Your best (or worst) anal experiences

Quote by analamy:"I must admit that my favorite is when I have a man bent over and spreading his cheeks. It's a bit of a control thing with him completely exposed and excited with anticipation. I really get turned on by the image of this."

Well Amy, you sure make it sound interesting. <hmmmmm? Do I dare go any further with this? Oh, what the hell?>

Okay Amy, I'm willing to give it to you. As an anal virgin, what would you do to convince me that I like it. For me, i think the curiosity is giving up some control. I really am curious!
 
Amy:

I have to admit that I am mostly an anal amateur, but I've been exploring self stimulation lately, if that helps. Any tips? *wink wink*

Gotta run, but I'll try and think up something for you. And if you register and leave an email, I've got a story for you!
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Cheers!
Fox
 
I seem to be getting very popular lately. I now owe responses to three gentlemen. I would certainly appreciate it if one of other girls would pitch in and help me satisfy these guys.

I don't have time to respond to all three of you right now. Merlin please be patient with me I'll make it worth your wait.

Fox if you are exploring self stimulation, I recommend a simple butt plug (or one that vibrates). Just slip that up your little brown hole and jerk off like crazy.

As for you Wow. Since you answered first and have the most anal experience, I give you a little somethimg to think about.

First, I would bring you into my bedroom. I would then have you bend over and touch your toes. I would then hand cuff your wrists to your ankles.

Then the fun would begin. I would unbuckle your belt and then very suddenly pull down your pants and underwear in one quick pull. Then, I would just back up for a moment and enjoy the view of your fully exposed asshole.
While, I'm behind you and out of your sight, I would reach into my dresser and pull out one of my strap-ons. Since you have experience, I pull out one of the large ones (7 1/2" long about 2" in Diameter). Before strapping it on, I would masterbate with it and lubricate it with my own juices (which started really flowing once I saw you beautiful butt hole). Once good and slick, I would strap on my toy. I would walk up behind you without saying a word and ease the toy up your anus not stopping until the whole 7 1/2" was inside of you.

I would then fuck your little hole until you came. After you are spent, I would remove the handcuffs and we would make incredible passionate love.

Hope you liked my story. I would really like to explore some anal play with another female. Girls are you going to let the guys have all of the fun?

Amy
 
Hey, Amy, any suggestions on how to train so that I am ready for you?
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Goin' to get the butt plug now...

Fox
 
Amy, I've had lots of experience fisting an older male friend of mine. I'd be glad to help out with the training camp you're setting up
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If you're interested, my friend & I took some great pics during the fisting, veeerrrryyyyy detailed! If I can talk him out of them, I'd be happy to share.
 
Pearl, the thought of your fisting pics has me almost boiling over. If you can get them, please please please post them here on Literotica. It's only fair to share them with everyone.

In the mean time, I could really use your help with the gentlemen who I have been chatting with. I don't have a lot of time right now so would you please tell Merlin how you would play with his little brown puckered hole (remember he is an anal virgin so be gentle !). Also, I seem to be giving and not receiving much. What would you do to my cute litte rosebud if you had the chance??

I'm overflowing with anticipation.

Merlin, hang-on I haven't forgotten you. I promise to have a special fantasy for you soon.

Amy
 
Amy, we took more pics (just for you, darlin') & the agreement is that I can send them privately through email but not post. This applies to anyone else wanting them. If you want them, they're yours, but be warned, this guy has an amazing asshole. He can literally turn it inside out & the pictures look like he is giving himself a hernia. You'd have to see it to believe it. He gives himself a very high enema before we get started, so there is no smell & no little chunks to catch you off guard. Gross, yes, but we both know it happens. I also have pics of him getting ass fucked by another guy, great angles!

