What made you try anal the first time?

[jhuson]

What made me try anal the first time?

The cellmate with the shiv against my throat.

 

[BradBigBrain]

I had wanted to for a long time. Gracie...not so much...but she was intrigued when we would watch porn and people would do anal. It wasn't as widespread as it is now, so it was really exciting to watch. I would finger her anally when I ate her out and she loved it. However, she was really tight down there.

One day she decided to go ahead with it. I made sure I had plenty of lube. She laid down on her back and I started putting it in. Missionary. I got the head in and she said it hurt pretty bad, so I stopped, but kept my cock in her. I waited for her to relax, then I began putting more of me in her. I slowly put it in her all the way.

Then I fucked her. I kept telling her, "I'm fucking you in the ass." And she kept playing with her clit.

It was awesome.

She was hurting pretty fierce the next day and we do it occasionally, but I am too big for her tight little ass.

 

[Emma_Morely]

Honestly, one of my exs asked if he could try it and because I was curious I said yes. I should have known better, when he was not really stretching out that area first that it was not going to be a good idea. Needless to say that experience turned me off of the back door action for many years. Thankfully, someone showed me the correct way.

 

[BradBigBrain]

Honestly, one of my exs asked if he could try it and because I was curious I said yes. I should have known better, when he was not really stretching out that area first that it was not going to be a good idea. Needless to say that experience turned me off of the back door action for many years. Thankfully, someone showed me the correct way.

Good to hear you did!

 

[MaddysSecret]

I was 16 and quietly dating a 25 year old guy. He taught me a lot of things and anal came as part of the progression of things. I had been wanting to try it for awhile. He was pretty easy with me and probably a good person to teach me. It hurt the first time, but I settled into after getting past the pain.

 

[Shavedallover]

My bud was rubbing his knob up and down my ass and told me " I'm fucking you now". I paused for a moment then blurted out"yesss". That was a few months back...I've done it plenty since then...love it and no regrets

 

[cripple92996]

orders

come here sub

 

[Arianthe]

My ex-husband insisted on trying anal after we'd been together about a year. He said it was the only virgin hole I had left and he was taking it. I was young, naive and feeling guilty about cheating on him 6 months before, so I went along with it.

He was bigger than average and it took us a few weeks of trying before I was loose me up enough to take him. We finally managed to make it happen and I announced that I didn't mind it and wouldn't mind doing it again. He was appalled that I liked it and refused to fuck my arse again. It wasn't until much later that I worked out that he wasn't into anal AT ALL and had only insisted on doing it because he was an abusive cunt.

This was 20 years ago now. I'm not with him anymore, thank God.

 

[Dickstroker81]

My ex-husband insisted on trying anal after we'd been together about a year. He said it was the only virgin hole I had left and he was taking it. I was young, naive and feeling guilty about cheating on him 6 months before, so I went along with it.

He was bigger than average and it took us a few weeks of trying before I was loose me up enough to take him. We finally managed to make it happen and I announced that I didn't mind it and wouldn't mind doing it again. He was appalled that I liked it and refused to fuck my arse again. It wasn't until much later that I worked out that he wasn't into anal AT ALL and had only insisted on doing it because he was an abusive cunt.

This was 20 years ago now. I'm not with him anymore, thank God.

But are you still do anal?

 

[magicalmoments]

My ex-husband insisted on trying anal after we'd been together about a year. He said it was the only virgin hole I had left and he was taking it. I was young, naive and feeling guilty about cheating on him 6 months before, so I went along with it.

He was bigger than average and it took us a few weeks of trying before I was loose me up enough to take him. We finally managed to make it happen and I announced that I didn't mind it and wouldn't mind doing it again. He was appalled that I liked it and refused to fuck my arse again. It wasn't until much later that I worked out that he wasn't into anal AT ALL and had only insisted on doing it because he was an abusive cunt.

This was 20 years ago now. I'm not with him anymore, thank God.

Good on you girl.

 

[LWulf]

Porn. Seeing everyone else doing it made me curious to get in on it too. Finding a girl who wanted to do it was the harder thing to do next. Personally, I've never talked women into doing something they haven't ever done before. I hate dealing with virgins. Well, I don't mind if someone is a virgin, but they have to WANT me to do it as much as I want to do it, otherwise it's off the table.

 

[MLHeat]

This post has been edited

This post has been edited

 

[Misshotndeep]

I knew it would feel great and Asked for it. I am fun like that.

