Accidental Anal, Ever Happen To You?

[Yachtsman69]

A couple of nights ago I hooked up with my FWB for a couple hours of fun. We had both had a couple of drinks and were a little buzzed and very horny. We took our time with lots of foreplay and sharing oral and it was really nice. We started some slow sensual fucking in missionary position that, over a period of a half hour or so, worked its way to the point where I was literally pounding her pussy as hard and deep as I could. It was really intense and she was shuddering and encouraging me at the same time. All of a sudden on one of my back thrusts my cock pulled out and moved down a little and I unintentionally rammed it right into her ass with no gentle prep, lube, or anything. Now this woman really likes having her ass fucked, one of the reasons I like her so much, but not this way. She screamed and popped off my cock in a nanosecond.

I felt horrible. Her eyes were tearing and she was clearly in pain. She knew I hadn't done it on purpose because I am always gentle and patient when entering her ass. It is a credit to her libido that after only a few minutes she was ready to go again.

We joked a bit about my cock not going anywhere near her ass for the rest of the evening and that lightened the mood a bit. She then told me she wanted me to pound her really hard some more but do it doggy so there would be no more accidents I obliged and we proceeded with an awesome session of doggy style fucking. Once I got going I was ramming her even harder than I had been, because it is easier to do that doggy, while she tightly gripped the sheets so her head would not slam into the headboard. It was very rewarding because she was screaming and gasping as I rammed it home. After a while she built up to a full body shuddering orgasm and kind of fell over on the bed. I was super hard and throbbing, and pretty close to climax myself, so I started stroking and telling her to get ready to take my big load. It was so hot because she was begging me to cum in her mouth. As I felt my climax approaching I moved closer to her mouth and she took me in just as I started spurting cum. She was so sensual as she was taking my load and then sucking the last of the cum out, so I pulled out and started making out with her. She had swallowed a lot of it but there was still some cum to share. Very nice!

So, has anyone else had something like this happen? Did it end badly, like I thought mine was going to, or did it continue nicely after?

 

[soflabbwlvr]

I've done that a few times, under pretty similar circumstances. Hard fucking, too long on the backstroke, and a forward stroke that misses low. The three or four times that happened only the tip penetrated her anus before she was moving out of the way and issuing a rebuke.

I'll also confess that a few times when I was much younger I attempted anal penetration without first obtaining express consent. I passed a few of those off as "oops, it slipped." Only twice was the penetration successful. One ended in a very satisfying anal fuck for both of us. The other resulted in my girlfriend (now wife) getting upset and cutting me off for a week.

Men attempting anal without consent seems to be a fairly common thing. The wife and I swing, and our online profile lists receiving anal as one of her preferences. As a result, nearly every guy tries to initiate anal with her, but only about 1/4 ask permission first.

 

[Yachtsman69]

I've done that a few times, under pretty similar circumstances. Hard fucking, too long on the backstroke, and a forward stroke that misses low. The three or four times that happened only the tip penetrated her anus before she was moving out of the way and issuing a rebuke.

I'll also confess that a few times when I was much younger I attempted anal penetration without first obtaining express consent. I passed a few of those off as "oops, it slipped." Only twice was the penetration successful. One ended in a very satisfying anal fuck for both of us. The other resulted in my girlfriend (now wife) getting upset and cutting me off for a week.

Men attempting anal without consent seems to be a fairly common thing. The wife and I swing, and our online profile lists receiving anal as one of her preferences. As a result, nearly every guy tries to initiate anal with her, but only about 1/4 ask permission first.

LOL " issuing a rebuke" , that's a delicate way to put it.

When I meet a new woman I always ask, but I was much less considerate when I was younger. I do recall hearing the sternly uttered words " that thing is NOT going in there" one time.

 

[soflabbwlvr]

LOL " issuing a rebuke" , that's a delicate way to put it.

When I meet a new woman I always ask, but I was much less considerate when I was younger. I do recall hearing the sternly uttered words " that thing is NOT going in there" one time.

