Allie's First Anal Sex free porn video

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After we had been having sex for a couple months, Allie and I had gotten really good at it. We knew what each other liked and had no problems giving each other mind-bending orgasms. Of course, it was easy for her to get me off with her tight cunt and mouth. Getting her off was different a bit for me. I found that she would have a couple different types of orgasms....slow and soft when I fingered her clit, intense and fast when I fucked her and hard and violent when I licked her pussy. Sometimes, she would almost pass out when I licked her . I came to realize the reason she came so hard and nearly lost consciousness when I licked her was that I usually was fingering her asshole and it really got her off.

We were in my bedroom one afternoon on a summer day. My parents were at work and we usually fucked at my house a couple times a week. We quickly stripped each other and got into my bed. We had recently tried a 69 and both loved it, so we had been starting with it lately. She slammed her mouth down onto my cock as I stuck my tongue up into her hot, tight slit. As we licked and sucked on each other, both of us responded to each other's actions with more intensity of our own. Quickly, we had each other on the brink of orgasm...the first of what was usually 7 or 8 for her.

I could see her cunt start to twitch and shake. When she was like this, she'd pull off my cock and throw her head back to scream when she came. As she shoved her pussy and asshole into my face as she came, I stuck a finger into her ass, knowing she loved it. She hit her orgasm hard.....and squirted a gusher onto my face. Her contractions were felt by my finger up her ass and mirrored by the tremors in her pussy. Moaning and hollering for me to bury my finger, I pounded her little butthole with my digit.

I rolled her off of me as her orgasm ebbed and got behind her. She loved doggy style and grabbed for my cock to guide me into her hot, steamy snatch. I loved when she did this and let her. She pressed me up to her opening and I shoved hard.

"UUUNNNGGHHHHH!!!" she moaned as I ripped into her over and over. As her pink, perfect asshole looked up at me, I breathed in the aroma of her. I loved how her pussy and ass smelled when we fucked. It was some sort of body chemistry thing and it made me crazy. I grabbed her hips and tried to split her open with my pounding thrusts. I got a look at her face in my mirror and her face was a sheet of ecstasy...eyes rolled back, jaw open and her breath coming in short pants. She was getting close to coming again and I wanted to come together. I felt her pussy grab me and start that wonderful spasming.

I tried to wait for her but I started to come first and let go inside her. Wave after wave of hot sperm crashed inside her cunt. Her orgasm started about then, joining mine in both intensity and pleasure. She shook and rocked her pelvis, trying to milk every ounce of pleasure from both of us. She did a great job and we both collapsed in each other's arms.

"God, that was good. I love how you make me come so easily. You really know how to push my buttons." she sighed as we kissed softly in the afterglow.

"Do you notice how different your orgasms are when we do it different way?" I asked.

"Yeah, but I enjoy all of it. You can do whatever you want when you're getting me off."

"You like my finger in your butt, huh?" I asked.

"Yeah," she said shyly, "it feels really good. It's a whole different feeling and I can really zero in on it when you do it. There's something almost more intimate and trusting about it. I never even thought about that until you did it our first time." she admitted. That was the opening I was looking for.

"Well, what if I stuck this up there?" and took her hand and placed it on my cock.

"Ummm.....I don't know about that. Your finger is smaller and I'm scared it will hurt too much." she said. "But if you want to try it, I guess it's okay. You'd have to stop if I asked you too. And you'd have to use Vaseline or something...I don't want to do this dry."

I reached into my nightstand and took a new tube of K-Y out. I had bought it that week in anticipation of this moment and wanted to be ready. She looked at it and gulped. Then she looked at my cock and into my eyes after.

"O-okay. I trust you and I love you. Please be gentle."

"Let me prep you for this. Relax...I'll make you ready for me. I love you too." I told her. I scooted down between her legs and rolled her legs back, exposing her little butthole to me. I had rimmed her before and it dove her crazy and knew I should start with something she loved. I flicked that balloon-knot and teased it with my tongue, gently moistening her and arousing her. She was enjoying what I was doing and settled into a nice rhythm with her hips. She was rolling them to the motion of my mouth on her and whimpering slightly. It was time to prep her.

I uncapped the lube and squirted a long bead onto my index finger. I figured she'd need a bunch but wanted to drive her mad and apply it 2 or 3 different times before I fucked her. Sliding my finger in her ass, I worked the lube around, coating her sphincter well. I withdrew and re-beaded my finger. This time, I slid two fingers into her and worked the lube in. She was moaning now and pinching her nipples in delight. I went all the way in with my fingers and started to wiggle them. She liked when I did this and I felt her grab my fingers with her ass muscles.