Let's see if I can help you out with Fox & Merlin. I see the fantasy going as a group thing, no participation between the two guys, just hetero on their part. But you & I, well...that's a different story. The scene starts in a luxury penthouse hotel suite downtown. We have surprised the guys by getting a room for the night, complete with hot tub, 2 king sized beds & lots of sturdy furniture for playing. You & I meet before hand over drinks, just to discuss how the night should go. We make our way up to the room, light candles & order room service. They bring 2 magnums of champagne, one for now & one for later. Lots of snacks to nibble on, we'll be working up an appetite in a few hours. We both want to get cleaned up before Fox & Merlin get there, so we decide to take a quick shower & try out the hot tub. As we sink into the tub, we caress one another like we have been lovers for some time. Kissing, licking, sucking...playing for a long time & drinking champagne from one anothers lips, nipples & navels. (Glasses? We don't need no stinking glasses!) Gently, we begin to touch each others smooth, shaved lips, then move downward for the real pleasure. Your little rosebud is so tight against my finger, I can barely get it in. Hands soapy, we wash each others ass, thumbs slipping & sliding across pussy lips to heighten the arousal. Sucking your nipples, biting them as you moan, you relax enough so I finally work my middle finger into your tight hole, then let my thumb slide into your cunt. Mmmm...can you feel me rubbing my fingers together through the thin wall of skin? Sucking your tongue into my mouth, I grind my nipples against yours as I fuck you for all I'm worth & you cum on my hand. after you come down from your orgasmic high, I prop you up on the side of the tub & finish drinking my bubbly from your sweet lips, bathing your clit with my flattened tongue, sucking it like it was a little cock. Lean back so my tongue can taste that sweet ass. Spread your legs for me baby so I can see you. Looks delicious.

(Knock...knock...knock)

Well...heeelllllooooo, Merlin! You're here early!

Sorry, babe, that post was getting way too long. Can't give it to you all at once. Ya gotta pace yourself for these things. Fox, you would have been included at this point, but you called after we got out of the shower & said you were running late. Something about losing your toothbrush.
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If you had tied a string to the thing like Amy told you, it wouldn't get lost in there.

Chapter 2 cumming soon...
 
My worst anal experience was an accident... it happened a long time ago. My lover was sliding his cock deep into my cunt, hard, and then pulling all the way out. Somehow, on one thrust he slightly missed his aim - at least I *think* it was unintentional - and slammed his cock straight into my arse, deep, no warning, no lube... I shrieked and pulled away. Not sure if he even realised what had happened as I was very young at the time and too embarrassed to tell him...
 
Pardon me, I don't mean to "butt" in, but I would like to "insert" a reply which is going back to the original post... that of best (or worst) anal experience.

My hubby and I L-O-V-E to "play" and as far as anal goes, I'm not sure that there's ever been a "worse", so I find it hard to choose a "best"... but here goes! *grin*
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On one particularly horny evening I rolled our computer chair into the bedroom... I began by seating my hubby in the chair and sucking and licking his hard, delicious cock... after a bit I sat on his lap and his passionate kisses caressed my lips... these kisses always drive me crazy and I could feel myself getting hotter and hotter. I began to grind on him, moaning as his hands began to rub my ass.

Next we shifted positions, raising the chair slightly I got up on my knees facing the back of the chair... hubby lubed my hole with his strong hands and continued to rub, starting at first with a gentle pressure he inserted a finger, then two... I was already so horny I bucked back into him, rubbing against his cock with desire. He began to fuck my ass and as usual it felt so devine... he rubbed my clit with one hand and finger-fucked my pussy at the same time, but I had another idea...

Sitting him back in the chair I sat on his lap once again, this time sinking his cock into my slippery hole... I began to ride him wildly... up and down on his stiff shaft... I literally could not get enough that night.

When he came I had such an intense orgasm that I felt as if I couldn't even move from the chair... my legs were wobbly and I felt so weak in the knees! *whew* It was so great, just thinking about it like this again makes me want wheel this chair into the bedroom again... *grin*

Thanks for letting me share. *wink*

-BlueEyes (aka BabyBlues)
 
Blue Eyes - what a great posting. I love to hear stories about people who love anal play. Your story makes me want to run to an office supply store and but a new chair !!!

Most of the responses to this topic are from ladies who enjoy receiving anal pleasure. Do you also enjoy giving it to your hubby. Have you ever had him in the chair ???
 
Hello people - long time no read.
I feel a bit guilty interrupting this little 'brown hole' fantasy! I tell you what though, speaking from experience, I reckon there may be more to analamy than meets the eye (i.e. a meat and two veg if you know what I mean!)

As some of you oldies may remember, I've been on the quest to have anal with my gf for the last 4 goddam years and don't seem to be getting anywhere. She let me try just once but obviously not using lube tends to result in blood curdling screams (which it did) and to this day she vows never to try it again. I guess that's the worst (and only) experience.

