Best time you had anal? (I don't care who answers: male, female, etc.)

I am not sure how graphic we are allowed to get here, so forgive me if I cross any lines, but I was just wondering: for those of you who enjoy the back road, what was your best experience like?

I will share mine, but as some people say, "I asked you first!" lol

 

Would like to invite you to visit my Profile page, read some of my postings -- hope you get hot & hard doing so!

 

Short version. I was spooning the wife and was able to reach and rub her pussy as I rubbed it she got hotter and hotter. I slid off her panties and my underwear too. After a while she was dripping wet and I had 2 fingers in her. I told her to put my cock on her arsehole and she did so. I was lightly moving my hips in a pumping motion. So, her backdoor on getting slight pressure on and off. By the time I had 3 fingers in her and I told her to lube us up. She grabbed the lube from the nightstand then put some in her hand and reached back and lubed up my cock. She then got some more lube and proceeded to lube her asshole and put my cock back up against it. I started to gently slide in and as horny as she was I went right in. After some slow easy strokes she told me to go. I started fucking her ass pretty good and slid my fourth finger in her pussy. As I did she moaned louder than I had ever heard her before. I had 4 fingers in her pussy and was fucking her ass balls Deep. I kept going and after a couple of minutes she came again. She then told me to roll up onto her so that she was on her belly. Now I’m fucking her pretty hard and she started screaming “harder fuck me harder” then she switched to screaming “fuck me fuck me”. This pushed me over the top and I blew my load deep in her ass. We never have been able to recreate that night unfortunately and that was about 15 years ago.

 

Now that’s hot!

 

That’s the only time my wife screamed anything during sex. It was hot!

 

I've posted this encounter in another anal thread, but it is worth repeating:

This occurred when I was dating my husband.

We were returning from a night in the city. We stopped off at my tiny studio apartment, which was just a placeholder at the time, since I spent most nights at his place, so I could pick up a few personal things. While we were there he decided he was going to fuck me.

In the ass.

Definitely not the first time he had done that, but not like what was about to transpire

In short period of time I was face down, naked, in my place, and he went right into my asshole, ignoring my other holes. He managed to apply some lube before hand. I kept moving, around, and he fucked me from one end of my apartment to the other.

Pleasure, pain, consensual, and non consensual all blurred together that night.

His cock was as hard as a rock, and it seemed like he could last all night. He fucked my ass hard and relentlessly, and ultimately, I submitted, and loved every second of of it. He knew I liked it hard and nasty sometimes, and he was definitely giving me my fill of that.

After some period of time, he climaxed deep in my asshole.

We both collapsed in a sweaty exhausted state.

We got up, and dressed, and went to his apartment.

We didn't talk about that night until a few years later.........

 

WOW! Your asshole, must have been rightly sore, after all that, eh?

 