Once again, I coated my fingers and lubed her inside her asshole. She was incredibly turned on and panting hard. Her pussy was soaked again, with her juices dripping down her onto my fingers inside her and onto my bed below her ass. Over and over she was saying, "Oh God, oh yeah, oh God, oh yeah, feels so good." I figured this was as good a time as any to go for it. I sat up and squirted a glob of lube on my rigid cock and smeared it all over.

"Do you want me on top of you or behind you for this?" I asked.

"Get....behind....me....please....go....slow.....I'm....scared...but....want....you....in....my....asshole." she stammered.

I rolled her over onto her hands and knees again and got behind that tight ass. God, she looked great, bent over and glistening with lube and pussy juice.

"Allie, finger your pussy for me. I want to see you play with yourself for me." I told her. She immediately stuck two fingers into her cunt and began to frig herself. I slowly stroked my cock while she did that, never taking my eyes off her asshole. She moaned and whimpered and her cunt was making nice slurping, sucking sounds around her fingers.

"Fuck my ass now. I want you inside me. Oh God....FUCK ME!!!"

The tone of her voice almost made me come right there as I had never heard it before. It was deep, throaty and husky...kind of like Demi Moore would sound when taking one up the ass. I waited a second to make sure I was okay and pressed the head of my cock against her browneye. She shuddered and grabbed both her ass cheeks and pulled them apart, inviting me into her virgin ass.

Her asshole was obviously tight and I went slow working the head in. The lube made it possible to get that far as she was nervous-tight still. I told her to relax and trust me. She did a bit and I managed to get the head in at last. She gasped and went rigid, tightening every inch of her body. I pushed a bit and felt her open up for me. She let a loud yelp of pain go and slapped at the mattress, trying to bear the pain. Slowly I pushed, about halfway in by now. She wasn't asking me to stop or resisting, but was still nervous-tight.

"Do you want to stop or try another position?"

"What..other...OUCH....position...can...we...OHHHHHH" she got out before I felt her asshole finally relax and I slid all the way into her, balls deep. I gasped as I wasn't prepared for how an asshole felt. It was incredibly tight and felt almost grainy, but it was amazing. I slid out about halfway and went back in.

"OOOOOOOOHHHHH!!!! OH, GO SLOW!!! OH GOD, FUCK MY ASSHOLE. OOOOOOOHHHHH!!!!" she moaned in ecstasy. I went very slowly in and out, making her grunt and produce sounds I had no idea a woman could make. They were gutteral and almost like an animal's. She wasn't making words now, just word fragments and sounds.

"UNNGGGHHH...FUH.....OHHHHH....GUHHHH....OWWW...HUUUNNHH.....FUH....MY....AAAAAAA......UNNNGGGHHHH!!"

I was in a nice rhythm now, sliding in and out nice and easy, feeling her tight asshole grip me with each stroke, the lube really sealing me inside her and her butthole making these nice queef-type sounds with the in-thrusts. Suddenly, she tensed up and I thought she was having a spasm of pain and was going to ask me to stop. I wasn't sure if maybe she had had enough and was done. Instead, she let loose with a scream and let an orgasm rip that I'm sure registered on the Richter scale. She threw her head up and down and side to side, slammed her ass back onto my cock and was shaking the headboard so hard I thought she'd rip it off the moorings.

"OH JESUS FUCK I'M COMING OH MY ASS IS THROBBING OH SO GOOD OH MY GOD FUCK ME HARD NOW FUCK MY ASS HARD NOW OH PLEASE POUND MY DIRTY SHITHOLE!!!" she shrieked as she came. It was amazing feeling her ass contractions abuse my hard cock. I gave her what she wanted and began to pummel her shit-pipe as hard as I thought she could take it. Hard, but not as hard as I could. I didn't want to hurt her.

"I SAID FUCK MY HARD MOTHERFUCKER NOW FUCK ME DON'T TICKLE ME POUND MY ASS!!" she yelled in a voice overtaken with passion and emotion.

As I began to go balls-deep, every stroke, with as much force as I could muster, I watched her jam two fingers into her pussy again and grind on her clit. I wanted to pull out and lick her, but knew I had to finish what I was doing. I felt ready to come, but was almost afraid to, since she was coming so hard being fucked like this. I wanted to pleasure her until she begged me to stop, but knew that wasn't going to happen.