When I was younger I was obsessed with anal. I can't tell you how many times I heard "wrong hole! wrong hole!" I guess I still am obsessed, but I've learned not to expect it, and if the woman says "no", then just let it go. Maybe the next woman will want it. I don't even ask my wife any more. If she's in the mood, she'll let me know. If she's on her period and gets frisky at bed time, then we both know how it's going to go down. Otherwise, if she's super horny and in the mood for it, she'll tell me to get out the lube and put it in her ass. There are so many variables at work; that's one area where I just let her call the shots.

 

[Up4fun&69]

Back in the mid-80s, I had one such night. My GF at the time was very open and adventuresome. We tried fucking with others watching us, in public places and XXX theaters, outdoors, watching ourselves in a mirrored room, etc. We had great fun. One night we were really going at it and I slipped out and went right back in only it was in her ass. She put her hands on my shoulders as her eyes grew as big as saucers and said, "Wait!" She then told me what happened as I eased out, ruining the moment.

The funny thing is that after my divorce, we dated again about 15 years later. One night after a really hot session in bed, she asked me if I had ever done anal or if we had done it all those years ago. I reminded her of that night 15 years earlier. She laughed, now remembering it and saying that she was so shocked that night, the first time she had been penetrated there, especially without warning or lube. But then she said that experience got her interested and that she had come to explore and love anal. So 15 years later, we finally did it again, the right way.

 

[TheLM]

Im too thick and the arseholes on my lovers have been way too tight for that to happen. >_<

 

[Yachtsman69]

The funny thing is that after my divorce, we dated again about 15 years later. One night after a really hot session in bed, she asked me if I had ever done anal or if we had done it all those years ago. I reminded her of that night 15 years earlier. She laughed, now remembering it and saying that she was so shocked that night, the first time she had been penetrated there, especially without warning or lube. But then she said that experience got her interested and that she had come to explore and love anal. So 15 years later, we finally did it again, the right way.

I love it when she pushes the anal agenda, especially if it goes down in a kind of shy and embarrassed way, and there I am really wanting it anyway.

 

[Yachtsman69]

Im too thick and the arseholes on my lovers have been way too tight for that to happen. >_<

LOL ... now there you go bragging again

 

[Amberchgo]

All of a sudden on one of my back thrusts my cock pulled out and moved down a little and I unintentionally rammed it right into her ass with no gentle prep, lube, or anything.
?

Good grief. You need to control that thing!

 

[TheLM]

LOL ... now there you go bragging again

lol I didn't mean to brag, I'm not that thick but the anal sphincter is a generally tight thing!

 

[Sheana_V]

I've been on the receiving end of this several times. All but once it was pretty much the end of sex with that person; at least for that encounter.
One time it had been lubed very well my own juices, and somehow managed to work. If I suspect that it was not really an accident; well that's pretty much the end of sex with that person...

 

[bob53]

OOPs

This is a classic for this subject.

https://www.youtube.com/watch?v=zIyeNRbbKBw

 

[curiousalways]

A slip a couple of months ago because she really likes long strokes. The combination of pulling out just a little too far and her raising her hips meant just the tip went in. It was remarkable how fast she moved but she laughed. Not an area I'm normally allowed to play in to my regret. I'd never do it without prep because I'm probably thicker than average and it would probably hurt her

 

[Yachtsman69]

I've been on the receiving end of this several times. All but once it was pretty much the end of sex with that person; at least for that encounter.
One time it had been lubed very well my own juices, and somehow managed to work. If I suspect that it was not really an accident; well that's pretty much the end of sex with that person...

I totally understand that it would end things. It should be subtle and with permission and mutual enjoyment.

As beautiful as your ass is, well, I would be asking permission and taking my time. Unless I was a dumbass as I was the other night. Heat of the moment ...