The best (and completely fictitious) experience was when I was so stoned that whilst making love to the missus I convinced myself that we were having anal sex. I guess my cock must have been off its face too! Anyway, that felt tremendously good and after I actually said:

"God, Baby, that was great. I told you anal would be didn't I?"

To which she responded:

"Yes Dear. Now I think its about time you stopped taking drugs don't you?!"

Anyway, nice to be back. I've got the first story to come from flagg being posted soon called 'Querella's Smile' - so look out for it.

P.S. Did you lot ever finish that debate on US/Rest of the World!!
 
Hi WOW... to reciprocate the pleasures I recieve to my husbands tight ass is one of my sweetest fantasies!
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He has let me play a small bit, fantasized with me about it, and even given consent to try "sometime"... but so far, no dice!

I know it won't be long before he experiences the buzzing end of my vibrator in his end... sigh... 'twill be a hot night to be sure! *grin*

-BlueEyes (aka BabyBlues)
 
Crystal, thanks for the insult. Why is it that a woman who is sexually agressive is either really a guy or a dyke ?

I hate to disapoint you, but I am 100 % female. I am a 27 year old single mom with a 9 year old son (that's why I usually don't have much time). I am currently involved in a monogamous long distance relationship. I only see my boy friend about 4 or 5 times a year so yes I masterbate and enjoy internet fantasies. I experienced anal sex for the first time when I was 17. My boyfriend at the time slipped a finger up there and I the most intense orgasm. Ever since then, I have enjoyed anal play. I enjoy straight sex most of the time but have had female lovers in the past and now fantasize about it more than practice it.

I hope that helps set the record straight.

Amy
 
To analamy or wow40, I recently bought a strap-on dildo and desperately want my wife to use it on me. My question is this, how do I get my wife to go along with my desires? Another thing is, I was curious if other men have tried this. P.S. Have any of you women out there used a strap-on dildo on your men.
 
I'm sure crystal didn't mean anything by it analamy darling.
Do dykes have male genitalia? I guess I should get with the times.
Oh dear, only been back two days and already enemies a plenty I do have.
 
I'm sure crystal didn't mean anything by it analamy darling.
Do dykes have male genitalia? I guess I should get with the times.
Oh dear, only been back two days and already enemies a plenty I do have.
 
Bigheadbiney,

That's a bit of a tough question. How you approach having your wife use a strap-on on you depends on your wife's personality and your relationship with her. If you don't mind answering a few questions, it really might help one of us make some suggestions.

1. Do you and your wife enjoy any kind of anal play now ? Does she currently give you any anal pleasures and does she seem to enjoy it or does she do it only because you enjoy it?

2. Does your wife have any toys that she plays with now ? If she does, do you use any of these on her ?

3. Do you and your wife talk about your sex lives? Do you ever discuss each others fantasies?

4. Do you ever role play or act out any fantasies with your wife?

I don't mean to pry, but I would hate to give you any advice without knowing at least some facts.

Wow40
 
Analamy I would just like to inform you that you were 100% right about Crystal.

You see Crystal and Flagg are actually the same person (Male). Crystal is the name he writes his stories under, very good stories mind you. But just thought I would let you know. Flagg admitted it here quite awhile ago if you want to look it up.

All I can say is "Girl you go" I absolutly love anal.
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Nicole - Thank you for comlimenting my stories.
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What has analamy got 100% right?
ANalamy - just ignore me, I'm just an embittered anal-virgin. Put it down to frustration.
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Flagg/Crystal - Apology accepted.

Nicole - Thank you for your support.

Pearl - Sorry but I don't give out my e-mail address. My son is more computer literate than I am and I don't what to take any chances. Maybe one day you can convince your partner to let you post one or two on Literotica.

Finally, I still owe a few of you some stories, I haven't forgotten but just haven't had much time. Please stay patient. Thanks.

Amy
 
Does anyone know of any websites that has free pics of women using strap-ons on men ???
or any websites of oral-anal sex ???
 
HI can i join in on this discussion? it seems like there are only a few people that use this forum for communication....my best anal is everytime i get it, my worse anal is everytime i need it....
but seriously, i would love to join in or really share, if it is okay that is. i will wait to see and then i would love to come in a be part of this great little group.
 
Chatmic - You are definitely welcome. Please share some fantasies with us.
 
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