What was your best Anal Experience?

My best

My best experience was with this vivacious tranny in my car. Her cock wasn't super large, but just right. I remember the stroke so well. It felt almost perfect. I had one foot on each side of the console and the seats layed flat. My cock was on middle arm rest. She greased me up, I whimpered and then came shear pleasure. I came all over the arm rest without much contact on my own dick. I can still feel her to this day.

first and best

The first time my ex fucked me with a strap on. She had put on this sexy bra and thongand hot ass high heels, came down the steps and motioned for me to come upstairs, followed her sweet ass up the steps to the bedroom where she had candles lit. She turned on some very sensual music and put a blind fold on me, slowly undressed me, never saying a thing and led me to the bed, laying me face down and tying my hands about shoulder width apart. Kissing my neck down to my back and massaging the whole way, don't know when she did it, but pulled a glove on and started fingering my ass, loosening me up for the big strap on we had just bought. (Was in college and had bought it weeks before, say each other every 5 or 6 weeks, neither of us could wait for the first chance to use) Somewhere along she had taken off her bra and was laying next to me pressing her perky nipples into me softly kissing my shoulders and neck, while plowing a couple fingers in my ass. Once she had me well opened up, she couldn't have been more than 10 secs of putting the strap-on on, (the good thing about that one had a butt plug and pussy plug for her while she fucked me) next thing I felt her tongue at the top of my ass and she licked all the way up my spine to my next, where I could then feel her realistic thick cock resting between my cheeks, the first words she had spoken in about 30 mins was a soft whisper with her lips in my ear "I'm so glad I get to make your ass mine". Where she then slowly slid all the way in me and continued to fuck me, grabbing my hips and pulling me up so I could fuck back in to her. She was very vocal once she was fucking and kept telling me how good her cock went in my ass and how much her pussy loved being fucked while she was able to fuck. I told her I was about to cum and she pulled out, jerked the strap on off and had me flip over so we could 69 where as soon as her lips touched my rock hard cock I exploded, and I ate her pussy until her legs had clamped around my head three times and she said she couldn't take anymore.

After that it was always fun but never as amazing, but it was always fun to be in a bar and she would come up and whisper to me, tonight you're getting fucked, not me. Friends never knew what she meant but damn I wish I could have her in me again.

Best??

That would have to be the lesser of three evils. Three experiences, all horrible.
On the bright side, I love oral, both ways!

Best has still been with a toy I bought and let my partner use on me. Still haven't had anything beat that.

What Was Your Best Anal Experiance?

- My best experience I had was a couple of years ago, when I went to a house for a booty call from a curious and older Navajo professional man in Albuquerque. He was a runner and smaller build, ( I am 5'7 and a runner as well) he was a tad shorter and thinner then I am. He waited until his family went home and visited family in Arizona and I was invited over.
-I arrived early afternoon, hung around casually for a little bit and we both undressed completely nude for the rest of the day at his house. His cock was uncircumcised, thin and was about 5 inches erect. When I was in the guest room bed naked on my elbows and knees with my ass up, he entered me with minimal pinch and pain because I was still a bit tight. He pumped me painlessly, and enjoyed my very slicked up anal ring and his hot slippery cock, going in and out of my tight, hairy ring. It was the first time I had bottomed bareback painlessly and I enjoyed the experience and pleasure. He came inside me a couple of times, masturbated for him and sucked his cock a few more times before we showered together and I went home.

Nudenative said:

- My best experience I had was a couple of years ago, when I went to a house for a booty call from a curious and older Navajo professional man in Albuquerque. He was a runner and smaller build, ( I am 5'7 and a runner as well) he was a tad shorter and thinner then I am. He waited until his family went home and visited family in Arizona and I was invited over.
-I arrived early afternoon, hung around casually for a little bit and we both undressed completely nude for the rest of the day at his house. His cock was uncircumcised, thin and was about 5 inches erect. When I was in the guest room bed naked on my elbows and knees with my ass up, he entered me with minimal pinch and pain because I was still a bit tight. He pumped me painlessly, and enjoyed my very slicked up anal ring and his hot slippery cock, going in and out of my tight, hairy ring. It was the first time I had bottomed bareback painlessly and I enjoyed the experience and pleasure. He came inside me a couple of times, masturbated for him and sucked his cock a few more times before we showered together and I went home.

