First Time anal stories

Read 214 free anal erotic stories on AdultRead

active combine search more

My First Bare Anal Sex Experience

first-time hornyhunky 2018-12-04

Following on-line chats, I met with Mark, a very sweet young man of twenty-six, who enjoys sex with older, experienced men. We then got together on the bed and kissed and cuddled, another first for me, before we started to explore each other again. We soon started to suck on our engorged cocks, Mark's being slightly shorter (6 inches) and slimmer than mine. Mark sucked me deep taking all of my 6.5 inches down his throat. My cock was rock hard knowing that this was the first time I would penetrate a guy bareback. I was enjoying the experience of playing with Marks cock and balls as I made love to him.

Fixing My Roof

first-time pigluva 2018-12-04

He said he had started to just go ahead and climb up on the roof and get started working but he stopped and watched me for a few minutes and by then his cock was so hard and he started rubbing it and just knew he had to at least try and touch me. He finally sucked my little cock into his mouth and slowly started running his tongue over it. My husband leaned down and started sucking on Steve’s cock, taking him all the way in his mouth and throat. Finally, I could hold it no longer and my pussy and ass started clenching both of their cocks and squeezing out the last of their cum.

First Time With a Belgian on Vacation

first-time max1995 2018-12-04

Her ass was gorgeous, and the way she was dressed she was asking to get fucked. This would be a pleasure fucking such a beautiful girl with such an amazing ass. I kept thrusting into her ass faster and harder every time. I fucked her for two minutes before she reached her orgasm. This was no reason for me to stop, I just kept fucking her faster and faster until I came fifteen minutes later. Cum was dripping out of her ass and pussy. She was screaming like a real slut as she reached another orgasm. I stopped at the door to her room kissed her goodbye and left. She was walking like she had a pole shoved up her ass.

Gina Loses Her Virginity While Babysitting

first-time Mysteria27 2018-12-02

I’m going to make sure that I look really nice, if he happens to be home. Jack then pulled my panties to the side and started to play with my pussy. I was just wanting Jack to lick my pussy. Jack licked his fingers with all my sweet juices and continued to fuck my asshole. I felt so sexy being in his bed and having him lick my pussy and fuck my asshole. Jack then squeezed a little lube onto his palm and rubbed it all over my pussy and his cock. Jack then pushed himself hard into my pussy and I felt my hymen breaking. Jack pushed his cock into my mouth and let out a moan and came down my throat.

TiaLing's Excellent Adventure

first-time Buddybear 2018-12-02

Tia's belly muscles uncontrollably tightened, and she curled upward and held her breath.  She was looking straight down between her thighs, watching the most incredible sight of her life:  a huge brown man's cock penis appearing out of her most intimate bodily orifice and then disappearing back inside.  Again and again very fast!  She couldn't breathe as wave after wave of sweet celestial pleasure washed over her, blurring her vision.  She felt the walls of her pussy cavern clamp down tight around the thrusting tree trunk shaft.  She heard the boy grunting loudly, and the sound of his flesh slapping into her thighs.  She felt a new feeling, a very warm, full feeling, deep inside her, and guessed that it was the boy filling her up with his lobster sauce!  Oh, she hoped so!

The Geezer Makes Out

first-time senorlongo 2018-12-02

I could feel it start in my cock, then my balls took over and I came in a huge splurge of jism just as I screamed, “Oooooooh, Rachel!” I collapsed on her and lay there while Becky rubbed my back until Rachel said, “You know, G, you’re really heavy.” I was too exhausted to laugh so I just rolled off, grabbing both her and Becky in a long hug. Who would have thought that three simple, inconsequential and apparently unconnected decisions—to work as a sub; to take a job at the high school that I really didn’t want; and to seat the kids in reverse alphabetical order, a move that put Rachel and me in close proximity—would have such dramatic impact on my life.

The First Time Never Comes Twice

first-time xhardx13 2018-12-01

Then in a voice filled with guilt, I said, "Look Mr. Flynn, I don't watch porn, but my mom left it in the player and I was curious." The thing was, the girls at school said they didn't like their first time. Sometimes we met in our family room with my mom away like the first time or at his place when no one was home. He scooped it up with his fingers and had me lick it off. I gave him a wink and licked the last creamy drops from my lips as if to say, "Yummy." I was just pretending to be like the woman in my mom's video, but that's another story. Mr. Flynn smiled, then gave me a deep romantic kiss.

Good Boy Don't Do That

first-time SkarlitKarson 2018-11-30

Justin feels excited about having gotten away with this public sex act, but the tiny voice in the back of his head chides him; good boys don’t do this . “Your cock feels so fucking good, Justin!” Cindy whispers as she fucks him. The head of his cock feels like it’s going to explode and just as he’s about to cum, Cindy slides off of him and leans over his cock, grabbing it between her breasts. Justin thinks, then realizing what an absurd notion it is, he quickly banishes it from his mind as Cindy replaces one nipple, now peaked and red from his mouth and gives him the other one.

