got on all fours on my bed. He started thwacking it on my ass. I was like "this doesn't feel like shit!" I resumed to a "la di da" yawn position, when the caning picked up speed. Oh hell did I learn my lesson that! Wack!Wack!Wack! I also learned that putting my butt down instead of up is pretty fucking stupid. Boy did it hurt and boy did it feel great! Finally though, I couldn't even mutter my safe word, I just writhed over to the corner of my bed and put out my hand.."pleasssse..stop..enough." He did. As I turned back to rub the stripes on my tush, he entered me from behind.

So dear readers, while I'm still en route to being an anal slut, I'm not minding the journey at all.

Ramble on....

The Bum!

Yep, I finally took it up the ass tonight! I'll report back tomorrow, I'm worn out!
I'm such a tease.

What an Asshole!

Had a wonderful evening with my Teacher tonight, he has a lot of crap going on in his life right now and I know our times together give him time to chill out and relax. The guy is truly fucking hilarious, which to me is an added bonus, plus he totally gets my absurd sense of humor. That all said, we did not do any heavy BDSM stuff tonight, but had some hot monkey love nonetheless.

I had anticipated Teacher pollinating my pink flower, so I was ready to go-which means I purposefully did not eat anything for dinner except for a candy bar. Silly, I know. What I did not anticipate was how fucking hot I got giving him head. As I've revealed before, I love giving blow jobs, but tonight it truly got me riled up. We hadn't gotten into full animal mode, so I started at a nice slow pace, steadying myself with one hand under his ass, lifting him up to my mouth as I kneeled from the foot of my bed, and then bam, I took teacher down my throat, all of him, tears streaming down my face, eyeliner running, slobbery delcious cock in my mouth. Hearing his moans made me even more enthusiastic, and while I did not cum, I was utterly turned on......flash foward to me lying against him, holding on to his arm, my face in his chest, and a cool dribble of Astroglide slide down my ass.

He teased my asshole for quite some time, just gliding his finger over it as he sucked on my breasts, then I felt the finger enter, a little, then a little more. It felt good, definitely, but different that I had remembered (mind you the other experiences I was totally loaded on booze, possibly coke, not sober as I was tonight). I could feel him move his fingers around, it was definitely a different feeling than the same thing inside my pussy, as he probed I got incredibly, incredibly wet, but at the same time was still unused to the movement going on in my bottom. Ultimately, my "jealous pussy" as Teacher said, was the one who got the cock tonight, but that is ok, because this is just the beginning of my training to be his anal slut.

Oh yeah, there was a nice spanking in there somewhere, in fact I was pretty proud of myself as I, for the first time, did not pull back my ass to avoid the slap. I teased Teacher telling him, that perhaps my ass is getting too tough, which means next time I'm going to get the beating of my life!

Taking our time with all this has actually been very cool. Not only do I get to hone my skills under Teacher's guidance, but I also have the pleasure of heated anticipation. The waiting provides me with mucho masturbatory material and I'm consistenatly clamoring for more!

Like A Virgin, An Anal Virgin That Is

Got my cherry popped at the young age of 14 on a water bed, drunk on wine coolers, by an 18 year-old with a mullet and a bad attitude. It was neither pleasurable nor sexy.

I had my anal cherry propped in my mind-twenties, but it too was not pleasurable. It was what I like to call "the surprise attack" when some smarty pants things it is OK to do the "oops I slipped routine" Yeah, right. I did it a few times after that, but then realized it was a good bargaining tool. I had one boyfriend who would BEG for anal with his funny accent, "X, plueezzzzzzz, let me go there!" He was a jackass, and I loved tormenting him. I dumped his ass before he even had a chance at the get the chocolate starfish. So for the most part it has been the "stinky pinky." I can safely say I've stuck my digits in more assholes than have been stuck in me. Last hand up my ass was during my annual.

So Teacher has been discussing anal training with me here and there. He knows I am not very experienced in anal play, and it has kindly put that further down the to do list. I have been giving it a lot of thought and I think I'm ready to give it a go. I've always thought it would be cool to experience DP (my one mmf experience didn't go that route), and so I must get my asshole in

order! I'm going to go read some Tristan Taramino in a second. Because if I'm going to get some advice on preparing my most private of privates for dick, I'd like to get it from a chick and a hot one at that! I know once I get going I'll more than likely dig it. Another route to the big O seems like a pretty good deal to me.

Bring on the ass lovin'!