 

[bigsausage555]

I had lots of wine, my kids were away for the weekend, I watched a Lady Gaga concert and that woman turns me on SO much....then we went to bed and we put "porn" (Cinemax) on to be goofy....but the moaning and panting turned us on even more. I was lying on my stomach while my husband, fiancé at the time, entered me from behind and I was so wet it almost slipped into my ass...and he said, "sorry"...I said "don't be sorry....you can do it..." And it was hot as hell!!

Nice story!

 

[LadyVer]

Stupidity.

 

[Emma_Morely]

Good to hear you did!

Me as well. Thankfully, I had a great partner who slowly worked me into the idea, despite me being hesitant and explaining what happened in the past. He just wanted to show me that it anal can be very pleasant if done slowly and that my ex was a dumb ass. Took some time, but once he wore away at those barriers I put up and I had my first experience ... well needless to say I was asking if we could try it again. I joked it was in the name of science and I needed multiple tests to verify the results, and he was perfectly fine with that.

 

[bisexualsmoker]

Going to bed with a gorgeous sexy man. Being told what to do.

 

[bibethhotwet]

The first time was on my honeymoon night. While I had lost my virginity some years before I had never allowed a man "back there". I did want to try it but for some reason, I cannot really remember where my decision was conscious to do so, I kept my anal virginity until marriage. After we our first round of sex and he had brought me to orgasm several times, I told him I wanted to give him something that would make me completely his. I took his hand and guided his fingers to my asshole, pressing his middle finger there. What I was not prepared for was the incredible skill and patience he displayed in preparing me for my first time. He positioned me on my hands and knees and proceeded to give me my first experience of being rimmed. The best way I can describe it is he made oral love to my asshole for and extended period of time, I am not even sure how long then grabbed a bottle of lube I had pulled out of the nightstand when I initially told him what I wanted. After sufficiently lubing me and himself, he moved behind me. The bed was opposite a large walled mirror and I watched us in anticipation. It took a bit to overcome my natural resistance but soon the head of his cock poped my ring and from there he took his time entering me. Yes at first it was a little painful but soon his cock was buried deep. Gripping my hips he began to slowly fuck me. I did not know it was possible to get as a I call it "asshole horny" but damn he had me there. I told him to fuck me harder and I could not take my eyes off him as he took me there for the first time. Honestly, he was so excited, it did not take him long before shoving deep, grunting loudly and emptying his contents deep into me.

From that night to this, while we have experienced many MFM situtations he is the only man who has fucked my ass. That is his "private property"

 

[wordsNguitars]

I had never had much interest in it, to be honest, as everything on the front side could keep my interest for hours and hours... I was with my first long term older lover (20 years older) and she was riding me... I remember her easing off me and reaching back, and then slowly sliding down on me... it was a different feeling... and her face... I could feel her wetness at the base of my cock... all I could do was meekly ask "did you just?"... all she could muster was a grunt and head nodding... she rode me through what must have been a few orgasms, judging by her bodily reaction...

to this day, she is the only lover I have had that way...

 

[beingtrue2me]

The fear of pain has pretty much kept me from ever wanting to try it. I was married for several years to a man that was rather well endowed and I simply was not gonna ever even consider that. Maybe a man that was average or smaller might make me want to try but not sure even about that. Funny thing is, there is something inside of me that sometimes really likes to be dominated and having a man insisting on anal sex is in fact a turn on when I am in that mood but to this point it has only been in my fantasy realm.

 

[AKS]

if done right anal can be a very intimate bonding experience ...

 

[Hornywetcanuck]

Hubby had been putting fingers in for years but I would never let him. I finally said yes and the first time was ok, but now I am addicted and he likes my Pussy better! I cum so hard and so many times while having anal though. I want it so badly right now! Best organs sever and they just keep coming!

 

[JustAGoodGirl]

*****

 

[HonkOnBobo]

Hubby had been putting fingers in for years but I would never let him. I finally said yes and the first time was ok, but now I am addicted and he likes my Pussy better! I cum so hard and so many times while having anal though. I want it so badly right now! Best organs sever and they just keep coming!

wonder whats on my mind now

 

[LadiLucki7]

In the middle of an awesome fuck with my ex and he asked and I figured what the heck I was feeling extra slutty that night so he worked it in and I loved it. But only get to enjoy it every so often with the right person these days ....