My first wife became an anal queen after a couple of successful, pleasurable entries. One evening back in the early 90's we were driving home after having a nice date night dinner and she says "Since the kids are staying at my parents tonight I want some wild, screaming sex baby". I smile and reply "That sounds like a great plan"...she then proceeds to lean over to my seat and starts sucking my cock while driving. She wasn't kidding, she was horny. We get home and as soon as I hung our coats up I turn around and she's on her knees taking my cock back into her mouth and ripping her cloths off so I start taking mine off as well. We end up on the floor in a "69" position and I immediately begin rimming her bung hole as she's giving a great sloppy blowjob. She positions herself and says tongue fuck that ass baby...yeah, like that. She's now riding my tongue inside that tight pink asshole of hers. She spins around and sticks her pussy at my mouth for a moment then slides her bung hole against my mouth as I continue to eat her ass and she's really moaning and talking dirty as she's loosening up so I pick her up and place her face down on the couch and place the head of my cock into her asshole and just work my head in and out. She's all crazy saying "Yeah"..."OMG"..."Take my ass"...Fuck ME, Yes, FUCK ME!...I proceed to drive in deeper as her intensity it up there telling me to fuck her deep. I pull out and she get's on her back and pulls her legs up exposing her begging bung hole as I slide right back inside with demanding deep thrusts as she's shouting now "FUCK ME, Damn...fuck my ass baby. All the while she's rubbing and smacking her stimulated clit and proceeds to have orgasm #1 and says she wants it doggie style. She takes me by the hand as we head up to the bedroom and she gets on all fours and says now pound my ass real good baby. So I mount her and thrust my cock back inside that tight ass of hers and go balls deep as I reach around and start squeezing her tits, using them for leverage to fuck her ass hard and deep. She screaming "fuck-me" "fuck-me" "fuck-me" as my balls are slapping against her soaking wet pussy and she has orgasm #2 as she collapses flat on the bed with my cock deep inside her. She says..."Keep going babe"...I need to relax a bit but please keep fucking me so I keep going but am loosing momentum and collapse myself beside her facing up as she rolls over and get's herself in the reverse cowgirl position and guides my cock back inside her ass and begins bouncing up and down taking my entire cock deep into her ass and then I scream out and release an enormous load inside her as she really starts riding it and has orgasm #3 and lays forward in exhaustion keeping my cock inside her ass as I slowly soften. I say damn girl, three orgasms? She spins around and crawls up to my chest and collapses with her head on my chest and says "Baby, that was fantastic but I want more once we rest". Thirty minutes later she sucks my cock hard again and gets on her back, pulls her legs up to her chest as she guides my cock back into her ass again for another good 30 minutes of fucking until I cum inside her again...I'm done now as we fall asleep in each others arms. The next morning we shower and she says now it's time you fuck my pussy hard baby. Damn...A night I've never forgotten and never will.

 

very HOT!!!!!

 

My first time with my husband.

it was out of no where we were only dating, I usually like to give him a massage a lot because he’s super athlete and we both spent a lot of time in the gym. I was on my period at the time and he decided he wanted to massage me next. I laid on my belly and he started to take off my underwear knowing I’m on my period. He then was rubbing my ass and for some reason I was so turned on my pussy started to get drenched. I’m not sure what happened next but he started to shove his bare dick in my ass and before I knew it we were full blown having anal. Eventually he blew a huge load and me and for some reason this made us fall even more in love with each other. The closeness we felt the next day was amazing, I loved that his cum stayed inside me until the next day.

we have been together three years now and even tho I don’t love anal I still love to surprise him and let him fuck my ass every now and then. He always blows a huge load within a few minutes.

 

Us men are like that, its about time my wife got a full load? well as full as it gets these days.

 

Anal sex is generally considered to be "taboo". However, when a woman is ready and willing to give up her ass to her man he needs to understand she is giving up to him the most sensitive part of her body. Make the trip a slow (be gentle) and pleasurable one for both so she can experience the pleasures of you being inside there and when you ejaculate inside there she's going to feel a warm rush of feelings. Anal sex is a wonderful experience that will bring partners closer together.

 

It does always.

 

My first wife of 25 years loved anal sex more than vaginal sex as we alternated holes. She always wanted it in her mouth first then I'd let her mood determine which hole was next. She was made for anal sex because it was just as tight the last time I entered as it was the first time I entered and I was in there at least 1000 times.

 

Thumbs up to you and your wife.

 

Wow, I forgot I was registered on this site, but I came back to some great stories! Here is mine:

A few years ago, I met a woman through OK Cupid. We went on a few dates, and we felt an incredible attraction for one another. Now the story I'm about to tell occurred after our third date.

We had gone to see a movie. After it, we had coffee and then went our separate ways. When she got home, she texted me that she didn't want the night to end. I said I felt the same. Then she said, "Now that I think about it, why does it have to?" Long story short, she invited me up to have sex. (I found out later that she had been single and hadn't had sex for at least three years.)

We were in missionary position, and I asked her to get up on her hands and knees. Originally my intention was just to do doggy style, but as she raised her ass in the air, I felt compelled to kiss it. To my surprise, she moaned and leaned it back against my face. After a while, I asked her if she'd ever had anal sex. She said no. I asked if she wanted to try, assuring her I would stop and then clean myself off to finish the normal way if it hurt too much. She said okay. By this point, I was probably hard enough to cut diamonds. Then again, who wouldn't be if they knew a woman was going to allow them to be the first man in that taboo place?

