How did you discover anal pleasure?

How did you discover the secret pleasures of Anal. On your own or did someone teach you?

 

I was early teens. My parents rec room had all kinds of weird little things lying around as joke and novelty things. One thing was a Hillbilly Alarm clock. It was a candle with times marked on it. You jokingly slid it in your butt to the amount of time you wanted to sleep and lit it. Remember it was strickly a goofy novelty. But curiosity got me wondering if I could insert it and how far. I managed quite well, and realized it felt rather good and masturbated with it in. This became a common thing. And to this day I enjoy inserting things.

 

When I grew up the ass cheeks is what you admired, the ass hole was a one way orifice.
I have zero interest in anal intercourse. I don't want poop on my cock. Call me crazy.
Having said this, like @Daretobare above - a few years ago I was particularly turned on and while masturbating wanted to put my finger in myself. Holy Cow. The sensation doubles/triples the intensity of an orgasm. It feels so strong it almost hurts.

 

I learned about it in my Junior in school from my BJ and one of his friends during a party and a threesome

 

Discovered in my own. My wife has mastered the art of prostate massage with giving me a blowjob.

 

How about her anal pleasures

 

She likes being rimmed, but no penetration. Not even a topic of discussion.

 

That is strange if she likes being rimmed

 

I knew a hot mature redhead . One night we closed the bar together and went to her place. We started messing around like the typical sceen. She was giving me a great bj when she decided to stroke my cock and suck my balls, but she didn't stop there. She pushed my legs up and started to lick my asshole, poking her tongue in and out. Her finger followed. It felt fantastic and I wasn't about to stop her. She went on to fucking me with strapon. She loved receiving as much as giving and I was happy to oblige.

 

So do you have anal sex on a regular basis now? I didn't know women could have orgasms from anal sex. Does an anal sex orgasm feel as good to you as a vaginal orgasm?

 

So on that first time you tried anal, I assume you used lubrication? I agree with you that it's a little unusual that it didn't hurt the first time you did it. Every girlfriend I ever had refused to let me have anal sex with them because they said they had attempted it before with other guys and it really hurt, and they swore they'd never try it again.

Any reason your boyfriend isn't into having anal sex with you? Seems like most men would jump at the chance to do it, especially if the girlfriend asks for it.

 

So even if you ask him for anal sex, he won't do it? Or does he occasionally give in to your request?

 

Get a toy and have him use it on you and when he see you having that much fun he will do it himself

 

I discovered it fooling around with a friend. We were both in our early-mid teens. She was lesbian and I was just curious and up for experimenting. We didn't have any toys so we ended up using sharpie pens and other random things around the house we thought might fit lol

 

Now use it on him

 

I was just a kid that was curious and loved it

 

I experienced anal sex in high school with twin sisters who insisted "only anal" so not to get pregnant. Then my first wife gave in to the request and loved it. She became an anal whore wanting fucked in the ass all the time because she said her orgasms were so powerful. 20+ years of fucking that sexy ass of hers and it was always a good fuck. My present wife suggested using toys in my ass while sucking me off...WOW, powerful orgasms with more cum. She does me with her strap on regularly as I've become the anal whore my first wife became...lol

 

So I guess the sharpie pens felt great when she stuck them in your ass? What did you use for lubrication? And can you have orgasms from anal sex or not?

 

It felt weird at first but turned very enjoyable. We used random stuff for lube...lotion, spit, body soap. I can have anal orgasms and they are incredible

 

Be careful using soap of any kind, some of them are no pure