 

[StrongMaster7]

It was ages ago, but I have had virtually the same thing happen. And it is amazing how quickly a woman can move to prevent any further "damage" in that area.

Like several who have posted above, I was once really keen on getting some anal sex. My wife ABSOLUTELY refuses. She says that any time we have had any anal play at all it has resulted in her getting a really bad yeast infection. I know there is some truth to this and I have given up ever having anal with her.

Early in our time together she would allow a finger or two and she would let me slide my cock between her asscheeks (in a manner similar to titfucking). I had a few accidental partial anal penetrations, but she would very quickly stop things and we would resume other forms of play. The closest we ever got was at a spa, in a private room. We did a lot of very sexy, sensual massage with muds, and salts and oils and we were fucking and touching. I came once and she was still interested and at one point she said,"Just put it in any hole." This was my one chance. And I couldn't get hard again fast enough.

Fortunately, long ago before my wife I had a one-nighter with a lady who enjoyed anal and I got to feel that incredible tightness and warmth for a few pumps before blowing my load in her ass. So, I have my memories. *sigh*

 

[jodylee]

Yes, happened once, wanted to die!

 

[isabellepain]

Happened to my best friend and I still laugh everytime I remember here telling the story!

 

[u22u2]

Up her butt, poor targeting

Yea and sometimes it's more embarrassing than others. My most memorial incident was a very gorgeous daughter of one of my best buddies. Neither of us were children and had been an item for quite some time. My buddy was a coon hunting, drinking, and "smoking" long time good O'L boy. His family and I had known ech other for a long time. Well I don't need to make this a book so I'll get to the point.
We, her & I, had been partying for an afternoon and found ourselves in the rack and balling like a couple of fuck-up's do when I pulled for a deep plunge and missed the fucking target. OMG that scream was not an orgasm. She backed off, cussing and bitching, like an ass virgin will do and I broke up. She didn't think it was very funny and that ended what was a great screw. I still chuckle when I think of her at that moment. Yes, I apologized and did what I had to do to save our relationship and fetched her a drink. WTF can a guy do
OH! yea, the embarrassment. She told her dad Can you believe that ? Can you feel my pain the next time I saw him ? The next time we went hunting I stayed well behind him. Do you blame me
Paula, if your a lit reader, I'd love to see you again babe

 

[WebTraveller]

This has happened more than once for me, well from me. I guess I am not one of the lucky ones where it turned into something better, it just stopped everything at that point and we took a break or stopped for the night.

Usually for me it happens when I am driving hard (literally) and she moves a little to get a better angle. I cringe the second it happens because I know it must hurt like hell. After getting over the initial.. "What the fuck did you do that for?" My wife and I usually make a couple of crude jokes and it is all forgotten, until I do it again.

 

[Dickstroker81]

I,ve done a lot of anal, giving and receiving, with men and women, but it was never by accident.

 

[Arianthe]

Lol! It's happened a couple of times. As you say... That long backstroke. Apparently "MOTHERFUCKER" is not a safeword.

Luckily, I've always managed to move away fast enough that no more than the tip went in. Don't get me wrong... I like it back there, but you kinda need to warn me it's coming.

 

[PleasePeesMe]

Same here.

The (too long) backstroke and as it nestled against her anus, she said, "Would you like to fuck my arse?". The rest is.....wonderful.

 

[LeopardPrint]

This happened my first time too The boy was shoving it in my ass , and I was trying to tell him it was the wrong hole, but he persisted until I shoved him off and had to point out which hole was which

 

[HomerSimpson123]

I,ve done a lot of anal, giving and receiving, with men and women, but it was never by accident.

My initial reaction to the thread title was similar, something along the lines of "How could it ever be accidental? It's surely intentional at least on a subconscious level.", but I've been schooled by you all.

Thanks.

 

[notnice66]

It happens - at least, I thought it was accidental

We were both going at it, he was spooning me and I was pushing back to take him deeper. We lost coordination and he jammed it right against my anus. Yeah, it hurt