We didn't have any lube that was created specifically for anal, so we had to improvise. (I can't remember what it was; probably hand lotion.) I got myself all slick with the substitute. Then I rubbed my cock up and down the crack of her ass for a bit. The distance I travelled got smaller and smaller. Soon I was rubbing it only across her hole. Then I finally started putting it in. I had one hand on her hip, caressing it as if to reassure her she could trust me, while the other hand held my cock steady as I pushed. Before long I was in all the way. At that point I put both hands on her hips, squeezed them, told her how amazing she felt, how proud I was that she let me be the first. Without moving in and out, I circled my hips, grinding up against her, pulling her along with me when my hips moved backward.

After a while, I thought she was ready, so I began to move in and out...slowly at first, and for quite a while. I could have asked her if I could increase my speed much sooner than I did, but I didn't want to do it because I knew it wouldn't take me long to finish. Eventually I did ask if it would be okay for me to go faster, and she said yes. I did, and I'll be damned if she didn't take to it with a shocking amount of enthusiasm. She wasn't the kind to talk dirty, especially when I was a new lover, but her grunts and groans spoke volumes. (If anyone is curious, I will tell you now: she did become more verbal over time.) Besides, I don't know...the fact that she communicated via sounds instead of words somehow made it hotter to me.

Before long, I could feel my orgasm approaching. I asked her if I could come in her ass. (I wore no condom because not only was I clean, but I'd also had a vasectomy. She trusted me, and I trusted her, and that trust was deserved because both those things about me were true.) She said yes, and boy did I ever. It was one of the most powerful orgasms I've ever had, before or since. I think the reason why I came so damn hard was because I thought to myself, "Wow, she just said yes, and when I do, then I will REALLY have taken her anal virginity." That thought was so damn erotic to me; it spurred me on to pick up the pace, and before long I was exploding inside her. I stayed in there until my cock grew soft and slipped out. Then I collapsed on the bed, lying on my back. She snuggled up to my left side, and we fell asleep before long.

Now you might wonder "Okay so she let you do that and didn't say 'ouch' or anything, but that doesn't mean she LIKED it. How do you know she did?"

Well, I know because I stayed the night and when we woke up the next morning, after washing up, we had sex again, including anal. While she was the type who wanted to please a lover, she wasn't the type who would engage in an activity she HATED. It was later in the day when she told me, "Last night was the first time I had sex in three years." I said, "Hold on, so not only did I break this three-year streak, but I was also the first one to have anal with you?" She said, "Yes." I told her I felt proud, honored, and privileged. And it was true.

Too bad things went south in less than two years. Still, at least I got to claim that beautiful prize.

 

I think anal with your wife is something special, as we always get a special feeling afterwoods with lots of closeness same the next morning, love anal with my wife.

 

When my wife first let me fuck her in the ass. We were doing it doggy style. She had just cum and she said, "You wanna put it in my ass?" I'm like...uh this a test? She said, "Just use lots of lube." I went slow and asked if she was ok and she said, "Yeah. Im fine. Kinds like it actually." Eventually she had gotten her second wind and was moaning for me to fuck her harder.

 

The forbidden but they love it, its one thing that brings you closer together.

 

I already posted the story a few times before but my absolute favorite anal experience was cumming in a married woman’s ass at the end of a threeway involving me, her and my cousin. It was like a perfect storm of pleasure and it happened on a whim. She was old enough to be my mom, married with kids my age and had just met me that night but I ended up in her asshole bareback after only 2-3 hours of knowing her.

The actual physical pleasure felt amazing too because she had a big, jelly-soft ass and her asshole was loose but in the best way possible. What added to the moment was that I basically took her ass by surprise and even though she resisted at first, she gave in willingly and let me have my way. She was reluctant at first because she just met me and didn’t let just anyone in her ass outside of her husband but turned on by my aggression and how my cock actually felt. When I finally came it was one of those ball-draining, knee-weakening orgasms and I made it a point to explode as far up her ass as I could. The cherry on top was watching her facial expressions and how she reacted as I was blowing my load in her. I wish I could relive that moment all over again