What did women feel at the first anal sex?

@GyneDoll On a Saturday morning he was at my house. My mom and dad were gone. I went into my bed room and stripped to my panties and bra, walked out and said, "Come With Me" He was going to hit the door and run away! I said, "Oh No, You Come With Me" He did and I asked him to remove my panties. Now looking at me like a lost ball in high weeds he did as I asked. I said, "I want you to kiss my pussy, you do know what a pussy is, right?"

What a sweet and loving story. It is so nice to hear of a lady willing to do so much to be loving towards a man she cares for.

It seems that presently the media love to push the story of monstrous men taking advantage of females, there apparently being no other kind of men around except louts and n'er do wells ... Wonderful to hear of a lady willing to be accommodating and willing to help a shy young man. That sound truly emphatic and charitable.

It was painful at first and thought this isn’t for me. He didn’t give up and now if someone asks for it I will gladly accept.

I really enjoyed it. Some pain at first (but I enjoy a bit of the right kind of pain!) but then just wonderful.

I asked for it and the person I was with told me afterwards he’d never had someone ask him before!

This was only a few months ago but our subsequent times together were very anal focussed and a lot of fun.

Hopefully it will be the same with the new person I have only just started dating, he and I share the same kinks.

My first time was a wired sense of pain anf pleasure although maybe a bit more pain. We did stretch a bit with his fingers i think a bit more preperation would have been good. My partner was so gentle and constantly asked me of i was so and told me i was doing great (which was when i realised i had a massive praise kink!) I orgasmed quiet quickly despite the burning sensation but unfortunatly after the orgasm i got very uncomfortable but i grit my teeth through it untill he came. It has been like that the next 3 times we have had anal. Maybe we need more lube after i orgasm. Even with the burning and discomfort i still love it!

@Tasha4w The OP was asking for women what they felt, not men. Perhaps you could start your own post asking only men.

@Aberrant_Doc yes, i am a woman. That was my experience.

@Tasha4 - my apologies, your profile appeared as though you were male.

I felt a knife in my butt

First actual time was a random guy I knew. I was on top, he wasn't too big so I went for it, no lube, just pulled out of one hole and let it sink in the other. It felt a little nasty, good kind of pain. He never said anything but he must have known where his dick was. I rode him til he came in my ass. Got off, got dressed, went home. Took ages to get rid of him after that, not interested in romance with that guy.

Second one was very similar, did the ol' switcheroo while I was riding him, he came in my ass after a lot of riding, then confessed it was his first time ever. Same romantic nonsense but was able to let him down gently, stayed friend.

Third guy I married but not for long because he was a blubbering nutjob. He was great at oral, liked his ass fingered, wasn't opposed to fingering me. I finally talked him into putting his dick up there by letting him wear a rubber because he was afraid of poop. He was a lengthy boy, bigger than my first two. First time past the ring it hurt enough to gasp, after that first thrust it was amazing. Every time after was the same, even going slow and careful the first poke was a doozy but after that my brain dissolved and it was pound town. He had a real hair trigger but amazing rebound so could last a lot longer the second and sometimes third go per session. Downside after was the uncontrollable farts but oh well.

Haven't had any backdoor servicing since then, been almost 50 years.

@pervertedoldlady Such a shame. It appears you liked it, just didn't like the package it came with.

My current wife has never had any interest or even wanted to try it. Such a contrast to my previous lover(s) before her where anal sex was part of our normal sexual routines. It always felt different being in my lover's rectum compared to her vagina. I'd say it was an unmistakable difference. Unfortunately, it's been 39 years since I last had those remarkable experiences.

@pervertedoldlady Every time just lubricated by your vaginal juices?

No, yours.

My first time was in bed with my husband in the spoons position. We'd been kissing and cuddling and generally enjoying each other. He'd been playing around with my bottom for quite a while, rubbing my clit and also rubbing his cock up and down the cleft of my bottom and just gently pressing against my bum hole, stretching but not really penetrating. I got so turned on I just told him to "do it, put it in". Well he didn't need much encouragement. He slathered himself and me in lube and then really really slowly and gently pushed a bit harder until he was inside. He didn't move, just kept asking me if I was ok. He felt enormous but not in a painful way. I found it pretty overwhelming and I was scared it would hurt but he just moved a little and I found I liked it. I was hooked pretty quickly. My actual virginity was taken by an absolute knob head who didn't deserve it so I'm super glad my husband got to have my anal first time. Afterwards I said "you planned that didn't you?" He said he'd thought about it lots but didn't. Do I believe him? Nope 🤣

As it was 50 years ago now I dont remember any specific details. At the time my bf and I were always trying to experiment in our love making and so on one occasion when I was in the "doggy" position, I felt his erection next to my anus and he simply enquired "yes?" And I responded with a "yes". It certainly felt a lot different mainly in how tight it was down there. We might have done it a few times in our later life together but no more than 10 at the maximum. These would have been during my period!