Older is Better

first-time writernot1 2018-11-30

She sees the pleasure in his eyes and sucks even harder and faster.Carl can feel her saliva sliding down his short shaft onto his balls and it turns him on even more but he knows he must stop her or she will get a mouth full of cum. Jill can feel Carl's cock growing slightly in her mouth as she sucks and licks on it. Trying something new Carl grabs Jill's hair and pulls on it slightly. Carl can feel Jill's pussy pulsating tightly around his cock from a powerful orgasm. She slowly rides his slippery cock for a few minutes until she feels Carl's hands grab her hips and hold her at the tip of his cock.

First Time Threesome

first-time TattedGoddess 2018-11-29

He moved down to my neck and I tilted my head to the side so he could proceed to nibble and suck along my neck, eliciting moans from my lips as I closed my eyes and got lost to the pleasure. I pulled back from the kiss just so I could suck on her nipple, her hands twisted in my hair held me in place as she moaned. I kept sucking on her clit as I slid one finger over her ass crack, down to the tight little puckered hole before slipping it into her hot and wet pussy. Finally I felt the orgasm hit and I let out a loud, long moan as I came again, this time squirting all over the shower walls and floor.

I was seduced

first-time Pudmeister 2018-11-29

I tried to think of all the charges that could be brought against me when she came back down the aisle and sat down and said, “I told my friends I had another ride home, this game is really boring let's get out of here.” She pulled me out of my seat and led me to the exit. I said, “Courtney I have to pull out when I cum, you might get pregnant.” She grabbed my face and said, “No fucking way, you are shooting your load in me or else.” I didn't want to find out what else was so I kept pumping. She bent down to him and said, “Johnny, I would like you to meet your Daddy.” I couldn't say a word, I just looked at the little boy and realized he was the spitting image of me at that age.

The Professor's Daughter--Part III

first-time flytoomuch 2018-11-29

I knew that with this tight 17 year-old poised above me there was little I could do to control the ever rising stimulation so I told her to take her mouth away as I was going to come and she might not like the taste. To my surprise rather than take her silken lips off my now rock hard cock, she simply pulled back and wrapped her lips more tightly around the huge purple cockhead and sucked much harder while swirling her tongue around and around, increasing the pressure and speed of the tongue swirls. I pulled Stephanie’s ass hard down on my mouth and moved my tongue from her pussy to her tight little light brown puckered ass and swirled my tongue around its entrance, probing to get past the tightly constricted sphincter muscles.

The Drive Home

first-time stockingluvr 2018-11-28

I love the feel of stroking my legs and feet with stockings still on and get hard pretty quickly all the while knowing that if someone really looked as they passed my truck they would probably get an eyeful of my naked cock. To prolong the enjoyment I simply stroke my stocking-covered legs until the urge to cum has subsided to a tolerable level and then I tilt a little to one side and start to work the plug slowly in and out at a nice easy pace. I reached forward and quickly unzipped his pants and pulled out a beautifully hard average-sized cock and started to slowly stroke it. While I was stroking his half hard cock he reached down and started to slowly work the butt plug in and out of my ass.

Coach Esposito

first-time wannaswing 2018-11-28

Grabbing my waist you ram your monster cock into my cunt, I scream in pain first which then turns to moans as I feel your thick shaft rubbing my clit. I get on the hood and spread my legs but you laugh, "you’re cunt needs to recover from my cock slut...I'm going to fuck another hole". I then feel the head of your cock at my asshole You lean forward and cover my mouth with your hand and then start to push it in. you look down watching my pink white ass engulf your massive cock..while I moan in pleasure...the heat and tightness of my ass is too much for you and after 15 minutes of ramming you pull out and pushing me to the ground unload your third cumload all over my face.

The Ritual

first-time GabrielSweet 2018-11-28

At almost the same time I hear a soft voice behind me say, " Hi, is that for me?" Startled, I cover my lap with my hands and look around to see that I had forgotten to lock my door, and Angel was standing in the doorway, bare as a newborn, still teasing the soft hairs between her legs. Her hands are still massaging her breasts and pulling at her nipples as I slide my tongue along her tender lower lips. As she starts to cum I lift her hips and sit up so her legs are across my shoulders, never stopping the tonguing I am giving her clit. I pull her very close and tight as I push in hard and feel her flesh open and let me past.

First woman to entice me

first-time Rubz 2018-11-28

You gasp in excitement as you feel the heat of my breath tickling your sodden pussy, my hands holding your hips firmly to the bed to stop you rising up to me as I drag my hot tongue firmly along your sex, tasting your excitement and hearing your primal moans as I flick across your exposed clit. I pull my tongue down to your opening, and slowly push it deep inside you, feeling you tense before moaning in pleasure as your body relaxes, just your tight little hole clamping onto my tongue, pulling it deeper into you. I just use my tongue to slowly clean your juices, licking from your opening up to your clit, your body jolting as I touch your sensitive, post orgasm sweet spot, making me smile.