She had collapsed onto the bed with my cock still embedded in her asshole. I dropped on top of her and kept pounding away inside her. She was just shaking and shaking, not coming anymore, but having some sort of seizure I thought. I turned her head over and looked in her eyes...she was gone. Just....gone. She was in there somewhere, but somebody else was driving the bus. I pulled out and rolled her over and plowed right back into her ass.

She shuddered and locked eyes with me. I asked her if she was enjoying this and she nodded, but couldn't do more than grunt. I knew I was close and told her I was going to come inside her asshole. I went rigid as my seed exploded from my cock and scalded her insides. She gasped and grabbed me tight as I spurted over and over into her. As I finished, I fell on top of her, exhausted. We both must have fallen asleep immediately.

When I came to, she was still curled up next to me asleep. I got up to take a leak and as I pissed, I noticed my cock was covered with smears of lube and ass-mess. I cleaned up and went back to her with a wet cloth. She was awake and let me gently clean her. She was a mess....the cum had leaked out and had dried on her ass, she had lube and ass-mess on her as well. Her butthole was bright red from the pounding. I asked her if she was okay.

"Y-y-yeah. What happened? I don't remember much after it was over."

"We passed out. I think you liked it." I teased.

"I did, but my butt feels like it's on fire. We can't do that again for a while, but we ARE doing it again." she promised. We fucked once more that night, nice and slow and gentle and caring. We both had nothing left to give but were ready to express ourselves once more that night.

Anal was a nice part of our sex life until we split up. Her favorite way ended up being with her on top of me, riding me with my cock up her ass. I liked it too because she could squirt cum really easily when she did that and I loved having it splatter my chest and face. I still dream about that tight little teen asshole and wonder if she still dreams about me.


Coming soon...I find Allie on Facebook.

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MY SUHAGRAAT AND FIRST ANAL FUCK Hello ISS readers, my name is Nisha Lapoor and I am from Punjab. My age is 25. I am a beautiful slim girl having very sexy features. I am post graduate and doing Govt service. My marriage took place recently on 2nd Nov 2009. I have read many stories of this web site but after my marriage when I got real sex experience then I came to know that many stories appeared on this site are work of fiction and not real as their writers claim. I am writing below the true...

3 years ago
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First Anal Together 25 years ago

At first she was shy and just lost her virginity in college. I was the older married man. She was dating her boyfriend who popped her cherry. I was "technically" separated and was about to go through my second divorce. She was the 24 year old - "girl next door". I knew I loved her from the first day we met. I never imagined that she would be interested in this 30 year old - two time loser. At first we dated casually and visited parks and museums. We went to dinner and a movie. Dirty Dancing....

4 years ago
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A bit of anal sex

Introduction: I learn something new! We relax in the tub after our lovemaking. Once again, he wowed me like no other guy. Hes sensitive, sweet, and well, he fucks me like he thinks Im the Goddess of Sex. What more can a girl ask for? Youd be surprised. As we enjoy the bubbles and heat, we sip a bit of smuggled wine. Were not supposed to bring anything in a glass bottle in, but we come here a bit and the girl on dutys pretty nice. As usual, sir, you have made me one very happy girl. Youre a...

2 years ago
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My first anal

Preamble: This is the story of the first time I did anal. I wrote it on vacation at my parent's house, got a little carried away reliving the experience in my mind, and got very excited ... so sorry it is so long. I got so excited that I actually soaked through my panties my sweat pants. I have posted a pic of me after writing this story, wetness and all, and a pic of the guy from the story (well, at least his cock, which took alot to talk him into letting me take it). My First Anal:I was...

3 years ago
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Manali Ko Naye Dost Se Chudwaya 8211 Part I

Manali bohut cute ladki hai,sab uspe fida the.Wo bohut slim aur sexy bhi hai,par wo bohut conservative thi.usne mere sath bhi kabhi sex,yeha tak kiss bhi nahin kiya.Mai usse bohut pyar karta tha,mai bhi bohut conservative tha.mai kabhi usko kisi or ke sath sex karwane ki baat kabhi sapno mein bhi soch nehin sak ta tha.yeh tak usse sex karne ki khayal kabhi mere demag mein aaya nehin.Humare bech kabhi sex ko leke baat tak bhi nahin hoti thi.Par ekdin jab mai cricket practice se ghar wapas aa...

2 years ago
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A WellLived Life Book 9 AnalaChapter 32 A WellLived Life Part III

April, 1984, Chicago Illinois “Who goes first?” I asked. “I believe I should,” Anala said. “I have the more important issue, really.” “I agree. Becky is not as nearly important as Stephanie. Go ahead.” “I wondered, for several months, what you were hiding from me. I had all manner of speculation as to what it could be. A criminal past. Some terrible thing you might have done to a girl. Some other dark part of your past. Never would I have guessed it was a sexual relationship with your...