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nice

I loved being fucked with a feeldoe. I was all dressed in lingerie and my wife plowed me. Giving anal is ok. I don't love it, and neither does the wife. I will eat her ass though. Every fucking chance I get.

My best anal

My wife and I have many anal encounters over our many years of marriage. She has used fingers and toys to my enjoyment. We bought a strap on a couple years ago and I have truly enjoyed it. She don't use it as much as I would like but I guess that's the it goes. But last week we where in the shower together and she was giving me oral and started playing with my ass. I was more excited than usual and asked her if she'd get her strap on and fuck me in the shower. She got out put her harness and dildo on got back in. Then took charge told me turn around bend over. She has never fucked me standing up until now. When she entered me I don't know if it was the angle or what but it felt better than ever. Then then started slapping my ass asking how did I like it. I told her don't stop. She kept spanking me and fucking me telling me " you like me fucking you don't you". Please don't stop I begged. I was jacking my cock and when I came my legs became like rubber and I was shakeing. The most intense organsam I've ever had. I don't know if the angle was different or what it was awesome.

bigdave1961 said:

My wife and I have many anal encounters over our many years of marriage. She has used fingers and toys to my enjoyment. We bought a strap on a couple years ago and I have truly enjoyed it. She don't use it as much as I would like but I guess that's the it goes. But last week we where in the shower together and she was giving me oral and started playing with my ass. I was more excited than usual and asked her if she'd get her strap on and fuck me in the shower. She got out put her harness and dildo on got back in. Then took charge told me turn around bend over. She has never fucked me standing up until now. When she entered me I don't know if it was the angle or what but it felt better than ever. Then then started slapping my ass asking how did I like it. I told her don't stop. She kept spanking me and fucking me telling me " you like me fucking you don't you". Please don't stop I begged. I was jacking my cock and when I came my legs became like rubber and I was shakeing. The most intense organsam I've ever had. I don't know if the angle was different or what it was awesome.

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Wonderful experience! Thanks for sharing it with us!

You have to love those occasional rubber leg orgasms!!!!!

Best experience giving anal would have to be fucking her doggystyle in the ass while she used a vibrating dildo in her pussy. It was incredibly intense and didn't take long for both of us to explode in orgasm.

Best time receiving anal would have to be a few nights ago when she used her strap-on and fucked me good. It took a while but eventually she had me bent over thrusting all 7 inches of her "cock" into me. She finished me off by making me get on my back so she could fuck me and make me cum on my own face and mouth.

It has been a couple of weeks without any Aneros time. The sex has been great, just in different directions.

Today ,I decided I was craving a session.

I came home , prepped and she gave my 20-30 minute head start as she knows I enjoy that time relaxing and getting in the mood.

By the time she comes in , I am having dry Os regularly.
Twitching and edging.

She proceeds to give me a deep throat BJ after eating two Altoids ! I was buzzing from the Vice and my cock was almost numb from the Altoids.Very different sensation !

After a bit I stopped her as I felt this orgasm )s( would be the oozing kind, not the shooting type and I may not know when I came and could ooze down her throat.

I rolled over and got in a missionary position to make love to her ! I slipped into her with the Vice thrusting into me with the kegels and the pumping movements I was making . It was wild , like it was thrusting into me pushing me into her…almost involuntary and not in my control. Like the best of both worlds !!

I am getting an erection just rethinking it !

After a bit I realized that I was probably pouring precum and pulled out not to cum in her.

After a venture with her Rabbit, I finished off stroking myself, letting my knuckles stroke her clitoris area with each stroke and grinding against her. Mind blowing finish with the Vice exploding in me at impact !

What a fantastic lady !

I had received strap-ons several times and really enjoyed them. But then I became friends with a male doctor and over time we came to realize we both had bi-yearnings but neither one felt like we could share them with our wives. Anyway, one day we decided to get a hotel room and explore our desires. We were both so horny by the time we got there that we just stripped down naked, laid opposite from each other on the bed, and 69'ed each other to marvelous orgasms within 3 or 4 minutes. That took the initial urge off and let us relax a bit.