My First Time

first-time Chuck0749 2018-11-28

She reached and grabbed my hand and put it between her legs and said, "I want you to see something." Being that I was still a virgin and never had touched a girl, I was very excited and my dick was hard as a rock. My dick got hard right away. Amanda climbed on top on me and for the first time I felt her hot, wet pussy start to stretch around my dick. I wanted to cum right away but she told me to take a deep breath and go slow. She got up and reached down and sucked the condom off of my dick with her mouth. I pounded on her pussy for about one and a half minutes before I told her I was going to cum.

A New Beginning

first-time sammyboo 2018-11-27

I felt the bulge in his pants as he began to kiss me on my neck. I found my self-answering his question as he pushed it all he way in and began to pull it out and back in rhythmically. Jake got on top of Lena and started to fuck her hard, I got wet just from seeing it. And then I felt the increasing pressure, Paul was fucking me even harder then Jake had only minutes before. Paul and Jake were rubbing their dicks watching as Lena lowered her mouth on my vagina. Paul was pounding my ass while I was getting fucked in the mouth, and getting pussy licked and fucked by my best friend with her tongue and a vibrator.

Princess Diaries (03): Cindy

first-time timojen 2018-11-27

I pushed into the room and closed the door to find Matt kissing Jeff Garcia. I’d completely forgotten about getting another kiss from Matt until Jeff invited me over. Matt got the hang of it, though, so Jeff moved up to point his cock in my face. Matt got on his knees and showed me how Jeff likes it. Since Jeff rudely covered me in cum, Matt made him lick and kiss my face clean. I broke off a kiss with Jeff and begged Matt to fuck me. I relaxed into the kiss and Jeff pushed a finger up my ass, sending me off like a rocket. Matt and Jeff are…” said Jasmine.

Birthday

first-time Lycandope 2018-11-27

My breath steams in the air while a little dusting of snow falls around me, futilely trying to dampen the sound pounding from the building. I breathe deeply a few times and then push the door open - just to see him going into a stall. I feel one of his hands on my ass and I squirm. I almost scream against when he pushes in slightly but he pulls out more and then he's spreading lube on my ass and the base of his dick. I can't cum again for a while but it feels so good to have his rough calloused hands around my dick. Maybe it's the alcohol or something else but I feel like laughing and I want more.

My first time at Sea

first-time toucanchow 2018-11-26

  “Brad, why don’t you come along…all expenses paid?”   I was surprised by the offer, I didn’t have much experience on the sea, but Chris explained that he could sail the boat all alone, what he couldn’t do was cook a decent meal.   Although it had only been a few days at sea, my legs we’re unaccustomed to dry land and I laughed as I tried to shake off my “sea- legs.”    Chris had already made plans to tie up at pier near the South Street Seaport and after securing the boat we headed into town.   “Relax my friend, close your eyes while I take care of this…imagine it’s her mouth sucking you” he said looking at the open magazine.” The tips of his fingers gently teased my swollen helmet- stroking down on the head and twisting before pulling back up….

The Best Day of my Life

first-time Marethyu53 2018-11-25

Mackenzie pressed her head against my chest as we both watched Ana waving off family with her boyfriend Max. I felt Mackenzie’s blond hair in my hands while she looked up and smiled at me. Mackenzie leaned back as my left hand found her breast while the right reached down into her jeans and felt a pussy for the very first time. "Dirty enough to do this," I answered, my mouth returning to her pussy while my right hand jabbed a finger into Mackenzie’s butt hole. Mackenzie gasped and I grabbed her hair, pulling on it a little, wrapping my hands through it while I began to pump my dick in and out this goddess’s ass.

There’s a First Time for Everything (Part One)

first-time Amikie 2018-11-24

Pete obviously felt that the signals were all positive moved onto the sofa next to Debbie, then Lynette walked over to me, held her hand out and said “Let’s go upstairs.” We then continued up the stairs and when we reached the bedroom, Lynette turned to me and gave me a deep and lasting kiss, her tongue was smooth as silk and moved sensually around the inside of my mouth. Gradually I felt myself starting to cum, and Lynette paused to lick the pre-cum that was now oozing out of my cock, before she once again devoured its length and began gently but aggressively sucking for all she was worth.

Their First Time

first-time ana_anderson 2018-11-24

“Yeah,” he said, “the truck's right out front.” He grabbed her bag, wrapped his arm around her waist, and headed for the door. “Oh baby,” he said, lifting up a little to pull her shirt off.  “God, baby, you better stop or I’m gonna cum,” he said grabbing her hand and pulling her towards him.  God, you feel so good,” she said as she started moving her hips. “Oh God, I’m gonna cum,” he said, trying to pull out. “No, cum inside me,” she said, wrapping her arms around him and pulling him down to kiss her. Fill me with your hot cum.” She started milking his cock with her pussy. “Oh God, oh God, I’m gonna cum again,” she said turning her face.