3 years ago
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A WellLived Life Book 9 AnalaChapter 53 Changing Dynamics Part III

August, 1984, Chicago, Illinois Anala had pushed me hard to decide what I wanted from Penny. The thing was, no matter what I wanted, the fact that she was only fifteen presented what appeared to be insurmountable problems. In theory she could marry at sixteen with parental permission, but how did a twenty-one year old man approach the parents of a fifteen-year old and ask to marry her without potentially disastrous results? And even if I overcame that problem, was Penny really in a position...

2 years ago
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My Anal Life

BeginningsI suppose I've always been a bit obsessive compulsive, even from an early age. From as far back as I remember when I developed an interest in something it consumed me. These interests included gymnastics, playing the piano, and various other activities. I would go through periods when I would spend hours each day practicing piano or gymnastics. I also had a very intense interest in my bum from a very early age. I always loved the shape of my ass and how it felt (gymnastics helped a...

1 year ago
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PornPics Anal

I know videos play a huge part in your fap sessions, but I have also been here long enough to know that sometimes you just want to chill and look at hot images. It could be the nostalgia of older days or something else altogether, but it doesn’t really matter. The thing is, you will need a good source of porn pictures sometimes.PornPics has been a reliable source of sexy porn images for years now, but their anal galleries are particularly delightful. In their anal section, you will find a wide...

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3 years ago
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Mikeys Guide to Great Anal Sex

this is my 1st story ladies & gents what do you think about it?? please comment weather you liked it or not, good or bad.Mikey's guide to great anal sexok well if it is her 1st time or not a nice body temperature enema, let the water in slowly, when she starts to get full rubbing her belly, hold her in your arms, kiss her, tell her how much you luv her, sweet talk her, do it twice so that she is real nice & clean inside, even do this when she empties herself out, give her a nice gentle...

4 years ago
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First anal fuck after Suhagrat

Hello ISS readers, this is Saroj Sharma again from Rajasthan. I got so many inspiring, good comments on my previous real story “My suhagrat”, that I am submitting this real story of my first Anal (Ass) Fucking. For new readers of ISS, who did not read my previous story I want to tell them that I am recently married Post Graduate girl of 25 doing Govt service. My height is 5ft 6inches and vital statistics as 36-26-36. I have sexy features and always wear sex provoking dresses in home. My husband...

2 years ago
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How I Found My Anal Whoreslut On XHAMSTER

This story is 100% true and happened Sunday night. As you read the story you will learn of SWW's (stands for her screen name) desire to fulfill her destiny by becoming a true anal whoreslut. You will read how I accepted the responsibility of being her master and to help her fulfill her destiny. We are one and the same in terms of our passion for all things anal. She wanted me to write this story and to announce to everyone her favorite part in our chat where I said: "Hey fellas, just so...

2 years ago
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Erica Ranch Wife pt 4 her first anal

Introduction: After some hesitation , Erica finally tries anal Erica was pretty adventurous during our playtime. She had made suggestions about anal sex and offered none of the upturned-nose type behavior some people have with it. She had taken a rather vigorous anal fingering and had no problem with analingus when I performed it on her. In fact, she had motioned my head towards her butt,when I ate her out on several occasions. She was concerned about cleanliness and seemed pretty aware of...

3 years ago
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His First Anal

His First AnalBy: Londeaaz Chohan Hazel’s pussy was still tingling from the fullness and the depth of penetration. All the toys she had ever used, never made this far into her cunt or stretched her this wide. She looked down at her red, puffy slit, still moist because of sharing sex with her man. Her clitoris stood firm from its sheath and begging for more attention.After resting few minutes, she had taken Mason’s semi stiff cock once again in her hand for stroking. Her kitty was sore and...

2 years ago
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A WellLived Life Book 9 AnalaChapter 8 A New Semester and a New Job Part III

January, 1984, Chicago, Illinois “OK, now that we’ve made love, talk to me more about Becky,” I said to Anala. “What I was trying to tell you was that denying your feelings, and refusing to address the issue with the girls closest to you, is not healthy. Is there anyone else that you are literally afraid of being with? And forget your mom for the moment.” “Nobody that I can think of, excluding my mom. I’m not sure that I’m afraid, but I’ll concede that for the sake of the...