We drank a couple of beers while recovering and then he asked if I wanted to try anal. I suspected this was going to happen so I had totally cleaned myself out that morning in preparation. I said sure and he went over to his pants and pulled out a tube of lube. Laying flat on my back I pulled my legs up to my chest and spread them out as he started to open me up with his lubed finger. He got one finger all the way into me and stimulated my prostate, which that alone got me rock hard again. Being a doctor he knew exactly what he was doing. After getting me good and stimulated he opened me up more with a second and then a third finger.

Finally he got up on his knees and I saw he was rock hard again himself. He pulled my hips upward a bit, lined his cock up with my anal entrance, and then slowly slipped his throbbing, pulsating penis all the way into me. He had done such a good job getting me ready that there was absolutely no pain at all.

As he started fucking me his cock head would hit my prostate gland with each insertion giving me even more intense pleasure and making my own penis throb even harder. He knew it was my first time receiving anal from a real live cock and I think it made him all the more excited that he was taking my virginity.

He probably lasted 6 or 7 minutes before I saw his eyes close, his body tense, and his penis go all the way as deep as it could in me. I felt his cock spasming around my sphincter muscle and his cock head pulsating deep inside me as he started filling me with shot after shot after creamy juicy hot shot of his sperm and semen. It was so fantastic to realize that I'd finally done something I had fantasized about for so long.

Once he was done ejaculating he left his cock inside me and starting stroking my penis with one of his hands. As he did so he pumped his penis in and out of me slowly and I could feel the added wetness around it from his cum that was now inside me. Between that and all the stimulation my prostate gland had experienced I probably lasted less than a minute before he was milking a huge load of jism out of me. It spurted all over my stomach, chest, and even up to my face. It was absolutely amazing and totally satisfying in every way.

The only down side to the whole experience is once you've had a real live cum spewing cock inside you, nothing else ever compares to it again.

Southerncple said:

Best experience giving anal would have to be fucking her doggystyle in the ass while she used a vibrating dildo in her pussy. It was incredibly intense and didn't take long for both of us to explode in orgasm.

Best time receiving anal would have to be a few nights ago when she used her strap-on and fucked me good. It took a while but eventually she had me bent over thrusting all 7 inches of her "cock" into me. She finished me off by making me get on my back so she could fuck me and make me cum on my own face and mouth.

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Snap for giving. As for receiving it was 10", and solo on all fours.

2 hours of riding bliss & porn before I came so hard I nearly blacked out. took 15 minutes before I could move to clean up

I'd say the best time for me was the first time I discovered that I could get a substantial portion of a broom handle in my ass. It opened a whole other world to me.

bc_smash said:

I'd say the best time for me was the first time I discovered that I could get a substantial portion of a broom handle in my ass. It opened a whole other world to me.

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Sounds like some early experimentation I used to do, but it involved the handle of a plunger.

Jenna2641 said:

Sounds like some early experimentation I used to do, but it involved the handle of a plunger.

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The plunger was way to wide for the first... lol

Household objects

Jenna2641 said:

Sounds like some early experimentation I used to do, but it involved the handle of a plunger.

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A week home alone & a cucumber in the fridge at 19 was the moment I went from "ooh this is nice" to "fuck me I'm doing this night & day until I can't move"

newhere2learn said:

A week home alone & a cucumber in the fridge at 19 was the moment I went from "ooh this is nice" to "fuck me I'm doing this night & day until I can't move"

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Nice!

newhere2learn said:

A week home alone & a cucumber in the fridge at 19 was the moment I went from "ooh this is nice" to "fuck me I'm doing this night & day until I can't move"

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bc_smash said:

Nice!

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I haven't tried fruits or vegetables, but I've tried a few vibrators & dildos since those early days!

Parsnips work well. But that's another topic.

even better

10" rubber cocks with suction cup are even more fun.


Been playing with my ass for pleasure as long as I can remember

newhere2learn said:

10" rubber cocks with suction cup are even more fun.


Been playing with my ass for pleasure as long as I can remember

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Wish I had that option. But don't need others in the house finding that.

bc_smash said:

Wish I had that option. But don't need others in the house finding that.

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Borrow someone else's