3 years ago
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A WellLived Life Book 9 AnalaChapter 36 Corrections

May, 1984, Chicago, Illinois Bethany and I said our goodbyes and I walked her out to her car. We kissed before she got into her car, and after she drove off, and I went back inside. My housemates were filtering out, along with my friends, and the house would soon be empty. I let Kara and Jackie know that I was going to pick up Anala. They disappeared together, and I headed out to my car to drive to Bridgeport. Other than a brief greeting, and a question about her final project, Anala and I...

1 year ago
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LiveJasmin Anal

LiveJasmin has been at the forefront of the live streaming smut business since the beginning of time, or so I’m told. They’re a reputable company, and they pride themselves on being classy and dignified. They’ve got a certain air of decency and elegance, and I like that about them. I can respect that. There’s nothing wrong with trying to be tasteful with your smut. I can appreciate a classy lady just as much as I can appreciate a total cumslut. That being said, I think LiveJasmin’s Anal section...

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1 year ago
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Flirt4Free Anal

What’s better than hot anal porn videos? That’s right, hot anal live streams are. Not to hate on regular porn videos, but live content will always be better because of the added intimacy – you can tip the girls, chat with them, buy them gifts, and even pay them to act out your anal fantasies. Well, if you enjoy this kind of content as much as I do, I recommend that you check out Flirt4Free.com/Anal.Flirt4Free is a fantastic and popular cam website in general, but their anal section is even...

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1 year ago
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A WellLived Life Book 9 AnalaChapter 38 Analysis Again

May, 1984, Chicago, Illinois I didn’t return Becky’s call; I called Jackie instead. I told her about what had happened with the phone message. “Let me get this straight. You didn’t make love with Penny, but you realized she’s the antidote to Becky?” “Yes. I thought about Penny so much, and was so focused on her, that Becky didn’t even cross my mind, and when I heard Becky’s phone message, I was annoyed, not because I’d missed lunch with her, but because I simply didn’t want anything to do...

3 years ago
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A WellLived Life Book 9 AnalaChapter 24 Everything Changes

April, 1984, Chicago, Illinois On Saturday morning, after a night of passion which had lasted until after 3:00am, Anala and I slept in. I’d called Sensei Jim earlier in the week to let him know that I was going to stop attending for a time. He’d pressed me hard not to stop, but I simply didn’t have the time, at least until the end of the semester. I’d promised to reevaluate the situation at the end of the summer, but I knew what the conclusion would most likely be. Because we slept late, I...

2 years ago
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A WellLived Life Book 9 AnalaChapter 25 The Big C

April, 1984, Chicago, Illinois My plans to get my schoolwork out of the way for Joyce’s visit hit a roadblock when I arrived home on Monday. I had a message on my answering machine from the union electrician. His brief message said that there were some changes and additions they wanted, and he asked me to call right away. I sighed and dialed the number he’d left. We spent twenty minutes discussing the changes, and I made copious notes. I looked at my calendar, checked my syllabi, and told...

1 year ago
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Streamate Anal

Anal has been a huge part of the content we consume on premium and tube sites every day. The genre is prevalent, and everybody loves seeing a babe taking cock up her ass. But do you know what’s better than recorded anal scenes? You guessed it right, anal live streams are. For the better part of the decade, I have been providing folks with the best sources of smut for their various kinky fap sessions. I have searched far and wide for all kinds of fetish content, so you can trust me when I say I...

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3 years ago
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First time with an anal plug

I've always enjoyed ‘first time’ stories, so I thought for my first story I would tell one about one of my best first time experiences.This isn't my first anal experience though… that happened long before (and I may tell that story someday too if this gets a good response from people). I had tried other anal toys before this, some of them were my own creation, but they were all fairly thin and small mainly just to get to my prostate for direct stimulation and that was it. This short story is...

4 years ago
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Mias first anal

Alex drove Mia home. She got out of the car and came around to his window for a quick kiss. Alex handed her a small package and told her to open it when she was alone. Burning with curiosity she hurried inside and ran into her room, shutting and locking the door behind her. She ripped open the package and found a short note from Alex at the top, which she immediately read. ‘Put it in and leave in. I’ll pick you up around three tomorrow.’ That was all the note said. Impatiently, she tipped...

3 years ago
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Mias first anal

Alex drove Mia home. She got out of the car and came around to his window for a quick kiss. Alex handed her a small package and told her to open it when she was alone. Burning with curiosity she hurried inside and ran into her room, shutting and locking the door behind her. She ripped open the package and found a short note from Alex at the top, which she immediately read. "Put it in and leave in. I'll pick you up around three tomorrow." That was all the note said. Impatiently, she tipped the...

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